(3aS,4aR,9aR)-3-{[4-(2,5-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: 200810
• 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(c2c(ccc(c2)C)C)CC1
• Canonical SMILES: O=C1O[C@H]2[C@@H](C1CN1CCN(CC1)c1cc(C)ccc1C)C(O)[C@]1(C(=CCCC1C)C2)C
• InChI: InChI=1S/C27H38N2O3/c1-17-8-9-18(2)22(14-17)29-12-10-28(11-13-29)16-21-24-23(32-26(21)31)15-20-7-5-6-19(3)27(20,4)25(24)30/h7-9,14,19,21,23-25,30H,5-6,10-13,15-16H2,1-4H3/t19?,21?,23-,24-,25?,27-/m1/s1
• InChIKey: LSGWJALQGUMIRM-LRNIPPFPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aS,4aR,9aR)-3-{[4-(2,5-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-(2,5-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: 164256720
• PubChem CID: 16399719

CALCULATED PROPERTIES

• Acid pKa: 14.307273
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.7977973
• LogD (pH = 7.4): 3.5467696
• Log P: 4.1621904
• Molar Refractivity: 129.0157 cm^3
• Polarizability: 49.74289 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