iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 160

Identifiers

  • Canonical SMILES: 
    Cc1ccc2n(cc(C(=O)NC[C@H](NC(=O)c3c(Cl)cc4CN(CCc4c3Cl)C(=O)c3ccc(Cl)cc3)C(O)=O)c2c1)S(C)(=O)=O
  • IUPAC name: 
    (2S)-2-[[5,7-dichloro-2-(4-chlorobenzoyl)-3,4-dihydro-1H-isoquinoline-6-carbonyl]amino]-3-[(5-methyl-1-methylsulfonylindole-3-carbonyl)amino]propanoic acid
  • InChi: 
    InChI=1S/C31H27Cl3N4O7S/c1-16-3-8-25-21(11-16)22(15-38(25)46(2,44)45)28(39)35-13-24(31(42)43)36-29(40)26-23(33)12-18-14-37(10-9-20(18)27(26)34)30(41)17-4-6-19(32)7-5-17/h3-8,11-12,15,24H,9-10,13-14H2,1-2H3,(H,35,39)(H,36,40)(H,42,43)/t24-/m0/s1
  • InChiKey: 
    GWKUQIDUBUTSSN-DEOSSOPVSA-N

External links


53322789
CHEMBL1644118
26377659

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. 1i

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 7.59 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 704.07 g/mol
HBA 11
HBD 3
HBA + HBD 14
AlogP 3.92
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 1i ITAL
P20701
Biochemical assay ELISA pIC50 (half maximal inhibitory concentration, -log10) 7.59
Ta Structure Name Drugbank ID
0.5152 Lifitegrast DB11611
0.4881 PF-06821497 DB14799
0.4837 Talmapimod DB05412
0.4633 Cp403700, (S)-1-{2-[(5-Chloro-1h-Indole-2-Carbonyl)-Amino]-3-Phenyl-Propionyl}-Azetidine-3-Carboxylate DB03744
0.4609 Setipiprant DB12562
0.4562 SUVN-502 DB06140
0.4500 Pruvanserin DB13094
0.4498 Alosetron DB00969
0.4487 CEP-9722 DB14882
0.4444 Rebamipide DB11656
0.4429 MK-3577 DB14957
0.4386 4-(2-chlorophenyl)-8-(2-hydroxyethyl)-6-methylpyrrolo[3,4-e]indole-1,3(2H,6H)-dione DB07257
0.4372 (2s)-2-[(2,4-Dichloro-Benzoyl)-(3-Trifluoromethyl-Benzyl)-Amino]-3-Phenyl-Propionic Acid DB03605
0.4352 Epelsiban DB11934
0.4342 [(3S)-3-(Methylcarbamoyl)-2-{[(2-methyl-2-propanyl)oxy]carbonyl}-1,2,3,4-tetrahydro-7-isoquinolinyl]sulfamic acid DB06887