iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 202

Identifiers

  • Canonical SMILES: 
    Cc1ccccc1C(=O)N1CCc2c(C)c(C(=O)N[C@@H](CNC(=O)c3cccs3)C(O)=O)c(C)cc2C1
  • InChi: 
    InChI=1S/C28H29N3O5S/c1-16-7-4-5-8-20(16)27(34)31-11-10-21-18(3)24(17(2)13-19(21)15-31)26(33)30-22(28(35)36)14-29-25(32)23-9-6-12-37-23/h4-9,12-13,22H,10-11,14-15H2,1-3H3,(H,29,32)(H,30,33)(H,35,36)/t22-/m0/s1
  • InChiKey: 
    CXORMCYWYORQIB-QFIPXVFZSA-N

External links


168318310

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. 6c

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 6.34 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 519.18 g/mol
HBA 8
HBD 3
HBA + HBD 11
AlogP 4.13
TPSA 115.81
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 6c ITAL
P20701
Cellular assay hut-78 cell adhesion assay pIC50 (half maximal inhibitory concentration, -log10) 6.34
Ta Structure Name Drugbank ID
0.5625 N-[2-(2-methyl-1H-indol-3-yl)ethyl]thiophene-2-carboxamide DB08235
0.5525 Ibodutant DB12042
0.5320 2-[(1R)-2-carboxy-1-(naphthalen-1-ylmethyl)ethyl]-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carboxylic acid DB08731
0.5256 2-[(1R)-1-carboxy-2-naphthalen-1-ylethyl]-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carboxylic acid DB06922
0.5246 PF-00356231 DB03367
0.5244 Encenicline DB11726
0.5155 (2S,4S,5R)-2-ISOBUTYL-5-(2-THIENYL)-1-[4-(TRIFLUOROMETHYL)BENZOYL]PYRROLIDINE-2,4-DICARBOXYLIC ACID DB07200
0.5093 2-[(1R)-1-CARBOXY-2-(4-HYDROXYPHENYL)ETHYL]-1,3-DIOXOISOINDOLINE-5-CARBOXYLIC ACID DB07663
0.4970 Quinaprilat DB14217
0.4968 Semagacestat DB12463
0.4880 Icatibant DB06196
0.4878 Palonosetron DB00377
0.4863 5-CHLORO-N-((1R,2S)-2-(4-(2-OXOPYRIDIN-1(2H)-YL)BENZAMIDO) CYCLOPENTYL)THIOPHENE-2-CARBOXAMIDE DB08174
0.4774 (R)-Praziquantel DB11749
0.4774 Praziquantel DB01058