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Compound Detail

CHEMBL594682

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Cc1cc(N)nc(C[C@@H]2CNC[C@@H]2NCCNCCc2cccc(F)c2)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL594682
Phase Preclinical
Structure Type MOL
InChI Key PUOKPLCASUFBAN-XLIONFOSSA-N
8
Targets
29
Activities
1
Assay Types
0
PK Parameters
10
Publications
0
Known Names

Molecular Properties

371.5
MW (Da)
1.66
ALogP
5
HBA
4
HBD
75.0
PSA (Ų)
0.50
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H30FN5
MW 371.50
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness -0.58

Activity Summary

Ki 29 meas. best 8.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Nitric oxide synthase, inducible
CHEMBL3464
 Ki 8.3 6.845 5.0 2
Nitric oxide synthase 1
CHEMBL4719
 Ki 8.3 5.7367 5.0 3
Nitric oxide synthase 1
CHEMBL3568
 Ki 8.28 7.1871 5.3 7
Nitric oxide synthase 1
CHEMBL3048
 Ki 7.85 7.4425 14.0 4
Nitric oxide synthase, inducible
CHEMBL4481
 Ki 6.56 5.3525 273.0 8
Nitric oxide synthase 3
CHEMBL4803
 Ki 4.7 4.6 20000.0 3
Nitric oxide synthase 3
CHEMBL2643
 Ki 4.69 4.69 20300.0 1
Nitric oxide synthase 3
CHEMBL4802
 Ki 4.55 4.55 28000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Nitric oxide synthase 1 Ki = 5.0 nM 8.3 Inhibition of recombinant mouse nNOS overexpressed in Escherichia coli assessed ... 36063653
Nitric oxide synthase, inducible Ki = 5.0 nM 8.3 Inhibition of mouse recombinant iNOS 20958055
Nitric oxide synthase 1 Ki = 5.3 nM 8.28 Inhibition of nNOS 21410186
Nitric oxide synthase 1 Ki = 14.0 nM 7.85 Enzyme Inhibition Assay: Recombinant NOS isozymes over-expressed in E. coli were... -
Nitric oxide synthase 1 Ki = 14.0 nM 7.85 Inhibition Assay: To test for enzyme inhibition, the hemoglobin capture assay wa... -
Nitric oxide synthase 1 Ki = 37.0 nM 7.43 Enzyme Assay: Rat and human nNOS, murine macrophage iNOS, and human eNOS were re... -
Nitric oxide synthase 1 Ki = 37.0 nM 7.43 Enzyme Assay: Rat and human nNOS, murine macrophage iNOS, and human eNOS were re... -
Nitric oxide synthase 1 Ki = 41.0 nM 7.39 Enzyme Assay: Rat and human nNOS, murine macrophage iNOS, and human eNOS were re... -
Nitric oxide synthase 1 Ki = 49.0 nM 7.31 Enzyme Assay: Rat and human nNOS, murine macrophage iNOS, and human eNOS were re... -
Nitric oxide synthase 1 Ki = 66.0 nM 7.18 Enzyme Assay: Rat and human nNOS, murine macrophage iNOS, and human eNOS were re... -
Nitric oxide synthase, inducible Ki = 273.0 nM 6.56 Enzyme Assay: Rat and human nNOS, murine macrophage iNOS, and human eNOS were re... -
Nitric oxide synthase 1 Ki = 318.0 nM 6.5 Enzyme Assay: Rat and human nNOS, murine macrophage iNOS, and human eNOS were re... -
Nitric oxide synthase 1 Ki = 318.0 nM 6.5 Enzyme Assay: Rat and human nNOS, murine macrophage iNOS, and human eNOS were re... -
Nitric oxide synthase 1 Ki = 440.0 nM 6.36 Enzyme Assay: Rat and human nNOS, murine macrophage iNOS, and human eNOS were re... -
Nitric oxide synthase, inducible Ki = 581.0 nM 6.24 Enzyme Assay: Rat and human nNOS, murine macrophage iNOS, and human eNOS were re... -
Nitric oxide synthase, inducible Ki = 3900.0 nM 5.41 Inhibition of iNOS 21410186
Nitric oxide synthase, inducible Ki = 4060.0 nM 5.39 Enzyme Inhibition Assay: Recombinant NOS isozymes over-expressed in E. coli were... -
Nitric oxide synthase, inducible Ki = 4100.0 nM 5.39 Inhibition Assay: To test for enzyme inhibition, the hemoglobin capture assay wa... -
Nitric oxide synthase, inducible Ki = 9490.0 nM 5.02 Enzyme Assay: Rat and human nNOS, murine macrophage iNOS, and human eNOS were re... -
Nitric oxide synthase, inducible Ki = 11800.0 nM 4.93 Enzyme Assay: Rat and human nNOS, murine macrophage iNOS, and human eNOS were re... -

Literature References

PubMed DOI Target Context # Activities
21410186 10.1021/jm101071n Nitric oxide synthase 1 3
20958055 10.1021/jm100947x Unchecked 2
19796958 10.1016/j.bmc.2009.08.065 Brain 1
19796958 10.1016/j.bmc.2009.08.065 Mus musculus 1
19796958 10.1016/j.bmc.2009.08.065 ADMET 1
20958055 10.1021/jm100947x Nitric oxide synthase, inducible 1
21410186 10.1021/jm101071n Nitric oxide synthase, inducible 1
21410186 10.1021/jm101071n Nitric oxide synthase 3 1
36063653 10.1016/j.bmc.2022.116970 Nitric oxide synthase 1 1
36063653 10.1016/j.bmc.2022.116970 Nitric oxide synthase 3 1

Data from ChEMBL 36 via Core Engine