Compound Detail

CHEMBL40650

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COc1cccc2c1CC[C@H]1CN(CCn3c(=O)[nH]c4c(sc5cccnc54)c3=O)C[C@@H]21

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL40650
Phase	Preclinical
Structure Type	MOL
InChI Key	OLPQNRLJYOGSGV-WMLDXEAASA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

448.6

MW (Da)

2.97

ALogP

HBA

HBD

80.2

PSA (Å²)

0.52

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C24H24N4O3S
MW	448.55
Aromatic Rings	4
Heavy Atoms	32
NP-Likeness	-0.98

Activity Summary

Ki 16 meas. best 9.66

Kd 9 meas. best 9.11

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Alpha-1A adrenergic receptor CHEMBL229	Ki	9.66	9.66	0.2	2
Alpha-1A adrenergic receptor CHEMBL319	Ki	9.57	9.57	0.3	1
Alpha-1D adrenergic receptor CHEMBL326	Ki	9.29	9.29	0.5	1
Canis familiaris CHEMBL373	Kd	9.11	8.4833	0.8	3
Alpha-1D adrenergic receptor CHEMBL326	Kd	9.11	9.11	0.8	1
Alpha-1D adrenergic receptor CHEMBL223	Ki	9.01	9.01	1.0	1
Alpha-1A adrenergic receptor CHEMBL229	Kd	9.0	9.0	1.0	1
Rattus norvegicus CHEMBL376	Kd	8.93	8.41	1.2	2
Alpha-1A adrenergic receptor CHEMBL319	Kd	8.93	8.93	1.2	1
Alpha-1B adrenergic receptor CHEMBL3122	Ki	8.47	8.47	3.4	1
Alpha-1B adrenergic receptor CHEMBL232	Ki	8.16	8.16	7.0	1
Alpha-1B adrenergic receptor CHEMBL315	Kd	7.89	7.89	12.9	1
Alpha-2B adrenergic receptor CHEMBL266	Ki	7.88	7.88	13.1	1
Alpha-2C adrenergic receptor CHEMBL1916	Ki	7.78	7.78	16.6	1
D(2) dopamine receptor CHEMBL217	Ki	7.71	7.71	19.7	1
5-hydroxytryptamine receptor 2A CHEMBL3446	Ki	7.08	7.08	83.0	1
Alpha-2A adrenergic receptor CHEMBL1867	Ki	7.02	7.02	94.9	1
D(1A) dopamine receptor CHEMBL3071	Ki	6.14	6.14	717.0	1
5-hydroxytryptamine receptor 1F CHEMBL4646	Ki	5.47	5.47	3380.0	1
Beta-2 adrenergic receptor CHEMBL210	Ki	5.41	5.41	3870.0	1
Beta-1 adrenergic receptor CHEMBL213	Ki	4.97	4.97	10600.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Alpha-1A adrenergic receptor	Ki	=	0.22	nM	9.66	Binding constant measured against Alpha-1A adrenergic receptor in human prostate...	15664832
Alpha-1A adrenergic receptor	Ki	=	0.22	nM	9.66	Binding affinity against human adrenergic receptor subtype Alpha-1A adrenergic r...	9379432
Alpha-1A adrenergic receptor	Ki	=	0.27	nM	9.57	In vitro binding affinity using [3H]prazosin as radioligand against alpha-1A adr...	10780916
Alpha-1D adrenergic receptor	Ki	=	0.51	nM	9.29	In vitro binding affinity using [3H]prazosin as radioligand against alpha-1D adr...	10780916
Canis familiaris	Kd	=	0.7762	nM	9.11	Antagonist dissociation constant in dog prostate	10780916
Alpha-1D adrenergic receptor	Kd	=	0.7762	nM	9.11	In vitro antagonism against Alpha-1D adrenergic receptor using phenylephrine (PE...	9379432
Alpha-1D adrenergic receptor	Ki	=	0.97	nM	9.01	Binding affinity against human adrenergic receptor subtype Alpha-1D adrenergic r...	9379432
Alpha-1A adrenergic receptor	Kd	=	1.0	nM	9.0	In vitro antagonism against Alpha-1A adrenergic receptor using phenylephrine (PE...	9379432
Rattus norvegicus	Kd	=	1.175	nM	8.93	Antagonist dissociation constant in rat vas deferens	10780916
Alpha-1A adrenergic receptor	Kd	=	1.175	nM	8.93	In vitro antagonism against Alpha-1A adrenergic receptor using phenylephrine (PE...	9379432
Alpha-1B adrenergic receptor	Ki	=	3.39	nM	8.47	In vitro binding affinity using [3H]prazosin as radioligand against alpha-1B adr...	10780916
Canis familiaris	Kd	=	6.761	nM	8.17	Intraurethral pressure (IUP) in Beagle dogs values are expressed as pseudo pA2 v...	10780916
Canis familiaris	Kd	=	6.761	nM	8.17	Compound was tested for efficacy in a challenge intraurethral pressure (IUP) mod...	9379432
Alpha-1B adrenergic receptor	Ki	=	6.95	nM	8.16	Binding affinity against human adrenergic receptor subtype Alpha-1B adrenergic r...	9379432
Rattus norvegicus	Kd	=	12.88	nM	7.89	Antagonist dissociation constant in rat spleen	10780916
Alpha-1B adrenergic receptor	Kd	=	12.88	nM	7.89	In vitro antagonism against Alpha-1B adrenergic receptor using phenylephrine (PE...	9379432
Alpha-2B adrenergic receptor	Ki	=	13.1	nM	7.88	Binding affinity against rat Alpha-2B adrenergic receptor using [3H]rauwolscine ...	9379432
Alpha-2C adrenergic receptor	Ki	=	16.6	nM	7.78	Binding affinity against human Alpha-2C adrenergic receptor using [3H]rauwolscin...	9379432
D(2) dopamine receptor	Ki	=	19.7	nM	7.71	Binding affinity against Dopamine receptor D2 using [3H]spiroperidol as radiolig...	9379432
5-hydroxytryptamine receptor 2A	Ki	=	83.0	nM	7.08	Binding affinity against 5-hydroxytryptamine 2 receptor using [3H]ketanserin as ...	9379432

