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Compound Detail

CHEMBL480419

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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 CHEMBL480419
Phase Preclinical
Structure Type MOL
InChI Key PUOKPLCASUFBAN-FXAWDEMLSA-N
8
Targets
18
Activities
2
Assay Types
0
PK Parameters
20
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 16 meas. best 8.3
IC50 2 meas. best 6.35

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Nitric oxide synthase 1
CHEMBL3048
 Ki 8.3 7.3475 5.0 4
Nitric oxide synthase, inducible
CHEMBL3464
 Ki 7.85 6.2133 14.0 3
Nitric oxide synthase 1
CHEMBL3568
 Ki 7.28 7.22 52.0 2
Nitric oxide synthase 1
CHEMBL4719
 Ki 7.28 7.28 52.0 1
Nitric oxide synthase 1
CHEMBL3048
 IC50 6.35 5.535 450.0 2
Nitric oxide synthase, inducible
CHEMBL4481
 Ki 5.41 5.41 3900.0 1
Nitric oxide synthase 3
CHEMBL2643
 Ki 4.58 4.58 26400.0 1
Nitric oxide synthase 3
CHEMBL4803
 Ki 4.58 4.58 26000.0 1
Nitric oxide synthase 3
CHEMBL4802
 Ki 4.55 4.55 28000.0 3

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 rat nNOS 25602734
Nitric oxide synthase 1 Ki = 14.0 nM 7.85 Inhibition of rat recombinant nNOS expressed in Escherichia coli assessed as nit... 19268602
Nitric oxide synthase 1 Ki = 14.0 nM 7.85 Inhibition of rat recombinant nNOS expressed in Escherichia coli by hemoglobin c... 19125620
Nitric oxide synthase, inducible Ki = 14.0 nM 7.85 Inhibition of mouse recombinant iNOS 20958055
Nitric oxide synthase 1 Ki = 52.0 nM 7.28 Inhibition of nNOS 21410186
Nitric oxide synthase 1 Ki = 52.0 nM 7.28 Inhibition of recombinant mouse nNOS overexpressed in Escherichia coli assessed ... 36063653
Nitric oxide synthase 1 Ki = 70.0 nM 7.16 Binding affinity to recombinant human neuronal NOS overexpressed in Escherichia ... 25489882
Nitric oxide synthase 1 IC50 = 450.0 nM 6.35 Inhibition of recombinant rat nNOS expressed in Escherichia coli by hemoglobin c... 22370337
Nitric oxide synthase, inducible Ki = 3900.0 nM 5.41 Inhibition of iNOS 21410186
Nitric oxide synthase, inducible Ki = 4000.0 nM 5.4 Inhibition of mouse recombinant iNOS expressed in Escherichia coli assessed as n... 19268602
Nitric oxide synthase, inducible Ki = 4060.0 nM 5.39 Inhibition of mouse recombinant iNOS expressed in Escherichia coli by hemoglobin... 19125620
Nitric oxide synthase 1 Ki = 4060.0 nM 5.39 Inhibition of rat recombinant nNOS 20958055
Nitric oxide synthase 1 IC50 = 19000.0 nM 4.72 Inhibition of rat nNOS expressed in HEK293T cells preincubated for 30 mins prior... 22370337
Nitric oxide synthase 3 Ki = 26000.0 nM 4.58 Inhibition of eNOS 21410186
Nitric oxide synthase 3 Ki = 26400.0 nM 4.58 Inhibition of recombinant mouse eNOS overexpressed in Escherichia coli assessed ... 36063653
Nitric oxide synthase 3 Ki = 28000.0 nM 4.55 Inhibition of bovine recombinant eNOS expressed in Escherichia coli assessed as ... 19268602
Nitric oxide synthase 3 Ki = 28000.0 nM 4.55 Inhibition of bovine recombinant eNOS expressed in Escherichia coli by hemoglobi... 19125620
Nitric oxide synthase 3 Ki = 28000.0 nM 4.55 Inhibition of bovine recombinant eNOS 20958055

Literature References

PubMed DOI Target Context # Activities
22370337 10.1016/j.bmc.2012.01.037 Nitric oxide synthase 1 3
25602734 10.1021/acs.jmedchem.5b00057 Unchecked 2
19125620 10.1021/jm801220a Unchecked 2
21410186 10.1021/jm101071n Nitric oxide synthase 1 2
20958055 10.1021/jm100947x Unchecked 2
20958055 10.1021/jm100947x Nitric oxide synthase 1 1
36063653 10.1016/j.bmc.2022.116970 Nitric oxide synthase 3 1
25602734 10.1021/acs.jmedchem.5b00057 Nitric oxide synthase 1 1
25489882 10.1021/jm501719e Unchecked 1
25489882 10.1021/jm501719e Nitric oxide synthase 1 1
21410186 10.1021/jm101071n Nitric oxide synthase 3 1
21410186 10.1021/jm101071n Nitric oxide synthase, inducible 1
19268602 10.1016/j.bmc.2009.02.017 Nitric oxide synthase, inducible 1
20958055 10.1021/jm100947x Nitric oxide synthase 3 1
20958055 10.1021/jm100947x Nitric oxide synthase, inducible 1
19125620 10.1021/jm801220a Nitric oxide synthase, inducible 1
19125620 10.1021/jm801220a Nitric oxide synthase 3 1
19125620 10.1021/jm801220a Nitric oxide synthase 1 1
19268602 10.1016/j.bmc.2009.02.017 Unchecked 1
19268602 10.1016/j.bmc.2009.02.017 Nitric oxide synthase 3 1

Data from ChEMBL 36 via Core Engine