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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (9) Show 9 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:46 UTC

HMDB ID

HMDB0014876

Secondary Accession Numbers

HMDB14876

Metabolite Identification

Common Name

Pentamidine

Description

Pentamidine is only found in individuals that have used or taken this drug. It is an antiprotozoal agent effective in trypanosomiasis, leishmaniasis, and some fungal infections; used in treatment of pneumocystis pneumonia in HIV-infected patients. It may cause diabetes mellitus, central nervous system damage, and other toxic effects. [PubChem]The mode of action of pentamidine is not fully understood. It is thought that the drug interferes with nuclear metabolism producing inhibition of the synthesis of DNA, RNA, phospholipids, and proteins.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0014876
     RDKit          3D
Pentamidine
 49 50  0  0  0  0  0  0  0  0999 V2000
    8.4973    0.6884    0.6107 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5333    1.1282   -0.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7453    2.2957   -0.8584 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2491    0.4545   -0.0993 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0381   -0.6857    0.6511 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8187   -1.3097    0.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7726   -0.7881   -0.1605 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6126   -1.4625   -0.1247 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3736   -1.3223   -0.6843 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6794   -0.0860   -0.2338 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4698   -0.0412    1.2636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3528   -1.1751    1.7722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7376   -1.2185    1.1666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4417   -0.0478    1.4501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7330    0.1413    0.9990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3882    1.3107    1.3025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6933    1.4430    0.8175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3008    0.4630    0.0752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6457    0.6411   -0.4039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3174    1.6882   -0.1678 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2553   -0.3826   -1.1689 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6172   -0.7148   -0.2204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3351   -0.8459    0.2555 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0233    0.3502   -0.8950 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2448    0.9857   -0.8808 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5429   -0.1254    1.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1623    2.2740   -1.8323 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5008    3.2526   -0.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8116   -1.1358    1.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6594   -2.1972    1.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5286   -1.2070   -1.8056 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7327   -2.2354   -0.5869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3006    0.0275   -0.7789 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2520    0.8062   -0.4953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0270    0.9049    1.5191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4546   -0.0773    1.7456 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1088   -2.1644    1.6238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4819   -1.0363    2.8652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6201   -1.3267    0.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2599   -2.1383    1.4989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9470    2.1067    1.8834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1665    2.3880    1.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9936    2.4990    0.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0785   -0.4410   -2.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8803   -1.0825   -0.7321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0985   -1.4977   -0.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8246   -1.7831    0.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2613    0.7863   -1.5362 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4241    1.8931   -1.4735 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  3
 19 21  1  0
 18 22  1  0
 22 23  2  0
  7 24  1  0
 24 25  2  0
 25  4  1  0
 23 15  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  5 29  1  0
  6 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 16 41  1  0
 17 42  1  0
 20 43  1  0
 21 44  1  0
 21 45  1  0
 22 46  1  0
 23 47  1  0
 24 48  1  0
 25 49  1  0
M  END

738
  Mrv0541 02231214582D          

 25 26  0  0  0  0            999 V2000
    5.6655   -2.6029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8089    1.1096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -5.0780    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5234    4.8222    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930   -3.8405    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0944    4.8222    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799   -0.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0944   -0.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6655   -1.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0944    0.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509   -3.0154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8089    1.9347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -2.6029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5234    2.3472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509   -3.8405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0944    2.3472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -3.8405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8089    3.5847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -3.0154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5234    3.1722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -4.2530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0944    3.1722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -4.2530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8089    4.4097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0  0  0  0
  1 12  1  0  0  0  0
  2 11  1  0  0  0  0
  2 13  1  0  0  0  0
  3 24  1  0  0  0  0
  4 25  1  0  0  0  0
  5 24  2  0  0  0  0
  6 25  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 12 14  2  0  0  0  0
 12 16  1  0  0  0  0
 13 15  2  0  0  0  0
 13 17  1  0  0  0  0
 14 20  1  0  0  0  0
 15 21  1  0  0  0  0
 16 22  2  0  0  0  0
 17 23  2  0  0  0  0
 18 20  2  0  0  0  0
 18 22  1  0  0  0  0
 18 24  1  0  0  0  0
 19 21  2  0  0  0  0
 19 23  1  0  0  0  0
 19 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014876

> <DATABASE_NAME>
hmdb

> <SMILES>
NC(=N)C1=CC=C(OCCCCCOC2=CC=C(C=C2)C(N)=N)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H24N4O2/c20-18(21)14-4-8-16(9-5-14)24-12-2-1-3-13-25-17-10-6-15(7-11-17)19(22)23/h4-11H,1-3,12-13H2,(H3,20,21)(H3,22,23)

> <INCHI_KEY>
XDRYMKDFEDOLFX-UHFFFAOYSA-N

> <FORMULA>
C19H24N4O2

> <MOLECULAR_WEIGHT>
340.4195

> <EXACT_MASS>
340.189926032

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
38.85340776240597

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-{[5-(4-carbamimidoylphenoxy)pentyl]oxy}benzene-1-carboximidamide

> <ALOGPS_LOGP>
1.32

> <JCHEM_LOGP>
2.322452181

> <ALOGPS_LOGS>
-4.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA_STRONGEST_BASIC>
12.127523837671355

