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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL174
CHEMBL174
Compound Name AMPICILLIN
ChEMBL Synonyms Ampicillin/ampicillin monohydrate | Totacillin-N | P-50 | AMPILAR | Alpha-Aminobenzylpenicillin | AMPICILLIN TRIHYDRATE | Polycillin-Prb | PRINCIPEN '500' | PRINCIPEN '250' | PENBRITIN-S | AMPICILLIN SODIUM | PRINCIPEN '125' | Ampicillin/ampicillin trihydrate | VIDOPEN | POLYCILLIN | PENBRITIN | BRITCIN | AY-6108 | AMINOBENZYLPENICILLIN | TOTACILLIN-N | AMFIPEN | AMPICILLIN | AMPICILLIN/AMPICILLIN TRIHYDRATE | OMNIPEN-N | OMNIPEN (AMPICILLIN) | BRL-1341 | TOTACILLIN | Probampacin | Polycillin-N | Penbritin-S | PRINCIPEN | AMCILL | PFIZERPEN-A | Omnipen-N | OMNIPEN | Principen-N | POLYCILLIN-N | Amp Equine
Max Phase 4 (Approved)
Trade Names AMPILAR | TOTACILLIN-N | PRINCIPEN '125' | AMPICILLIN SODIUM | PENBRITIN-S | AMPICILLIN TRIHYDRATE | PRINCIPEN '250' | PRINCIPEN '500' | OMNIPEN-N | BRITCIN | PENBRITIN | POLYCILLIN | VIDOPEN | AMCILL | PRINCIPEN | TOTACILLIN | OMNIPEN (AMPICILLIN) | OMNIPEN | PFIZERPEN-A | AMFIPEN | Amp Equine | POLYCILLIN-N | Principen-N
Molecular Formula C16H19N3O4S

Additional synonyms for CHEMBL174 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N)c3ccccc3)C(=O)N2[C@H]1C(=O ...
Download SMILES
Standard InChI InChI=1S/C16H19N3O4S/c1-16(2)11(15(22)23)19-13(21)10(14(19)2 ...
Download InChI
Standard InChI Key AVKUERGKIZMTKX-NJBDSQKTSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Curated Drug Metabolism Pathways
  • DrugMatrix
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL174

Molecule Features

CHEMBL174 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:Y Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Bacterial penicillin-binding protein inhibitor Bacterial penicillin-binding protein PubMed

Clinical Data

ClinicalTrials.gov AMPICILLIN
The Cochrane Collaboration AMPICILLIN

Metabolites for CHEMBL174

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Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
349.4 349.1096 0.32 4 112.73 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 3 0 7 4 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
2.44 6.81 1.48 -1.84 1 24 0.67

Structural Alerts

There are 3 structural alerts for CHEMBL174. To view alerts please click here.

Compound Cross References

ATC S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01A - ANTIINFECTIVES
S01AA - Antibiotics
S01AA19 - ampicillin

J - ANTIINFECTIVES FOR SYSTEMIC USE
J01 - ANTIBACTERIALS FOR SYSTEMIC USE
J01C - BETA-LACTAM ANTIBACTERIALS, PENICILLINS
J01CA - Penicillins with extended spectrum
J01CA01 - ampicillin

J - ANTIINFECTIVES FOR SYSTEMIC USE
J01 - ANTIBACTERIALS FOR SYSTEMIC USE
J01C - BETA-LACTAM ANTIBACTERIALS, PENICILLINS
J01CA - Penicillins with extended spectrum
J01CA51 - ampicillin, combinations

ChemSpider ChemSpider:AVKUERGKIZMTKX-NJBDSQKTSA-N
DailyMed ampicillin sodium ampicillin trihydrate
PubChem SID: 144206600 SID: 144211733 SID: 170464831 SID: 29215015 SID: 56422904 SID: 855874
Wikipedia Ampicillin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL174



ACToR 33604-21-6 69-53-4
BindingDB 50350465
Brenda 191
ChEBI 28971
ChemicalBook CB2247346
DrugBank DB00415
DrugCentral 198
eMolecules 477641 30487994
EPA CompTox Dashboard DTXSID4022602
FDA SRS 7C782967RD
Human Metabolome Database HMDB0014559
IBM Patent System DA827993EF6CA8D46D3414A6DB5EDAC4
KEGG Ligand C06574
LINCS LSM-5761
MolPort MolPort-001-794-635
Nikkaji J4.515B
PDBe AIC
PharmGKB PA448419
PubChem 6249 7048611
PubChem: Thomson Pharma 14827659 14802821
SureChEMBL SCHEMBL3526
ZINC ZINC000003830218

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/AVKUERGKIZMTKX-NJBDSQKTSA-N spacer
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