iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 2461

Identifiers

  • Canonical SMILES: 
    COc1ccc(CCc2ccc(N(CC(O)=O)S(=O)(=O)c3ccc(OC)cc3)c3ccccc23)cc1
  • IUPAC name: 
    2-(N-{4-[2-(4-methoxyphenyl)ethyl]naphthalen-1-yl}4-methoxybenzenesulfonamido)acetic acid
  • InChi: 
    InChI=1S/C28H27NO6S/c1-34-22-12-8-20(9-13-22)7-10-21-11-18-27(26-6-4-3-5-25(21)26)29(19-28(30)31)36(32,33)24-16-14-23(35-2)15-17-24/h3-6,8-9,11-18H,7,10,19H2,1-2H3,(H,30,31)
  • InChiKey: 
    HJRHEYQUTCNSLR-UHFFFAOYSA-N

External links


139561295
CHEMBL4635294

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. 11

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
Keap1 / Nrf2 5.82 chronic obstructive pulmonary disease , multiple sclerosis , chronic kidney disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 505.16 g/mol
HBA 7
HBD 1
HBA + HBD 8
AlogP 5.37
TPSA 95.97
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 11 KEAP1
Q9Z2X8 		NF2L2
Q60795 		Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 5.82
Ta Structure Name Drugbank ID
0.5956 [4-(4-PHENYL-PIPERIDIN-1-YL)-BENZENESULFONYLAMINO]-ACETIC ACID DB07986
0.5848 N-[(4-methoxyphenyl)sulfonyl]-D-alanine DB08599
0.5732 N,O-Didansyl-L-Tyrosine DB03157
0.5474 TO-901317 DB07080
0.5353 N-{[4-(but-2-yn-1-yloxy)phenyl]sulfonyl}-5-methyl-D-tryptophan DB07233
0.5170 N-{3-METHYL-5-[2-(PYRIDIN-4-YLAMINO)-ETHOXY]-PHENYL}-BENZENESULFONAMIDE DB07944
0.5137 (2R)-N-{4-[Ethyl(phenyl)sulfamoyl]-2-methylphenyl}-3,3,3-trifluoro-2-hydroxy-2-methylpropanamide DB08609
0.5133 N-[(2R,3S)-3-AMINO-2-HYDROXY-4-PHENYLBUTYL]-4-METHOXY-2,3,6-TRIMETHYLBENZENESULFONAMIDE DB07527
0.5088 3-(1h-Indol-3-Yl)-2-[4-(4-Phenyl-Piperidin-1-Yl)-Benzenesulfonylamino]-Propionic Acid DB02449
0.5032 Sivelestat DB12863
0.4975 Elismetrep DB15287
0.4967 Inhibitor Idd 384 DB01689
0.4857 N-[(6-butoxynaphthalen-2-yl)sulfonyl]-L-glutamic acid DB08105
0.4857 N-[(6-butoxynaphthalen-2-yl)sulfonyl]-D-glutamic acid DB08106
0.4823 N-{[6-(PENTYLOXY)NAPHTHALEN-2-YL]SULFONYL}-D-GLUTAMIC ACID DB08107