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

General Information of Drug (ID: DR1617)
Drug Name
Tolvaptan
Synonyms
Tolvaptan; Tolvaptan (OPC-41061); Tolvaptan [USAN:INN:BAN]; benzazepine derivative, 32; 150683-30-0; AK-33401; Benzamide, N-(4-((7-chloro-2,3,4,5-tetrahydro-5-hydroxy-1H-1-benzazepin-1-yl)carbonyl)-3-methylphenyl)-2-methyl-; C26H25ClN2O3; OPC 41061; OPC-41061; Samsca; CHEMBL344159; HSDB 8196; N-(4-(7-Chloro-5-hydroxy-2,3,4,5-tetrahydro-1H-benzo[b]azepine-1-carbonyl)-3-methylphenyl)-2-methylbenzamide; N-[4-(7-chloro-5-hydroxy-2,3,4,5-tetrahydro-1-benzazepine-1-carbonyl)-3-methylphenyl]-2-methylbenzamide; NCGC00183001-01
Indication Hyponatraemia [ICD11: 5C72] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 448.9 Topological Polar Surface Area 69.6
Heavy Atom Count 32 Rotatable Bond Count 3
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 3
Cross-matching ID
PubChem CID
216237
PubChem SID
9372812 ; 12015154 ; 14833208 ; 30419982 ; 47510146 ; 47657166 ; 51204548 ; 53789150 ; 57399753 ; 85210210 ; 85856516 ; 103375036 ; 103991970 ; 113461194 ; 124894207 ; 125341597 ; 126624049 ; 126646501 ; 126667032 ; 128023819 ; 134338710 ; 134340568 ; 135135410 ; 135651270 ; 135692541 ; 137249406 ; 138069831 ; 144206807 ; 152134154 ; 160827363 ; 162038188 ; 162172255 ; 163093186 ; 163391946 ; 163884836 ; 172085105 ; 172914598 ; 175424760 ; 179149970 ; 187072445 ; 196109765 ; 198993114 ; 204366097 ; 208265503 ; 211536279 ; 223383397 ; 223659992 ; 224337427 ; 226592757 ; 242060063
ChEBI ID
CHEBI:32246
CAS Number
150683-30-0
TTD Drug ID
D03KZM
Formula
C26H25ClN2O3
Canonical SMILES
CC1=CC=CC=C1C(=O)NC2=CC(=C(C=C2)C(=O)N3CCCC(C4=C3C=CC(=C4)Cl)O)C
InChI
1S/C26H25ClN2O3/c1-16-6-3-4-7-20(16)25(31)28-19-10-11-21(17(2)14-19)26(32)29-13-5-8-24(30)22-15-18(27)9-12-23(22)29/h3-4,6-7,9-12,14-15,24,30H,5,8,13H2,1-2H3,(H,28,31)
InChIKey
GYHCTFXIZSNGJT-UHFFFAOYSA-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
Tolvaptan metabolite M2 DM006319
145722611
Unclear 1 [3]
Tolvaptan metabolite M4 DM006316
11362843
Unclear 1 [3]
Tolvaptan metabolite M3 DM006320
71752622
Unclear 2 [3]
Tolvaptan metabolite M6 DM006317
139593432
Unclear 2 [3]
Tolvaptan metabolite M7 DM006318
71752623
Unclear 3 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR006785 Tolvaptan Tolvaptan metabolite M4 Unclear Unclear [3]
MR006788 Tolvaptan Tolvaptan metabolite M2 Unclear Unclear [3]
MR006789 Tolvaptan metabolite M2 Tolvaptan metabolite M3 Unclear Unclear [3]
MR006786 Tolvaptan metabolite M4 Tolvaptan metabolite M6 Unclear Unclear [3]
MR006787 Tolvaptan metabolite M6 Tolvaptan metabolite M7 Unclear Unclear [3]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[2]
References
1 Tolvaptan was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Tolvaptan: a new therapeutic agent. Rev Recent Clin Trials. 2011 May;6(2):177-88.
3 Analysis of tolvaptan and its metabolites in sports drug testing by high-performance liquid chromatography coupled to tandem mass spectrometry

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