Compound Detail

CHEMBL26320

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c1ccc(CCCN2CCN(CCOC(c3ccccc3)c3ccccc3)CC2)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL26320
Phase	Preclinical
Structure Type	MOL
InChI Key	RAQPOZGWANIDQT-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

414.6

MW (Da)

5.04

ALogP

HBA

HBD

15.7

PSA (Å²)

0.46

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C28H34N2O
MW	414.59
Aromatic Rings	3
Heavy Atoms	31
NP-Likeness	-0.58

Activity Summary

IC50 19 meas. best 8.43

Ki 16 meas. best 8.43

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Sodium-dependent dopamine transporter CHEMBL238	Ki	8.43	7.785	3.7	2
Sodium-dependent dopamine transporter CHEMBL338	IC50	8.43	8.0625	3.7	8
Sodium-dependent dopamine transporter CHEMBL338	Ki	8.43	8.322	3.7	5
Rattus norvegicus CHEMBL376	Ki	8.43	7.485	3.7	2
Sigma non-opioid intracellular receptor 1 CHEMBL287	IC50	7.77	7.77	17.0	2
Sodium-dependent dopamine transporter CHEMBL238	IC50	7.75	7.75	18.0	1
Sodium-dependent noradrenaline transporter CHEMBL222	IC50	6.78	6.34	165.0	2
Sodium-dependent serotonin transporter CHEMBL228	IC50	6.54	5.985	289.0	2
Sodium-dependent serotonin transporter CHEMBL313	IC50	6.54	6.455	289.0	4
Sodium-dependent serotonin transporter CHEMBL228	Ki	6.21	5.945	620.0	2
Sodium-dependent serotonin transporter CHEMBL313	Ki	6.21	6.21	620.0	4
Sodium-dependent noradrenaline transporter CHEMBL222	Ki	6.2	6.2	630.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Sodium-dependent dopamine transporter	IC50	=	3.7	nM	8.43	Reuptake inhibition at the dopamine transporter labeled with radioligand [3H]dop...	9057857
Sodium-dependent dopamine transporter	Ki	=	3.7	nM	8.43	Binding affinity for dopamine transporter	11882001
Sodium-dependent dopamine transporter	Ki	=	3.7	nM	8.43	Binding affinity towards dopamine transporter (DAT)	12657288
Rattus norvegicus	Ki	=	3.7	nM	8.43	Inhibition of Dopamine reuptake from rat caudate using [3H]DA	11689080
Sodium-dependent dopamine transporter	Ki	=	3.7	nM	8.43	Binding affinity against Dopamine transporter using [125]RTI-55	11689080
Sodium-dependent dopamine transporter	Ki	=	3.7	nM	8.43	Binding affinity against dopamine transporter labelled with [125I]- RTI-55 in ra...	10585212
Sodium-dependent dopamine transporter	Ki	=	3.7	nM	8.43	Displacement of [125I]RTI55 from DAT	18393401
Sodium-dependent dopamine transporter	IC50	=	3.7	nM	8.43	Binding affinity at the dopamine transporter using [125I]RTI-55 in rat caudate m...	9057857
Sodium-dependent dopamine transporter	IC50	=	3.7	nM	8.43	Inhibition of dopamine DA reuptake	8941383
Sodium-dependent dopamine transporter	IC50	=	3.7	nM	8.43	Compound was tested for its ability to inhibit the uptake of [3H]dopamine in DAT...	9871666
Sodium-dependent dopamine transporter	IC50	=	3.7	nM	8.43	Reuptake inhibition of [3H]-labeled dopamine (DA) in rat.	10585212
Sodium-dependent dopamine transporter	IC50	=	4.1	nM	8.39	Binding against Dopamine transporter using radioligand as [3H]GBR 12935	8941383
Sodium-dependent dopamine transporter	Ki	=	12.88	nM	7.89	Binding affinity to dopamine transporter (DAT) using [3H]WIN-35428 as a radiolig...	11063611
Sigma non-opioid intracellular receptor 1	IC50	=	17.0	nM	7.77	Binding affinity against sigma receptor using radioligand ([3H](+)-pentazocine) ...	8941383
Sigma non-opioid intracellular receptor 1	IC50	=	17.0	nM	7.77	Sigma receptor binding was determined by labeling with radioligand [3H](+)-penta...	9057857
Sodium-dependent dopamine transporter	IC50	=	18.0	nM	7.75	Inhibition of [3H]dopamine reuptake in HEK293 cells expressing human dopamine tr...	10649976
Sodium-dependent dopamine transporter	IC50	=	37.0	nM	7.43	Compound was tested for its ability to inhibit the neurotransmitter dopamine-DA ...	-
Sodium-dependent dopamine transporter	Ki	=	73.0	nM	7.14	Inhibition of [125I]RTI-55 binding to dopamine transporter	10649976
Sodium-dependent noradrenaline transporter	IC50	=	165.0	nM	6.78	Inhibition of [3H]NE reuptake by human norepinephrine transporter expressed in H...	10649976
Sodium-dependent serotonin transporter	IC50	=	289.0	nM	6.54	Compound was tested for its ability to inhibit the uptake of Serotonin in Seroto...	9871666

Literature References

PubMed	DOI	Target Context	# Activities
9057857	10.1021/jm9606599	Sodium-dependent dopamine transporter	4
10649976	10.1021/jm9902178	Sodium-dependent dopamine transporter	3
10649976	10.1021/jm9902178	Sodium-dependent serotonin transporter	3
10585212	10.1021/jm990291q	Sodium-dependent serotonin transporter	2
8941383	10.1021/jm960305h	Sodium-dependent dopamine transporter	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
11689080	10.1021/jm0101592	Monoamine transporters; serotonin & dopamine	2
11689080	10.1021/jm0101592	Rattus norvegicus	2
10585212	10.1021/jm990291q	Monoamine transporters; serotonin & dopamine	2
10585212	10.1021/jm990291q	Sodium-dependent dopamine transporter	2
10649976	10.1021/jm9902178	Sodium-dependent noradrenaline transporter	2
9057857	10.1021/jm9606599	Monoamine transporters; serotonin & dopamine	2
10649976	10.1021/jm9902178	Monoamine transporters; Norepinephrine & dopamine	1
11689080	10.1021/jm0101592	Sodium-dependent dopamine transporter	1
11689080	10.1021/jm0101592	Sodium-dependent serotonin transporter	1
10649976	10.1021/jm9902178	Monoamine transporters; serotonin & dopamine	1
9871666	10.1016/s0960-894x(98)00003-1	Sodium-dependent serotonin transporter	1
9871666	10.1016/s0960-894x(98)00003-1	Sodium-dependent noradrenaline transporter	1
9057857	10.1021/jm9606599	Sigma non-opioid intracellular receptor 1	1

Data from ChEMBL 36 via Core Engine