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Compound Detail

CHEMBL412099

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N#Cc1cccc(C#N)c1-c1nc2c3ccc(Cl)cc3c3ccccc3c2[nH]1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL412099
Phase Preclinical
Structure Type MOL
InChI Key BVFLHOOKHPFDCT-UHFFFAOYSA-N
8
Targets
41
Activities
1
Assay Types
4
PK Parameters
20
Publications
0
Known Names

Molecular Properties

378.8
MW (Da)
5.93
ALogP
3
HBA
1
HBD
76.3
PSA (Ų)
0.37
QED
1
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H11ClN4
MW 378.82
Aromatic Rings 5
Heavy Atoms 28
NP-Likeness -0.70

Activity Summary

IC50 41 meas. best 9.05

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Microsomal prostaglandin E synthase-1
CHEMBL5152
 IC50 9.05 9.05 0.9 1
Unchecked
CHEMBL612545
 IC50 9.05 8.62 0.9 5
Prostaglandin E synthase
CHEMBL5658
 IC50 9.0 7.406 1.0 25
Tyrosine-protein kinase JAK2
CHEMBL2971
 IC50 7.0 7.0 100.0 1
A549
CHEMBL392
 IC50 6.38 6.38 420.0 2
Blood
CHEMBL613416
 IC50 5.89 5.89 1300.0 3
Thromboxane-A synthase
CHEMBL1835
 IC50 5.52 5.52 3000.0 2
SARS-CoV-2
CHEMBL4303835
 IC50 4.88 4.88 13290.0 2

Pharmacokinetic Data

Parameter Value Units Species
Cmax 12000.0 nM Rattus norvegicus
F 68.0 % Rattus norvegicus
T1/2 1.5 hr Rattus norvegicus
T1/2 1.3 hr Macaca mulatta

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Microsomal prostaglandin E synthase-1 IC50 = 0.9 nM 9.05 Inhibition of guinea pig mPGES1 18459759
Unchecked IC50 = 0.9 nM 9.05 Inhibition of guinea pig mPGES1 18029174
Unchecked IC50 = 0.9 nM 9.05 Inhibition of guinea pig recombinant mPGES-1 25260492
Unchecked IC50 = 1.0 nM 9.0 Inhibition of human recombinant mPGES1 18029174
Unchecked IC50 = 1.0 nM 9.0 Inhibition of human recombinant mPGES1 expressed in CHO cells 18459759
Prostaglandin E synthase IC50 = 1.0 nM 9.0 Displacement of [3H]PGH2 from human recombinant PGES1 expressed in CHOK1 cells 19748780
Prostaglandin E synthase IC50 = 1.0 nM 9.0 Inhibition of human mPGES1 assessed as PGE2 level after 41 sec by ELISA 20144869
Prostaglandin E synthase IC50 = 1.0 nM 9.0 Inhibition of mPGES1 21295979
Prostaglandin E synthase IC50 = 1.0 nM 9.0 Inhibition of human recombinant mPGES-1 using PGH2 as substrate incubated 20 min... 23266122
Prostaglandin E synthase IC50 = 1.9 nM 8.72 Inhibition of human recombinant mPGES-1 expressed in CHO cells assessed as reduc... 27865703
Prostaglandin E synthase IC50 = 1.9 nM 8.72 Inhibition of recombinant human mPGES-1 expressed in CHO cells assessed as reduc... 28400234
Prostaglandin E synthase IC50 = 3.0 nM 8.52 Inhibition of mPGES1 expressed in Escherichia coli Rosetta-DE3 assessed as reduc... 22380511
Prostaglandin E synthase IC50 = 3.0 nM 8.52 Inhibition of microsomal PGES-1 (unknown origin) assessed as PGH2 conversion to ... 24794107
Prostaglandin E synthase IC50 = 3.0 nM 8.52 Inhibition of full-length microsomal PGES-1 (unknown origin) expressed in Escher... 23527738
Prostaglandin E synthase IC50 = 4.3 nM 8.37 Inhibition of microsomal PGES1 transfected in human HEK293 cells assessed as PGE... 22137787
Prostaglandin E synthase IC50 = 5.3 nM 8.28 Inhibition of human microsomal PGES1 expressed in 293E cells by LC/MS/MS analysi... 26653180
Prostaglandin E synthase IC50 = 6.0 nM 8.22 Inhibition of recombinant human mPGES-1 expressed in human 293E cell microsomes ... 25961169
Prostaglandin E synthase IC50 = 56.0 nM 7.25 Inhibition of mPGES-1 in human A549 cells assessed as reduction in interleukin-1... 27865703
Prostaglandin E synthase IC50 = 56.0 nM 7.25 Inhibition of mPGES-1 in human A549 cells assessed as decrease in IL1beta induce... 28400234
Prostaglandin E synthase IC50 = 76.0 nM 7.12 Inhibition of mPGES1 in rhIL-1beta-stimulated human A549 cells assessed as PGE2 ... 26653180

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
26653180 10.1021/acs.jmedchem.5b01249 Prostaglandin E synthase 4
18459759 10.1021/jm800197b Unchecked 4
21295979 10.1016/j.bmcl.2011.01.006 Prostaglandin E synthase 3
25961169 10.1021/acs.jmedchem.5b00330 Prostaglandin E synthase 3
27865703 10.1016/j.bmcl.2016.10.079 Prostaglandin E synthase 3
18029174 10.1016/j.bmcl.2007.10.033 Unchecked 3
18459759 10.1021/jm800197b A549 2
19748780 10.1016/j.bmcl.2009.08.085 Hepatocyte 2
19748780 10.1016/j.bmcl.2009.08.085 Blood 2
19748780 10.1016/j.bmcl.2009.08.085 Prostaglandin E synthase 2
22380511 10.1021/jm201497k Prostaglandin E synthase 2
26653180 10.1021/acs.jmedchem.5b01249 Cytochrome P450 3A4 2
28400234 10.1016/j.bmcl.2017.03.068 Prostaglandin E synthase 2
18459759 10.1021/jm800197b Blood 2
18029174 10.1016/j.bmcl.2007.10.033 Rattus norvegicus 2
18029174 10.1016/j.bmcl.2007.10.033 Cavia porcellus 2
18029174 10.1016/j.bmcl.2007.10.033 Blood 2
18029174 10.1016/j.bmcl.2007.10.033 A549 2
23527738 10.1021/jm301900x Prostaglandin E synthase 2

Data from ChEMBL 36 via Core Engine