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Compound Detail

CHEMBL41140

6-NITROQUIPAZINE
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O=[N+]([O-])c1ccc2nc(N3CCNCC3)ccc2c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL41140
Name 6-NITROQUIPAZINE
Phase Preclinical
Structure Type MOL
InChI Key GGDBEAVVGFNWIA-UHFFFAOYSA-N
5
Targets
13
Activities
2
Assay Types
0
PK Parameters
15
Publications
0
Known Names

Molecular Properties

258.3
MW (Da)
1.55
ALogP
5
HBA
1
HBD
71.3
PSA (Ų)
0.65
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C13H14N4O2
MW 258.28
Aromatic Rings 2
Heavy Atoms 19
NP-Likeness -1.90

Activity Summary

Ki 12 meas. best 9.92
Kd 1 meas. best 10.29

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium-dependent serotonin transporter
CHEMBL313
 Kd 10.29 10.29 0.1 1
Sodium-dependent serotonin transporter
CHEMBL313
 Ki 9.92 9.7757 0.1 7
Sodium-dependent serotonin transporter
CHEMBL228
 Ki 9.77 9.77 0.2 1
Serotonin 3 (5-HT3) receptor
CHEMBL2094116
 Ki 7.24 7.24 58.0 2
Serotonin 3 (5-HT3) receptor
CHEMBL2094132
 Ki 7.24 7.24 58.0 1
5-hydroxytryptamine receptor 1A
CHEMBL273
 Ki 7.24 7.24 58.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sodium-dependent serotonin transporter Kd = 0.051 nM 10.29 Binding affinity of the radio labeled [3H]5-Methyl-6-nitroquipazine compound aga... 12443787
Sodium-dependent serotonin transporter Ki = 0.12 nM 9.92 Ability to displace [3H]paroxetine bound to Serotonin transporter receptor in ra... 9513601
Sodium-dependent serotonin transporter Ki = 0.12 nM 9.92 Binding affinity towards Serotonin transporter was determined in rat forebrain m... 10229626
Sodium-dependent serotonin transporter Ki = 0.163 nM 9.79 In vitro radioligand [3H]-paroxetine from rat cortical Serotonin transporter 11128642
Sodium-dependent serotonin transporter Ki = 0.17 nM 9.77 Displacement of [3H]citalopram from rat cortical serotonin transporter (SERT) 11859009
Sodium-dependent serotonin transporter Ki = 0.17 nM 9.77 Inhibition of [3H]citalopram binding to Serotonin transporter of rat cerebral co... 10915050
Sodium-dependent serotonin transporter Ki = 0.17 nM 9.77 Displacement of [3H]-5HT from human SERT 22309909
Sodium-dependent serotonin transporter Ki = 0.23 nM 9.64 In vitro radioligand [3H]-paroxetine from rat cortical Serotonin transporter 11128642
Sodium-dependent serotonin transporter Ki = 0.24 nM 9.62 Displacement of [3H]citalopram from Sprague-Dawley rat SERT 17376695
Serotonin 3 (5-HT3) receptor Ki = 58.0 nM 7.24 Ability to displace [3H]granisetron specifically bound to 5-hydroxytryptamine 3 ... 9513601
5-hydroxytryptamine receptor 1A Ki = 58.0 nM 7.24 Ability to displace [3H]- -OH-DPAT bound to 5-hydroxytryptamine 1A receptor in r... 9513601
Serotonin 3 (5-HT3) receptor Ki = 58.0 nM 7.24 Inhibition of [3H]granisetron binding to 5-hydroxytryptamine 3 receptor (5-HT 3 ... 10229626
Serotonin 3 (5-HT3) receptor Ki = 58.0 nM 7.24 Binding affinity towards 5-hydroxytryptamine 3 receptor 12217367

Literature References

PubMed DOI Target Context # Activities
12217367 10.1016/s0960-894x(02)00514-0 Serotonin 3 (5-HT3) receptor 3
20081854 10.1038/nchembio.307 Danio rerio 3
11128642 10.1016/s0960-894x(00)00546-1 Sodium-dependent serotonin transporter 2
12443787 10.1016/s0960-894x(02)00787-4 Sodium-dependent serotonin transporter 2
22309909 10.1016/j.ejmech.2012.01.012 Sodium-dependent serotonin transporter 2
11859009 10.1016/s0960-894x(02)00028-8 Sodium-dependent serotonin transporter 1
11128642 10.1016/s0960-894x(00)00546-1 Unchecked 1
10915050 10.1016/s0960-894x(00)00290-0 Sodium-dependent serotonin transporter 1
9513601 10.1021/jm970645i Serotonin 3 (5-HT3) receptor 1
9513601 10.1021/jm970645i 5-hydroxytryptamine receptor 1A 1
9513601 10.1021/jm970645i Sodium-dependent serotonin transporter 1
10229626 10.1021/jm981112s Serotonin 3 (5-HT3) receptor 1
10229626 10.1021/jm981112s Sodium-dependent serotonin transporter 1
17376695 10.1016/j.bmc.2007.03.001 Sodium-dependent serotonin transporter 1
22309909 10.1016/j.ejmech.2012.01.012 5-hydroxytryptamine receptor 1A 1

Data from ChEMBL 36 via Core Engine