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Compound Detail

CHEMBL2165443

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FCc1cc(OC[C@@H]2CCN2)on1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2165443
Phase Preclinical
Structure Type MOL
InChI Key DTIFFHAURKBXJT-LURJTMIESA-N
8
Targets
12
Activities
3
Assay Types
0
PK Parameters
9
Publications
0
Known Names

Molecular Properties

186.2
MW (Da)
0.88
ALogP
4
HBA
1
HBD
47.3
PSA (Ų)
0.76
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C8H11FN2O2
MW 186.19
Aromatic Rings 1
Heavy Atoms 13
NP-Likeness -0.31

Activity Summary

Ki 9 meas. best 8.14
EC50 2 meas. best 5.96
IC50 1 meas. best 6.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Neuronal acetylcholine receptor; alpha3/beta4
CHEMBL1907594
 Ki 8.14 8.14 7.3 1
Neuronal acetylcholine receptor; alpha4/beta2
CHEMBL1907596
 Ki 8.14 8.14 7.3 1
Neuronal acetylcholine receptor; alpha4/beta4
CHEMBL1907595
 Ki 7.93 7.36 11.8 2
Unchecked
CHEMBL612545
 Ki 7.92 7.92 11.9 1
Neuronal acetylcholine receptor; alpha3/beta2
CHEMBL1907587
 Ki 7.76 7.76 17.3 1
Neuronal acetylcholine receptor; alpha3/beta4
CHEMBL1907594
 IC50 6.82 6.82 151.0 1
Neuronal acetylcholine receptor; alpha2/beta4
CHEMBL1907590
 Ki 6.33 6.33 472.0 1
Neuronal acetylcholine receptor; alpha3/beta4
CHEMBL1907594
 EC50 5.96 5.96 1090.0 1
Neuronal acetylcholine receptor; alpha3/beta4
CHEMBL1907593
 Ki 5.9 5.9 1270.0 1
Neuronal acetylcholine receptors; alpha-3/beta-4, alpha-5, beta-2
CHEMBL2221346
 Ki 5.9 5.9 1270.0 1
Neuronal acetylcholine receptors; alpha-3/beta-4, alpha-5, beta-2
CHEMBL2221346
 EC50 5.47 5.47 3400.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Neuronal acetylcholine receptor; alpha3/beta4 Ki = 7.3 nM 8.14 Inhibition of human alpha4beta2 nACHR expressed in SH-EP1 cells by 86Rb+ efflux ... 22148173
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 7.3 nM 8.14 Displacement of [3H]epibatidine from rat alpha4beta2 nACHR 22148173
Neuronal acetylcholine receptor; alpha4/beta4 Ki = 11.8 nM 7.93 Displacement of [3H]epibatidine from rat alpha2beta2 nACHR 22148173
Unchecked Ki = 11.9 nM 7.92 Displacement of [3H]epibatidine from rat forebrain alpha4beta2* nACHR 22148173
Neuronal acetylcholine receptor; alpha3/beta2 Ki = 17.3 nM 7.76 Displacement of [3H]epibatidine from rat alpha3beta2 nACHR 22148173
Neuronal acetylcholine receptor; alpha3/beta4 IC50 = 151.0 nM 6.82 Inhibition of human alpha4beta2 nACHR expressed in SH-EP1 cells by 86Rb+ efflux ... 22148173
Neuronal acetylcholine receptor; alpha4/beta4 Ki = 163.0 nM 6.79 Displacement of [3H]epibatidine from rat alpha4beta4 nACHR 22148173
Neuronal acetylcholine receptor; alpha2/beta4 Ki = 472.0 nM 6.33 Displacement of [3H]epibatidine from rat alpha2beta4 nACHR 22148173
Neuronal acetylcholine receptor; alpha3/beta4 EC50 = 1090.0 nM 5.96 Agonist activity at human alpha4beta2 nACHR expressed in SH-EP1 cells by 86Rb+ e... 22148173
Neuronal acetylcholine receptors; alpha-3/beta-4, alpha-5, beta-2 Ki = 1270.0 nM 5.9 Inhibition of alpha3beta4alpha5beta2 nACHR in human SH-SY5Y cells by 86Rb+ efflu... 22148173
Neuronal acetylcholine receptor; alpha3/beta4 Ki = 1270.0 nM 5.9 Displacement of [3H]epibatidine from rat alpha3beta4 nACHR 22148173
Neuronal acetylcholine receptors; alpha-3/beta-4, alpha-5, beta-2 EC50 = 3400.0 nM 5.47 Agonist activity at alpha3beta4alpha5beta2 nACHR in human SH-SY5Y cells by 86Rb+... 22148173

Literature References

PubMed DOI Target Context # Activities
22148173 10.1021/jm201301h Neuronal acetylcholine receptor; alpha3/beta4 6
22148173 10.1021/jm201301h Neuronal acetylcholine receptors; alpha-3/beta-4, alpha-5, beta-2 5
22148173 10.1021/jm201301h Unchecked 4
22148173 10.1021/jm201301h Neuronal acetylcholine receptor; alpha4/beta4 2
22148173 10.1021/jm201301h Acetylcholine receptor; alpha1/beta1/delta/gamma 1
22148173 10.1021/jm201301h Neuronal acetylcholine receptor subunit alpha-7 1
22148173 10.1021/jm201301h Neuronal acetylcholine receptor; alpha4/beta2 1
22148173 10.1021/jm201301h Neuronal acetylcholine receptor; alpha3/beta2 1
22148173 10.1021/jm201301h Neuronal acetylcholine receptor; alpha2/beta4 1

Data from ChEMBL 36 via Core Engine