(4R)-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]-N-(1H-indol-4-yl)pentanamide

• ChemBase ID: 226377
• Molecular Formular: C32H46N2O3
• Molecular Mass: 506.71924
• Monoisotopic Mass: 506.35084334
• 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)Nc1c2c([nH]cc2)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)Nc1cccc2c1cc[nH]2)C)C)C
• InChI: InChI=1S/C32H46N2O3/c1-19(7-12-30(37)34-28-6-4-5-27-23(28)14-16-33-27)24-10-11-25-22-9-8-20-17-21(35)13-15-31(20,2)26(22)18-29(36)32(24,25)3/h4-6,14,16,19-22,24-26,29,33,35-36H,7-13,15,17-18H2,1-3H3,(H,34,37)/t19-,20-,21-,22+,24-,25+,26+,29+,31+,32-/m1/s1
• InChIKey: LWARSROQMPURPA-IQCDNIPESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R)-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]-N-(1H-indol-4-yl)pentanamide
• IUPAC Traditional name: (4R)-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]-N-(1H-indol-4-yl)pentanamide

Database IDs

• PubChem SID: 164282287
• PubChem CID: 71692318

CALCULATED PROPERTIES

• Acid pKa: 13.264615
• H Acceptors: 3
• H Donor: 4
• LogD (pH = 5.5): 5.3243227
• LogD (pH = 7.4): 5.3243227
• Log P: 5.324323
• Molar Refractivity: 148.5606 cm^3
• Polarizability: 59.270046 Å^3
• Polar Surface Area: 85.35 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds