(1S,2R,5S,10R,11S,14S,15S)-14-{[3-(dimethylamino)propyl](methyl)amino}-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-7-en-5-ol

• ChemBase ID: 125992
• Molecular Formular: C25H44N2O
• Molecular Mass: 388.62966
• Monoisotopic Mass: 388.34536404
• SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2N(C)CCCN(C)C)CC=C1[C@@]3(CC[C@@H](C1)O)C
• Canonical SMILES: CN(CCCN([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)CC[C@@H](C2)O)C)C
• InChI: InChI=1S/C25H44N2O/c1-24-13-11-19(28)17-18(24)7-8-20-21-9-10-23(25(21,2)14-12-22(20)24)27(5)16-6-15-26(3)4/h7,19-23,28H,6,8-17H2,1-5H3/t19-,20-,21-,22-,23-,24-,25-/m0/s1
• InChIKey: FMTFZYKYVZBISL-HUVRVWIJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,5S,10R,11S,14S,15S)-14-{[3-(dimethylamino)propyl](methyl)amino}-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-5-ol
• IUPAC Traditional name: azacosterol
• Synonyms: 20,25-Azacholesterol; Azacosterol

Database IDs

• CAS Number: 313-05-3
• PubChem SID: 162220335
• PubChem CID: 10023199
• CHEMBL: 1615357
• Chemspider ID: 8198772
• Wikipedia Title: Azacosterol

CALCULATED PROPERTIES

• Acid pKa: 18.20429
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -2.2481742
• LogD (pH = 7.4): -0.1357826
• Log P: 3.5855281
• Molar Refractivity: 120.0925 cm^3
• Polarizability: 47.327908 Å^3
• Polar Surface Area: 26.71 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true