methyl 4-[(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]pentanamido]benzoate

• ChemBase ID: 224662
• Molecular Formular: C32H47NO5
• Molecular Mass: 525.71928
• Monoisotopic Mass: 525.34542361
• 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)Nc1ccc(C(=O)OC)cc1)C)C
• Canonical SMILES: COC(=O)c1ccc(cc1)NC(=O)CC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2[C@@H](O)C[C@H]2[C@]1(C)CC[C@H](C2)O)C
• InChI: InChI=1S/C32H47NO5/c1-19(5-12-28(36)33-22-8-6-20(7-9-22)30(37)38-4)24-10-11-25-29-26(14-16-32(24,25)3)31(2)15-13-23(34)17-21(31)18-27(29)35/h6-9,19,21,23-27,29,34-35H,5,10-18H2,1-4H3,(H,33,36)/t19-,21+,23-,24-,25+,26+,27+,29+,31+,32-/m1/s1
• InChIKey: YFRMUAOAOZQXMS-XYJALHAYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 4-[(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]pentanamido]benzoate
• IUPAC Traditional name: methyl 4-[(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]pentanamido]benzoate

Database IDs

• PubChem SID: 164280572
• PubChem CID: 52994346

CALCULATED PROPERTIES

• Acid pKa: 13.430384
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 5.1510844
• LogD (pH = 7.4): 5.151084
• Log P: 5.1510844
• Molar Refractivity: 149.5764 cm^3
• Polarizability: 58.466717 Å^3
• Polar Surface Area: 95.86 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds