2-(4-{[(1S,2S,7S,10R,11S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]oxy}-4-oxobutanamido)-4-(methylsulfanyl)butanoic acid

• ChemBase ID: 209373
• Molecular Formular: C28H43NO6S
• Molecular Mass: 521.70912
• Monoisotopic Mass: 521.2811091
• SMILES: [C@@]12([C@H]([C@H]3[C@@H]([C@@]4([C@H](CC(=O)CC4)CC3)C)CC2)CCC1OC(=O)CCC(=O)NC(C(=O)O)CCSC)C
• Canonical SMILES: CSCCC(C(=O)O)NC(=O)CCC(=O)OC1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@@H]2[C@]1(C)CCC(=O)C2
• InChI: InChI=1S/C28H43NO6S/c1-27-13-10-18(30)16-17(27)4-5-19-20-6-7-23(28(20,2)14-11-21(19)27)35-25(32)9-8-24(31)29-22(26(33)34)12-15-36-3/h17,19-23H,4-16H2,1-3H3,(H,29,31)(H,33,34)/t17-,19-,20-,21-,22?,23?,27-,28-/m0/s1
• InChIKey: VBFWCPMYEUWENW-ULJCCLEBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(4-{[(1S,2S,7S,10R,11S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]oxy}-4-oxobutanamido)-4-(methylsulfanyl)butanoic acid
• IUPAC Traditional name: 2-(4-{[(1S,2S,7S,10R,11S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]oxy}-4-oxobutanamido)-4-(methylsulfanyl)butanoic acid

Database IDs

• PubChem SID: 164265283
• PubChem CID: 16402746

CALCULATED PROPERTIES

• Acid pKa: 3.5809495
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.8784205
• LogD (pH = 7.4): 0.44256076
• Log P: 3.7921553
• Molar Refractivity: 138.034 cm^3
• Polarizability: 55.045845 Å^3
• Polar Surface Area: 109.77 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds