iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 2335

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(O)=O
  • IUPAC name: 
    4-{[(2S,3R,4R,5R)-2'-chloro-4-(3-chloro-2-fluorophenyl)-2-(2,2-dimethylpropyl)-5'-oxo-4',5'-dihydrospiro[pyrrolidine-3,6'-thieno[3,2-b]pyrrol]-5-yl]amido}-3-methoxybenzoic acid
  • InChi: 
    InChI=1S/C29H28Cl2FN3O5S/c1-28(2,3)12-19-29(24-17(34-27(29)39)11-20(31)41-24)21(14-6-5-7-15(30)22(14)32)23(35-19)25(36)33-16-9-8-13(26(37)38)10-18(16)40-4/h5-11,19,21,23,35H,12H2,1-4H3,(H,33,36)(H,34,39)(H,37,38)/t19-,21-,23+,29+/m0/s1
  • InChiKey: 
    YXQHJKFKRZDXHV-HNXAPSNLSA-N

External links


56941233
CHEMBL3109041

External search

Bibliography (1)

Publication Name
Vassilev L. T.. . In Vivo Activation of the p53 Pathway by Small-Molecule Antagonists of MDM2 Science. 15

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
MDM2-Like / P53 8.52 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 619.11 g/mol
HBA 8
HBD 4
HBA + HBD 12
AlogP 3.79
TPSA 124.17
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 1 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
10.1126/science.1092472 15 MDM2
Q00987 		P53
P04637 		Biochemical assay HTRF pIC50 (half maximal inhibitory concentration, -log10) 8.15
10.1126/science.1092472 15 MDM2
Q00987 		P53
P04637 		Cellular assay MTT-assay SJSA-1 + HCT116 + RKO pIC50 (half maximal inhibitory concentration, -log10) 8.52
PK data
Bibliography Name Assay name Administration mode Dose (mg/kg) Dose interval (hours) Tolerated AUC Clearance Cmax Oral bioavailability T1/2 (min) Tmax (min) Volume distribution (Vd)
10.1126/science.1092472 15 Mouse PK PO PO 10.00 None yes yes yes no 32 101 None no
Ta Structure Name Drugbank ID
0.6115 Idasanutlin DB12325
0.5914 SAR-405838 DB12541
0.5392 Milademetan DB15257
0.4040 Degarelix DB06699
0.4027 3-{6-[(8-HYDROXY-QUINOLINE-2-CARBONYL)-AMINO]-2-THIOPHEN-2-YL-HEXANOYLAMINO}-4-OXO-BUTYRI ACID DB07916
0.3930 Labradimil DB06549
0.3924 OPC-14523 DB05422
0.3879 Satavaptan DB14923
0.3858 (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
0.3811 MK-3207 DB12424
0.3797 OPC-51803 DB05838
0.3790 2-CHLORO-N-[(3R)-2-OXO-1,2,3,4-TETRAHYDROQUINOLIN-3-YL]-6H-THIENO[2,3-B]PYRROLE-5-CARBOXAMIDE DB07066
0.3786 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
0.3750 Relcovaptan DB13929
0.3739 Ubrogepant DB15328