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Compound Detail

CHEMBL495841

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N#Cc1ccc(-c2ccc(S(=O)(=O)Nc3cccc(N)n3)cc2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL495841
Phase Preclinical
Structure Type MOL
InChI Key ZESFDAKNYJQYKO-UHFFFAOYSA-N
8
Targets
13
Activities
3
Assay Types
11
PK Parameters
20
Publications
0
Known Names

Molecular Properties

350.4
MW (Da)
3.00
ALogP
5
HBA
2
HBD
108.9
PSA (Ų)
0.75
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 C18H14N4O2S
MW 350.40
Aromatic Rings 3
Heavy Atoms 25
NP-Likeness -1.35

Activity Summary

EC50 7 meas. best 8.3
Ki 5 meas. best 8.64
IC50 1 meas. best 5.68

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 Ki 8.64 6.83 2.3 2
11-beta-hydroxysteroid dehydrogenase 1
CHEMBL4235
 EC50 8.3 8.1 5.0 3
Hydroxysteroid 11-beta dehydrogenase 1
CHEMBL5227
 EC50 7.0 7.0 100.0 1
11-beta-hydroxysteroid dehydrogenase type 1
CHEMBL5342
 EC50 6.92 6.92 120.0 1
11-beta-hydroxysteroid dehydrogenase 1
CHEMBL4235
 Ki 6.55 6.55 280.0 1
11-beta-hydroxysteroid dehydrogenase 1
CHEMBL3910
 Ki 6.12 6.12 750.0 1
11-beta-hydroxysteroid dehydrogenase 1
CHEMBL4235
 IC50 5.68 5.68 2070.0 1
High affinity choline transporter 1
CHEMBL5797
 Ki 5.02 5.02 9600.0 1
11-beta-hydroxysteroid dehydrogenase 1
CHEMBL2391
 EC50 4.84 4.84 14500.0 1
3T3-L1
CHEMBL614510
 EC50 4.63 4.63 23550.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 14700.0 ng.hr.mL-1 Rattus norvegicus
CL 0.87 mL.min-1.kg-1 Rattus norvegicus
CL 0.87 mL.min-1.kg-1 Rattus norvegicus
CL 1.0 L/hr Homo sapiens
F 74.0 % Rattus norvegicus
F 60.0 % Rattus norvegicus
F 73.0 % Rattus norvegicus
T1/2 6.6 hr Rattus norvegicus
T1/2 5.0 hr Rattus norvegicus
T1/2 30.0 hr Homo sapiens
Tmax 1.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked Ki = 2.3 nM 8.64 Inhibition of cynomolgus monkey 11beta-HSD1 mediated conversion of prednisone to... 18652443
11-beta-hydroxysteroid dehydrogenase 1 EC50 = 5.0 nM 8.3 Inhibition of human 11beta-HSD1 in HEK293 cells 19473839
11-beta-hydroxysteroid dehydrogenase 1 EC50 = 5.0 nM 8.3 Inhibition of 11beta-HSD1 in human HEK293 cells 23489629
11-beta-hydroxysteroid dehydrogenase 1 EC50 = 20.0 nM 7.7 Inhibition of 11beta-HSD1 in human hepatocytes 19473839
Hydroxysteroid 11-beta dehydrogenase 1 EC50 = 100.0 nM 7.0 Inhibition of 11beta-HSD1 in monkey hepatocytes 19473839
11-beta-hydroxysteroid dehydrogenase type 1 EC50 = 120.0 nM 6.92 Inhibition of 11beta-HSD1 in dog hepatocytes 19473839
11-beta-hydroxysteroid dehydrogenase 1 Ki = 280.0 nM 6.55 Inhibition of N-terminal MKHQHQHQHQHQHQQPL-tagged 11beta-HSD1 C272S mutant (unkn... 31294974
11-beta-hydroxysteroid dehydrogenase 1 Ki = 750.0 nM 6.12 Inhibition of mouse 11beta-HSD1 19473839
11-beta-hydroxysteroid dehydrogenase 1 IC50 = 2070.0 nM 5.68 Inhibition of N-terminal MKHQHQHQHQHQHQQPL-tagged 11beta-HSD1 C272S mutant (unkn... 31294974
High affinity choline transporter 1 Ki = 9600.0 nM 5.02 Inhibition of rat choline transporter 19473839
Unchecked Ki = 9600.0 nM 5.02 Displacement of [125I]2-iodomelatonin from hamster brain melatonin MT3 receptor ... 19473839
11-beta-hydroxysteroid dehydrogenase 1 EC50 = 14500.0 nM 4.84 Inhibition of 11beta-HSD1 in rat hepatocytes 19473839
3T3-L1 EC50 = 23550.0 nM 4.63 Cytotoxicity against mouse 3T3L1 cells measured after 72 hrs by celltiter-glo lu... 31294974

Literature References

PubMed DOI Target Context # Activities
19473839 10.1016/j.bmcl.2009.05.011 Rattus norvegicus 5
19473839 10.1016/j.bmcl.2009.05.011 11-beta-hydroxysteroid dehydrogenase 1 5
24294985 10.1021/jm4014746 Homo sapiens 5
23489629 10.1016/j.bmcl.2013.02.066 Rattus norvegicus 5
31294974 10.1021/acs.jmedchem.9b00187 11-beta-hydroxysteroid dehydrogenase 1 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL3301361 No relevant target 2
24294985 10.1021/jm4014746 Cynomolgus monkey 2
19673466 10.1021/jm900639u Cynomolgus monkey 2
19473839 10.1016/j.bmcl.2009.05.011 11-beta-hydroxysteroid dehydrogenase type 1 1
23489629 10.1016/j.bmcl.2013.02.066 Liver microsomes 1
23489629 10.1016/j.bmcl.2013.02.066 11-beta-hydroxysteroid dehydrogenase type 2 1
23489629 10.1016/j.bmcl.2013.02.066 11-beta-hydroxysteroid dehydrogenase 1 1
19473839 10.1016/j.bmcl.2009.05.011 Hydroxysteroid 11-beta dehydrogenase 1 1
19473839 10.1016/j.bmcl.2009.05.011 Unchecked 1
24294985 10.1021/jm4014746 ADMET 1
19473839 10.1016/j.bmcl.2009.05.011 High affinity choline transporter 1 1
19473839 10.1016/j.bmcl.2009.05.011 11-beta-hydroxysteroid dehydrogenase type 2 1
18652443 10.1021/jm800369f Unchecked 1

Data from ChEMBL 36 via Core Engine