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Compound Detail

CHEMBL4071326

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Cc1c(COc2cc(OCc3cccc(C#N)c3)c(CN3C[C@H](O)C[C@@H]3C(=O)O)cc2Cl)cccc1-c1ccc2c(c1)OCCO2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4071326
Phase Preclinical
Structure Type MOL
InChI Key QBXVXKRWOVBUDB-GRKNLSHJSA-N
4
Targets
22
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

641.1
MW (Da)
6.14
ALogP
8
HBA
2
HBD
121.5
PSA (Ų)
0.21
QED
2
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C36H33ClN2O7
MW 641.12
Aromatic Rings 4
Heavy Atoms 46
NP-Likeness -0.76

Activity Summary

IC50 18 meas. best 10.0
EC50 3 meas. best 5.8
Kd 1 meas. best 7.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Jurkat
CHEMBL397
 IC50 10.0 10.0 0.1 1
Programmed cell death 1 ligand 1
CHEMBL3580522
 IC50 8.85 8.85 1.4 1
Programmed cell death protein 1/Programmed cell death 1 ligand 1
CHEMBL4523993
 IC50 8.85 8.6136 1.4 14
Unchecked
CHEMBL612545
 IC50 8.85 8.2 1.4 2
Programmed cell death 1 ligand 1
CHEMBL3580522
 Kd 7.52 7.52 30.3 1
Programmed cell death protein 1/Programmed cell death 1 ligand 1
CHEMBL4523993
 EC50 5.8 5.8 1570.0 2
Unchecked
CHEMBL612545
 EC50 5.51 5.51 3100.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Jurkat IC50 = 0.1 nM 10.0 Cytotoxicity against human Jurkat T cells assessed as reduction in cell viabilit... 33517226
Programmed cell death 1 ligand 1 IC50 = 1.4 nM 8.85 Binding affinity to His-tagged PD-L1 (unknown origin) assessed as reduction in P... 28613862
Programmed cell death protein 1/Programmed cell death 1 ligand 1 IC50 = 1.4 nM 8.85 Inhibition of human PD-1/PDL1 by HTRF assay 33517226
Programmed cell death protein 1/Programmed cell death 1 ligand 1 IC50 = 1.4 nM 8.85 Inhibition of PD1/PD-L1 (unknown origin) 34481337
Programmed cell death protein 1/Programmed cell death 1 ligand 1 IC50 = 1.4 nM 8.85 Inhibition of PD-1/PDL1 protein-protein interaction (unknown origin) 34610423
Programmed cell death protein 1/Programmed cell death 1 ligand 1 IC50 = 1.4 nM 8.85 Inhibition of human PD-1/PD-L1 interaction by HTRF binding assay 33454550
Programmed cell death protein 1/Programmed cell death 1 ligand 1 IC50 = 1.4 nM 8.85 Inhibition of PD-1-Ig/His-PD-L1 (unknown origin) protein-protein interaction inc... 34839997
Programmed cell death protein 1/Programmed cell death 1 ligand 1 IC50 = 1.4 nM 8.85 Inhibition of human PD-1/PD-L1 interaction 31761384
Programmed cell death protein 1/Programmed cell death 1 ligand 1 IC50 = 1.4 nM 8.85 Inhibition of C-terminal 3S-IG-tagged recombinant human PD-1 (25 to 167 residues... 38442487
Programmed cell death protein 1/Programmed cell death 1 ligand 1 IC50 = 1.4 nM 8.85 Inhibition of PD-1 (unknown origin)/PD-L1 (unknown origin) interaction by HTRF b... 37480153
Programmed cell death protein 1/Programmed cell death 1 ligand 1 IC50 = 1.4 nM 8.85 Inhibition of PD-1 (unknown origin)/PD-L1 (unknown origin) interaction by HTRF b... 38665838
Unchecked IC50 = 1.4 nM 8.85 Homogenous Time-Resolved Fluorescence (HTRF) Binding Assay: The interaction of P... -
Programmed cell death protein 1/Programmed cell death 1 ligand 1 IC50 = 3.0 nM 8.52 Inhibition of C-terminal his tagged human PD-1/human Fc tagged PDL-1 interaction... 36657039
Programmed cell death protein 1/Programmed cell death 1 ligand 1 IC50 = 3.78 nM 8.42 Inhibition of human PD-1/PD-L1 interaction assessed as induction of PD-L1 dimeri... 37450644
Programmed cell death protein 1/Programmed cell death 1 ligand 1 IC50 = 8.2 nM 8.09 Inhibition of Tag2-PD-1/Tag1-PDL-1 (unknown origin) interaction incubated for 15... 33770574
Programmed cell death protein 1/Programmed cell death 1 ligand 1 IC50 = 10.1 nM 8.0 Inhibition of human PD1/PDL1 protein-protein interaction by HTRF assay 32667799
Programmed cell death protein 1/Programmed cell death 1 ligand 1 IC50 = 12.32 nM 7.91 Inhibition of PD-1/PD-L1 interaction (unknown origin) incubated for 60 min by HT... 38628793
Unchecked IC50 = 28.04 nM 7.55 Binding affinity to Fc-tagged human PD-1 assessed as induction of dissociation o... 32936638
Programmed cell death 1 ligand 1 Kd = 30.3 nM 7.52 Binding affinity to human PD1-L1 (18-134 residues) expressed in Escherichia coli... 32936638
Programmed cell death protein 1/Programmed cell death 1 ligand 1 EC50 = 1578.0 nM 5.8 Inhibition of interaction of human PD-1 expressed in Jurkat T cells co-transfect... 38894909

