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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References transporters (3) Show 3 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2022-03-07 02:52:04 UTC

HMDB ID

HMDB0015685

Secondary Accession Numbers

HMDB15685

Metabolite Identification

Common Name

Azidocillin

Description

Azidocillin is only found in individuals that have used or taken this drug. It is a penicillin antibiotic similir to ampicillin.By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, Azidocillin inhibits the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins; it is possible that Azidocillin interferes with an autolysin inhibitor.

Structure

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


  Mrv0541 04191212182D          

 27 29  0  0  0  0            999 V2000
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1820   -0.6674    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1820    0.6674    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.6669    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4369   -1.4521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 N   0  5  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2439   -1.6236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8849   -2.0652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3857   -0.4050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3857    0.4050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    1.2375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9890   -0.9959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2 17  1  0  0  0  0
  3  2  1  0  0  0  0
  6  1  1  0  0  0  0
  4  3  2  0  0  0  0
  5  6  2  0  0  0  0
  5  4  1  0  0  0  0
  8  7  1  0  0  0  0
  9  7  1  0  0  0  0
 11  7  1  0  0  0  0
  8 12  1  0  0  0  0
  8 10  1  0  0  0  0
 10  9  1  0  0  0  0
 10 14  1  1  0  0  0
 13 11  1  0  0  0  0
 11 18  1  6  0  0  0
 13 12  1  0  0  0  0
 24 13  1  0  0  0  0
 25 13  1  0  0  0  0
 15 14  1  0  0  0  0
 17 15  1  0  0  0  0
 21 15  2  0  0  0  0
 20 16  2  0  0  0  0
 19 16  2  0  0  0  0
 17 20  1  1  0  0  0
 22 18  1  0  0  0  0
 23 18  2  0  0  0  0
  8 26  1  6  0  0  0
  9 27  2  0  0  0  0
M  CHG  2  16   1  19  -1
M  END

HMDB0015685
     RDKit          3D
Azidocillin
 43 45  0  0  0  0  0  0  0  0999 V2000
    2.5974    2.2879   -1.4295 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7608    0.8364   -1.1907 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5404    0.1927   -2.3428 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1760   -0.0597   -1.1030 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6518   -1.0639    0.3354 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7191   -1.1097    1.4724 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4980   -0.3612    1.4174 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7137   -0.9783    1.8161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7173   -2.1869    2.2211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9954   -0.2795    1.7865 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0655   -1.0719    2.4066 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1829   -2.2260    2.0235 N   0  0  0  0  0  4  0  0  0  0  0  0
   -4.2515   -3.4299    1.8572 N   0  0  0  0  0  2  0  0  0  0  0  0
   -3.4726    0.1453    0.4726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7216   -0.0095   -0.6504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2250    0.4169   -1.8517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4822    1.0031   -1.9542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2131    1.1427   -0.7962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7365    0.7255    0.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7924   -0.3718    2.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9799   -0.1026    3.3963 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5183   -0.0874    0.9961 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4614    0.4757    0.0830 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5753   -0.4754   -0.1006 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5685   -0.2441   -0.8601 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5992   -1.6999    0.5603 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5134    2.6669   -1.9711 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7334    2.5746   -2.0266 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6382    2.8178   -0.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4219    0.7702   -2.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8421    0.2178   -3.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7236   -0.8771   -2.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1751   -1.9969    0.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5668   -2.1533    1.8302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5291    0.6397    1.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9145    0.6334    2.4257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7505   -0.4621   -0.6070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6378    0.2977   -2.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8647    1.3352   -2.9169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1945    1.6049   -0.9044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3538    0.8614    1.2932 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8856    1.4116    0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0797   -1.8104    1.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  2  0
 10 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  6 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 23  2  1  0
 22  5  1  0
 19 14  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  3 32  1  0
  5 33  1  6
  6 34  1  1
  7 35  1  0
 10 36  1  1
 15 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 23 42  1  1
 26 43  1  0
M  CHG  2  12   1  13  -1
M  END


