Compound Detail

CHEMBL49

BUSPIRONE

💊 Approved Drug

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💊 Approved Drug

O=C1CC2(CCCC2)CC(=O)N1CCCCN1CCN(c2ncccn2)CC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL49
Name	BUSPIRONE
Phase	Approved
Structure Type	MOL
InChI Key	QWCRAEMEVRGPNT-UHFFFAOYSA-N
Therapeutic	✓ Yes

Known Names

BCI-024 Buspirona Buspirone Gen-buspirone

Targets

171

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

385.5

MW (Da)

2.09

ALogP

HBA

HBD

69.6

PSA (Å²)

0.55

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	1986
Availability	Prescription
Chirality	Achiral

Routes of Administration

Oral

Flags

Natural Product

USAN Stem	-spirone
USAN Year	1973

Extended Properties

Molecular Formula	C21H31N5O2
MW	385.51
Aromatic Rings	1
Heavy Atoms	28
NP-Likeness	-1.10

Indications

Anxiety Anxiety Disorders Apnea Dementia Depressive Disorder Ischemic Stroke Parkinson Disease Schizophrenia Attention Deficit Disorder with Hyperactivity Autistic Disorder Child Development Disorders, Pervasive Cocaine-Related Disorders Depressive Disorder, Major Gastroparesis Marijuana Abuse Sexual Dysfunction, Physiological Spinal Cord Injuries Dyspepsia Scleroderma, Systemic

