(1r,4r)-4-cyano-4-[3-(cyclopentyloxy)-4-methoxyphenyl]cyclohexane-1-carboxylic acid

• ChemBase ID: 3490
• Molecular Formular: C20H25NO4
• Molecular Mass: 343.4168
• Monoisotopic Mass: 343.17835829
• SMILES: COc1ccc(cc1OC1CCCC1)[C@@]1(CC[C@@H](CC1)C(=O)O)C#N
• Canonical SMILES: N#C[C@@]1(CC[C@H](CC1)C(=O)O)c1ccc(c(c1)OC1CCCC1)OC
• InChI: InChI=1S/C20H25NO4/c1-24-17-7-6-15(12-18(17)25-16-4-2-3-5-16)20(13-21)10-8-14(9-11-20)19(22)23/h6-7,12,14,16H,2-5,8-11H2,1H3,(H,22,23)/t14-,20+
• InChIKey: CFBUZOUXXHZCFB-LDTOLXSISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1r,4r)-4-cyano-4-[3-(cyclopentyloxy)-4-methoxyphenyl]cyclohexane-1-carboxylic acid
• IUPAC Traditional name: ariflo
• Synonyms: Cis-4-Cyano-4-[3-(Cyclopentyloxy)-4-Methoxyphenyl]Cyclohexanecarboxylic Acid

Database IDs

• CAS Number: 153259-65-5
• PubChem SID: 160966929; 46505062
• PubChem CID: 151170

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.512759
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.9206226
• LogD (pH = 7.4): 0.5284918
• Log P: 3.9000275
• Molar Refractivity: 93.0007 cm^3
• Polarizability: 36.370716 Å^3
• Polar Surface Area: 79.55 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.91
• LOG S: -4.35
• Solubility (Water): 1.55e-02 g/l

DETAILS

DrugBank - DB03849

Drug information: experimental