> <JCHEM_POLAR_SURFACE_AREA>
118.19999999999999

> <JCHEM_REFRACTIVITY>
120.52940000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.36e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pentamidine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014876
     RDKit          3D
Pentamidine
 49 50  0  0  0  0  0  0  0  0999 V2000
    8.4973    0.6884    0.6107 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5333    1.1282   -0.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7453    2.2957   -0.8584 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2491    0.4545   -0.0993 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0381   -0.6857    0.6511 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8187   -1.3097    0.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7726   -0.7881   -0.1605 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6126   -1.4625   -0.1247 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3736   -1.3223   -0.6843 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6794   -0.0860   -0.2338 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4698   -0.0412    1.2636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3528   -1.1751    1.7722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7376   -1.2185    1.1666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4417   -0.0478    1.4501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7330    0.1413    0.9990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3882    1.3107    1.3025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6933    1.4430    0.8175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3008    0.4630    0.0752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6457    0.6411   -0.4039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3174    1.6882   -0.1678 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2553   -0.3826   -1.1689 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6172   -0.7148   -0.2204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3351   -0.8459    0.2555 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0233    0.3502   -0.8950 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2448    0.9857   -0.8808 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5429   -0.1254    1.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1623    2.2740   -1.8323 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5008    3.2526   -0.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8116   -1.1358    1.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6594   -2.1972    1.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5286   -1.2070   -1.8056 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7327   -2.2354   -0.5869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3006    0.0275   -0.7789 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2520    0.8062   -0.4953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0270    0.9049    1.5191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4546   -0.0773    1.7456 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1088   -2.1644    1.6238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4819   -1.0363    2.8652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6201   -1.3267    0.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2599   -2.1383    1.4989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9470    2.1067    1.8834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1665    2.3880    1.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9936    2.4990    0.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0785   -0.4410   -2.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8803   -1.0825   -0.7321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0985   -1.4977   -0.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8246   -1.7831    0.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2613    0.7863   -1.5362 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4241    1.8931   -1.4735 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  3
 19 21  1  0
 18 22  1  0
 22 23  2  0
  7 24  1  0
 24 25  2  0
 25  4  1  0
 23 15  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  5 29  1  0
  6 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 16 41  1  0
 17 42  1  0
 20 43  1  0
 21 44  1  0
 21 45  1  0
 22 46  1  0
 23 47  1  0
 24 48  1  0
 25 49  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 738                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      10.576  -4.859   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      14.577   2.071   0.000  0.00  0.00           O+0
HETATM    3  N   UNK     0       5.241  -9.479   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0      15.910   9.001   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0       3.907  -7.169   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0      13.243   9.001   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      11.909  -1.009   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.909  -2.549   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.243  -0.239   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.576  -3.319   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.243   1.301   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.242  -5.629   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.577   3.611   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.908  -4.859   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.910   4.381   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.242  -7.169   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.243   4.381   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.574  -7.169   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.577   6.691   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.574  -5.629   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      15.910   5.921   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.908  -7.939   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.243   5.921   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.241  -7.939   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      14.577   8.231   0.000  0.00  0.00           C+0
CONECT    1   10   12                                                       
CONECT    2   11   13                                                       
CONECT    3   24                                                            
CONECT    4   25                                                            
CONECT    5   24                                                            
CONECT    6   25                                                            
CONECT    7    8    9                                                       
CONECT    8    7   10                                                       
CONECT    9    7   11                                                       
CONECT   10    1    8                                                       
CONECT   11    2    9                                                       
CONECT   12    1   14   16                                                  
CONECT   13    2   15   17                                                  
CONECT   14   12   20                                                       
CONECT   15   13   21                                                       
CONECT   16   12   22                                                       
CONECT   17   13   23                                                       
CONECT   18   20   22   24                                                  
CONECT   19   21   23   25                                                  
CONECT   20   14   18                                                       
CONECT   21   15   19                                                       
CONECT   22   16   18                                                       
CONECT   23   17   19                                                       
CONECT   24    3    5   18                                                  
CONECT   25    4    6   19                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

COMPND    HMDB0014876
HETATM    1  N1  UNL     1       8.497   0.688   0.611  1.00  0.00           N  
HETATM    2  C1  UNL     1       7.533   1.128  -0.088  1.00  0.00           C  
HETATM    3  N2  UNL     1       7.745   2.296  -0.858  1.00  0.00           N  
HETATM    4  C2  UNL     1       6.249   0.455  -0.099  1.00  0.00           C  
HETATM    5  C3  UNL     1       6.038  -0.686   0.651  1.00  0.00           C  
HETATM    6  C4  UNL     1       4.819  -1.310   0.630  1.00  0.00           C  
HETATM    7  C5  UNL     1       3.773  -0.788  -0.160  1.00  0.00           C  
HETATM    8  O1  UNL     1       2.613  -1.462  -0.125  1.00  0.00           O  
HETATM    9  C6  UNL     1       1.374  -1.322  -0.684  1.00  0.00           C  
HETATM   10  C7  UNL     1       0.679  -0.086  -0.234  1.00  0.00           C  
HETATM   11  C8  UNL     1       0.470  -0.041   1.264  1.00  0.00           C  
HETATM   12  C9  UNL     1      -0.353  -1.175   1.772  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.738  -1.219   1.167  1.00  0.00           C  
HETATM   14  O2  UNL     1      -2.442  -0.048   1.450  1.00  0.00           O  
HETATM   15  C11 UNL     1      -3.733   0.141   0.999  1.00  0.00           C  
HETATM   16  C12 UNL     1      -4.388   1.311   1.302  1.00  0.00           C  
HETATM   17  C13 UNL     1      -5.693   1.443   0.817  1.00  0.00           C  
HETATM   18  C14 UNL     1      -6.301   0.463   0.075  1.00  0.00           C  
HETATM   19  C15 UNL     1      -7.646   0.641  -0.404  1.00  0.00           C  
HETATM   20  N3  UNL     1      -8.317   1.688  -0.168  1.00  0.00           N  
HETATM   21  N4  UNL     1      -8.255  -0.383  -1.169  1.00  0.00           N  
HETATM   22  C16 UNL     1      -5.617  -0.715  -0.220  1.00  0.00           C  
HETATM   23  C17 UNL     1      -4.335  -0.846   0.256  1.00  0.00           C  
HETATM   24  C18 UNL     1       4.023   0.350  -0.895  1.00  0.00           C  
HETATM   25  C19 UNL     1       5.245   0.986  -0.881  1.00  0.00           C  
HETATM   26  H1  UNL     1       8.543  -0.125   1.223  1.00  0.00           H  
HETATM   27  H2  UNL     1       8.162   2.274  -1.832  1.00  0.00           H  
HETATM   28  H3  UNL     1       7.501   3.253  -0.508  1.00  0.00           H  
HETATM   29  H4  UNL     1       6.812  -1.136   1.283  1.00  0.00           H  
HETATM   30  H5  UNL     1       4.659  -2.197   1.216  1.00  0.00           H  
HETATM   31  H6  UNL     1       1.529  -1.207  -1.806  1.00  0.00           H  
HETATM   32  H7  UNL     1       0.733  -2.235  -0.587  1.00  0.00           H  
HETATM   33  H8  UNL     1      -0.301   0.028  -0.779  1.00  0.00           H  
HETATM   34  H9  UNL     1       1.252   0.806  -0.495  1.00  0.00           H  
HETATM   35  H10 UNL     1      -0.027   0.905   1.519  1.00  0.00           H  
HETATM   36  H11 UNL     1       1.455  -0.077   1.746  1.00  0.00           H  
HETATM   37  H12 UNL     1       0.109  -2.164   1.624  1.00  0.00           H  
HETATM   38  H13 UNL     1      -0.482  -1.036   2.865  1.00  0.00           H  
HETATM   39  H14 UNL     1      -1.620  -1.327   0.049  1.00  0.00           H  
HETATM   40  H15 UNL     1      -2.260  -2.138   1.499  1.00  0.00           H  
HETATM   41  H16 UNL     1      -3.947   2.107   1.883  1.00  0.00           H  
HETATM   42  H17 UNL     1      -6.167   2.388   1.086  1.00  0.00           H  
HETATM   43  H18 UNL     1      -7.994   2.499   0.371  1.00  0.00           H  
HETATM   44  H19 UNL     1      -8.079  -0.441  -2.188  1.00  0.00           H  
HETATM   45  H20 UNL     1      -8.880  -1.082  -0.732  1.00  0.00           H  
HETATM   46  H21 UNL     1      -6.099  -1.498  -0.812  1.00  0.00           H  
HETATM   47  H22 UNL     1      -3.825  -1.783   0.006  1.00  0.00           H  
HETATM   48  H23 UNL     1       3.261   0.786  -1.536  1.00  0.00           H  
HETATM   49  H24 UNL     1       5.424   1.893  -1.474  1.00  0.00           H  
CONECT    1    2    2   26
CONECT    2    3    4
CONECT    3   27   28
CONECT    4    5    5   25
CONECT    5    6   29
CONECT    6    7    7   30
CONECT    7    8   24
CONECT    8    9
CONECT    9   10   31   32
CONECT   10   11   33   34
CONECT   11   12   35   36
CONECT   12   13   37   38
CONECT   13   14   39   40
CONECT   14   15
CONECT   15   16   16   23
CONECT   16   17   41
CONECT   17   18   18   42
CONECT   18   19   22
CONECT   19   20   20   21
CONECT   20   43
CONECT   21   44   45
CONECT   22   23   23   46
CONECT   23   47
CONECT   24   25   25   48
CONECT   25   49
END

