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]-4-methylpentanoate

• ChemBase ID: 224516
• Molecular Formular: C31H53NO5
• Molecular Mass: 519.75622
• Monoisotopic Mass: 519.3923738
• 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)CC(C)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)CC(C)C
• InChI: InChI=1S/C31H53NO5/c1-18(2)15-25(29(36)37-6)32-27(35)10-7-19(3)22-8-9-23-28-24(12-14-31(22,23)5)30(4)13-11-21(33)16-20(30)17-26(28)34/h18-26,28,33-34H,7-17H2,1-6H3,(H,32,35)/t19-,20+,21-,22-,23+,24+,25+,26+,28+,30+,31-/m1/s1
• InChIKey: GZXJZTUQIRKJAZ-MFKXGUJFSA-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]-4-methylpentanoate
• 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]-4-methylpentanoate

Database IDs

• PubChem SID: 164280426
• PubChem CID: 52994303

CALCULATED PROPERTIES

• Acid pKa: 12.693996
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 4.5767894
• LogD (pH = 7.4): 4.576789
• Log P: 4.576791
• Molar Refractivity: 145.0139 cm^3
• Polarizability: 58.12399 Å^3
• Polar Surface Area: 95.86 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds