(3aS,4aR,9aR)-3-{[4-(3-chlorophenyl)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: 188184
• Molecular Formular: C25H33ClN2O3
• Molecular Mass: 444.99412
• Monoisotopic Mass: 444.21797061
• SMILES: C1([C@H]2C([C@]3(C(=CCCC3C)C[C@H]2OC1=O)C)O)CN1CCN(c2cc(Cl)ccc2)CC1
• Canonical SMILES: O=C1O[C@H]2[C@@H](C1CN1CCN(CC1)c1cccc(c1)Cl)C(O)[C@]1(C(=CCCC1C)C2)C
• InChI: InChI=1S/C25H33ClN2O3/c1-16-5-3-6-17-13-21-22(23(29)25(16,17)2)20(24(30)31-21)15-27-9-11-28(12-10-27)19-8-4-7-18(26)14-19/h4,6-8,14,16,20-23,29H,3,5,9-13,15H2,1-2H3/t16?,20?,21-,22-,23?,25-/m1/s1
• InChIKey: HXHILYRRLVJUGI-JCERLOHISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aS,4aR,9aR)-3-{[4-(3-chlorophenyl)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-chlorophenyl)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: 164244094
• PubChem CID: 16396996

CALCULATED PROPERTIES

• Acid pKa: 14.307273
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.4798331
• LogD (pH = 7.4): 3.2064214
• Log P: 3.7393925
• Molar Refractivity: 123.7381 cm^3
• Polarizability: 48.081028 Å^3
• Polar Surface Area: 53.01 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds