azidocillin

CHEBI:51758 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

Azidocillin is a narrow-spectrum, semisynthetic penicillin derivative with antibacterial activity. — PMID:4999682

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
ARO:3000008 ARO:3000008

Chemical structure

Computed structure properties
Molecular formula	C16H17N5O4S
Charge	0
Average mass	375.41 Da
Monoisotopic mass	375.10013 Da
Source	ChEBI
InChIKey	ODFHGIPNGIAMDK-NJBDSQKTSA-N

SMILES

[H][C@]12SC(C)(C)[C@H](C(=O)O)N1C(=O)[C@H]2NC(=O)[C@H](N=[N+]=[N-])c1ccccc1

InChI

InChI=1S/C16H17N5O4S/c1-16(2)11(15(24)25)21-13(23)10(14(21)26-16)18-12(22)9(19-20-17)8-6-4-3-5-7-8/h3-7,9-11,14H,1-2H3,(H,18,22)(H,24,25)/t9-,10-,11+,14-/m1/s1

Also called

azidocilina (INN)— chebi
azidocilline (INN)— chebi
2,2-dimethyl-6β-[(2R)-2-azido-2-phenylacetamido]penam-3α-carboxylic acid (EXACT_SYNONYM)— chebi
(2S,5R,6R)-6-{[(2R)-2-azido-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (EXACT_SYNONYM)— chebi
D-(−)-(α-azidobenzyl)penicillin (EXACT_SYNONYM)— chebi
azidocillinum (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

ARO:3009126
cas:17243-38-8
drugbank:DB08795
drugcentral:273
patent:GB940488
patent:US3293242
chembl:CHEMBL2105907
pubchem.compound:15574941

Activity roles

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

CHEBI:33281 CHEBI:33281

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:3009126`	azidocillin	`antibioticmech:aro-90026a16fc`	2026-08-30
CHEBI	`CHEBI:51758`	azidocillin	`antibioticmech:chebi-d17dc04bde`	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.