Bilastine (CED0010050)

Record Information

Version

1.0

Creation Date

2016-05-22 07:18:56 UTC

Update Date

2026-08-22 08:31:34 UTC

Accession Number

CHEM020676

Identification

Common Name

Bilastine

Class

Small Molecule

Description

Bilastine belongs to the benzimidazoles, a class of organoheterocyclic compounds within the organic compounds. It has the chemical formula $\text{C}_{28}\text{H}_{37}\text{N}_3\text{O}_3$ and an average molecular weight of 463.62 g/mol. This compound acts as an antagonist of the Histamine H1 receptor (HRH1). Bilastine is found in or released from four recorded sources: healthcare, pharmaceuticals & veterinary products (specifically antihistamines, decongestants and antiallergics), electrical & electronic equipment (auxiliary devices), and household cleaning & consumer products (non electric simulated smoking devices). The recorded route of exposure for this compound is oral.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Bilanoa	Kegg
Bilaxten	HMDB
Bilastine	HMDB, MeSH

Chemical Formula

C₂₈H₃₇N₃O₃

Average Molecular Mass

463.622 g/mol

Monoisotopic Mass

463.283 g/mol

CAS Registry Number

202189-78-4

IUPAC Name

2-[4-(2-{4-[1-(2-ethoxyethyl)-1H-1,3-benzodiazol-2-yl]piperidin-1-yl}ethyl)phenyl]-2-methylpropanoic acid

Traditional Name

bilastine

SMILES

CCOCCN1C(=NC2=CC=CC=C12)C1CCN(CCC2=CC=C(C=C2)C(C)(C)C(O)=O)CC1

InChI Identifier

InChI=1S/C28H37N3O3/c1-4-34-20-19-31-25-8-6-5-7-24(25)29-26(31)22-14-17-30(18-15-22)16-13-21-9-11-23(12-10-21)28(2,3)27(32)33/h5-12,22H,4,13-20H2,1-3H3,(H,32,33)

InChI Key

ACCMWZWAEFYUGZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzimidazoles. These are organic compounds containing a benzene ring fused to an imidazole ring (five member ring containing a nitrogen atom, 4 carbon atoms, and two double bonds).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzimidazoles

Sub Class

Not Available

Direct Parent

Benzimidazoles

Alternative Parents

Substituents

Benzimidazole
Phenylpropane
Phenethylamine
Aralkylamine
Monocyclic benzene moiety
N-substituted imidazole
Benzenoid
Piperidine
Azole
Imidazole
Heteroaromatic compound
Amino acid or derivatives
Amino acid
Tertiary aliphatic amine
Tertiary amine
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Azacycle
Organic nitrogen compound
Amine
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxide
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	0.002 g/L	ALOGPS
logP	5.02	ALOGPS
logP	2.41	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	4.06	ChemAxon
pKa (Strongest Basic)	9.43	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	67.59 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	135.58 m³·mol⁻¹	ChemAxon
Polarizability	54.96 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03xr-0001900000-24fa1a74b5226ff7c8c3	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01bm-1437900000-ed03582bf3b0c452bda1	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0f6w-0749000000-fd0d8dfb1572733b69d2	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-0002900000-ba0adcf1dc395f8879b2	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-02fy-2039800000-a81b333cae77d027dabc	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0007-6395000000-c91521b64232da5f46aa	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-0002900000-c25e4569514550544c3b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-02mr-0009700000-ae68b4ca76e6dac7f2d9	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0007-5529200000-600ea8468863f6ba176e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-0001900000-d9d3358fa0f122df6fd5	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0w29-0004900000-f1d17b67454b97e77af7	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0ufs-0592000000-836c1f973bc6c59f7413	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
553.0	Log mg/kg	[310:980]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
393	Antihistamines	Healthcare, pharmaceuticals & veterinary products	Not Available
400	Decongestants and antiallergics	Healthcare, pharmaceuticals & veterinary products	Not Available
507	Auxiliary Devices	Electrical & Electronic Equipment	Not Available
559	Non Electric Simulated Smoking Devices	Household cleaning & consumer products	Not Available

Pathways

5 pathways

Bilastine H1-Antihistamine Action

Bilastine Drug Metabolism Action Pathway

Bilastine H1 Antihistamine Smooth Muscle Relaxation Action Pathway

Bilastine H1-Antihistamine Blood Vessel Constriction Action Pathway

Bilastine H1-Antihistamine Immune Response Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Histamine H1 receptor	P35367	Humans	Predicted (SEA)	86.4905
Click to view 3D structure	Voltage-gated inwardly rectifying potassium channel KCNH2	Q12809	Humans	Predicted (SEA)	303.456
Click to view 3D structure	Mu-type opioid receptor	P35372	Humans	Predicted (SEA)	212.918
Click to view 3D structure	Histamine H1 receptor	P31389	Cavia porcellus	Predicted (SEA)	32.3853
Click to view 3D structure	D(4) dopamine receptor	P21917	Humans	Predicted (SEA)	147.369
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q60492	Cavia porcellus	Predicted (SEA)	104.785
Click to view 3D structure	5-hydroxytryptamine receptor 2A	P28223	Humans	Predicted (SEA)	252.543
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q99720	Humans	Predicted (SEA)	193.611
Click to view 3D structure	D(2) dopamine receptor	P14416	Humans	Predicted (SEA)	303.301
Click to view 3D structure	D(3) dopamine receptor	P35462	Humans	Predicted (SEA)	236.195
Click to view 3D structure	Substance-K receptor	P21452	Humans	Predicted (SEA)	85.167
Click to view 3D structure	Kappa-type opioid receptor	P41145	Humans	Predicted (SEA)	271.772
Click to view 3D structure	Histamine H2 receptor	P25021	Humans	Predicted (SEA)	65.9383
Click to view 3D structure	5-hydroxytryptamine receptor 2C	P28335	Humans	Predicted (SEA)	241.41
Click to view 3D structure	Substance-P receptor	P25103	Humans	Predicted (SEA)	158.423
Click to view 3D structure	ATP-dependent translocase ABCB1	P08183	Humans	Predicted (SEA)	58.0755
Click to view 3D structure	Metabotropic glutamate receptor 2	P31421	Rattus norvegicus	Predicted (SEA)	8.48557
Click to view 3D structure	Metabotropic glutamate receptor 2	Q14416	Humans	Predicted (SEA)	14.48
Click to view 3D structure	Delta-type opioid receptor	P41143	Humans	Predicted (SEA)	310.696
Click to view 3D structure	D(2) dopamine receptor	P61169	Rat	Predicted (SEA)	247.093
Click to view 3D structure	Sigma intracellular receptor 2	Q5BJF2	Humans	Predicted (SEA)	130.553
Click to view 3D structure	Sodium-dependent serotonin transporter	P31645	Humans	Predicted (SEA)	221.715
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q9R0C9	Rattus norvegicus	Predicted (SEA)	95.8324
Click to view 3D structure	Muscarinic acetylcholine receptor M3	P20309	Humans	Predicted (SEA)	78.3163
Click to view 3D structure	5-hydroxytryptamine receptor 6	P50406	Humans	Predicted (SEA)	208.558