HMDB0014876
     RDKit          3D
Pentamidine
 49 50  0  0  0  0  0  0  0  0999 V2000
    8.4973    0.6884    0.6107 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5333    1.1282   -0.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7453    2.2957   -0.8584 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2491    0.4545   -0.0993 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0381   -0.6857    0.6511 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8187   -1.3097    0.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7726   -0.7881   -0.1605 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6126   -1.4625   -0.1247 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3736   -1.3223   -0.6843 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6794   -0.0860   -0.2338 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4698   -0.0412    1.2636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3528   -1.1751    1.7722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7376   -1.2185    1.1666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4417   -0.0478    1.4501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7330    0.1413    0.9990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3882    1.3107    1.3025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6933    1.4430    0.8175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3008    0.4630    0.0752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6457    0.6411   -0.4039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3174    1.6882   -0.1678 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2553   -0.3826   -1.1689 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6172   -0.7148   -0.2204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3351   -0.8459    0.2555 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0233    0.3502   -0.8950 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2448    0.9857   -0.8808 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5429   -0.1254    1.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1623    2.2740   -1.8323 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5008    3.2526   -0.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8116   -1.1358    1.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6594   -2.1972    1.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5286   -1.2070   -1.8056 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7327   -2.2354   -0.5869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3006    0.0275   -0.7789 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2520    0.8062   -0.4953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0270    0.9049    1.5191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4546   -0.0773    1.7456 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1088   -2.1644    1.6238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4819   -1.0363    2.8652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6201   -1.3267    0.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2599   -2.1383    1.4989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9470    2.1067    1.8834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1665    2.3880    1.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9936    2.4990    0.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0785   -0.4410   -2.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8803   -1.0825   -0.7321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0985   -1.4977   -0.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8246   -1.7831    0.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2613    0.7863   -1.5362 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4241    1.8931   -1.4735 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  3
 19 21  1  0
 18 22  1  0
 22 23  2  0
  7 24  1  0
 24 25  2  0
 25  4  1  0
 23 15  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  5 29  1  0
  6 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 16 41  1  0
 17 42  1  0
 20 43  1  0
 21 44  1  0
 21 45  1  0
 22 46  1  0
 23 47  1  0
 24 48  1  0
 25 49  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,5-Bis(4-amidinophenoxy)pentane	ChEBI
4,4'-(1,5-Pentanediylbis(oxy))bis-benzenecarboximidamide	ChEBI
4,4'-(Pentamethylenedioxy)dibenzamidine	ChEBI
4,4'-Diamidinodiphenoxypentane	ChEBI
p,P'-(pentamethylenedioxy)dibenzamidine	ChEBI
Pentamidin	ChEBI
Lomidine	Kegg
1,3-Bis(4-amidinophenoxy)pentane	HMDB
4, 4'-Diamidinodiphenoxypentane	HMDB
Pentamide	HMDB
Pentamidine isethionate	HMDB
PNT	HMDB
JHC Brand OF pentamidine isethionate	HMDB
Pentacarinat	HMDB
Rhône-poulenc rorer brand OF pentamidine isethionate	HMDB
American pharmaceutical partners brand 1 OF pentamidine isethionate	HMDB
American pharmaceutical partners brand 2 OF pentamidine isethionate	HMDB
Diamidine	HMDB
GlaxoSmithKline brand OF pentamidine isethionate	HMDB
NebuPent	HMDB
Pentam	HMDB
Sicor brand OF pentamidine isethionate	HMDB
Aventis brand OF pentamidine isethionate	HMDB
Pentamidine mesylate	HMDB

Chemical Formula

C₁₉H₂₄N₄O₂

Average Molecular Weight

340.4195

Monoisotopic Molecular Weight

340.189926032

IUPAC Name

4-{[5-(4-carbamimidoylphenoxy)pentyl]oxy}benzene-1-carboximidamide

Traditional Name

pentamidine

CAS Registry Number

100-33-4

SMILES

NC(=N)C1=CC=C(OCCCCCOC2=CC=C(C=C2)C(N)=N)C=C1

InChI Identifier

InChI=1S/C19H24N4O2/c20-18(21)14-4-8-16(9-5-14)24-12-2-1-3-13-25-17-10-6-15(7-11-17)19(22)23/h4-11H,1-3,12-13H2,(H3,20,21)(H3,22,23)

InChI Key

XDRYMKDFEDOLFX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol ethers

Sub Class

Not Available

Direct Parent

Phenol ethers

Alternative Parents

Substituents

Phenoxy compound
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Carboximidamide
Ether
Carboxylic acid amidine
Amidine
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

carboxamidine (CHEBI:45081 )
diether (CHEBI:45081 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Cytoplasm (HMDB: HMDB0014876)
Membrane (HMDB: HMDB0014876)

Source

Exogenous

Exogenous (HMDB: HMDB0014876)

Process

Not Available

Role

Industrial application

Antifungal agent (HMDB: HMDB0014876)

Pharmaceutical industry

Trypanocidal drug (HMDB: HMDB0014876)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	186.0 °C (decomposes)	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.024 g/L	Not Available
LogP	4	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	174.546	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000867

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.024 g/L	ALOGPS
logP	1.32	ALOGPS
logP	2.32	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Basic)	12.13	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	118.2 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	120.53 m³·mol⁻¹	ChemAxon
Polarizability	38.85 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	180.878	31661259
DarkChem	[M-H]-	178.927	31661259
DeepCCS	[M+H]+	185.356	30932474
DeepCCS	[M-H]-	182.806	30932474
DeepCCS	[M-2H]-	217.241	30932474
DeepCCS	[M+Na]+	193.368	30932474
AllCCS	[M+H]+	181.3	32859911
AllCCS	[M+H-H2O]+	178.5	32859911
AllCCS	[M+NH4]+	183.9	32859911
AllCCS	[M+Na]+	184.6	32859911
AllCCS	[M-H]-	182.7	32859911
AllCCS	[M+Na-2H]-	183.0	32859911
AllCCS	[M+HCOO]-	183.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	1.82 minutes	32390414
Predicted by Siyang on May 30, 2022	10.8418 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.03 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	176.3 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	885.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	216.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	151.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	184.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	128.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	328.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	326.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	950.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	844.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	256.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	605.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	211.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	272.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	576.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	554.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	84.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pentamidine	NC(=N)C1=CC=C(OCCCCCOC2=CC=C(C=C2)C(N)=N)C=C1	4817.4	Standard polar	33892256
Pentamidine	NC(=N)C1=CC=C(OCCCCCOC2=CC=C(C=C2)C(N)=N)C=C1	3267.4	Standard non polar	33892256
Pentamidine	NC(=N)C1=CC=C(OCCCCCOC2=CC=C(C=C2)C(N)=N)C=C1	3797.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Pentamidine,1TMS,isomer #1	C[Si](C)(C)NC(=N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N)C=C2)C=C1	3769.5	Semi standard non polar	33892256
Pentamidine,1TMS,isomer #1	C[Si](C)(C)NC(=N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N)C=C2)C=C1	3213.8	Standard non polar	33892256
Pentamidine,1TMS,isomer #1	C[Si](C)(C)NC(=N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N)C=C2)C=C1	5028.0	Standard polar	33892256
Pentamidine,1TMS,isomer #2	C[Si](C)(C)N=C(N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N)C=C2)C=C1	3699.9	Semi standard non polar	33892256
Pentamidine,1TMS,isomer #2	C[Si](C)(C)N=C(N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N)C=C2)C=C1	3167.4	Standard non polar	33892256
Pentamidine,1TMS,isomer #2	C[Si](C)(C)N=C(N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N)C=C2)C=C1	5213.2	Standard polar	33892256
Pentamidine,2TMS,isomer #1	C[Si](C)(C)NC(=N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N[Si](C)(C)C)C=C2)C=C1	3976.0	Semi standard non polar	33892256
Pentamidine,2TMS,isomer #1	C[Si](C)(C)NC(=N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N[Si](C)(C)C)C=C2)C=C1	3265.3	Standard non polar	33892256
Pentamidine,2TMS,isomer #1	C[Si](C)(C)NC(=N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N[Si](C)(C)C)C=C2)C=C1	4667.6	Standard polar	33892256
Pentamidine,2TMS,isomer #2	C[Si](C)(C)N(C(=N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N)C=C2)C=C1)[Si](C)(C)C	3917.3	Semi standard non polar	33892256
Pentamidine,2TMS,isomer #2	C[Si](C)(C)N(C(=N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N)C=C2)C=C1)[Si](C)(C)C	3265.8	Standard non polar	33892256
Pentamidine,2TMS,isomer #2	C[Si](C)(C)N(C(=N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N)C=C2)C=C1)[Si](C)(C)C	4916.8	Standard polar	33892256
Pentamidine,2TMS,isomer #3	C[Si](C)(C)N=C(N[Si](C)(C)C)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N)C=C2)C=C1	3773.7	Semi standard non polar	33892256
Pentamidine,2TMS,isomer #3	C[Si](C)(C)N=C(N[Si](C)(C)C)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N)C=C2)C=C1	3157.2	Standard non polar	33892256
Pentamidine,2TMS,isomer #3	C[Si](C)(C)N=C(N[Si](C)(C)C)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N)C=C2)C=C1	4825.9	Standard polar	33892256
Pentamidine,2TMS,isomer #4	C[Si](C)(C)N=C(N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N[Si](C)(C)C)C=C2)C=C1	3867.4	Semi standard non polar	33892256
Pentamidine,2TMS,isomer #4	C[Si](C)(C)N=C(N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N[Si](C)(C)C)C=C2)C=C1	3227.1	Standard non polar	33892256
Pentamidine,2TMS,isomer #4	C[Si](C)(C)N=C(N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N[Si](C)(C)C)C=C2)C=C1	4919.4	Standard polar	33892256
Pentamidine,2TMS,isomer #5	C[Si](C)(C)N=C(N)C1=CC=C(OCCCCCOC2=CC=C(C(N)=N[Si](C)(C)C)C=C2)C=C1	3781.0	Semi standard non polar	33892256
Pentamidine,2TMS,isomer #5	C[Si](C)(C)N=C(N)C1=CC=C(OCCCCCOC2=CC=C(C(N)=N[Si](C)(C)C)C=C2)C=C1	3115.1	Standard non polar	33892256
Pentamidine,2TMS,isomer #5	C[Si](C)(C)N=C(N)C1=CC=C(OCCCCCOC2=CC=C(C(N)=N[Si](C)(C)C)C=C2)C=C1	5151.1	Standard polar	33892256
Pentamidine,3TMS,isomer #1	C[Si](C)(C)NC(=N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N([Si](C)(C)C)[Si](C)(C)C)C=C2)C=C1	4001.0	Semi standard non polar	33892256
Pentamidine,3TMS,isomer #1	C[Si](C)(C)NC(=N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N([Si](C)(C)C)[Si](C)(C)C)C=C2)C=C1	3325.8	Standard non polar	33892256
Pentamidine,3TMS,isomer #1	C[Si](C)(C)NC(=N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N([Si](C)(C)C)[Si](C)(C)C)C=C2)C=C1	4530.2	Standard polar	33892256
Pentamidine,3TMS,isomer #2	C[Si](C)(C)N=C(N[Si](C)(C)C)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N[Si](C)(C)C)C=C2)C=C1	3888.5	Semi standard non polar	33892256
Pentamidine,3TMS,isomer #2	C[Si](C)(C)N=C(N[Si](C)(C)C)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N[Si](C)(C)C)C=C2)C=C1	3230.5	Standard non polar	33892256
Pentamidine,3TMS,isomer #2	C[Si](C)(C)N=C(N[Si](C)(C)C)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N[Si](C)(C)C)C=C2)C=C1	4437.1	Standard polar	33892256
Pentamidine,3TMS,isomer #3	C[Si](C)(C)N=C(C1=CC=C(OCCCCCOC2=CC=C(C(=N)N)C=C2)C=C1)N([Si](C)(C)C)[Si](C)(C)C	3810.7	Semi standard non polar	33892256
Pentamidine,3TMS,isomer #3	C[Si](C)(C)N=C(C1=CC=C(OCCCCCOC2=CC=C(C(=N)N)C=C2)C=C1)N([Si](C)(C)C)[Si](C)(C)C	3196.6	Standard non polar	33892256
Pentamidine,3TMS,isomer #3	C[Si](C)(C)N=C(C1=CC=C(OCCCCCOC2=CC=C(C(=N)N)C=C2)C=C1)N([Si](C)(C)C)[Si](C)(C)C	4527.1	Standard polar	33892256
Pentamidine,3TMS,isomer #4	C[Si](C)(C)N=C(N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N([Si](C)(C)C)[Si](C)(C)C)C=C2)C=C1	3856.8	Semi standard non polar	33892256
Pentamidine,3TMS,isomer #4	C[Si](C)(C)N=C(N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N([Si](C)(C)C)[Si](C)(C)C)C=C2)C=C1	3288.0	Standard non polar	33892256
Pentamidine,3TMS,isomer #4	C[Si](C)(C)N=C(N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N([Si](C)(C)C)[Si](C)(C)C)C=C2)C=C1	4832.0	Standard polar	33892256
Pentamidine,3TMS,isomer #5	C[Si](C)(C)N=C(N)C1=CC=C(OCCCCCOC2=CC=C(C(=N[Si](C)(C)C)N[Si](C)(C)C)C=C2)C=C1	3768.6	Semi standard non polar	33892256
Pentamidine,3TMS,isomer #5	C[Si](C)(C)N=C(N)C1=CC=C(OCCCCCOC2=CC=C(C(=N[Si](C)(C)C)N[Si](C)(C)C)C=C2)C=C1	3175.3	Standard non polar	33892256
Pentamidine,3TMS,isomer #5	C[Si](C)(C)N=C(N)C1=CC=C(OCCCCCOC2=CC=C(C(=N[Si](C)(C)C)N[Si](C)(C)C)C=C2)C=C1	4748.8	Standard polar	33892256
Pentamidine,4TMS,isomer #1	C[Si](C)(C)N(C(=N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N([Si](C)(C)C)[Si](C)(C)C)C=C2)C=C1)[Si](C)(C)C	3976.4	Semi standard non polar	33892256
Pentamidine,4TMS,isomer #1	C[Si](C)(C)N(C(=N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N([Si](C)(C)C)[Si](C)(C)C)C=C2)C=C1)[Si](C)(C)C	3387.8	Standard non polar	33892256
Pentamidine,4TMS,isomer #1	C[Si](C)(C)N(C(=N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N([Si](C)(C)C)[Si](C)(C)C)C=C2)C=C1)[Si](C)(C)C	4374.4	Standard polar	33892256
Pentamidine,4TMS,isomer #2	C[Si](C)(C)N=C(N[Si](C)(C)C)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N([Si](C)(C)C)[Si](C)(C)C)C=C2)C=C1	3888.3	Semi standard non polar	33892256
Pentamidine,4TMS,isomer #2	C[Si](C)(C)N=C(N[Si](C)(C)C)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N([Si](C)(C)C)[Si](C)(C)C)C=C2)C=C1	3281.9	Standard non polar	33892256
Pentamidine,4TMS,isomer #2	C[Si](C)(C)N=C(N[Si](C)(C)C)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N([Si](C)(C)C)[Si](C)(C)C)C=C2)C=C1	4310.1	Standard polar	33892256
Pentamidine,4TMS,isomer #3	C[Si](C)(C)N=C(C1=CC=C(OCCCCCOC2=CC=C(C(=N)N[Si](C)(C)C)C=C2)C=C1)N([Si](C)(C)C)[Si](C)(C)C	3911.6	Semi standard non polar	33892256
Pentamidine,4TMS,isomer #3	C[Si](C)(C)N=C(C1=CC=C(OCCCCCOC2=CC=C(C(=N)N[Si](C)(C)C)C=C2)C=C1)N([Si](C)(C)C)[Si](C)(C)C	3279.3	Standard non polar	33892256
Pentamidine,4TMS,isomer #3	C[Si](C)(C)N=C(C1=CC=C(OCCCCCOC2=CC=C(C(=N)N[Si](C)(C)C)C=C2)C=C1)N([Si](C)(C)C)[Si](C)(C)C	4133.9	Standard polar	33892256
Pentamidine,4TMS,isomer #4	C[Si](C)(C)N=C(N[Si](C)(C)C)C1=CC=C(OCCCCCOC2=CC=C(C(=N[Si](C)(C)C)N[Si](C)(C)C)C=C2)C=C1	3838.8	Semi standard non polar	33892256
Pentamidine,4TMS,isomer #4	C[Si](C)(C)N=C(N[Si](C)(C)C)C1=CC=C(OCCCCCOC2=CC=C(C(=N[Si](C)(C)C)N[Si](C)(C)C)C=C2)C=C1	3245.8	Standard non polar	33892256
Pentamidine,4TMS,isomer #4	C[Si](C)(C)N=C(N[Si](C)(C)C)C1=CC=C(OCCCCCOC2=CC=C(C(=N[Si](C)(C)C)N[Si](C)(C)C)C=C2)C=C1	4249.1	Standard polar	33892256
Pentamidine,4TMS,isomer #5	C[Si](C)(C)N=C(N)C1=CC=C(OCCCCCOC2=CC=C(C(=N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C=C2)C=C1	3801.5	Semi standard non polar	33892256
Pentamidine,4TMS,isomer #5	C[Si](C)(C)N=C(N)C1=CC=C(OCCCCCOC2=CC=C(C(=N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C=C2)C=C1	3207.9	Standard non polar	33892256
Pentamidine,4TMS,isomer #5	C[Si](C)(C)N=C(N)C1=CC=C(OCCCCCOC2=CC=C(C(=N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C=C2)C=C1	4527.4	Standard polar	33892256
Pentamidine,5TMS,isomer #1	C[Si](C)(C)N=C(C1=CC=C(OCCCCCOC2=CC=C(C(=N)N([Si](C)(C)C)[Si](C)(C)C)C=C2)C=C1)N([Si](C)(C)C)[Si](C)(C)C	3909.5	Semi standard non polar	33892256
Pentamidine,5TMS,isomer #1	C[Si](C)(C)N=C(C1=CC=C(OCCCCCOC2=CC=C(C(=N)N([Si](C)(C)C)[Si](C)(C)C)C=C2)C=C1)N([Si](C)(C)C)[Si](C)(C)C	3317.5	Standard non polar	33892256
Pentamidine,5TMS,isomer #1	C[Si](C)(C)N=C(C1=CC=C(OCCCCCOC2=CC=C(C(=N)N([Si](C)(C)C)[Si](C)(C)C)C=C2)C=C1)N([Si](C)(C)C)[Si](C)(C)C	4009.5	Standard polar	33892256
Pentamidine,5TMS,isomer #2	C[Si](C)(C)N=C(N[Si](C)(C)C)C1=CC=C(OCCCCCOC2=CC=C(C(=N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C=C2)C=C1	3852.3	Semi standard non polar	33892256
Pentamidine,5TMS,isomer #2	C[Si](C)(C)N=C(N[Si](C)(C)C)C1=CC=C(OCCCCCOC2=CC=C(C(=N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C=C2)C=C1	3268.4	Standard non polar	33892256
Pentamidine,5TMS,isomer #2	C[Si](C)(C)N=C(N[Si](C)(C)C)C1=CC=C(OCCCCCOC2=CC=C(C(=N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C=C2)C=C1	3974.4	Standard polar	33892256
Pentamidine,6TMS,isomer #1	C[Si](C)(C)N=C(C1=CC=C(OCCCCCOC2=CC=C(C(=N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C=C2)C=C1)N([Si](C)(C)C)[Si](C)(C)C	3838.8	Semi standard non polar	33892256
Pentamidine,6TMS,isomer #1	C[Si](C)(C)N=C(C1=CC=C(OCCCCCOC2=CC=C(C(=N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C=C2)C=C1)N([Si](C)(C)C)[Si](C)(C)C	3301.2	Standard non polar	33892256
