iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 2127

Identifiers

  • Canonical SMILES: 
    OC(=O)CN1CC[C@H]2[C@@H]1[C@H](c1cccc(Cl)c1)[C@@]1(N2CC2CC2)C(=O)Nc2cc(Cl)ccc12
  • IUPAC name: 
    2-[(3S,3'S,3'aS,6'aS)-6-chloro-3'-(3-chlorophenyl)-1'-(cyclopropylmethyl)-2-oxo-1,2,3',3'a,4',5',6',6'a-octahydro-1'H-spiro[indole-3,2'-pyrrolo[3,2-b]pyrrol]-4'-yl]acetic acid
  • InChi: 
    InChI=1S/C25H25Cl2N3O3/c26-16-3-1-2-15(10-16)22-23-20(8-9-29(23)13-21(31)32)30(12-14-4-5-14)25(22)18-7-6-17(27)11-19(18)28-24(25)33/h1-3,6-7,10-11,14,20,22-23H,4-5,8-9,12-13H2,(H,28,33)(H,31,32)/t20-,22-,23+,25+/m0/s1
  • InChiKey: 
    PECRYANCKVXSRI-FDHFVPJWSA-N

External links


118439641
CHEMBL4739921
6SJ

External search

Bibliography (1)

Publication Name
Gollner Andreas, Rudolph Dorothea, Arnhof Heribert, Bauer Markus, Blake Sophia M., Boehmelt Guido, Cockroft Xiao-Ling, Dahmann Georg, Ettmayer Peter, Gerstberger Thomas, Karolyi-Oezguer Jale, Kessler Dirk, Kofink Christiane, Ramharter Juergen, Rinnenthal Jörg, Savchenko Alexander, Schnitzer Renate, Weinstabl Harald, Weyer-Czernilofsky Ulrike, Wunberg Tobias, McConnell Darryl B.. . Discovery of Novel Spiro[3H-indole-3,2′-pyrrolidin]-2(1H)-one Compounds as Chemically Stable and Orally Active Inhibitors of the MDM2–p53 Interaction Journal of Medicinal Chemistry. 14

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
MDM2-Like / P53 7.10 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 485.13 g/mol
HBA 6
HBD 2
HBA + HBD 8
AlogP 1.41
TPSA 76.91
RB 5
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
10.1021/acs.jmedchem.6b00900 14 MDM2
Q00987 		P53
P04637 		Biochemical assay alphascreen pIC50 (half maximal inhibitory concentration, -log10) 7.10
Ta Structure Name Drugbank ID
0.6891 SAR-405838 DB12541
0.6070 Milademetan DB15257
0.5691 OPC-51803 DB05838
0.5668 SLV-334 DB15356
0.5535 Degarelix DB06699
0.5492 Daglutril DB05796
0.5430 MK-3207 DB12424
0.5414 Benazeprilat DB14125
0.5330 Acyline DB11906
0.5222 Diamino-N-[(4S)-5-anilino-4-{[(2S)-2-{[(1R)-1-carboxyethyl]amino}-4-phenylbutanoyl]amino}-5-oxopentyl]methaniminium DB02747
0.5172 Saquinavir DB01232
0.5143 Vabicaserin DB12071
0.5123 Abarelix DB00106
0.5106 Ombitasvir DB09296
0.5078 Benazepril DB00542