iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 2017

Identifiers

  • Common name: Tafamidis
  • Canonical SMILES: 
    OC(=O)c1ccc2nc(oc2c1)-c1cc(Cl)cc(Cl)c1
  • IUPAC name: 
    2-(3,5-dichlorophenyl)-1,3-benzoxazole-6-carboxylic acid
  • InChi: 
    InChI=1S/C14H7Cl2NO3/c15-9-3-8(4-10(16)6-9)13-17-11-2-1-7(14(18)19)5-12(11)20-13/h1-6H,(H,18,19)
  • InChiKey: 
    TXEIIPDJKFWEEC-UHFFFAOYSA-N

External links


11001318
CHEMBL2103837
3MI
DB11644

External search

Bibliography (1)

Publication Name
Bulawa C. E., Connelly S., DeVit M., Wang L., Weigel C., Fleming J. A., Packman J., Powers E. T., Wiseman R. L., Foss T. R., Wilson I. A., Kelly J. W., Labaudiniere R.. . Tafamidis, a potent and selective transthyretin kinetic stabilizer that inhibits the amyloid cascade Proceedings of the National Academy of Sciences. Tafamidis

Pharmacological data

Biochemical tests Cellular tests PK tests Cytotoxicity tests
5 0 0 0

Targets

PPI family Best activity Diseases MMoA
TTR 8.70 amyloidosis (disease) Stabilization
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 306.98 g/mol
HBA 4
HBD 1
HBA + HBD 5
AlogP 4.21
TPSA 66.16
RB 2
Radar chart
PCA : iPPI-DB chemical space
PCA : Correlation circle
Efficiencies: iPPI-DB biplot LE versus LLE
Summary
Bibliographic ressources Biochemical tests Cellular tests PK tests Cytotoxicity tests
1 5 0 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
10.1073/pnas.1121005109 Tafamidis TTHY
P02766
Biochemical assay fibril formation pEC50 (half maximal effective concentration, -log10) 5.57
10.1073/pnas.1121005109 Tafamidis TTHY
P02766
Biochemical assay subunit exchange time courses Kd1 pKd (dissociation constant, -log10) 8.70
10.1073/pnas.1121005109 Tafamidis TTHY
P02766
Biochemical assay subunit exchange time courses Kd2 pKd (dissociation constant, -log10) 6.81
10.1073/pnas.1121005109 Tafamidis TTHY
P02766
Biochemical assay Isothermal Titration Calorimetry Kd1 pKd (dissociation constant, -log10) 8.52
10.1073/pnas.1121005109 Tafamidis TTHY
P02766
Biochemical assay Isothermal Titration Calorimetry Kd2 pKd (dissociation constant, -log10) 6.56
Ta Structure Name Drugbank ID
1.0000 Tafamidis DB11644
0.9016 2-(2,6-DICHLOROPHENYL)-1,3-BENZOXAZOLE-6-CARBOXYLIC ACID DB06907
0.6763 Benoxaprofen DB04812
0.6667 2-(3,5-DIMETHYLPHENYL)-1,3-BENZOXAZOLE DB08207
0.6406 2-(5-HYDROXY-NAPHTHALEN-1-YL)-1,3-BENZOOXAZOL-6-OL DB07009
0.6202 4-(1,3-BENZOXAZOL-2-YL)-2,6-DIMETHYLPHENOL DB08205
0.6027 Flunoxaprofen DB13317
0.5882 4-(1,3-BENZOXAZOL-2-YL)-2,6-DIBROMOPHENOL DB08206
0.5436 Ezutromid DB12888
0.5153 Prinaberel DB06832
0.4721 1-((1R,2S)-1-{2-[2-(4-CHLOROPHENYL)-1,3-BENZOXAZOL-7-YL]ETHYL}-2-HYDROXYPROPYL)-1H-IMIDAZOLE-4-CARBOXAMIDE DB07786
0.4107 Amlexanox DB01025
0.4015 Chlorzoxazone DB00356
0.3931 Cavosonstat DB14775
0.3911 (2S)-3-(1-{[2-(2-CHLOROPHENYL)-5-METHYL-1,3-OXAZOL-4-YL]METHYL}-1H-INDOL-5-YL)-2-ETHOXYPROPANOIC ACID DB06908