(3aS,4aR,9aR)-3-{[4-(3,4-dichlorophenyl)piperazin-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: 199348
• Molecular Formular: C25H32Cl2N2O3
• Molecular Mass: 479.43918
• Monoisotopic Mass: 478.17899825
• SMILES: C1([C@H]2C([C@]3(C(=CCCC3C)C[C@H]2OC1=O)C)O)CN1CCN(c2cc(c(cc2)Cl)Cl)CC1
• Canonical SMILES: O=C1O[C@H]2[C@@H](C1CN1CCN(CC1)c1ccc(c(c1)Cl)Cl)C(O)[C@]1(C(=CCCC1C)C2)C
• InChI: InChI=1S/C25H32Cl2N2O3/c1-15-4-3-5-16-12-21-22(23(30)25(15,16)2)18(24(31)32-21)14-28-8-10-29(11-9-28)17-6-7-19(26)20(27)13-17/h5-7,13,15,18,21-23,30H,3-4,8-12,14H2,1-2H3/t15?,18?,21-,22-,23?,25-/m1/s1
• InChIKey: XJBYWFYXIAOOJI-DOKPNKQSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aS,4aR,9aR)-3-{[4-(3,4-dichlorophenyl)piperazin-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-(3,4-dichlorophenyl)piperazin-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: 164255258
• PubChem CID: 16399381

CALCULATED PROPERTIES

• Acid pKa: 14.307273
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.1610792
• LogD (pH = 7.4): 3.8667135
• Log P: 4.343437
• Molar Refractivity: 128.5429 cm^3
• Polarizability: 49.989647 Å^3
• Polar Surface Area: 53.01 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds