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Compound Detail

CHEMBL4089730

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COc1nc(OCc2cccc(-c3ccccc3)c2C)ccc1CNCCNC(C)=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4089730
Phase Preclinical
Structure Type MOL
InChI Key JEDPSOYOYVELLZ-UHFFFAOYSA-N
13
Targets
65
Activities
3
Assay Types
15
PK Parameters
20
Publications
0
Known Names

Molecular Properties

419.5
MW (Da)
3.87
ALogP
5
HBA
2
HBD
72.5
PSA (Ų)
0.49
QED
0
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H29N3O3
MW 419.53
Aromatic Rings 3
Heavy Atoms 31
NP-Likeness -1.01

Activity Summary

IC50 56 meas. best 7.83
EC50 5 meas. best 7.96
Kd 4 meas. best 7.43

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
T-cell line
CHEMBL614685
 EC50 7.96 7.96 11.0 1
Programmed cell death protein 1/Programmed cell death 1 ligand 1
CHEMBL4523993
 IC50 7.83 7.3693 14.9 40
Unchecked
CHEMBL612545
 EC50 7.77 7.77 17.0 1
Programmed cell death 1 ligand 1
CHEMBL3580522
 IC50 7.75 7.75 18.0 5
Programmed cell death 1 ligand 1
CHEMBL3580522
 Kd 7.43 7.0233 37.0 3
Programmed cell death protein 1/Programmed cell death 1 ligand 1
CHEMBL4523993
 EC50 5.99 5.775 1030.0 2
Programmed cell death 1 ligand 1
CHEMBL4523448
 Kd 5.86 5.86 1370.0 1
Jurkat
CHEMBL397
 IC50 5.58 5.47 2600.0 2
U-251
CHEMBL615022
 IC50 5.53 5.53 2980.0 1
CT26
CHEMBL613866
 IC50 5.47 5.47 3350.0 1
U-87 MG
CHEMBL614247
 IC50 5.43 5.43 3720.0 1
4T1
CHEMBL612589
 IC50 5.28 5.28 5200.0 1
Unchecked
CHEMBL612545
 IC50 5.24 5.165 5720.0 2
MDA-MB-231
CHEMBL400
 IC50 5.1 4.905 7920.0 2
HCC827
CHEMBL4296422
 IC50 5.08 5.08 8410.0 1
CHO
CHEMBL613853
 EC50 4.6 4.6 24900.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 8603.91 ng.hr.mL-1 Rattus norvegicus
AUC 8705.3 ng.hr.mL-1 Rattus norvegicus
AUC 16832.62 ng.hr.mL-1 Rattus norvegicus
AUC 16913.46 ng.hr.mL-1 Rattus norvegicus
CL 19.17 mL.min-1.kg-1 Rattus norvegicus
CL 49.17 mL.min-1.kg-1 Rattus norvegicus
Cmax 7980.36 nM Rattus norvegicus
Cmax 13667.68 nM Rattus norvegicus
F 39.12 % Rattus norvegicus
T1/2 1.94 hr Rattus norvegicus
T1/2 3.13 hr Rattus norvegicus
Tmax 0.12 hr Rattus norvegicus
Tmax 2.1 hr Rattus norvegicus
Vd 12.46 L.kg-1 Rattus norvegicus
Vd 56.85 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
T-cell line EC50 = 11.0 nM 7.96 Cytotoxicity against T cell (unknown origin) 34954618
Programmed cell death protein 1/Programmed cell death 1 ligand 1 IC50 = 14.9 nM 7.83 Inhibition of PD-1/PD-L1 interaction (unknown origin) preincubated with PD-L1 fo... 34056906
Unchecked EC50 = 17.0 nM 7.77 Inhibition of Tag1-PD1/Tag2-PD2 interaction pre mixed with anti-Tagl-Eu 3 and an... 34954618
Programmed cell death protein 1/Programmed cell death 1 ligand 1 IC50 = 17.0 nM 7.77 Inhibition of europium-labeled PD-1/biotinylated PD-L1 interaction (unknown orig... 36579489
Programmed cell death protein 1/Programmed cell death 1 ligand 1 IC50 = 17.4 nM 7.76 Inhibition of PD1/PD-L1 (unknown origin) protein-protein interaction measured af... 34481337
Programmed cell death protein 1/Programmed cell death 1 ligand 1 IC50 = 18.0 nM 7.75 Inhibition of PD1/PDL1 interaction (unknown origin) after 15 mins by HTRF assay 30247903
Programmed cell death 1 ligand 1 IC50 = 18.0 nM 7.75 Homogenous Time-Resolved Fluorescence (HTRF) Binding Assay: All binding studies ... -
Programmed cell death protein 1/Programmed cell death 1 ligand 1 IC50 = 18.0 nM 7.75 Inhibition of Ig-tagged human PD1/His-tagged human PDL1 interaction incubated fo... 31351692
Programmed cell death 1 ligand 1 IC50 = 18.0 nM 7.75 Inhibition of PD-L1 (unknown origin) 30020783
Programmed cell death protein 1/Programmed cell death 1 ligand 1 IC50 = 18.0 nM 7.75 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 = 18.0 nM 7.75 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 = 18.0 nM 7.75 Inhibition of human PD-1/PDL1 protein-protein interaction 36126447
Programmed cell death protein 1/Programmed cell death 1 ligand 1 IC50 = 18.0 nM 7.75 Inhibition of human PD-1/PD-L1 interaction 31761384
Programmed cell death protein 1/Programmed cell death 1 ligand 1 IC50 = 18.0 nM 7.75 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 = 18.0 nM 7.75 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 = 18.0 nM 7.75 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 = 18.0 nM 7.75 Inhibition of recombinant human PD-1 (33 to 150 residues)/recombinant human PD-L... 37196547
Programmed cell death 1 ligand 1 IC50 = 18.0 nM 7.75 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 = 18.0 nM 7.75 Inhibition of PD-1/PD-L1 (unknown origin) protein-protein interaction 38959727
Programmed cell death protein 1/Programmed cell death 1 ligand 1 IC50 = 18.0 nM 7.75 Inhibition of PD-1/PD-L1 (unknown origin) protein-protein interaction incubated ... 38959727

