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Compound Detail

CHEMBL337173

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O=C1C(Cl)=C(NCCN2CCOCC2)C(=O)c2ncccc21

Basic Information

ChEMBL ID CHEMBL337173
Phase Preclinical
Structure Type MOL
InChI Key BMKPVDQDJQWBPD-UHFFFAOYSA-N
18
Targets
38
Activities
3
Assay Types
4
PK Parameters
20
Publications
0
Known Names

Molecular Properties

321.8
MW (Da)
0.83
ALogP
6
HBA
1
HBD
71.5
PSA (Ų)
0.89
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C15H16ClN3O3
MW 321.76
Aromatic Rings 1
Heavy Atoms 22
NP-Likeness -0.99

Activity Summary

IC50 34 meas. best 7.11
Ki 3 meas. best 7.54
EC50 1 meas. best 4.11

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
M-phase inducer phosphatase 1
CHEMBL3775
Ki 7.54 7.54 29.0 1
Replicase polyprotein 1ab
CHEMBL4523582
IC50 7.11 7.11 77.0 1
M-phase inducer phosphatase 3
CHEMBL2378
Ki 7.05 7.05 89.0 1
M-phase inducer phosphatase 2
CHEMBL4804
Ki 7.02 7.02 95.0 1
Histone-lysine N-methyltransferase NSD2
CHEMBL3108645
IC50 6.96 6.78 110.0 6
Histone-lysine N-methyltransferase, H3 lysine-36 specific
CHEMBL3588738
IC50 6.96 6.9133 110.0 3
N-lysine methyltransferase KMT5A
CHEMBL1795176
IC50 6.68 6.68 210.0 3
M-phase inducer phosphatase 2
CHEMBL4804
IC50 6.68 5.805 210.0 4
M-phase inducer phosphatase 3
CHEMBL2378
IC50 6.6 6.36 250.0 2
Histone-lysine N-methyltransferase NSD3
CHEMBL3108646
IC50 6.58 6.525 260.0 2
M-phase inducer phosphatase 1
CHEMBL3775
IC50 6.1 5.5067 790.0 3
MCF7
CHEMBL387
IC50 6.0 6.0 1000.0 1
KMS-11
CHEMBL4296454
IC50 5.84 5.84 1430.0 1
DU-145
CHEMBL613508
IC50 5.64 5.64 2300.0 1
MIA PaCa-2
CHEMBL614725
IC50 5.6 5.6 2500.0 1
A549
CHEMBL392
IC50 5.56 5.56 2760.0 1
Unchecked
CHEMBL612545
IC50 5.48 5.395 3310.0 2
Dual specificity protein phosphatase 3
CHEMBL2635
IC50 5.4 5.4 4000.0 1
KB
CHEMBL398
IC50 5.31 5.31 4890.0 1
MDA-MB-231
CHEMBL400
IC50 5.3 5.3 4970.0 1
SARS-CoV
CHEMBL4303836
EC50 4.11 4.11 77000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 14.5 ng.hr.mL-1 Mus musculus
Cmax 65.58 nM Mus musculus
T1/2 0.57 hr Mus musculus
Tmax 0.33 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
M-phase inducer phosphatase 1 Ki = 29.0 nM 7.54 Inhibition of human Cdc25A 21420867
Replicase polyprotein 1ab IC50 = 77.0 nM 7.11 Inhibition of SARS-CoV-2 MPro using Dabcyl-KTSAVLQSGFRKME-Edans as substrate mea... 37659195
M-phase inducer phosphatase 3 Ki = 89.0 nM 7.05 Inhibition of human Cdc25C 21420867
M-phase inducer phosphatase 2 Ki = 95.0 nM 7.02 Inhibition of human Cdc25B 21420867
Histone-lysine N-methyltransferase, H3 lysine-36 specific IC50 = 110.0 nM 6.96 Inhibition of N-terminal polyhistidine-tagged recombinant human NSD1 (1538 to 26... 37182335
Histone-lysine N-methyltransferase NSD2 IC50 = 110.0 nM 6.96 Inhibition of NSD2 E1099K mutant (unknown origin) 37578463
Histone-lysine N-methyltransferase, H3 lysine-36 specific IC50 = 110.0 nM 6.96 Inhibition of NSD1 (unknown origin) 38805937
Histone-lysine N-methyltransferase, H3 lysine-36 specific IC50 = 150.0 nM 6.82 Inhibition of NSD1 (unknown origin) 36642961
Histone-lysine N-methyltransferase NSD2 IC50 = 170.0 nM 6.77 Inhibition of NSD2 T1150A mutant (unknown origin) 37578463
Histone-lysine N-methyltransferase NSD2 IC50 = 170.0 nM 6.77 Inhibition of N-terminal polyhistidine-tagged human NSD2 expressed in baculoviru... 37182335
Histone-lysine N-methyltransferase NSD2 IC50 = 170.0 nM 6.77 Inhibition of wild type NSD2 (unknown origin) 37578463
Histone-lysine N-methyltransferase NSD2 IC50 = 170.0 nM 6.77 Inhibition of N-terminal polyhistidine tagged human recombinant NSD2 SET domain ... 36642961
M-phase inducer phosphatase 2 IC50 = 210.0 nM 6.68 Inhibitory activity against recombinant human cell division cycle 25B 11708908
N-lysine methyltransferase KMT5A IC50 = 210.0 nM 6.68 Inhibition of N-terminal His6-tagged human SETD8 (191 to 352) assessed as incorp... 25406853
N-lysine methyltransferase KMT5A IC50 = 210.0 nM 6.68 Inhibition of N-terminal His6-tagged human SETD8 (191 to 352 residues) expressed... 27528434
N-lysine methyltransferase KMT5A IC50 = 210.0 nM 6.68 Inhibition of SETD8 (unknown origin) 36528996
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
M-phase inducer phosphatase 3 IC50 = 250.0 nM 6.6 Inhibitory activity against recombinant CDC25C 16216500
Histone-lysine N-methyltransferase NSD3 IC50 = 260.0 nM 6.58 Inhibition of N-terminal GST-fused recombinant human NSD3 (1021 to 1322 residues... 37182335
Histone-lysine N-methyltransferase NSD3 IC50 = 340.0 nM 6.47 Inhibition of NSD3 (unknown origin) 36642961

