(4R)-4-[(1S,2S,5R,7S,9S,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]-N-(1,3-thiazol-2-yl)pentanamide

• ChemBase ID: 224894
• Molecular Formular: C27H42N2O3S
• Molecular Mass: 474.69898
• Monoisotopic Mass: 474.29161421
• SMILES: [C@@]12([C@H]([C@H]3[C@@H]([C@@]4([C@H](C[C@@H]3O)C[C@@H](CC4)O)C)CC2)CC[C@@H]1[C@@H](CCC(=O)Nc1nccs1)C)C
• Canonical SMILES: O[C@@H]1CC[C@]2([C@@H](C1)C[C@@H]([C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](CCC(=O)Nc1nccs1)C)C)O)C
• InChI: InChI=1S/C27H42N2O3S/c1-16(4-7-23(32)29-25-28-12-13-33-25)19-5-6-20-24-21(9-11-27(19,20)3)26(2)10-8-18(30)14-17(26)15-22(24)31/h12-13,16-22,24,30-31H,4-11,14-15H2,1-3H3,(H,28,29,32)/t16-,17+,18-,19-,20+,21+,22+,24+,26+,27-/m1/s1
• InChIKey: HCMMGPBPXPIOIX-MKQJCDGFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R)-4-[(1S,2S,5R,7S,9S,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]-N-(1,3-thiazol-2-yl)pentanamide
• IUPAC Traditional name: (4R)-4-[(1S,2S,5R,7S,9S,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]-N-(1,3-thiazol-2-yl)pentanamide

Database IDs

• PubChem SID: 164280804
• PubChem CID: 52994422

CALCULATED PROPERTIES

• Acid pKa: 10.782702
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 4.490647
• LogD (pH = 7.4): 4.4904795
• Log P: 4.49065
• Molar Refractivity: 132.2328 cm^3
• Polarizability: 51.84126 Å^3
• Polar Surface Area: 82.45 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds