iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 629

Identifiers

  • Canonical SMILES:
    OCCNC(=O)[C@@H](N1[C@@H](c2ccc(Cl)cc2)C(=O)Nc2ccc(I)cc2C1=O)c1ccc(Cl)cc1
  • IUPAC name:
    2-(4-chlorophenyl)-2-[3-(4-chlorophenyl)-7-iodo-2,5-dioxo-1,3-dihydro-1,4-benzodiazepin-4-yl]-N-(2-hydroxyethyl)acetamide
  • InChi:
    InChI=1S/C25H20Cl2IN3O4/c26-16-5-1-14(2-6-16)21(23(33)29-11-12-32)31-22(15-3-7-17(27)8-4-15)24(34)30-20-10-9-18(28)13-19(20)25(31)35/h1-10,13,21-22,32H,11-12H2,(H,29,33)(H,30,34)/t21-,22-/m0/s1
  • InChiKey:
    RWPFTTITCVNHHF-VXKWHMMOSA-N

External links


44176186

CHEMBL382422

23271192

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. 3

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
MDM2-Like / P53 5.67 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 622.99 g/mol
HBA 7
HBD 3
HBA + HBD 10
AlogP 5.07
TPSA 98.74
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 3 MDM2
Q00987

Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 5.67
Ta Structure Name Drugbank ID
0.5454 Fominoben DB08968
0.5122 Bentiromide DB00522
0.4820 Oxazolam DB15491
0.4750 [(2S)-4-methyl-3-oxo-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-2-yl]acetic acid DB08717
0.4743 Ioxaglic acid DB09313
0.4691 [1-(3-CHLORO-2-FORMYL-PHENYLCARBAMOYL)-2-METHYL-PROPYL]-CARBAMIC ACID TERT-BUTYL ESTER DB07956
0.4625 ALPHA-(2,6-DICHLOROPHENYL)-ALPHA-(2-ACETYL-5-METHYLANILINO)ACETAMIDE DB07332
0.4601 2-{[N-(2-ACETYL-5-CHLORO-4-FLUOROPHENYL)GLYCYL]AMINO}BENZOIC ACID DB07085
0.4598 N-(4-bromo-2-{[(3R,5S)-3,5-dimethylpiperidin-1-yl]carbonyl}phenyl)-4-morpholin-4-yl-4-oxobutanamide DB08582
0.4557 OPC-28326 DB05461
0.4537 (1S)-1-(3-chlorophenyl)-2-oxo-2-[(1,3,4-trioxo-1,2,3,4-tetrahydroisoquinolin-5-yl)amino]ethyl acetate DB08498
0.4526 RG-4733 DB11870
0.4514 Delparantag DB12955
0.4485 LY-517717 DB05713
0.4460 Diampromide DB01502