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Compound Detail

CHEMBL228077

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NC(=O)[C@@H]1C[C@@H](NC(=O)[C@@H](N)CCC/N=C(\N)N[N+](=O)[O-])CN1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL228077
Phase Preclinical
Structure Type MOL
InChI Key IUFRDGFKAVLPFZ-CSMHCCOUSA-N
6
Targets
12
Activities
1
Assay Types
0
PK Parameters
15
Publications
0
Known Names

Molecular Properties

330.4
MW (Da)
-3.48
ALogP
7
HBA
6
HBD
203.8
PSA (Ų)
0.09
QED
1
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C11H22N8O4
MW 330.35
Aromatic Rings 0
Heavy Atoms 23
NP-Likeness 0.17

Activity Summary

Ki 12 meas. best 7.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Nitric oxide synthase 1
CHEMBL3048
 Ki 7.0 6.8267 100.0 3
Nitric oxide synthase 1
CHEMBL3568
 Ki 7.0 7.0 100.0 1
Nitric oxide synthase 3
CHEMBL4803
 Ki 6.96 6.96 110.0 1
Unchecked
CHEMBL612545
 Ki 6.48 6.22 330.0 2
Nitric oxide synthase, inducible
CHEMBL3464
 Ki 4.77 4.77 17000.0 2
Nitric oxide synthase 3
CHEMBL4802
 Ki 4.14 4.14 72000.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Nitric oxide synthase 1 Ki = 100.0 nM 7.0 Inhibition of nNOS assessed as conversion of L-[3H]arginine to L-[3H]citrulline 18477512
Nitric oxide synthase 1 Ki = 100.0 nM 7.0 Inhibition of rat nNOS 23458846
Nitric oxide synthase 1 Ki = 100.0 nM 7.0 Inhibition of rat nNOS 25602734
Nitric oxide synthase 3 Ki = 110.0 nM 6.96 Inhibition of eNOS 19296678
Unchecked Ki = 330.0 nM 6.48 Inhibition of bovine recombinant neuronal NOS by hemoglobin capture assay 17425297
Nitric oxide synthase 1 Ki = 330.0 nM 6.48 Inhibition of rat recombinant nNOS expressed in Escherichia coli assessed as nit... 17239601
Unchecked Ki = 1100.0 nM 5.96 Ratio of Ki for eNOS to Ki for nNOS 19296678
Nitric oxide synthase, inducible Ki = 17000.0 nM 4.77 Inhibition of mouse recombinant inducible NOS by hemoglobin capture assay 17425297
Nitric oxide synthase, inducible Ki = 17000.0 nM 4.77 Inhibition of mouse recombinant iNOS expressed in Escherichia coli assessed as n... 17239601
Nitric oxide synthase 3 Ki = 72000.0 nM 4.14 Inhibition of bovine recombinant endothelial NOS by hemoglobin capture assay 17425297
Nitric oxide synthase 3 Ki = 72000.0 nM 4.14 Inhibition of bovine recombinant eNOS expressed in Escherichia coli assessed as ... 17239601

Literature References

PubMed DOI Target Context # Activities
17425297 10.1021/jm061305c Unchecked 3
17239601 10.1016/j.bmc.2007.01.001 Unchecked 2
23458846 10.1021/jm3015926 Unchecked 2
25602734 10.1021/acs.jmedchem.5b00057 Unchecked 2
17425297 10.1021/jm061305c Nitric oxide synthase, inducible 1
17425297 10.1021/jm061305c Nitric oxide synthase 3 1
17239601 10.1016/j.bmc.2007.01.001 Nitric oxide synthase 1 1
17239601 10.1016/j.bmc.2007.01.001 Nitric oxide synthase, inducible 1
17239601 10.1016/j.bmc.2007.01.001 Nitric oxide synthase 3 1
19296678 10.1021/jm900007a Nitric oxide synthase 1 1
19296678 10.1021/jm900007a Nitric oxide synthase 3 1
19296678 10.1021/jm900007a Unchecked 1
18477512 10.1016/j.bmc.2008.04.036 Nitric oxide synthase 1 1
23458846 10.1021/jm3015926 Nitric oxide synthase 1 1
25602734 10.1021/acs.jmedchem.5b00057 Nitric oxide synthase 1 1

Data from ChEMBL 36 via Core Engine