iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 808

Identifiers

  • Canonical SMILES: 
    CC(C)C[C@H]1N[C@H]([C@H](c2ccccc2)[C@@]11C(=O)Nc2cc(Cl)ccc12)C(=O)N(C)C
  • IUPAC name: 
    (2'R,3S,3'R,5'R)-6-chloro-N,N-dimethyl-5'-(2-methylpropyl)-2-oxo-3'-phenylspiro[1H-indole-3,4'-pyrrolidine]-2'-carboxamide
  • InChi: 
    InChI=1S/C24H28ClN3O2/c1-14(2)12-19-24(17-11-10-16(25)13-18(17)26-23(24)30)20(15-8-6-5-7-9-15)21(27-19)22(29)28(3)4/h5-11,13-14,19-21,27H,12H2,1-4H3,(H,26,30)/t19-,20+,21-,24+/m1/s1
  • InChiKey: 
    VTKYXKHIEFVJSW-WHLIWEHUSA-N

External links


11475818
CHEMBL3407578
9650647

External search

Bibliography (1)

Publication Name
Ding K, Lu Y, Nikolovska-Coleska Z, Qiu S, Ding Y, Gao W, Stuckey J, Krajewski K, Roller PP, Tomita Y, Parrish DA, Deschamps JR, Wang S. . Structure-based design of potent non-peptide MDM2 inhibitors. Journal of the American Chemical Society. 1a

Pharmacological data

Biochemical tests Cellular tests PK tests Cytotoxicity tests
1 3 0 0

Targets

PPI family Best activity Diseases MMoA
MDM2-Like / P53 5.07 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 425.19 g/mol
HBA 5
HBD 2
HBA + HBD 7
AlogP 3.85
TPSA 61.44
RB 4
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 3 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
16028899 1a MDM2
Q00987
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 5.07
16028899 1a MDM2
Q00987
Cellular assay Proliferation assay LNCaP cells pIC50 (half maximal inhibitory concentration, -log10) 5.01
16028899 1a MDM2
Q00987
Cellular assay Proliferation assay PC-3 cells pIC50 (half maximal inhibitory concentration, -log10) 4.31
16028899 1a MDM2
Q00987
Cellular assay Proliferation assay PrEC cells pIC50 (half maximal inhibitory concentration, -log10) 4.22
Ta Structure Name Drugbank ID
0.8171 SAR-405838 DB12541
0.6505 Milademetan DB15257
0.5901 Mosapramine DB13676
0.5775 (3S)-N-(3-CHLORO-2-METHYLPHENYL)-1-CYCLOHEXYL-5-OXOPYRROLIDINE-3-CARBOXAMIDE DB07090
0.5775 (3S)-N-(5-CHLORO-2-METHYLPHENYL)-1-CYCLOHEXYL-5-OXOPYRROLIDINE-3-CARBOXAMIDE DB07222
0.5625 3-[4-(1-formylpiperazin-4-yl)-benzylidenyl]-2-indolinone DB02058
0.5588 SLV-334 DB15356
0.5563 Amedalin DB09188
0.5515 OPC-51803 DB05838
0.5454 Degarelix DB06699
0.5398 Daglutril DB05796
0.5357 OPC-14523 DB05422
0.5357 Lorcainide DB13653
0.5305 Benazeprilat DB14125
0.5222 Acyline DB11906