(3aS,4aR,9aR)-3-{[4-(3,4-dimethylphenyl)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: 198859
• Molecular Formular: C27H38N2O3
• Molecular Mass: 438.60222
• Monoisotopic Mass: 438.28824309
• SMILES: C1([C@H]2C([C@]3(C(=CCCC3C)C[C@H]2OC1=O)C)O)CN1CCN(c2cc(c(cc2)C)C)CC1
• Canonical SMILES: O=C1O[C@H]2[C@@H](C1CN1CCN(CC1)c1ccc(c(c1)C)C)C(O)[C@]1(C(=CCCC1C)C2)C
• InChI: InChI=1S/C27H38N2O3/c1-17-8-9-21(14-18(17)2)29-12-10-28(11-13-29)16-22-24-23(32-26(22)31)15-20-7-5-6-19(3)27(20,4)25(24)30/h7-9,14,19,22-25,30H,5-6,10-13,15-16H2,1-4H3/t19?,22?,23-,24-,25?,27-/m1/s1
• InChIKey: ZZSQDHGSNRGFRY-YUDDFLGXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aS,4aR,9aR)-3-{[4-(3,4-dimethylphenyl)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-dimethylphenyl)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: 164254769
• PubChem CID: 16399270

CALCULATED PROPERTIES

• Acid pKa: 14.307273
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.7658371
• LogD (pH = 7.4): 3.5202472
• Log P: 4.1621904
• Molar Refractivity: 129.0157 cm^3
• Polarizability: 49.742233 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