2-(4-{2-[({[5-(pyridin-2-ylsulfanyl)-1,3-thiazol-2-yl]carbamoyl}amino)methyl]-1H-imidazol-4-yl}phenoxy)acetic acid

• ChemBase ID: 6260
• Molecular Formular: C21H18N6O4S2
• Molecular Mass: 482.53542
• Monoisotopic Mass: 482.08309509
• SMILES: O=C(Nc1sc(Sc2ncccc2)cn1)NCc1nc(c[nH]1)c1ccc(cc1)OCC(=O)O
• Canonical SMILES: O=C(Nc1ncc(s1)Sc1ccccn1)NCc1[nH]cc(n1)c1ccc(cc1)OCC(=O)O
• InChI: InChI=1S/C21H18N6O4S2/c28-18(29)12-31-14-6-4-13(5-7-14)15-9-23-16(26-15)10-24-20(30)27-21-25-11-19(33-21)32-17-3-1-2-8-22-17/h1-9,11H,10,12H2,(H,23,26)(H,28,29)(H2,24,25,27,30)
• InChIKey: SSXCWVOQWRUMGN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(4-{2-[({[5-(pyridin-2-ylsulfanyl)-1,3-thiazol-2-yl]carbamoyl}amino)methyl]-1H-imidazol-4-yl}phenoxy)acetic acid
• IUPAC Traditional name: 4-{2-[({[5-(pyridin-2-ylsulfanyl)-1,3-thiazol-2-yl]carbamoyl}amino)methyl]-1H-imidazol-4-yl}phenoxyacetic acid
• Synonyms: 2-(4-(2-((3-(5-(PYRIDIN-2-YLTHIO)THIAZOL-2-YL)UREIDO)METHYL)-1H-IMIDAZOL-4-YL)PHENOXY)ACETIC ACID

Database IDs

• PubChem SID: 99445128; 160969685
• PubChem CID: 17758816

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.5785778
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 1.3346633
• LogD (pH = 7.4): -0.060645264
• Log P: 1.7451763
• Molar Refractivity: 123.3831 cm^3
• Polarizability: 48.17605 Å^3
• Polar Surface Area: 142.12 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.71
• LOG S: -5.29
• Solubility (Water): 2.47e-03 g/l

DETAILS

DrugBank - DB08657

Drug information: experimental