Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR1683)
Drug Name
SCH-417690
Synonyms
MK-4176; PRO 140 & SCH-417690; SCH-D (Old RN); SCH-D690; Sch 417690; Sch-D compound; TL515DW4QS; Vicrivirac; Vicriviroc; Vicriviroc (SCH-417690); Vicriviroc [INN]; (4,6-DIMETHYLPYRIMIDIN-5-YL)-[4-[(3S)-4-[(1R)-2-METHOXY-1-[4-(TRIFLUOROMETHYL)PHENYL]ETHYL]-3-METHYL-PIPERAZIN-1-YL]-4-METHYL-1-PIPERIDYL]METHANONE; (4,6-dimethylpyrimidin-5-yl)-[4-[(3S)-4-[(1R)-2-methoxy-1-[4-(trifluoromethyl)phenyl]ethyl]-3-methylpiperazin-1-yl]-4-methylpiperidin-1-yl]methanone; 306296-47-9; CHEMBL82301; SCH-D; SchD; UNII-TL515DW4QS; VCV
Indication Human immunodeficiency virus infection [ICD11: 1C60] Phase 3 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 533.6 Topological Polar Surface Area 61.8
Heavy Atom Count 38 Rotatable Bond Count 6
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 9
Cross-matching ID
PubChem CID
3009355
PubChem SID
3721308 ; 10039007 ; 14812106 ; 14910081 ; 24721604 ; 26683800 ; 36057949 ; 57410207 ; 79245438 ; 103281592 ; 104034374 ; 111626818 ; 124894046 ; 126680705 ; 134338931 ; 135246808 ; 135263560 ; 135651306 ; 137006541 ; 142059632 ; 162224427 ; 162833826 ; 176484882 ; 198947606 ; 210024060 ; 223667367 ; 226490736 ; 248870366
ChEBI ID
CHEBI:94843
CAS Number
306296-47-9
TTD Drug ID
D09JLI
Formula
C28H38F3N5O2
Canonical SMILES
CC1CN(CCN1C(COC)C2=CC=C(C=C2)C(F)(F)F)C3(CCN(CC3)C(=O)C4=C(N=CN=C4C)C)C
InChI
1S/C28H38F3N5O2/c1-19-16-35(14-15-36(19)24(17-38-5)22-6-8-23(9-7-22)28(29,30)31)27(4)10-12-34(13-11-27)26(37)25-20(2)32-18-33-21(25)3/h6-9,18-19,24H,10-17H2,1-5H3/t19-,24-/m0/s1
InChIKey
CNPVJJQCETWNEU-CYFREDJKSA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
21,22-HDoHE DM005995 N. A. Unclear 1 [2]
N,N-Desalkylvicriviroc DM006003 N. A. Unclear 1 [2]
N-Desalkylvicriviroc DM006002
434123028
Unclear 1 [2]
O-Desmethylvicriviroc DM005999
434123153
Oxidation - O-demethylation 1 [2]
Vicriviroc hydroxylamine DM006000 N. A. Unclear 1 [2]
Vicriviroc N-oxide DM006001
434122697
Oxidation - N-oxidation 1 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR006458 SCH-417690 O-Desmethylvicriviroc Oxidation - O-demethylation CYP2C9 ... [2]
MR006459 SCH-417690 Vicriviroc hydroxylamine Unclear CYP3A4 [2]
MR006460 SCH-417690 Vicriviroc N-oxide Oxidation - N-oxidation CYP3A4 ... [2]
MR006461 SCH-417690 N-Desalkylvicriviroc Unclear CYP3A4 ... [2]
MR006462 SCH-417690 N,N-Desalkylvicriviroc Unclear CYP3A4 ... [2]
MR006463 SCH-417690 21,22-HDoHE Unclear CYP3A4 [2]
⏷ Show the Full List of 6 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 2C9 (CYP2C9) DME0019 Homo sapiens
CP2C9_HUMAN
1.14.14.1
[2]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[2]
Cytochrome P450 3A5 (CYP3A5) DME0012 Homo sapiens
CP3A5_HUMAN
1.14.14.1
[2]
References
1 Emerging antiviral drugs. Expert Opin Emerg Drugs. 2008 Sep;13(3):393-416.
2 Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675.

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