Compound Detail

CHEMBL157138

LISURIDE

🧪 Phase III

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🧪 Phase III

CCN(CC)C(=O)N[C@H]1C=C2c3cccc4[nH]cc(c34)C[C@H]2N(C)C1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL157138
Name	LISURIDE
Phase	Phase III
Structure Type	MOL
InChI Key	BKRGVLQUQGGVSM-KBXCAEBGSA-N
Therapeutic	✓ Yes

Known Names

Lisurida Lisuride Lisuride maleate Lysuride maleate Revanil 200

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

338.5

MW (Da)

2.84

ALogP

HBA

HBD

51.4

PSA (Å²)

0.90

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Single Enantiomer

Flags

Natural Product

Extended Properties

Molecular Formula	C20H26N4O
MW	338.46
Aromatic Rings	2
Heavy Atoms	25
NP-Likeness	0.11

Indications

Migraine Disorders Parkinson Disease Restless Legs Syndrome Cocaine-Related Disorders

ATC Classification

G02CB02

lisuride

Level 1: GENITO URINARY SYSTEM AND SEX HORMONES

Level 2: OTHER GYNECOLOGICALS

N02CA07

lisuride

Level 1: NERVOUS SYSTEM

Level 2: ANALGESICS

Activity Summary

Ki 42 meas. best 10.23

IC50 24 meas. best 9.76

EC50 6 meas. best 11.0

Kd 5 meas. best 9.52

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
D(2) dopamine receptor CHEMBL217	EC50	11.0	11.0	0.0	1
5-hydroxytryptamine receptor 2A CHEMBL224	EC50	10.65	10.65	0.0	1
D(3) dopamine receptor CHEMBL234	Ki	10.23	9.405	0.1	4
Alpha-2A adrenergic receptor CHEMBL1867	Ki	9.94	9.32	0.1	2
D(3) dopamine receptor CHEMBL234	IC50	9.76	9.76	0.2	1
Alpha-2B adrenergic receptor CHEMBL1942	Ki	9.62	9.62	0.2	1
5-hydroxytryptamine receptor 1A CHEMBL273	Ki	9.57	9.57	0.3	1
D(2) dopamine receptor CHEMBL339	Kd	9.52	9.195	0.3	4
D(2) dopamine receptor CHEMBL217	Ki	9.52	9.2529	0.3	7
Alpha-2A adrenergic receptor CHEMBL1867	IC50	9.51	9.51	0.3	1
D(1A) dopamine receptor CHEMBL2056	Ki	9.47	7.715	0.3	4
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	9.4	9.35	0.4	2
5-hydroxytryptamine receptor 1A CHEMBL273	IC50	9.33	9.33	0.5	1
Alpha-2B adrenergic receptor CHEMBL1942	IC50	9.29	9.29	0.5	1
Alpha-2C adrenergic receptor CHEMBL1916	Ki	9.2	9.2	0.6	1
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	9.06	8.675	0.9	2
Unchecked CHEMBL612545	Ki	8.97	6.4425	1.1	4
5-hydroxytryptamine receptor 2B CHEMBL1833	Ki	8.96	8.725	1.1	2
Unchecked CHEMBL612545	IC50	8.79	6.37	1.6	4
5-hydroxytryptamine receptor 1A CHEMBL214	Kd	8.7	8.7	2.0	1
D(2) dopamine receptor CHEMBL217	IC50	8.54	8.54	2.9	1
5-hydroxytryptamine receptor 2A CHEMBL224	IC50	8.52	8.52	3.0	1
D(4) dopamine receptor CHEMBL219	Ki	8.49	8.49	3.2	1
Alpha-2C adrenergic receptor CHEMBL1916	IC50	8.37	8.37	4.3	1
5-hydroxytryptamine receptor 1B CHEMBL3459	Ki	8.34	8.34	4.6	1
5-hydroxytryptamine receptor 2B CHEMBL1833	IC50	8.29	8.29	5.1	1
5-hydroxytryptamine receptor 6 CHEMBL3371	Ki	8.26	8.26	5.5	1
Alpha-1A adrenergic receptor CHEMBL319	Ki	8.04	8.04	9.2	1
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	8.0	8.0	10.0	1
5-hydroxytryptamine receptor 1B CHEMBL3459	IC50	8.0	8.0	10.0	1
5-hydroxytryptamine receptor 6 CHEMBL3371	IC50	7.92	7.92	12.0	1
Cytochrome P450 2D6 CHEMBL289	IC50	7.8	7.8	16.0	1
Histamine H1 receptor CHEMBL231	Ki	7.72	7.72	19.0	1
5-hydroxytryptamine receptor 2C CHEMBL225	IC50	7.7	7.7	20.0	1
Alpha-1D adrenergic receptor CHEMBL223	Ki	7.7	7.7	20.0	1
Alpha-1A adrenergic receptor CHEMBL319	IC50	7.64	7.64	23.0	1
5-hydroxytryptamine receptor 2C CHEMBL225	EC50	7.61	7.61	24.6	1
Beta-2 adrenergic receptor CHEMBL210	Ki	7.54	7.54	29.0	1
Alpha-1D adrenergic receptor CHEMBL223	IC50	7.39	7.39	41.0	1
