General Information of Drug (ID: DR0209)
Drug Name
Bezafibrate
Synonyms
Befizal; Bezafibrat; Bezafibrato; Bezafibrato [INN-Spanish]; Bezafibrato [Spanish]; Bezafibratum; Bezafibratum [INN-Latin]; Bezalip; Bezalip Retard; Bezatol; Bezatol SR (TN); Azufibrat; Difaterol; Sklerofibrat; bezafibrate; durabezur; 2-(p-(2-(p-Chlorobenzamido)ethyl)phenoxy)-2-methylpropionic acid; 2-[4-[2-[(4-chlorobenzoyl)amino]ethyl]phenoxy]-2-methylpropanoic acid; 41859-67-0; BF-759; BM 15.075; BM 15075; BM-15.075; BRN 4267656; C19H20ClNO4; CCRIS 9085; CHEMBL264374; Cedur; EINECS 255-567-9; LO 44; MLS000028533; UNII-Y9449Q51XH
Indication Myocardial infarction [ICD11: BA41] Phase 4 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 361.8 Topological Polar Surface Area 75.6
Heavy Atom Count 25 Rotatable Bond Count 7
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 4
Cross-matching ID
PubChem CID
39042
PubChem SID
855877 ; 3221863 ; 4720908 ; 7848429 ; 7978783 ; 8149814 ; 8175852 ; 10321679 ; 11112764 ; 11121379 ; 11121859 ; 11335267 ; 11360506 ; 11362448 ; 11364337 ; 11365010 ; 11366899 ; 11367572 ; 11369461 ; 11370167 ; 11370168 ; 11372718 ; 11373173 ; 11373808 ; 11375734 ; 11377623 ; 11461478 ; 11466406 ; 11467526 ; 11484560 ; 11486192 ; 11488738 ; 11491315 ; 11492140 ; 11495257 ; 12015374 ; 14926008 ; 24891983 ; 26612282 ; 26680411 ; 26747025 ; 26747026 ; 26751545 ; 26751546 ; 26751547 ; 29214784 ; 34704995 ; 46509188 ; 47217032 ; 47291353
ChEBI ID
ChEBI:47612
CAS Number
41859-67-0
TTD Drug ID
D00WCX
Formula
C19H20ClNO4
Canonical SMILES
CC(C)(C(=O)O)OC1=CC=C(C=C1)CCNC(=O)C2=CC=C(C=C2)Cl
InChI
1S/C19H20ClNO4/c1-19(2,18(23)24)25-16-9-3-13(4-10-16)11-12-21-17(22)14-5-7-15(20)8-6-14/h3-10H,11-12H2,1-2H3,(H,21,22)(H,23,24)
InChIKey
IIBYAHWJQTYFKB-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
BEZ intermediate 1 DM020039 N. A. Oxidation - Hydroxylation 1 [4]
BEZ intermediate 2 DM001644
25641492
Unclear 1 [4]
TP302 DM001646 N. A. Conjugation - Conjugation 2 [4]
TP340 DM001647 N. A. Unclear 2 [4]
TP370 DM001645 N. A. Conjugation - Conjugation 2 [4]
TP377 DM001649 N. A. Conjugation - Glucuronidation 2 [4]
TP302 DM001646 N. A. Multi-steps Reaction - Dehydroxylation; Demethylation 3 [4]
TP340 DM001647 N. A. Multi-steps Reaction - Dehydroxylation; Demethylation 3 [4]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR003039 Bezafibrate BEZ intermediate 2 Unclear Unclear [4]
MR003045 Bezafibrate BEZ intermediate 1 Oxidation - Hydroxylation Unclear [4]
MR003046 BEZ intermediate 1 TP377 Conjugation - Glucuronidation Unclear [4]
MR003040 BEZ intermediate 2 TP370 Conjugation - Conjugation Unclear [4]
MR003043 BEZ intermediate 2 TP340 Unclear Unclear [4]
MR003044 BEZ intermediate 2 TP302 Conjugation - Conjugation Unclear [4]
MR003041 TP370 TP302 Multi-steps Reaction - Dehydroxylation; Demethylation Unclear [4]
MR003042 TP370 TP340 Multi-steps Reaction - Dehydroxylation; Demethylation Unclear [4]
⏷ Show the Full List of 8 MR(s)
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]
Unclear metabolic mechanism (DME-unclear) DME1251 Bacteroides fragilis Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1365 Bacteroides dorei Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1384 Bacteroides vulgatus Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1444 Odoribacter splanchnicus Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1447 Parabacteroides merdae Not Available Not Available [3]
⏷ Show the Full List of 6  DME(s)
References
1 ClinicalTrials.gov (NCT02291796) Bezafibrate for Hyperfibrinogenemia in Acute Myocardial Infarction.
2 Clinical pharmacokinetics of fibric acid derivatives (fibrates). Clin Pharmacokinet. 1998 Feb;34(2):155-62.
3 Mapping human microbiome drug metabolism by gut bacteria and their genes. Nature. 2019 Jun;570(7762):462-467.
4 Biological removal of pharmaceuticals by Navicula sp. and biotransformation of bezafibrate

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