Compound Detail

CHEMBL589390

LATREPIRDINE

🧪 Phase III

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🧪 Phase III

Cc1ccc2c(c1)c1c(n2CCc2ccc(C)nc2)CCN(C)C1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL589390
Name	LATREPIRDINE
Phase	Phase III
Structure Type	MOL
InChI Key	JNODQFNWMXFMEV-UHFFFAOYSA-N

Known Names

Dimebolin Dimebon Latrepirdina Latrepirdine Pf-01913539

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

319.4

MW (Da)

3.88

ALogP

HBA

HBD

21.1

PSA (Å²)

0.73

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Flags

Natural Product

USAN Stem	-pirdine
USAN Year	2010

Extended Properties

Molecular Formula	C21H25N3
MW	319.45
Aromatic Rings	3
Heavy Atoms	24
NP-Likeness	-1.06

Indications

Alzheimer Disease Huntington Disease Liver Failure

Activity Summary

Ki 32 meas. best 8.1

IC50 19 meas. best 6.8

EC50 2 meas. best 4.6

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
5-hydroxytryptamine receptor 7 CHEMBL3155	Ki	8.1	8.0325	7.9	4
5-hydroxytryptamine receptor 6 CHEMBL3371	Ki	7.58	7.4017	26.0	6
Alpha-2B adrenergic receptor CHEMBL1942	Ki	7.34	7.34	45.8	1
Alpha-1A adrenergic receptor CHEMBL229	Ki	7.22	6.8	60.3	2
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	7.21	6.675	61.7	2
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	7.12	7.12	75.9	2
5-hydroxytryptamine receptor 5A CHEMBL3426	Ki	6.97	6.97	107.4	1
Alpha-2A adrenergic receptor CHEMBL1867	Ki	6.96	6.55	109.7	2
5-hydroxytryptamine receptor 6 CHEMBL3372	Ki	6.92	6.92	119.0	1
Histamine H1 receptor CHEMBL231	IC50	6.8	6.3	158.0	4
Histamine H2 receptor CHEMBL1941	Ki	6.67	6.67	215.2	1
5-hydroxytryptamine receptor 1D CHEMBL1983	Ki	6.38	6.38	418.5	1
D(3) dopamine receptor CHEMBL234	Ki	6.34	6.34	461.4	1
5-hydroxytryptamine receptor 2B CHEMBL1833	Ki	6.22	6.22	603.2	1
D(2) dopamine receptor CHEMBL217	Ki	6.2	6.005	631.0	2
Alpha-1D adrenergic receptor CHEMBL223	Ki	6.12	6.12	767.2	1
5-hydroxytryptamine receptor 6 CHEMBL3371	IC50	6.05	6.0133	890.0	3
Alpha-1B adrenergic receptor CHEMBL232	Ki	5.88	5.88	1305.3	1
Sigma non-opioid intracellular receptor 1 CHEMBL287	Ki	5.88	5.88	1313.9	1
Alpha-2C adrenergic receptor CHEMBL1916	Ki	5.53	5.53	2924.8	1
5-hydroxytryptamine receptor 1E CHEMBL2182	Ki	5.25	5.25	5565.4	1
Cholinesterase CHEMBL1914	IC50	5.1	5.1	7900.0	1
Unchecked CHEMBL612545	IC50	5.0	4.51	10000.0	3
Glutamate NMDA receptor; GRIN1/GRIN2A CHEMBL1907604	IC50	4.86	4.86	13900.0	1
NON-PROTEIN TARGET CHEMBL3879801	EC50	4.6	4.6	25000.0	1
Acetylcholinesterase CHEMBL220	IC50	4.35	4.35	45000.0	1
L-type calcium channel CHEMBL3988632	IC50	4.3	4.3	50000.0	1
Dynamin-1 CHEMBL4958	IC50	4.25	4.25	56700.0	1
Glutamate receptor ionotropic, NMDA 2B CHEMBL1904	IC50	4.08	4.08	82400.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
5-hydroxytryptamine receptor 7	Ki	=	8.0	nM	8.1	Binding affinity to 5HT7 receptor by radioligand displacement assay	19939513
5-hydroxytryptamine receptor 7	Ki	=	7.943	nM	8.1	Displacement of [3H]LSD from human recombinant 5HT7 receptor expressed in CHO ce...	19945877
5-hydroxytryptamine receptor 7	Ki	=	8.0	nM	8.1	Binding affinity to 5-HT7R (unknown origin) assessed as inhibition constant	34311086
5-hydroxytryptamine receptor 7	Ki	=	14.67	nM	7.83	PDSP Secondary Binding target: HTR7 - Compounds are tested at 10 uM concentratio...	-
5-hydroxytryptamine receptor 6	Ki	=	26.0	nM	7.58	Antagonist activity at human recombinant 5HT6 receptor expressed in CHO cells	24850589
5-hydroxytryptamine receptor 6	Ki	=	26.0	nM	7.58	Binding affinity to human recombinant 5HT6 receptor	19939513
5-hydroxytryptamine receptor 6	Ki	=	34.0	nM	7.47	Binding affinity to 5-HT6R (unknown origin) assessed as inhibition constant	34311086
5-hydroxytryptamine receptor 6	Ki	=	34.0	nM	7.47	Binding affinity to human recombinant 5HT6 receptor by radioligand displacement ...	19939513
5-hydroxytryptamine receptor 6	Ki	=	33.88	nM	7.47	Displacement of [3H]Lysergic acid from human recombinant 5HT6 receptor expressed...	19945877
Alpha-2B adrenergic receptor	Ki	=	45.77	nM	7.34	PDSP Secondary Binding target: ADRA2B - Compounds are tested at 10 uM concentrat...	-
Alpha-1A adrenergic receptor	Ki	=	60.26	nM	7.22	Binding affinity to adrenergic alpha1A receptor by radioligand displacement assa...	19945877
5-hydroxytryptamine receptor 2A	Ki	=	61.66	nM	7.21	Displacement of [3H]Ketanserin from human recombinant 5HT2A receptor expressed i...	19945877
5-hydroxytryptamine receptor 2C	Ki	=	76.0	nM	7.12	Binding affinity to 5HT2C receptor by radioligand displacement assay	19939513
5-hydroxytryptamine receptor 2C	Ki	=	75.86	nM	7.12	Displacement of [3H]Mesulergine from human recombinant 5HT2C receptor expressed ...	19945877
5-hydroxytryptamine receptor 5A	Ki	=	107.43	nM	6.97	PDSP Secondary Binding target: HTR5A - Compounds are tested at 10 uM concentrati...	-
Alpha-2A adrenergic receptor	Ki	=	109.65	nM	6.96	Displacement of [3H]MK-912 from human recombinant adrenergic alpha2A receptor ex...	19945877
5-hydroxytryptamine receptor 6	Ki	=	119.0	nM	6.92	Binding affinity to rat recombinant 5HT6 receptor	19939513
5-hydroxytryptamine receptor 6	Ki	=	143.87	nM	6.84	PDSP Secondary Binding target: HTR6 - Compounds are tested at 10 uM concentratio...	-
Histamine H1 receptor	IC50	=	158.0	nM	6.8	Antagonist activity at histamine H1 receptor in human SK-N-SH cells assessed as ...	19945877
Histamine H1 receptor	IC50	=	160.0	nM	6.8	Antagonist activity at human histamine H1 receptor in SK-N-SH cells assessed as ...	19443217

