Arimoclomol (CED0009956)

Record Information

Version

1.0

Creation Date

2016-05-22 07:20:05 UTC

Update Date

2026-05-14 18:12:18 UTC

Accession Number

CHEM020699

Identification

Common Name

Arimoclomol

Class

Small Molecule

Description

Arimoclomol is an organic compound with the formula C14H20ClN3O3 and an average molecular weight of 313.78 g/mol. Arimoclomol belongs to the pyridinium derivatives, a subclass of pyridines and derivatives within the organic compounds. It is categorized as an organoheterocyclic compound. This substance is recorded as being released from healthcare, pharmaceuticals, and veterinary products, specifically within the category of unclassified nervous system drugs. The recorded route of exposure for this compound is oral.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Arimoclomol	MeSH
BRX-220	MeSH

Chemical Formula

C₁₄H₂₀ClN₃O₃

Average Molecular Mass

313.780 g/mol

Monoisotopic Mass

313.119 g/mol

CAS Registry Number

289893-25-0

IUPAC Name

(Z)-N-[(2R)-2-hydroxy-3-(piperidin-1-yl)propoxy]-1-oxo-1λ⁵-pyridine-3-carbonimidoyl chloride

Traditional Name

(Z)-N-[(2R)-2-hydroxy-3-(piperidin-1-yl)propoxy]-1-oxo-1λ⁵-pyridine-3-carbonimidoyl chloride

SMILES

[H][C@](O)(CO\N=C(/Cl)C1=CN(=O)=CC=C1)CN1CCCCC1

InChI Identifier

InChI=1S/C14H20ClN3O3/c15-14(12-5-4-8-18(20)9-12)16-21-11-13(19)10-17-6-2-1-3-7-17/h4-5,8-9,13,19H,1-3,6-7,10-11H2/b16-14-/t13-/m1/s1

InChI Key

SGEIEGAXKLMUIZ-XUVDNFPMSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyridinium derivatives. Pyridinium derivatives are compounds containing a pyridinium ring, which is the cationic form of pyridine.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Pyridinium derivatives

Direct Parent

Pyridinium derivatives

Alternative Parents

Substituents

Piperidine
Pyridinium
Heteroaromatic compound
1,2-aminoalcohol
Secondary alcohol
Tertiary amine
Tertiary aliphatic amine
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Amine
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.24 g/L	ALOGPS
logP	0.45	ALOGPS
logP	0.31	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	14	ChemAxon
pKa (Strongest Basic)	9.14	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	70.52 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	83.13 m³·mol⁻¹	ChemAxon
Polarizability	32.12 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-2309000000-e4880434a24222b2e84c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-9502000000-8148efe6b4fabd8b6101	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00kb-9100000000-59e25f75c5960cba0518	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03k9-1839000000-4d8c988ca07f422ceab6	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01qc-8916000000-3970d59094d46e4f3b22	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-9100000000-caae64efb059ffe4191a	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
219.0	Log mg/kg	[120:390]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
384	Unclassified nervous system drugs	Healthcare, pharmaceuticals & veterinary products	Not Available

Pathways

0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Coagulation factor VIII	P00451	Humans	Predicted (SEA)	4.04816
Click to view 3D structure	Sodium channel protein type 9 subunit alpha	Q15858	Humans	Predicted (SEA)	367.526
Click to view 3D structure	Voltage-gated sodium channel Nav1.5 cardiac isoform	Q5YLN7	Canis lupus familiaris	Predicted (SEA)	65.4712
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q99720	Humans	Predicted (SEA)	1732.85
Click to view 3D structure	Sodium channel protein type 9 subunit alpha	Q62205	Mus musculus	Predicted (SEA)	194.701
Click to view 3D structure	Sodium channel protein type 1 subunit alpha	P35498	Humans	Predicted (SEA)	206.534
Click to view 3D structure	Sodium channel protein type 5 subunit alpha	Q14524	Humans	Predicted (SEA)	559.269
Click to view 3D structure	Voltage-gated inwardly rectifying potassium channel KCNH2	Q12809	Humans	Predicted (SEA)	5012.4
Click to view 3D structure	Plasma membrane ATPase 1	P05030	Saccharomyces cerevisiae (strain ATCC 204508 / S288c) (Baker's yeast)	Predicted (SEA)	26.6244
Click to view 3D structure	Cytochrome P450 2D6	P10635	Humans	Predicted (SEA)	4845.26
Click to view 3D structure	ATP-dependent translocase ABCB1	P08183	Humans	Predicted (SEA)	1343.21
Click to view 3D structure	Beta-2 adrenergic receptor	P54833	Canis lupus familiaris	Predicted (SEA)	56.7521
Click to view 3D structure	Histamine H3 receptor	Q9Y5N1	Humans	Predicted (SEA)	1886.91
Click to view 3D structure	Alpha-1A adrenergic receptor	P43140	Rattus norvegicus	Predicted (SEA)	1360.57
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q60492	Cavia porcellus	Predicted (SEA)	1751.92
Click to view 3D structure	Alpha-2B adrenergic receptor	P18089	Humans	Predicted (SEA)	2125.83
Click to view 3D structure	Histamine H1 receptor	P35367	Humans	Predicted (SEA)	3378.66
Click to view 3D structure	Kappa-type opioid receptor	P41145	Humans	Predicted (SEA)	3553.12
Click to view 3D structure	Alpha-1B adrenergic receptor	P35368	Humans	Predicted (SEA)	2269.07
Click to view 3D structure	Histamine H3 receptor	Q9QYN8	Rattus norvegicus	Predicted (SEA)	752.646
Click to view 3D structure	C-C chemokine receptor type 1	P32246	Humans	Predicted (SEA)	573.282
Click to view 3D structure	Arylamine N-acetyltransferase	O86309	Mycolicibacterium smegmatis	Predicted (SEA)	42.0386
Click to view 3D structure	Alpha-1A adrenergic receptor	P35348	Humans	Predicted (SEA)	2851.46
Click to view 3D structure	Transient receptor potential cation channel subfamily V member 3	Q8K424	Mus musculus	Predicted (SEA)	236.895
Click to view 3D structure	Histone deacetylase 1	Q13547	Humans	Predicted (SEA)	4041.93