3-carbamoyl-2-[2-({[(2R,14S,15S)-14-ethynyl-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-6-en-5-ylidene]amino}oxy)acetamido]propanoic acid

• ChemBase ID: 193023
• Molecular Formular: C27H37N3O6
• Molecular Mass: 499.59918
• Monoisotopic Mass: 499.26823592
• SMILES: [C@@]12(C(=C/C(=N/OCC(=O)NC(CC(=O)N)C(=O)O)/CC2)CCC2C1CC[C@]1(C2CC[C@@]1(C#C)O)C)C
• Canonical SMILES: C#C[C@@]1(O)CCC2[C@]1(C)CCC1C2CCC2=C/C(=N/OCC(=O)NC(C(=O)O)CC(=O)N)/CC[C@]12C
• InChI: InChI=1S/C27H37N3O6/c1-4-27(35)12-9-20-18-6-5-16-13-17(7-10-25(16,2)19(18)8-11-26(20,27)3)30-36-15-23(32)29-21(24(33)34)14-22(28)31/h1,13,18-21,35H,5-12,14-15H2,2-3H3,(H2,28,31)(H,29,32)(H,33,34)/t18?,19?,20?,21?,25-,26-,27+/m0/s1
• InChIKey: DADOOOYPFQVZKE-WPRQPHDSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-carbamoyl-2-[2-({[(2R,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]propanoic acid
• IUPAC Traditional name: 3-carbamoyl-2-[2-({[(2R,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]propanoic acid

Database IDs

• PubChem SID: 164248933
• PubChem CID: 16397980

CALCULATED PROPERTIES

• Acid pKa: 3.1470103
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -0.63585913
• LogD (pH = 7.4): -1.9891561
• Log P: 0.6510938
• Molar Refractivity: 131.4432 cm^3
• Polarizability: 51.249638 Å^3
• Polar Surface Area: 151.31 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

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