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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (7) Show 7 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 02:51:45 UTC

HMDB ID

HMDB0014811

Secondary Accession Numbers

HMDB14811

Metabolite Identification

Common Name

Aprepitant

Description

Aprepitant, an antiemetic, is a substance P/neurokinin 1 (NK1) receptor antagonist which, in combination with other antiemetic agents, is indicated for the prevention of acute and delayed nausea and vomiting associated with initial and repeat courses of highly emetogenic cancer chemotherapy. Aprepitant is a selective high-affinity antagonist of human substance P/neurokinin 1 (NK1) receptors. Aprepitant has little or no affinity for serotonin (5-HT3), dopamine, and corticosteroid receptors, the targets of existing therapies for chemotherapy-induced nausea and vomiting (CI NV).

Structure

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


  Mrv0541 04191212142D          

 37 40  0  0  1  0            999 V2000
   10.3956   -4.5692    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.3955   -5.3799    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.8102   -2.9396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5244   -3.3523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2390   -2.9400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2393   -2.1149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5250   -1.7023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8103   -2.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5250   -0.8644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9533   -3.3526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6677   -3.7653    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.5253   -0.0396    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.0955   -3.3518    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.0954   -4.1654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3812   -2.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6811   -4.1566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9668   -4.5690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9666   -5.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6810   -5.7922    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1134   -5.7946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1133   -6.6061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8278   -7.0186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5422   -6.6062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5423   -5.7946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8278   -5.3820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2626   -7.0221    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.6782   -6.6300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9635   -7.0422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2374   -6.6229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6141   -7.1839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9550   -7.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7890   -7.8625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8141   -7.0139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9531   -4.1776    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.6678   -2.9404    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.8107   -0.4517    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.2396   -0.4522    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  7  9  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
  3 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  6  0  0  0
  1 14  1  6  0  0  0
  1 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
  2 19  1  0  0  0  0
  2 20  1  6  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 20 25  1  0  0  0  0
 23 26  1  0  0  0  0
 19 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 28 32  2  0  0  0  0
 30 33  2  0  0  0  0
 10 34  1  0  0  0  0
 10 35  1  0  0  0  0
  9 36  1  0  0  0  0
  9 37  1  0  0  0  0
M  END

HMDB0014811
     RDKit          3D
Aprepitant
 58 61  0  0  0  0  0  0  0  0999 V2000
    2.7417   -2.1269    1.0746 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9164   -1.3153   -0.0814 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8314   -0.8547    0.5934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1530   -1.6761    1.0155 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0954   -1.3912    2.4953 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0241    0.0075    2.5009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0218    0.7729    1.7416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5097    0.2200    0.4881 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8982    0.5290    0.2804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2931    1.9432    0.2719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6016    3.0688    0.3440 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4447    4.0670    0.2919 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6979    3.6086    0.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7795    4.2459    0.1183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5965    2.2725    0.1826 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5394   -1.2337    0.7655 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3878   -2.0328   -0.0948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4040   -2.0682   -1.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2737   -2.9056   -2.1515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1703   -3.7436   -1.5312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0331   -4.5610   -2.1770 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1703   -3.7218   -0.1434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3143   -2.8983    0.5251 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8660   -0.2695   -0.4479 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4999    0.8516   -1.2206 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3512    1.9000   -1.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9618    3.0587   -2.3098 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7542    2.9027   -2.9243 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.9969    3.3265   -3.2160 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.9864    4.1556   -1.4271 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.6668    1.9002   -0.9852 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0559    0.8379   -0.2345 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4279    0.8131    0.3783 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5690   -0.3209    1.1737 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.5836    1.9580    1.1892 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.4411    0.8159   -0.5185 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.1847   -0.2124    0.0242 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5211   -2.6178    0.4788 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0989   -1.4200    1.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0628   -2.9366    1.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7575   -2.1570   -0.6935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0560   -2.7375    0.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0065    0.3222    3.5583 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0090    0.2965    2.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6035    1.7939    1.5591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9215    0.9363    2.4086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2143    0.1106   -0.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4665    0.0125    1.1123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2212    5.1002    0.3386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4305    1.5933    0.1038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1205   -1.1971    1.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6982   -1.4303   -1.9840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2879   -2.9249   -3.2505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8798   -4.3771    0.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3524   -2.9224    1.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5116    0.9047   -1.6323 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3125    2.7505   -1.2177 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5586   -1.0237    0.6241 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
  8 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
  2 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
 26 31  2  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  1  0
 33 36  1  0
 32 37  2  0
 16  4  1  0
 23 17  1  0
 37 24  1  0
 15 10  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  2 41  1  6
  4 42  1  1
  6 43  1  0
  6 44  1  0
  7 45  1  0
  7 46  1  0
  9 47  1  0
  9 48  1  0
 12 49  1  0
 15 50  1  0
 16 51  1  1
 18 52  1  0
 19 53  1  0
 22 54  1  0
 23 55  1  0
 25 56  1  0
 31 57  1  0
 37 58  1  0
M  END


