27R

[2-amino-3-(4-bromobenzoyl)phenyl]acetic acid

Created:	2013-09-05
Last modified:	2021-03-01

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1 entries where 27R is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	32
Chiral Atom Count	0
Bond Count	33
Aromatic Bond Count	12

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Chemical Component Summary
Name	[2-amino-3-(4-bromobenzoyl)phenyl]acetic acid
Synonyms	Bromfenac
Systematic Name (OpenEye OEToolkits)	2-[2-azanyl-3-(4-bromophenyl)carbonyl-phenyl]ethanoic acid
Formula	C₁₅ H₁₂ Br N O₃
Molecular Weight	334.165
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	12.01	O=C(c1ccc(Br)cc1)c2cccc(c2N)CC(=O)O
SMILES	CACTVS	3.385	Nc1c(CC(O)=O)cccc1C(=O)c2ccc(Br)cc2
SMILES	OpenEye OEToolkits	1.7.6	c1cc(c(c(c1)C(=O)c2ccc(cc2)Br)N)CC(=O)O
Canonical SMILES	CACTVS	3.385	Nc1c(CC(O)=O)cccc1C(=O)c2ccc(Br)cc2
Canonical SMILES	OpenEye OEToolkits	1.7.6	c1cc(c(c(c1)C(=O)c2ccc(cc2)Br)N)CC(=O)O
InChI	InChI	1.03	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	InChI	1.03	ZBPLOVFIXSTCRZ-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank ID	DB00963 ?
Name	Bromfenac
Groups	withdrawn approved
Description	Bromfenac is a nonsteroidal anti-inflammatory drug (NSAID) for ophthalmic use. Ophthalmic NSAIDs are becoming a cornerstone for the management of ocular pain and inflammation. Their well-characterized anti-inflammatory activity, analgesic property, and established safety record have also made NSAIDs an important tool for optimizing surgical outcomes. Non-ophthalmic formulations of bromfenac were withdrawn in the US in 1998 due to cases of severe liver toxicity.[L43942,T239]
Synonyms	Bromfenaco Bromfenac sodium Bromfenac 2-amino-3-(4-bromobenzoyl)benzeneacetic acid Bromfenacum [2-Amino-3-(4-bromo-benzoyl)-phenyl]-acetic acid
Brand Names	Bromsite 0.075% Bromfenac Sodium Prolensa Yellox Pred-Brom Pred Phos-Gati-Brom Bromfenac Ophthalmic Solution Pred-Gati-Brom Bromfenac Bromfenac Ophthalmic Solution, 0.09% Bromday Bromfenac 0.075% Xibrom Bromfenac Ophthalmic Solution, 0.07% Auro-bromfenac Eugia-bromfenac Bromfenac Ophthalmic Solution 0.09% Apo-bromfenac Pred Phos - Brom
Indication	For the treatment of postoperative inflammation in patients who have undergone cataract extraction.
Categories	Agents causing hyperkalemia Analgesics Analgesics, Non-Narcotic Anti-Inflammatory Agents Anti-Inflammatory Agents, Non-Steroidal Anti-Inflammatory Agents, Non-Steroidal (Non-Selective) Antirheumatic Agents Benzene Derivatives Central Nervous System Agents Cyclooxygenase Inhibitors Hydrocarbons, Brominated Hydrocarbons, Halogenated Ketones Nephrotoxic agents Ophthalmologicals Peripheral Nervous System Agents Selective Cyclooxygenase 2 Inhibitors (NSAIDs) Sensory Organs Sensory System Agents
ATC-Code	S01BC11
CAS number	91714-94-2

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Prostaglandin G/H synthase 2	MLARALLLCAVLALSHTANPCCSHPCQNRGVCMSVGFDQYKCDCTRTGFY...	unknown	inhibitor
Prostaglandin G/H synthase 1	MSRSLLLWFLLFLLLLPPLPVLLADPGAPTPVNPCCYYPCQHQGICVRFG...	unknown	inhibitor
Prostaglandin G/H synthase 2	MLARALLLCAVLALSHTANPCCSHPCQNRGVCMSVGFDQYKCDCTRTGFY...	unknown	inhibitor

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682