Literature References

PubMed DOI Target Context # Activities
37302341 10.1016/j.ejmech.2023.115505 HCT-116 9
36642961 10.1021/acs.jmedchem.2c01920 ADMET 5
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
37302341 10.1016/j.ejmech.2023.115505 DLD-1 4
22506091 10.1021/ml2002778 M-phase inducer phosphatase 2 3
25406853 10.1021/jm501234a Unchecked 3
22506091 10.1021/ml2002778 M-phase inducer phosphatase 1 3
37578463 10.1021/acs.jmedchem.3c00948 Histone-lysine N-methyltransferase NSD2 3
27528434 10.1016/j.bmcl.2016.08.004 N-lysine methyltransferase KMT5A 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
22506091 10.1021/ml2002778 Unchecked 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
24564608 10.1021/jm500089r Human coronavirus OC43 2
36642961 10.1021/acs.jmedchem.2c01920 Histone-lysine N-methyltransferase NSD2 2
27663546 10.1016/j.bmc.2016.09.028 Matrix protein P17 2
25703307 10.1016/j.bmc.2015.01.043 M-phase inducer phosphatase 2 2
31541869 10.1016/j.ejmech.2019.111696 Unchecked 2
31541869 10.1016/j.ejmech.2019.111696 M-phase inducer phosphatase 1 2
31541869 10.1016/j.ejmech.2019.111696 M-phase inducer phosphatase 3 2
31541869 10.1016/j.ejmech.2019.111696 M-phase inducer phosphatase 2 2

Data from ChEMBL 36 via Core Engine