  Mrv0541 04191212142D          

 37 40  0  0  1  0            999 V2000
   10.3956   -4.5692    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.3955   -5.3799    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.8102   -2.9396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5244   -3.3523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2390   -2.9400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2393   -2.1149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5250   -1.7023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8103   -2.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5250   -0.8644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9533   -3.3526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6677   -3.7653    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.5253   -0.0396    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.0955   -3.3518    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.0954   -4.1654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3812   -2.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6811   -4.1566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9668   -4.5690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9666   -5.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6810   -5.7922    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1134   -5.7946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1133   -6.6061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8278   -7.0186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5422   -6.6062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5423   -5.7946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8278   -5.3820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2626   -7.0221    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.6782   -6.6300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9635   -7.0422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2374   -6.6229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6141   -7.1839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9550   -7.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7890   -7.8625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8141   -7.0139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9531   -4.1776    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.6678   -2.9404    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.8107   -0.4517    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.2396   -0.4522    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  7  9  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
  3 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  6  0  0  0
  1 14  1  6  0  0  0
  1 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
  2 19  1  0  0  0  0
  2 20  1  6  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 20 25  1  0  0  0  0
 23 26  1  0  0  0  0
 19 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 28 32  2  0  0  0  0
 30 33  2  0  0  0  0
 10 34  1  0  0  0  0
 10 35  1  0  0  0  0
  9 36  1  0  0  0  0
  9 37  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014811

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@@H](O[C@H]1OCCN(CC2=NNC(=O)N2)[C@H]1C1=CC=C(F)C=C1)C1=CC(=CC(=C1)C(F)(F)F)C(F)(F)F

> <INCHI_IDENTIFIER>
InChI=1S/C23H21F7N4O3/c1-12(14-8-15(22(25,26)27)10-16(9-14)23(28,29)30)37-20-19(13-2-4-17(24)5-3-13)34(6-7-36-20)11-18-31-21(35)33-32-18/h2-5,8-10,12,19-20H,6-7,11H2,1H3,(H2,31,32,33,35)/t12-,19+,20-/m1/s1

> <INCHI_KEY>
ATALOFNDEOCMKK-OITMNORJSA-N

> <FORMULA>
C23H21F7N4O3

> <MOLECULAR_WEIGHT>
534.4267

> <EXACT_MASS>
534.150187993

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
45.561247853653484

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-{[(2R,3S)-2-[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]-3-(4-fluorophenyl)morpholin-4-yl]methyl}-4,5-dihydro-1H-1,2,4-triazol-5-one

> <ALOGPS_LOGP>
2.44

> <JCHEM_LOGP>
5.215729411

> <ALOGPS_LOGS>
-4.44

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.160554459017135

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.646593031392136

> <JCHEM_PKA_STRONGEST_BASIC>
3.5126022429365147

> <JCHEM_POLAR_SURFACE_AREA>
75.19

> <JCHEM_REFRACTIVITY>
116.92820000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.94e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
aprepitant