ATC Classification

N05BE01

buspirone

Level 1: NERVOUS SYSTEM

Level 2: PSYCHOLEPTICS

Activity Summary

Ki 102 meas. best 8.51

IC50 58 meas. best 8.15

EC50 9 meas. best 7.82

Kd 2 meas. best 8.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	8.51	7.827	3.1	33
5-hydroxytryptamine receptor 1A CHEMBL273	Ki	8.42	7.8742	3.8	24
5-hydroxytryptamine receptor 1A CHEMBL273	IC50	8.15	7.6421	7.1	14
5-hydroxytryptamine receptor 1A CHEMBL214	Kd	8.0	8.0	10.0	1
D(2) dopamine receptor CHEMBL217	Ki	7.89	6.8825	13.0	8
D(3) dopamine receptor CHEMBL234	Ki	7.82	7.0	15.0	2
5-hydroxytryptamine receptor 1A CHEMBL214	EC50	7.82	7.2544	15.1	9
5-hydroxytryptamine receptor 1B CHEMBL3459	Ki	7.77	7.77	17.0	1
5-hydroxytryptamine receptor 1A CHEMBL214	IC50	7.6	7.6	25.0	1
Sigma non-opioid intracellular receptor 1 CHEMBL287	IC50	7.44	6.7733	36.3	3
D(2) dopamine receptor CHEMBL339	Ki	7.38	6.6425	41.7	8
D(2) dopamine receptor CHEMBL3998	Ki	7.36	7.36	44.0	1
D(3) dopamine receptor CHEMBL234	IC50	7.36	7.36	44.0	1
Sigma non-opioid intracellular receptor 1 CHEMBL3602	Ki	7.32	7.32	48.0	1
D(2) dopamine receptor CHEMBL339	IC50	7.26	6.7857	55.0	7
Dopamine receptor CHEMBL2093868	IC50	6.92	6.92	120.0	1
Adrenergic receptor alpha-1 CHEMBL1907610	Ki	6.86	6.5375	138.0	4
Serotonin 2 (5-HT2) receptor CHEMBL2093870	Ki	6.76	6.27	174.0	3
5-hydroxytryptamine receptor 2A CHEMBL3446	Ki	6.75	6.75	178.0	1
Sigma non-opioid intracellular receptor 1 CHEMBL287	Ki	6.67	6.67	212.0	1
D(2) dopamine receptor CHEMBL217	IC50	6.49	6.49	323.0	1
5-hydroxytryptamine receptor 2B CHEMBL1833	Ki	6.32	6.32	477.0	1
5-hydroxytryptamine receptor 2A CHEMBL322	Ki	6.32	6.32	482.0	2
Alpha-1D adrenergic receptor CHEMBL223	Ki	6.28	6.28	529.0	1
Adrenergic receptor alpha-1 CHEMBL2094251	Kd	6.24	6.24	575.4	1
Unchecked CHEMBL612545	Ki	6.22	5.92	600.0	4
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	6.18	5.9133	653.0	3
5-hydroxytryptamine receptor 2B CHEMBL1833	IC50	6.12	6.12	750.0	1
5-hydroxytryptamine receptor 7 CHEMBL3155	Ki	6.08	6.08	840.0	1
5-hydroxytryptamine receptor 2C CHEMBL324	IC50	6.0	6.0	1000.0	1
Alpha-1D adrenergic receptor CHEMBL223	IC50	5.97	5.97	1077.0	1
Adrenergic receptor alpha-1 CHEMBL1907610	IC50	5.85	5.59	1400.0	3
Alpha-1A adrenergic receptor CHEMBL319	Ki	5.85	5.85	1410.0	1
Multidrug and toxin extrusion protein 1 CHEMBL1743126	IC50	5.77	5.77	1700.0	1
Serotonin 2 (5-HT2) receptor CHEMBL2093870	IC50	5.68	5.6067	2100.0	3
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	5.64	5.64	2270.0	1
5-hydroxytryptamine receptor 2A CHEMBL224	IC50	5.64	5.64	2286.0	1
Unchecked CHEMBL612545	IC50	5.47	5.235	3380.0	2
Alpha-1A adrenergic receptor CHEMBL319	IC50	5.46	5.46	3482.0	1
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	IC50	5.4	5.4	3981.1	1
D(2) dopamine receptor CHEMBL3998	IC50	5.4	5.4	4000.0	2
D(1A) dopamine receptor CHEMBL2967	Ki	5.21	5.21	6100.0	1
Adrenergic receptor alpha-2 CHEMBL2093864	IC50	5.0	5.0	10000.0	1
5-hydroxytryptamine receptor 2A CHEMBL3446	IC50	5.0	5.0	10000.0	1
Alpha-2A adrenergic receptor CHEMBL4744	IC50	5.0	5.0	10000.0	1
Solute carrier family 22 member 2 CHEMBL1743122	IC50	4.92	4.92	12000.0	1
5-hydroxytryptamine receptor 1B CHEMBL3459	IC50	4.9	4.74	12589.2	2
Alpha-1A adrenergic receptor CHEMBL4892	IC50	4.8	4.8	16000.0	1
D(1A) dopamine receptor CHEMBL2967	IC50	4.57	4.57	27000.0	1
Multidrug and toxin extrusion protein 2 CHEMBL1743127	IC50	4.34	4.34	46000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	19.2	mL.min-1.kg-1	Homo sapiens
CL	148.0	mL.min-1.kg-1	Homo sapiens
CL	38.9	uL.min-1.(10^6cells)-1	Homo sapiens
CL	116.0	mL.min-1.g-1	Homo sapiens
CL	28.0	mL.min-1.kg-1	Homo sapiens
Cmax	10.38	nM	Rattus norvegicus
Cmax	378.72	nM	Canis lupus familiaris
Cmax	5.0	nM	Homo sapiens
F	1.0	%	Rattus norvegicus
F	9.0	%	Canis lupus familiaris
F	4.0	%	Homo sapiens
Fu	0.22	-	Rattus norvegicus
Fu	0.24	-	Sus scrofa
Fu	0.263	-	Homo sapiens
Fu	0.207	-	Macaca fascicularis
Fu	0.265	-	Canis lupus familiaris
Fu	0.209	-	Cavia porcellus
Fu	0.227	-	Mus musculus
Fu	0.181	-	Rattus norvegicus
Fu	0.214	-	Not specified
Fu	0.261	-	Not specified
Fu	0.277	-	Not specified
Fu	0.333	-	Not specified
Fu	0.258	-	Rattus norvegicus
T1/2	0.07667	hr	Homo sapiens
T1/2	2.0	hr	Homo sapiens
T1/2	1.0	hr	Rattus norvegicus
T1/2	1.0	hr	Canis lupus familiaris
T1/2	0.5167	hr	Homo sapiens
T1/2	0.06333	hr	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
5-hydroxytryptamine receptor 1A	Ki	=	3.1	nM	8.51	Displacement of [3H]8-OH-DPAT from 5-hydroxytryptamine 1A receptor of bovine hip...	8101876
5-hydroxytryptamine receptor 1A	Ki	=	3.8	nM	8.42	Displacement of [3H]8-OH-DPAT from 5HT1A receptor in rat hippocampal membranes	18486277
5-hydroxytryptamine receptor 1A	Ki	=	4.0	nM	8.4	Binding affinity to 5HT1A receptor (unknown origin)	31547945
5-hydroxytryptamine receptor 1A	Ki	=	4.78	nM	8.32	Binding affinity to 5-HT1A (unknown origin)	28850227
5-hydroxytryptamine receptor 1A	Ki	=	5.0	nM	8.3	Binding affinity was determined against 5-hydroxytryptamine 1A receptor using [3...	7473547
5-hydroxytryptamine receptor 1A	Ki	=	5.0	nM	8.3	Binding affinity towards 5-hydroxytryptamine 1A receptor by displacing [3H]WB-41...	1346653
5-hydroxytryptamine receptor 1A	Ki	=	5.012	nM	8.3	Displacement of [3H]8-OH-DPAT from human 5-HT1A receptor stably expressed in CHO...	32883072
5-hydroxytryptamine receptor 1A	Ki	=	5.012	nM	8.3	Displacement of [3H]8-OH-DPAT from recombinant human 5HT1A receptor stably expre...	30721053
5-hydroxytryptamine receptor 1A	Ki	=	5.012	nM	8.3	Displacement of [3H]-8-OH-DAPT from human 5-HT1A receptor expressed in CHO-K1 ce...	35248836
5-hydroxytryptamine receptor 1A	Ki	=	5.0	nM	8.3	Receptor Binding Assay: 5-HT1A: Radioligand binding was performed using membrane...	-
5-hydroxytryptamine receptor 1A	Ki	=	6.6	nM	8.18	Ability to displace [3H]-DPAT from 5-hydroxytryptamine 1A receptor in homogenate...	1348089
5-hydroxytryptamine receptor 1A	IC50	=	7.13	nM	8.15	Binding affinity towards 5-hydroxytryptamine 1A receptor using receptor binding ...	-
5-hydroxytryptamine receptor 1A	Ki	=	7.0	nM	8.15	Displacement of [3H]8-OH-DPAT from 5-hydroxytryptamine 1A receptor of rat hippoc...	9083484
5-hydroxytryptamine receptor 1A	Ki	=	8.6	nM	8.07	Binding affinity of compound towards 5-hydroxytryptamine 1A receptor using [3H]8...	9083484
5-hydroxytryptamine receptor 1A	Ki	=	8.9	nM	8.05	Agonist activity at 5HT1A receptor (unknown origin)	29324345
5-hydroxytryptamine receptor 1A	Ki	=	9.3	nM	8.03	Binding affinity against rat 5-hydroxytryptamine 1A receptor	9083484
5-hydroxytryptamine receptor 1A	Ki	=	9.307	nM	8.03	DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT1A radioligand binding (ligand: ...	-
5-hydroxytryptamine receptor 1A	Ki	=	10.0	nM	8.0	In vitro ability to inhibit [3H]8-OH-DPAT binding to 5-hydroxytryptamine 1A rece...	2565399
5-hydroxytryptamine receptor 1A	Ki	=	10.0	nM	8.0	In vitro inhibition of [3H]spiperone binding to 5-hydroxytryptamine 1A receptor ...	2898533
5-hydroxytryptamine receptor 1A	Kd	=	10.0	nM	8.0	Binding affinity to 5HT1A receptor	19754201

