(2S)-2-amino-5-[(E)-2,3-dimethylcarbamimidamido]pentanoic acid

• ChemBase ID: 2048
• Molecular Formular: C8H18N4O2
• Molecular Mass: 202.25412
• Monoisotopic Mass: 202.14297584
• SMILES: CN/C(=N\C)/NCCC[C@H](N)C(=O)O
• Canonical SMILES: CN/C(=N\C)/NCCC[C@@H](C(=O)O)N
• InChI: InChI=1S/C8H18N4O2/c1-10-8(11-2)12-5-3-4-6(9)7(13)14/h6H,3-5,9H2,1-2H3,(H,13,14)(H2,10,11,12)/t6-/m0/s1
• InChIKey: HVPFXCBJHIIJGS-LURJTMIESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-5-[(E)-2,3-dimethylcarbamimidamido]pentanoic acid
• IUPAC Traditional name: N3, N4-dimethylarginine
• Synonyms: N3, N4-Dimethylarginine

Database IDs

• PubChem SID: 46506150; 160965503
• PubChem CID: 169148

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.5397284
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -5.5641155
• LogD (pH = 7.4): -4.3374686
• Log P: -2.6549296
• Molar Refractivity: 53.1795 cm^3
• Polarizability: 20.554567 Å^3
• Polar Surface Area: 99.74 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.94
• LOG S: -2.11
• Solubility (Water): 1.56e+00 g/l

DETAILS

DrugBank - DB02302

Drug information: experimental