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014811
     RDKit          3D
Aprepitant
 58 61  0  0  0  0  0  0  0  0999 V2000
    2.7417   -2.1269    1.0746 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9164   -1.3153   -0.0814 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8314   -0.8547    0.5934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1530   -1.6761    1.0155 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0954   -1.3912    2.4953 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0241    0.0075    2.5009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0218    0.7729    1.7416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5097    0.2200    0.4881 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8982    0.5290    0.2804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2931    1.9432    0.2719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6016    3.0688    0.3440 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4447    4.0670    0.2919 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6979    3.6086    0.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7795    4.2459    0.1183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5965    2.2725    0.1826 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5394   -1.2337    0.7655 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3878   -2.0328   -0.0948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4040   -2.0682   -1.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2737   -2.9056   -2.1515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1703   -3.7436   -1.5312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0331   -4.5610   -2.1770 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1703   -3.7218   -0.1434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3143   -2.8983    0.5251 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8660   -0.2695   -0.4479 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4999    0.8516   -1.2206 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3512    1.9000   -1.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9618    3.0587   -2.3098 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7542    2.9027   -2.9243 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.9969    3.3265   -3.2160 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.9864    4.1556   -1.4271 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.6668    1.9002   -0.9852 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0559    0.8379   -0.2345 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4279    0.8131    0.3783 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5690   -0.3209    1.1737 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.5836    1.9580    1.1892 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.4411    0.8159   -0.5185 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.1847   -0.2124    0.0242 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5211   -2.6178    0.4788 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0989   -1.4200    1.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0628   -2.9366    1.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7575   -2.1570   -0.6935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0560   -2.7375    0.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0065    0.3222    3.5583 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0090    0.2965    2.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6035    1.7939    1.5591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9215    0.9363    2.4086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2143    0.1106   -0.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4665    0.0125    1.1123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2212    5.1002    0.3386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4305    1.5933    0.1038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1205   -1.1971    1.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6982   -1.4303   -1.9840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2879   -2.9249   -3.2505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8798   -4.3771    0.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3524   -2.9224    1.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5116    0.9047   -1.6323 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3125    2.7505   -1.2177 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5586   -1.0237    0.6241 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
  8 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
  2 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
 26 31  2  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  1  0
 33 36  1  0
 32 37  2  0
 16  4  1  0
 23 17  1  0
 37 24  1  0
 15 10  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  2 41  1  6
  4 42  1  1
  6 43  1  0
  6 44  1  0
  7 45  1  0
  7 46  1  0
  9 47  1  0
  9 48  1  0
 12 49  1  0
 15 50  1  0
 16 51  1  1
 18 52  1  0
 19 53  1  0
 22 54  1  0
 23 55  1  0
 25 56  1  0
 31 57  1  0
 37 58  1  0
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      19.405  -8.529   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      19.405 -10.042   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      22.046  -5.487   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      23.379  -6.258   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      24.713  -5.488   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      24.713  -3.948   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      23.380  -3.178   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      22.046  -3.947   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      23.380  -1.614   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      26.046  -6.258   0.000  0.00  0.00           C+0
HETATM   11  F   UNK     0      27.380  -7.029   0.000  0.00  0.00           F+0
HETATM   12  F   UNK     0      23.381  -0.074   0.000  0.00  0.00           F+0
HETATM   13  C   UNK     0      20.712  -6.257   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      20.711  -7.775   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      19.378  -5.487   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      18.071  -7.759   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      16.738  -8.529   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      16.738 -10.042   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      18.071 -10.812   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0      20.745 -10.817   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      20.745 -12.331   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      22.079 -13.101   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      23.412 -12.332   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      23.412 -10.817   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      22.079 -10.046   0.000  0.00  0.00           C+0
HETATM   26  F   UNK     0      24.757 -13.108   0.000  0.00  0.00           F+0
HETATM   27  C   UNK     0      18.066 -12.376   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      16.732 -13.145   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0      15.376 -12.363   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0      14.213 -13.410   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0      14.849 -14.840   0.000  0.00  0.00           N+0
HETATM   32  N   UNK     0      16.406 -14.677   0.000  0.00  0.00           N+0
HETATM   33  O   UNK     0      12.720 -13.093   0.000  0.00  0.00           O+0
HETATM   34  F   UNK     0      26.046  -7.798   0.000  0.00  0.00           F+0
HETATM   35  F   UNK     0      27.380  -5.489   0.000  0.00  0.00           F+0
HETATM   36  F   UNK     0      22.047  -0.843   0.000  0.00  0.00           F+0
HETATM   37  F   UNK     0      24.714  -0.844   0.000  0.00  0.00           F+0
CONECT    1    2   14   16                                                  
CONECT    2    1   19   20                                                  
CONECT    3    4    8   13                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7    3                                                       
CONECT    9    7   12   36   37                                             
CONECT   10    5   11   34   35                                             
CONECT   11   10                                                            
CONECT   12    9                                                            
CONECT   13    3   14   15                                                  
CONECT   14   13    1                                                       
CONECT   15   13                                                            
CONECT   16    1   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18    2   27                                                  
CONECT   20    2   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   26                                                  
CONECT   24   23   25                                                       
CONECT   25   24   20                                                       
CONECT   26   23                                                            
CONECT   27   19   28                                                       
CONECT   28   27   29   32                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   33                                                  
CONECT   31   30   32                                                       
CONECT   32   31   28                                                       
CONECT   33   30                                                            
CONECT   34   10                                                            
CONECT   35   10                                                            
CONECT   36    9                                                            
CONECT   37    9                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   80    0
END

