iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 2464

Identifiers

  • Canonical SMILES: 
    COc1ccc(cc1)S(=O)(=O)Nc1ccc(N([C@@H](C)C(O)=O)S(=O)(=O)c2ccc(OC)cc2)c2ccccc12
  • IUPAC name: 
    (2S)-2-{N-[4-(4-methoxybenzenesulfonamido)naphthalen-1-yl]4-methoxybenzenesulfonamido}propanoic acid
  • InChi: 
    InChI=1S/C27H26N2O8S2/c1-18(27(30)31)29(39(34,35)22-14-10-20(37-3)11-15-22)26-17-16-25(23-6-4-5-7-24(23)26)28-38(32,33)21-12-8-19(36-2)9-13-21/h4-18,28H,1-3H3,(H,30,31)/t18-/m0/s1
  • InChiKey: 
    GSPXMSUWDWFXCY-SFHVURJKSA-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. 21

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
Keap1 / Nrf2 6.90 chronic obstructive pulmonary disease , multiple sclerosis , chronic kidney disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 570.11 g/mol
HBA 10
HBD 2
HBA + HBD 12
AlogP 3.89
TPSA 142.14
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 21 KEAP1
Q9Z2X8 		NF2L2
Q60795 		Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 6.90
Ta Structure Name Drugbank ID
0.7030 N-[(4-methoxyphenyl)sulfonyl]-D-alanine DB08599
0.5440 N-[(6-butoxynaphthalen-2-yl)sulfonyl]-L-glutamic acid DB08105
0.5440 N-[(6-butoxynaphthalen-2-yl)sulfonyl]-D-glutamic acid DB08106
0.5407 N-{3-METHYL-5-[2-(PYRIDIN-4-YLAMINO)-ETHOXY]-PHENYL}-BENZENESULFONAMIDE DB07944
0.5397 N-{[6-(PENTYLOXY)NAPHTHALEN-2-YL]SULFONYL}-D-GLUTAMIC ACID DB08107
0.5373 (2R)-N-{4-[Ethyl(phenyl)sulfamoyl]-2-methylphenyl}-3,3,3-trifluoro-2-hydroxy-2-methylpropanamide DB08609
0.5241 Sivelestat DB12863
0.5188 [4-(4-PHENYL-PIPERIDIN-1-YL)-BENZENESULFONYLAMINO]-ACETIC ACID DB07986
0.5159 N-ISOBUTYL-N-[4-METHOXYPHENYLSULFONYL]GLYCYL HYDROXAMIC ACID DB08271
0.5122 2-({[4-(TRIFLUOROMETHOXY)PHENYL]SULFONYL}AMINO)ETHYL DIHYDROGEN PHOSPHATE DB07748
0.5120 Tosyl-D-Proline DB02752
0.5041 Dansyllysine DB04676
0.4968 N,O-Didansyl-L-Tyrosine DB03157
0.4929 N-({6-[(4-CYANOBENZYL)OXY]NAPHTHALEN-2-YL}SULFONYL)-D-GLUTAMIC ACID DB08108
0.4880 Sulfanitran DB11463