N-butyl-11-[(1S,9R,10R,11S,14R,15S)-5,14-dihydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-trien-9-yl]-N-methylundecanamide

• ChemBase ID: 3500
• Molecular Formular: C34H55NO3
• Molecular Mass: 525.8054
• Monoisotopic Mass: 525.41819463
• SMILES: CCCCN(C)C(=O)CCCCCCCCCC[C@@H]1Cc2cc(O)ccc2[C@H]2CC[C@]3(C)[C@H](O)CC[C@H]3[C@H]12
• Canonical SMILES: CCCCN(C(=O)CCCCCCCCCC[C@@H]1Cc2cc(O)ccc2[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@]1(CC2)C)O)C
• InChI: InChI=1S/C34H55NO3/c1-4-5-22-35(3)32(38)15-13-11-9-7-6-8-10-12-14-25-23-26-24-27(36)16-17-28(26)29-20-21-34(2)30(33(25)29)18-19-31(34)37/h16-17,24-25,29-31,33,36-37H,4-15,18-23H2,1-3H3/t25-,29-,30+,31-,33-,34+/m1/s1
• InChIKey: BVVFOLSZMQVDKV-ILEXQBCSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-butyl-11-[(1S,9R,10R,11S,14R,15S)-5,14-dihydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-trien-9-yl]-N-methylundecanamide
• IUPAC Traditional name: N-butyl-11-[(1S,9R,10R,11S,14R,15S)-5,14-dihydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-trien-9-yl]-N-methylundecanamide
• Synonyms: N-Butyl-11-[(7r,8r,9s,13s,14s,17s)-3,17-Dihydroxy-13-Methyl-7,8,9,11,12,13,14,15,16,17-Decahydro-6h-Cyclopenta[a]Phenanthren-7-Yl]-N-Methylundecanamide

Database IDs

• PubChem SID: 46506133; 160966939
• PubChem CID: 46936808

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.320843
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 8.122265
• LogD (pH = 7.4): 8.121756
• Log P: 8.122273
• Molar Refractivity: 157.6179 cm^3
• Polarizability: 61.99854 Å^3
• Polar Surface Area: 60.77 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 7.88
• LOG S: -6.57
• Solubility (Water): 1.43e-04 g/l

DETAILS

DrugBank - DB03860

Drug information: experimental