iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 524

Identifiers

  • Canonical SMILES: 
    Nc1cc(Cl)ccc1CN1[C@@H](c2ccc(Cl)cc2)C(=O)N(CCCCC(O)=O)c2ccc(I)cc2C1=O
  • IUPAC name: 
    5-[(3S)-4-[(2-amino-4-chlorophenyl)methyl]-3-(4-chlorophenyl)-7-iodo-2,5-dioxo-3H-1,4-benzodiazepin-1-yl]pentanoic acid
  • InChi: 
    InChI=1S/C27H24Cl2IN3O4/c28-18-7-4-16(5-8-18)25-27(37)32(12-2-1-3-24(34)35)23-11-10-20(30)14-21(23)26(36)33(25)15-17-6-9-19(29)13-22(17)31/h4-11,13-14,25H,1-3,12,15,31H2,(H,34,35)/t25-/m0/s1
  • InChiKey: 
    GTYWDSONJKDRTC-VWLOTQADSA-N

External links


44176172
CHEMBL208554
23271887

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. 52

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
MDM2-Like / P53 6.09 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 651.02 g/mol
HBA 7
HBD 3
HBA + HBD 10
AlogP 5.28
TPSA 103.94
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 52 MDM2
Q00987
Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 6.09
Ta Structure Name Drugbank ID
0.5449 4-[(4-bromo-2-{[(3R,5S)-3,5-dimethylpiperidin-1-yl]carbonyl}phenyl)amino]-4-oxobutanoic acid DB08581
0.5322 Bentiromide DB00522
0.5244 [(2S)-4-methyl-3-oxo-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-2-yl]acetic acid DB08717
0.5196 Ombitasvir DB09296
0.5141 Delparantag DB12955
0.5127 4-chloro-N-(3-methoxypropyl)-N-[(3S)-1-(2-phenylethyl)piperidin-3-yl]benzamide DB08344
0.5062 OPC-28326 DB05461
0.5060 Dexloxiglumide DB04856
0.5031 Balicatib DB12239
0.5026 Repaglinide DB00912
0.5000 [1-(3-CHLORO-2-FORMYL-PHENYLCARBAMOYL)-2-METHYL-PROPYL]-CARBAMIC ACID TERT-BUTYL ESTER DB07956
0.4972 N-(4-bromo-2-{[(3R,5S)-3,5-dimethylpiperidin-1-yl]carbonyl}phenyl)-4-morpholin-4-yl-4-oxobutanamide DB08582
0.4897 CP-320626 DB03383
0.4857 AGG-523 DB15460
0.4839 Proglumide DB13431