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Compound Detail

CHEMBL2177344

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FC(F)C[C@H]1C[C@@H]1c1cncc(OC[C@@H]2CCN2)c1.O=C(O)C(F)(F)F
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2177344
Phase Preclinical
Structure Type MOL
InChI Key IWUOUDPNEVLDBK-RWRFGJHHSA-N
Parent Compound CHEMBL2220509
Active Moiety CHEMBL2220509
7
Targets
9
Activities
3
Assay Types
0
PK Parameters
8
Publications
0
Known Names

Molecular Properties

268.3
MW (Da)
2.58
ALogP
3
HBA
1
HBD
34.1
PSA (Ų)
0.86
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C16H19F5N2O3
MW 382.33
Aromatic Rings 1
Heavy Atoms 19
NP-Likeness 0.06

Activity Summary

Ki 7 meas. best 10.0
EC50 1 meas. best 8.06
IC50 1 meas. best 8.07

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Neuronal acetylcholine receptor; alpha4/beta2
CHEMBL1907596
 Ki 10.0 10.0 0.1 1
Neuronal acetylcholine receptor; alpha4/beta4
CHEMBL1907595
 Ki 9.52 8.58 0.3 2
Unchecked
CHEMBL612545
 Ki 9.1 9.1 0.8 1
Neuronal acetylcholine receptor; alpha3/beta2
CHEMBL1907587
 Ki 8.16 8.16 6.9 1
Neuronal acetylcholine receptor; alpha4/beta2
CHEMBL1907589
 IC50 8.07 8.07 8.6 1
Neuronal acetylcholine receptor; alpha4/beta2
CHEMBL1907589
 EC50 8.06 8.06 8.8 1
Neuronal acetylcholine receptor; alpha2/beta4
CHEMBL1907590
 Ki 7.07 7.07 85.4 1
Neuronal acetylcholine receptor; alpha3/beta4
CHEMBL1907593
 Ki 5.7 5.7 1976.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 0.1 nM 10.0 Displacement of [3H]epibatidine from rat alpha4beta2-nAChRs after 4 hrs by scint... 22928944
Neuronal acetylcholine receptor; alpha4/beta4 Ki = 0.3 nM 9.52 Displacement of [3H]epibatidine from rat alpha2beta2-nAChRs after 4 hrs by scint... 22928944
Unchecked Ki = 0.8 nM 9.1 Displacement of [3H]epibatidine from rat alpha4beta2*-nAChRs after 4 hrs by scin... 22928944
Neuronal acetylcholine receptor; alpha3/beta2 Ki = 6.9 nM 8.16 Displacement of [3H]epibatidine from rat alpha3beta2-nAChRs after 4 hrs by scint... 22928944
Neuronal acetylcholine receptor; alpha4/beta2 IC50 = 8.6 nM 8.07 Antagonist activity at high sensitivity and low sensitivity alpha4beta2-nAChR ex... 22928944
Neuronal acetylcholine receptor; alpha4/beta2 EC50 = 8.8 nM 8.06 Agonist activity at high sensitivity and low sensitivity alpha4beta2-nAChR expre... 22928944
Neuronal acetylcholine receptor; alpha4/beta4 Ki = 23.0 nM 7.64 Displacement of [3H]epibatidine from rat alpha4beta4-nAChRs after 4 hrs by scint... 22928944
Neuronal acetylcholine receptor; alpha2/beta4 Ki = 85.4 nM 7.07 Displacement of [3H]epibatidine from rat alpha2beta4-nAChRs after 4 hrs by scint... 22928944
Neuronal acetylcholine receptor; alpha3/beta4 Ki = 1976.0 nM 5.7 Displacement of [3H]epibatidine from rat alpha3beta4-nAChRs after 4 hrs by scint... 22928944

Literature References

PubMed DOI Target Context # Activities
22928944 10.1021/jm3008739 Neuronal acetylcholine receptor; alpha4/beta2 6
22928944 10.1021/jm3008739 Unchecked 4
22928944 10.1021/jm3008739 Mus musculus 3
22928944 10.1021/jm3008739 Neuronal acetylcholine receptor; alpha4/beta4 2
22928944 10.1021/jm3008739 Acetylcholine receptor; alpha1/beta1/delta/gamma 2
22928944 10.1021/jm3008739 Neuronal acetylcholine receptor; alpha2/beta4 1
22928944 10.1021/jm3008739 Neuronal acetylcholine receptor; alpha3/beta4 1
22928944 10.1021/jm3008739 Neuronal acetylcholine receptor; alpha3/beta2 1

Data from ChEMBL 36 via Core Engine