iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1233

Identifiers

  • Canonical SMILES: 
    CC(C)c1cc([nH]n1)C(=O)NC[C@H](NC(=O)c1c(Cl)cc2CN(CCc2c1Cl)C(=O)c1ccc(Cl)cc1)C(O)=O
  • InChi: 
    InChI=1S/C27H26Cl3N5O5/c1-13(2)19-10-20(34-33-19)24(36)31-11-21(27(39)40)32-25(37)22-18(29)9-15-12-35(8-7-17(15)23(22)30)26(38)14-3-5-16(28)6-4-14/h3-6,9-10,13,21H,7-8,11-12H2,1-2H3,(H,31,36)(H,32,37)(H,33,34)(H,39,40)/t21-/m0/s1
  • InChiKey: 
    XHKRSCFWMSIKHG-NRFANRHFSA-N

External links


168317820

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. 1r

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 6.60 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 605.10 g/mol
HBA 10
HBD 4
HBA + HBD 14
AlogP 3.87
TPSA 144.49
RB 8
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 1r ITAL
P20701
Biochemical assay ELISA pIC50 (half maximal inhibitory concentration, -log10) 6.60
Ta Structure Name Drugbank ID
0.5421 Lifitegrast DB11611
0.4944 (2s)-2-[(2,4-Dichloro-Benzoyl)-(3-Trifluoromethyl-Benzyl)-Amino]-3-Phenyl-Propionic Acid DB03605
0.4796 Ketodarolutamide DB15647
0.4703 2-[(1R)-1-CARBOXY-2-(4-HYDROXYPHENYL)ETHYL]-1,3-DIOXOISOINDOLINE-5-CARBOXYLIC ACID DB07663
0.4669 PF-06821497 DB14799
0.4657 Cp403700, (S)-1-{2-[(5-Chloro-1h-Indole-2-Carbonyl)-Amino]-3-Phenyl-Propionyl}-Azetidine-3-Carboxylate DB03744
0.4629 Darolutamide DB12941
0.4432 2-[(1R)-1-carboxy-2-naphthalen-1-ylethyl]-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carboxylic acid DB06922
0.4375 Quinaprilat DB14217
0.4354 Moexiprilat DB14210
0.4335 Onalespib DB06306
0.4333 Ixazomib DB09570
0.4332 Facinicline DB05586
0.4332 2-[(1R)-2-carboxy-1-(naphthalen-1-ylmethyl)ethyl]-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carboxylic acid DB08731
0.4326 Histrelin DB06788