  Mrv0541 04191212182D          

 27 29  0  0  0  0            999 V2000
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1820   -0.6674    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1820    0.6674    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.6669    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4369   -1.4521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 N   0  5  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2439   -1.6236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8849   -2.0652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3857   -0.4050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3857    0.4050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    1.2375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9890   -0.9959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2 17  1  0  0  0  0
  3  2  1  0  0  0  0
  6  1  1  0  0  0  0
  4  3  2  0  0  0  0
  5  6  2  0  0  0  0
  5  4  1  0  0  0  0
  8  7  1  0  0  0  0
  9  7  1  0  0  0  0
 11  7  1  0  0  0  0
  8 12  1  0  0  0  0
  8 10  1  0  0  0  0
 10  9  1  0  0  0  0
 10 14  1  1  0  0  0
 13 11  1  0  0  0  0
 11 18  1  6  0  0  0
 13 12  1  0  0  0  0
 24 13  1  0  0  0  0
 25 13  1  0  0  0  0
 15 14  1  0  0  0  0
 17 15  1  0  0  0  0
 21 15  2  0  0  0  0
 20 16  2  0  0  0  0
 19 16  2  0  0  0  0
 17 20  1  1  0  0  0
 22 18  1  0  0  0  0
 23 18  2  0  0  0  0
  8 26  1  6  0  0  0
  9 27  2  0  0  0  0
M  CHG  2  16   1  19  -1
M  END
> <DATABASE_ID>
HMDB0015685

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N=[N+]=[N-])C1=CC=CC=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H17N5O4S/c1-16(2)11(15(24)25)21-13(23)10(14(21)26-16)18-12(22)9(19-20-17)8-6-4-3-5-7-8/h3-7,9-11,14H,1-2H3,(H,18,22)(H,24,25)/t9-,10-,11+,14-/m1/s1

> <INCHI_KEY>
ODFHGIPNGIAMDK-NJBDSQKTSA-N

> <FORMULA>
C16H17N5O4S

> <MOLECULAR_WEIGHT>
375.402

> <EXACT_MASS>
375.100124747

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
35.87020806966461

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,5R,6R)-6-[(2R)-2-azido-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

> <ALOGPS_LOGP>
2.32

> <JCHEM_LOGP>
1.1858639233333335

> <ALOGPS_LOGS>
-2.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.625906404321596

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.324884822141842

> <JCHEM_PKA_STRONGEST_BASIC>
-6.389920719441347

> <JCHEM_POLAR_SURFACE_AREA>
116.13999999999999

> <JCHEM_REFRACTIVITY>
92.15849999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.11e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
azidocillin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015685
     RDKit          3D
Azidocillin
 43 45  0  0  0  0  0  0  0  0999 V2000
    2.5974    2.2879   -1.4295 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7608    0.8364   -1.1907 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5404    0.1927   -2.3428 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1760   -0.0597   -1.1030 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6518   -1.0639    0.3354 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7191   -1.1097    1.4724 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4980   -0.3612    1.4174 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7137   -0.9783    1.8161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7173   -2.1869    2.2211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9954   -0.2795    1.7865 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0655   -1.0719    2.4066 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1829   -2.2260    2.0235 N   0  0  0  0  0  4  0  0  0  0  0  0
   -4.2515   -3.4299    1.8572 N   0  0  0  0  0  2  0  0  0  0  0  0
   -3.4726    0.1453    0.4726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7216   -0.0095   -0.6504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2250    0.4169   -1.8517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4822    1.0031   -1.9542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2131    1.1427   -0.7962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7365    0.7255    0.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7924   -0.3718    2.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9799   -0.1026    3.3963 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5183   -0.0874    0.9961 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4614    0.4757    0.0830 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5753   -0.4754   -0.1006 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5685   -0.2441   -0.8601 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5992   -1.6999    0.5603 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5134    2.6669   -1.9711 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7334    2.5746   -2.0266 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6382    2.8178   -0.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4219    0.7702   -2.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8421    0.2178   -3.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7236   -0.8771   -2.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1751   -1.9969    0.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5668   -2.1533    1.8302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5291    0.6397    1.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9145    0.6334    2.4257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7505   -0.4621   -0.6070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6378    0.2977   -2.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8647    1.3352   -2.9169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1945    1.6049   -0.9044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3538    0.8614    1.2932 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8856    1.4116    0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0797   -1.8104    1.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  2  0
 10 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  6 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 23  2  1  0
 22  5  1  0
 19 14  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  3 32  1  0
  5 33  1  6
  6 34  1  1
  7 35  1  0
 10 36  1  1
 15 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 23 42  1  1
 26 43  1  0
M  CHG  2  12   1  13  -1
M  END

HEADER    PROTEIN                                 19-APR-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-12         0                                  
HETATM    1  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       8.208  -0.770   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       8.208   0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.673  -1.246   0.000  0.00  0.00           C+0
HETATM   12  S   UNK     0       9.673   1.246   0.000  0.00  0.00           S+0
HETATM   13  C   UNK     0      10.578   0.000   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       5.335   1.540   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       1.334   3.850   0.000  0.00  0.00           N+1
HETATM   17  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.149  -2.711   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       0.000   4.620   0.000  0.00  0.00           N-1
HETATM   20  N   UNK     0       2.667   3.080   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      11.655  -3.031   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       9.118  -3.855   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      11.920  -0.756   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.920   0.756   0.000  0.00  0.00           C+0
HETATM   26  H   UNK     0       8.208   2.310   0.000  0.00  0.00           H+0
HETATM   27  O   UNK     0       5.579  -1.859   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1   17    3                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    6    4                                                       
CONECT    6    1    5                                                       
CONECT    7    8    9   11                                                  
CONECT    8    7   12   10   26                                             
CONECT    9    7   10   27                                                  
CONECT   10    8    9   14                                                  
CONECT   11    7   13   18                                                  
CONECT   12    8   13                                                       
CONECT   13   11   12   24   25                                             
CONECT   14   10   15                                                       
CONECT   15   14   17   21                                                  
CONECT   16   20   19                                                       
CONECT   17    2   15   20                                                  
CONECT   18   11   22   23                                                  
CONECT   19   16                                                            
CONECT   20   16   17                                                       
CONECT   21   15                                                            
CONECT   22   18                                                            
CONECT   23   18                                                            
CONECT   24   13                                                            
CONECT   25   13                                                            
CONECT   26    8                                                            
CONECT   27    9                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

COMPND    HMDB0015685
HETATM    1  C1  UNL     1       2.597   2.288  -1.429  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.761   0.836  -1.191  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.540   0.193  -2.343  1.00  0.00           C  
HETATM    4  S1  UNL     1       1.176  -0.060  -1.103  1.00  0.00           S  
HETATM    5  C4  UNL     1       1.652  -1.064   0.335  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.719  -1.110   1.472  1.00  0.00           C  
HETATM    7  N1  UNL     1      -0.498  -0.361   1.417  1.00  0.00           N  
HETATM    8  C6  UNL     1      -1.714  -0.978   1.816  1.00  0.00           C  
HETATM    9  O1  UNL     1      -1.717  -2.187   2.221  1.00  0.00           O  
HETATM   10  C7  UNL     1      -2.995  -0.280   1.786  1.00  0.00           C  
HETATM   11  N2  UNL     1      -4.066  -1.072   2.407  1.00  0.00           N  
HETATM   12  N3  UNL     1      -4.183  -2.226   2.024  1.00  0.00           N1+
HETATM   13  N4  UNL     1      -4.252  -3.430   1.857  1.00  0.00           N1-
HETATM   14  C8  UNL     1      -3.473   0.145   0.473  1.00  0.00           C  
HETATM   15  C9  UNL     1      -2.722  -0.009  -0.650  1.00  0.00           C  
HETATM   16  C10 UNL     1      -3.225   0.417  -1.852  1.00  0.00           C  
HETATM   17  C11 UNL     1      -4.482   1.003  -1.954  1.00  0.00           C  
HETATM   18  C12 UNL     1      -5.213   1.143  -0.796  1.00  0.00           C  
HETATM   19  C13 UNL     1      -4.737   0.726   0.424  1.00  0.00           C  
HETATM   20  C14 UNL     1       1.792  -0.372   2.183  1.00  0.00           C  
HETATM   21  O2  UNL     1       1.980  -0.103   3.396  1.00  0.00           O  
HETATM   22  N5  UNL     1       2.518  -0.087   0.996  1.00  0.00           N  
HETATM   23  C15 UNL     1       3.461   0.476   0.083  1.00  0.00           C  
HETATM   24  C16 UNL     1       4.575  -0.475  -0.101  1.00  0.00           C  
HETATM   25  O3  UNL     1       5.568  -0.244  -0.860  1.00  0.00           O  
HETATM   26  O4  UNL     1       4.599  -1.700   0.560  1.00  0.00           O  
HETATM   27  H1  UNL     1       3.513   2.667  -1.971  1.00  0.00           H  
HETATM   28  H2  UNL     1       1.733   2.575  -2.027  1.00  0.00           H  
HETATM   29  H3  UNL     1       2.638   2.818  -0.435  1.00  0.00           H  
HETATM   30  H4  UNL     1       4.422   0.770  -2.626  1.00  0.00           H  
HETATM   31  H5  UNL     1       2.842   0.218  -3.226  1.00  0.00           H  
HETATM   32  H6  UNL     1       3.724  -0.877  -2.148  1.00  0.00           H  
HETATM   33  H7  UNL     1       2.175  -1.997   0.052  1.00  0.00           H  
HETATM   34  H8  UNL     1       0.567  -2.153   1.830  1.00  0.00           H  
HETATM   35  H9  UNL     1      -0.529   0.640   1.095  1.00  0.00           H  
HETATM   36  H10 UNL     1      -2.914   0.633   2.426  1.00  0.00           H  
HETATM   37  H11 UNL     1      -1.751  -0.462  -0.607  1.00  0.00           H  
HETATM   38  H12 UNL     1      -2.638   0.298  -2.739  1.00  0.00           H  
HETATM   39  H13 UNL     1      -4.865   1.335  -2.917  1.00  0.00           H  
HETATM   40  H14 UNL     1      -6.195   1.605  -0.904  1.00  0.00           H  
HETATM   41  H15 UNL     1      -5.354   0.861   1.293  1.00  0.00           H  
HETATM   42  H16 UNL     1       3.886   1.412   0.500  1.00  0.00           H  
HETATM   43  H17 UNL     1       5.080  -1.810   1.460  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3    4   23
CONECT    3   30   31   32
CONECT    4    5
CONECT    5    6   22   33
CONECT    6    7   20   34
CONECT    7    8   35
CONECT    8    9    9   10
CONECT   10   11   14   36
CONECT   11   12   12
CONECT   12   13   13
CONECT   14   15   15   19
CONECT   15   16   37
CONECT   16   17   17   38
CONECT   17   18   39
CONECT   18   19   19   40
CONECT   19   41
CONECT   20   21   21   22
CONECT   22   23
CONECT   23   24   42
CONECT   24   25   25   26
CONECT   26   43
END

