Compound Detail

CHEMBL3356148

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COCC[C@H]1C[C@@H]1c1cncc(N2C[C@H]3CNC[C@H]3C2)c1.O=C(O)C(F)(F)F

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3356148
Phase	Preclinical
Structure Type	MOL
InChI Key	CDZHPTFDWGBHGA-YIVBMFOKSA-N
Parent Compound	CHEMBL3547606
Active Moiety	CHEMBL3547606

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

287.4

MW (Da)

1.88

ALogP

HBA

HBD

37.4

PSA (Å²)

0.90

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C19H26F3N3O3
MW	401.43
Aromatic Rings	1
Heavy Atoms	21
NP-Likeness	0.02

Activity Summary

Ki 6 meas. best 9.52

EC50 2 meas. best 7.9

IC50 2 meas. best 8.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Neuronal acetylcholine receptor; alpha2/beta2 CHEMBL1907592	Ki	9.52	9.52	0.3	1
Unchecked CHEMBL612545	Ki	8.92	8.92	1.2	1
Neuronal acetylcholine receptor; alpha4/beta2 CHEMBL1907596	Ki	8.39	8.39	4.1	1
Neuronal acetylcholine receptor; alpha4/beta2 CHEMBL1907589	IC50	8.0	7.98	10.0	2
Neuronal acetylcholine receptor; alpha4/beta2 CHEMBL1907589	EC50	7.9	7.875	12.6	2
Neuronal acetylcholine receptor; alpha3/beta2 CHEMBL1907587	Ki	7.58	7.58	26.0	1
Neuronal acetylcholine receptor; alpha4/beta4 CHEMBL1907595	Ki	6.77	6.77	170.0	1
Neuronal acetylcholine receptor; alpha2/beta4 CHEMBL1907590	Ki	6.42	6.42	380.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Neuronal acetylcholine receptor; alpha2/beta2	Ki	=	0.3	nM	9.52	Displacement of [3H]epibatidine from rat forebrain alpha2beta2 nAChR by competit...	25408831
Unchecked	Ki	=	1.2	nM	8.92	Displacement of [3H]epibatidine from rat forebrain alpha4beta2* nAChR by competi...	25408831
Neuronal acetylcholine receptor; alpha4/beta2	Ki	=	4.1	nM	8.39	Displacement of [3H]epibatidine from rat forebrain alpha4beta2 nAChR by competit...	25408831
Neuronal acetylcholine receptor; alpha4/beta2	IC50	=	10.0	nM	8.0	Inactivation of human alpha4beta2 nAChR expressed in SH-EP1 cells by [86Rb+] ion...	25408831
Neuronal acetylcholine receptor; alpha4/beta2	IC50	=	11.0	nM	7.96	Inactivation of human alpha4beta2 nAChR expressed in SH-EP1 cells by [86Rb+] ion...	25408831
Neuronal acetylcholine receptor; alpha4/beta2	EC50	=	12.59	nM	7.9	Agonist activity at human alpha4beta2 nAChR expressed in SH-EP1 cells by [86Rb+]...	25408831
Neuronal acetylcholine receptor; alpha4/beta2	EC50	=	14.0	nM	7.85	Agonist activity at human alpha4beta2 nAChR expressed in SH-EP1 cells by [86Rb+]...	25408831
Neuronal acetylcholine receptor; alpha3/beta2	Ki	=	26.0	nM	7.58	Displacement of [3H]epibatidine from rat forebrain alpha3beta2 nAChR by competit...	25408831
Neuronal acetylcholine receptor; alpha4/beta4	Ki	=	170.0	nM	6.77	Displacement of [3H]epibatidine from rat forebrain alpha4beta4 nAChR by competit...	25408831
Neuronal acetylcholine receptor; alpha2/beta4	Ki	=	380.0	nM	6.42	Displacement of [3H]epibatidine from rat forebrain alpha2beta4 nAChR by competit...	25408831

Literature References

PubMed	DOI	Target Context	# Activities
25408831	10.1021/ml500129k	Neuronal acetylcholine receptor; alpha4/beta2	8
25408831	10.1021/ml500129k	Unchecked	4
25408831	10.1021/ml500129k	Mus musculus	4
25408831	10.1021/ml500129k	Acetylcholine receptor; alpha1/beta1/delta/gamma	2
25408831	10.1021/ml500129k	Neuronal acetylcholine receptor; alpha2/beta2	1
25408831	10.1021/ml500129k	Neuronal acetylcholine receptor; alpha2/beta4	1
25408831	10.1021/ml500129k	Neuronal acetylcholine receptor; alpha3/beta2	1
25408831	10.1021/ml500129k	Neuronal acetylcholine receptor; alpha3/beta4	1
25408831	10.1021/ml500129k	Neuronal acetylcholine receptor; alpha4/beta4	1

Data from ChEMBL 36 via Core Engine