(6E)-7-[(1R,4S,5R,6R)-6-[(1E)-oct-1-en-1-yl]-2,3-diazabicyclo[2.2.1]hept-2-en-5-yl]hept-6-enoic acid

• ChemBase ID: 6278
• Molecular Formular: C20H32N2O2
• Molecular Mass: 332.48028
• Monoisotopic Mass: 332.24637827
• SMILES: OC(=O)CCCC/C=C/[C@H]1[C@@H]2C[C@@H](N=N2)[C@@H]1/C=C/CCCCCC
• Canonical SMILES: CCCCCC/C=C/[C@H]1[C@@H]2N=N[C@H]([C@@H]1/C=C/CCCCC(=O)O)C2
• InChI: InChI=1S/C20H32N2O2/c1-2-3-4-5-6-9-12-16-17(19-15-18(16)21-22-19)13-10-7-8-11-14-20(23)24/h9-10,12-13,16-19H,2-8,11,14-15H2,1H3,(H,23,24)/b12-9+,13-10+/t16-,17-,18-,19+/m1/s1
• InChIKey: SRTCYJVIMJMLJO-ZPOCGUEASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6E)-7-[(1R,4S,5R,6R)-6-[(1E)-oct-1-en-1-yl]-2,3-diazabicyclo[2.2.1]hept-2-en-5-yl]hept-6-enoic acid
• IUPAC Traditional name: (6E)-7-[(1R,4S,5R,6R)-6-[(1E)-oct-1-en-1-yl]-2,3-diazabicyclo[2.2.1]hept-2-en-5-yl]hept-6-enoic acid
• Synonyms: (6E)-7-{6-[(1E)-OCT-1-ENYL]-2,3-DIAZABICYCLO[2.2.1]HEPT-2-EN-5-YL}HEPT-6-ENOIC ACID

Database IDs

• PubChem SID: 162103359
• PubChem CID: 46937172

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.3868403
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.9305277
• LogD (pH = 7.4): 2.1762
• Log P: 5.074463
• Molar Refractivity: 99.226 cm^3
• Polarizability: 37.82976 Å^3
• Polar Surface Area: 62.02 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 5.96
• LOG S: -6.09
• Solubility (Water): 2.70e-04 g/l

DETAILS

DrugBank - DB08675

Drug information: experimental