2-({2,6-difluoro-4-[3-(trifluoromethoxy)phenyl]phenyl}carbamoyl)cyclopent-1-ene-1-carboxylic acid

• ChemBase ID: 5604
• Molecular Formular: C20H14F5NO4
• Molecular Mass: 427.321476
• Monoisotopic Mass: 427.08429903
• SMILES: c1cc(cc(c1)c1cc(c(c(c1)F)NC(=O)C1=C(CCC1)C(=O)O)F)OC(F)(F)F
• Canonical SMILES: O=C(C1=C(CCC1)C(=O)O)Nc1c(F)cc(cc1F)c1cccc(c1)OC(F)(F)F
• InChI: InChI=1S/C20H14F5NO4/c21-15-8-11(10-3-1-4-12(7-10)30-20(23,24)25)9-16(22)17(15)26-18(27)13-5-2-6-14(13)19(28)29/h1,3-4,7-9H,2,5-6H2,(H,26,27)(H,28,29)
• InChIKey: VTGXLCZUWFYELR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-({2,6-difluoro-4-[3-(trifluoromethoxy)phenyl]phenyl}carbamoyl)cyclopent-1-ene-1-carboxylic acid
• IUPAC Traditional name: 2-({2,6-difluoro-4-[3-(trifluoromethoxy)phenyl]phenyl}carbamoyl)cyclopent-1-ene-1-carboxylic acid
• Synonyms: 2-({[3,5-DIFLUORO-3'-(TRIFLUOROMETHOXY)BIPHENYL-4-YL]AMINO}CARBONYL)CYCLOPENT-1-ENE-1-CARBOXYLIC ACID

Database IDs

• PubChem SID: 99444446; 160969032
• PubChem CID: 10342449

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.0480392
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.1104176
• LogD (pH = 7.4): 2.0602608
• Log P: 5.5290723
• Molar Refractivity: 93.0366 cm^3
• Polarizability: 36.253136 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 4.48
• LOG S: -4.99
• Solubility (Water): 4.40e-03 g/l

DETAILS

DrugBank - DB07975

Drug information: experimental