iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 2459

Identifiers

  • Canonical SMILES: 
    COc1ccc(cc1)S(=O)(=O)N(CC(O)=O)c1ccc(CCC(O)=O)c2ccccc12
  • IUPAC name: 
    3-{4-[N-(carboxymethyl)4-methoxybenzenesulfonamido]naphthalen-1-yl}propanoic acid
  • InChi: 
    InChI=1S/C22H21NO7S/c1-30-16-8-10-17(11-9-16)31(28,29)23(14-22(26)27)20-12-6-15(7-13-21(24)25)18-4-2-3-5-19(18)20/h2-6,8-12H,7,13-14H2,1H3,(H,24,25)(H,26,27)
  • InChiKey: 
    PYWHLXAIQCJQKR-UHFFFAOYSA-N

External links


139570937
CHEMBL4649151

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. 4

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
Keap1 / Nrf2 5.03 chronic obstructive pulmonary disease , multiple sclerosis , chronic kidney disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 443.10 g/mol
HBA 8
HBD 2
HBA + HBD 10
AlogP 3.08
TPSA 126.87
RB 8
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 4 KEAP1
Q9Z2X8 		NF2L2
Q60795 		Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 5.03
Ta Structure Name Drugbank ID
0.6121 N-[(4-methoxyphenyl)sulfonyl]-D-alanine DB08599
0.6039 N,O-Didansyl-L-Tyrosine DB03157
0.5956 [4-(4-PHENYL-PIPERIDIN-1-YL)-BENZENESULFONYLAMINO]-ACETIC ACID DB07986
0.5818 N-{[4-(but-2-yn-1-yloxy)phenyl]sulfonyl}-5-methyl-D-tryptophan DB07233
0.5542 3-(1h-Indol-3-Yl)-2-[4-(4-Phenyl-Piperidin-1-Yl)-Benzenesulfonylamino]-Propionic Acid DB02449
0.5474 TO-901317 DB07080
0.5241 (2R)-N-{4-[Ethyl(phenyl)sulfamoyl]-2-methylphenyl}-3,3,3-trifluoro-2-hydroxy-2-methylpropanamide DB08609
0.5235 N-[(2R,3S)-3-AMINO-2-HYDROXY-4-PHENYLBUTYL]-4-METHOXY-2,3,6-TRIMETHYLBENZENESULFONAMIDE DB07527
0.5226 Sivelestat DB12863
0.5182 N-[(6-butoxynaphthalen-2-yl)sulfonyl]-L-glutamic acid DB08105
0.5182 N-[(6-butoxynaphthalen-2-yl)sulfonyl]-D-glutamic acid DB08106
0.5170 N-{3-METHYL-5-[2-(PYRIDIN-4-YLAMINO)-ETHOXY]-PHENYL}-BENZENESULFONAMIDE DB07944
0.5145 N-{[6-(PENTYLOXY)NAPHTHALEN-2-YL]SULFONYL}-D-GLUTAMIC ACID DB08107
0.5111 Tosyl-D-Proline DB02752
0.5066 Inhibitor Idd 384 DB01689