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Compound Detail

CHEMBL227744

NITROARGININE
Phase I
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Phase I
N=C(NCCC[C@H](N)C(=O)O)N[N+](=O)[O-]
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL227744
Name NITROARGININE
Phase Phase I
Structure Type MOL
InChI Key MRAUNPAHJZDYCK-BYPYZUCNSA-N

Known Names

L-ng-nitroarginine Ng-nitro-l-arginine Nitroarginine NSC-53662
11
Targets
49
Activities
3
Assay Types
0
PK Parameters
20
Publications
4
Known Names
1
Indications

Molecular Properties

219.2
MW (Da)
-1.52
ALogP
5
HBA
5
HBD
154.4
PSA (Ų)
0.12
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product

Extended Properties

Molecular Formula C6H13N5O4
MW 219.20
Aromatic Rings 0
Heavy Atoms 15
NP-Likeness 0.62

Indications

Neoplasms

Activity Summary

IC50 35 meas. best 7.1
Ki 12 meas. best 7.82
EC50 2 meas. best 5.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Nitric oxide synthase 1
CHEMBL3568
 Ki 7.82 7.06 15.0 2
Unchecked
CHEMBL612545
 Ki 7.82 7.015 15.0 2
Nitric oxide synthase 3
CHEMBL4803
 Ki 7.52 7.52 30.0 1
Nitric oxide synthase 1
CHEMBL3568
 IC50 7.1 6.465 80.0 4
Rattus norvegicus
CHEMBL376
 IC50 6.7 6.7 200.0 1
Nitric oxide synthase 3
CHEMBL4803
 IC50 6.5 6.4333 320.0 3
Nitric oxide synthase, inducible
CHEMBL3464
 IC50 6.3 4.94 500.0 6
Nitric oxide synthase 1
CHEMBL4719
 IC50 6.3 6.3 500.0 1
Nitric oxide synthase, inducible
CHEMBL3464
 Ki 6.24 5.6567 570.0 3
Nitric oxide synthase 1
CHEMBL3048
 IC50 6.22 5.6443 600.0 7
Nitric oxide synthase, inducible
CHEMBL4481
 Ki 6.17 6.17 670.0 1
Nitric oxide synthase 3
CHEMBL4802
 Ki 6.14 6.13 720.0 2
Rattus norvegicus
CHEMBL376
 EC50 5.96 5.74 1100.0 2
Nitric oxide synthase 3
CHEMBL4802
 IC50 5.92 5.92 1200.0 1
RAW264.7
CHEMBL612557
 IC50 5.54 4.68 2918.0 4
Nitric oxide synthase 1
CHEMBL3048
 Ki 5.34 5.34 4550.0 1
Nitric oxide synthase, inducible
CHEMBL4481
 IC50 5.26 5.2133 5500.0 3
Nitric oxide synthase, inducible
CHEMBL3051
 IC50 4.7 4.7 20000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Nitric oxide synthase 1 Ki = 15.0 nM 7.82 Inhibitory activity against human neuronal nitric oxide synthase (nNOS) isoenzym... 9667974
Unchecked Ki = 15.0 nM 7.82 Inhibition of bovine nNOS 23458846
Nitric oxide synthase 3 Ki = 30.0 nM 7.52 Inhibitory activity against human endothelial nitric oxide synthase (eNOS) isoen... 9667974
Nitric oxide synthase 1 IC50 = 80.0 nM 7.1 Inhibitory concentration against recombinant human (neuronal nitric oxide syntha... 12781178
Nitric oxide synthase 1 IC50 = 80.0 nM 7.1 Concentration required to inhibit neuronal nitric oxide synthase 12182860
Rattus norvegicus IC50 = 200.0 nM 6.7 Inhibitory activity against N-methyl-D-aspartate (NMDA)-induced cyclic GMP accum... 9651169
Nitric oxide synthase 3 IC50 = 320.0 nM 6.5 Inhibitory concentration against recombinant human Endothelial nitric oxide synt... 12781178
Nitric oxide synthase 3 IC50 = 320.0 nM 6.5 In vitro inhibition of endothelial nitric oxide synthase. 12182860
Nitric oxide synthase, inducible IC50 = 500.0 nM 6.3 Tested for inhibition of mouse inducible nitric oxide synthase 7525961
Nitric oxide synthase 1 Ki = 500.0 nM 6.3 Inhibition of nNOS assessed as conversion of L-[3H]arginine to L-[3H]citrulline 18477512
Nitric oxide synthase 1 IC50 = 500.0 nM 6.3 Inhibition of neuronal nitric oxide synthase (nNOS) in mice 14698148
Nitric oxide synthase 1 IC50 = 500.0 nM 6.3 Inhibition of cloned (from RNA) human Neuronal nitric oxide synthase 9733492
Nitric oxide synthase 3 IC50 = 500.0 nM 6.3 Inhibition of cloned (from RNA) human endothelial constitutive Endothelial nitri... 9733492
Nitric oxide synthase, inducible Ki = 570.0 nM 6.24 Inhibition of mouse recombinant iNOS 20958055
Nitric oxide synthase 1 IC50 = 600.0 nM 6.22 Compound was tested in vitro for inhibitory activity against nNOS (constitutive ... -
Nitric oxide synthase 1 IC50 = 600.0 nM 6.22 Inhibitory activity against isomeric form of Neuronal nitric oxide synthase meas... 9651169
Unchecked Ki = 610.0 nM 6.21 Inhibition of bovine recombinant neuronal NOS by hemoglobin capture assay 17425297
Nitric oxide synthase, inducible Ki = 670.0 nM 6.17 Inhibitory activity against human inducible nitric oxide synthase (iNOS) isoenzy... 9667974
Nitric oxide synthase 3 Ki = 720.0 nM 6.14 Inhibition of bovine recombinant endothelial NOS by hemoglobin capture assay 17425297
Nitric oxide synthase 3 Ki = 750.0 nM 6.12 Inhibition of bovine recombinant eNOS 20958055

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4495565 SARS-CoV-2 6
19144449 10.1016/j.ejmech.2008.12.007 Nitric oxide synthase, inducible 4
17425297 10.1021/jm061305c Unchecked 3
25522110 10.1021/jm501723p Unchecked 3
22370337 10.1016/j.bmc.2012.01.037 Nitric oxide synthase 1 3
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 3
19537690 10.1021/jm900380j Nitric oxide synthase 1 3
9651169 10.1021/jm980073h Rattus norvegicus 3
- 10.6019/CHEMBL4808148 Histone deacetylase 6 3
27976895 10.1021/acs.jnatprod.6b00407 RAW264.7 3
23458846 10.1021/jm3015926 Unchecked 3
21846089 10.1021/np200279r Nitric oxide synthase, inducible 2
10447959 10.1021/jm990111c Unchecked 2
19144449 10.1016/j.ejmech.2008.12.007 Nitric oxide synthase 3 2
19013076 10.1016/j.bmc.2008.10.058 Nitric oxide synthase 3 2
20958055 10.1021/jm100947x Unchecked 2
19537690 10.1021/jm900380j Unchecked 2
10498190 10.1016/s0960-894x(99)00411-4 Rattus norvegicus 2
19715321 10.1021/np900320e RAW264.7 2
22148193 10.1021/np100874f Nitric oxide synthase, inducible 2

Data from ChEMBL 36 via Core Engine