Pentamidine,6TMS,isomer #1	C[Si](C)(C)N=C(C1=CC=C(OCCCCCOC2=CC=C(C(=N[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C=C2)C=C1)N([Si](C)(C)C)[Si](C)(C)C	3718.8	Standard polar	33892256
Pentamidine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N)C=C2)C=C1	4018.7	Semi standard non polar	33892256
Pentamidine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N)C=C2)C=C1	3432.9	Standard non polar	33892256
Pentamidine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N)C=C2)C=C1	4977.7	Standard polar	33892256
Pentamidine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N=C(N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N)C=C2)C=C1	3911.3	Semi standard non polar	33892256
Pentamidine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N=C(N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N)C=C2)C=C1	3384.3	Standard non polar	33892256
Pentamidine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N=C(N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N)C=C2)C=C1	5183.6	Standard polar	33892256
Pentamidine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N[Si](C)(C)C(C)(C)C)C=C2)C=C1	4481.3	Semi standard non polar	33892256
Pentamidine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N[Si](C)(C)C(C)(C)C)C=C2)C=C1	3668.3	Standard non polar	33892256
Pentamidine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N[Si](C)(C)C(C)(C)C)C=C2)C=C1	4597.6	Standard polar	33892256
Pentamidine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(=N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N)C=C2)C=C1)[Si](C)(C)C(C)(C)C	4343.0	Semi standard non polar	33892256
Pentamidine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(=N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N)C=C2)C=C1)[Si](C)(C)C(C)(C)C	3613.9	Standard non polar	33892256
Pentamidine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(=N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N)C=C2)C=C1)[Si](C)(C)C(C)(C)C	4810.6	Standard polar	33892256
Pentamidine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N=C(N[Si](C)(C)C(C)(C)C)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N)C=C2)C=C1	4251.4	Semi standard non polar	33892256
Pentamidine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N=C(N[Si](C)(C)C(C)(C)C)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N)C=C2)C=C1	3546.0	Standard non polar	33892256
Pentamidine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N=C(N[Si](C)(C)C(C)(C)C)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N)C=C2)C=C1	4759.6	Standard polar	33892256
Pentamidine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N=C(N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N[Si](C)(C)C(C)(C)C)C=C2)C=C1	4330.7	Semi standard non polar	33892256
Pentamidine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N=C(N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N[Si](C)(C)C(C)(C)C)C=C2)C=C1	3617.4	Standard non polar	33892256
Pentamidine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N=C(N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N[Si](C)(C)C(C)(C)C)C=C2)C=C1	4881.3	Standard polar	33892256
Pentamidine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N=C(N)C1=CC=C(OCCCCCOC2=CC=C(C(N)=N[Si](C)(C)C(C)(C)C)C=C2)C=C1	4196.5	Semi standard non polar	33892256
Pentamidine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N=C(N)C1=CC=C(OCCCCCOC2=CC=C(C(N)=N[Si](C)(C)C(C)(C)C)C=C2)C=C1	3506.7	Standard non polar	33892256
Pentamidine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N=C(N)C1=CC=C(OCCCCCOC2=CC=C(C(N)=N[Si](C)(C)C(C)(C)C)C=C2)C=C1	5149.8	Standard polar	33892256
Pentamidine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)C=C1	4695.6	Semi standard non polar	33892256
Pentamidine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)C=C1	3804.5	Standard non polar	33892256
Pentamidine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)C=C1	4472.9	Standard polar	33892256
Pentamidine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N=C(N[Si](C)(C)C(C)(C)C)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N[Si](C)(C)C(C)(C)C)C=C2)C=C1	4590.1	Semi standard non polar	33892256
Pentamidine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N=C(N[Si](C)(C)C(C)(C)C)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N[Si](C)(C)C(C)(C)C)C=C2)C=C1	3738.4	Standard non polar	33892256
Pentamidine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N=C(N[Si](C)(C)C(C)(C)C)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N[Si](C)(C)C(C)(C)C)C=C2)C=C1	4449.4	Standard polar	33892256
Pentamidine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N=C(C1=CC=C(OCCCCCOC2=CC=C(C(=N)N)C=C2)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4470.5	Semi standard non polar	33892256
Pentamidine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N=C(C1=CC=C(OCCCCCOC2=CC=C(C(=N)N)C=C2)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3677.4	Standard non polar	33892256
Pentamidine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N=C(C1=CC=C(OCCCCCOC2=CC=C(C(=N)N)C=C2)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4538.7	Standard polar	33892256
Pentamidine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N=C(N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)C=C1	4530.7	Semi standard non polar	33892256
Pentamidine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N=C(N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)C=C1	3746.1	Standard non polar	33892256
Pentamidine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N=C(N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)C=C1	4797.3	Standard polar	33892256
Pentamidine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N=C(N)C1=CC=C(OCCCCCOC2=CC=C(C(=N[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)C=C2)C=C1	4430.9	Semi standard non polar	33892256
Pentamidine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N=C(N)C1=CC=C(OCCCCCOC2=CC=C(C(=N[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)C=C2)C=C1	3658.9	Standard non polar	33892256
Pentamidine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N=C(N)C1=CC=C(OCCCCCOC2=CC=C(C(=N[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)C=C2)C=C1	4776.8	Standard polar	33892256
Pentamidine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)C=C1)[Si](C)(C)C(C)(C)C	4802.8	Semi standard non polar	33892256
