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

• ChemBase ID: 199960
• Molecular Formular: C26H39N3O6
• Molecular Mass: 489.60436
• Monoisotopic Mass: 489.28388598
• SMILES: [C@@]12(C(=CC(=NOCC(=O)NC(C(=O)O)CCC(=O)N)CC2)CCC2C1CC[C@]1(C2CCC1O)C)C
• Canonical SMILES: C[C@@]12CCC(=NOCC(=O)NC(C(=O)O)CCC(=O)N)C=C2CCC2C1CC[C@]1(C2CCC1O)C
• InChI: InChI=1S/C26H39N3O6/c1-25-11-9-16(29-35-14-23(32)28-20(24(33)34)6-8-22(27)31)13-15(25)3-4-17-18-5-7-21(30)26(18,2)12-10-19(17)25/h13,17-21,30H,3-12,14H2,1-2H3,(H2,27,31)(H,28,32)(H,33,34)/t17?,18?,19?,20?,21?,25-,26-/m0/s1
• InChIKey: UFLLAIAWPSWXOC-XCYADFCOSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164255870
• PubChem CID: 24747660

CALCULATED PROPERTIES

• Acid pKa: 3.241888
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -0.41539246
• LogD (pH = 7.4): -1.8257382
• Log P: 0.7998964
• Molar Refractivity: 128.7284 cm^3
• Polarizability: 50.503254 Å^3
• Polar Surface Area: 151.31 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

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