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Compound Detail

CHEMBL469987

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Cc1cc(N)nc(C[C@H]2CNC[C@H]2OCCNCCc2cccc(F)c2)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL469987
Phase Preclinical
Structure Type MOL
InChI Key NESZTSPBRDBHCW-FXAWDEMLSA-N
3
Targets
9
Activities
2
Assay Types
0
PK Parameters
13
Publications
0
Known Names

Molecular Properties

372.5
MW (Da)
2.09
ALogP
5
HBA
3
HBD
72.2
PSA (Ų)
0.59
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 C21H29FN4O
MW 372.49
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness -0.53

Activity Summary

Ki 7 meas. best 8.15
IC50 2 meas. best 6.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Nitric oxide synthase 1
CHEMBL3048
 Ki 8.15 6.9967 7.0 3
Nitric oxide synthase, inducible
CHEMBL3464
 Ki 7.82 6.42 15.0 2
Nitric oxide synthase 1
CHEMBL3048
 IC50 6.0 5.445 1000.0 2
Nitric oxide synthase 3
CHEMBL4802
 Ki 4.51 4.51 31000.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Nitric oxide synthase 1 Ki = 7.0 nM 8.15 Inhibition of rat nNOS 25602734
Nitric oxide synthase 1 Ki = 15.0 nM 7.82 Inhibition of rat recombinant nNOS expressed in Escherichia coli assessed as nit... 19268602
Nitric oxide synthase, inducible Ki = 15.0 nM 7.82 Inhibition of mouse recombinant iNOS 20958055
Nitric oxide synthase 1 IC50 = 1000.0 nM 6.0 Inhibition of recombinant rat nNOS expressed in Escherichia coli by hemoglobin c... 22370337
Nitric oxide synthase, inducible Ki = 9500.0 nM 5.02 Inhibition of mouse recombinant iNOS expressed in Escherichia coli assessed as n... 19268602
Nitric oxide synthase 1 Ki = 9500.0 nM 5.02 Inhibition of rat recombinant nNOS 20958055
Nitric oxide synthase 1 IC50 = 13000.0 nM 4.89 Inhibition of rat nNOS expressed in HEK293T cells preincubated for 30 mins prior... 22370337
Nitric oxide synthase 3 Ki = 31000.0 nM 4.51 Inhibition of bovine recombinant eNOS expressed in Escherichia coli assessed as ... 19268602
Nitric oxide synthase 3 Ki = 31000.0 nM 4.51 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
19268602 10.1016/j.bmc.2009.02.017 Unchecked 2
20958055 10.1021/jm100947x Unchecked 2
25602734 10.1021/acs.jmedchem.5b00057 Unchecked 2
19268602 10.1016/j.bmc.2009.02.017 Nitric oxide synthase, inducible 1
19268602 10.1016/j.bmc.2009.02.017 Nitric oxide synthase 1 1
19268602 10.1016/j.bmc.2009.02.017 Nitric oxide synthase 3 1
19268602 10.1016/j.bmc.2009.02.017 Brain 1
19268602 10.1016/j.bmc.2009.02.017 Mus musculus 1
20958055 10.1021/jm100947x Nitric oxide synthase, inducible 1
20958055 10.1021/jm100947x Nitric oxide synthase 3 1
20958055 10.1021/jm100947x Nitric oxide synthase 1 1
25602734 10.1021/acs.jmedchem.5b00057 Nitric oxide synthase 1 1

Data from ChEMBL 36 via Core Engine