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Compound Detail

CHEMBL44833

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

Basic Information

ChEMBL ID CHEMBL44833
Phase Preclinical
Structure Type MOL
InChI Key KUZKVXUOMSVPOA-BQBZGAKWSA-N
6
Targets
20
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

318.3
MW (Da)
-3.28
ALogP
7
HBA
7
HBD
215.3
PSA (Ų)
0.07
QED
1
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C10H22N8O4
MW 318.34
Aromatic Rings 0
Heavy Atoms 22
NP-Likeness 0.31

Activity Summary

Ki 20 meas. best 9.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Nitric oxide synthase 1
CHEMBL3568
 Ki 9.52 7.7667 0.3 3
Nitric oxide synthase 3
CHEMBL4803
 Ki 6.97 6.97 107.0 1
Nitric oxide synthase 1
CHEMBL3048
 Ki 6.89 6.89 130.0 6
Unchecked
CHEMBL612545
 Ki 6.48 5.6467 330.0 3
Nitric oxide synthase, inducible
CHEMBL3464
 Ki 4.6 4.6 25000.0 3
Nitric oxide synthase 3
CHEMBL4802
 Ki 3.7 3.7 200000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Nitric oxide synthase 1 Ki = 0.3 nM 9.52 Inhibition of nNOS 19296678
Nitric oxide synthase 3 Ki = 107.0 nM 6.97 Inhibition of eNOS 19296678
Nitric oxide synthase 1 Ki = 130.0 nM 6.89 Inhibition of rat nNOS 23458846
Nitric oxide synthase 1 Ki = 130.0 nM 6.89 Inhibition of rat nNOS 25602734
Nitric oxide synthase 1 Ki = 130.0 nM 6.89 Inhibition of nNOS assessed as conversion of L-[3H]arginine to L-[3H]citrulline 18477512
Nitric oxide synthase 1 Ki = 130.0 nM 6.89 Binding affinity towards neuronal nitric oxide synthase (nNOS) 14736250
Nitric oxide synthase 1 Ki = 130.0 nM 6.89 Inhibitory activity against neuronal nitric oxide synthase (nNOS) 14736250
Nitric oxide synthase 1 Ki = 130.0 nM 6.89 Inhibitory activity against recombinant rat nNOS. 11472219
Nitric oxide synthase 1 Ki = 130.0 nM 6.89 Binding affinity against bovine brain nNOS (neuronal). 10956202
Nitric oxide synthase 1 Ki = 130.0 nM 6.89 Inhibitory activity against Neuronal Nitric Oxide Synthase (nNOS) 12699384
Unchecked Ki = 330.0 nM 6.48 Inhibitory activity against neuronal nitric oxide synthase 14667223
Unchecked Ki = 357.0 nM 6.45 Ratio of Ki for eNOS to Ki for nNOS 19296678
Nitric oxide synthase, inducible Ki = 25000.0 nM 4.6 Binding affinity against recombinant murine Inducible nitric oxide synthase. 10956202
Nitric oxide synthase, inducible Ki = 25000.0 nM 4.6 Inhibitory activity against recombinant murine iNOS. 11472219
Nitric oxide synthase, inducible Ki = 25000.0 nM 4.6 Binding affinity towards inducible nitric oxide synthase (iNOS) 14736250
Unchecked Ki = 97000.0 nM 4.01 Inhibitory activity against Inducible nitric oxide synthase 14667223
Nitric oxide synthase 3 Ki = 200000.0 nM 3.7 Binding affinity towards endothelial nitric oxide synthase (eNOS) 14736250

Literature References

PubMed DOI Target Context # Activities
14667223 10.1021/jm030301u Unchecked 4
12699384 10.1021/jm0202932 Unchecked 2
23458846 10.1021/jm3015926 Unchecked 2
25602734 10.1021/acs.jmedchem.5b00057 Unchecked 2
14736250 10.1021/jm030297m Nitric oxide synthase 1 2
10956202 10.1021/jm000127z Unchecked 1
10956202 10.1021/jm000127z Nitric oxide sythases; iNOS & nNOS 1
11472219 10.1021/jm0101491 Nitric oxide synthase 1 1
11472219 10.1021/jm0101491 Nitric oxide synthase, inducible 1
11472219 10.1021/jm0101491 Nitric oxide synthase 3 1
11472219 10.1021/jm0101491 Nitric-oxide synthase (endothelial and brain) 1
11472219 10.1021/jm0101491 Nitric oxide sythases; iNOS & nNOS 1
10956202 10.1021/jm000127z Nitric oxide synthase 3 1
14736250 10.1021/jm030297m Nitric oxide synthase, inducible 1
14736250 10.1021/jm030297m Nitric oxide synthase 3 1
10956202 10.1021/jm000127z Nitric oxide synthase, inducible 1
14667223 10.1021/jm030301u Nitric oxide sythases; iNOS & nNOS 1
19296678 10.1021/jm900007a Nitric oxide synthase 1 1
19296678 10.1021/jm900007a Nitric oxide synthase 3 1
10956202 10.1021/jm000127z Nitric oxide synthase 1 1

Data from ChEMBL 36 via Core Engine