Literature References

PubMed	DOI	Target Context	# Activities
9379432	10.1021/jm970364a	Alpha-1A adrenergic receptor	3
16033273	10.1021/jm0408969	Unchecked	3
10780916	10.1021/jm990567u	Rattus norvegicus	3
9379432	10.1021/jm970364a	Alpha-1B adrenergic receptor	2
10780916	10.1021/jm990567u	Canis familiaris	2
9379432	10.1021/jm970364a	Alpha-1D adrenergic receptor	2
9379432	10.1021/jm970364a	Alpha-2C adrenergic receptor	1
9379432	10.1021/jm970364a	Beta-1 adrenergic receptor	1
9379432	10.1021/jm970364a	Beta-2 adrenergic receptor	1
9379432	10.1021/jm970364a	D(1A) dopamine receptor	1
9379432	10.1021/jm970364a	D(2) dopamine receptor	1
9379432	10.1021/jm970364a	5-hydroxytryptamine receptor 1F	1
9379432	10.1021/jm970364a	5-hydroxytryptamine receptor 2A	1
9379432	10.1021/jm970364a	Canis familiaris	1
9379432	10.1021/jm970364a	Rattus norvegicus	1
10780916	10.1021/jm990567u	Alpha-1A adrenergic receptor	1
10780916	10.1021/jm990567u	Alpha-1B adrenergic receptor	1
10780916	10.1021/jm990567u	Alpha-1D adrenergic receptor	1
10780916	10.1021/jm990567u	Unchecked	1
9379432	10.1021/jm970364a	Alpha-2B adrenergic receptor	1

Data from ChEMBL 36 via Core Engine