iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 2458

Identifiers

  • Canonical SMILES: 
    Cc1cc(Cl)cc(c1C[C@@H]1CNCCO1)-c1ccnc2cc(CN3C(=O)C4C(C3=O)C4(C)C)sc12
  • IUPAC name: 
    3-{[7-(5-chloro-3-methyl-2-{[(2R)-morpholin-2-yl]methyl}phenyl)thieno[3,2-b]pyridin-2-yl]methyl}-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2,4-dione
  • InChi: 
    InChI=1S/C27H28ClN3O3S/c1-14-8-15(28)9-20(19(14)10-16-12-29-6-7-34-16)18-4-5-30-21-11-17(35-24(18)21)13-31-25(32)22-23(26(31)33)27(22,2)3/h4-5,8-9,11,16,22-23,29H,6-7,10,12-13H2,1-3H3/t16-,22?,23?/m1/s1
  • InChiKey: 
    DUAGQCVAGBJSHT-ZUTUBDCJSA-N

External links


146445055
CHEMBL4647217

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. 41

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
USP7 / Ubiquitin 9.36 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 509.15 g/mol
HBA 6
HBD 1
HBA + HBD 7
AlogP 4.35
TPSA 76.11
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 1 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
10.1021/acs.jmedchem.0c00245 41 UBP7
Q93009 		UBB
P0CG47 		Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 9.36
10.1021/acs.jmedchem.0c00245 41 UBP7
Q93009 		UBB
P0CG47 		Cellular assay p53-luciferase RKO pEC50 (half maximal effective concentration, -log10) 7.60
PK data
Bibliography Name Assay name Administration mode Dose (mg/kg) Dose interval (hours) Tolerated AUC Clearance Cmax Oral bioavailability T1/2 (min) Tmax (min) Volume distribution (Vd)
10.1021/acs.jmedchem.0c00245 41 MM.1S xenograft PO 50.00 12 yes yes no no None None None no
Ta Structure Name Drugbank ID
0.5067 PF-00356231 DB03367
0.4449 Ibodutant DB12042
0.4449 2-({4-[(5-CHLORO-1H-INDOL-2-YL)SULFONYL]PIPERAZIN-1-YL}CARBONYL)THIENO[3,2-B]PYRIDINE 4-OXIDE DB07605
0.4412 Proglumetacin DB13527
0.4390 (2S,4S,5R)-2-ISOBUTYL-5-(2-THIENYL)-1-[4-(TRIFLUOROMETHYL)BENZOYL]PYRROLIDINE-2,4-DICARBOXYLIC ACID DB07200
0.4274 1-(1'-{[3-(methylsulfanyl)-2-benzothiophen-1-yl]carbonyl}spiro[1-benzofuran-3,4'-piperidin]-5-yl)methanamine DB06848
0.4239 (1S,3R,6S)-4-oxo-6-{4-[(2-phenylquinolin-4-yl)methoxy]phenyl}-5-azaspiro[2.4]heptane-1-carboxylic acid DB07189
0.4176 2-CHLORO-N-[(1R,2R)-1-HYDROXY-2,3-DIHYDRO-1H-INDEN-2-YL]-6H-THIENO[2,3-B]PYRROLE-5-CARBOXAMIDE DB06986
0.4115 INCB-9471 DB12960
0.4108 RO-5028442 DB12721
0.4106 (2S,4S,5R)-1-(4-TERT-BUTYLBENZOYL)-2-ISOBUTYL-5-(1,3-THIAZOL-2-YL)PYRROLIDINE-2,4-DICARBOXYLIC ACID DB07199
0.4103 Virginiamycin S1 DB04805
0.4068 5-CHLORO-N-((1R,2S)-2-(4-(2-OXOPYRIDIN-1(2H)-YL)BENZAMIDO) CYCLOPENTYL)THIOPHENE-2-CARBOXAMIDE DB08174
0.4059 ABC-294640 DB12764
0.4035 (S)-2-CHLORO-N-(1-(2-(2-HYDROXYETHYLAMINO)-2-OXOETHYL)-2-OXO-1,2,3,4-TETRAHYDROQUINOLIN-3-YL)-6H-THIENO[2,3-B]PYRROLE-5-CARBOXAMIDE DB07792