COMPND    HMDB0014811
HETATM    1  C1  UNL     1       2.742  -2.127   1.075  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.916  -1.315  -0.081  1.00  0.00           C  
HETATM    3  O1  UNL     1       0.831  -0.855   0.593  1.00  0.00           O  
HETATM    4  C3  UNL     1      -0.153  -1.676   1.016  1.00  0.00           C  
HETATM    5  O2  UNL     1      -0.095  -1.391   2.495  1.00  0.00           O  
HETATM    6  C4  UNL     1      -0.024   0.008   2.501  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.022   0.773   1.742  1.00  0.00           C  
HETATM    8  N1  UNL     1      -1.510   0.220   0.488  1.00  0.00           N  
HETATM    9  C6  UNL     1      -2.898   0.529   0.280  1.00  0.00           C  
HETATM   10  C7  UNL     1      -3.293   1.943   0.272  1.00  0.00           C  
HETATM   11  N2  UNL     1      -2.602   3.069   0.344  1.00  0.00           N  
HETATM   12  N3  UNL     1      -3.445   4.067   0.292  1.00  0.00           N  
HETATM   13  C8  UNL     1      -4.698   3.609   0.192  1.00  0.00           C  
HETATM   14  O3  UNL     1      -5.780   4.246   0.118  1.00  0.00           O  
HETATM   15  N4  UNL     1      -4.596   2.273   0.183  1.00  0.00           N  
HETATM   16  C9  UNL     1      -1.539  -1.234   0.765  1.00  0.00           C  
HETATM   17  C10 UNL     1      -2.388  -2.033  -0.095  1.00  0.00           C  
HETATM   18  C11 UNL     1      -2.404  -2.068  -1.462  1.00  0.00           C  
HETATM   19  C12 UNL     1      -3.274  -2.906  -2.151  1.00  0.00           C  
HETATM   20  C13 UNL     1      -4.170  -3.744  -1.531  1.00  0.00           C  
HETATM   21  F1  UNL     1      -5.033  -4.561  -2.177  1.00  0.00           F  
HETATM   22  C14 UNL     1      -4.170  -3.722  -0.143  1.00  0.00           C  
HETATM   23  C15 UNL     1      -3.314  -2.898   0.525  1.00  0.00           C  
HETATM   24  C16 UNL     1       2.866  -0.270  -0.448  1.00  0.00           C  
HETATM   25  C17 UNL     1       2.500   0.852  -1.221  1.00  0.00           C  
HETATM   26  C18 UNL     1       3.351   1.900  -1.489  1.00  0.00           C  
HETATM   27  C19 UNL     1       2.962   3.059  -2.310  1.00  0.00           C  
HETATM   28  F2  UNL     1       1.754   2.903  -2.924  1.00  0.00           F  
HETATM   29  F3  UNL     1       3.997   3.327  -3.216  1.00  0.00           F  
HETATM   30  F4  UNL     1       2.986   4.156  -1.427  1.00  0.00           F  
HETATM   31  C20 UNL     1       4.667   1.900  -0.985  1.00  0.00           C  
HETATM   32  C21 UNL     1       5.056   0.838  -0.234  1.00  0.00           C  
HETATM   33  C22 UNL     1       6.428   0.813   0.378  1.00  0.00           C  
HETATM   34  F5  UNL     1       6.569  -0.321   1.174  1.00  0.00           F  
HETATM   35  F6  UNL     1       6.584   1.958   1.189  1.00  0.00           F  
HETATM   36  F7  UNL     1       7.441   0.816  -0.518  1.00  0.00           F  
HETATM   37  C23 UNL     1       4.185  -0.212   0.024  1.00  0.00           C  
HETATM   38  H1  UNL     1       3.521  -2.618   0.479  1.00  0.00           H  
HETATM   39  H2  UNL     1       3.099  -1.420   1.769  1.00  0.00           H  
HETATM   40  H3  UNL     1       2.063  -2.937   1.412  1.00  0.00           H  
HETATM   41  H4  UNL     1       1.757  -2.157  -0.693  1.00  0.00           H  
HETATM   42  H5  UNL     1      -0.056  -2.738   0.896  1.00  0.00           H  
HETATM   43  H6  UNL     1      -0.006   0.322   3.558  1.00  0.00           H  
HETATM   44  H7  UNL     1       1.009   0.296   2.122  1.00  0.00           H  
HETATM   45  H8  UNL     1      -0.604   1.794   1.559  1.00  0.00           H  
HETATM   46  H9  UNL     1      -1.922   0.936   2.409  1.00  0.00           H  
HETATM   47  H10 UNL     1      -3.214   0.111  -0.695  1.00  0.00           H  
HETATM   48  H11 UNL     1      -3.467   0.013   1.112  1.00  0.00           H  
HETATM   49  H12 UNL     1      -3.221   5.100   0.339  1.00  0.00           H  
HETATM   50  H13 UNL     1      -5.430   1.593   0.104  1.00  0.00           H  
HETATM   51  H14 UNL     1      -2.120  -1.197   1.788  1.00  0.00           H  
HETATM   52  H15 UNL     1      -1.698  -1.430  -1.984  1.00  0.00           H  
HETATM   53  H16 UNL     1      -3.288  -2.925  -3.250  1.00  0.00           H  
HETATM   54  H17 UNL     1      -4.880  -4.377   0.402  1.00  0.00           H  
HETATM   55  H18 UNL     1      -3.352  -2.922   1.599  1.00  0.00           H  
HETATM   56  H19 UNL     1       1.512   0.905  -1.632  1.00  0.00           H  
HETATM   57  H20 UNL     1       5.313   2.751  -1.218  1.00  0.00           H  
HETATM   58  H21 UNL     1       4.559  -1.024   0.624  1.00  0.00           H  
CONECT    1    2   38   39   40
CONECT    2    3   24   41
CONECT    3    4
CONECT    4    5   16   42
CONECT    5    6
CONECT    6    7   43   44
CONECT    7    8   45   46
CONECT    8    9   16
CONECT    9   10   47   48
CONECT   10   11   11   15
CONECT   11   12
CONECT   12   13   49
CONECT   13   14   14   15
CONECT   15   50
CONECT   16   17   51
CONECT   17   18   18   23
CONECT   18   19   52
CONECT   19   20   20   53
CONECT   20   21   22
CONECT   22   23   23   54
CONECT   23   55
CONECT   24   25   25   37
CONECT   25   26   56
CONECT   26   27   31   31
CONECT   27   28   29   30
CONECT   31   32   57
CONECT   32   33   37   37
CONECT   33   34   35   36
CONECT   37   58
END

