(3aS,4aR,9aR)-3-{[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]methyl}-4-hydroxy-4a,5-dimethyl-2H,3H,3aH,4H,4aH,5H,6H,7H,9H,9aH-naphtho[2,3-b]furan-2-one

• ChemBase ID: 201415
• Molecular Formular: C26H34ClNO4
• Molecular Mass: 460.00546
• Monoisotopic Mass: 459.21763625
• SMILES: C1([C@H]2C([C@]3(C(=CCCC3C)C[C@H]2OC1=O)C)O)CN1CCC(CC1)(c1ccc(cc1)Cl)O
• Canonical SMILES: O=C1O[C@H]2[C@@H](C1CN1CCC(CC1)(O)c1ccc(cc1)Cl)C(O)[C@]1(C(=CCCC1C)C2)C
• InChI: InChI=1S/C26H34ClNO4/c1-16-4-3-5-18-14-21-22(23(29)25(16,18)2)20(24(30)32-21)15-28-12-10-26(31,11-13-28)17-6-8-19(27)9-7-17/h5-9,16,20-23,29,31H,3-4,10-15H2,1-2H3/t16?,20?,21-,22-,23?,25-/m1/s1
• InChIKey: MFEBZGVGGHPYMT-JCERLOHISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aS,4aR,9aR)-3-{[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]methyl}-4-hydroxy-4a,5-dimethyl-2H,3H,3aH,4H,4aH,5H,6H,7H,9H,9aH-naphtho[2,3-b]furan-2-one
• IUPAC Traditional name: (3aS,4aR,9aR)-3-{[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]methyl}-4-hydroxy-4a,5-dimethyl-3H,3aH,4H,5H,6H,7H,9H,9aH-naphtho[2,3-b]furan-2-one

Database IDs

• PubChem SID: 164257325
• PubChem CID: 16399844

CALCULATED PROPERTIES

• Acid pKa: 13.802131
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.091284305
• LogD (pH = 7.4): 1.8423618
• Log P: 2.9674542
• Molar Refractivity: 125.416 cm^3
• Polarizability: 49.398952 Å^3
• Polar Surface Area: 70.0 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds