Compound Detail

CHEMBL278865

UPIDOSIN

🧪 Phase II

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🧪 Phase II

COc1ccccc1N1CCN(CCCNC(=O)c2cccc3c(=O)c(C)c(-c4ccccc4)oc23)CC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL278865
Name	UPIDOSIN
Phase	Phase II
Structure Type	MOL
InChI Key	DUCNHKDCVVSJLG-UHFFFAOYSA-N

Known Names

SB 216469 SB 216469 BASE SB-216469 Upidosin Upidosina Upidosine

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

511.6

MW (Da)

4.72

ALogP

HBA

HBD

75.0

PSA (Å²)

0.35

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Extended Properties

Molecular Formula	C31H33N3O4
MW	511.62
Aromatic Rings	4
Heavy Atoms	38
NP-Likeness	-0.81

Activity Summary

Ki 9 meas. best 9.47

IC50 2 meas. best 8.7

Kd 2 meas. best 8.8

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Alpha-1A adrenergic receptor CHEMBL229	Ki	9.47	9.1567	0.3	3
Alpha-1D adrenergic receptor CHEMBL223	Ki	8.82	8.71	1.5	2
Adrenergic receptor alpha-1 CHEMBL2094251	Kd	8.8	8.8	1.6	1
Alpha-1A adrenergic receptor CHEMBL319	IC50	8.7	8.7	2.0	1
Alpha-1A adrenergic receptor CHEMBL319	Kd	8.42	8.42	3.8	1
Alpha-1B adrenergic receptor CHEMBL232	Ki	8.41	7.955	3.9	2
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	8.23	8.23	5.9	1
Alpha-1B adrenergic receptor CHEMBL315	IC50	7.62	7.62	24.0	1
Adrenergic receptor alpha-2 CHEMBL2093864	Ki	7.48	7.48	33.3	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Alpha-1A adrenergic receptor	Ki	=	0.34	nM	9.47	Inhibition of [3H]prazosin binding to cloned human Alpha-1A adrenergic receptor ...	12904082
Alpha-1A adrenergic receptor	Ki	=	1.0	nM	9.0	Binding affinity was tested on human Alpha-1A adrenergic receptor	9135028
Alpha-1A adrenergic receptor	Ki	=	1.0	nM	9.0	Binding constant measured against Alpha-1A adrenergic receptor in human prostate...	15664832
Alpha-1D adrenergic receptor	Ki	=	1.5	nM	8.82	Inhibition of [3H]-prazosin binding to cloned human Alpha-1D adrenergic receptor...	12904082
Adrenergic receptor alpha-1	Kd	=	1.585	nM	8.8	pA2 for Alpha-1 adrenergic receptor from human prostate.	9135028
Alpha-1A adrenergic receptor	IC50	=	2.0	nM	8.7	Binding affinity was tested on CEC-pretreated rat hippocampus Alpha-1A adrenergi...	9135028
Alpha-1D adrenergic receptor	Ki	=	2.512	nM	8.6	Binding affinity was tested on human Alpha-1D adrenergic receptor	9135028
Alpha-1A adrenergic receptor	Kd	=	3.802	nM	8.42	Functional Alpha-1A adrenergic receptor antagonistic activity of noradrenaline i...	12904082
Alpha-1B adrenergic receptor	Ki	=	3.9	nM	8.41	Inhibition of [3H]-prazosin binding to cloned human Alpha-1B adrenergic receptor...	12904082
5-hydroxytryptamine receptor 1A	Ki	=	5.9	nM	8.23	Inhibition of [3H]8-OH-DPAT binding to 5-hydroxytryptamine 1A receptor serotoner...	12904082
Alpha-1B adrenergic receptor	IC50	=	24.0	nM	7.62	Binding affinity was tested on CEC-pretreated rat liver Alpha-1B adrenergic rece...	9135028
Alpha-1B adrenergic receptor	Ki	=	31.62	nM	7.5	Binding affinity was tested on human Alpha-1B adrenergic receptor	9135028
Adrenergic receptor alpha-2	Ki	=	33.3	nM	7.48	Inhibition of [3H]- rauwolscine binding to alpha-2 adrenergic receptor in rat ce...	12904082

Literature References

PubMed	DOI	Target Context	# Activities
16033273	10.1021/jm0408969	Unchecked	3
9135028	10.1021/jm960697s	Alpha-1A adrenergic receptor	2
9135028	10.1021/jm960697s	Alpha-1B adrenergic receptor	2
9135028	10.1021/jm960697s	Unchecked	2
9135028	10.1021/jm960697s	Canis familiaris	2
12904082	10.1021/jm030825u	Alpha-1A adrenergic receptor	2
9135028	10.1021/jm960697s	Alpha-1D adrenergic receptor	1
9135028	10.1021/jm960697s	Adrenergic receptor alpha-1	1
12904082	10.1021/jm030825u	Alpha-1B adrenergic receptor	1
12904082	10.1021/jm030825u	Alpha-1D adrenergic receptor	1
12904082	10.1021/jm030825u	Adrenergic receptor alpha-2	1
12904082	10.1021/jm030825u	5-hydroxytryptamine receptor 1A	1
15664832	10.1016/j.bmcl.2004.11.032	Alpha-1A adrenergic receptor	1

Data from ChEMBL 36 via Core Engine