bithionol

CHEBI:3131 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

An aryl sulfide that is diphenyl sulfide in which each phenyl group is substituted at position 2 by hydroxy and at positions 3 and 5 by chlorine. A fungicide and anthelmintic, it was used in various topical drug products for the treatment of liver flukes, but withdrawn after being shown to be a potent photosensitizer with the potential to cause serious skin disorders. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:23697 CHEBI:23697
CHEBI:26195 CHEBI:26195
CHEBI:35683 CHEBI:35683
CHEBI:38656 CHEBI:38656
CHEBI:87039 CHEBI:87039
CHEBI:87110 CHEBI:87110

Chemical structure

Computed structure properties
Molecular formula	C12H6Cl4O2S
Charge	0
Average mass	356.057 Da
Monoisotopic mass	353.88426 Da
Source	ChEBI
InChIKey	JFIOVJDNOJYLKP-UHFFFAOYSA-N

SMILES

Oc1c(Cl)cc(Cl)cc1Sc1cc(Cl)cc(Cl)c1O

InChI

InChI=1S/C12H6Cl4O2S/c13-5-1-7(15)11(17)9(3-5)19-10-4-6(14)2-8(16)12(10)18/h1-4,17-18H

Also called

2,2'-sulfanediylbis(4,6-dichlorophenol) (EXACT_SYNONYM)— chebi
2,2'-Dihydroxy-3,3',5,5'-tetrachlorodiphenyl sulfide (EXACT_SYNONYM)— chebi
2,2'-Thiobis(4,6-dichlorophenol) (EXACT_SYNONYM)— chebi
2-Hydroxy-3,5-dichlorophenyl sulfide (EXACT_SYNONYM)— chebi
Bis(3,5-dichloro-2-hydroxyphenyl) sulfide (EXACT_SYNONYM)— chebi
Bithin (EXACT_SYNONYM)— chebi
Bithionol (EXACT_SYNONYM)— chebi
Bithionol sulfide (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

beilstein:2003535
cas:97-18-7
drugbank:DB04813
drugcentral:3032
kegg.compound:C07967
kegg.drug:D00802
lincs.smallmolecule:LSM-2862
pdb-ccd:B1T
pesticides:bithionol
ppdb:2889
vsdb:2889
wikipedia.en:Bithionol

Activity roles

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

CHEBI:24127 CHEBI:24127
CHEBI:35718 CHEBI:35718
CHEBI:86327 CHEBI:86327
CHEBI:86328 CHEBI:86328

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:3131`	bithionol	`antibioticmech:chebi-d94d336aa7`	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.

Replicase polyprotein 1a 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
IC50	46000 nM	Measurement of SARS-CoV 3CLpro activity using FRET To establish a high-throughput screening method, we designed a FRET peptide, Abz-SAVLQSGFRK-Dnp, as 3CLpro substrate. The FRET peptide was synthesized by Open Biosystems (Huntsville, AL). Inhibition of enzyme activity was assayed by preincubating the enzyme (20 nM) with the test compound (10 lM) in buffer B for 15 min at 25 C in 96-well plates, then adding 30 lM FRET peptide, incubating for another 15 min at 25 C, and measuring the cleaved product on a 96-well plate spectrophotometer (Safire, Tecan, Salzburg, Austria) using an excitation wavelength of 320 nm and an emission wavelength of 425 nm. Control reactions were carried out using the same reaction mixture without the test compound (no inhibition) or without the enzyme (blank). This method can also be used in an automatic robotic system for a high-throughput screen platform.	`RSID 844297` `assay 8809_2` `monomer 36880`	`PMID:15950190`

Organism-specific examples
Protein	Gene	Organism	Entry
Replicase polyprotein 1a `UniProtKB:P0C6U8`	—	Severe acute respiratory syndrome coronavirus	REVIEWED

PMID:15950190 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
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.