iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1473

Identifiers

  • Canonical SMILES: 
    OC(=O)CN1c2ccc(I)cc2C(=O)N([C@@H](C(O)=O)c2ccc(Cl)cc2)[C@@H](c2ccc(Cl)cc2)C1=O
  • IUPAC name: 
    2-[1-(carboxymethyl)-3-(4-chlorophenyl)-7-iodo-2,5-dioxo-3H-1,4-benzodiazepin-4-yl]-2-(4-chlorophenyl)acetic acid
  • InChi: 
    InChI=1S/C25H17Cl2IN2O6/c26-15-5-1-13(2-6-15)21-24(34)29(12-20(31)32)19-10-9-17(28)11-18(19)23(33)30(21)22(25(35)36)14-3-7-16(27)8-4-14/h1-11,21-22H,12H2,(H,31,32)(H,35,36)/t21-,22+/m0/s1
  • InChiKey: 
    NGQMFSXASTVFRU-FCHUYYIVSA-N

External links


168317969
10793086

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. 11

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
MDM2-Like / P53 4.99 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 637.95 g/mol
HBA 8
HBD 2
HBA + HBD 10
AlogP 5.04
TPSA 115.22
RB 6
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 11 MDM2
Q00987
Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 4.99
Ta Structure Name Drugbank ID
0.5030 Fominoben DB08968
0.4830 Bentiromide DB00522
0.4821 [(2S)-4-methyl-3-oxo-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-2-yl]acetic acid DB08717
0.4732 Oxazolam DB15491
0.4670 (1S)-1-(3-chlorophenyl)-2-oxo-2-[(1,3,4-trioxo-1,2,3,4-tetrahydroisoquinolin-5-yl)amino]ethyl acetate DB08498
0.4649 Ioxaglic acid DB09313
0.4615 Benazeprilat DB14125
0.4593 2-{[N-(2-ACETYL-5-CHLORO-4-FLUOROPHENYL)GLYCYL]AMINO}BENZOIC ACID DB07085
0.4585 LY-3039478 DB12050
0.4529 ALPHA-(2,6-DICHLOROPHENYL)-ALPHA-(2-ACETYL-5-METHYLANILINO)ACETAMIDE DB07332
0.4528 Novo Nordisk a/S Compound DB02662
0.4515 (1S)-2-oxo-1-phenyl-2-[(1,3,4-trioxo-1,2,3,4-tetrahydroisoquinolin-5-yl)amino]ethyl acetate DB08497
0.4468 2-{[4-(2-Acetylamino-2-pentylcarbamoyl-ethyl)-naphthalen-1-YL]-oxalyl-amino}-benzoic acid DB01820
0.4425 [1-(3-CHLORO-2-FORMYL-PHENYLCARBAMOYL)-2-METHYL-PROPYL]-CARBAMIC ACID TERT-BUTYL ESTER DB07956
0.4383 Evocalcet DB12388