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

• ChemBase ID: 195539
• Molecular Formular: C24H33N3O3
• Molecular Mass: 411.53712
• Monoisotopic Mass: 411.25219193
• SMILES: C1([C@H]2[C@@H]([C@]3(C(=CCC[C@@H]3C)C[C@H]2OC1=O)C)O)CN1CCN(c2ncccc2)CC1
• Canonical SMILES: O=C1O[C@H]2[C@@H](C1CN1CCN(CC1)c1ccccn1)[C@H](O)[C@]1(C(=CCC[C@@H]1C)C2)C
• InChI: InChI=1S/C24H33N3O3/c1-16-6-5-7-17-14-19-21(22(28)24(16,17)2)18(23(29)30-19)15-26-10-12-27(13-11-26)20-8-3-4-9-25-20/h3-4,7-9,16,18-19,21-22,28H,5-6,10-15H2,1-2H3/t16-,18?,19+,21+,22-,24+/m0/s1
• InChIKey: TYXOONJQIUQGFQ-WCKSMQQKSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164251449
• PubChem CID: 16398599

CALCULATED PROPERTIES

• Acid pKa: 14.307273
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.25641343
• LogD (pH = 7.4): 2.1034667
• Log P: 2.512133
• Molar Refractivity: 117.0899 cm^3
• Polarizability: 45.31534 Å^3
• Polar Surface Area: 65.9 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds