2-[2-({[(1S,2R,10R,11S,14S,15S)-14-ethynyl-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-6-en-5-ylidene]amino}oxy)acetamido]-4-(methylsulfanyl)butanoic acid

• ChemBase ID: 208785
• Molecular Formular: C28H40N2O5S
• Molecular Mass: 516.6926
• Monoisotopic Mass: 516.26579339
• SMILES: [C@@]12(C(=CC(=NOCC(=O)NC(C(=O)O)CCSC)CC2)CC[C@@H]2[C@@H]1CC[C@]1([C@H]2CC[C@@]1(C#C)O)C)C
• Canonical SMILES: C[C@@]12CCC(=NOCC(=O)NC(C(=O)O)CCSC)C=C2CC[C@@H]2[C@@H]1CC[C@]1([C@H]2CC[C@]1(O)C#C)C
• InChI: InChI=1S/C28H40N2O5S/c1-5-28(34)14-10-22-20-7-6-18-16-19(8-12-26(18,2)21(20)9-13-27(22,28)3)30-35-17-24(31)29-23(25(32)33)11-15-36-4/h1,16,20-23,34H,6-15,17H2,2-4H3,(H,29,31)(H,32,33)/t20-,21+,22+,23?,26+,27+,28-/m1/s1
• InChIKey: HLVVXQCDJZNGQM-OQMVNJIZSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164264695
• PubChem CID: 71753210

CALCULATED PROPERTIES

• Acid pKa: 3.910757
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 1.6950605
• LogD (pH = 7.4): 0.19230817
• Log P: 2.8939393
• Molar Refractivity: 140.6743 cm^3
• Polarizability: 54.891792 Å^3
• Polar Surface Area: 108.22 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Description: Z/E Isomers
• Classification: Derivatives & analogs of Natural Compounds