AntibioticMech

astemizole

CHEBI:2896 ·resolve ·ANTIVIRAL ·EXACT SEEDED

A piperidine compound having a 2-(4-methoxyphenyl)ethyl group at the 1-position and an N-[(4-fluorobenzyl)benzimidazol-2-yl]amino group at the 4-position. — ChEBI

Classification

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:22715 CHEBI:22715
• CHEBI:26151 CHEBI:26151

Chemical structure

Computed structure properties

Molecular formula	C28H31FN4O
Charge	0
Average mass	458.581 Da
Monoisotopic mass	458.24819 Da
Source	ChEBI
InChIKey	GXDALQBWZGODGZ-UHFFFAOYSA-N

SMILES

COc1ccc(CCN2CCC(Nc3nc4ccccc4n3Cc3ccc(F)cc3)CC2)cc1

InChI

InChI=1S/C28H31FN4O/c1-34-25-12-8-21(9-13-25)14-17-32-18-15-24(16-19-32)30-28-31-26-4-2-3-5-27(26)33(28)20-22-6-10-23(29)11-7-22/h2-13,24H,14-20H2,1H3,(H,30,31)

Also called

• astemizol (INN)— chebi
• astemizolum (INN)— chebi
• 1-(4-fluorobenzyl)-N-{1-[2-(4-methoxyphenyl)ethyl]piperidin-4-yl}-1H-benzimidazol-2-amine (EXACT_SYNONYM)— chebi
• 1-(p-Fluorobenzyl)-2-((1-(2-(p-methoxyphenyl)ethyl)piperid-4-yl)amino)benzimidazole (EXACT_SYNONYM)— chebi
• 1-(p-Fluorobenzyl)-2-((1-(p-methoxyphenethyl)-4-piperidyl)amino)benzimidazole (EXACT_SYNONYM)— chebi
• Astemison (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

• beilstein:4830190
• cas:68844-77-9
• drugbank:DB00637
• drugcentral:249
• kegg.compound:C06832
• kegg.drug:D00234
• lincs.smallmolecule:LSM-5502
• patent:EP5318
• patent:US4219559

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

• CHEBI:149553 CHEBI:149553

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record

Source	Native ID	Label	Minted CURIE	Version
CHEBI	CHEBI:2896	astemizole	antibioticmech:chebi-c3f48e06bc	2026-08-30

Molecular targets

The molecular entity or process this compound acts on. Each target carries evidence — this is a mechanistic claim, not a classification.

Orf1a protein VIRAL_PROTEIN MEASURED_TARGET_ASSOCIATION

BindingDB quantitative measurement in the named target organism; source assay descriptions and identifiers are retained per measurement. Evidence status: PRIMARY_EVIDENCE. Source: BINDINGDB 2026-09 (retrieved 2026-08-31).

Middle East respiratory syndrome-related coronavirus NCBITaxon:1335626

Quantitative measurements

Type	Reported value	Assay	BindingDB IDs	Reference
EC50	4880 nM	No assay is provided This is a review article.	RSID 869013 assay 8918_1 monomer 24226	PMID:32852058

Organism-specific examples

Protein	Gene	Organism	Entry
Orf1a protein UniProtKB:A0A1L2E0X0	—	Middle East respiratory syndrome-related coronavirus	UNREVIEWED

• PMID:32852058 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)

Replicase polyprotein 1ab VIRAL_PROTEIN MEASURED_TARGET_ASSOCIATION

BindingDB quantitative measurement in the named target organism; source assay descriptions and identifiers are retained per measurement. Evidence status: PRIMARY_EVIDENCE. Source: BINDINGDB 2026-09 (retrieved 2026-08-31).

Severe acute respiratory syndrome coronavirus NCBITaxon:2901879

Quantitative measurements

Type	Reported value	Assay	BindingDB IDs	Reference
EC50	5590 nM	No assay is provided This is a review article.	RSID 869014 assay 8918_1 monomer 24226	PMID:32852058

Organism-specific examples

Protein	Gene	Organism	Entry
Replicase polyprotein 1ab UniProtKB:P0C6X7	—	Severe acute respiratory syndrome coronavirus	REVIEWED

• PMID:32852058 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)

Curation history

1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Seeded from data/raw/ inventories (CHEBI)

2. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

3. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

4. RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.