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL3885881	Rattus norvegicus	332
-	10.5281/zenodo.13943903	ADMET	89
31158845	10.1038/s41586-019-1291-3	ADMET	61
8676348	10.1021/jm950662c	Rattus norvegicus	20
16472241	10.2174/1570163043334794	Hepatotoxicity	18
32883072	10.1021/acs.jmedchem.0c00814	5-hydroxytryptamine receptor 1A	15
22194678	10.1371/journal.pcbi.1002310	Hepatotoxicity	14
30721053	10.1021/acs.jmedchem.9b00062	5-hydroxytryptamine receptor 1A	12
15646539	10.1016/s0399-8320(04)95062-2	Unchecked	11
15646539	10.1016/s0399-8320(04)95062-2	NON-PROTEIN TARGET	8
8831769	10.1021/jm960329o	5-hydroxytryptamine receptor 1A	6
21098647	10.1124/dmd.110.036988	ADMET	5
9083484	10.1021/jm950759z	5-hydroxytryptamine receptor 1A	5
21474681	10.1124/dmd.111.038778	Brain	5
-	10.6019/CHEMBL3301361	ADMET	5
19223188	10.1016/j.bmc.2009.01.043	Rattus norvegicus	4
16722631	10.1021/jm0508641	Rattus norvegicus	4
-	10.6019/CHEMBL3301361	No relevant target	4
19256501	10.1021/jm801441s	No relevant target	4
16722631	10.1021/jm0508641	Canis familiaris	4

Data from ChEMBL 36 via Core Engine