(4R)-N-(3-acetylphenyl)-4-[(1S,2S,5R,7R,10R,11S,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]pentanamide

• ChemBase ID: 225899
• Molecular Formular: C32H47NO4
• Molecular Mass: 509.71988
• Monoisotopic Mass: 509.35050899
• SMILES: [C@]12([C@H]([C@H]3[C@@H]([C@@]4([C@H](CC3)C[C@@H](CC4)O)C)C[C@@H]1O)CC[C@@H]2[C@@H](CCC(=O)Nc1cc(C(=O)C)ccc1)C)C
• Canonical SMILES: O[C@@H]1CC[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2C[C@H](O)[C@]2([C@H]1CC[C@@H]2[C@@H](CCC(=O)Nc1cccc(c1)C(=O)C)C)C)C
• InChI: InChI=1S/C32H47NO4/c1-19(8-13-30(37)33-23-7-5-6-21(16-23)20(2)34)26-11-12-27-25-10-9-22-17-24(35)14-15-31(22,3)28(25)18-29(36)32(26,27)4/h5-7,16,19,22,24-29,35-36H,8-15,17-18H2,1-4H3,(H,33,37)/t19-,22-,24-,25+,26-,27+,28+,29+,31+,32-/m1/s1
• InChIKey: KHQXXGUNOORCPT-PNYSHSFNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R)-N-(3-acetylphenyl)-4-[(1S,2S,5R,7R,10R,11S,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]pentanamide
• IUPAC Traditional name: (4R)-N-(3-acetylphenyl)-4-[(1S,2S,5R,7R,10R,11S,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]pentanamide

Database IDs

• PubChem SID: 164281809
• PubChem CID: 71691910

CALCULATED PROPERTIES

• Acid pKa: 13.878233
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 4.7832084
• LogD (pH = 7.4): 4.7832084
• Log P: 4.783209
• Molar Refractivity: 147.8769 cm^3
• Polarizability: 57.78115 Å^3
• Polar Surface Area: 86.63 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds