IP-antibiotic 5

antibioticmech:curator-4b720a8dc7 ·ANTIBACTERIAL ·MINTED PROPOSED

A 5,7-dichloro-8-hydroxyquinoline cyclohexanecarboxamide with antibacterial activity against multidrug-resistant Neisseria gonorrhoeae. — DOI:10.1021/acsinfecdis.5c00812

Chemical structure

Computed structure properties
Molecular formula	C16H16Cl2N2O2
Charge	0
Average mass	339.22 Da
Monoisotopic mass	338.058883112 Da
Source	https://pmc.ncbi.nlm.nih.gov/articles/PMC12797230/ · retrieved 2026-09-10
InChIKey	CRFNZPACFKDJLE-UHFFFAOYSA-N

SMILES

O=C(Nc1ccc2c(Cl)cc(Cl)c(O)c2n1)C1CCCCC1

InChI

InChI=1S/C16H16Cl2N2O2/c17-11-8-12(18)15(21)14-10(11)6-7-13(19-14)20-16(22)9-4-2-1-3-5-9/h6-9,21H,1-5H2,(H,19,20,22)

Also called

compound 5 (EXACT_SYNONYM)— curator
N-(5,7-Dichloro-8-hydroxyquinolin-2-yl)cyclohexanecarboxamide (EXACT_SYNONYM)— curator

Activity roles

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

antibacterial agent 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	Evidence
CURATOR	`DOI:10.1021/acsinfecdis.5c00812#5`	IP-antibiotic 5	`antibioticmech:curator-4b720a8dc7`	2026-09-10	DOI:10.1021/acsinfecdis.5c00812 — "Jen et al. synthesized 12 IP-antibiotic candidates and reported that compound 5 inhibited multidrug-resistant Neisseria gonorrhoeae WHO Z with a MIC of 0.313 mg/L in the preliminary Table 1 assay." (Table 1 supplies the exact 5,7-dichloro-8-hydroxyquinoline cyclohexanecarboxamide structure for compound 5, and the experimental section names it as N-(5,7-Dichloro-8-hydroxyquinolin-2-yl)cyclohexanecarboxamide. The structure was normalized with RDKit to derive the standard InChI and InChIKey.)

Curation history

PROPOSED_FROM_CURATOR_INVENTORY 2026-09-10 · seed_from_sources
Proposed from curation/curator_antibiotics.tsv

Provenance

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

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