iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 682

Identifiers

  • Canonical SMILES: 
    CC(C)C[C@H]1N[C@H]([C@H](c2cccc(Cl)c2)[C@@]11C(=O)Nc2cc(Cl)ccc12)C(=O)N(C)C
  • IUPAC name: 
    (2'R,3S,3'R,5'R)-6-chloro-3'-(3-chlorophenyl)-N,N-dimethyl-5'-(2-methylpropyl)-2-oxospiro[1H-indole-3,4'-pyrrolidine]-2'-carboxamide
  • InChi: 
    InChI=1S/C24H27Cl2N3O2/c1-13(2)10-19-24(17-9-8-16(26)12-18(17)27-23(24)31)20(14-6-5-7-15(25)11-14)21(28-19)22(30)29(3)4/h5-9,11-13,19-21,28H,10H2,1-4H3,(H,27,31)/t19-,20+,21-,24+/m1/s1
  • InChiKey: 
    PBDZIMHWKNPOPX-WHLIWEHUSA-N

External links


11236522
9411567

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. 1b

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
MDM2-Like / P53 6.52 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 459.15 g/mol
HBA 5
HBD 2
HBA + HBD 7
AlogP 4.45
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 1b MDM2
Q00987
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 6.52
16028899 1b MDM2
Q00987
Cellular assay Proliferation assay LNCaP cells pIC50 (half maximal inhibitory concentration, -log10) 5.68
16028899 1b MDM2
Q00987
Cellular assay Proliferation assay PC-3 cells pIC50 (half maximal inhibitory concentration, -log10) 4.51
16028899 1b MDM2
Q00987
Cellular assay Proliferation assay PrEC cells pIC50 (half maximal inhibitory concentration, -log10) 4.77
Ta Structure Name Drugbank ID
0.8415 SAR-405838 DB12541
0.6618 Milademetan DB15257
0.5758 Mosapramine DB13676
0.5616 (3S)-N-(3-CHLORO-2-METHYLPHENYL)-1-CYCLOHEXYL-5-OXOPYRROLIDINE-3-CARBOXAMIDE DB07090
0.5616 (3S)-N-(5-CHLORO-2-METHYLPHENYL)-1-CYCLOHEXYL-5-OXOPYRROLIDINE-3-CARBOXAMIDE DB07222
0.5476 OPC-51803 DB05838
0.5473 3-[4-(1-formylpiperazin-4-yl)-benzylidenyl]-2-indolinone DB02058
0.5460 SLV-334 DB15356
0.5411 Amedalin DB09188
0.5346 Degarelix DB06699
0.5322 OPC-14523 DB05422
0.5278 Daglutril DB05796
0.5220 Idasanutlin DB12325
0.5208 Lorcainide DB13653
0.5179 Benazeprilat DB14125