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

• ChemBase ID: 199529
• Molecular Formular: C21H34N2O4
• Molecular Mass: 378.50566
• Monoisotopic Mass: 378.25185758
• SMILES: C1([C@H]2C([C@]3(C(=CCCC3C)C[C@H]2OC1=O)C)O)CN1CCN(CC1)CCO
• Canonical SMILES: OCCN1CCN(CC1)CC1C(=O)O[C@H]2[C@@H]1C(O)[C@]1(C(=CCCC1C)C2)C
• InChI: InChI=1S/C21H34N2O4/c1-14-4-3-5-15-12-17-18(19(25)21(14,15)2)16(20(26)27-17)13-23-8-6-22(7-9-23)10-11-24/h5,14,16-19,24-25H,3-4,6-13H2,1-2H3/t14?,16?,17-,18-,19?,21-/m1/s1
• InChIKey: HMSAIGOZLMKVAN-DEDNLOCESA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164255439
• PubChem CID: 16399420

CALCULATED PROPERTIES

• Acid pKa: 14.285348
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -2.0977309
• LogD (pH = 7.4): -0.3228816
• Log P: 0.55412555
• Molar Refractivity: 104.7271 cm^3
• Polarizability: 41.316357 Å^3
• Polar Surface Area: 73.24 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds