AntibioticMech

pipemidic acid

CHEBI:75250 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A pyridopyrimidine that is 5-oxo-5,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylic acid substituted at position 2 by a piperazin-1-yl group and at position 8 by an ethyl group. A synthetic broad-spectrum antibacterial, it is used for treatment of gastrointestinal, biliary, and urinary infections. — ChEBI

Classification

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:25384 CHEBI:25384
• CHEBI:33709 CHEBI:33709
• CHEBI:38932 CHEBI:38932
• CHEBI:46848 CHEBI:46848
• CHEBI:86324 CHEBI:86324

Chemical structure

Computed structure properties

Molecular formula	C14H17N5O3
Charge	0
Average mass	303.322 Da
Monoisotopic mass	303.13314 Da
Source	ChEBI
InChIKey	JOHZPMXAZQZXHR-UHFFFAOYSA-N

SMILES

CCn1cc(C(=O)O)c(=O)c2cnc(N3CCNCC3)nc21

InChI

InChI=1S/C14H17N5O3/c1-2-18-8-10(13(21)22)11(20)9-7-16-14(17-12(9)18)19-5-3-15-4-6-19/h7-8,15H,2-6H2,1H3,(H,21,22)

Also called

• acide pipemidique (INN)— chebi
• acido pipemidico (INN)— chebi
• acidum pipemidicum (INN)— chebi
• -ethyl-5-oxo-2-(piperazin-1-yl)-5,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylic acid (EXACT_SYNONYM)— chebi
• 5,8-Dihydro-8-ethyl-5-oxo-2-(1-piperazinyl)pyrido(2,3-d)pyrimidine-6-carboxylic acid (EXACT_SYNONYM)— chebi
• 8-Ethyl-5,8-dihydro-5-oxo-2-(1-piperazinyl)pyrido(2,3-d)pyrimidine-6-carboxylic acid (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

• cas:51940-44-4
• drugcentral:2184
• hmdb:HMDB0041989
• kegg.drug:D08379
• lincs.smallmolecule:LSM-5267
• reaxys:626575
• vsdb:1904
• wikipedia.en:Pipemidic_acid

Activity roles

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

• CHEBI:33281 CHEBI:33281
• 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
CHEBI	CHEBI:75250	pipemidic acid	antibioticmech:chebi-60f1e80951	2026-08-30

Mechanism summary

Mode of action

NUCLEIC_ACID_SYNTHESIS_INHIBITION host shared target — Assigned from ChEBI role CHEBI:59517 (DNA synthesis 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

1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Seeded from data/raw/ inventories (CHEBI)

2. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

3. 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.