iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 2126

Identifiers

  • Canonical SMILES: 
    CCOc1cccc(CN2[C@@H](C)[C@@H](N)[C@H](c3cccc(Cl)c3F)[C@]22C(=O)Nc3cc(Cl)ccc23)c1
  • IUPAC name: 
    (3S,3'S,4'S,5'S)-4'-amino-6-chloro-3'-(3-chloro-2-fluorophenyl)-1'-[(3-ethoxyphenyl)methyl]-5'-methyl-1,2-dihydrospiro[indole-3,2'-pyrrolidin]-2-one
  • InChi: 
    InChI=1S/C27H26Cl2FN3O2/c1-3-35-18-7-4-6-16(12-18)14-33-15(2)25(31)23(19-8-5-9-21(29)24(19)30)27(33)20-11-10-17(28)13-22(20)32-26(27)34/h4-13,15,23,25H,3,14,31H2,1-2H3,(H,32,34)/t15-,23-,25+,27+/m0/s1
  • InChiKey: 
    VTZPRLPCZBTKSH-VFICKSILSA-N

External links


122198472
CHEMBL4756922
6SS

External search

Bibliography (1)

Publication Name
Gollner Andreas, Rudolph Dorothea, Arnhof Heribert, Bauer Markus, Blake Sophia M., Boehmelt Guido, Cockroft Xiao-Ling, Dahmann Georg, Ettmayer Peter, Gerstberger Thomas, Karolyi-Oezguer Jale, Kessler Dirk, Kofink Christiane, Ramharter Juergen, Rinnenthal Jörg, Savchenko Alexander, Schnitzer Renate, Weinstabl Harald, Weyer-Czernilofsky Ulrike, Wunberg Tobias, McConnell Darryl B.. . Discovery of Novel Spiro[3H-indole-3,2′-pyrrolidin]-2(1H)-one Compounds as Chemically Stable and Orally Active Inhibitors of the MDM2–p53 Interaction Journal of Medicinal Chemistry. 6b

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
MDM2-Like / P53 6.09 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 513.14 g/mol
HBA 5
HBD 3
HBA + HBD 8
AlogP 5.60
TPSA 69.21
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 0 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
10.1021/acs.jmedchem.6b00900 6b MDM2
Q00987 		P53
P04637 		Biochemical assay alphascreen pIC50 (half maximal inhibitory concentration, -log10) 6.09
Ta Structure Name Drugbank ID
0.7114 SAR-405838 DB12541
0.6091 Idasanutlin DB12325
0.5950 Milademetan DB15257
0.5277 MK-3207 DB12424
0.5252 OPC-51803 DB05838
0.5124 OPC-14523 DB05422
0.5095 Repaglinide DB00912
0.4790 Degarelix DB06699
0.4748 Olcegepant DB04869
0.4748 Bentiromide DB00522
0.4734 Aripiprazole DB01238
0.4686 Vesnarinone DB12082
0.4660 Ombitasvir DB09296
0.4615 Timcodar DB12761
0.4612 Acyline DB11906