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

General Information of Drug (ID: DR1765)
Drug Name
Bromfenac
Synonyms
BromSite; Bromday; Bromfenac; Bromfenac (INN); Bromfenac [INN]; Bromfenaco; Bromfenaco [Spanish]; Bromfenacum; Bromfenacum [Latin]; Duract; ISV-303; Prolensa; Xibrom; 120638-55-3; 2-(2-Amino-3-(4-bromobenzoyl)phenyl)acetic acid; 2-Amino-3-(4-bromobenzoyl)benzeneacetic acid; 2-[2-amino-3-(4-bromobenzoyl)phenyl]acetic acid; 4mjq; 864P0921DW; 91714-94-2; AHR 10282; AHR-10282; AHR-10282B; AK-85648; Benzeneacetic acid, 2-amino-3-(4-bromobenzoyl)-; C15H12BrNO3; CHEBI:240107; UNII-864P0921DW; [2-amino-3-(4-bromobenzoyl)phenyl]acetic acid
Indication Cataract [ICD11: 9B10] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 334.16 Topological Polar Surface Area 80.4
Heavy Atom Count 20 Rotatable Bond Count 4
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 4
Cross-matching ID
PubChem CID
60726
PubChem SID
8187024 ; 14802056 ; 43118081 ; 46508121 ; 50065379 ; 50714597 ; 51091863 ; 53786963 ; 57288753 ; 57314080 ; 85433311 ; 103293849 ; 104321485 ; 117562408 ; 119526091 ; 125536482 ; 129879365 ; 131330262 ; 134338019 ; 135065652 ; 137005805 ; 142970983 ; 152227509 ; 160814551 ; 160964302 ; 162197012 ; 163089933 ; 163373042 ; 163837609 ; 164117525 ; 164175212 ; 172092503 ; 175268177 ; 178103707 ; 179151433 ; 184545820 ; 186004941 ; 196396861 ; 203081294 ; 204420653 ; 223388494 ; 223435566 ; 223484710 ; 223551046 ; 223656326 ; 224730616 ; 226420876 ; 242065764 ; 249847324 ; 250181405
ChEBI ID
CHEBI:240107
CAS Number
91714-94-2
TTD Drug ID
D0U1OM
Formula
C15H12BrNO3
Canonical SMILES
C1=CC(=C(C(=C1)C(=O)C2=CC=C(C=C2)Br)N)CC(=O)O
InChI
1S/C15H12BrNO3/c16-11-6-4-9(5-7-11)15(20)12-3-1-2-10(14(12)17)8-13(18)19/h1-7H,8,17H2,(H,18,19)
InChIKey
ZBPLOVFIXSTCRZ-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
Bromfenac glucuronide intemediate DM001484 N. A. Unclear 1 [3] , [4]
Bromfenac metabolite M1 DM001490
60726
Unclear 1 [3] , [4]
Bromfenac indolinone DM001485 N. A. Unclear 2 [3] , [4]
Bromfenac metabolite M2 DM001486
10470993
Unclear 3 [3] , [4]
Bromfenac metabolite M3 DM001487 N. A. Unclear 3 [3] , [4]
Bromfenac metabolite M4 DM001488 N. A. Unclear 3 [3] , [4]
Bromfenac metabolite M5 DM001489 N. A. Unclear 3 [3] , [4]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR000461 Bromfenac Bromfenac glucuronide intemediate Unclear UGT1A4 ... [3], [4]
MR000462 Bromfenac Bromfenac metabolite M1 Unclear CYP2C9 [3], [4]
MR000456 Bromfenac glucuronide intemediate Bromfenac indolinone Unclear Unclear [3], [4]
MR000457 Bromfenac indolinone Bromfenac metabolite M2 Unclear CYP3A4 ... [3], [4]
MR000458 Bromfenac indolinone Bromfenac metabolite M3 Unclear CYP1A2 ... [3], [4]
MR000459 Bromfenac indolinone Bromfenac metabolite M4 Unclear Unclear [3], [4]
MR000460 Bromfenac indolinone Bromfenac metabolite M5 Unclear Unclear [3], [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 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
[3]
Cytochrome P450 2C9 (CYP2C9) DME0019 Homo sapiens
CP2C9_HUMAN
1.14.14.1
[3]
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
[2]
Cytochrome P450 3A5 (CYP3A5) DME0012 Homo sapiens
CP3A5_HUMAN
1.14.14.1
[2]
Mephenytoin 4-hydroxylase (CYP2C19) DME0021 Homo sapiens
CP2CJ_HUMAN
1.14.14.1
[3]
UDP-glucuronosyltransferase 1A4 (UGT1A4) DME0048 Homo sapiens
UD14_HUMAN
2.4.1.17
[2]
UDP-glucuronosyltransferase 2B7 (UGT2B7) DME0040 Homo sapiens
UD2B7_HUMAN
2.4.1.17
[3]
⏷ Show the Full List of 10  DME(s)
References
1 Bromfenac was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Metabolite Profiling and Reaction Phenotyping for the in Vitro Assessment of the Bioactivation of Bromfenac ? Chem Res Toxicol. 2020 Jan 21;33(1):249-257. doi: 10.1021/acs.chemrestox.9b00268.
3 Metabolite profiling and reaction phenotyping for the in vitro assessment of the bioactivation of bromfenac. Chem Res Toxicol. 2020 Jan 21;33(1):249-257.
4 Metabolic disposition of 14C-bromfenac in healthy male volunteers J Clin Pharmacol. 1998 Aug;38(8):744-52. doi: 10.1002/j.1552-4604.1998.tb04815.x.

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