(3R,4S,5R)-5-amino-4-acetamido-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylic acid

• ChemBase ID: 2328
• Molecular Formular: C14H24N2O4
• Molecular Mass: 284.35136
• Monoisotopic Mass: 284.17360726
• SMILES: CCC(CC)O[C@@H]1C=C(C[C@@H](N)[C@@H]1NC(=O)C)C(=O)O
• Canonical SMILES: CCC(O[C@@H]1C=C(C[C@H]([C@@H]1NC(=O)C)N)C(=O)O)CC
• InChI: InChI=1S/C14H24N2O4/c1-4-10(5-2)20-12-7-9(14(18)19)6-11(15)13(12)16-8(3)17/h7,10-13H,4-6,15H2,1-3H3,(H,16,17)(H,18,19)/t11-,12-,13+/m1/s1
• InChIKey: NENPYTRHICXVCS-UPJWGTAASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4S,5R)-5-amino-4-acetamido-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylic acid
• IUPAC Traditional name: (3R,4S,5R)-5-amino-4-acetamido-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylic acid
• Synonyms: 5-N-Acetyl-3-(1-Ethylpropyl)-1-Cyclohexene-1-Carboxylic Acid

Database IDs

• PubChem SID: 160965780; 46509088
• PubChem CID: 40640969

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.377217
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.8612062
• LogD (pH = 7.4): -1.8401768
• Log P: -1.8378457
• Molar Refractivity: 74.6857 cm^3
• Polarizability: 29.524708 Å^3
• Polar Surface Area: 101.65 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.33
• LOG S: -1.96
• Solubility (Water): 3.15e+00 g/l

DETAILS

DrugBank - DB02600

Drug information: experimental