methyl (2S)-2-[(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]propanoate

• ChemBase ID: 224717
• Molecular Formular: C28H47NO5
• Molecular Mass: 477.67648
• Monoisotopic Mass: 477.34542361
• 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)N[C@H](C(=O)OC)C)C)C
• Canonical SMILES: COC(=O)[C@@H](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)C
• InChI: InChI=1S/C28H47NO5/c1-16(6-9-24(32)29-17(2)26(33)34-5)20-7-8-21-25-22(11-13-28(20,21)4)27(3)12-10-19(30)14-18(27)15-23(25)31/h16-23,25,30-31H,6-15H2,1-5H3,(H,29,32)/t16-,17+,18+,19-,20-,21+,22+,23+,25+,27+,28-/m1/s1
• InChIKey: CYBYBMHJHIFSJH-AOHGAYBOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S)-2-[(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]propanoate
• IUPAC Traditional name: methyl (2S)-2-[(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]propanoate

Database IDs

• PubChem SID: 164280627
• PubChem CID: 52994359

CALCULATED PROPERTIES

• Acid pKa: 12.640574
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 3.3226798
• LogD (pH = 7.4): 3.3226783
• Log P: 3.3226805
• Molar Refractivity: 131.3403 cm^3
• Polarizability: 52.605953 Å^3
• Polar Surface Area: 95.86 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds