iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 186

Identifiers

  • Canonical SMILES: 
    CN(C)CCNC(=O)[C@@H](N1[C@@H](c2ccc(Cl)cc2)C(=O)Nc2ccc(I)cc2C1=O)c1ccc(Cl)cc1
  • IUPAC name: 
    (2S)-2-(4-chlorophenyl)-2-[(3S)-3-(4-chlorophenyl)-7-iodo-2,5-dioxo-1,3-dihydro-1,4-benzodiazepin-4-yl]-N-[2-(dimethylamino)ethyl]acetamide
  • InChi: 
    InChI=1S/C27H25Cl2IN4O3/c1-33(2)14-13-31-25(35)23(16-3-7-18(28)8-4-16)34-24(17-5-9-19(29)10-6-17)26(36)32-22-12-11-20(30)15-21(22)27(34)37/h3-12,15,23-24H,13-14H2,1-2H3,(H,31,35)(H,32,36)/t23-,24-/m0/s1
  • InChiKey: 
    PUQZWAZCZZGVMG-ZEQRLZLVSA-N

External links


44176189
CHEMBL383471
23271214

External search

Bibliography (1)

Publication Name
Parks DJ, LaFrance LV, Calvo RR, Milkiewicz KL, Marugán JJ, Raboisson P, Schubert C, Koblish HK, Zhao S, Franks CF, Lattanze J, Carver TE, Cummings MD, Maguire D, Grasberger BL, Maroney AC, Lu T. . Enhanced pharmacokinetic properties of 1,4-benzodiazepine-2,5-dione antagonists of the HDM2-p53 protein-protein interaction through structure-based drug design. Bioorganic & medicinal chemistry letters. 6

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
MDM2-Like / P53 4.57 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 650.03 g/mol
HBA 7
HBD 2
HBA + HBD 9
AlogP 5.78
TPSA 81.75
RB 7
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
16600594 6 MDM2
Q00987
Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 4.57
Ta Structure Name Drugbank ID
0.5157 Bentiromide DB00522
0.5000 Fominoben DB08968
0.4837 ALPHA-(2,6-DICHLOROPHENYL)-ALPHA-(2-ACETYL-5-METHYLANILINO)ACETAMIDE DB07332
0.4809 Diampromide DB01502
0.4780 RG-4733 DB11870
0.4777 LY-517717 DB05713
0.4774 [(2S)-4-methyl-3-oxo-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-2-yl]acetic acid DB08717
0.4713 [1-(3-CHLORO-2-FORMYL-PHENYLCARBAMOYL)-2-METHYL-PROPYL]-CARBAMIC ACID TERT-BUTYL ESTER DB07956
0.4671 OPC-28326 DB05461
0.4667 Isatin DB02095
0.4620 2-{[N-(2-ACETYL-5-CHLORO-4-FLUOROPHENYL)GLYCYL]AMINO}BENZOIC ACID DB07085
0.4615 Delparantag DB12955
0.4611 Oxazolam DB15491
0.4605 Dibenzepin DB13225
0.4551 Quinethazone DB01325