(3S)-3-{[(3aR,4aR,5R,8aR,9aR)-8a-methyl-2-oxo-decahydro-2H-spiro[naphtho[2,3-b]furan-5,2'-oxirane]-3-ylmethyl]amino}azepan-2-one

• ChemBase ID: 204859
• Molecular Formular: C21H32N2O4
• Molecular Mass: 376.48978
• Monoisotopic Mass: 376.23620751
• SMILES: C1(C(=O)O[C@H]2[C@@H]1C[C@H]1[C@]3(OC3)CCC[C@@]1(C2)C)CN[C@@H]1C(=O)NCCCC1
• Canonical SMILES: O=C1O[C@H]2[C@@H](C1CN[C@H]1CCCCNC1=O)C[C@@H]1[C@](C2)(C)CCC[C@]21OC2
• InChI: InChI=1S/C21H32N2O4/c1-20-6-4-7-21(12-26-21)17(20)9-13-14(19(25)27-16(13)10-20)11-23-15-5-2-3-8-22-18(15)24/h13-17,23H,2-12H2,1H3,(H,22,24)/t13-,14?,15+,16-,17-,20-,21+/m1/s1
• InChIKey: WNDDPGFQQNGAPA-QECSEZHBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-3-{[(3aR,4aR,5R,8aR,9aR)-8a-methyl-2-oxo-decahydro-2H-spiro[naphtho[2,3-b]furan-5,2'-oxirane]-3-ylmethyl]amino}azepan-2-one
• IUPAC Traditional name: (3S)-3-{[(3aR,4aR,5R,8aR,9aR)-8a-methyl-2-oxo-octahydro-3H-spiro[naphtho[2,3-b]furan-5,2'-oxirane]-3-ylmethyl]amino}azepan-2-one

Database IDs

• PubChem SID: 164260769
• PubChem CID: 16401229

CALCULATED PROPERTIES

• Acid pKa: 13.8407955
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.5691782
• LogD (pH = 7.4): 0.021876832
• Log P: 1.3655194
• Molar Refractivity: 99.2298 cm^3
• Polarizability: 39.983425 Å^3
• Polar Surface Area: 79.96 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds