2-{3-[(4,5,7-trifluoro-1,3-benzothiazol-2-yl)methyl]-1H-pyrrolo[2,3-b]pyridin-1-yl}acetic acid

• ChemBase ID: 6062
• Molecular Formular: C17H10F3N3O2S
• Molecular Mass: 377.3404096
• Monoisotopic Mass: 377.04458224
• SMILES: Fc1c(F)c2c(c(c1)F)sc(n2)Cc1c2cccnc2n(c1)CC(=O)O
• Canonical SMILES: OC(=O)Cn1cc(c2c1nccc2)Cc1sc2c(n1)c(F)c(cc2F)F
• InChI: InChI=1S/C17H10F3N3O2S/c18-10-5-11(19)16-15(14(10)20)22-12(26-16)4-8-6-23(7-13(24)25)17-9(8)2-1-3-21-17/h1-3,5-6H,4,7H2,(H,24,25)
• InChIKey: IEVFQDJUDLCOQY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{3-[(4,5,7-trifluoro-1,3-benzothiazol-2-yl)methyl]-1H-pyrrolo[2,3-b]pyridin-1-yl}acetic acid
• IUPAC Traditional name: {3-[(4,5,7-trifluoro-1,3-benzothiazol-2-yl)methyl]pyrrolo[2,3-b]pyridin-1-yl}acetic acid
• Synonyms: 2-(3-((4,5,7-trifluorobenzo[d]thiazol-2-yl)methyl)-1H-pyrrolo[2,3-b]pyridin-1-yl)acetic acid

Database IDs

• PubChem SID: 99444920; 160969487
• PubChem CID: 10150441

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.6649892
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.9982188
• LogD (pH = 7.4): 0.33524942
• Log P: 2.909784
• Molar Refractivity: 86.804 cm^3
• Polarizability: 33.989765 Å^3
• Polar Surface Area: 68.01 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.47
• LOG S: -4.34
• Solubility (Water): 1.73e-02 g/l

DETAILS

DrugBank - DB08449

Drug information: experimental