(2S)-2-(3-aminopropanamido)-3-(1-methyl-1H-imidazol-5-yl)propanoic acid

• ChemBase ID: 125876
• Molecular Formular: C10H16N4O3
• Molecular Mass: 240.25904
• Monoisotopic Mass: 240.12224039
• SMILES: O=C(O)[C@@H](NC(=O)CCN)Cc1cncn1C
• Canonical SMILES: NCCC(=O)N[C@H](C(=O)O)Cc1cncn1C
• InChI: InChI=1S/C10H16N4O3/c1-14-6-12-5-7(14)4-8(10(16)17)13-9(15)2-3-11/h5-6,8H,2-4,11H2,1H3,(H,13,15)(H,16,17)/t8-/m0/s1
• InChIKey: MYYIAHXIVFADCU-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-(3-aminopropanamido)-3-(1-methyl-1H-imidazol-5-yl)propanoic acid
• IUPAC Traditional name: anserine
• Synonyms: beta-Alanyl-N(pi)-methyl-L-histidine; Anserine

Database IDs

• CAS Number: 584-85-0
• PubChem SID: 162220221
• PubChem CID: 112072
• CHEBI ID: 18323
• CHEMBL: 448301
• Chemspider ID: 100482
• KEGG ID: C01262
• Wikipedia Title: Anserine

CALCULATED PROPERTIES

• Acid pKa: 3.4429698
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -4.7580523
• LogD (pH = 7.4): -4.277649
• Log P: -4.2646613
• Molar Refractivity: 60.4586 cm^3
• Polarizability: 23.294943 Å^3
• Polar Surface Area: 110.24 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true