pentamidine

CHEBI:45081 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

A diether consisting of pentane-1,5-diol in which both hydroxyl hydrogens have been replaced by 4-amidinophenyl groups. A trypanocidal drug that is used for treatment of cutaneous leishmaniasis and Chagas disease. — 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:35359 CHEBI:35359
CHEBI:35618 CHEBI:35618
CHEBI:46786 CHEBI:46786

Chemical structure

Computed structure properties
Molecular formula	C19H24N4O2
Charge	0
Average mass	340.427 Da
Monoisotopic mass	340.18993 Da
Source	ChEBI
InChIKey	XDRYMKDFEDOLFX-UHFFFAOYSA-N

SMILES

N=C(N)c1ccc(OCCCCCOc2ccc(C(=N)N)cc2)cc1

InChI

InChI=1S/C19H24N4O2/c20-18(21)14-4-8-16(9-5-14)24-12-2-1-3-13-25-17-10-6-15(7-11-17)19(22)23/h4-11H,1-3,12-13H2,(H3,20,21)(H3,22,23)

Also called

4,4'-[pentane-1,5-diylbis(oxy)]dibenzenecarboximidamide (EXACT_SYNONYM)— chebi
1,5-bis(4-amidinophenoxy)pentane (EXACT_SYNONYM)— chebi
4,4'-(1,5-pentanediylbis(oxy))bis-benzenecarboximidamide (EXACT_SYNONYM)— chebi
4,4'-(pentamethylenedioxy)dibenzamidine (EXACT_SYNONYM)— chebi
4,4'-Diamidinodiphenoxypentane (EXACT_SYNONYM)— chebi
Pentamidine (EXACT_SYNONYM)— chebi
p,p'-(pentamethylenedioxy)dibenzamidine (EXACT_SYNONYM)— chebi
pentamidin (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

beilstein:3159790
cas:100-33-4
drugbank:DB00738
drugcentral:2090
hmdb:HMDB0014876
kegg.compound:C07420
kegg.drug:D08333
lincs.smallmolecule:LSM-4540
patent:EP975608
patent:GB507565
patent:US2006235001
patent:US2008167296
patent:US2008214569
patent:US2394003
patent:US7115665
pdb-ccd:PNT
reaxys:3159790
wikipedia.en:Pentamidine

Activity roles

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

CHEBI:35718 CHEBI:35718
CHEBI:36335 CHEBI:36335

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:45081`	pentamidine	`antibioticmech:chebi-4849941f05`	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.