5-phenyl-3-[N-(propan-2-yl)(1s,4s)-4-methylcyclohexaneamido]thiophene-2-carboxylic acid

• ChemBase ID: 5903
• Molecular Formular: C22H27NO3S
• Molecular Mass: 385.51968
• Monoisotopic Mass: 385.17116473
• SMILES: [C@H]1(CC[C@H](C(=O)N(c2c(C(=O)O)sc(c2)c2ccccc2)C(C)C)CC1)C
• Canonical SMILES: CC(N(c1cc(sc1C(=O)O)c1ccccc1)C(=O)[C@@H]1CC[C@@H](CC1)C)C
• InChI: InChI=1S/C22H27NO3S/c1-14(2)23(21(24)17-11-9-15(3)10-12-17)18-13-19(27-20(18)22(25)26)16-7-5-4-6-8-16/h4-8,13-15,17H,9-12H2,1-3H3,(H,25,26)/t15-,17+
• InChIKey: RZXQBIKGWSLVEK-WOVMCDHWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-phenyl-3-[N-(propan-2-yl)(1s,4s)-4-methylcyclohexaneamido]thiophene-2-carboxylic acid
• IUPAC Traditional name: 3-[N-isopropyl(1s,4s)-4-methylcyclohexaneamido]-5-phenylthiophene-2-carboxylic acid
• Synonyms: 3-{ISOPROPYL[(TRANS-4-METHYLCYCLOHEXYL)CARBONYL]AMINO}-5-PHENYLTHIOPHENE-2-CARBOXYLIC ACID

Database IDs

• PubChem SID: 99444750; 160969329
• PubChem CID: 503536

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.5599835
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.5293822
• LogD (pH = 7.4): 2.1067328
• Log P: 5.463322
• Molar Refractivity: 108.0215 cm^3
• Polarizability: 43.0034 Å^3
• Polar Surface Area: 57.61 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 4.68
• LOG S: -5.5
• Solubility (Water): 1.21e-03 g/l

DETAILS

DrugBank - DB08279

Drug information: experimental