Pentamidine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)C=C1)[Si](C)(C)C(C)(C)C	3944.9	Standard non polar	33892256
Pentamidine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=N)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)C=C1)[Si](C)(C)C(C)(C)C	4324.0	Standard polar	33892256
Pentamidine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N=C(N[Si](C)(C)C(C)(C)C)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)C=C1	4716.1	Semi standard non polar	33892256
Pentamidine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N=C(N[Si](C)(C)C(C)(C)C)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)C=C1	3860.5	Standard non polar	33892256
Pentamidine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N=C(N[Si](C)(C)C(C)(C)C)C1=CC=C(OCCCCCOC2=CC=C(C(=N)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)C=C1	4351.1	Standard polar	33892256
Pentamidine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N=C(C1=CC=C(OCCCCCOC2=CC=C(C(=N)N[Si](C)(C)C(C)(C)C)C=C2)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4757.9	Semi standard non polar	33892256
Pentamidine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N=C(C1=CC=C(OCCCCCOC2=CC=C(C(=N)N[Si](C)(C)C(C)(C)C)C=C2)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3862.8	Standard non polar	33892256
Pentamidine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N=C(C1=CC=C(OCCCCCOC2=CC=C(C(=N)N[Si](C)(C)C(C)(C)C)C=C2)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4245.8	Standard polar	33892256
Pentamidine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N=C(N[Si](C)(C)C(C)(C)C)C1=CC=C(OCCCCCOC2=CC=C(C(=N[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)C=C2)C=C1	4603.4	Semi standard non polar	33892256
Pentamidine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N=C(N[Si](C)(C)C(C)(C)C)C1=CC=C(OCCCCCOC2=CC=C(C(=N[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)C=C2)C=C1	3825.7	Standard non polar	33892256
Pentamidine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N=C(N[Si](C)(C)C(C)(C)C)C1=CC=C(OCCCCCOC2=CC=C(C(=N[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C)C=C2)C=C1	4367.7	Standard polar	33892256
Pentamidine,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N=C(N)C1=CC=C(OCCCCCOC2=CC=C(C(=N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)C=C1	4618.5	Semi standard non polar	33892256
Pentamidine,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N=C(N)C1=CC=C(OCCCCCOC2=CC=C(C(=N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)C=C1	3784.9	Standard non polar	33892256
Pentamidine,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N=C(N)C1=CC=C(OCCCCCOC2=CC=C(C(=N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)C=C1	4624.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Pentamidine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4u-0902000000-3844069e5553bbf605a6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pentamidine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pentamidine LC-ESI-QTOF , positive-QTOF	splash10-0006-0009000000-e30f537a55b02f867429	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pentamidine LC-ESI-QTOF , positive-QTOF	splash10-0006-0009000000-18ffa88d8e83e0c224b3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pentamidine LC-ESI-QTOF , positive-QTOF	splash10-00di-0309000000-22a206e2fffa6ce5cf2f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pentamidine LC-ESI-QTOF , positive-QTOF	splash10-00dr-0900000000-d135e9c44dbf5da10735	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pentamidine LC-ESI-QTOF , positive-QTOF	splash10-00di-0900000000-d01e29cdf614c3660180	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pentamidine LC-ESI-QQ , positive-QTOF	splash10-0006-0009000000-1499530d0d768e480fd7	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pentamidine LC-ESI-QQ , positive-QTOF	splash10-0006-0009000000-3c60569ced478a95001f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pentamidine LC-ESI-QQ , positive-QTOF	splash10-00di-0209000000-58a168dde59140860009	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pentamidine LC-ESI-QQ , positive-QTOF	splash10-00dr-0901000000-7cd36861b140e4e5a6a2	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pentamidine LC-ESI-QQ , positive-QTOF	splash10-00di-0900000000-60dfcd75868e869bcbf7	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pentamidine LC-ESI-IT , positive-QTOF	splash10-00di-0009000000-6677c6c06aa266d05ff1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pentamidine 40V, Positive-QTOF	splash10-00dr-0900000000-210e86ac8fe8716be765	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pentamidine 50V, Positive-QTOF	splash10-00di-0900000000-d01e29cdf614c3660180	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pentamidine 10V, Positive-QTOF	splash10-0006-0009000000-e30f537a55b02f867429	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pentamidine 20V, Positive-QTOF	splash10-0006-0009000000-18ffa88d8e83e0c224b3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pentamidine 40V, Positive-QTOF	splash10-00dr-0900000000-d135e9c44dbf5da10735	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pentamidine 30V, Positive-QTOF	splash10-00di-0309000000-22a206e2fffa6ce5cf2f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pentamidine 50V, Positive-QTOF	splash10-00di-0900000000-a005235fbf0235ec242a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pentamidine 30V, Positive-QTOF	splash10-00di-0309000000-ba9999e56127535cc0be	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentamidine 10V, Positive-QTOF	splash10-0006-0119000000-03540964e2e9de4c6fde	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentamidine 20V, Positive-QTOF	splash10-059f-1889000000-e8ee9afdfbafe4df23ed	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentamidine 40V, Positive-QTOF	splash10-059i-4900000000-44f0a38ad73ee56728ea	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentamidine 10V, Negative-QTOF	splash10-000i-0409000000-15c819a9688c0d5dd79f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentamidine 20V, Negative-QTOF	splash10-000i-0904000000-cc51d663fb7c9ccf5339	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentamidine 40V, Negative-QTOF	splash10-000i-4900000000-1a2483dd0fa6cb115ce5	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00738	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00738	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00738

