Compound Detail

CHEMBL8412

IPSAPIRONE

🧪 Phase II

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

Research home View demo workspace

🧪 Phase II

O=C1c2ccccc2S(=O)(=O)N1CCCCN1CCN(c2ncccn2)CC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL8412
Name	IPSAPIRONE
Phase	Phase II
Structure Type	MOL
InChI Key	TZJUVVIWVWFLCD-UHFFFAOYSA-N

Known Names

Ipsapirona Ipsapirone

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

401.5

MW (Da)

1.22

ALogP

HBA

HBD

86.7

PSA (Å²)

0.67

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

USAN Year

1988

Extended Properties

Molecular Formula	C19H23N5O3S
MW	401.49
Aromatic Rings	2
Heavy Atoms	28
NP-Likeness	-1.81

Activity Summary

Ki 25 meas. best 9.62

IC50 22 meas. best 8.09

EC50 1 meas. best 7.17

Kd 1 meas. best 8.4

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	9.62	8.31	0.2	4
5-hydroxytryptamine receptor 1A CHEMBL273	Ki	8.47	8.2738	3.4	8
5-hydroxytryptamine receptor 1A CHEMBL214	Kd	8.4	8.4	4.0	1
5-hydroxytryptamine receptor 1A CHEMBL273	IC50	8.09	7.67	8.2	3
5-hydroxytryptamine receptor 1A CHEMBL3737	Ki	7.92	7.92	12.1	1
Unchecked CHEMBL612545	IC50	7.62	5.96	24.0	4
Alpha-1D adrenergic receptor CHEMBL223	Ki	7.34	7.34	46.0	1
5-hydroxytryptamine receptor 1A CHEMBL214	EC50	7.17	7.17	67.6	1
Alpha-1A adrenergic receptor CHEMBL229	Ki	7.06	7.06	87.0	1
D(2) dopamine receptor CHEMBL217	Ki	6.96	6.26	110.0	3
Unchecked CHEMBL612545	Ki	6.7	6.7	200.0	1
Alpha-1B adrenergic receptor CHEMBL232	Ki	6.66	6.66	220.0	1
Adrenergic receptor alpha-1 CHEMBL1907610	Ki	6.64	6.64	229.0	1
Adrenergic receptor alpha-1 CHEMBL2094251	Ki	6.64	6.64	229.0	1
Adrenergic receptor alpha-1 CHEMBL2094251	IC50	6.3	6.3	500.0	1
Adrenergic receptor alpha-2 CHEMBL2095158	IC50	6.0	6.0	1000.0	1
D(3) dopamine receptor CHEMBL234	IC50	5.92	5.92	1200.0	1
Alpha-1A adrenergic receptor CHEMBL4892	IC50	5.92	5.92	1200.0	1
5-hydroxytryptamine receptor 7 CHEMBL3155	Ki	5.85	5.85	1406.0	1
D(4) dopamine receptor CHEMBL219	IC50	5.75	5.75	1800.0	1
Alpha-2A adrenergic receptor CHEMBL4744	IC50	5.55	5.55	2800.0	1
D(2) dopamine receptor CHEMBL339	IC50	5.54	5.54	2900.0	1
5-hydroxytryptamine receptor 2A CHEMBL3446	IC50	5.12	5.12	7500.0	1
Serotonin 2 (5-HT2) receptor CHEMBL2093870	IC50	5.0	5.0	10000.0	1
D(1A) dopamine receptor CHEMBL2967	IC50	4.92	4.92	12000.0	2
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	4.82	4.82	14980.0	1
5-hydroxytryptamine receptor 6 CHEMBL3371	Ki	4.78	4.78	16800.0	1
5-hydroxytryptamine receptor 1B CHEMBL3459	IC50	4.58	4.3933	26000.0	3
Bile salt export pump CHEMBL6020	IC50	4.51	4.51	31170.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
T1/2	2.0	hr	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
5-hydroxytryptamine receptor 1A	Ki	=	0.24	nM	9.62	Displacement of [3H]8-OH-DAPT from human recombinant 5-HT1A receptor expressed i...	34467758
5-hydroxytryptamine receptor 1A	Ki	=	3.4	nM	8.47	Displacement of [3H]-8-OH-DPAT from 5HT1A receptor in rat brain hippocampus by r...	31547945
5-hydroxytryptamine receptor 1A	Ki	=	3.4	nM	8.47	Inhibitory affinity constant against 5-hydroxytryptamine 1A receptor	7752194
5-hydroxytryptamine receptor 1A	Ki	=	3.4	nM	8.47	In vitro ability to displace [3H]8-hydroxy-2-(di-n-propylamino) tetralin binding...	1535661
5-hydroxytryptamine receptor 1A	Kd	=	3.981	nM	8.4	Binding affinity to 5HT1A receptor	19754201
5-hydroxytryptamine receptor 1A	Ki	=	5.5	nM	8.26	Displacement of [3H]8-OH-DPAT from 5HT1A receptor in CRL:CD(SD)BR-COBS rat hippo...	18598015
5-hydroxytryptamine receptor 1A	Ki	=	5.5	nM	8.26	Displacement of radioligand [3H]2-(di-N-propylamino)-8-hydroxytetralin from 5-hy...	8410989
5-hydroxytryptamine receptor 1A	Ki	=	5.495	nM	8.26	Inhibition of [3H]8-OH-DPAT binding to 5-hydroxytryptamine 1A receptor of rat fr...	9873561
5-hydroxytryptamine receptor 1A	Ki	=	6.0	nM	8.22	Displacement of [3H]8-OH-DPAT from human 5HT1A receptor in HEK293 cells	16722631
5-hydroxytryptamine receptor 1A	Ki	=	7.9	nM	8.1	Displacement of [3H]-5-OH-DPAT from human 5-HT1AR expressed in human HEK293 cell...	33839253
5-hydroxytryptamine receptor 1A	IC50	=	8.2	nM	8.09	Inhibition of 8-OH DPAT bindign to rat hydroxytryptamine 1A receptor expressed i...	15341483
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	Ki	=	12.1	nM	7.92	Compound was tested for binding affinity to 5-hydroxytryptamine 1A receptor usin...	-
Unchecked	IC50	=	24.0	nM	7.62	Inhibition of Histamine H1 receptor	15341483
5-hydroxytryptamine receptor 1A	IC50	=	35.0	nM	7.46	Binding affinity to 5-hydroxytryptamine 1A receptor in rat hippocampus membranes...	8863806
5-hydroxytryptamine receptor 1A	IC50	=	35.0	nM	7.46	Binding affinity against 5-hydroxytryptamine 1A (5-HT1A) receptor in rat hippoca...	7912735
Alpha-1D adrenergic receptor	Ki	=	46.0	nM	7.34	Binding affinity against human Alpha-1d adrenergic receptor was evaluated by clo...	9873568
5-hydroxytryptamine receptor 1A	Ki	=	49.7	nM	7.3	Displacement of [3H]5-CT from human recombinant 5-HT1A receptor expressed in CHO...	34467758
5-hydroxytryptamine receptor 1A	EC50	=	67.61	nM	7.17	Compound was tested for its potency against human 5-hydroxytryptamine 1A recepto...	9873561