Beta-2 adrenergic receptor CHEMBL210	IC50	7.39	7.39	41.0	1
Alpha-1A adrenergic receptor CHEMBL229	Ki	7.26	7.26	55.0	1
Alpha-1B adrenergic receptor CHEMBL315	Ki	7.17	7.17	67.0	1
Canis familiaris CHEMBL373	EC50	7.16	7.16	70.0	1
D(4) dopamine receptor CHEMBL219	EC50	7.05	7.05	88.5	1
Alpha-1B adrenergic receptor CHEMBL315	IC50	6.92	6.92	121.0	1
Histamine H1 receptor CHEMBL231	IC50	6.8	6.8	160.0	1
D(1A) dopamine receptor CHEMBL2056	IC50	6.76	6.76	173.0	1
Oryctolagus cuniculus CHEMBL374	EC50	6.55	6.55	280.0	1
Beta-1 adrenergic receptor CHEMBL213	Ki	6.49	6.49	323.0	1
Beta-1 adrenergic receptor CHEMBL213	IC50	6.25	6.25	559.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	13.3	mL.min-1.kg-1	Homo sapiens
T1/2	1.8	hr	Homo sapiens
Vd	1.73	L.kg-1	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
D(2) dopamine receptor	EC50	=	0.01	nM	11.0	Agonist activity at dopamine D2 receptor short isoform (unknown origin) expresse...	-
5-hydroxytryptamine receptor 2A	EC50	=	0.02239	nM	10.65	Agonist activity at 5HT2A receptor (unknown origin) expressed in mouse NIH/3T3 c...	-
D(3) dopamine receptor	Ki	=	0.059	nM	10.23	DRUGMATRIX: Dopamine D3 radioligand binding (ligand: [3H] Spiperone)	-
Alpha-2A adrenergic receptor	Ki	=	0.116	nM	9.94	DRUGMATRIX: Alpha-2A adrenergic receptor radioligand binding (ligand: MK-912)	-
D(3) dopamine receptor	Ki	=	0.1413	nM	9.85	Inhibition constant against [3H]-spiperone binding to human Dopamine receptor D3...	15801839
D(3) dopamine receptor	IC50	=	0.173	nM	9.76	DRUGMATRIX: Dopamine D3 radioligand binding (ligand: [3H] Spiperone)	-
Alpha-2B adrenergic receptor	Ki	=	0.237	nM	9.62	DRUGMATRIX: Alpha-2B adrenergic receptor radioligand binding (ligand: Rauwolscin...	-
5-hydroxytryptamine receptor 1A	Ki	=	0.266	nM	9.57	DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT1A radioligand binding (ligand: ...	-
D(2) dopamine receptor	Kd	=	0.3	nM	9.52	In vitro affinity at mutant D2 receptor (S194A) in C6 (glioma) cell membranes.	10956209
D(2) dopamine receptor	Ki	=	0.3	nM	9.52	Binding affinity to D2 receptor (unknown origin) assessed as inhibition constant	39038276
Alpha-2A adrenergic receptor	IC50	=	0.31	nM	9.51	DRUGMATRIX: Alpha-2A adrenergic receptor radioligand binding (ligand: MK-912)	-
D(2) dopamine receptor	Ki	=	0.34	nM	9.47	Binding affinity to dopamine D2 receptor (unknown origin) assessed as inhibition...	38516587
D(1A) dopamine receptor	Ki	=	0.34	nM	9.47	Binding affinity to dopamine D1 receptor (unknown origin) assessed as inhibition...	38516587
5-hydroxytryptamine receptor 1A	Ki	=	0.4	nM	9.4	Binding affinity towards Serotonin 5-hydroxytryptamine 1A receptor by displaceme...	9057850
D(2) dopamine receptor	Kd	=	0.4	nM	9.4	In vitro affinity at mutant D2 receptor (S197A) in C6 (glioma) cell membranes.	10956209
5-hydroxytryptamine receptor 1A	IC50	=	0.465	nM	9.33	DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT1A radioligand binding (ligand: ...	-
5-hydroxytryptamine receptor 1A	Ki	=	0.5	nM	9.3	Binding affinity to 5HT1A receptor (unknown origin) assessed as inhibition const...	39038276
D(2) dopamine receptor	Ki	=	0.5	nM	9.3	Binding affinity towards Dopamine receptor D2 by displacement of [3H]U-86170.	9057850
Alpha-2B adrenergic receptor	IC50	=	0.518	nM	9.29	DRUGMATRIX: Alpha-2B adrenergic receptor radioligand binding (ligand: Rauwolscin...	-
D(2) dopamine receptor	Kd	=	0.6	nM	9.22	In vitro affinity at wild type Dopamine receptor D2 on C6 (glioma) cell membrane...	10956209

