(2S)-2-amino-6-methylideneheptanedioic acid

• ChemBase ID: 2603
• Molecular Formular: C8H13NO4
• Molecular Mass: 187.19312
• Monoisotopic Mass: 187.0844579
• SMILES: N[C@@H](CCCC(=C)C(=O)O)C(=O)O
• Canonical SMILES: N[C@H](C(=O)O)CCCC(=C)C(=O)O
• InChI: InChI=1S/C8H13NO4/c1-5(7(10)11)3-2-4-6(9)8(12)13/h6H,1-4,9H2,(H,10,11)(H,12,13)/t6-/m0/s1
• InChIKey: SGAIRWMSXVAPOO-LURJTMIESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-6-methylideneheptanedioic acid
• IUPAC Traditional name: (2S)-2-amino-6-methylideneheptanedioic acid
• Synonyms: L-2-Amino-6-Methylene-Pimelic Acid

Database IDs

• PubChem SID: 46508095; 160966052
• PubChem CID: 445478

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.1595404
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -2.7854111
• LogD (pH = 7.4): -4.565218
• Log P: -1.9107379
• Molar Refractivity: 44.8676 cm^3
• Polarizability: 17.87091 Å^3
• Polar Surface Area: 100.62 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.93
• LOG S: -0.93
• Solubility (Water): 2.20e+01 g/l

DETAILS

DrugBank - DB02892

Drug information: experimental