Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL5422549

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
CC#CC(=O)NC12CC(NC3=C(Cl)C(=O)c4ncccc4C3=O)(C1)C2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5422549
Phase Preclinical
Structure Type MOL
InChI Key XLARJZRINWFNRT-UHFFFAOYSA-N
17
Targets
19
Activities
1
Assay Types
8
PK Parameters
20
Publications
0
Known Names

Molecular Properties

355.8
MW (Da)
1.32
ALogP
5
HBA
2
HBD
88.2
PSA (Ų)
0.80
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H14ClN3O3
MW 355.78
Aromatic Rings 1
Heavy Atoms 25
NP-Likeness -0.02

Activity Summary

IC50 19 meas. best 6.64

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone-lysine N-methyltransferase NSD2
CHEMBL3108645
 IC50 6.64 6.63 230.0 3
Histone-lysine N-methyltransferase EZH2
CHEMBL2189110
 IC50 6.6 6.6 250.0 1
KMS-11
CHEMBL4296454
 IC50 6.57 6.57 270.0 1
RS4-11
CHEMBL2366159
 IC50 6.52 6.52 304.0 1
Histone-lysine N-methyltransferase, H3 lysine-36 specific
CHEMBL3588738
 IC50 6.16 6.16 690.0 1
Histone-lysine N-methyltransferase NSD3
CHEMBL3108646
 IC50 6.12 6.12 750.0 1
MOLT-4
CHEMBL614177
 IC50 5.91 5.91 1230.0 1
OPM-2
CHEMBL2366353
 IC50 5.68 5.68 2090.0 1
CMK
CHEMBL2366177
 IC50 5.58 5.58 2600.0 1
OCI-AML2
CHEMBL2366220
 IC50 5.58 5.58 2600.0 1
HL-60
CHEMBL383
 IC50 5.58 5.58 2660.0 1
THP-1
CHEMBL614245
 IC50 5.58 5.58 2640.0 1
MOLM-13
CHEMBL3706572
 IC50 5.5 5.5 3170.0 1
U-937
CHEMBL612794
 IC50 5.31 5.31 4900.0 1
U2932
CHEMBL4296507
 IC50 5.04 5.04 9110.0 1
Unchecked
CHEMBL612545
 IC50 5.0 5.0 9900.0 1
Daudi
CHEMBL614281
 IC50 4.89 4.89 12800.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 42660.0 ng.hr.mL-1 Mus musculus
AUC 5176.0 ng.hr.mL-1 Mus musculus
CL 3.8 mL.min-1.kg-1 Mus musculus
Cmax 13443.7 nM Mus musculus
F 275.0 % Mus musculus
T1/2 6.71 hr Mus musculus
T1/2 8.53 hr Mus musculus
Tmax 1.5 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone-lysine N-methyltransferase NSD2 IC50 = 230.0 nM 6.64 Inhibition of NSD2 (unknown origin) by AlphaLISA assay 39008565
Histone-lysine N-methyltransferase NSD2 IC50 = 230.0 nM 6.64 Inhibition of recombinant human NSD2 (941 to 1240 residues) using SAM as substra... 36642961
Histone-lysine N-methyltransferase NSD2 IC50 = 243.0 nM 6.61 Inhibition of recombinant human NSD2 (941 to 1240 residues) using unmethylated h... 39230932
Histone-lysine N-methyltransferase EZH2 IC50 = 250.0 nM 6.6 Inhibition of EZH2 (unknown origin) using SAM as substrate preincubated for 10 m... 36642961
KMS-11 IC50 = 270.0 nM 6.57 Antiproliferative activity against human KMS-11 cells assessed as inhibition of ... 36642961
RS4-11 IC50 = 304.0 nM 6.52 Antiproliferative activity against human RS4-11 cells harboring NSD2 E1099K muta... 36642961
Histone-lysine N-methyltransferase, H3 lysine-36 specific IC50 = 690.0 nM 6.16 Inhibition of NSD1 (unknown origin) 36642961
Histone-lysine N-methyltransferase NSD3 IC50 = 750.0 nM 6.12 Inhibition of NSD3 (unknown origin) 36642961
MOLT-4 IC50 = 1230.0 nM 5.91 Antiproliferative activity against human MOLT-4 cells harboring wild type NSD2 a... 36642961
OPM-2 IC50 = 2090.0 nM 5.68 Antiproliferative activity against NSD2 translocated human OPM-2 cells assessed ... 36642961
THP-1 IC50 = 2640.0 nM 5.58 Antiproliferative activity against human THP-1 cells harboring wild type NSD2 as... 36642961
HL-60 IC50 = 2660.0 nM 5.58 Antiproliferative activity against human HL-60 cells harboring wild type NSD2 as... 36642961
OCI-AML2 IC50 = 2600.0 nM 5.58 Antiproliferative activity against human OCI-AML2 cells harboring wild type NSD2... 36642961
CMK IC50 = 2600.0 nM 5.58 Antiproliferative activity against human CMK cells harboring wild type NSD2 asse... 36642961
MOLM-13 IC50 = 3170.0 nM 5.5 Antiproliferative activity against human MOLM-13 cells harboring wild type NSD2 ... 36642961
U-937 IC50 = 4900.0 nM 5.31 Antiproliferative activity against human U-937 cells harboring wild type NSD2 as... 36642961
U2932 IC50 = 9110.0 nM 5.04 Antiproliferative activity against human U2932 cells assessed as inhibition of c... 36642961
Unchecked IC50 = 9900.0 nM 5.0 Antiproliferative activity against human MINO cells assessed as inhibition of ce... 36642961
Daudi IC50 = 12800.0 nM 4.89 Antiproliferative activity against human Daudi cells assessed as inhibition of c... 36642961

