iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 639

Identifiers

  • Canonical SMILES: 
    CS(=O)(=O)n1cc(C(=O)NC[C@H](NC(=O)c2c(Cl)cc3CN(CCc3c2Cl)C(=O)c2ccc(Cl)cc2)C(O)=O)c2ccccc12
  • IUPAC name: 
    (2S)-2-[[5,7-dichloro-2-(4-chlorobenzoyl)-3,4-dihydro-1H-isoquinoline-6-carbonyl]amino]-3-[(1-methylsulfonylindole-3-carbonyl)amino]propanoic acid
  • InChi: 
    InChI=1S/C30H25Cl3N4O7S/c1-45(43,44)37-15-21(20-4-2-3-5-24(20)37)27(38)34-13-23(30(41)42)35-28(39)25-22(32)12-17-14-36(11-10-19(17)26(25)33)29(40)16-6-8-18(31)9-7-16/h2-9,12,15,23H,10-11,13-14H2,1H3,(H,34,38)(H,35,39)(H,41,42)/t23-/m0/s1
  • InChiKey: 
    XOXBNFKSIDCMFB-QHCPKHFHSA-N

External links


53325865
CHEMBL1644115
26379288

External search

Bibliography (1)

Publication Name
Zhong M, Hanan EJ, Shen W, Bui M, Arkin MR, Barr KJ, Evanchik MJ, Hoch U, Hyde J, Martell JR, Oslob JD, Paulvannan K, Prabhu S, Silverman JA, Wright J, Yu CH, Zhu J, Flanagan WM. . Structure-activity relationship (SAR) of the α-amino acid residue of potent tetrahydroisoquinoline (THIQ)-derived LFA-1/ICAM-1 antagonists. Bioorganic & medicinal chemistry letters. 1f

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 7.00 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 690.05 g/mol
HBA 11
HBD 3
HBA + HBD 14
AlogP 3.40
TPSA 154.88
RB 7
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
21109434 1f ITAL
P20701
Biochemical assay ELISA pIC50 (half maximal inhibitory concentration, -log10) 7.00
Ta Structure Name Drugbank ID
0.5219 Lifitegrast DB11611
0.4762 PF-06821497 DB14799
0.4698 Talmapimod DB05412
0.4630 Cp403700, (S)-1-{2-[(5-Chloro-1h-Indole-2-Carbonyl)-Amino]-3-Phenyl-Propionyl}-Azetidine-3-Carboxylate DB03744
0.4626 SUVN-502 DB06140
0.4605 Setipiprant DB12562
0.4510 Rebamipide DB11656
0.4495 Pruvanserin DB13094
0.4493 Alosetron DB00969
0.4439 (2s)-2-[(2,4-Dichloro-Benzoyl)-(3-Trifluoromethyl-Benzyl)-Amino]-3-Phenyl-Propionic Acid DB03605
0.4375 Histrelin DB06788
0.4366 N-(indole-3-acetyl)-L-aspartic acid DB07951
0.4361 RO-5028442 DB12721
0.4359 CEP-9722 DB14882
0.4336 [(3S)-3-(Methylcarbamoyl)-2-{[(2-methyl-2-propanyl)oxy]carbonyl}-1,2,3,4-tetrahydro-7-isoquinolinyl]sulfamic acid DB06887