(E)-[amino({[(4S)-4-amino-4-carboxybutyl]amino})methylidene](prop-2-en-1-yl)azanium

• ChemBase ID: 3529
• Molecular Formular: C9H19N4O2+
• Molecular Mass: 215.27276
• Monoisotopic Mass: 215.15080087
• SMILES: N[C@@H](CCCN/C(=[NH+]/CC=C)/N)C(=O)O
• Canonical SMILES: N/C(=[NH+]\CC=C)/NCCC[C@@H](C(=O)O)N
• InChI: InChI=1S/C9H18N4O2/c1-2-5-12-9(11)13-6-3-4-7(10)8(14)15/h2,7H,1,3-6,10H2,(H,14,15)(H3,11,12,13)/p+1/t7-/m0/s1
• InChIKey: ZPQWZDPOLXVMOU-ZETCQYMHSA-O

NAMES AND DATABASE IDS

Names

• IUPAC name: (E)-[amino({[(4S)-4-amino-4-carboxybutyl]amino})methylidene](prop-2-en-1-yl)azanium
• IUPAC Traditional name: 5-N-allyl-arginine
• Synonyms: 5-N-Allyl-Arginine

Database IDs

• PubChem SID: 160966968; 46508041
• PubChem CID: 22524583; 5287706

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.3417144
• H Acceptors: 5
• H Donor: 5
• LogD (pH = 5.5): -5.1117086
• LogD (pH = 7.4): -3.8875618
• Log P: -2.224348
• Molar Refractivity: 68.7825 cm^3
• Polarizability: 22.421227 Å^3
• Polar Surface Area: 115.34 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.37
• LOG S: -1.46
• Solubility (Water): 8.62e+00 g/l

DETAILS

DrugBank - DB03892

Drug information: experimental