HMDB0014811
     RDKit          3D
Aprepitant
 58 61  0  0  0  0  0  0  0  0999 V2000
    2.7417   -2.1269    1.0746 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9164   -1.3153   -0.0814 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8314   -0.8547    0.5934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1530   -1.6761    1.0155 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0954   -1.3912    2.4953 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0241    0.0075    2.5009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0218    0.7729    1.7416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5097    0.2200    0.4881 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8982    0.5290    0.2804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2931    1.9432    0.2719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6016    3.0688    0.3440 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4447    4.0670    0.2919 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6979    3.6086    0.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7795    4.2459    0.1183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5965    2.2725    0.1826 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5394   -1.2337    0.7655 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3878   -2.0328   -0.0948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4040   -2.0682   -1.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2737   -2.9056   -2.1515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1703   -3.7436   -1.5312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0331   -4.5610   -2.1770 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1703   -3.7218   -0.1434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3143   -2.8983    0.5251 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8660   -0.2695   -0.4479 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4999    0.8516   -1.2206 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3512    1.9000   -1.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9618    3.0587   -2.3098 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7542    2.9027   -2.9243 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.9969    3.3265   -3.2160 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.9864    4.1556   -1.4271 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.6668    1.9002   -0.9852 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0559    0.8379   -0.2345 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4279    0.8131    0.3783 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5690   -0.3209    1.1737 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.5836    1.9580    1.1892 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.4411    0.8159   -0.5185 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.1847   -0.2124    0.0242 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5211   -2.6178    0.4788 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0989   -1.4200    1.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0628   -2.9366    1.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7575   -2.1570   -0.6935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0560   -2.7375    0.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0065    0.3222    3.5583 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0090    0.2965    2.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6035    1.7939    1.5591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9215    0.9363    2.4086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2143    0.1106   -0.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4665    0.0125    1.1123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2212    5.1002    0.3386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4305    1.5933    0.1038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1205   -1.1971    1.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6982   -1.4303   -1.9840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2879   -2.9249   -3.2505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8798   -4.3771    0.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3524   -2.9224    1.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5116    0.9047   -1.6323 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3125    2.7505   -1.2177 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5586   -1.0237    0.6241 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
  8 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
  2 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
 26 31  2  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  1  0
 33 36  1  0
 32 37  2  0
 16  4  1  0
 23 17  1  0
 37 24  1  0
 15 10  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  2 41  1  6
  4 42  1  1
  6 43  1  0
  6 44  1  0
  7 45  1  0
  7 46  1  0
  9 47  1  0
  9 48  1  0
 12 49  1  0
 15 50  1  0
 16 51  1  1
 18 52  1  0
 19 53  1  0
 22 54  1  0
 23 55  1  0
 25 56  1  0
 31 57  1  0
 37 58  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-(((2R,3S)-3-(p-Fluorophenyl)-2-(((alphar)-alpha-methyl-3,5-bis(trifluoromethyl)benzyl)oxy)morpholino)methyl)-Delta(2)-1,2,4-triazolin-5-one	ChEBI
Aprepitantum	ChEBI
Emend	Kegg
Cinvanti	Kegg
3-(((2R,3S)-3-(p-Fluorophenyl)-2-(((alphar)-a-methyl-3,5-bis(trifluoromethyl)benzyl)oxy)morpholino)methyl)-delta(2)-1,2,4-triazolin-5-one	Generator
3-(((2R,3S)-3-(p-Fluorophenyl)-2-(((alphar)-α-methyl-3,5-bis(trifluoromethyl)benzyl)oxy)morpholino)methyl)-δ(2)-1,2,4-triazolin-5-one	Generator
3-(((2R,3S)-3-(p-Fluorophenyl)-2-(((alphar)-a-methyl-3,5-bis(trifluoromethyl)benzyl)oxy)morpholino)methyl)-δ(2)-1,2,4-triazolin-5-one	HMDB
MK-0517	HMDB
MK-869	HMDB
(2R)-(1R)-3,5-Bis(trifluoromethylphenyl)ethoxy)-(3S)-(4-fluoro)phenyl-4-(3-(5-oxo-1H,4H-1,2,4-triazole)methyl-morpholine	HMDB
(1-(3,5-Bis(trifluoromethyl)phenyl)ethoxy)-3-(fluoro)phenyl-4-(3-oxo-1,2,4-triazol-5-yl)methylmorpholine	HMDB

Chemical Formula

C₂₃H₂₁F₇N₄O₃

Average Molecular Weight

534.4267

Monoisotopic Molecular Weight

534.150187993

IUPAC Name

3-{[(2R,3S)-2-[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]-3-(4-fluorophenyl)morpholin-4-yl]methyl}-4,5-dihydro-1H-1,2,4-triazol-5-one

Traditional Name

aprepitant

CAS Registry Number

170729-80-3

SMILES

C[C@@H](O[C@H]1OCCN(CC2=NNC(=O)N2)[C@H]1C1=CC=C(F)C=C1)C1=CC(=CC(=C1)C(F)(F)F)C(F)(F)F

InChI Identifier

InChI=1S/C23H21F7N4O3/c1-12(14-8-15(22(25,26)27)10-16(9-14)23(28,29)30)37-20-19(13-2-4-17(24)5-3-13)34(6-7-36-20)11-18-31-21(35)33-32-18/h2-5,8-10,12,19-20H,6-7,11H2,1H3,(H2,31,32,33,35)/t12-,19+,20-/m1/s1

InChI Key

ATALOFNDEOCMKK-OITMNORJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylmorpholines. These are aromatic compounds containing a morpholine ring and a benzene ring linked to each other through a CC or a CN bond.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxazinanes

Sub Class

Morpholines

Direct Parent

Phenylmorpholines

Alternative Parents

Substituents

Phenylmorpholine
Trifluoromethylbenzene
Fluorobenzene
Halobenzene
Aralkylamine
Aryl fluoride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Azole
Heteroaromatic compound
1,2,4-triazole
Tertiary aliphatic amine
Tertiary amine
Azacycle
Oxacycle
Acetal
Alkyl fluoride
Organofluoride
Organohalogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
Alkyl halide
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

morpholines (CHEBI:499361 )
triazoles (CHEBI:499361 )
(trifluoromethyl)benzenes (CHEBI:499361 )
cyclic acetal (CHEBI:499361 )

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: HMDB0014811)

Source

Exogenous

Exogenous (HMDB: HMDB0014811)

