iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 178

Identifiers

  • Canonical SMILES: 
    CC(C)(C)C[C@H]1N[C@H]([C@H](c2cccc(Cl)c2)[C@]11C(=O)Nc2cc(Cl)ccc12)C(=O)NCC[C@H](O)CO
  • IUPAC name: 
    (2'R,3S,3'R,5'R)-6-chloro-3'-(3-chlorophenyl)-N-[(3S)-3,4-dihydroxybutyl]-5'-(2,2-dimethylpropyl)-2-oxospiro[1H-indole-3,4'-pyrrolidine]-2'-carboxamide
  • InChi: 
    InChI=1S/C27H33Cl2N3O4/c1-26(2,3)13-21-27(19-8-7-17(29)12-20(19)31-25(27)36)22(15-5-4-6-16(28)11-15)23(32-21)24(35)30-10-9-18(34)14-33/h4-8,11-12,18,21-23,32-34H,9-10,13-14H2,1-3H3,(H,30,35)(H,31,36)/t18-,21+,22-,23+,27+/m0/s1
  • InChiKey: 
    NAOQNYFVXDLIDP-OKWRDYKUSA-N

External links


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External search

Bibliography (1)

Publication Name
Yu S, Qin D, Shangary S, Chen J, Wang G, Ding K, McEachern D, Qiu S, Nikolovska-Coleska Z, Miller R, Kang S, Yang D, Wang S. . Potent and orally active small-molecule inhibitors of the MDM2-p53 interaction. Journal of medicinal chemistry. 6

Pharmacological data

Biochemical tests Cellular tests PK tests Cytotoxicity tests
2 2 0 0

Targets

PPI family Best activity Diseases MMoA
MDM2-Like / P53 8.40 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 533.18 g/mol
HBA 7
HBD 5
HBA + HBD 12
AlogP 3.27
TPSA 110.69
RB 8
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 2 2 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
19928922 6 MDM2
Q00987
Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 7.25
19928922 6 MDM2
Q00987
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 8.40
19928922 6 MDM2
Q00987
Cellular assay Proliferation assay SJSA-1 cells pIC50 (half maximal inhibitory concentration, -log10) 6.22
19928922 6 MDM2
Q00987
Cellular assay Proliferation assay Saos-2 cells pIC50 (half maximal inhibitory concentration, -log10) 4.54
Ta Structure Name Drugbank ID
0.8750 SAR-405838 DB12541
0.6919 Milademetan DB15257
0.5680 Degarelix DB06699
0.5667 SLV-334 DB15356
0.5600 Mosapramine DB13676
0.5484 Daglutril DB05796
0.5479 Acyline DB11906
0.5449 (3S)-N-(3-CHLORO-2-METHYLPHENYL)-1-CYCLOHEXYL-5-OXOPYRROLIDINE-3-CARBOXAMIDE DB07090
0.5449 (3S)-N-(5-CHLORO-2-METHYLPHENYL)-1-CYCLOHEXYL-5-OXOPYRROLIDINE-3-CARBOXAMIDE DB07222
0.5417 Abarelix DB00106
0.5337 OPC-51803 DB05838
0.5281 Brimapitide DB15231
0.5227 Benazeprilat DB14125
0.5198 Prajmaline DB13555
0.5198 Ajmaline DB01426