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<compound>
  <id type="integer">17119</id>
  <title nil="true"/>
  <common-name>Ampicillin</common-name>
  <description>Ampicillin (C16H19N3O4S) is an organic compound with an average molecular weight of 349.40 g/mol. Ampicillin belongs to the beta lactams, a subclass of lactams within the organic compounds. It is classified as an organoheterocyclic compound. Biologically, it serves as a drug (PMC11097710) and an antibacterial agent (PMC11627110, PMC7938474). In terms of health effects, ampicillin is used as a treatment for listeriosis (PMC9137566), though it is associated with rash (PMC1492602).

The compound targets seven recorded proteins, acting as an inhibitor or unknown of penicillin-binding protein 2a (pbp2a), penicillin-binding protein 1b (pbp1b), serine-type D-Ala-D-Ala carboxypeptidase (pbp3), penicillin-binding protein 1A (pbpA), and three other proteins. Recorded exposure routes include oral, intravenous, intramuscular, and inhalation.

Ampicillin is found in or released from 16 recorded sources. Within healthcare, pharmaceuticals, and veterinary products, it is found in antibiotics, antiinfectives, and penicillins. In food, food processing, and cookware, it is associated with food preservation, fermentation processes for beer, and the preparation of vinegar. It is also found in drinking water and water supply. Other sources include household cleaning and consumer products, specifically perfumes within detergents and soaps, as well as building and construction materials such as tents or canopies. Additionally, it is found in electrical and electronic equipment, including electrodes, electric switches, antennas, conductors or conductive bodies characterised by the conductive materials, and electrically stimulated smoking devices.</description>
  <cas>69-53-4</cas>
  <pubchem-id>6249</pubchem-id>
  <chemical-formula>C16H19N3O4S</chemical-formula>
  <weight>349.4</weight>
  <appearance nil="true"/>
  <melting-point nil="true"/>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility nil="true"/>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure nil="true"/>
  <target nil="true"/>
  <mechanism-of-toxicity nil="true"/>
  <metabolism nil="true"/>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity nil="true"/>
  <use-source nil="true"/>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms nil="true"/>
  <treatment nil="true"/>
  <created-at type="dateTime">2016-05-20T16:10:43Z</created-at>
  <updated-at type="dateTime">2026-08-19T16:17:18Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia nil="true"/>
  <uniprot-id nil="true"/>
  <kegg-compound-id nil="true"/>
  <omim-id nil="true"/>
  <chebi-id nil="true"/>
  <biocyc-id nil="true"/>
  <ctd-id nil="true"/>
  <stitch-id nil="true"/>
  <drugbank-id>DB00415</drugbank-id>
  <pdb-id nil="true"/>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=CC=C1)C(O)=O</moldb-smiles>
  <moldb-formula>C16H19N3O4S</moldb-formula>
  <moldb-inchi>InChI=1S/C16H19N3O4S/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8/h3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23)/t9-,10-,11+,14-/m1/s1</moldb-inchi>
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  <moldb-average-mass type="decimal">349.405</moldb-average-mass>
  <moldb-mono-mass type="decimal">349.109626801</moldb-mono-mass>
  <origin nil="true"/>
  <state nil="true"/>
  <logp>-2</logp>
  <hmdb-id nil="true"/>
  <chembl-id nil="true"/>
  <chemspider-id>6013</chemspider-id>
  <structure-image-file-name nil="true"/>
  <structure-image-content-type nil="true"/>
  <structure-image-file-size type="integer" nil="true"/>
  <structure-image-updated-at type="dateTime" nil="true"/>
  <biodb-id nil="true"/>
  <synthesis-reference nil="true"/>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM016014</chemdb-id>
  <dsstox-id>DTXSID4022602</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00000689</susdat-id>
  <iupac>(2S,5R,6R)-6-[(2R)-2-amino-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid</iupac>
  <moldb-polar-surface-area>112.72999999999999</moldb-polar-surface-area>
  <moldb-refractivity>87.52350000000003</moldb-refractivity>
  <moldb-polarizability>34.541206325512505</moldb-polarizability>
  <moldb-rotatable-bond-count>4</moldb-rotatable-bond-count>
  <moldb-acceptor-count>5</moldb-acceptor-count>
  <moldb-donor-count>3</moldb-donor-count>
  <moldb-pka-strongest-acidic>3.2380534931233718</moldb-pka-strongest-acidic>
  <moldb-pka-strongest-basic>7.43836141403785</moldb-pka-strongest-basic>
  <moldb-physiological-charge>0</moldb-physiological-charge>
  <moldb-number-of-rings>3</moldb-number-of-rings>
  <moldb-alogps-logp>0.88</moldb-alogps-logp>
  <moldb-alogps-logs>-2.76</moldb-alogps-logs>
  <moldb-alogps-solubility>6.05e-01 g/l</moldb-alogps-solubility>
  <kingdom>Organic compounds</kingdom>
  <superklass>Organoheterocyclic compounds</superklass>
  <klass>Lactams</klass>
  <subklass>Beta lactams</subklass>
  <paper-count type="integer">37332</paper-count>
  <sync-id>CED0000700</sync-id>
  <structure-inchikey>AVKUERGKIZMTKX-NJBDSQKTSA-N</structure-inchikey>
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  <structure-indexed-at type="dateTime">2026-09-19T04:06:02Z</structure-indexed-at>
</compound>
