(2R)-2-(3-{5-[amino(iminiumyl)methyl]-1H-1,3-benzodiazol-2-yl}-5-bromo-4-oxidophenyl)butanedioate

• ChemBase ID: 1827
• Molecular Formular: C18H13BrN4O5--
• Molecular Mass: 445.22362
• Monoisotopic Mass: 444.00693154
• SMILES: NC(=[NH2+])c1ccc2[nH]c(nc2c1)c1cc(cc(Br)c1[O-])[C@@H](CC(=O)[O-])C(=O)[O-]
• Canonical SMILES: [O-]C(=O)C[C@H](c1cc(Br)c(c(c1)c1nc2c([nH]1)ccc(c2)C(=[NH2+])N)[O-])C(=O)[O-]
• InChI: InChI=1S/C18H15BrN4O5/c19-11-4-8(9(18(27)28)6-14(24)25)3-10(15(11)26)17-22-12-2-1-7(16(20)21)5-13(12)23-17/h1-5,9,26H,6H2,(H3,20,21)(H,22,23)(H,24,25)(H,27,28)/p-2/t9-/m1/s1
• InChIKey: SJMNJNRKVVVGRB-SECBINFHSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-(3-{5-[amino(iminiumyl)methyl]-1H-1,3-benzodiazol-2-yl}-5-bromo-4-oxidophenyl)butanedioate
• IUPAC Traditional name: (2R)-2-(3-{5-[amino(iminio)methyl]-1H-1,3-benzodiazol-2-yl}-5-bromo-4-oxidophenyl)butanedioate
• Synonyms: 2-(3-{5-[AMINO(IMINIO)METHYL]-1H-BENZIMIDAZOL-2-YL}-5-BROMO-4-OXIDOPHENYL)SUCCINATE; CRA_16847

Database IDs

• PubChem SID: 160965282; 46504465
• PubChem CID: 23646721

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.119257
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -0.5650985
• LogD (pH = 7.4): -2.680385
• Log P: -0.07828358
• Molar Refractivity: 156.5193 cm^3
• Polarizability: 40.238415 Å^3
• Polar Surface Area: 183.61 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.12
• LOG S: -4.26
• Solubility (Water): 2.91e-02 g/l

DETAILS

DrugBank - DB02063

Drug information: experimental