halicin

CHEBI:146227 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A member of the class of thiadiazoles that is 1,3,4-thiadiazol-2-amine which is substituted by a (5-nitro-1,3-thiazol-2-yl)sulfanediyl group at position 5. It is a <a href="https://en.wikipedia.org/wiki/C-Jun_N-terminal_kinases" target="_blank">c-Jun N-terminal kinase</a> inhibitor (IC50 = 0.7uM) and exhibits antibacterial properties. — 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:16385 CHEBI:16385
CHEBI:35716 CHEBI:35716
CHEBI:38099 CHEBI:38099
CHEBI:38418 CHEBI:38418
CHEBI:50994 CHEBI:50994

Chemical structure

Computed structure properties
Molecular formula	C5H3N5O2S3
Charge	0
Average mass	261.313 Da
Monoisotopic mass	260.94489 Da
Source	ChEBI
InChIKey	NQQBNZBOOHHVQP-UHFFFAOYSA-N

SMILES

Nc1nnc(Sc2ncc([N+](=O)[O-])s2)s1

InChI

InChI=1S/C5H3N5O2S3/c6-3-8-9-5(14-3)15-4-7-1-2(13-4)10(11)12/h1H,(H2,6,8)

Also called

5-[(5-nitro-1,3-thiazol-2-yl)sulfanyl]-1,3,4-thiadiazol-2-amine (EXACT_SYNONYM)— chebi
2-amino-5-[(5-nitro-2-thiazolyl)thio]-1,3,4-thiadiazole (EXACT_SYNONYM)— chebi
5-(5-nitrothiazol-2-ylthio)-1,3,4-thiadiazol-2-amine (EXACT_SYNONYM)— chebi
5-[(5-nitro-1,3-thiazol-2-yl)thio]-1,3,4-thiadiazol-2-amine (EXACT_SYNONYM)— chebi
SU 3327 (EXACT_SYNONYM)— chebi
SU-3327 (EXACT_SYNONYM)— chebi
SU3327 (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:40045-50-9
reaxys:1139980
wikipedia.en:Halicin

Activity roles

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

CHEBI:33282 CHEBI:33282

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:146227`	halicin	`antibioticmech:chebi-0b01b4cdbc`	2026-08-30

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

Provenance

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