Literature References

PubMed DOI Target Context # Activities
28613862 10.1021/acs.jmedchem.7b00293 Programmed cell death 1 ligand 1 3
37450644 10.1021/acs.jmedchem.3c00254 Programmed cell death protein 1/Programmed cell death 1 ligand 1 3
33770574 10.1016/j.ejmech.2021.113377 Unchecked 3
38894909 10.1021/acsmedchemlett.4c00042 Programmed cell death protein 1/Programmed cell death 1 ligand 1 2
33770574 10.1016/j.ejmech.2021.113377 CHO 2
32936638 10.1021/acs.jmedchem.0c01260 Programmed cell death 1 ligand 1 2
33517226 10.1016/j.bmc.2021.116038 Programmed cell death protein 1/Programmed cell death 1 ligand 1 1
33517226 10.1016/j.bmc.2021.116038 Jurkat 1
34481337 10.1016/j.bmc.2021.116370 Programmed cell death protein 1/Programmed cell death 1 ligand 1 1
33770574 10.1016/j.ejmech.2021.113377 Programmed cell death protein 1/Programmed cell death 1 ligand 1 1
32936638 10.1021/acs.jmedchem.0c01260 Unchecked 1
34610423 10.1016/j.bmcl.2021.128403 Programmed cell death protein 1/Programmed cell death 1 ligand 1 1
33454550 10.1016/j.ejmech.2021.113170 Programmed cell death protein 1/Programmed cell death 1 ligand 1 1
34839997 10.1016/j.ejmech.2021.113998 Programmed cell death protein 1/Programmed cell death 1 ligand 1 1
31761384 10.1016/j.ejmech.2019.111876 Programmed cell death protein 1/Programmed cell death 1 ligand 1 1
36657039 10.1021/acs.jnatprod.2c01030 Programmed cell death protein 1/Programmed cell death 1 ligand 1 1
36657039 10.1021/acs.jnatprod.2c01030 Angiotensin-converting enzyme 2 1
32936638 10.1021/acs.jmedchem.0c01260 Jurkat 1
37450644 10.1021/acs.jmedchem.3c00254 Jurkat 1
38442487 10.1021/acs.jmedchem.3c02342 Programmed cell death protein 1/Programmed cell death 1 ligand 1 1

Data from ChEMBL 36 via Core Engine