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Compound Detail

CHEMBL408430

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CN1CCCCC1Cn1cc(C(=O)c2cc([N+](=O)[O-])ccc2I)c2ccccc21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL408430
Phase Preclinical
Structure Type MOL
InChI Key ZUHIXXCLLBMBDW-UHFFFAOYSA-N
5
Targets
29
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

503.3
MW (Da)
4.87
ALogP
5
HBA
0
HBD
68.4
PSA (Ų)
0.22
QED
1
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H22IN3O3
MW 503.34
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness -1.15

Activity Summary

Ki 23 meas. best 8.47
EC50 4 meas. best 7.79
IC50 2 meas. best 8.47

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cannabinoid receptor 2
CHEMBL253
 IC50 8.47 8.47 3.4 1
Cannabinoid receptor 2
CHEMBL253
 Ki 8.47 8.0382 3.4 11
Cannabinoid receptor 2
CHEMBL5373
 Ki 8.47 8.47 3.4 1
Cannabinoid receptor 2
CHEMBL253
 EC50 7.79 7.79 16.4 1
Cannabinoid receptor 2
CHEMBL2470
 EC50 6.67 6.585 216.0 2
Cannabinoid receptor 1
CHEMBL218
 IC50 6.55 6.55 280.0 1
Cannabinoid receptor 1
CHEMBL218
 Ki 6.55 5.891 280.0 10
Cannabinoid receptor 1
CHEMBL3571
 Ki 6.55 6.55 280.0 1
Cannabinoid receptor 1
CHEMBL218
 EC50 5.98 5.98 1038.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cannabinoid receptor 2 IC50 = 3.4 nM 8.47 Binding affinity to CB2 receptor 18006322
Cannabinoid receptor 2 Ki = 3.4 nM 8.47 Binding affinity to CB2 receptor (unknown origin) 23672690
Cannabinoid receptor 2 Ki = 3.4 nM 8.47 Displacement of [3H]-CP55940 from CB2 receptor of mouse spleen membranes 23865723
Cannabinoid receptor 2 Ki = 3.4 nM 8.47 Binding affinity to CB2 receptor (unknown origin) 36821347
Cannabinoid receptor 2 Ki = 7.1 nM 8.15 Displacement of [3H]-CP55940 from human CB2 receptor expressed in HEK cells by l... 23865723
Cannabinoid receptor 2 Ki = 7.0 nM 8.15 Displacement of [3H]CP55940 from CB2 receptor (unknown origin) expressed in HEK ... 33094613
Cannabinoid receptor 2 Ki = 11.5 nM 7.94 Displacement of [3H]CP 55940 from human CB2 receptor in cell free system 21183257
Cannabinoid receptor 2 Ki = 11.48 nM 7.94 Displacement of [3H]CP-55940 from human recombinant CB2 receptor expressed in HE... 18311894
Cannabinoid receptor 2 Ki = 11.5 nM 7.94 Displacement of [3H]CP-55940 from human recombinant CB2 receptor expressed in HE... 18311894
Cannabinoid receptor 2 Ki = 11.48 nM 7.94 Displacement of [3H]CP-55940 from human recombinant CB2 receptor expressed in HE... 19921781
Cannabinoid receptor 2 Ki = 11.5 nM 7.94 Displacement of [3H]CP-55940 from human recombinant CB2 receptor expressed in HE... 19921781
Cannabinoid receptor 2 Ki = 15.1 nM 7.82 Binding affinity to CB2 receptor 19143566
Cannabinoid receptor 2 EC50 = 16.4 nM 7.79 Agonist activity at human CB2 receptor expressed in CHO-K1 cells assessed as inh... 25466197
Cannabinoid receptor 2 Ki = 21.8 nM 7.66 Displacement of [3H]CP55940 from human CB2 receptor expressed in CHO-K1 cell mem... 25466197
Cannabinoid receptor 2 EC50 = 216.0 nM 6.67 Inverse agonist activity at rat CB2 receptor expressed in CHO-K1 cells assessed ... 23865723
Cannabinoid receptor 1 IC50 = 280.0 nM 6.55 Binding affinity to CB1 receptor 18006322
Cannabinoid receptor 1 Ki = 280.0 nM 6.55 Binding affinity to CB1 receptor (unknown origin) 23672690
Cannabinoid receptor 1 Ki = 280.0 nM 6.55 Displacement of [3H]-CP55940 from CB1 receptor of rat brain 23865723
Cannabinoid receptor 2 EC50 = 315.0 nM 6.5 Inverse agonist activity at rat CB2 receptor expressed in CHO-K1 cells assessed ... 23865723
Cannabinoid receptor 1 Ki = 580.0 nM 6.24 Displacement of [3H]-CP55940 from human CB1 receptor by liquid scintillation cou... 23865723

Literature References

PubMed DOI Target Context # Activities
23865723 10.1021/jm4005626 Cannabinoid receptor 2 4
19921781 10.1021/jm901214q Cannabinoid receptor 2 3
18311894 10.1021/jm7011613 Cannabinoid receptor 2 3
18311894 10.1021/jm7011613 Cannabinoid receptor 1 2
23865723 10.1021/jm4005626 Cannabinoid receptor 1 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
25466197 10.1016/j.bmcl.2014.11.003 Cannabinoid receptor 2 2
19921781 10.1021/jm901214q Cannabinoid receptor 1 2
25466197 10.1016/j.bmcl.2014.11.003 Cannabinoid receptor 1 2
25466197 10.1016/j.bmcl.2014.11.003 Unchecked 2
21183257 10.1016/j.ejmech.2010.11.034 Cannabinoid receptor 1 1
36821347 10.1021/acs.jmedchem.2c01943 Cannabinoid receptor 2 1
21183257 10.1016/j.ejmech.2010.11.034 Unchecked 1
21183257 10.1016/j.ejmech.2010.11.034 Cannabinoid receptor 2 1
18006322 10.1016/j.bmc.2007.10.087 Cannabinoid receptor 1 1
19921781 10.1021/jm901214q Unchecked 1
18311894 10.1021/jm7011613 Unchecked 1
19143566 10.1021/jm801044g Unchecked 1
18666769 10.1021/jm8002203 Rattus norvegicus 1

Data from ChEMBL 36 via Core Engine