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

• ChemBase ID: 1847
• Molecular Formular: C25H20N4O6--
• Molecular Mass: 472.4495
• Monoisotopic Mass: 472.13828438
• SMILES: COc1ccccc1c1cc(cc(c1[O-])c1[nH]c2ccc(cc2n1)C(=[NH2+])N)[C@@H](CC(=O)[O-])C(=O)[O-]
• Canonical SMILES: COc1ccccc1c1cc(cc(c1[O-])c1nc2c([nH]1)ccc(c2)C(=[NH2+])N)[C@H](C(=O)[O-])CC(=O)[O-]
• InChI: InChI=1S/C25H22N4O6/c1-35-20-5-3-2-4-14(20)16-8-13(15(25(33)34)11-21(30)31)9-17(22(16)32)24-28-18-7-6-12(23(26)27)10-19(18)29-24/h2-10,15,32H,11H2,1H3,(H3,26,27)(H,28,29)(H,30,31)(H,33,34)/p-2/t15-/m1/s1
• InChIKey: HVNXYZZCSQONQC-OAHLLOKOSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-(3-{5-[amino(iminiumyl)methyl]-1H-1,3-benzodiazol-2-yl}-5-(2-methoxyphenyl)-4-oxidophenyl)butanedioate
• IUPAC Traditional name: (2R)-2-(3-{5-[amino(iminio)methyl]-1H-1,3-benzodiazol-2-yl}-5-(2-methoxyphenyl)-4-oxidophenyl)butanedioate
• Synonyms: CRA_17312

Database IDs

• PubChem SID: 46506094; 160965302
• PubChem CID: 46936299

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.6918721
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): 0.69078386
• LogD (pH = 7.4): -0.99003756
• Log P: 0.8485348
• Molar Refractivity: 180.4959 cm^3
• Polarizability: 50.842384 Å^3
• Polar Surface Area: 192.84 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.23
• LOG S: -5.26
• Solubility (Water): 3.09e-03 g/l

DETAILS

DrugBank - DB02084

Drug information: experimental