(1R,6S)-6-{[2-(methoxycarbonyl)phenyl]carbamoyl}-2,4-dimethylcyclohex-3-ene-1-carboxylic acid

• ChemBase ID: 185483
• Molecular Formular: C18H21NO5
• Molecular Mass: 331.36304
• Monoisotopic Mass: 331.14197278
• SMILES: [C@@H]1(C(=O)Nc2c(C(=O)OC)cccc2)[C@@H](C(C=C(C1)C)C)C(=O)O
• Canonical SMILES: COC(=O)c1ccccc1NC(=O)[C@H]1CC(=CC([C@H]1C(=O)O)C)C
• InChI: InChI=1S/C18H21NO5/c1-10-8-11(2)15(17(21)22)13(9-10)16(20)19-14-7-5-4-6-12(14)18(23)24-3/h4-8,11,13,15H,9H2,1-3H3,(H,19,20)(H,21,22)/t11?,13-,15+/m0/s1
• InChIKey: VCPDVWFFARSXHH-RDNFXGMISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,6S)-6-{[2-(methoxycarbonyl)phenyl]carbamoyl}-2,4-dimethylcyclohex-3-ene-1-carboxylic acid
• IUPAC Traditional name: (1R,6S)-6-{[2-(methoxycarbonyl)phenyl]carbamoyl}-2,4-dimethylcyclohex-3-ene-1-carboxylic acid

Database IDs

• PubChem SID: 164241393
• PubChem CID: 16396309

CALCULATED PROPERTIES

• Acid pKa: 3.883353
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.7473938
• LogD (pH = 7.4): 0.14702138
• Log P: 3.3691385
• Molar Refractivity: 90.3356 cm^3
• Polarizability: 33.941452 Å^3
• Polar Surface Area: 92.7 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds