iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 2444

Identifiers

  • Canonical SMILES: 
    N[C@H]1C[C@@H](C1)Oc1ccc(Cl)cc1-c1ccnc2cc(CN3C(=O)CCC3=O)sc12
  • IUPAC name: 
    1-[(7-{5-chloro-2-[(1r,3r)-3-aminocyclobutoxy]phenyl}thieno[3,2-b]pyridin-2-yl)methyl]pyrrolidine-2,5-dione
  • InChi: 
    InChI=1S/C22H20ClN3O3S/c23-12-1-2-19(29-14-8-13(24)9-14)17(7-12)16-5-6-25-18-10-15(30-22(16)18)11-26-20(27)3-4-21(26)28/h1-2,5-7,10,13-14H,3-4,8-9,11,24H2/t13-,14-
  • InChiKey: 
    XZSBOJKUOQCRSY-HDJSIYSDSA-N

External search

Bibliography (1)

Publication Name
Leger Paul R., Hu Dennis X., Biannic Berenger, Bui Minna, Han Xinping, Karbarz Emily, Maung Jack, Okano Akinori, Osipov Maksim, Shibuya Grant M., Young Kyle, Higgs Christopher, Abraham Betty, Bradford Delia, Cho Cynthia, Colas Christophe, Jacobson Scott, Ohol Yamini M., Pookot Deepa, Rana Payal, Sanchez Jerick, Shah Niket, Sun Michael, Wong Steve, Brockstedt Dirk G., Kassner Paul D., Schwarz Jacob B., Wustrow David J.. . Discovery of Potent, Selective, and Orally Bioavailable Inhibitors of USP7 with In Vivo Antitumor Activity Journal of Medicinal Chemistry. 27

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
USP7 / Ubiquitin 8.47 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 441.09 g/mol
HBA 6
HBD 2
HBA + HBD 8
AlogP 2.50
TPSA 87.14
RB 5
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 1 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
10.1021/acs.jmedchem.0c00245 27 UBP7
Q93009 		UBB
P0CG47 		Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 8.47
10.1021/acs.jmedchem.0c00245 27 UBP7
Q93009 		UBB
P0CG47 		Cellular assay p53-luciferase RKO pEC50 (half maximal effective concentration, -log10) 6.82
Ta Structure Name Drugbank ID
0.4908 PF-00356231 DB03367
0.4878 2-({4-[(5-CHLORO-1H-INDOL-2-YL)SULFONYL]PIPERAZIN-1-YL}CARBONYL)THIENO[3,2-B]PYRIDINE 4-OXIDE DB07605
0.4468 1-(1'-{[3-(methylsulfanyl)-2-benzothiophen-1-yl]carbonyl}spiro[1-benzofuran-3,4'-piperidin]-5-yl)methanamine DB06848
0.4341 RPR131247 DB02744
0.4275 2-amino-4-[2,4-dichloro-5-(2-pyrrolidin-1-ylethoxy)phenyl]-N-ethylthieno[2,3-d]pyrimidine-6-carboxamide DB06969
0.4210 Sitravatinib DB15036
0.4188 (1S,3R,6S)-4-oxo-6-{4-[(2-phenylquinolin-4-yl)methoxy]phenyl}-5-azaspiro[2.4]heptane-1-carboxylic acid DB07189
0.4167 THIENO[3,2-B]PYRIDINE-2-SULFONIC ACID [1-(1-AMINO-ISOQUINOLIN-7-YLMETHYL)-2-OXO-PYRROLDIN-3-YL]-AMIDE DB07261
0.4102 CRS-3123 DB12262
0.4089 9-HYDROXY-6-(3-HYDROXYPROPYL)-4-(2-METHOXYPHENYL)PYRROLO[3,4-C]CARBAZOLE-1,3(2H,6H)-DIONE DB07006
0.4060 Glesatinib DB06302
0.4050 (2S,4S,5R)-2-ISOBUTYL-5-(2-THIENYL)-1-[4-(TRIFLUOROMETHYL)BENZOYL]PYRROLIDINE-2,4-DICARBOXYLIC ACID DB07200
0.4036 MAX-40279 DB15191
0.4028 Encenicline DB11726
0.4019 2-[2-(1,3-Dioxo-1,3-Dihydro-2h-Isoindol-2-Yl)Ethyl]-4-(4'-Ethoxy-1,1'-Biphenyl-4-Yl)-4-Oxobutanoic Acid DB04405