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL4689842	HEK-293T	345
-	10.6019/CHEMBL4689842	Fibroblast	345
-	10.6019/CHEMBL4689842	U2OS	344
-	10.6019/CHEMBL5209801	Glucagon-like peptide 1 receptor	5
-	10.6019/CHEMBL5209801	Adhesion G-protein coupled receptor F1	5
-	10.6019/CHEMBL5209801	Apelin receptor	5
-	10.6019/CHEMBL5209801	Glucose-dependent insulinotropic receptor	5
-	10.6019/CHEMBL5209801	Beta-2 adrenergic receptor	5
-	10.6019/CHEMBL5209801	Type-1 angiotensin II receptor	5
-	10.6019/CHEMBL5209801	C5a anaphylatoxin chemotactic receptor 1	5
-	10.6019/CHEMBL5209801	Sphingosine 1-phosphate receptor 1	5
19939513	10.1016/j.ejmech.2009.10.035	5-hydroxytryptamine receptor 6	5
-	10.6019/CHEMBL5209801	N-formyl peptide receptor 2	5
-	10.6019/CHEMBL5209801	Alpha-2A adrenergic receptor	5
-	10.6019/CHEMBL5209801	Free fatty acid receptor 4	5
-	10.6019/CHEMBL5209801	CX3C chemokine receptor 1	5
19443217	10.1016/j.bmcl.2009.04.128	Histamine H1 receptor	2
19945877	10.1016/j.bmcl.2009.11.037	Histamine H1 receptor	2
19945877	10.1016/j.bmcl.2009.11.037	5-hydroxytryptamine receptor 6	2
-	10.6019/CHEMBL4651402	SARS-CoV-2	2

Data from ChEMBL 36 via Core Engine