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	0.019 g/L	Not Available
LogP	4.5	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.019 g/L	ALOGPS
logP	2.44	ALOGPS
logP	5.22	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	9.65	ChemAxon
pKa (Strongest Basic)	3.51	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.19 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	116.93 m³·mol⁻¹	ChemAxon
Polarizability	45.56 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	211.232	30932474
DeepCCS	[M-H]-	208.837	30932474
DeepCCS	[M-2H]-	242.053	30932474
DeepCCS	[M+Na]+	217.105	30932474
AllCCS	[M+H]+	215.8	32859911
AllCCS	[M+H-H2O]+	214.0	32859911
AllCCS	[M+NH4]+	217.4	32859911
AllCCS	[M+Na]+	217.9	32859911
AllCCS	[M-H]-	205.8	32859911
AllCCS	[M+Na-2H]-	205.8	32859911
AllCCS	[M+HCOO]-	205.9	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.	5.56 minutes	32390414
Predicted by Siyang on May 30, 2022	16.2504 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.38 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	34.3 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2773.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	334.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	207.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	193.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	268.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	827.1 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	858.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	74.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1463.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	609.8 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	1610.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	483.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	501.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	151.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	27.3 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	8.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Aprepitant	C[C@@H](O[C@H]1OCCN(CC2=NNC(=O)N2)[C@H]1C1=CC=C(F)C=C1)C1=CC(=CC(=C1)C(F)(F)F)C(F)(F)F	2977.2	Standard polar	33892256
Aprepitant	C[C@@H](O[C@H]1OCCN(CC2=NNC(=O)N2)[C@H]1C1=CC=C(F)C=C1)C1=CC(=CC(=C1)C(F)(F)F)C(F)(F)F	2943.8	Standard non polar	33892256
Aprepitant	C[C@@H](O[C@H]1OCCN(CC2=NNC(=O)N2)[C@H]1C1=CC=C(F)C=C1)C1=CC(=CC(=C1)C(F)(F)F)C(F)(F)F	2964.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Aprepitant,1TMS,isomer #1	C[C@@H](O[C@H]1OCCN(CC2=NN([Si](C)(C)C)C(=O)[NH]2)[C@H]1C1=CC=C(F)C=C1)C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1	2880.1	Semi standard non polar	33892256
Aprepitant,1TMS,isomer #1	C[C@@H](O[C@H]1OCCN(CC2=NN([Si](C)(C)C)C(=O)[NH]2)[C@H]1C1=CC=C(F)C=C1)C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1	2735.4	Standard non polar	33892256
Aprepitant,1TMS,isomer #1	C[C@@H](O[C@H]1OCCN(CC2=NN([Si](C)(C)C)C(=O)[NH]2)[C@H]1C1=CC=C(F)C=C1)C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1	3464.4	Standard polar	33892256
Aprepitant,1TMS,isomer #2	C[C@@H](O[C@H]1OCCN(CC2=N[NH]C(=O)N2[Si](C)(C)C)[C@H]1C1=CC=C(F)C=C1)C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1	2920.7	Semi standard non polar	33892256
Aprepitant,1TMS,isomer #2	C[C@@H](O[C@H]1OCCN(CC2=N[NH]C(=O)N2[Si](C)(C)C)[C@H]1C1=CC=C(F)C=C1)C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1	2810.9	Standard non polar	33892256
Aprepitant,1TMS,isomer #2	C[C@@H](O[C@H]1OCCN(CC2=N[NH]C(=O)N2[Si](C)(C)C)[C@H]1C1=CC=C(F)C=C1)C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1	3396.3	Standard polar	33892256
Aprepitant,2TMS,isomer #1	C[C@@H](O[C@H]1OCCN(CC2=NN([Si](C)(C)C)C(=O)N2[Si](C)(C)C)[C@H]1C1=CC=C(F)C=C1)C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1	3013.2	Semi standard non polar	33892256
Aprepitant,2TMS,isomer #1	C[C@@H](O[C@H]1OCCN(CC2=NN([Si](C)(C)C)C(=O)N2[Si](C)(C)C)[C@H]1C1=CC=C(F)C=C1)C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1	2781.8	Standard non polar	33892256
Aprepitant,2TMS,isomer #1	C[C@@H](O[C@H]1OCCN(CC2=NN([Si](C)(C)C)C(=O)N2[Si](C)(C)C)[C@H]1C1=CC=C(F)C=C1)C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1	3371.3	Standard polar	33892256
Aprepitant,1TBDMS,isomer #1	C[C@@H](O[C@H]1OCCN(CC2=NN([Si](C)(C)C(C)(C)C)C(=O)[NH]2)[C@H]1C1=CC=C(F)C=C1)C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1	3042.7	Semi standard non polar	33892256
Aprepitant,1TBDMS,isomer #1	C[C@@H](O[C@H]1OCCN(CC2=NN([Si](C)(C)C(C)(C)C)C(=O)[NH]2)[C@H]1C1=CC=C(F)C=C1)C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1	2910.8	Standard non polar	33892256
Aprepitant,1TBDMS,isomer #1	C[C@@H](O[C@H]1OCCN(CC2=NN([Si](C)(C)C(C)(C)C)C(=O)[NH]2)[C@H]1C1=CC=C(F)C=C1)C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1	3484.1	Standard polar	33892256
Aprepitant,1TBDMS,isomer #2	C[C@@H](O[C@H]1OCCN(CC2=N[NH]C(=O)N2[Si](C)(C)C(C)(C)C)[C@H]1C1=CC=C(F)C=C1)C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1	3093.4	Semi standard non polar	33892256
Aprepitant,1TBDMS,isomer #2	C[C@@H](O[C@H]1OCCN(CC2=N[NH]C(=O)N2[Si](C)(C)C(C)(C)C)[C@H]1C1=CC=C(F)C=C1)C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1	2973.9	Standard non polar	33892256
Aprepitant,1TBDMS,isomer #2	C[C@@H](O[C@H]1OCCN(CC2=N[NH]C(=O)N2[Si](C)(C)C(C)(C)C)[C@H]1C1=CC=C(F)C=C1)C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1	3439.3	Standard polar	33892256
Aprepitant,2TBDMS,isomer #1	C[C@@H](O[C@H]1OCCN(CC2=NN([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C)[C@H]1C1=CC=C(F)C=C1)C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1	3349.0	Semi standard non polar	33892256
Aprepitant,2TBDMS,isomer #1	C[C@@H](O[C@H]1OCCN(CC2=NN([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C)[C@H]1C1=CC=C(F)C=C1)C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1	3122.6	Standard non polar	33892256
Aprepitant,2TBDMS,isomer #1	C[C@@H](O[C@H]1OCCN(CC2=NN([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C)[C@H]1C1=CC=C(F)C=C1)C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1	3472.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Aprepitant GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a73-0290000000-5f47c589ce29392dc9bc	2017-09-01	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 - Aprepitant 10V, Positive-QTOF	splash10-000l-0070190000-2d2d26444c39ee373f2c	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aprepitant 20V, Positive-QTOF	splash10-0a4l-0090000000-de8884fc9f04dcee4076	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aprepitant 40V, Positive-QTOF	splash10-006w-4690000000-b44d8dea97f61604a7f6	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aprepitant 10V, Negative-QTOF	splash10-053r-2090470000-3484776ec0696e6ed0bb	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aprepitant 20V, Negative-QTOF	splash10-0a6r-0090310000-d90a940a4bae2be8e5ad	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aprepitant 40V, Negative-QTOF	splash10-0006-9160000000-73bfbf412cc8bdc3ae89	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aprepitant 10V, Positive-QTOF	splash10-000l-0090070000-66f04c6de3c36d96088e	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aprepitant 20V, Positive-QTOF	splash10-000f-0190030000-111bcbdca8773d658542	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aprepitant 40V, Positive-QTOF	splash10-006x-0980100000-d74c02022d7b4cb9788b	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aprepitant 10V, Negative-QTOF	splash10-001i-1040290000-9b5fbcc02a09a6152333	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aprepitant 20V, Negative-QTOF	splash10-07gr-1230910000-b36f7361521b63953f6f	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aprepitant 40V, Negative-QTOF	splash10-0006-9350200000-6fcc721346aa20367e6b	2021-10-11	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 DB00673	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00673	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00673

