iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 323

Identifiers

  • Canonical SMILES: 
    Cc1cc2CN(CCc2c(C)c1C(=O)N[C@@H](CNC(=O)c1ccco1)C(O)=O)C(=O)c1ccc(Cl)cc1
  • InChi: 
    InChI=1S/C27H26ClN3O6/c1-15-12-18-14-31(26(34)17-5-7-19(28)8-6-17)10-9-20(18)16(2)23(15)25(33)30-21(27(35)36)13-29-24(32)22-4-3-11-37-22/h3-8,11-12,21H,9-10,13-14H2,1-2H3,(H,29,32)(H,30,33)(H,35,36)/t21-/m0/s1
  • InChiKey: 
    MQJQEUOWHLPSTE-NRFANRHFSA-N

External links


168318236

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. 6l

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 7.29 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 523.15 g/mol
HBA 9
HBD 3
HBA + HBD 12
AlogP 3.37
TPSA 128.95
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 0 1 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
20655213 6l ITAL
P20701
Cellular assay hut-78 cell adhesion assay pIC50 (half maximal inhibitory concentration, -log10) 7.29
Ta Structure Name Drugbank ID
0.5148 Lifitegrast DB11611
0.5133 Furoyl-Leucine DB02215
0.5000 2-[(1R)-1-carboxy-2-naphthalen-1-ylethyl]-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carboxylic acid DB06922
0.4974 L-756423 DB02009
0.4969 2-[(1R)-2-carboxy-1-(naphthalen-1-ylmethyl)ethyl]-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carboxylic acid DB08731
0.4940 2-[(1R)-1-CARBOXY-2-(4-HYDROXYPHENYL)ETHYL]-1,3-DIOXOISOINDOLINE-5-CARBOXYLIC ACID DB07663
0.4928 N-[(Furan-2-Yl)Carbonyl]-(S)-Leucyl-(R)-[1-Amino-2(1h-Indol-3-Yl)Ethyl]-Phosphonic Acid DB02046
0.4847 (2s)-2-[(2,4-Dichloro-Benzoyl)-(3-Trifluoromethyl-Benzyl)-Amino]-3-Phenyl-Propionic Acid DB03605
0.4839 4-chloro-N-(3-methoxypropyl)-N-[(3S)-1-(2-phenylethyl)piperidin-3-yl]benzamide DB08344
0.4821 Palonosetron DB00377
0.4819 Bradanicline DB06090
0.4815 Semagacestat DB12463
0.4773 RU82197 DB03268
0.4737 Quinaprilat DB14217
0.4717 (R)-Praziquantel DB11749