clometocillin

CHEBI:131732 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A penicillin that is benzylpenicillin in which the phenylacetyl group has been replaced by a (3,4-dichlorophenyl)(methoxy)acetyl group. It is a mixture of epimers at the methoxy-bearing carbon. — 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

penicillin beta-lactamARO:3000008

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:17334 CHEBI:17334
CHEBI:23697 CHEBI:23697
CHEBI:72588 CHEBI:72588
ARO:3000008 ARO:3000008

Chemical structure

Computed structure properties
Molecular formula	C17H18Cl2N2O5S
Charge	0
Average mass	433.313 Da
Monoisotopic mass	432.03135 Da
Source	ChEBI
InChIKey	JKXQBIZCQJLVOS-GSNLGQFWSA-N

SMILES

[H][C@]12SC(C)(C)[C@]([H])(C(=O)O)N1C(=O)[C@@]2([H])NC(=O)C(OC)c1ccc(Cl)c(Cl)c1

InChI

InChI=1S/C17H18Cl2N2O5S/c1-17(2)12(16(24)25)21-14(23)10(15(21)27-17)20-13(22)11(26-3)7-4-5-8(18)9(19)6-7/h4-6,10-12,15H,1-3H3,(H,20,22)(H,24,25)/t10-,11?,12+,15-/m1/s1

Also called

clometocilina (INN)— chebi
clometocillinum (INN)— chebi
clométocilline (INN)— chebi
(2S,5R,6R)-6-[2-(3,4-dichlorophenyl)(methoxy)acetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (EXACT_SYNONYM)— chebi
3,4-dichloro-α-methoxybenzylpenicillin (EXACT_SYNONYM)— chebi
6-(α-methoxy-3,4-dichlorophenylacetamido)penicillanic acid (EXACT_SYNONYM)— chebi
clometacillin (EXACT_SYNONYM)— chebi
clomethacillin (EXACT_SYNONYM)— chebi
penicillin 356 (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

ARO:3009129
cas:1926-49-4
drugcentral:699
kegg.drug:D07236
patent:US3007920
reaxys:13779003
wikipedia.en:Clometocillin
chembl:CHEMBL2106548
pubchem.compound:71807

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
ARO	`ARO:3009129`	clometocillin	`antibioticmech:aro-199a103c95`	2026-08-30
CHEBI	`CHEBI:131732`	clometocillin	`antibioticmech:chebi-acd2cd892a`	2026-08-30

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

Provenance

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