iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 177

Identifiers

  • Canonical SMILES: 
    OC(=O)[C@@H](N1[C@@H](c2ccc(Cl)cc2)C(=O)Nc2ccc(cc2C1=O)C#N)c1ccc(Cl)cc1
  • IUPAC name: 
    2-(4-chlorophenyl)-2-[3-(4-chlorophenyl)-7-cyano-2,5-dioxo-1,3-dihydro-1,4-benzodiazepin-4-yl]acetic acid
  • InChi: 
    InChI=1S/C24H15Cl2N3O4/c25-16-6-2-14(3-7-16)20-22(30)28-19-10-1-13(12-27)11-18(19)23(31)29(20)21(24(32)33)15-4-8-17(26)9-5-15/h1-11,20-21H,(H,28,30)(H,32,33)/t20-,21-/m0/s1
  • InChiKey: 
    DXRBQZVQIJSNDC-SFTDATJTSA-N

External links


44390642
CHEMBL360484
23246664

External search

Bibliography (1)

Publication Name
Parks DJ, Lafrance LV, Calvo RR, Milkiewicz KL, Gupta V, Lattanze J, Ramachandren K, Carver TE, Petrella EC, Cummings MD, Maguire D, Grasberger BL, Lu T. . 1,4-Benzodiazepine-2,5-diones as small molecule antagonists of the HDM2-p53 interaction: discovery and SAR. Bioorganic & medicinal chemistry letters. 37

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
MDM2-Like / P53 4.83 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 479.04 g/mol
HBA 7
HBD 2
HBA + HBD 9
AlogP 5.28
TPSA 110.50
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 0 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
15664854 37 MDM2
Q00987
Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 4.83
Ta Structure Name Drugbank ID
0.5155 Fominoben DB08968
0.4899 Oxazolam DB15491
0.4854 Bentiromide DB00522
0.4815 GLPG-0492 DB12461
0.4756 [(2S)-4-methyl-3-oxo-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-2-yl]acetic acid DB08717
0.4658 OPC-28326 DB05461
0.4628 L-778123 DB07227
0.4611 [1-(3-CHLORO-2-FORMYL-PHENYLCARBAMOYL)-2-METHYL-PROPYL]-CARBAMIC ACID TERT-BUTYL ESTER DB07956
0.4585 Cloxazolam DB01553
0.4581 Evocalcet DB12388
0.4546 (1S)-1-(3-chlorophenyl)-2-oxo-2-[(1,3,4-trioxo-1,2,3,4-tetrahydroisoquinolin-5-yl)amino]ethyl acetate DB08498
0.4510 Indoprofen DB08951
0.4503 BMS-564929 DB07286
0.4464 (2s)-2-[(2,4-Dichloro-Benzoyl)-(3-Trifluoromethyl-Benzyl)-Amino]-3-Phenyl-Propionic Acid DB03605
0.4462 RG-4733 DB11870