Literature References

PubMed DOI Target Context # Activities
39032403 10.1016/j.ejmech.2024.116683 ADMET 15
34670084 10.1021/acs.jmedchem.1c01409 PC-9 9
34670084 10.1021/acs.jmedchem.1c01409 HCC827 9
34954618 10.1016/j.bmc.2021.116579 Unchecked 7
38959727 10.1016/j.ejmech.2024.116622 Programmed cell death protein 1/Programmed cell death 1 ligand 1 6
38348878 10.1021/acs.jmedchem.3c02362 4T1 5
34954618 10.1016/j.bmc.2021.116579 MC-38 4
39032403 10.1016/j.ejmech.2024.116683 Programmed cell death protein 1/Programmed cell death 1 ligand 1 4
34670084 10.1021/acs.jmedchem.1c01409 HaCaT 4
34670084 10.1021/acs.jmedchem.1c01409 Unchecked 4
31298541 10.1021/acs.jmedchem.9b00795 ADMET 4
31298541 10.1021/acs.jmedchem.9b00795 Programmed cell death protein 1/Programmed cell death 1 ligand 1 4
28613862 10.1021/acs.jmedchem.7b00293 Programmed cell death 1 ligand 1 3
34481337 10.1016/j.bmc.2021.116370 CT26 3
34481337 10.1016/j.bmc.2021.116370 Programmed cell death protein 1/Programmed cell death 1 ligand 1 3
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
33949196 10.1021/acs.jmedchem.1c00120 Unchecked 2
33264007 10.1021/acs.jmedchem.0c01684 Programmed cell death protein 1/Programmed cell death 1 ligand 1 2
39389791 10.1021/acs.jmedchem.4c01899 CT26 2
31298541 10.1021/acs.jmedchem.9b00795 CHO-K1 2

Data from ChEMBL 36 via Core Engine