(2S)-2-amino-3-(1H-imidazol-5-yl)propanamide

• ChemBase ID: 132252
• Molecular Formular: C6H10N4O
• Molecular Mass: 154.1698
• Monoisotopic Mass: 154.08546096
• SMILES: c1c([nH]cn1)C[C@@H](C(=O)N)N
• Canonical SMILES: N[C@H](C(=O)N)Cc1cnc[nH]1
• InChI: InChI=1S/C6H10N4O/c7-5(6(8)11)1-4-2-9-3-10-4/h2-3,5H,1,7H2,(H2,8,11)(H,9,10)/t5-/m0/s1
• InChIKey: UMMQVDUMUMBTAV-YFKPBYRVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-(1H-imidazol-5-yl)propanamide
• IUPAC Traditional name: (2S)-2-amino-3-(3H-imidazol-4-yl)propanamide
• Synonyms: L-Histidinamide dihydrochloride

Database IDs

• CAS Number: 71666-95-0
• MDL Number: MFCD00058559
• PubChem SID: 24895667; 162226529
• PubChem CID: 445697

CALCULATED PROPERTIES

• Acid pKa: 12.920807
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -4.9734087
• LogD (pH = 7.4): -2.9022045
• Log P: -2.156498
• Molar Refractivity: 39.8812 cm^3
• Polarizability: 15.433617 Å^3
• Polar Surface Area: 97.79 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter