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

General Information of Drug (ID: DR1520)
Drug Name
Suprofen
Synonyms
Sulproltin; Suprocil; Suprofen (Profenal); Suprofene; Suprofene [INN-French]; Suprofenum; Suprofenum [INN-Latin]; Suprol; Sutoprofen; TN 762; Maldocil; Masterfen; Profenal; R 25061; R-25,061; R-25061; Srendam; Topalgic; p-2-Thenoylhydratropic acid; suprofen; (+-)-2-(p-(2-Thenoyl)phenyl)propionic acid; 2-(4-(2-Thenoyl)phenyl)propionsaeure; 2-[4-(thiophene-2-carbonyl)phenyl]propanoic acid; 4-(2-Thenoyl)hydratropsaeure; 40828-46-4; C14H12O3S; CHEBI:9362; NSC 303611; alpha-Methyl-4-(2-thienylcarbonyl)benzeneacetic acid
Indication Iris sphincter disorder [ICD11: 9B01] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 260.31 Topological Polar Surface Area 82.6
Heavy Atom Count 18 Rotatable Bond Count 4
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 4
Cross-matching ID
PubChem CID
5359
PubChem SID
9528 ; 224830 ; 453324 ; 3180764 ; 7672824 ; 7847518 ; 8149755 ; 8153294 ; 10321232 ; 11335651 ; 11360890 ; 11364051 ; 11366613 ; 11369175 ; 11372035 ; 11374691 ; 11377337 ; 11461862 ; 11466844 ; 11467964 ; 11485276 ; 11486368 ; 11489246 ; 11490743 ; 11492841 ; 11494971 ; 12012657 ; 14848020 ; 26612210 ; 26679843 ; 26748525 ; 26748526 ; 29224411 ; 46508210 ; 47365135 ; 47662231 ; 47736424 ; 47810708 ; 47810709 ; 48035064 ; 49698781 ; 49977399 ; 50025833 ; 50107425 ; 56459397 ; 56463227 ; 57322736 ; 74790379 ; 85787329 ; 92124483
ChEBI ID
CHEBI:9362
CAS Number
40828-46-4
TTD Drug ID
D07BPS
Formula
C14H12O3S
Canonical SMILES
CC(C1=CC=C(C=C1)C(=O)C2=CC=CS2)C(=O)O
InChI
1S/C14H12O3S/c1-9(14(16)17)10-4-6-11(7-5-10)13(15)12-3-2-8-18-12/h2-9H,1H3,(H,16,17)
InChIKey
MDKGKXOCJGEUJW-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-OH-suprofen DM000401
13123227
Oxidation - Oxidation 1 [3]
Suprofen glucuronide DM000405 N. A. Conjugation - Glucuronidation 1 [3]
Thiophene-4,5-epoxide DM000398 N. A. Unclear 1 [3]
Suprofen metabolite M1 Intermediate DM000399 N. A. Unclear 2 [3]
Suprofen metabolite M2 DM000402 N. A. Unclear 2 [3]
Suprofen metabolite M3 DM000403 N. A. Unclear 2 [3]
Suprofen metabolite M4 DM000404 N. A. Unclear 2 [3]
5-OH-suprofen DM000401
13123227
Unclear 3 [3]
Suprofen metabolite M1 DM000400 N. A. Oxidation - N-Dealkylation 3 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR002305 Suprofen Thiophene-4,5-epoxide Unclear CYP2C9 [3]
MR002306 Suprofen 5-OH-suprofen Oxidation - Oxidation CYP2C9 [3]
MR002307 Suprofen Suprofen glucuronide Conjugation - Glucuronidation UGT1A1 ... [3]
MR002299 Thiophene-4,5-epoxide Suprofen metabolite M1 Intermediate Unclear Unclear [3]
MR002300 Thiophene-4,5-epoxide Suprofen metabolite M2 Unclear CYP2C9 [3]
MR002301 Thiophene-4,5-epoxide Suprofen metabolite M3 Unclear Unclear [3]
MR002302 Thiophene-4,5-epoxide Suprofen metabolite M4 Unclear Unclear [3]
MR002303 Suprofen metabolite M1 Intermediate Suprofen metabolite M1 Oxidation - N-Dealkylation CYP2C9 [3]
MR002304 Suprofen metabolite M1 Intermediate 5-OH-suprofen Unclear Unclear [3]
⏷ Show the Full List of 9 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]
UDP-glucuronosyltransferase 1A1 (UGT1A1) DME0004 Homo sapiens
UD11_HUMAN
2.4.1.17
[3]
UDP-glucuronosyltransferase 2B7 (UGT2B7) DME0040 Homo sapiens
UD2B7_HUMAN
2.4.1.17
[4]
References
1 Suprofen was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Mechanism-based inactivation of human recombinant P450 2C9 by the nonsteroidal anti-inflammatory drug suprofen. Drug Metab Dispos. 2003 Nov;31(11):1369-77.
3 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.
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. doi: 10.2174/092986709789057635.

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