meropenem

CHEBI:43968 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A carbapenemcarboxylic acid in which the azetidine and pyrroline rings carry 1-hydroxymethyl and in which the azetidine and pyrroline rings carry 1-hydroxymethyl and 5-(dimethylcarbamoyl)pyrrolidin-3-ylthio substituents respectively. — 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

carbapenemARO:0000020

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:16385 CHEBI:16385
CHEBI:46634 CHEBI:46634
CHEBI:46770 CHEBI:46770
CHEBI:79020 CHEBI:79020
ARO:0000020 ARO:0000020

Chemical structure

Computed structure properties
Molecular formula	C17H25N3O5S
Charge	0
Average mass	383.47 Da
Monoisotopic mass	383.15149 Da
Source	ChEBI
InChIKey	DMJNNHOOLUXYBV-PQTSNVLCSA-N

SMILES

[H][C@]12[C@@H](C)C(S[C@@H]3CN[C@H](C(=O)N(C)C)C3)=C(C(=O)O)N1C(=O)[C@]2([H])[C@@H](C)O

InChI

InChI=1S/C17H25N3O5S/c1-7-12-11(8(2)21)16(23)20(12)13(17(24)25)14(7)26-9-5-10(18-6-9)15(22)19(3)4/h7-12,18,21H,5-6H2,1-4H3,(H,24,25)/t7-,8-,9+,10+,11-,12-/m1/s1

Also called

meropenemum (INN)— chebi
(6S)-2-{[(3S,5S)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl}-6-[(1R)-1-hydroxyethyl]-1β-methyl-2,3-didehydro-1-carbapenam-3-carboxylic acid (EXACT_SYNONYM)— chebi
(1R,5S,6S)-2-[(3S,5S)-5-DIMETHYLAMINOCARBONYLPYRROLIDIN-3-YLTHIO]-6-[(R)-1-HYDROXYETHYL]-1-METHYLCARBAPEN-2-EM-3-CARBOXYLIC ACID (EXACT_SYNONYM)— chebi
(4R,5S,6S)-3-{[(3S,5S)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid (EXACT_SYNONYM)— chebi
Antibiotic SM 7338 (EXACT_SYNONYM)— chebi
MEPM (EXACT_SYNONYM)— chebi
Meropenem (EXACT_SYNONYM)— chebi
meropenem anhydrous (EXACT_SYNONYM)— chebi
MER (EXACT_SYNONYM)— aro
Meronem (EXACT_SYNONYM)— aro
Meropen (EXACT_SYNONYM)— aro
Meropenem anhydrous (EXACT_SYNONYM)— aro
Meropenemum (EXACT_SYNONYM)— aro
Merrem (EXACT_SYNONYM)— aro

Cross-references

Equivalent identifiers for this same structure in other resources.

ARO:0000073
beilstein:6826115
cas:96036-03-2
drugbank:DB00760
drugcentral:1709
lincs.smallmolecule:LSM-5208
patent:EP126587
patent:US4943569
pdb-ccd:MER
wikipedia.en:Meropenem
chembl:CHEMBL127
pubchem.compound:441130

Activity roles

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

CHEBI:33281 CHEBI:33281
CHEBI:33282 CHEBI:33282
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:0000073`	meropenem	`antibioticmech:aro-57a2ae80f3`	2026-08-30
CHEBI	`CHEBI:43968`	meropenem	`antibioticmech:chebi-20201015ed`	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.

beta-lactam sensitive penicillin-binding protein PROTEIN DIRECT_BINDING_TARGET

ARO:3000749

CARD/ARO database assertion; target organism, strain, and assay are not specified. Penicillin-binding proteins are asserted as inhibited transpeptidases. Evidence status: PRIMARY_EVIDENCE_NEEDED. Source: CARD_ARO 2026-08-30 (retrieved 2026-08-30).

ARO:3000749 (CARD/ARO asserts targeted_by_antibiotic ARO:0000073 (meropenem); database assertion, not a primary citation.)

Resistance mechanisms

20 known routes by which microbes resist this compound, grounded in ARO where CARD models them. Grouped by mechanism type — expand a group to see its determinants.

ANTIBIOTIC_INACTIVATION 15

ANTIBIOTIC_INACTIVATION
Determinant	ARO ID	Organism	Gene families	Evidence
CAM-1	ARO:3004559	not organism-specific	—	ARO:3004559 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000073 (meropenem); database assertion, not a primary citation.)
DYB-1	ARO:3007861	not organism-specific	—	ARO:3007861 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000073 (meropenem); database assertion, not a primary citation.)
FRI-11	ARO:3007632	not organism-specific	—	ARO:3007632 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000073 (meropenem); database assertion, not a primary citation.)
KPC-87	ARO:3007375	not organism-specific	—	ARO:3007375 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000073 (meropenem); database assertion, not a primary citation.)
KPC-94	ARO:3007402	not organism-specific	—	ARO:3007402 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000073 (meropenem); database assertion, not a primary citation.)
NDM-1	ARO:3000589	not organism-specific	—	ARO:3000589 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000073 (meropenem); database assertion, not a primary citation.)
OXA-1038	ARO:3007561	not organism-specific	—	ARO:3007561 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000073 (meropenem); database assertion, not a primary citation.)
OXA-1039	ARO:3007562	not organism-specific	—	ARO:3007562 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000073 (meropenem); database assertion, not a primary citation.)
OXA-1054	ARO:3009648	not organism-specific	—	ARO:3009648 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000073 (meropenem); database assertion, not a primary citation.)
VCC-1	ARO:3003713	not organism-specific	—	ARO:3003713 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000073 (meropenem); database assertion, not a primary citation.)
VIM-63	ARO:3005511	not organism-specific	—	ARO:3005511 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000073 (meropenem); database assertion, not a primary citation.)
VIM-92	ARO:3009643	not organism-specific	—	ARO:3009643 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000073 (meropenem); database assertion, not a primary citation.)
VMB-1	ARO:3005015	not organism-specific	—	ARO:3005015 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000073 (meropenem); database assertion, not a primary citation.)
Vibrio cholerae varG	ARO:3004289	not organism-specific	—	ARO:3004289 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000073 (meropenem); database assertion, not a primary citation.)
crxA	ARO:3007118	not organism-specific	—	ARO:3007118 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000073 (meropenem); database assertion, not a primary citation.)

ANTIBIOTIC_EFFLUX 4

ANTIBIOTIC_EFFLUX
Determinant	ARO ID	Organism	Gene families	Evidence
Acinetobacter baumannii AbuO	ARO:3004578	not organism-specific	—	ARO:3004578 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000073 (meropenem); database assertion, not a primary citation.)
MexAB-OprM	ARO:3000386	not organism-specific	—	ARO:3000386 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000073 (meropenem); database assertion, not a primary citation.)
MexXY-OprA	ARO:3003038	not organism-specific	—	ARO:3003038 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000073 (meropenem); database assertion, not a primary citation.)
MexXY-OprM	ARO:3003032	not organism-specific	—	ARO:3003032 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000073 (meropenem); database assertion, not a primary citation.)

REDUCED_PERMEABILITY 1

REDUCED_PERMEABILITY
Determinant	ARO ID	Organism	Gene families	Evidence
carO	ARO:3003808	not organism-specific	—	ARO:3003808 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000073 (meropenem); database assertion, not a primary citation.)

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.