2-amino-3-{2-[3-carbamoyl-3-(trimethylazaniumyl)propyl]-1H-imidazol-5-yl}propanoate

• ChemBase ID: 127137
• Molecular Formular: C13H23N5O3
• Molecular Mass: 297.35342
• Monoisotopic Mass: 297.18008962
• SMILES: [O-]C(=O)C(N)Cc1cnc([nH]1)CCC(C(=O)N)[N+](C)(C)C
• Canonical SMILES: NC(C(=O)[O-])Cc1cnc([nH]1)CCC([N+](C)(C)C)C(=O)N
• InChI: InChI=1S/C13H23N5O3/c1-18(2,3)10(12(15)19)4-5-11-16-7-8(17-11)6-9(14)13(20)21/h7,9-10H,4-6,14H2,1-3H3,(H3-,15,16,17,19,20,21)
• InChIKey: FOOBQHKMWYGHCE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-{2-[3-carbamoyl-3-(trimethylazaniumyl)propyl]-1H-imidazol-5-yl}propanoate
• IUPAC Traditional name: diphthamide
• Synonyms: Diphthamide

Database IDs

• CAS Number: 75645-22-6
• PubChem SID: 162221459
• PubChem CID: 6438375
• Chemspider ID: 4942856
• Wikipedia Title: Diphthamide

CALCULATED PROPERTIES

• Acid pKa: 1.4949597
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -8.920753
• LogD (pH = 7.4): -7.3373537
• Log P: -6.762228
• Molar Refractivity: 99.7859 cm^3
• Polarizability: 30.217894 Å^3
• Polar Surface Area: 137.92 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true