Compound Detail

CHEMBL13856

A-123189

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COc1ccccc1N1CCN(CCn2c(=O)[nH]c3scc(-c4cccc(C)c4)c3c2=O)CC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL13856
Name	A-123189
Phase	Preclinical
Structure Type	MOL
InChI Key	PANBMHHKBRMYAL-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

476.6

MW (Da)

3.56

ALogP

HBA

HBD

70.6

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	C26H28N4O3S
MW	476.60
Aromatic Rings	4
Heavy Atoms	34
NP-Likeness	-1.61

Activity Summary

Ki 14 meas. best 9.77

Kd 3 meas. best 10.7

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Alpha-1D adrenergic receptor CHEMBL326	Kd	10.7	10.7	0.0	1
Alpha-1D adrenergic receptor CHEMBL326	Ki	9.77	9.77	0.2	1
Alpha-1D adrenergic receptor CHEMBL223	Ki	9.51	9.51	0.3	1
Alpha-1A adrenergic receptor CHEMBL4892	Ki	9.46	9.46	0.3	1
Alpha-1B adrenergic receptor CHEMBL315	Kd	8.76	8.76	1.7	1
Alpha-1A adrenergic receptor CHEMBL319	Ki	8.46	8.46	3.5	1
Alpha-1A adrenergic receptor CHEMBL229	Ki	8.38	8.38	4.2	2
Alpha-1A adrenergic receptor CHEMBL319	Kd	8.36	8.36	4.4	1
Alpha-1B adrenergic receptor CHEMBL232	Ki	8.04	8.04	9.1	1
D(2) dopamine receptor CHEMBL339	Ki	7.77	7.77	17.0	1
Alpha-2B adrenergic receptor CHEMBL266	Ki	7.18	7.18	66.6	1
Alpha-2C adrenergic receptor CHEMBL1916	Ki	7.09	7.09	82.0	1
Alpha-2A adrenergic receptor CHEMBL1867	Ki	7.08	7.08	82.5	1
Unchecked CHEMBL612545	Ki	5.66	5.66	2190.0	1
Serotonin 1 (5-HT1) receptor CHEMBL2095159	Ki	4.91	4.91	12300.0	1
D(1A) dopamine receptor CHEMBL265	Ki	4.91	4.91	12300.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Alpha-1D adrenergic receptor	Kd	=	0.01995	nM	10.7	In vitro functional activity at Alpha-1D receptor in rat aorta	11354357
Alpha-1D adrenergic receptor	Ki	=	0.17	nM	9.77	Binding affinity towards rat Alpha-1D adrenergic receptor	11354357
Alpha-1D adrenergic receptor	Ki	=	0.312	nM	9.51	Binding affinity towards human Alpha-1D adrenergic receptor	11354357
Alpha-1A adrenergic receptor	Ki	=	0.348	nM	9.46	Binding affinity towards bovine Alpha-1A adrenergic receptor	11354357
Alpha-1B adrenergic receptor	Kd	=	1.738	nM	8.76	In vitro functional activity at Alpha-1B adrenergic receptor in rat spleen	11354357
Alpha-1A adrenergic receptor	Ki	=	3.47	nM	8.46	Binding affinity towards rat Alpha-1A adrenergic receptor	11354357
Alpha-1A adrenergic receptor	Ki	=	4.2	nM	8.38	Binding constant measured against Alpha-1A adrenergic receptor in human prostate...	15664832
Alpha-1A adrenergic receptor	Ki	=	4.17	nM	8.38	Binding affinity for human Alpha-1A adrenergic receptor	11354357
Alpha-1A adrenergic receptor	Kd	=	4.365	nM	8.36	In vitro functional activity at Alpha-1A adrenergic receptor in rat vas deferens	11354357
Alpha-1B adrenergic receptor	Ki	=	9.09	nM	8.04	Binding affinity towards human Alpha-1B adrenergic receptor	11354357
D(2) dopamine receptor	Ki	=	17.0	nM	7.77	Ancillary Binding affinity towards rat Dopamine receptor D2	11354357
Alpha-2B adrenergic receptor	Ki	=	66.6	nM	7.18	Ancillary Binding affinity towards rat alpha-2B receptor	11354357
Alpha-2C adrenergic receptor	Ki	=	82.0	nM	7.09	Ancillary Binding affinity to cloned human Alpha-2C adrenergic receptor	11354357
Alpha-2A adrenergic receptor	Ki	=	82.5	nM	7.08	Ancillary Binding affinity towards cloned human Alpha-2A adrenergic receptor	11354357
Unchecked	Ki	=	2190.0	nM	5.66	Ancillary Binding affinity towards rat 5-hydroxytryptamine 2 receptor	11354357
D(1A) dopamine receptor	Ki	=	12300.0	nM	4.91	Ancillary Binding affinity to rat Dopamine receptor D1	11354357
Serotonin 1 (5-HT1) receptor	Ki	=	12300.0	nM	4.91	Ancillary Binding affinity towards rat 5-hydroxytryptamine 1 receptor	11354357

Literature References

PubMed	DOI	Target Context	# Activities
11354357	10.1016/s0960-894x(01)00159-7	Alpha-1A adrenergic receptor	4
11354357	10.1016/s0960-894x(01)00159-7	Alpha-1D adrenergic receptor	3
11354357	10.1016/s0960-894x(01)00159-7	Alpha-1B adrenergic receptor	2
11354357	10.1016/s0960-894x(01)00159-7	Alpha-2A adrenergic receptor	1
11354357	10.1016/s0960-894x(01)00159-7	Alpha-2B adrenergic receptor	1
11354357	10.1016/s0960-894x(01)00159-7	Alpha-2C adrenergic receptor	1
11354357	10.1016/s0960-894x(01)00159-7	D(1A) dopamine receptor	1
11354357	10.1016/s0960-894x(01)00159-7	D(2) dopamine receptor	1
11354357	10.1016/s0960-894x(01)00159-7	Serotonin 1 (5-HT1) receptor	1
11354357	10.1016/s0960-894x(01)00159-7	Unchecked	1
15664832	10.1016/j.bmcl.2004.11.032	Alpha-1A adrenergic receptor	1

Data from ChEMBL 36 via Core Engine