4-{[2-({[(1S,2R,5E,10R,11S,14S,15S)-14-hydroxy-2,14,15-trimethyltetracyclo[8.7.0.02,7.011,15]heptadec-6-en-5-ylidene]amino}oxy)acetamido]methyl}benzoic acid

• ChemBase ID: 208656
• Molecular Formular: C30H40N2O5
• Molecular Mass: 508.649
• Monoisotopic Mass: 508.29372239
• SMILES: [C@@]12(C(=C/C(=N/OCC(=O)NCc3ccc(C(=O)O)cc3)/CC2)CC[C@@H]2[C@@H]1CC[C@]1([C@H]2CC[C@@]1(O)C)C)C
• Canonical SMILES: O=C(NCc1ccc(cc1)C(=O)O)CO/N=C/1\CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@]2(C)O)C)C
• InChI: InChI=1S/C30H40N2O5/c1-28-13-10-22(32-37-18-26(33)31-17-19-4-6-20(7-5-19)27(34)35)16-21(28)8-9-23-24(28)11-14-29(2)25(23)12-15-30(29,3)36/h4-7,16,23-25,36H,8-15,17-18H2,1-3H3,(H,31,33)(H,34,35)/b32-22+/t23-,24+,25+,28+,29+,30+/m1/s1
• InChIKey: YXLFXJKRSACMAD-LDIQRAJCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{[2-({[(1S,2R,5E,10R,11S,14S,15S)-14-hydroxy-2,14,15-trimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-ylidene]amino}oxy)acetamido]methyl}benzoic acid
• IUPAC Traditional name: 4-{[2-({[(1S,2R,5E,10R,11S,14S,15S)-14-hydroxy-2,14,15-trimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-ylidene]amino}oxy)acetamido]methyl}benzoic acid

Database IDs

• PubChem SID: 164264566
• PubChem CID: 16402359

CALCULATED PROPERTIES

• Acid pKa: 4.1790886
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 2.8587837
• LogD (pH = 7.4): 1.1898627
• Log P: 3.9112477
• Molar Refractivity: 142.0443 cm^3
• Polarizability: 55.105 Å^3
• Polar Surface Area: 108.22 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds