(2S)-2-amino-5-[(Z)-(1-aminobut-3-en-1-ylidene)amino]pentanoic acid

• ChemBase ID: 3364
• Molecular Formular: C9H17N3O2
• Molecular Mass: 199.25018
• Monoisotopic Mass: 199.1320768
• SMILES: C=CC/C(=N/CCC[C@H](N)C(=O)O)/N
• Canonical SMILES: N/C(=N\CCC[C@@H](C(=O)O)N)/CC=C
• InChI: InChI=1S/C9H17N3O2/c1-2-4-8(11)12-6-3-5-7(10)9(13)14/h2,7H,1,3-6,10H2,(H2,11,12)(H,13,14)/t7-/m0/s1
• InChIKey: LMDRHVQXMBGSGU-ZETCQYMHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-5-[(Z)-(1-aminobut-3-en-1-ylidene)amino]pentanoic acid
• IUPAC Traditional name: (2S)-2-amino-5-[(Z)-(1-aminobut-3-en-1-ylidene)amino]pentanoic acid
• Synonyms: N5-(1-Imino-3-Butenyl)-L-Ornithine

Database IDs

• PubChem SID: 46504611; 160966805
• PubChem CID: 447181; 46936763

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.4215496
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -5.0214877
• LogD (pH = 7.4): -3.8702257
• Log P: -2.152842
• Molar Refractivity: 54.1035 cm^3
• Polarizability: 20.984549 Å^3
• Polar Surface Area: 101.7 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.29
• LOG S: -1.43
• Solubility (Water): 8.79e+00 g/l

DETAILS

DrugBank - DB03710

Drug information: experimental