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Compound Detail

CHEMBL4170596

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Cc1ccc(NC(=O)NCc2ccc3c(c2)CN(C2CCC(=O)NC2=O)C3=O)cc1Cl
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4170596
Phase Preclinical
Structure Type MOL
InChI Key DOEVCIHTTTYVCC-UHFFFAOYSA-N
24
Targets
32
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

440.9
MW (Da)
2.73
ALogP
4
HBA
3
HBD
107.6
PSA (Ų)
0.64
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H21ClN4O4
MW 440.89
Aromatic Rings 2
Heavy Atoms 31
NP-Likeness -1.01

Activity Summary

IC50 28 meas. best 9.7
EC50 4 meas. best 9.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
MV4-11
CHEMBL613835
 IC50 9.7 9.1733 0.2 3
MM1.S
CHEMBL4296471
 IC50 9.52 9.52 0.3 1
Eukaryotic peptide chain release factor GTP-binding subunit ERF3A
CHEMBL4523593
 EC50 9.52 9.52 0.3 1
PBMC
CHEMBL613107
 IC50 9.52 9.52 0.3 1
Unchecked
CHEMBL612545
 IC50 9.52 9.2067 0.3 3
Z-138
CHEMBL4483276
 IC50 9.4 9.4 0.4 1
Kasumi 1
CHEMBL613988
 IC50 9.1 8.55 0.8 2
Unchecked
CHEMBL612545
 EC50 9.0 8.115 1.0 2
JeKo-1
CHEMBL4296445
 IC50 8.92 8.92 1.2 1
THP-1
CHEMBL614245
 IC50 8.82 8.82 1.5 1
U-266
CHEMBL2366315
 IC50 8.7 8.7 2.0 1
NB-4
CHEMBL614188
 IC50 8.7 8.7 2.0 1
HL-60
CHEMBL383
 IC50 8.52 8.52 3.0 1
Zinc finger protein Aiolos
CHEMBL4739707
 EC50 8.3 8.3 5.0 1
MCF-10A
CHEMBL614321
 IC50 8.3 8.3 5.0 1
RPMI-8226
CHEMBL614882
 IC50 8.26 8.26 5.5 1
KG-1
CHEMBL612264
 IC50 8.15 8.15 7.0 1
KG-1a
CHEMBL4296453
 IC50 8.1 8.1 8.0 1
MOLM-13
CHEMBL3706572
 IC50 8.1 8.1 8.0 1
U-937
CHEMBL612794
 IC50 7.96 7.96 11.0 1
THLE-2
CHEMBL4296500
 IC50 7.96 7.96 11.0 1
Protein cereblon/DNA damage-binding protein 1
CHEMBL4630734
 IC50 7.75 7.635 18.0 2
Raji
CHEMBL614628
 IC50 7.69 7.69 20.4 1
OCI-AML2
CHEMBL2366220
 IC50 7.68 7.68 21.0 1
OCI-AML-3
CHEMBL4296479
 IC50 7.14 7.14 73.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
MV4-11 IC50 = 0.2 nM 9.7 Antiproliferative activity against human MV411 cells measured after 168 hrs by C... 31125896
Eukaryotic peptide chain release factor GTP-binding subunit ERF3A EC50 = 0.3 nM 9.52 Induction of ePL tagged GSPT1 degradation in human DF15 cells incubated for 20 h... 37991844
MV4-11 IC50 = 0.3 nM 9.52 Antiproliferative activity against human MV411 cells after 72 hrs by MTS assay 29795767
PBMC IC50 = 0.3 nM 9.52 Cytotoxicity against human PBMC cells by CellTiter96 Aqueous non-radioactive cel... 31125896
MM1.S IC50 = 0.3 nM 9.52 Antiproliferative activity against human MM1S cells measured after 168 hrs by Ce... 31125896
Unchecked IC50 = 0.3 nM 9.52 Immunomodulatory activity in human MM cells 34974338
Z-138 IC50 = 0.4 nM 9.4 Antiproliferative activity against human Z138 cells measured after 72 hrs by Cel... 31125896
Unchecked IC50 = 0.4 nM 9.4 Antiproliferative activity against human Mino cells measured after 72 hrs by Cel... 31125896
Kasumi 1 IC50 = 0.8 nM 9.1 Antiproliferative activity against human Kasumi-1 cells measured after 168 hrs b... 31125896
Unchecked EC50 = 1.0 nM 9.0 Induction of CRL4/CRBN ubiquitin ligase-mediated GSPT1 degradation in human DF15... 28358507
JeKo-1 IC50 = 1.2 nM 8.92 Antiproliferative activity against human JeKo1 cells measured after 72 hrs by Ce... 31125896
THP-1 IC50 = 1.5 nM 8.82 Antiproliferative activity against human THP1 cells measured after 168 hrs by Ce... 31125896
Unchecked IC50 = 2.0 nM 8.7 Downregulation of BNIP3 expression in human HK-2 cells incubated for 6 hrs by We... 38295689
NB-4 IC50 = 2.0 nM 8.7 Antiproliferative activity against human NB4 cells assessed as reduction in cell... 33591756
U-266 IC50 = 2.0 nM 8.7 Antiproliferative activity against human U266 cells measured after 72 hrs by Cel... 31125896
HL-60 IC50 = 3.0 nM 8.52 Antiproliferative activity against human HL-60 cells assessed as reduction in ce... 33591756
Zinc finger protein Aiolos EC50 = 5.0 nM 8.3 Induction of ePL tagged Aiolos degradation in human DF15 cells incubated for 4 h... 37991844
MCF-10A IC50 = 5.0 nM 8.3 Cytotoxicity against human MCF10A cells after 72 hrs by MTS assay 29795767
MV4-11 IC50 = 5.0 nM 8.3 Antiproliferative activity against human MV4-11 cells assessed as reduction in c... 33591756
RPMI-8226 IC50 = 5.5 nM 8.26 Antiproliferative activity against human RPMI8226 cells measured after 72 hrs by... 31125896

Literature References

PubMed DOI Target Context # Activities
33862513 10.1016/j.ejmech.2021.113425 E3 ubiquitin-protein ligase Mdm2 7
33862513 10.1016/j.ejmech.2021.113425 Protein cereblon/GSPT1 6
34042448 10.1021/acs.jmedchem.0c01313 Unchecked 5
28358507 10.1021/acs.jmedchem.6b01911 Unchecked 5
33862513 10.1016/j.ejmech.2021.113425 Tumour suppressor p53/oncoprotein Mdm2 5
34042448 10.1021/acs.jmedchem.0c01313 ADMET 4
33862513 10.1016/j.ejmech.2021.113425 Unchecked 3
38608634 10.1016/j.bmc.2024.117699 Protein cereblon/GSPT1 3
33862513 10.1016/j.ejmech.2021.113425 DNA damage-binding protein 1/Protein cereblon/E3 ubiquitin-protein ligase Mdm2 2
37991844 10.1021/acs.jmedchem.3c01848 Zinc finger protein Aiolos 2
37991844 10.1021/acs.jmedchem.3c01848 Eukaryotic peptide chain release factor GTP-binding subunit ERF3A 2
35978691 10.1021/acsmedchemlett.2c00223 SNU-C4 2
31125896 10.1016/j.ejmech.2019.05.035 JeKo-1 1
31125896 10.1016/j.ejmech.2019.05.035 Unchecked 1
31125896 10.1016/j.ejmech.2019.05.035 MM1.S 1
31125896 10.1016/j.ejmech.2019.05.035 Z-138 1
31125896 10.1016/j.ejmech.2019.05.035 PBMC 1
31125896 10.1016/j.ejmech.2019.05.035 U-266 1
31125896 10.1016/j.ejmech.2019.05.035 THP-1 1
31125896 10.1016/j.ejmech.2019.05.035 Kasumi 1 1

Data from ChEMBL 36 via Core Engine