Compound Detail

CHEMBL1490

TRIHEXYPHENIDYL

💊 Approved Drug

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💊 Approved Drug

OC(CCN1CCCCC1)(c1ccccc1)C1CCCCC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1490
Name	TRIHEXYPHENIDYL
Phase	Approved
Structure Type	MOL
InChI Key	HWHLPVGTWGOCJO-UHFFFAOYSA-N
Therapeutic	✓ Yes

Known Names

Apo-trihex NSC-12268 Trihexifenidilo Trihexyphenidyl Trihexyphenidyle

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

301.5

MW (Da)

4.33

ALogP

HBA

HBD

23.5

PSA (Å²)

0.87

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	1949
Availability	Prescription
Chirality	Racemic

Routes of Administration

Oral

Flags

Natural Product

Extended Properties

Molecular Formula	C20H31NO
MW	301.47
Aromatic Rings	1
Heavy Atoms	22
NP-Likeness	-0.43

Indications

Parkinson Disease Dystonic Disorders

ATC Classification

N04AA01

trihexyphenidyl

Level 1: NERVOUS SYSTEM

Level 2: ANTI-PARKINSON DRUGS

Activity Summary

IC50 10 meas. best 8.26

Ki 10 meas. best 9.12

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Muscarinic acetylcholine receptor M4 CHEMBL1821	Ki	9.12	9.12	0.8	1
Muscarinic acetylcholine receptor M1 CHEMBL216	Ki	8.87	8.87	1.4	1
Unchecked CHEMBL612545	Ki	8.82	6.375	1.5	4
Muscarinic acetylcholine receptor M3 CHEMBL245	Ki	8.5	8.5	3.2	1
Muscarinic acetylcholine receptor M4 CHEMBL1821	IC50	8.26	8.26	5.5	1
Muscarinic acetylcholine receptor M1 CHEMBL216	IC50	8.25	8.25	5.6	1
Muscarinic acetylcholine receptor M5 CHEMBL2035	Ki	8.06	8.06	8.7	1
Muscarinic acetylcholine receptor M5 CHEMBL2035	IC50	7.92	7.92	12.0	1
Muscarinic acetylcholine receptor M2 CHEMBL211	Ki	7.92	7.92	12.0	1
Muscarinic acetylcholine receptor M3 CHEMBL245	IC50	7.82	7.82	15.0	1
Muscarinic acetylcholine receptor M2 CHEMBL211	IC50	7.47	7.47	34.0	1
Sigma non-opioid intracellular receptor 1 CHEMBL287	Ki	7.35	7.35	45.0	1
Sigma non-opioid intracellular receptor 1 CHEMBL287	IC50	6.97	6.97	108.0	1
Cytochrome P450 2D6 CHEMBL289	IC50	5.61	5.61	2449.8	1
Unchecked CHEMBL612545	IC50	5.55	5.46	2797.0	3

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Muscarinic acetylcholine receptor M4	Ki	=	0.764	nM	9.12	DRUGMATRIX: Muscarinic M4 radioligand binding (ligand: [3H] N-Methylscopolamine)	-
Muscarinic acetylcholine receptor M1	Ki	=	1.351	nM	8.87	DRUGMATRIX: Muscarinic M1 radioligand binding (ligand: [3H] N-Methylscopolamine)	-
Unchecked	Ki	=	1.5	nM	8.82	Inhibition of muscarinic acetylcholine receptor in rat cortex	23523385
Muscarinic acetylcholine receptor M3	Ki	=	3.151	nM	8.5	DRUGMATRIX: Muscarinic M3 radioligand binding (ligand: [3H] N-Methylscopolamine)	-
Muscarinic acetylcholine receptor M4	IC50	=	5.478	nM	8.26	DRUGMATRIX: Muscarinic M4 radioligand binding (ligand: [3H] N-Methylscopolamine)	-
Muscarinic acetylcholine receptor M1	IC50	=	5.608	nM	8.25	DRUGMATRIX: Muscarinic M1 radioligand binding (ligand: [3H] N-Methylscopolamine)	-
Muscarinic acetylcholine receptor M5	Ki	=	8.679	nM	8.06	DRUGMATRIX: Muscarinic M5 radioligand binding (ligand: [3H] N-Methylscopolamine)	-
Muscarinic acetylcholine receptor M5	IC50	=	12.0	nM	7.92	DRUGMATRIX: Muscarinic M5 radioligand binding (ligand: [3H] N-Methylscopolamine)	-
Muscarinic acetylcholine receptor M2	Ki	=	12.0	nM	7.92	DRUGMATRIX: Muscarinic M2 radioligand binding (ligand: [3H] N-Methylscopolamine)	-
Muscarinic acetylcholine receptor M3	IC50	=	15.0	nM	7.82	DRUGMATRIX: Muscarinic M3 radioligand binding (ligand: [3H] N-Methylscopolamine)	-
Muscarinic acetylcholine receptor M2	IC50	=	34.0	nM	7.47	DRUGMATRIX: Muscarinic M2 radioligand binding (ligand: [3H] N-Methylscopolamine)	-
Sigma non-opioid intracellular receptor 1	Ki	=	45.0	nM	7.35	DRUGMATRIX: Sigma1 radioligand binding (ligand: [3H] Haloperidol)	-
Sigma non-opioid intracellular receptor 1	IC50	=	108.0	nM	6.97	DRUGMATRIX: Sigma1 radioligand binding (ligand: [3H] Haloperidol)	-
Unchecked	Ki	=	1921.0	nM	5.72	DRUGMATRIX: Sigma2 radioligand binding (ligand: [3H] Ifenprodil)	-
Cytochrome P450 2D6	IC50	=	2449.8	nM	5.61	DRUGMATRIX: CYP450, 2D6 enzyme inhibition (substrate: 3-Cyano-7-ethoxycoumarin)	-
Unchecked	Ki	=	2552.0	nM	5.59	DRUGMATRIX: Sodium Channel, Site 2 radioligand binding (ligand: [3H] Batrachotox...	-
Unchecked	IC50	=	2797.0	nM	5.55	DRUGMATRIX: Sodium Channel, Site 2 radioligand binding (ligand: [3H] Batrachotox...	-
Unchecked	IC50	=	3122.0	nM	5.51	DRUGMATRIX: Sigma2 radioligand binding (ligand: [3H] Ifenprodil)	-
Unchecked	Ki	=	4275.0	nM	5.37	DRUGMATRIX: Calcium Channel Type L, Benzothiazepine radioligand binding (ligand:...	-
Unchecked	IC50	=	4810.0	nM	5.32	DRUGMATRIX: Calcium Channel Type L, Benzothiazepine radioligand binding (ligand:...	-

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL3885881	Rattus norvegicus	467
-	10.5281/zenodo.13943903	ADMET	89
31158845	10.1038/s41586-019-1291-3	ADMET	51
22194678	10.1371/journal.pcbi.1002310	Hepatotoxicity	14
15646539	10.1016/s0399-8320(04)95062-2	Unchecked	11
15646539	10.1016/s0399-8320(04)95062-2	NON-PROTEIN TARGET	8
26948801	10.1016/j.drudis.2016.02.015	Homo sapiens	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
37468498	10.1038/s41467-023-40064-9	Alpha-1A adrenergic receptor	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
-	10.6019/CHEMBL4651402	SARS-CoV-2	2
18027916	10.1021/jm070524a	No relevant target	2
37468498	10.1038/s41467-023-40064-9	Muscarinic acetylcholine receptor M1	2
-	10.1101/2020.04.21.054387	SARS-CoV-2	1
37468498	10.1038/s41467-023-40064-9	D(1A) dopamine receptor	1
-	10.6019/CHEMBL3301361	No relevant target	1
37468498	10.1038/s41467-023-40064-9	Bile salt export pump	1
37468498	10.1038/s41467-023-40064-9	Estrogen receptor	1
17544548	10.1016/j.ejmech.2007.04.002	ADMET	1

Data from ChEMBL 36 via Core Engine