iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 14

Identifiers

  • Canonical SMILES: 
    CCc1ccc2NC(=O)[C@@H](N([C@H](C(O)=O)c3ccc(Cl)cc3)C(=O)c2c1)c1ccc(Cl)cc1
  • IUPAC name: 
    2-(4-chlorophenyl)-2-[3-(4-chlorophenyl)-7-ethyl-2,5-dioxo-1,3-dihydro-1,4-benzodiazepin-4-yl]acetic acid
  • InChi: 
    InChI=1S/C25H20Cl2N2O4/c1-2-14-3-12-20-19(13-14)24(31)29(22(25(32)33)16-6-10-18(27)11-7-16)21(23(30)28-20)15-4-8-17(26)9-5-15/h3-13,21-22H,2H2,1H3,(H,28,30)(H,32,33)/t21-,22-/m0/s1
  • InChiKey: 
    YIEASSPQFWICET-VXKWHMMOSA-N

External links


44390637
CHEMBL359740
23246659

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. 27

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
MDM2-Like / P53 5.82 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 482.08 g/mol
HBA 6
HBD 2
HBA + HBD 8
AlogP 6.38
TPSA 86.71
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
15664854 27 MDM2
Q00987
Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 5.82
Ta Structure Name Drugbank ID
0.5425 Fominoben DB08968
0.5092 Bentiromide DB00522
0.4948 Oxazolam DB15491
0.4932 Evocalcet DB12388
0.4904 [(2S)-4-methyl-3-oxo-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-2-yl]acetic acid DB08717
0.4902 OPC-28326 DB05461
0.4861 Indoprofen DB08951
0.4843 [1-(3-CHLORO-2-FORMYL-PHENYLCARBAMOYL)-2-METHYL-PROPYL]-CARBAMIC ACID TERT-BUTYL ESTER DB07956
0.4777 ALPHA-(2,6-DICHLOROPHENYL)-ALPHA-(2-ACETYL-5-METHYLANILINO)ACETAMIDE DB07332
0.4775 Granotapide DB12934
0.4688 (2s)-2-[(2,4-Dichloro-Benzoyl)-(3-Trifluoromethyl-Benzyl)-Amino]-3-Phenyl-Propionic Acid DB03605
0.4667 Indobufen DB12545
0.4658 2-{[N-(2-ACETYL-5-CHLORO-4-FLUOROPHENYL)GLYCYL]AMINO}BENZOIC ACID DB07085
0.4654 (1S)-1-(3-chlorophenyl)-2-oxo-2-[(1,3,4-trioxo-1,2,3,4-tetrahydroisoquinolin-5-yl)amino]ethyl acetate DB08498
0.4629 Ioxaglic acid DB09313