iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 58

Identifiers

  • Canonical SMILES: 
    CN1CCN(CCCCN2c3ccc(I)cc3C(=O)N(Cc3ccc(Cl)cc3N)[C@@H](c3ccc(Cl)cc3)C2=O)CC1
  • IUPAC name: 
    4-[(2-amino-4-chlorophenyl)methyl]-3-(4-chlorophenyl)-7-iodo-1-[4-(4-methylpiperazin-1-yl)butyl]-3H-1,4-benzodiazepine-2,5-dione
  • InChi: 
    InChI=1S/C31H34Cl2IN5O2/c1-36-14-16-37(17-15-36)12-2-3-13-38-28-11-10-25(34)19-26(28)30(40)39(20-22-6-9-24(33)18-27(22)35)29(31(38)41)21-4-7-23(32)8-5-21/h4-11,18-19,29H,2-3,12-17,20,35H2,1H3/t29-/m0/s1
  • InChiKey: 
    MUHZTXDQFRVJAS-LJAQVGFWSA-N

External links


44176183
CHEMBL379487
23271888

External search

Bibliography (1)

Publication Name
Leonard K, Marugan JJ, Raboisson P, Calvo R, Gushue JM, Koblish HK, Lattanze J, Zhao S, Cummings MD, Player MR, Maroney AC, Lu T. . Novel 1,4-benzodiazepine-2,5-diones as Hdm2 antagonists with improved cellular activity. Bioorganic & medicinal chemistry letters. 32

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
MDM2-Like / P53 5.25 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 705.11 g/mol
HBA 7
HBD 2
HBA + HBD 9
AlogP 5.49
TPSA 73.12
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 1 0 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
16647257 32 MDM2
Q00987
Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 5.25
Ta Structure Name Drugbank ID
0.5273 Bentiromide DB00522
0.5066 4-chloro-N-(3-methoxypropyl)-N-[(3S)-1-(2-phenylethyl)piperidin-3-yl]benzamide DB08344
0.5000 OPC-28326 DB05461
0.4938 [1-(3-CHLORO-2-FORMYL-PHENYLCARBAMOYL)-2-METHYL-PROPYL]-CARBAMIC ACID TERT-BUTYL ESTER DB07956
0.4938 Camicinal DB12567
0.4913 Delparantag DB12955
0.4907 [(2S)-4-methyl-3-oxo-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-2-yl]acetic acid DB08717
0.4894 RG-4733 DB11870
0.4850 4-[(4-bromo-2-{[(3R,5S)-3,5-dimethylpiperidin-1-yl]carbonyl}phenyl)amino]-4-oxobutanoic acid DB08581
0.4845 Pomalidomide DB08910
0.4828 N-(4-bromo-2-{[(3R,5S)-3,5-dimethylpiperidin-1-yl]carbonyl}phenyl)-4-morpholin-4-yl-4-oxobutanamide DB08582
0.4817 LY-517717 DB05713
0.4813 Repaglinide DB00912
0.4812 Lenalidomide DB00480
0.4802 Ombitasvir DB09296