(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-(1-methyl-1H-indol-4-yl)pentanamide

• ChemBase ID: 225955
• Molecular Formular: C33H48N2O3
• Molecular Mass: 520.74582
• Monoisotopic Mass: 520.36649341
• 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)Nc1c2ccn(c2ccc1)C)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)Nc1cccc2c1ccn2C)C)C)C
• InChI: InChI=1S/C33H48N2O3/c1-20(8-13-31(38)34-28-6-5-7-29-24(28)15-17-35(29)4)25-11-12-26-23-10-9-21-18-22(36)14-16-32(21,2)27(23)19-30(37)33(25,26)3/h5-7,15,17,20-23,25-27,30,36-37H,8-14,16,18-19H2,1-4H3,(H,34,38)/t20-,21-,22-,23+,25-,26+,27+,30+,32+,33-/m1/s1
• InChIKey: OLCMRJAAIQRSFP-BBNQJROWSA-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-(1-methyl-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-(1-methylindol-4-yl)pentanamide

Database IDs

• PubChem SID: 164281865
• PubChem CID: 71691953

CALCULATED PROPERTIES

• Acid pKa: 13.261513
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 5.547999
• LogD (pH = 7.4): 5.5479984
• Log P: 5.5479994
• Molar Refractivity: 153.4573 cm^3
• Polarizability: 61.032337 Å^3
• Polar Surface Area: 74.49 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds