iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1359

Identifiers

  • Canonical SMILES: 
    Clc1cc(Cl)cc(c1)N1C(=O)[C@@H]2C[C@@H](CN2C1=O)Oc1ccc(Br)cc1
  • IUPAC name: 
    (6S,7aS)-6-(4-bromophenoxy)-2-(3,5-dichlorophenyl)-5,6,7,7a-tetrahydropyrrolo[1,2-c]imidazole-1,3-dione
  • InChi: 
    InChI=1S/C18H13BrCl2N2O3/c19-10-1-3-14(4-2-10)26-15-8-16-17(24)23(18(25)22(16)9-15)13-6-11(20)5-12(21)7-13/h1-7,15-16H,8-9H2/t15-,16-/m0/s1
  • InChiKey: 
    YAIIYQQJBPVSEB-HOTGVXAUSA-N

External links


9804074
7979834

External search

Bibliography (1)

Publication Name
Potin D, Launay M, Nicolai E, Fabreguette M, Malabre P, Caussade F, Besse D, Skala S, Stetsko DK, Todderud G, Beno BR, Cheney DL, Chang CJ, Sheriff S, Hollenbaugh DL, Barrish JC, Iwanowicz EJ, Suchard SJ, Dhar TG. . De novo design, synthesis, and in vitro activity of LFA-1 antagonists based on a bicyclic[5.5]hydantoin scaffold. Bioorganic & medicinal chemistry letters. 3

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 6.32 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 453.95 g/mol
HBA 5
HBD 0
HBA + HBD 5
AlogP 4.44
TPSA 49.85
RB 3
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
15686933 3 ITAL
P20701
Cellular assay hsb-2 cell adhesion assay pIC50 (half maximal inhibitory concentration, -log10) 6.32
Ta Structure Name Drugbank ID
0.6437 BMS-564929 DB07286
0.6237 Eribaxaban DB06920
0.6061 4-[(7R,7AS)-7-HYDROXY-1,3-DIOXOTETRAHYDRO-1H-PYRROLO[1,2-C]IMIDAZOL-2(3H)-YL]-1-NAPHTHONITRILE DB08087
0.5062 SUVN-G3031 DB14835
0.4974 N-METHYLALANYL-3-METHYLVALYL-4-PHENOXY-N-(1,2,3,4-TETRAHYDRONAPHTHALEN-1-YL)PROLINAMIDE DB04612
0.4969 Talinolol DB11770
0.4807 Brilaroxazine DB09226
0.4681 Aripiprazole DB01238
0.4670 Tandutinib DB05465
0.4581 (2S)-4-METHYL-2-(3-PHENYLTHIOUREIDO)-N-((3S)-TETRAHYDRO-2-HYDROXY-3-FURANYL)PENTANAMIDE DB07627
0.4550 Degarelix DB06699
0.4495 Emricasan DB05408
0.4493 Dorzagliatin DB15123
0.4452 GLYCYLALANYL-N-2-NAPHTHYL-L-PROLINEAMIDE DB07813
0.4438 METHYL 4-{[({[(2R,5S)-5-{[(2S)-2-(AMINOMETHYL)PYRROLIDIN-1-YL]CARBONYL}PYRROLIDIN-2-YL]METHYL}AMINO)CARBONYL]AMINO}BENZOATE DB07328