Literature References

PubMed	DOI	Target Context	# Activities
10956209	10.1021/jm990526y	D(2) dopamine receptor	4
23591260	10.1016/j.bmc.2013.03.031	Unchecked	4
24878269	10.1021/jm5003759	D(2) dopamine receptor	3
38516587	10.1039/d3md00677h	ADMET	3
8515429	10.1021/jm00065a015	Canis familiaris	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
37468498	10.1038/s41467-023-40064-9	Thromboxane A2 receptor	2
37468498	10.1038/s41467-023-40064-9	Prostaglandin G/H synthase 1	2
8515429	10.1021/jm00065a015	Oryctolagus cuniculus	2
37468498	10.1038/s41467-023-40064-9	Muscarinic acetylcholine receptor M1	2
8515429	10.1021/jm00065a015	Serotonin 2 (5-HT2) receptor	1
9057850	10.1021/jm960360q	D(2) dopamine receptor	1
15801839	10.1021/jm049269+	D(3) dopamine receptor	1
18834112	10.1021/jm800656v	Amine oxidase [flavin-containing] A	1
8515429	10.1021/jm00065a015	5-hydroxytryptamine receptor 2C	1
19754201	10.1021/jm901096y	5-hydroxytryptamine receptor 1A	1
17417631	10.1038/nchembio873	Unchecked	1
9784114	10.1021/jm9800292	D(2) dopamine receptor	1
9784114	10.1021/jm9800292	D(1A) dopamine receptor	1
39038276	10.1021/acs.jmedchem.4c00537	Alpha-2A adrenergic receptor	1

Data from ChEMBL 36 via Core Engine