(1S,2S,5S,7S,10R,11S,14R,15S)-5,14-dihydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecane-14-carbonitrile

• ChemBase ID: 119262
• Molecular Formular: C20H31NO2
• Molecular Mass: 317.46564
• Monoisotopic Mass: 317.23547924
• SMILES: [C@@]12([C@H]([C@H]3[C@@H]([C@@]4([C@@H](CC3)C[C@H](CC4)O)C)CC2)CC[C@@]1(C#N)O)C
• Canonical SMILES: N#C[C@@]1(O)CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@@H]2[C@]1(C)CC[C@@H](C2)O
• InChI: InChI=1S/C20H31NO2/c1-18-8-5-14(22)11-13(18)3-4-15-16(18)6-9-19(2)17(15)7-10-20(19,23)12-21/h13-17,22-23H,3-11H2,1-2H3/t13-,14-,15+,16-,17-,18-,19-,20-/m0/s1
• InChIKey: IYGZSTAPMXRITM-UYEYMFBJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,5S,7S,10R,11S,14R,15S)-5,14-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecane-14-carbonitrile
• IUPAC Traditional name: (1S,2S,5S,7S,10R,11S,14R,15S)-5,14-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecane-14-carbonitrile
• Synonyms: (3S,5S,8R,9S,10S,13S,14S,17R)-3,17-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthrene-17-carbonitrile

Database IDs

• PubChem SID: 162107462
• PubChem CID: 16394509

CALCULATED PROPERTIES

• Acid pKa: 11.866239
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.967836
• LogD (pH = 7.4): 2.9678214
• Log P: 2.9678361
• Molar Refractivity: 89.7349 cm^3
• Polarizability: 35.729927 Å^3
• Polar Surface Area: 64.25 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true