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5293568

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Aprepitant

METLIN ID

Not Available

PubChem Compound

6918365

PDB ID

Not Available

ChEBI ID

499361

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

Enzymes

Enzyme Details

1. 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 ]
Sanchez RI, Wang RW, Newton DJ, Bakhtiar R, Lu P, Chiu SH, Evans DC, Huskey SE: Cytochrome P450 3A4 is the major enzyme involved in the metabolism of the substance P receptor antagonist aprepitant. Drug Metab Dispos. 2004 Nov;32(11):1287-92. Epub 2004 Aug 10. [PubMed:15304427 ]

Enzyme Details

2. Cytochrome P450 2C9

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. This enzyme contributes to the wide pharmacokinetics variability of the metabolism of drugs such as S-warfarin, diclofenac, phenytoin, tolbutamide and losartan.
Gene Name:: CYP2C9
Uniprot ID:: P11712
Molecular weight:: 55627.365

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

Sanchez RI, Wang RW, Newton DJ, Bakhtiar R, Lu P, Chiu SH, Evans DC, Huskey SE: Cytochrome P450 3A4 is the major enzyme involved in the metabolism of the substance P receptor antagonist aprepitant. Drug Metab Dispos. 2004 Nov;32(11):1287-92. Epub 2004 Aug 10. [PubMed:15304427 ]
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

4. 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

Enzyme Details

5. Cytochrome P450 3A7

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:: CYP3A7
Uniprot ID:: P24462
Molecular weight:: 57525.03

Enzyme Details

6. 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

Sanchez RI, Wang RW, Newton DJ, Bakhtiar R, Lu P, Chiu SH, Evans DC, Huskey SE: Cytochrome P450 3A4 is the major enzyme involved in the metabolism of the substance P receptor antagonist aprepitant. Drug Metab Dispos. 2004 Nov;32(11):1287-92. Epub 2004 Aug 10. [PubMed:15304427 ]
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

7. Substance-P receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is a receptor for the tachykinin neuropeptide substance P. It is probably associated with G proteins that activate a phosphatidylinositol-calcium second messenger system. The rank order of affinity of this receptor to tachykinins is:substance P > substance K > neuromedin-K
Gene Name:: TACR1
Uniprot ID:: P25103
Molecular weight:: 46250.5

References

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Brands KM, Payack JF, Rosen JD, Nelson TD, Candelario A, Huffman MA, Zhao MM, Li J, Craig B, Song ZJ, Tschaen DM, Hansen K, Devine PN, Pye PJ, Rossen K, Dormer PG, Reamer RA, Welch CJ, Mathre DJ, Tsou NN, McNamara JM, Reider PJ: Efficient synthesis of NK(1) receptor antagonist aprepitant using a crystallization-induced diastereoselective transformation. J Am Chem Soc. 2003 Feb 26;125(8):2129-35. [PubMed:12590540 ]
Rodgers J, Bradley B, Kennedy PG: Combination chemotherapy with a substance P receptor antagonist (aprepitant) and melarsoprol in a mouse model of human African trypanosomiasis. Parasitol Int. 2007 Dec;56(4):321-4. Epub 2007 Jun 29. [PubMed:17643344 ]
Poli-Bigelli S, Rodrigues-Pereira J, Carides AD, Julie Ma G, Eldridge K, Hipple A, Evans JK, Horgan KJ, Lawson F: Addition of the neurokinin 1 receptor antagonist aprepitant to standard antiemetic therapy improves control of chemotherapy-induced nausea and vomiting. Results from a randomized, double-blind, placebo-controlled trial in Latin America. Cancer. 2003 Jun 15;97(12):3090-8. [PubMed:12784346 ]
Zhao MM, McNamara JM, Ho GJ, Emerson KM, Song ZJ, Tschaen DM, Brands KM, Dolling UH, Grabowski EJ, Reider PJ, Cottrell IF, Ashwood MS, Bishop BC: Practical asymmetric synthesis of aprepitant, a potent human NK-1 receptor antagonist, via a stereoselective Lewis acid-catalyzed trans acetalization reaction. J Org Chem. 2002 Sep 20;67(19):6743-7. [PubMed:12227806 ]
Bergstrom M, Hargreaves RJ, Burns HD, Goldberg MR, Sciberras D, Reines SA, Petty KJ, Ogren M, Antoni G, Langstrom B, Eskola O, Scheinin M, Solin O, Majumdar AK, Constanzer ML, Battisti WP, Bradstreet TE, Gargano C, Hietala J: Human positron emission tomography studies of brain neurokinin 1 receptor occupancy by aprepitant. Biol Psychiatry. 2004 May 15;55(10):1007-12. [PubMed:15121485 ]

Showing metabocard for Aprepitant (HMDB0014811)

MOL for HMDB0014811 (Aprepitant)

3D MOL for HMDB0014811 (Aprepitant)

3D SDF for HMDB0014811 (Aprepitant)

3D-SDF for HMDB0014811 (Aprepitant)

PDB for HMDB0014811 (Aprepitant)

3D PDB for HMDB0014811 (Aprepitant)

SMILES for HMDB0014811 (Aprepitant)

INCHI for HMDB0014811 (Aprepitant)

Structure for HMDB0014811 (Aprepitant)

3D Structure for HMDB0014811 (Aprepitant)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

References