2-[(2S,4S)-2-[(1R)-1-aminoethyl]-4-(aminomethyl)-5-oxoimidazolidin-1-yl]acetic acid

• ChemBase ID: 2797
• Molecular Formular: C8H16N4O3
• Molecular Mass: 216.23764
• Monoisotopic Mass: 216.12224039
• SMILES: C[C@@H](N)[C@H]1N[C@@H](CN)C(=O)N1CC(=O)O
• Canonical SMILES: C[C@H]([C@H]1N[C@H](C(=O)N1CC(=O)O)CN)N
• InChI: InChI=1S/C8H16N4O3/c1-4(10)7-11-5(2-9)8(15)12(7)3-6(13)14/h4-5,7,11H,2-3,9-10H2,1H3,(H,13,14)/t4-,5+,7+/m1/s1
• InChIKey: MOTCYKZNVUEYFO-ZDLURKLDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2S,4S)-2-[(1R)-1-aminoethyl]-4-(aminomethyl)-5-oxoimidazolidin-1-yl]acetic acid
• IUPAC Traditional name: [(2S,4S)-2-[(1R)-1-aminoethyl]-4-(aminomethyl)-5-oxoimidazolidin-1-yl]acetic acid
• Synonyms: 3,5-Dihydro-5-Methylidene-4h-Imidazol-4-On

Database IDs

• PubChem SID: 46507975; 160966245
• PubChem CID: 17753766

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.6800601
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -7.1510735
• LogD (pH = 7.4): -5.4615226
• Log P: -5.0590897
• Molar Refractivity: 51.3105 cm^3
• Polarizability: 21.124552 Å^3
• Polar Surface Area: 121.68 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -3.26
• LOG S: -0.56
• Solubility (Water): 5.95e+01 g/l

DETAILS

DrugBank - DB03094

Drug information: experimental