2-{2-[(1S,2R)-1-amino-2-hydroxypropyl]-4-[(4-fluoroindol-3-yl)methyl]-5-hydroxy-1H-imidazol-1-yl}acetic acid

• ChemBase ID: 1449
• Molecular Formular: C17H19FN4O4
• Molecular Mass: 362.3555632
• Monoisotopic Mass: 362.13903333
• SMILES: C[C@@H](O)[C@@H](N)c1nc(Cc2c[nH]c3cccc(F)c23)c(O)n1CC(=O)O
• Canonical SMILES: OC(=O)Cn1c(O)c(nc1[C@@H]([C@H](O)C)N)Cc1c[nH]c2c1c(F)ccc2
• InChI: InChI=1S/C17H19FN4O4/c1-8(23)15(19)16-21-12(17(26)22(16)7-13(24)25)5-9-6-20-11-4-2-3-10(18)14(9)11/h2-4,6,8,15,20,23,26H,5,7,19H2,1H3,(H,24,25)/t8-,15-/m1/s1
• InChIKey: AYMRQIHECFEMIQ-ANRSDYALSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{2-[(1S,2R)-1-amino-2-hydroxypropyl]-4-[(4-fluoroindol-3-yl)methyl]-5-hydroxy-1H-imidazol-1-yl}acetic acid
• IUPAC Traditional name: {2-[(1S,2R)-1-amino-2-hydroxypropyl]-4-[(4-fluoroindol-3-yl)methyl]-5-hydroxyimidazol-1-yl}acetic acid
• Synonyms: [2-(1-Amino-2-Hydroxy-Propyl)-4-(4-Fluoro-1h-Indol-3-Ylmethyl)-5-Hydroxy-Imidazol-1-Yl]-Acetic Acid

Database IDs

• PubChem SID: 46507810; 160964908
• PubChem CID: 46936186

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.9774866
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -2.006866
• LogD (pH = 7.4): -2.0279653
• Log P: -1.9039739
• Molar Refractivity: 88.5932 cm^3
• Polarizability: 35.588757 Å^3
• Polar Surface Area: 134.49 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.55
• LOG S: -3.06
• Solubility (Water): 3.16e-01 g/l

DETAILS

DrugBank - DB01674

Drug information: experimental