HMDB0015685
     RDKit          3D
Azidocillin
 43 45  0  0  0  0  0  0  0  0999 V2000
    2.5974    2.2879   -1.4295 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7608    0.8364   -1.1907 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5404    0.1927   -2.3428 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1760   -0.0597   -1.1030 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6518   -1.0639    0.3354 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7191   -1.1097    1.4724 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4980   -0.3612    1.4174 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7137   -0.9783    1.8161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7173   -2.1869    2.2211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9954   -0.2795    1.7865 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0655   -1.0719    2.4066 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1829   -2.2260    2.0235 N   0  0  0  0  0  4  0  0  0  0  0  0
   -4.2515   -3.4299    1.8572 N   0  0  0  0  0  2  0  0  0  0  0  0
   -3.4726    0.1453    0.4726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7216   -0.0095   -0.6504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2250    0.4169   -1.8517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4822    1.0031   -1.9542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2131    1.1427   -0.7962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7365    0.7255    0.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7924   -0.3718    2.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9799   -0.1026    3.3963 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5183   -0.0874    0.9961 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4614    0.4757    0.0830 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5753   -0.4754   -0.1006 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5685   -0.2441   -0.8601 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5992   -1.6999    0.5603 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5134    2.6669   -1.9711 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7334    2.5746   -2.0266 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6382    2.8178   -0.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4219    0.7702   -2.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8421    0.2178   -3.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7236   -0.8771   -2.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1751   -1.9969    0.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5668   -2.1533    1.8302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5291    0.6397    1.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9145    0.6334    2.4257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7505   -0.4621   -0.6070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6378    0.2977   -2.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8647    1.3352   -2.9169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1945    1.6049   -0.9044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3538    0.8614    1.2932 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8856    1.4116    0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0797   -1.8104    1.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  2  0
 10 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  6 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 23  2  1  0
 22  5  1  0
 19 14  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  3 32  1  0
  5 33  1  6
  6 34  1  1
  7 35  1  0
 10 36  1  1
 15 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 23 42  1  1
 26 43  1  0
M  CHG  2  12   1  13  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2S,5R,6R)-6-{[(2R)-2-azido-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid	ChEBI
Azidocilina	ChEBI
Azidocilline	ChEBI
Azidocillinum	ChEBI
D-(-)-(alpha-Azidobenzyl)penicillin	ChEBI
(2S,5R,6R)-6-{[(2R)-2-azido-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate	Generator
D-(-)-(a-Azidobenzyl)penicillin	Generator
D-(-)-(Α-azidobenzyl)penicillin	Generator
Azidocillin, monopotassium salt, (2S-(2alpha,5alpha,6beta))-isomer	HMDB
Azidocillin, monosodium salt, (2S-(2alpha,5alpha,6beta(s*)))-isomer	HMDB
6-(Azido-2-phenylacetamido)penicillanic acid	HMDB
Azidocillin, monopotassium salt, (2S-(2alpha,5alpha,6beta(r*)))-isomer	HMDB
Azidocillin, 2S-(2alpha,5alpha,6beta)	HMDB
Azidobenzylpenicillin	HMDB
Azidocillin, monopotassium salt, (2S-(2alpha,5alpha,6beta(s*)))-isomer	HMDB

Chemical Formula

C₁₆H₁₇N₅O₄S

Average Molecular Weight

375.402

Monoisotopic Molecular Weight

375.100124747

IUPAC Name

(2S,5R,6R)-6-[(2R)-2-azido-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

Traditional Name

azidocillin

CAS Registry Number

17243-38-8

SMILES

[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N=[N+]=[N-])C1=CC=CC=C1)C(O)=O

InChI Identifier

InChI=1S/C16H17N5O4S/c1-16(2)11(15(24)25)21-13(23)10(14(21)26-16)18-12(22)9(19-20-17)8-6-4-3-5-7-8/h3-7,9-11,14H,1-2H3,(H,18,22)(H,24,25)/t9-,10-,11+,14-/m1/s1

InChI Key

ODFHGIPNGIAMDK-NJBDSQKTSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as penicillins. These are organic compounds containing the penicillin core structure, which is structurally characterized by a penam ring bearing two methyl groups at position 2, and an amide group at position 6 [starting from the sulfur atom at position 1].

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactams

Sub Class

Beta lactams

Direct Parent

Penicillins

Alternative Parents

Substituents

Penicillin
N-acyl-alpha amino acid or derivatives
Alpha-amino acid or derivatives
Phenylacetamide
Monocyclic benzene moiety
Benzenoid
Thiazolidine
Tertiary carboxylic acid amide
Azetidine
Secondary carboxylic acid amide
Azo compound
Azo imide
Carboxamide group
Dialkylthioether
Azacycle
Hemithioaminal
Thioether
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Carboxylic acid
Hydrocarbon derivative
Organic oxygen compound
Organonitrogen compound
Carbonyl group
Organic nitrogen compound
Organooxygen compound
Organopnictogen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

penicillin (CHEBI:51758 )

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

Membrane (HMDB: HMDB0015685)

Source

Exogenous

Exogenous (HMDB: HMDB0015685)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.61 g/L	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.61 g/L	ALOGPS
logP	2.32	ALOGPS
logP	1.19	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	3.32	ChemAxon
pKa (Strongest Basic)	-6.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	116.14 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	92.16 m³·mol⁻¹	ChemAxon
Polarizability	35.87 Å³	ChemAxon
Number of Rings	3	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]+	183.149	31661259
DarkChem	[M-H]-	177.189	31661259
DeepCCS	[M-2H]-	210.318	30932474
DeepCCS	[M+Na]+	186.68	30932474
AllCCS	[M+H]+	181.6	32859911
AllCCS	[M+H-H2O]+	179.1	32859911
AllCCS	[M+NH4]+	184.0	32859911
AllCCS	[M+Na]+	184.6	32859911
AllCCS	[M-H]-	183.0	32859911
AllCCS	[M+Na-2H]-	182.9	32859911
AllCCS	[M+HCOO]-	182.9	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.	3.97 minutes	32390414
Predicted by Siyang on May 30, 2022	12.7714 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.03 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	93.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2256.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	277.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	140.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	166.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	90.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	430.0 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	531.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	70.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	954.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	458.8 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	1373.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	287.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	352.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	307.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	178.3 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	71.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Azidocillin	[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N=[N+]=[N-])C1=CC=CC=C1)C(O)=O	4406.3	Standard polar	33892256
Azidocillin	[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N=[N+]=[N-])C1=CC=CC=C1)C(O)=O	2141.2	Standard non polar	33892256
Azidocillin	[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N=[N+]=[N-])C1=CC=CC=C1)C(O)=O	3027.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Azidocillin,1TMS,isomer #1	CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N=[N+]=[N-])C3=CC=CC=C3)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C	2864.0	Semi standard non polar	33892256
Azidocillin,1TMS,isomer #2	CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N=[N+]=[N-])C3=CC=CC=C3)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O	2851.2	Semi standard non polar	33892256
Azidocillin,2TMS,isomer #1	CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N=[N+]=[N-])C3=CC=CC=C3)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C	2798.4	Semi standard non polar	33892256
Azidocillin,2TMS,isomer #1	CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N=[N+]=[N-])C3=CC=CC=C3)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C	2846.9	Standard non polar	33892256
Azidocillin,2TMS,isomer #1	CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N=[N+]=[N-])C3=CC=CC=C3)[Si](C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C	3949.1	Standard polar	33892256
Azidocillin,1TBDMS,isomer #1	CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N=[N+]=[N-])C3=CC=CC=C3)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	3089.0	Semi standard non polar	33892256
Azidocillin,1TBDMS,isomer #2	CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N=[N+]=[N-])C3=CC=CC=C3)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O	3054.2	Semi standard non polar	33892256
Azidocillin,2TBDMS,isomer #1	CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N=[N+]=[N-])C3=CC=CC=C3)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	3193.3	Semi standard non polar	33892256
Azidocillin,2TBDMS,isomer #1	CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N=[N+]=[N-])C3=CC=CC=C3)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	3251.1	Standard non polar	33892256
Azidocillin,2TBDMS,isomer #1	CC1(C)S[C@@H]2[C@H](N(C(=O)[C@H](N=[N+]=[N-])C3=CC=CC=C3)[Si](C)(C)C(C)(C)C)C(=O)N2[C@H]1C(=O)O[Si](C)(C)C(C)(C)C	4041.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Azidocillin GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-1900000000-39589129d23c7063ed88	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Azidocillin GC-MS (1 TMS) - 70eV, Positive	splash10-001i-2900000000-333a7513f1232f9d54d2	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Azidocillin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Azidocillin 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Azidocillin 10V, Positive-QTOF	splash10-03fr-0906000000-e025b279fdc72aa3eb8f	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Azidocillin 20V, Positive-QTOF	splash10-03di-0911000000-5adbd4f3a803bd652924	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Azidocillin 40V, Positive-QTOF	splash10-03dl-5900000000-f7b31c1d1b5557339b11	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Azidocillin 10V, Negative-QTOF	splash10-00dj-0129000000-3e90a9763793494a051f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Azidocillin 20V, Negative-QTOF	splash10-08mi-1915000000-d22ce069665311a4a1e2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Azidocillin 40V, Negative-QTOF	splash10-00b9-9100000000-b022ba4f897a114e70bf	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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 DB08795	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB08795	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB08795

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

16735689

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Azidocillin

METLIN ID

Not Available

PubChem Compound

15574941

PDB ID

Not Available

ChEBI ID

51758

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

Not Available

Transporters

Enzyme Details

1. Solute carrier family 22 member 5

General function:: Involved in ion transmembrane transporter activity
Specific function:: Sodium-ion dependent, high affinity carnitine transporter. Involved in the active cellular uptake of carnitine. Transports one sodium ion with one molecule of carnitine. Also transports organic cations such as tetraethylammonium (TEA) without the involvement of sodium. Also relative uptake activity ratio of carnitine to TEA is 11.3
Gene Name:: SLC22A5
Uniprot ID:: O76082
Molecular weight:: 62751.1

References

Ganapathy ME, Huang W, Rajan DP, Carter AL, Sugawara M, Iseki K, Leibach FH, Ganapathy V: beta-lactam antibiotics as substrates for OCTN2, an organic cation/carnitine transporter. J Biol Chem. 2000 Jan 21;275(3):1699-707. [PubMed:10636865 ]

Enzyme Details

2. Solute carrier family 15 member 1

General function:: Involved in transporter activity
Specific function:: Proton-coupled intake of oligopeptides of 2 to 4 amino acids with a preference for dipeptides. May constitute a major route for the absorption of protein digestion end-products
Gene Name:: SLC15A1
Uniprot ID:: P46059
Molecular weight:: 78805.3

References

Covitz KM, Amidon GL, Sadee W: Human dipeptide transporter, hPEPT1, stably transfected into Chinese hamster ovary cells. Pharm Res. 1996 Nov;13(11):1631-4. [PubMed:8956326 ]
Guo A, Hu P, Balimane PV, Leibach FH, Sinko PJ: Interactions of a nonpeptidic drug, valacyclovir, with the human intestinal peptide transporter (hPEPT1) expressed in a mammalian cell line. J Pharmacol Exp Ther. 1999 Apr;289(1):448-54. [PubMed:10087037 ]
Luckner P, Brandsch M: Interaction of 31 beta-lactam antibiotics with the H+/peptide symporter PEPT2: analysis of affinity constants and comparison with PEPT1. Eur J Pharm Biopharm. 2005 Jan;59(1):17-24. [PubMed:15567297 ]
Terada T, Saito H, Mukai M, Inui K: Recognition of beta-lactam antibiotics by rat peptide transporters, PEPT1 and PEPT2, in LLC-PK1 cells. Am J Physiol. 1997 Nov;273(5 Pt 2):F706-11. [PubMed:9374833 ]

Enzyme Details

3. Solute carrier family 15 member 2

General function:: Involved in transporter activity
Specific function:: Proton-coupled intake of oligopeptides of 2 to 4 amino acids with a preference for dipeptides
Gene Name:: SLC15A2
Uniprot ID:: Q16348
Molecular weight:: 81782.8

References

Terada T, Saito H, Mukai M, Inui K: Recognition of beta-lactam antibiotics by rat peptide transporters, PEPT1 and PEPT2, in LLC-PK1 cells. Am J Physiol. 1997 Nov;273(5 Pt 2):F706-11. [PubMed:9374833 ]
Luckner P, Brandsch M: Interaction of 31 beta-lactam antibiotics with the H+/peptide symporter PEPT2: analysis of affinity constants and comparison with PEPT1. Eur J Pharm Biopharm. 2005 Jan;59(1):17-24. [PubMed:15567297 ]

Showing metabocard for Azidocillin (HMDB0015685)

MOL for HMDB0015685 (Azidocillin)

3D MOL for HMDB0015685 (Azidocillin)

3D SDF for HMDB0015685 (Azidocillin)

3D-SDF for HMDB0015685 (Azidocillin)

PDB for HMDB0015685 (Azidocillin)

3D PDB for HMDB0015685 (Azidocillin)

SMILES for HMDB0015685 (Azidocillin)

INCHI for HMDB0015685 (Azidocillin)

Structure for HMDB0015685 (Azidocillin)

3D Structure for HMDB0015685 (Azidocillin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Transporters

References

References

References