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

General Information of Drug (ID: DR1212)
Drug Name
Oxaprozin
Synonyms
Oxaprozina; Oxaprozina [INN-Spanish]; Oxaprozine; Oxaprozine [INN-French]; Oxaprozinum; Oxaprozinum [INN-Latin]; WY 21743; WY-21,743; WY-21743; Daypro; Deflam; oxaprozin; 2-Oxazolepropanoic acid, 4,5-diphenyl-; 21256-18-8; 3-(4,5-Diphenyl-1,3-oxazol-2-yl)propanoic acid; 3-(4,5-Diphenyl-2-oxazolyl)propenoic acid; 3-(4,5-Diphenyloxazol-2-yl)propanoic acid; 4,5-Diphenyl-2-oxazolepropanoic acid; 4,5-Diphenyl-2-oxazolepropionic acid; Alvo; MFCD00215977; NSC310839; UNII-MHJ80W9LRB; Voir; beta-(4,5-Diphenyloxazol-2-yl)propionic acid
Indication Rheumatoid arthritis [ICD11: FA20] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 293.3 Topological Polar Surface Area 63.3
Heavy Atom Count 22 Rotatable Bond Count 5
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 4
Cross-matching ID
PubChem CID
4614
PubChem SID
9561 ; 224921 ; 455291 ; 3159337 ; 4254158 ; 7434787 ; 7847529 ; 7980214 ; 8141108 ; 8152831 ; 10320082 ; 11110656 ; 11110657 ; 11372015 ; 11374860 ; 11387071 ; 11407074 ; 11458222 ; 11460192 ; 11467088 ; 11468208 ; 11485388 ; 11486676 ; 11489512 ; 11490893 ; 11493045 ; 12013314 ; 14922602 ; 17405502 ; 24278617 ; 26534590 ; 26612863 ; 26652602 ; 26680054 ; 26719634 ; 26747622 ; 26747623 ; 29223703 ; 46386783 ; 46506429 ; 47216866 ; 47365302 ; 47515409 ; 47589083 ; 47810846 ; 47959863 ; 48185086 ; 49681726 ; 49699271 ; 50001218
ChEBI ID
CHEBI:7822
CAS Number
21256-18-8
TTD Drug ID
D0M9DC
Formula
C18H15NO3
Canonical SMILES
C1=CC=C(C=C1)C2=C(OC(=N2)CCC(=O)O)C3=CC=CC=C3
InChI
1S/C18H15NO3/c20-16(21)12-11-15-19-17(13-7-3-1-4-8-13)18(22-15)14-9-5-2-6-10-14/h1-10H,11-12H2,(H,20,21)
InChIKey
OFPXSFXSNFPTHF-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
Oxaprozin metabolite M1A DM002334 N. A. Unclear 1 [4]
Oxaprozin metabolite M2 DM002328 N. A. Unclear 1 [4]
Oxaprozin metabolite M3 DM002331 N. A. Unclear 1 [4]
Oxaprozin metabolite M2A DM002329 N. A. Conjugation - Ester Glucuronides 2 [4]
Oxaprozin metabolite M2B DM002330 N. A. Conjugation - Ester Glucuronides 2 [4]
Oxaprozin metabolite M3A DM002332 N. A. Unclear 2 [4]
Oxaprozin metabolite M3B DM002333 N. A. Unclear 2 [4]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR003465 Oxaprozin Oxaprozin metabolite M2 Unclear Unclear [4]
MR003466 Oxaprozin Oxaprozin metabolite M3 Unclear Unclear [4]
MR003467 Oxaprozin Oxaprozin metabolite M1A Unclear Unclear [4]
MR003461 Oxaprozin metabolite M2 Oxaprozin metabolite M2A Conjugation - Ester Glucuronides Unclear [4]
MR003462 Oxaprozin metabolite M2 Oxaprozin metabolite M2B Conjugation - Ester Glucuronides Unclear [4]
MR003463 Oxaprozin metabolite M3 Oxaprozin metabolite M3A Unclear Unclear [4]
MR003464 Oxaprozin metabolite M3 Oxaprozin metabolite M3B Unclear Unclear [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 2C9 (CYP2C9) DME0019 Homo sapiens
CP2C9_HUMAN
1.14.14.1
[2]
Unclear metabolic mechanism (DME-unclear) DME1251 Bacteroides fragilis Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1254 Bacteroides thetaiotaomicron Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1256 Bacteroides sartorii Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1365 Bacteroides dorei Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1375 Bacteroides intestinalis Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1376 Bacteroides ovatus Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1379 Bacteroides stercoris Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1384 Bacteroides vulgatus Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1385 Bacteroides xylanisolvens Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1391 Bifidobacterium ruminatum Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1393 Blautia hansenii Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1402 Clostridium botulinum Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1444 Odoribacter splanchnicus Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1445 Parabacteroides distasonis Not Available Not Available [3]
⏷ Show the Full List of 15  DME(s)
References
1 Oxaprozin was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Oxaprozin and piroxicam, nonsteroidal antiinflammatory drugs with long half-lives: effect of protein-binding differences on steady-state pharmacokinetics. J Clin Pharmacol. 1997 Apr;37(4):267-78.
3 Mapping human microbiome drug metabolism by gut bacteria and their genes. Nature. 2019 Jun;570(7762):462-467.
4 Metabolism and kinetics of oxaprozin in normal subjects

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