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4573

KEGG Compound ID

C07420

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Pentamidine

METLIN ID

Not Available

PubChem Compound

4735

PDB ID

PNT

ChEBI ID

45081

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Nguewa PA, Fuertes MA, Cepeda V, Iborra S, Carrion J, Valladares B, Alonso C, Perez JM: Pentamidine is an antiparasitic and apoptotic drug that selectively modifies ubiquitin. Chem Biodivers. 2005 Oct;2(10):1387-400. [PubMed:17191940 ]

Enzymes

Enzyme Details

1. Cytochrome P450 4A11

General function:: Involved in monooxygenase activity
Specific function:: Catalyzes the omega- and (omega-1)-hydroxylation of various fatty acids such as laurate, myristate and palmitate. Has little activity toward prostaglandins A1 and E1. Oxidizes arachidonic acid to 20-hydroxyeicosatetraenoic acid (20-HETE).
Gene Name:: CYP4A11
Uniprot ID:: Q02928
Molecular weight:: 59347.31

References

Li XQ, Bjorkman A, Andersson TB, Gustafsson LL, Masimirembwa CM: Identification of human cytochrome P(450)s that metabolise anti-parasitic drugs and predictions of in vivo drug hepatic clearance from in vitro data. Eur J Clin Pharmacol. 2003 Sep;59(5-6):429-42. Epub 2003 Aug 12. [PubMed:12920490 ]

Enzyme Details

2. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

3. Cytochrome P450 2C19

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:: CYP2C19
Uniprot ID:: P33261
Molecular weight:: 55944.565

References

Afrin LB, Afrin JB: Value of preemptive CYP2C19 genotyping in allogeneic stem cell transplant patients considered for pentamidine administration. Clin Transplant. 2011 May-Jun;25(3):E271-5. doi: 10.1111/j.1399-0012.2011.01399.x. Epub 2011 Feb 7. [PubMed:21299635 ]

Enzyme Details

4. Cytochrome P450 2D6

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:: CYP2D6
Uniprot ID:: P10635
Molecular weight:: 55768.94

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
Li XQ, Bjorkman A, Andersson TB, Gustafsson LL, Masimirembwa CM: Identification of human cytochrome P(450)s that metabolise anti-parasitic drugs and predictions of in vivo drug hepatic clearance from in vitro data. Eur J Clin Pharmacol. 2003 Sep;59(5-6):429-42. Epub 2003 Aug 12. [PubMed:12920490 ]

Enzyme Details

5. Cytochrome P450 3A5

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:: CYP3A5
Uniprot ID:: P20815
Molecular weight:: 57108.065

References

Li XQ, Bjorkman A, Andersson TB, Gustafsson LL, Masimirembwa CM: Identification of human cytochrome P(450)s that metabolise anti-parasitic drugs and predictions of in vivo drug hepatic clearance from in vitro data. Eur J Clin Pharmacol. 2003 Sep;59(5-6):429-42. Epub 2003 Aug 12. [PubMed:12920490 ]

Enzyme Details

6. Cytochrome P450 1A1

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:: CYP1A1
Uniprot ID:: P04798
Molecular weight:: 58164.815

References

Li XQ, Bjorkman A, Andersson TB, Gustafsson LL, Masimirembwa CM: Identification of human cytochrome P(450)s that metabolise anti-parasitic drugs and predictions of in vivo drug hepatic clearance from in vitro data. Eur J Clin Pharmacol. 2003 Sep;59(5-6):429-42. Epub 2003 Aug 12. [PubMed:12920490 ]

Enzyme Details

7. Cytochrome P450 1A2

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N3-demethylation. Also acts in the metabolism of aflatoxin B1 and acetaminophen. Participates in the bioactivation of carcinogenic aromatic and heterocyclic amines. Catalizes the N-hydroxylation of heterocyclic amines and the O-deethylation of phenacetin.
Gene Name:: CYP1A2
Uniprot ID:: P05177
Molecular weight:: 58406.915

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

8. Cytochrome P450 2C8

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. In the epoxidation of arachidonic acid it generates only 14,15- and 11,12-cis-epoxyeicosatrienoic acids. It is the principal enzyme responsible for the metabolism the anti-cancer drug paclitaxel (taxol).
Gene Name:: CYP2C8
Uniprot ID:: P10632
Molecular weight:: 55824.275

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

9. tRNA (cytosine(38)-C(5))-methyltransferase

General function:: Involved in DNA binding
Specific function:: Specifically methylates cytosine 38 in the anticodon loop of tRNA(Asp).
Gene Name:: TRDMT1
Uniprot ID:: O14717
Molecular weight:: 44596.17

References

Sun T, Zhang Y: Pentamidine binds to tRNA through non-specific hydrophobic interactions and inhibits aminoacylation and translation. Nucleic Acids Res. 2008 Mar;36(5):1654-64. doi: 10.1093/nar/gkm1180. Epub 2008 Feb 7. [PubMed:18263620 ]

Showing metabocard for Pentamidine (HMDB0014876)

MOL for HMDB0014876 (Pentamidine)

3D MOL for HMDB0014876 (Pentamidine)

3D SDF for HMDB0014876 (Pentamidine)

3D-SDF for HMDB0014876 (Pentamidine)

PDB for HMDB0014876 (Pentamidine)

3D PDB for HMDB0014876 (Pentamidine)

SMILES for HMDB0014876 (Pentamidine)

INCHI for HMDB0014876 (Pentamidine)

Structure for HMDB0014876 (Pentamidine)

3D Structure for HMDB0014876 (Pentamidine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

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