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Compound Detail

CHEMBL11471

L-NIO
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CC(=N)NCCC[C@H](N)C(=O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL11471
Name L-NIO
Phase Preclinical
Structure Type MOL
InChI Key UYZFAUAYFLEHRC-LURJTMIESA-N
8
Targets
18
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

173.2
MW (Da)
-0.23
ALogP
3
HBA
4
HBD
99.2
PSA (Ų)
0.26
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C7H15N3O2
MW 173.22
Aromatic Rings 0
Heavy Atoms 12
NP-Likeness 1.25

Activity Summary

Ki 10 meas. best 7.0
IC50 8 meas. best 6.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 Ki 7.0 7.0 100.0 1
Nitric oxide synthase 1
CHEMBL3568
 Ki 6.64 5.76 230.0 4
Nitric oxide synthase, inducible
CHEMBL4481
 Ki 6.47 6.47 340.0 1
Nitric oxide synthase 1
CHEMBL3048
 IC50 6.1 6.1 800.0 1
Nitric oxide synthase 3
CHEMBL4803
 Ki 6.09 6.09 810.0 1
Nitric oxide synthase, inducible
CHEMBL3464
 Ki 5.85 5.355 1420.0 2
Nitric oxide synthase, inducible
CHEMBL3051
 IC50 5.66 5.66 2200.0 1
Nitric oxide synthase 1
CHEMBL4719
 IC50 5.52 5.52 3000.0 1
Nitric oxide synthase, inducible
CHEMBL3464
 IC50 5.41 5.23 3900.0 2
Nitric oxide synthase, inducible
CHEMBL4481
 IC50 5.4 5.4 4000.0 1
Nitric oxide synthase 3
CHEMBL4803
 IC50 5.22 5.22 6000.0 1
Nitric oxide synthase 1
CHEMBL3568
 IC50 5.05 5.05 9000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked Ki = 100.0 nM 7.0 Inhibition of human recombinant NOS 19013076
Nitric oxide synthase 1 Ki = 230.0 nM 6.64 Inhibitory constant for the inhibition of human Neuronal nitric oxide synthase -
Nitric oxide synthase, inducible Ki = 340.0 nM 6.47 Inhibitory constant for the inhibition of human Inducible nitric oxide synthase -
Nitric oxide synthase 1 IC50 = 800.0 nM 6.1 Inhibition of rat nNOS 36063653
Nitric oxide synthase 3 Ki = 810.0 nM 6.09 Inhibitory constant for the inhibition of human Endothelial nitric oxide synthas... -
Nitric oxide synthase, inducible Ki = 1420.0 nM 5.85 Compound was tested for competitive antagonist of Nitric oxide synthase 10843221
Nitric oxide synthase 1 Ki = 1700.0 nM 5.77 Inhibition of human nNOS assessed as inhibition constant measured after 5 mins 36063653
Nitric oxide synthase 1 Ki = 1700.0 nM 5.77 Inhibition of nNOS assessed as conversion of L-[3H]arginine to L-[3H]citrulline 18477512
Nitric oxide synthase, inducible IC50 = 2200.0 nM 5.66 Tested for inhibition of rat brain inducible nitric oxide synthase 7525961
Nitric oxide synthase 1 IC50 = 3000.0 nM 5.52 Inhibition of mouse nNOS 36063653
Nitric oxide synthase, inducible IC50 = 3900.0 nM 5.41 Tested for inhibition of mouse inducible nitric oxide synthase 7525961
Nitric oxide synthase, inducible IC50 = 4000.0 nM 5.4 Inhibitory concentration against human inducible nitric oxide synthase expressed... 15911272
Nitric oxide synthase 3 IC50 = 6000.0 nM 5.22 Inhibitory concentration against human endothelial nitric oxide synthase express... 15911272
Nitric oxide synthase 1 IC50 = 9000.0 nM 5.05 Inhibitory concentration against human neuronal nitric oxide synthase expressed ... 15911272
Nitric oxide synthase, inducible IC50 = 9000.0 nM 5.05 Compound was evaluated for inhibitory activity against iNOS obtained from RAW 26... 9873655
Nitric oxide synthase, inducible Ki = 13700.0 nM 4.86 Inhibition of mouse iNOS overexpressed in Escherichia coli assessed as inhibitio... 36063653
Nitric oxide synthase 1 Ki = 13700.0 nM 4.86 Inhibition of human nNOS assessed as inhibition constant 36063653

Literature References

PubMed DOI Target Context # Activities
36063653 10.1016/j.bmc.2022.116970 Nitric oxide synthase 1 4
10843221 10.1016/s0960-894x(00)00171-2 Nitric oxide synthase, inducible 2
10447959 10.1021/jm990111c Unchecked 2
7525961 10.1021/jm00049a007 Nitric oxide synthase, inducible 2
19013076 10.1016/j.bmc.2008.10.058 Nitric oxide synthase 3 2
19013076 10.1016/j.bmc.2008.10.058 Nitric oxide synthase 1 2
19013076 10.1016/j.bmc.2008.10.058 Nitric oxide synthase, inducible 2
15911272 10.1016/j.bmcl.2005.03.078 Nitric oxide synthase 3 1
36063653 10.1016/j.bmc.2022.116970 N(G),N(G)-dimethylarginine dimethylaminohydrolase 1 1
36063653 10.1016/j.bmc.2022.116970 Nitric oxide synthase, inducible 1
19013076 10.1016/j.bmc.2008.10.058 N(G),N(G)-dimethylarginine dimethylaminohydrolase 1 1
18477512 10.1016/j.bmc.2008.04.036 Nitric oxide synthase 1 1
19013076 10.1016/j.bmc.2008.10.058 Unchecked 1
- 10.1016/S0960-894X(97)00309-0 Nitric oxide synthase, inducible 1
15911272 10.1016/j.bmcl.2005.03.078 Nitric oxide synthase, inducible 1
15911272 10.1016/j.bmcl.2005.03.078 Nitric oxide synthase 1 1
9873655 10.1016/s0960-894x(98)00532-0 Nitric oxide synthase, inducible 1
7525961 10.1021/jm00049a007 Unchecked 1
- 10.1016/S0960-894X(97)00309-0 Nitric oxide synthase 1 1
- 10.1016/S0960-894X(97)00309-0 Nitric oxide synthase 3 1

Data from ChEMBL 36 via Core Engine