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Compound Detail

CHEMBL4099869

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Cc1c(COc2ccc(CN3CCCCC3C(=O)O)cc2Br)cccc1-c1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4099869
Phase Preclinical
Structure Type MOL
InChI Key QRXBPPWUGITQLE-UHFFFAOYSA-N
6
Targets
21
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

494.4
MW (Da)
6.44
ALogP
3
HBA
1
HBD
49.8
PSA (Ų)
0.41
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C27H28BrNO3
MW 494.43
Aromatic Rings 3
Heavy Atoms 32
NP-Likeness -0.66

Activity Summary

IC50 21 meas. best 7.75

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Programmed cell death protein 1/Programmed cell death 1 ligand 1
CHEMBL4523993
 IC50 7.75 6.7231 18.0 13
Programmed cell death 1 ligand 1
CHEMBL3580522
 IC50 6.84 6.84 146.0 4
A549
CHEMBL392
 IC50 5.22 5.22 6000.0 1
HT-29
CHEMBL384
 IC50 4.72 4.72 19000.0 1
MCF7
CHEMBL387
 IC50 4.7 4.7 20000.0 1
HEK293
CHEMBL614818
 IC50 4.22 4.22 60000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Programmed cell death protein 1/Programmed cell death 1 ligand 1 IC50 = 18.0 nM 7.75 Inhibition of human PD-1/PDL1 protein-protein interaction 36126447
Programmed cell death 1 ligand 1 IC50 = 146.0 nM 6.84 Binding affinity to His-tagged PD-L1 (unknown origin) assessed as reduction in P... 28613862
Programmed cell death 1 ligand 1 IC50 = 146.0 nM 6.84 Homogenous Time-Resolved Fluorescence (HTRF) Binding Assay: All binding studies ... -
Programmed cell death 1 ligand 1 IC50 = 146.0 nM 6.84 Inhibition of human PD-L1 (18 to 134 residues) expressed in Escherichia coli BL2... 38665838
Programmed cell death protein 1/Programmed cell death 1 ligand 1 IC50 = 146.0 nM 6.84 Inhibition of Ig-tagged PD-1 (unknown origin)/His-tagged PD-L1 (unknown origin) ... 38442487
Programmed cell death protein 1/Programmed cell death 1 ligand 1 IC50 = 146.0 nM 6.84 Inhibition of PD-1/PD-L1 interaction (unknown origin) incubated for 24 hrs by HT... 30125720
Programmed cell death protein 1/Programmed cell death 1 ligand 1 IC50 = 146.0 nM 6.84 Inhibition of human PD-1/PDL1 protein-protein interaction by HTRF assay 36126447
Programmed cell death protein 1/Programmed cell death 1 ligand 1 IC50 = 146.0 nM 6.84 Inhibition of PD-1/PD-L1 interaction (unknown origin) by HTRF binding assay 33454550
Programmed cell death protein 1/Programmed cell death 1 ligand 1 IC50 = 146.0 nM 6.84 Inhibition of human PD-1/PDL1 protein-protein interaction measured after 30 mins... 34610423
Programmed cell death protein 1/Programmed cell death 1 ligand 1 IC50 = 146.0 nM 6.84 Inhibition of human PD-1/PDL1 by HTRF assay 33517226
Programmed cell death protein 1/Programmed cell death 1 ligand 1 IC50 = 146.0 nM 6.84 Inhibition of PD1-Tag2/PD-L1-Tag1 (unknown origin) protein-protein interaction p... 32844651
Programmed cell death protein 1/Programmed cell death 1 ligand 1 IC50 = 146.0 nM 6.84 Inhibition of human C-terminal Ig-Fc-tagged PD1 (Leu25 to Gln167 residues) expre... 32667799
Programmed cell death protein 1/Programmed cell death 1 ligand 1 IC50 = 146.0 nM 6.84 Inhibition of Ig-tagged human PD1/His-tagged human PDL1 interaction incubated fo... 31351692
Programmed cell death protein 1/Programmed cell death 1 ligand 1 IC50 = 146.0 nM 6.84 Inhibition of PD1/PDL1 interaction (unknown origin) after 15 mins by HTRF assay 30247903
Programmed cell death 1 ligand 1 IC50 = 146.0 nM 6.84 Inhibition of PD-L1 (unknown origin) 30020783
Programmed cell death protein 1/Programmed cell death 1 ligand 1 IC50 = 780.0 nM 6.11 Inhibition of FC-tagged PD1/His-tagged PD-L1 (unknown origin) protein-proteiinte... 32844651
A549 IC50 = 6000.0 nM 5.22 Antiproliferative activity against human A549 cells incubated for 2 days by MTT ... 30878834
Programmed cell death protein 1/Programmed cell death 1 ligand 1 IC50 = 7200.0 nM 5.14 Inhibition of human PD-1/PDL1 protein-protein interaction by luminescence proxim... 36126447
HT-29 IC50 = 19000.0 nM 4.72 Antiproliferative activity against human HT-29 cells incubated for 2 days by MTT... 30878834
MCF7 IC50 = 20000.0 nM 4.7 Antiproliferative activity against human MCF7 cells incubated for 2 days by MTT ... 30878834

Literature References

PubMed DOI Target Context # Activities
30878834 10.1016/j.ejmech.2019.03.012 A549 6
32844651 10.1021/acs.jmedchem.0c01262 MDA-MB-231 5
32844651 10.1021/acs.jmedchem.0c01262 MC-38 4
36126447 10.1016/j.bmc.2022.117001 Programmed cell death protein 1/Programmed cell death 1 ligand 1 3
30878834 10.1016/j.ejmech.2019.03.012 HT-29 2
32844651 10.1021/acs.jmedchem.0c01262 Programmed cell death protein 1/Programmed cell death 1 ligand 1 2
32844651 10.1021/acs.jmedchem.0c01262 ADMET 2
32667799 10.1021/acs.jmedchem.0c00574 Programmed cell death protein 1/Programmed cell death 1 ligand 1 1
38665838 10.1039/d3md00655g Programmed cell death 1 ligand 1 1
34610423 10.1016/j.bmcl.2021.128403 Programmed cell death protein 1/Programmed cell death 1 ligand 1 1
33517226 10.1016/j.bmc.2021.116038 Programmed cell death 1 ligand 1 1
33517226 10.1016/j.bmc.2021.116038 Programmed cell death protein 1/Programmed cell death 1 ligand 1 1
32844651 10.1021/acs.jmedchem.0c01262 Unchecked 1
28613862 10.1021/acs.jmedchem.7b00293 Programmed cell death 1 ligand 1 1
31351692 10.1016/j.bmcl.2019.07.027 Programmed cell death protein 1/Programmed cell death 1 ligand 1 1
30878834 10.1016/j.ejmech.2019.03.012 Programmed cell death 1 ligand 1 1
30878834 10.1016/j.ejmech.2019.03.012 HEK293 1
30878834 10.1016/j.ejmech.2019.03.012 HeLa 1
30878834 10.1016/j.ejmech.2019.03.012 MCF7 1
30247903 10.1021/acs.jmedchem.8b00990 Programmed cell death protein 1/Programmed cell death 1 ligand 1 1

Data from ChEMBL 36 via Core Engine