brodimoprim

CHEBI:131726 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

An aminopyrimidine that is 2,4-diaminopyrimidine in which the hydrogen at position 5 has been replaced by a 4-bromo-3,5-dimethoxybenzyl group. — 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

diaminopyrimidine antibioticARO:3000171

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:37149 CHEBI:37149
CHEBI:38338 CHEBI:38338
CHEBI:51683 CHEBI:51683
ARO:3000171 ARO:3000171

Chemical structure

Computed structure properties
Molecular formula	C13H15BrN4O2
Charge	0
Average mass	339.193 Da
Monoisotopic mass	338.03784 Da
Source	ChEBI
InChIKey	BFCRRLMMHNLSCP-UHFFFAOYSA-N

SMILES

COc1cc(Cc2cnc(N)nc2N)cc(OC)c1Br

InChI

InChI=1S/C13H15BrN4O2/c1-19-9-4-7(5-10(20-2)11(9)14)3-8-6-17-13(16)18-12(8)15/h4-6H,3H2,1-2H3,(H4,15,16,17,18)

Also called

brodimoprima (INN)— chebi
brodimoprime (INN)— chebi
brodimoprimum (INN)— chebi
5-(4-bromo-3,5-dimethoxybenzyl)pyrimidine-2,4-diamine (EXACT_SYNONYM)— chebi
2,4-diamino-5-(4-bromo-3,5-dimethoxybenzyl)pyrimidine (EXACT_SYNONYM)— chebi
Ro 10-5970 (EXACT_SYNONYM)— chebi
Ro 105970 (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

ARO:3000269
cas:56518-41-3
drugcentral:398
kegg.drug:D07238
reaxys:760113
wikipedia.en:Brodimoprim
chembl:CHEMBL31891
pubchem.compound:68760

Activity roles

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

CHEBI:36047 CHEBI:36047

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
ARO	`ARO:3000269`	brodimoprim	`antibioticmech:aro-6a9a78c838`	2026-08-30
CHEBI	`CHEBI:131726`	brodimoprim	`antibioticmech:chebi-b1f2fda89a`	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.

antibiotic sensitive dihydrofolate reductase PROTEIN DIRECT_BINDING_TARGET

ARO:3000745

CARD/ARO database assertion; target organism, strain, and assay are not specified. Dihydrofolate reductase is asserted as the inhibited enzyme. Evidence status: PRIMARY_EVIDENCE_NEEDED. Source: CARD_ARO 2026-08-30 (retrieved 2026-08-30).

ARO:3000745 (CARD/ARO asserts targeted_by_antibiotic ARO:3000269 (brodimoprim); database assertion, not a primary citation.)

Mechanism summary

Mode of action: FOLATE_PATHWAY_INHIBITION host shared target — Assigned from ChEBI role CHEBI:50683 (EC 1.5.1.3 (dihydrofolate reductase) inhibitor). ChEBI asserts the role on the compound. The target it names is one the host has too, so the mechanism is true but is not evidence of selectivity — see mode_of_action_target_scope. Not a curator's mechanistic review.

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (ARO, 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.