iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 898

Identifiers

  • Canonical SMILES: 
    CC(=O)NC[C@H](NC(=O)c1c(C)cc2CN(CCc2c1C)C(=O)c1ccc(Cl)cc1)C(O)=O
  • InChi: 
    InChI=1S/C24H26ClN3O5/c1-13-10-17-12-28(23(31)16-4-6-18(25)7-5-16)9-8-19(17)14(2)21(13)22(30)27-20(24(32)33)11-26-15(3)29/h4-7,10,20H,8-9,11-12H2,1-3H3,(H,26,29)(H,27,30)(H,32,33)/t20-/m0/s1
  • InChiKey: 
    MTAFOUFERQBSGV-FQEVSTJZSA-N

External links


168318031

External search

Bibliography (1)

Publication Name
Zhong M, Shen W, Barr KJ, Arbitrario JP, Arkin MR, Bui M, Chen T, Cunningham BC, Evanchik MJ, Hanan EJ, Hoch U, Huen K, Hyde J, Kumer JL, Lac T, Lawrence CE, Martell JR, Oslob JD, Paulvannan K, Prabhu S, Silverman JA, Wright J, Yu CH, Zhu J, Flanagan WM. . Discovery of tetrahydroisoquinoline (THIQ) derivatives as potent and orally bioavailable LFA-1/ICAM-1 antagonists. Bioorganic & medicinal chemistry letters. 6i

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 6.21 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 471.16 g/mol
HBA 8
HBD 3
HBA + HBD 11
AlogP 2.45
TPSA 115.81
RB 6
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 0 1 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
20655213 6i ITAL
P20701
Cellular assay hut-78 cell adhesion assay pIC50 (half maximal inhibitory concentration, -log10) 6.21
Ta Structure Name Drugbank ID
0.5970 2-[(1R)-1-carboxy-2-naphthalen-1-ylethyl]-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carboxylic acid DB06922
0.5827 4-chloro-N-(3-methoxypropyl)-N-[(3S)-1-(2-phenylethyl)piperidin-3-yl]benzamide DB08344
0.5809 2-[(1R)-2-carboxy-1-(naphthalen-1-ylmethyl)ethyl]-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carboxylic acid DB08731
0.5778 (2s)-2-[(2,4-Dichloro-Benzoyl)-(3-Trifluoromethyl-Benzyl)-Amino]-3-Phenyl-Propionic Acid DB03605
0.5755 2-[(1R)-1-CARBOXY-2-(4-HYDROXYPHENYL)ETHYL]-1,3-DIOXOISOINDOLINE-5-CARBOXYLIC ACID DB07663
0.5746 Semagacestat DB12463
0.5702 3,4-Dihydro-5-Methyl-Isoquinolinone DB03722
0.5603 Palonosetron DB00377
0.5486 Quinaprilat DB14217
0.5446 3-(Benzoylamino)-L-Alanine DB03992
0.5414 (R)-Praziquantel DB11749
0.5414 Praziquantel DB01058
0.5298 RU82197 DB03268
0.5137 Lifitegrast DB11611
0.5092 Cp403700, (S)-1-{2-[(5-Chloro-1h-Indole-2-Carbonyl)-Amino]-3-Phenyl-Propionyl}-Azetidine-3-Carboxylate DB03744