iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 306

Identifiers

  • Canonical SMILES: 
    OC[C@H]1[C@@H]2Cn3c(cccc3=O)[C@@H]2N(Cc2ccc(Cl)c(Cl)c2)[C@@H]1C(=O)N1CCC(Cc2ccccc2)CC1
  • IUPAC name: 
    (2S,3S,3aR,9bR)-2-(4-benzylpiperidine-1-carbonyl)-1-[(3,4-dichlorophenyl)methyl]-3-(hydroxymethyl)-3,3a,4,9b-tetrahydro-2H-pyrrolo[2,3-a]indolizin-6-one
  • InChi: 
    InChI=1S/C31H33Cl2N3O3/c32-25-10-9-22(16-26(25)33)17-36-29-23(18-35-27(29)7-4-8-28(35)38)24(19-37)30(36)31(39)34-13-11-21(12-14-34)15-20-5-2-1-3-6-20/h1-10,16,21,23-24,29-30,37H,11-15,17-19H2/t23-,24-,29+,30-/m0/s1
  • InChiKey: 
    HMQKUUULPUCLGV-FCLIQBFMSA-N

External links


44251267
CHEMBL506763
24713380

External search

Bibliography (1)

Publication Name
Marcaurelle LA, Johannes C, Yohannes D, Tillotson BP, Mann D. . Diversity-oriented synthesis of a cytisine-inspired pyridone library leading to the discovery of novel inhibitors of Bcl-2. Bioorganic & medicinal chemistry letters. 14e

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
BCL2-Like / BAX 5.92 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 565.19 g/mol
HBA 6
HBD 1
HBA + HBD 7
AlogP 4.01
TPSA 64.09
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
19329314 14e BCL2
P10415
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 5.92
Ta Structure Name Drugbank ID
0.5481 Saquinavir DB01232
0.5441 CP-320626 DB03383
0.5381 Telinavir DB12178
0.5309 N-{(3R,4S)-4-[(6-amino-4-methylpyridin-2-yl)methyl]pyrrolidin-3-yl}-N'-(3-chlorobenzyl)ethane-1,2-diamine DB08019
0.5300 Ispinesib DB06188
0.5206 N-{(3S,4S)-4-[(6-AMINO-4-METHYLPYRIDIN-2-YL)METHYL]PYRROLIDIN-3-YL}-N'-(4-CHLOROBENZYL)ETHANE-1,2-DIAMINE DB08018
0.5196 Cp403700, (S)-1-{2-[(5-Chloro-1h-Indole-2-Carbonyl)-Amino]-3-Phenyl-Propionyl}-Azetidine-3-Carboxylate DB03744
0.4948 Cytisine DB09028
0.4784 Vinburnine DB13793
0.4722 Indinavir DB00224
0.4718 Virginiamycin S1 DB04805
0.4695 Pibrentasvir DB13878
0.4626 Capivasertib DB12218
0.4622 Degarelix DB06699
0.4605 Teverelix DB05624