(4R)-4-[(1'S,2'S,5'R,7'R,10'R,11'S,14'R,15'R,16'S)-5',16'-dihydroxy-2',15'-dimethylspiro[diazirine-2,9'-tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane]-14'-yl]pentanoic acid

• ChemBase ID: 87778
• Molecular Formular: C24H38N2O4
• Molecular Mass: 418.56952
• Monoisotopic Mass: 418.28315771
• SMILES: C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](C[C@H](O)[C@]12C)[C@@]1(C)CC[C@@H](O)C[C@H]1CC13N=N1
• Canonical SMILES: O[C@@H]1CC[C@]2([C@@H](C1)CC1([C@@H]3[C@@H]2C[C@H](O)[C@]2([C@H]3CC[C@@H]2[C@@H](CCC(=O)O)C)C)N=N1)C
• InChI: InChI=1S/C24H38N2O4/c1-13(4-7-20(29)30)16-5-6-17-21-18(11-19(28)23(16,17)3)22(2)9-8-15(27)10-14(22)12-24(21)25-26-24/h13-19,21,27-28H,4-12H2,1-3H3,(H,29,30)/t13-,14+,15-,16-,17+,18+,19+,21+,22+,23-/m1/s1
• InChIKey: BIWRCOKXOIIZPU-JHMCBHKWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R)-4-[(1'S,2'S,5'R,7'R,10'R,11'S,14'R,15'R,16'S)-5',16'-dihydroxy-2',15'-dimethylspiro[diazirine-2,9'-tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane]-14'-yl]pentanoic acid
• IUPAC Traditional name: (4R)-4-[(1'S,2'S,5'R,7'R,10'R,11'S,14'R,15'R,16'S)-5',16'-dihydroxy-2',15'-dimethylspiro[diazirine-2,9'-tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane]-14'-yl]pentanoic acid
• Synonyms: 7,7-Azo-3-alpha-12-alpha-dihydroxycholanic acid

Database IDs

• MDL Number: MFCD00269923
• PubChem SID: 162074818
• PubChem CID: 71299526

CALCULATED PROPERTIES

• Acid pKa: 4.3574405
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 2.011364
• LogD (pH = 7.4): 0.26190847
• Log P: 3.1823559
• Molar Refractivity: 112.693 cm^3
• Polarizability: 44.762493 Å^3
• Polar Surface Area: 102.48 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true