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

General Information of Drug (ID: DR0033)
Drug Name
Aceclofenac
Synonyms
Aceclofenac; Aceclofenaco; Aceclofenaco [Spanish]; Aceclofenacum; Aceclofenacum [Latin]; Airtal; Falcol; Gerbin; PR-82/3; Preservex; RPK779R03H; (2-{2-[(2,6-dichlorophenyl)amino]phenyl}acetoxy)acetic acid; 2-(o-(2,6-Dichloranilino)phenylacetoxy)essigsaeure; 2-[(2,6-dichlorophenyl)amino]phenylacetoxyacetic acid; 2-[2-[2-(2,6-dichloroanilino)phenyl]acetyl]oxyacetic acid; 89796-99-6; BRN 4884476; C16H13Cl2NO4; CHEBI:31159; Glycolic Acid [o-(2,6-Dichloroanilino)phenyl]acetate Ester; MFCD00864296; NCGC00016957-01; UNII-RPK779R03H
Indication Rheumatoid arthritis [ICD11: FA20] Phase 4 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 354.2 Topological Polar Surface Area 75.6
Heavy Atom Count 23 Rotatable Bond Count 7
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 5
Cross-matching ID
PubChem CID
71771
ChEBI ID
CHEBI:31159
CAS Number
89796-99-6
TTD Drug ID
D0T8VY
Formula
C16H13Cl2NO4
Canonical SMILES
C1=CC=C(C(=C1)CC(=O)OCC(=O)O)NC2=C(C=CC=C2Cl)Cl
InChI
1S/C16H13Cl2NO4/c17-11-5-3-6-12(18)16(11)19-13-7-2-1-4-10(13)8-15(22)23-9-14(20)21/h1-7,19H,8-9H2,(H,20,21)
InChIKey
MNIPYSSQXLZQLJ-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
4'-hydroxyaceclofenac DM001516
9842299
Oxidation - 4'-Hydroxylation 1 [3]
5-hydroxyaceclofenac DM001518
101998321
Oxidation - Hydroxylation 1 [4]
5-hydroxyaceclofenac DM001518
101998321
Oxidation - 5-Hydroxylation 1 [3]
Diclofenac DM001517
3033
Hydrolysis - Hydrolysis 1 [5]
4'-hydroxydiclofenac DM000838
116545
Unclear 2 [6]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR003371 Aceclofenac 4'-hydroxyaceclofenac Oxidation - 4'-Hydroxylation CYP2C9 [3]
MR003372 Aceclofenac Diclofenac Hydrolysis - Hydrolysis Unclear [5]
MR003373 Aceclofenac 5-hydroxyaceclofenac Oxidation - 5-Hydroxylation PTGS1 [3]
MR003369 4'-hydroxyaceclofenac 4'-hydroxydiclofenac Unclear Unclear [6]
MR003370 Diclofenac 4'-hydroxydiclofenac Unclear Unclear [6]
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]
Prostaglandin G/H synthase 1 (COX-1) DME0091 Homo sapiens
PGH1_HUMAN
1.14.99.1
[3]
References
1 ClinicalTrials.gov (NCT04144101) Etoricoxib vs Aceclofenac in the Treatment of Patients With Rheumatoid Arthritis.
2 Metabolism of aceclofenac in humans. Drug Metab Dispos. 1996 Aug;24(8):834-41.
3 DrugBank(Pharmacology-Metabolism)Aceclofenac
4 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.
5 Aceclofenac in the management of inflammatory pain Expert Opin Pharmacother. 2004 Jun;5(6):1347-57. doi: 10.1517/14656566.5.6.1347.
6 Modeling of aceclofenac metabolism to major metabolites in healthy volunteers Drug Metab Pharmacokinet. 2016 Dec;31(6):458-463. doi: 10.1016/j.dmpk.2016.10.001.

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