Compound Detail

CHEMBL1215855

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CC[C@H]1C[C@@H]2C[C@H]3c4[nH]c5ccc(OC)cc5c4CC[N@@](C2)[C@@H]13

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1215855
Phase	Preclinical
Structure Type	MOL
InChI Key	HSIBGVUMFOSJPD-CFDPKNGZSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

310.4

MW (Da)

3.94

ALogP

HBA

HBD

28.3

PSA (Å²)

0.91

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C20H26N2O
MW	310.44
Aromatic Rings	2
Heavy Atoms	23
NP-Likeness	1.00

Activity Summary

Ki 11 meas. best 9.4

IC50 7 meas. best 6.66

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Sigma intracellular receptor 2 CHEMBL5465309	Ki	9.4	9.4	0.4	1
Neuronal acetylcholine receptor; alpha3/beta4 CHEMBL1907594	Ki	8.98	8.98	1.1	1
Mu-type opioid receptor CHEMBL3041	Ki	8.7	8.7	2.0	1
Kappa-type opioid receptor CHEMBL5465308	Ki	8.66	8.66	2.2	1
Unchecked CHEMBL612545	Ki	8.59	8.4825	2.6	4
Muscarinic acetylcholine receptor M1 CHEMBL2672	Ki	7.8	7.8	16.0	1
Sigma intracellular receptor 2 CHEMBL4105907	Ki	7.04	7.04	90.4	1
Neuronal acetylcholine receptor; alpha3/beta4 CHEMBL1907594	IC50	6.66	6.34	220.0	2
Sodium-dependent serotonin transporter CHEMBL228	IC50	6.3	6.3	500.0	1
Neuronal acetylcholine receptor; alpha4/beta2 CHEMBL1907589	IC50	6.0	6.0	1000.0	1
Synaptic vesicular amine transporter CHEMBL4828	IC50	5.4	5.4	4000.0	1
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	IC50	5.39	5.39	4090.0	1
Sigma non-opioid intracellular receptor 1 CHEMBL287	Ki	5.03	5.03	9310.0	1
MCF7 CHEMBL387	IC50	4.53	4.53	29600.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Sigma intracellular receptor 2	Ki	=	0.4	nM	9.4	Displacement of [3H]-DTG from calf hippocampus sigma 2 receptor assessed as inhi...	36440853
Neuronal acetylcholine receptor; alpha3/beta4	Ki	=	1.05	nM	8.98	Displacement of [3H]Ibogaine from human alpha3beta4 nAChRs expressed in HEK293 c...	36440853
Mu-type opioid receptor	Ki	=	2.0	nM	8.7	Displacement of [3H]-DAGO from calf cortex MOR receptor assessed as inhibition c...	36440853
Kappa-type opioid receptor	Ki	=	2.2	nM	8.66	Displacement of [3H]-U69593 from calf cortex KOR receptor assessed as inhibition...	36440853
Unchecked	Ki	=	2.6	nM	8.59	Displacement of [3H]-GR-65,630 from 5-HT3 receptor in mouse NG-108 cells assesse...	36440853
Unchecked	Ki	=	3.1	nM	8.51	Displacement of [3H]-MK801 from bovine cortex NMDA receptor assessed as inhibiti...	36440853
Unchecked	Ki	=	3.6	nM	8.44	Displacement of [3H]-BTX-B from bovine cortex sodium channel assessed as inhibit...	36440853
Unchecked	Ki	=	4.1	nM	8.39	Displacement of [3H]-paroxetine from bovine brain stem 5-HT receptor assessed as...	36440853
Muscarinic acetylcholine receptor M1	Ki	=	16.0	nM	7.8	Displacement of [3H]-pirenzepine from calf cortex Muscarinic M1 receptor assesse...	36440853
Sigma intracellular receptor 2	Ki	=	90.4	nM	7.04	Binding affinity to sigma-2 receptor (unknown origin)	29438891
Neuronal acetylcholine receptor; alpha3/beta4	IC50	=	220.0	nM	6.66	Antagonist activity at recombinant alpha3beta4 nAChR in HEK293 cells by voltage-...	36440853
Sodium-dependent serotonin transporter	IC50	=	500.0	nM	6.3	Inhibition of human SERT transfected in HEK cells using APP+ as fluorescent subs...	35707155
Neuronal acetylcholine receptor; alpha3/beta4	IC50	=	950.0	nM	6.02	Antagonist activity at human alpha3beta4 nAChRs expressed in HEK293 cells assess...	36440853
Neuronal acetylcholine receptor; alpha4/beta2	IC50	=	1000.0	nM	6.0	Antagonist activity at alpha4beta2 nAChR in HEK293 cells by voltage-clamp based ...	36440853
Synaptic vesicular amine transporter	IC50	=	4000.0	nM	5.4	Inhibition of rat VMAT2 transfected in HEK cells using FFN206 as fluorescent sub...	35707155
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	4090.0	nM	5.39	Inhibition of human ERG by electrophysiology assay	36440853
Sigma non-opioid intracellular receptor 1	Ki	=	9310.0	nM	5.03	Binding affinity to sigma-1 receptor (unknown origin)	29438891
MCF7	IC50	=	29600.0	nM	4.53	Cytotoxicity against human MCF7 cells assessed as reduction in cell viability in...	31042618

Literature References

PubMed	DOI	Target Context	# Activities
36440853	10.1021/acs.jmedchem.2c01562	Unchecked	5
36440853	10.1021/acs.jmedchem.2c01562	Neuronal acetylcholine receptor; alpha3/beta4	3
31042618	10.1016/j.ejmech.2019.04.056	MCF7	2
29438891	10.1016/j.ejmech.2017.11.016	Sigma non-opioid intracellular receptor 1	1
29438891	10.1016/j.ejmech.2017.11.016	Sigma intracellular receptor 2	1
35707155	10.1021/acsmedchemlett.2c00214	Sodium-dependent serotonin transporter	1
35707155	10.1021/acsmedchemlett.2c00214	Synaptic vesicular amine transporter	1
36440853	10.1021/acs.jmedchem.2c01562	Kappa-type opioid receptor	1
36440853	10.1021/acs.jmedchem.2c01562	Mu-type opioid receptor	1
36440853	10.1021/acs.jmedchem.2c01562	Muscarinic acetylcholine receptor M1	1
36440853	10.1021/acs.jmedchem.2c01562	Sigma intracellular receptor 2	1
36440853	10.1021/acs.jmedchem.2c01562	Neuronal acetylcholine receptor; alpha4/beta2	1
36440853	10.1021/acs.jmedchem.2c01562	Voltage-gated inwardly rectifying potassium channel KCNH2	1

Data from ChEMBL 36 via Core Engine