Literature References

PubMed	DOI	Target Context	# Activities
34467758	10.1021/acs.jmedchem.1c00726	Rattus norvegicus	6
2565399	10.1021/jm00125a016	Rattus norvegicus	5
15341483	10.1021/jm040792y	Unchecked	5
9873561	10.1016/s0960-894x(98)00406-5	5-hydroxytryptamine receptor 1A	4
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
-	10.6019/CHEMBL4651402	SARS-CoV-2	2
18033297	10.1038/nature05991	Caenorhabditis elegans	2
1535661	10.1021/jm00091a004	5-hydroxytryptamine receptor 1A	2
34467758	10.1021/acs.jmedchem.1c00726	5-hydroxytryptamine receptor 1A	2
-	10.1016/S0960-894X(00)80460-6	Mus musculus	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
2898533	10.1021/jm00402a023	Rattus norvegicus	2
18598015	10.1021/jm800176x	Unchecked	2
7912735	10.1021/jm00038a007	5-hydroxytryptamine receptor 1A	1
7912735	10.1021/jm00038a007	D(1A) dopamine receptor	1
7912735	10.1021/jm00038a007	5-hydroxytryptamine receptor 2A	1
7912735	10.1021/jm00038a007	5-hydroxytryptamine receptor 1B	1
38318365	10.1016/j.isci.2024.108907	Deoxynucleoside triphosphate triphosphohydrolase SAMHD1	1
8863806	10.1021/jm950861w	D(1A) dopamine receptor	1
8863806	10.1021/jm950861w	Unchecked	1

Data from ChEMBL 36 via Core Engine