4-({4-[(1R,2S,4S)-2-hydroxy-4-phenylcyclohexyl]phenyl}formamido)butanoic acid

• ChemBase ID: 5540
• Molecular Formular: C23H27NO4
• Molecular Mass: 381.46478
• Monoisotopic Mass: 381.19400835
• SMILES: c1ccc(cc1)[C@@H]1C[C@@H]([C@H](CC1)c1ccc(cc1)C(=O)NCCCC(=O)O)O
• Canonical SMILES: OC(=O)CCCNC(=O)c1ccc(cc1)[C@H]1CC[C@@H](C[C@@H]1O)c1ccccc1
• InChI: InChI=1S/C23H27NO4/c25-21-15-19(16-5-2-1-3-6-16)12-13-20(21)17-8-10-18(11-9-17)23(28)24-14-4-7-22(26)27/h1-3,5-6,8-11,19-21,25H,4,7,12-15H2,(H,24,28)(H,26,27)/t19-,20+,21-/m0/s1
• InChIKey: OBWILOKKNDYPLX-HBMCJLEFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-({4-[(1R,2S,4S)-2-hydroxy-4-phenylcyclohexyl]phenyl}formamido)butanoic acid
• IUPAC Traditional name: 4-({4-[(1R,2S,4S)-2-hydroxy-4-phenylcyclohexyl]phenyl}formamido)butanoic acid
• Synonyms: (1S,2S,5S)2-(4-GLUTARIDYLBENZYL)-5-PHENYL-1-CYCLOHEXANOL

Database IDs

• PubChem SID: 160968968; 99444380
• PubChem CID: 444394

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.14069
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 1.903286
• LogD (pH = 7.4): 0.20533799
• Log P: 3.278267
• Molar Refractivity: 107.9998 cm^3
• Polarizability: 41.415207 Å^3
• Polar Surface Area: 86.63 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.3
• LOG S: -5.11
• Solubility (Water): 2.98e-03 g/l

DETAILS

DrugBank - DB07909

Drug information: experimental