iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 2465

Identifiers

  • Canonical SMILES: 
    COc1ccc(cc1)S(=O)(=O)Nc1ccc(N(C(C(O)=O)c2ccccc2)S(=O)(=O)c2ccc(OC)cc2)c2ccccc12
  • IUPAC name: 
    2-{N-[4-(4-methoxybenzenesulfonamido)naphthalen-1-yl]4-methoxybenzenesulfonamido}-2-phenylacetic acid
  • InChi: 
    InChI=1S/C32H28N2O8S2/c1-41-23-12-16-25(17-13-23)43(37,38)33-29-20-21-30(28-11-7-6-10-27(28)29)34(31(32(35)36)22-8-4-3-5-9-22)44(39,40)26-18-14-24(42-2)15-19-26/h3-21,31,33H,1-2H3,(H,35,36)
  • InChiKey: 
    USIBQXRXGBYQQP-UHFFFAOYSA-N

External search

Bibliography (1)

Publication Name
Lazzara Phillip R., Jain Atul D., Maldonado Amanda C., Richardson Benjamin, Skowron Kornelia J., David Brian P., Siddiqui Zamia, Ratia Kiira M., Moore Terry W.. . Synthesis and Evaluation of Noncovalent Naphthalene-Based KEAP1-NRF2 Inhibitors ACS Medicinal Chemistry Letters. 20

Pharmacological data

Biochemical tests Cellular tests PK tests Cytotoxicity tests
1 0 0 0

Targets

PPI family Best activity Diseases MMoA
Keap1 / Nrf2 4.85 chronic obstructive pulmonary disease , multiple sclerosis , chronic kidney disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 632.13 g/mol
HBA 10
HBD 2
HBA + HBD 12
AlogP 5.26
TPSA 142.14
RB 9
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 1 0 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
10.1021/acsmedchemlett.9b00631 20 KEAP1
Q9Z2X8 		NF2L2
Q60795 		Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 4.85
Ta Structure Name Drugbank ID
0.5379 N-[(4-methoxyphenyl)sulfonyl]-D-alanine DB08599
0.5351 WAY-151693 DB02071
0.5273 Sivelestat DB12863
0.5245 Elismetrep DB15287
0.5032 [4-(4-PHENYL-PIPERIDIN-1-YL)-BENZENESULFONYLAMINO]-ACETIC ACID DB07986
0.4940 Evatanepag DB12022
0.4938 N-{3-METHYL-5-[2-(PYRIDIN-4-YLAMINO)-ETHOXY]-PHENYL}-BENZENESULFONAMIDE DB07944
0.4906 (2R)-N-{4-[Ethyl(phenyl)sulfamoyl]-2-methylphenyl}-3,3,3-trifluoro-2-hydroxy-2-methylpropanamide DB08609
0.4892 N-{[4-(but-2-yn-1-yloxy)phenyl]sulfonyl}-5-methyl-D-tryptophan DB07233
0.4859 N,O-Didansyl-L-Tyrosine DB03157
0.4848 Inhibitor Idd 384 DB01689
0.4780 2-(Biphenyl-4-Sulfonyl)-1,2,3,4-Tetrahydro-Isoquinoline-3-Carboxylic Acid DB03207
0.4757 CGS-27023 DB07556
0.4726 1-METHYL-5-(2-PHENOXYMETHYL-PYRROLIDINE-1-SULFONYL)-1H-INDOLE-2,3-DIONE DB08213
0.4710 TO-901317 DB07080