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

General Information of Drug (ID: DR5276)
Drug Name
Maraviroc
Synonyms
376348-65-1; Selzentry; Celsentri; UK-427857; UK-427,857; UK 427857; UNII-MD6P741W8A; MD6P741W8A; CHEMBL256907; MVC; CHEMBL1201187; CHEBI:63608; 4,4-difluoro-N-[(1S)-3-[(1R,5S)-3-(3-methyl-5-propan-2-yl-1,2,4-triazol-4-yl)-8-azabicyclo[321]octan-8-yl]-1-phenylpropyl]cyclohexane-1-carboxamide; Isopropyl, 4,4-difluoro-N-((1S)-3-{(1R,3s,5S)-3-(3-methyl-5-(propan-2-yl)-4H-1,2,4-triazol-4-yl)-8-azabicyclo(321)octan-8-yl}-1-phenylpropyl)cyclohexanecarboxamide; Maraviroc [USAN]; Celsentri (TN); Celsentri(TM); PRO 140 & Maraviroc; Selzentry (TN); Selzentry(TM); UK-427,857 maraviroc (MVC); Exo-4,4-Difluoro-N-[3-[3-(3-isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[321]oct-8-yl]-1(S)-phenylpropyl]cyclohexanecarboxamide; PRO 140 (Anti-CCR5 monoclonal antibody) & exo-4,4-Difluoro-N-[3-[3-(3-isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[321]oct-8-yl]-1(S)-phenylpropyl]cyclohexanecarboxamide; 4,4-Difluoro-N-((1S)-3-(exo-3-(3-isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo(321)oct-8-yl)-1-phenylpropyl)cyclohexanecarboxamide; [3H]maraviroc
Indication Human immunodeficiency virus infection [ICD11: 1C60-1C62] Approved [1]
Chronic obstructive pulmonary disease [ICD11: ICD11: CA22] Phase 3 [2]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 513.7 Topological Polar Surface Area 63
Heavy Atom Count 37 Rotatable Bond Count 8
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 6
Cross-matching ID
PubChem CID
3002977
ChEBI ID
CHEBI:63608
CAS Number
376348-65-1
TTD Drug ID
D0NR6S
Formula
C29H41F2N5O
Canonical SMILES
CC1=NN=C(N1C2C[C@H]3CC[C@@H](C2)N3CC[C@@H](C4=CC=CC=C4)NC(=O)C5CCC(CC5)(F)F)C(C)C
InChI
InChI=1S/C29H41F2N5O/c1-19(2)27-34-33-20(3)36(27)25-17-23-9-10-24(18-25)35(23)16-13-26(21-7-5-4-6-8-21)32-28(37)22-11-14-29(30,31)15-12-22/h4-8,19,22-26H,9-18H2,1-3H3,(H,32,37)/t23-,24+,25?,26-/m0/s1
InChIKey
GSNHKUDZZFZSJB-HLMSNRGBSA-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
Maraviroc Metabolite H12,H13 DM018661 N. A. Oxidation - Mono-oxidation 1 [4]
Maraviroc Metabolite H2 DM015754
11356762
Unclear - Unclear 1 [4]
Maraviroc Metabolite H6 DM018662 N. A. Unclear - Unclear 1 [4]
Maraviroc Metabolite H7,H8H10,H11 DM018659 N. A. Oxidation - Mono-oxidation 1 [4]
Maraviroc Metabolite H1 DM016058
29977302
Unclear - Unclear 2 [4]
Maraviroc Metabolite H3,H4,H5,H9 DM018660 N. A. Oxidation - Mono-oxidation 2 [4]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR010859 Maraviroc Maraviroc Metabolite H2 Unclear - Unclear CYP3A [4]
MR010861 Maraviroc Maraviroc Metabolite H7,H8H10,H11 Oxidation - Mono-oxidation CYP3A [4]
MR010863 Maraviroc Maraviroc Metabolite H12,H13 Oxidation - Mono-oxidation CYP3A [4]
MR010865 Maraviroc Maraviroc Metabolite H6 Unclear - Unclear CYP3A [4]
MR010864 Maraviroc Metabolite H12,H13 Maraviroc Metabolite H3,H4,H5,H9 Oxidation - Mono-oxidation CYP3A [4]
MR010860 Maraviroc Metabolite H2 Maraviroc Metabolite H1 Unclear - Unclear CYP3A [4]
MR010862 Maraviroc Metabolite H7,H8H10,H11 Maraviroc Metabolite H3,H4,H5,H9 Oxidation - Mono-oxidation CYP3A [4]
⏷ Show the Full List of 7 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 3A (CYP3A) DMEN065 . Not Available Not Available [3]
References
1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 806).
2 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 806).
3 Pharmacokinetics and safety of maraviroc in neonates
4 Assessment of the absorption, metabolism and absolute bioavailability of maraviroc in healthy male subjects

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