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Compound Detail

CHEMBL1334033

PERHEXILINE MALEATE
💊 Approved Drug
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💊 Approved Drug
C1CCC(C(CC2CCCCN2)C2CCCCC2)CC1.O=C(O)/C=C\C(=O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1334033
Name PERHEXILINE MALEATE
Phase Approved
Structure Type MOL
InChI Key JDZOTSLZMQDFLG-BTJKTKAUSA-N
Therapeutic ✓ Yes
Parent Compound CHEMBL75880
Active Moiety CHEMBL75880

Known Names

NSC-758409 Perhexiline maleate Perhexilinum Pexid Pexsig
5
Targets
30
Activities
2
Assay Types
2
PK Parameters
11
Publications
5
Known Names
3
Mechanisms

Molecular Properties

277.5
MW (Da)
5.30
ALogP
1
HBA
1
HBD
12.0
PSA (Ų)
0.74
QED
1
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1974
Availability Withdrawn
Chirality Racemic

Flags

Withdrawn
USAN Year 1966

Extended Properties

Molecular Formula C23H39NO4
MW 393.57
Aromatic Rings 0
Heavy Atoms 20
NP-Likeness 0.31

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Carnitine O-palmitoyltransferase 1, muscle isoform inhibitor INHIBITOR Carnitine O-palmitoyltransferase 1, muscle isoform ✓ ✓
Carnitine palmitoyltransferase 2 inhibitor INHIBITOR Carnitine O-palmitoyltransferase 2, mitochondrial ✓ ✓
Serine/threonine-protein kinase mTOR inhibitor INHIBITOR Serine/threonine-protein kinase mTOR ✓ ✓

Drug Warnings

Withdrawn
hepatotoxicity
Neurologic and Hepatic Toxicities
Country: United Kingdom; Spain   Year: 1985
Withdrawn
hepatotoxicity
Neurologic and Hepatic Toxicities
Country: United Kingdom; Spain   Year: 1985
Withdrawn
neurotoxicity
Neurologic and Hepatic Toxicities
Country: United Kingdom; Spain   Year: 1985

Activity Summary

IC50 22 meas. best 5.61
EC50 8 meas. best 5.5

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 5.61 4.7482 2480.0 17
G-protein coupled receptor 55
CHEMBL1075322
 IC50 5.5 5.5 3188.8 1
Unchecked
CHEMBL612545
 EC50 5.5 5.1413 3135.0 8
NACHT, LRR and PYD domains-containing protein 1
CHEMBL1741214
 IC50 4.89 4.89 12900.0 1
Saccharomyces cerevisiae
CHEMBL361
 IC50 4.8 4.8 15900.0 1
Carnitine O-palmitoyltransferase 1, muscle isoform
CHEMBL3216
 IC50 4.5 4.5 32000.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 0.1667 hr Rattus norvegicus
T1/2 1.633 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 2480.0 nM 5.61 PubChem BioAssay. SNU-C1 viability from Cell TiterGlo-IC50. (Class of assay: c... -
Unchecked EC50 = 3135.0 nM 5.5 PUBCHEM_BIOASSAY: Luminescence Cell-Based/Microorganism Dose Confirmation HTS to... -
G-protein coupled receptor 55 IC50 = 3188.77 nM 5.5 PUBCHEM_BIOASSAY: Image-Based HTS for Selective Antagonists for GPR55. (Class of... -
Unchecked EC50 = 5060.0 nM 5.3 PUBCHEM_BIOASSAY: A cytotoxicity screen of small molecule inhibitors of the PhoP... -
Unchecked EC50 = 5360.0 nM 5.27 PUBCHEM_BIOASSAY: A cytotoxicity screen of small molecule inhibitors of the PhoP... -
Unchecked EC50 = 5450.0 nM 5.26 PUBCHEM_BIOASSAY: A cytotoxicity screen of small molecule inhibitors of the PhoP... -
Unchecked IC50 = 5760.3 nM 5.24 PubChem BioAssay. SW480 viability from Cell TiterGlo-IC50. (Class of assay: co... -
Unchecked IC50 = 6298.0 nM 5.2 PUBCHEM_BIOASSAY: High Throughput Screen to Identify Inhibitors of Mycobacterium... -
Unchecked IC50 = 6865.2 nM 5.16 PubChem BioAssay. HT-29 viability from Cell TiterGlo-IC50. (Class of assay: co... -
Unchecked IC50 = 7420.7 nM 5.13 PubChem BioAssay. GSK3B-pretreated HCT116 viability from Cell TiterGlo-IC50. (... -
Unchecked IC50 = 7849.1 nM 5.11 PubChem BioAssay. RKO viability from Cell TiterGlo-IC50. (Class of assay: conf... -
Unchecked EC50 = 8949.0 nM 5.05 PUBCHEM_BIOASSAY: Luminescence Cell-Based Dose Confirmation HTS to Identify Inhi... -
Unchecked IC50 = 8863.2 nM 5.05 PubChem BioAssay. Colo320 viability from Cell TiterGlo-IC50. (Class of assay: ... -
Unchecked EC50 = 10800.0 nM 4.97 PUBCHEM_BIOASSAY: Fluorescent HTS Cytotoxicity/Cell viability assay (HPDE-C7K ce... -
Unchecked EC50 = 11740.0 nM 4.93 PUBCHEM_BIOASSAY: Fluorescent HTS Cytotoxicity/Cell viability assay (HPDE-C7 cel... -
Unchecked IC50 = 12480.0 nM 4.9 PUBCHEM_BIOASSAY: A High Throughput Confirmatory Assay used to Identify Novel Co... -
NACHT, LRR and PYD domains-containing protein 1 IC50 = 12900.0 nM 4.89 PUBCHEM_BIOASSAY: Dose Response confirmation of uHTS for the identification of i... -
Unchecked IC50 = 13570.0 nM 4.87 PUBCHEM_BIOASSAY: High Throughput Screening Assay used to Identify Novel Compoun... -
Unchecked EC50 = 14237.0 nM 4.85 PUBCHEM_BIOASSAY: Luminescence Cell-Based Dose Response HTS Screen to Identify C... -
Saccharomyces cerevisiae IC50 = 15900.0 nM 4.8 PUBCHEM_BIOASSAY: Dose Response confirmation of inhibitors of NALP1 in yeast usi... -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4808148 Histone deacetylase 6 3
28277663 10.1021/acs.jmedchem.6b01592 Liver 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B3 1
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B1 1
28051303 10.1021/acs.jmedchem.6b01203 Candida albicans 1
28277663 10.1021/acs.jmedchem.6b01592 Carnitine O-palmitoyltransferase 1, muscle isoform 1
- 10.1101/2020.04.03.023846 SARS-CoV-2 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1

Data from ChEMBL 36 via Core Engine