(2S)-2-amino-4-[(1s,4s)-4-aminocyclohexa-2,5-dien-1-yl]butanoic acid

• ChemBase ID: 2446
• Molecular Formular: C10H16N2O2
• Molecular Mass: 196.24624
• Monoisotopic Mass: 196.12117776
• SMILES: N[C@H]1C=C[C@@H](CC[C@H](N)C(=O)O)C=C1
• Canonical SMILES: N[C@H](C(=O)O)CC[C@@H]1C=C[C@@H](C=C1)N
• InChI: InChI=1S/C10H16N2O2/c11-8-4-1-7(2-5-8)3-6-9(12)10(13)14/h1-2,4-5,7-9H,3,6,11-12H2,(H,13,14)/t7-,8+,9-/m0/s1
• InChIKey: LAJWZJCOWPUSOA-YIZRAAEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-[(1s,4s)-4-aminocyclohexa-2,5-dien-1-yl]butanoic acid
• IUPAC Traditional name: (2S)-2-amino-4-[(1s,4s)-4-aminocyclohexa-2,5-dien-1-yl]butanoic acid
• Synonyms: 2-Amino-4-(4-Amino-Cyclohexa-2,5-Dienyl)-Butyric Acid

Database IDs

• PubChem SID: 46505792; 160965897
• PubChem CID: 99594

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.6297185
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -5.1090426
• LogD (pH = 7.4): -3.8757832
• Log P: -2.5658865
• Molar Refractivity: 56.0249 cm^3
• Polarizability: 21.501015 Å^3
• Polar Surface Area: 89.34 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.3
• LOG S: -1.69
• Solubility (Water): 4.00e+00 g/l

DETAILS

DrugBank - DB02725

Drug information: experimental