Literature References

PubMed DOI Target Context # Activities
36642961 10.1021/acs.jmedchem.2c01920 KMS-11 18
36642961 10.1021/acs.jmedchem.2c01920 ADMET 11
36642961 10.1021/acs.jmedchem.2c01920 Histone-lysine N-methyltransferase NSD2 3
36642961 10.1021/acs.jmedchem.2c01920 Unchecked 3
36642961 10.1021/acs.jmedchem.2c01920 Neural cell adhesion molecule 1 2
36642961 10.1021/acs.jmedchem.2c01920 Protransforming growth factor alpha 2
36642961 10.1021/acs.jmedchem.2c01920 Hepatocyte growth factor receptor 2
36642961 10.1021/acs.jmedchem.2c01920 Ras-related protein R-Ras2 2
36642961 10.1021/acs.jmedchem.2c01920 Basement membrane-specific heparan sulfate proteoglycan core protein 2
36642961 10.1021/acs.jmedchem.2c01920 OPM-2 1
39230932 10.1021/acs.jmedchem.4c00639 Histone-lysine N-methyltransferase NSD2 1
36642961 10.1021/acs.jmedchem.2c01920 MOLM-13 1
36642961 10.1021/acs.jmedchem.2c01920 OCI-AML2 1
36642961 10.1021/acs.jmedchem.2c01920 MOLT-4 1
36642961 10.1021/acs.jmedchem.2c01920 RS4-11 1
36642961 10.1021/acs.jmedchem.2c01920 Histone-lysine N-methyltransferase, H3 lysine-36 specific 1
36642961 10.1021/acs.jmedchem.2c01920 Histone-lysine N-methyltransferase 2D 1
36642961 10.1021/acs.jmedchem.2c01920 Histone-lysine N-methyltransferase 2A 1
36642961 10.1021/acs.jmedchem.2c01920 Histone-arginine methyltransferase CARM1 1
36642961 10.1021/acs.jmedchem.2c01920 Protein arginine N-methyltransferase 1 1

Data from ChEMBL 36 via Core Engine