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Compound Detail

CHEMBL268789

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CCn1cc(C(=O)O)c(=O)c2cnc(N3CCN(C(=S)Nc4cc(Cl)cc(Cl)c4)CC3)nc21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL268789
Phase Preclinical
Structure Type MOL
InChI Key MJPZHDIECTWQAK-UHFFFAOYSA-N
2
Targets
12
Activities
3
Assay Types
0
PK Parameters
9
Publications
0
Known Names

Molecular Properties

507.4
MW (Da)
3.34
ALogP
7
HBA
2
HBD
103.6
PSA (Ų)
0.51
QED
1
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H20Cl2N6O3S
MW 507.40
Aromatic Rings 3
Heavy Atoms 33
NP-Likeness -1.71

Activity Summary

EC50 5 meas. best 6.92
Ki 4 meas. best 5.72
IC50 3 meas. best 5.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Staphylococcus aureus
CHEMBL352
 EC50 6.92 5.946 120.0 5
Autotaxin
CHEMBL3691
 IC50 5.92 5.84 1200.0 3
Autotaxin
CHEMBL3691
 Ki 5.72 5.455 1900.0 4

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Staphylococcus aureus EC50 = 120.0 nM 6.92 Potentiation of ciprofloxacin-induced antibacterial activity against methicillin... 31307763
Autotaxin IC50 = 1200.0 nM 5.92 Inhibition of autotaxin-mediated pNP-TMP hydrolysis in human MDA-MB-435 cells by... 20005724
Staphylococcus aureus EC50 = 1500.0 nM 5.82 Potentiation of mitomycin-c-induced antibacterial activity against methicillin r... 31307763
Autotaxin IC50 = 1600.0 nM 5.8 Inhibition of human autotaxin isolated from MDA-MB-231 cells assessed as blockad... 20041668
Autotaxin IC50 = 1600.0 nM 5.8 Inhibition of autotaxin-mediated FS3 hydrolysis in human MDA-MB-435 cells by amp... 20005724
Staphylococcus aureus EC50 = 1800.0 nM 5.75 Antibacterial activity against methicillin resistant Staphylococcus aureus USA30... 31307763
Autotaxin Ki = 1900.0 nM 5.72 Competitive inhibition of human autotaxin at free state isolated from MDA-MB-231... 20041668
Autotaxin Ki = 1900.0 nM 5.72 Competitive-type inhibition of autotaxin-mediated FS3 hydrolysis by Michaelis-Me... 20005724
Staphylococcus aureus EC50 = 2300.0 nM 5.64 Antibacterial activity against Staphylococcus aureus SH1000 incubated for 18 hrs... 31307763
Staphylococcus aureus EC50 = 2500.0 nM 5.6 Potentiation of H2O2-induced antibacterial activity against methicillin resistan... 31307763
Autotaxin Ki = 6500.0 nM 5.19 Noncompetitive inhibition of autotaxin-mediated pNP-TMP hydrolysis by Michaelis-... 20005724
Autotaxin Ki = 6500.0 nM 5.19 Noncompetitive inhibition of autotaxin-mediated pNP-TMP hydrolysis by Michaelis-... 20005724

Literature References

PubMed DOI Target Context # Activities
20005724 10.1016/j.bmc.2009.11.056 Autotaxin 8
31307763 10.1016/j.bmc.2019.06.025 Staphylococcus aureus 6
20041668 10.1021/jm9012328 Autotaxin 3
18036821 10.1016/j.bmc.2007.11.018 Autotaxin 1
20005724 10.1016/j.bmc.2009.11.056 Glycerophosphocholine cholinephosphodiesterase ENPP6 1
20005724 10.1016/j.bmc.2009.11.056 Ectonucleotide pyrophosphatase/phosphodiesterase family member 7 1
20349977 10.1021/jm901718z Autotaxin 1
31307763 10.1016/j.bmc.2019.06.025 Escherichia coli 1
31307763 10.1016/j.bmc.2019.06.025 Unchecked 1

Data from ChEMBL 36 via Core Engine