iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 2339

Identifiers

  • Canonical SMILES:
    COc1cc(ccc1NC(=O)[C@H]1N[C@H](CC(C)(C)C)[C@@]2([C@@H]1c1cccc(Cl)c1F)C(=O)Nc1cc(Cl)sc21)C(N)=O
  • IUPAC name:
    (2R,3S,4S,5S)-N-(4-carbamoyl-2-methoxyphenyl)-2'-chloro-4-(3-chloro-2-fluorophenyl)-2-(2,2-dimethylpropyl)-5'-oxo-4',5'-dihydrospiro[pyrrolidine-3,6'-thieno[3,2-b]pyrrole]-5-carboxamide
  • InChi:
    InChI=1S/C29H29Cl2FN4O4S/c1-28(2,3)12-19-29(24-17(35-27(29)39)11-20(31)41-24)21(14-6-5-7-15(30)22(14)32)23(36-19)26(38)34-16-9-8-13(25(33)37)10-18(16)40-4/h5-11,19,21,23,36H,12H2,1-4H3,(H2,33,37)(H,34,38)(H,35,39)/t19-,21-,23+,29+/m1/s1
  • InChiKey:
    UOVSZRTTWLJPHE-RPMQLHGRSA-N

External links


66764524

CHEMBL3109037

20W

External search

Bibliography (1)

Publication Name
Vassilev L. T.. . In Vivo Activation of the p53 Pathway by Small-Molecule Antagonists of MDM2 Science. 19

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
MDM2-Like / P53 6.75 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 618.13 g/mol
HBA 8
HBD 5
HBA + HBD 13
AlogP 5.46
TPSA 127.13
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 1 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
10.1126/science.1092472 19 MDM2
Q00987
P53
P04637
Biochemical assay HTRF pIC50 (half maximal inhibitory concentration, -log10) 6.75
10.1126/science.1092472 19 MDM2
Q00987
P53
P04637
Cellular assay MTT-assay SJSA-1 + HCT116 + RKO pIC50 (half maximal inhibitory concentration, -log10) 6.07
Ta Structure Name Drugbank ID
0.5922 SAR-405838 DB12541
0.5758 Idasanutlin DB12325
0.5502 Milademetan DB15257
0.4167 3-{6-[(8-HYDROXY-QUINOLINE-2-CARBONYL)-AMINO]-2-THIOPHEN-2-YL-HEXANOYLAMINO}-4-OXO-BUTYRI ACID DB07916
0.4130 Degarelix DB06699
0.4054 OPC-51803 DB05838
0.4025 (S)-2-CHLORO-N-(1-(2-(2-HYDROXYETHYLAMINO)-2-OXOETHYL)-2-OXO-1,2,3,4-TETRAHYDROQUINOLIN-3-YL)-6H-THIENO[2,3-B]PYRROLE-5-CARBOXAMIDE DB07792
0.4006 2-CHLORO-N-[(3R)-2-OXO-1,2,3,4-TETRAHYDROQUINOLIN-3-YL]-6H-THIENO[2,3-B]PYRROLE-5-CARBOXAMIDE DB07066
0.4000 Satavaptan DB14923
0.3987 MK-3207 DB12424
0.3970 OPC-14523 DB05422
0.3955 N-[3-[4-(3-aminopropyl)piperazin-1-yl]propyl]-3-[(2-thiophen-2-ylacetyl)amino]-5-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzamide DB03524
0.3953 5-CHLORO-THIOPHENE-2-CARBOXYLIC ACID ((3S,4S)-4-FLUORO- 1-{[2-FLUORO-4-(2-OXO-2H-PYRIDIN-1-YL)-PHENYLCARBAMOYL]-METHYL}-PYRROLIDIN-3-YL)-AMIDE DB08143
0.3918 5-chloro-N-[(3R)-1-(2-{[2-fluoro-4-(2-oxopyridin-1(2H)-yl)phenyl]amino}-2-oxoethyl)pyrrolidin-3-yl]thiophene-2-carboxamide DB07872
0.3873 Labradimil DB06549