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

General Information of Drug (ID: DR0527)
Drug Name
KW-5338
Synonyms
Domperidona; Domperidona [INN-Spanish]; Domperidone (Motilium); Domperidonum; Domperidonum [INN-Latin]; KW 5338; KW-5338; Lopac-D-122; Motilium; Motillium; Motinorm; Nauzelin; R 33,812; R-33812; R33812; domperidone; 4-(5-Chloro-2-oxo-1-benzimidazolinyl)-1-[3-(2-oxobenzimidazolinyl)propyl]piperidine; 5-Chloro-1-(1-(3-(2-oxo-1-benzimidazolinyl)propyl)-4-piperidyl)-2-benzimidazolinone; 57808-66-9; BRN 0903774; CHEBI:31515; CHEMBL219916; Costi; EINECS 260-968-7; MFCD00069256; MLS000069343; NSC299589; UNII-5587267Z69
Indication Gastroparesis [ICD11: DA41] Phase 3 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 425.9 Topological Polar Surface Area 67.9
Heavy Atom Count 30 Rotatable Bond Count 5
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 3
Cross-matching ID
PubChem CID
3151
PubChem SID
147912 ; 855562 ; 4254117 ; 4396595 ; 7848808 ; 7979120 ; 8141008 ; 8152006 ; 10320029 ; 10321742 ; 11111029 ; 11342096 ; 11362279 ; 11363285 ; 11365847 ; 11368409 ; 11373493 ; 11376571 ; 11406905 ; 11459105 ; 11461219 ; 11466489 ; 11467609 ; 11486237 ; 11487681 ; 11491902 ; 11494205 ; 12013334 ; 14856268 ; 17404990 ; 24277911 ; 26613181 ; 26653336 ; 26746912 ; 26746913 ; 26751449 ; 29222293 ; 46500486 ; 46508314 ; 47216928 ; 47291272 ; 47291273 ; 47959936 ; 48334655 ; 48334656 ; 48334657 ; 49698821 ; 49883248 ; 50085997 ; 50103922
ChEBI ID
CHEBI:31515
CAS Number
57808-66-9
TTD Drug ID
D0AV3G
Formula
C22H24ClN5O2
Canonical SMILES
C1CN(CCC1N2C3=C(C=C(C=C3)Cl)NC2=O)CCCN4C5=CC=CC=C5NC4=O
InChI
1S/C22H24ClN5O2/c23-15-6-7-20-18(14-15)25-22(30)28(20)16-8-12-26(13-9-16)10-3-11-27-19-5-2-1-4-17(19)24-21(27)29/h1-2,4-7,14,16H,3,8-13H2,(H,24,29)(H,25,30)
InChIKey
FGXWKSZFVQUSTL-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
5-hydroxydomperidone DM003252
158069
Unclear 1 [3]
KW-5338 Metabolite M1 DM003253 N. A. Oxidation - Hydrolyzationn 1 [5]
KW-5338 Metabolite M2 DM003257 N. A. Oxidation - Hydrolyzationn 1 [5]
KW-5338 Metabolite M3 DM003254 N. A. Oxidation - Hydrolyzationn 1 [5]
KW-5338 Metabolite M4 DM003255 N. A. Oxidation - Hydrolyzationn 1 [5]
KW-5338 Metabolite M5 DM003256 N. A. Oxidation - Hydrolyzationn 1 [5]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR003686 KW-5338 5-hydroxydomperidone Unclear CYP3A5 ... [3]
MR003687 KW-5338 KW-5338 Metabolite M1 Oxidation - Hydrolyzationn CYP3A5 ... [5]
MR003688 KW-5338 KW-5338 Metabolite M3 Oxidation - Hydrolyzationn CYP3A5 ... [5]
MR003689 KW-5338 KW-5338 Metabolite M4 Oxidation - Hydrolyzationn CYP3A5 ... [5]
MR003690 KW-5338 KW-5338 Metabolite M5 Oxidation - Hydrolyzationn Unclear [5]
MR003691 KW-5338 KW-5338 Metabolite M2 Oxidation - Hydrolyzationn CYP3A5 ... [5]
⏷ 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 1A2 (CYP1A2) DME0003 Homo sapiens
CP1A2_HUMAN
1.14.14.1
[2]
Cytochrome P450 2B6 (CYP2B6) DME0020 Homo sapiens
CP2B6_HUMAN
1.14.14.1
[2]
Cytochrome P450 2C8 (CYP2C8) DME0018 Homo sapiens
CP2C8_HUMAN
1.14.14.1
[2]
Cytochrome P450 2D6 (CYP2D6) DME0009 Homo sapiens
CP2D6_HUMAN
1.14.14.1
[2]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[3]
Cytochrome P450 3A5 (CYP3A5) DME0012 Homo sapiens
CP3A5_HUMAN
1.14.14.1
[4]
Cytochrome P450 3A7 (CYP3A7) DME0015 Homo sapiens
CP3A7_HUMAN
1.14.14.1
[4]
⏷ Show the Full List of 7  DME(s)
References
1 ClinicalTrials.gov (NCT01378884) The Use of Domperidone for Gastroparesis.
2 Characterization of human cytochrome P450 enzymes catalyzing domperidone N-dealkylation and hydroxylation in vitro. Br J Clin Pharmacol. 2004 Sep;58(3):277-87.
3 Characterization of CYP3A isozymes involved in the metabolism of domperidone: role of cytochrome b5 and inhibition by ketoconazole. Drug Metab Lett. 2010 Apr;4(2):95-103.
4 Drug Interactions Flockhart Table
5 Identification of the cytochrome P450 enzymes involved in the metabolism of domperidone. Xenobiotica. 2004 Nov-Dec;34(11-12):1013-23.

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