AMPICILLIN
ID: CHEMBL174
Name: AMPICILLIN
Max Phase:
Approved
Learn more
First Approval: 1965
Molecular Formula: C16H19N3O4S
Molecular Weight: 349.41
Molecule Type: Small molecule
Synonyms and Trade Names:
Alpha-Aminobenzylpenicillin
Amcill
AMINOBENZYLPENICILLIN
AMINOBENZYLPENICILLIN TRIHYDRATE
AMPICILINA
Molfile:
Canonical SMILES:
Standard InChI:
Standard InChI Key:
Click on a chip to see all the compounds that belong to the
corresponding source.
Scientific Literature
DrugMatrix
United States Adopted Names (USAN)
TP-search Transporter Database
PubChem BioAssays
Curated Drug Metabolism Pathways
WHO Anatomical Therapeutic Chemical (ATC) Classification of Drugs
Clinical Candidate Compounds
AstraZeneca DMPK/physicochemical
IMI-CARE SARS-CoV-2 Data
FDA Orange Book Drugs
British National Formulary (BNF)
Active Ingredient of a Prodrug
Fraunhofer Institute HDAC6 screening
Karolinska Institute dNTPase SAMHD1 screening
Alternative forms of compound CHEMBL174
Alternative Forms:
1 - 3 out of 3
5
Showing 1-5
out of 17 records
| # | MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
|---|---|---|---|---|---|---|
| 1. |
Intraabdominal Infections
|
infection
| 4 | |||
| 2. |
Endocarditis
|
endocarditis
| 4 | |||
| 3. |
Meningitis
|
infectious meningitis
| 4 | |||
| 4. |
Meningitis, Bacterial
|
bacterial meningitis
| 4 | |||
| 5. |
Bacterial Infections
|
bacterial disease
| 4 |
Showing 1-5
out of 17 records
5
Showing 1-1
out of 1 records
| # | Mechanism of Action | Action Type | Target ChEMBL ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
|---|---|---|---|---|---|---|---|---|
| 1. |
Bacterial penicillin-binding protein inhibitor
|
INHIBITOR
|
Bacterial penicillin-binding protein
|
PROTEIN FAMILY
|
Bacteria
|
---
|
Showing 1-1
out of 1 records
Compounds similar to CHEMBL174
Compounds with at least 85% similarity.
1
2
3
4
1 - 4 out of 6
- Drag to move around the visualization, and scroll to zoom in and out.
- Click the Reset button to return to the initial view.
- Click on a node to view details about the compound.
- Click on a link to see details of the metabolism conversion between compounds.
Showing data from CHEMBL174 (AMPICILLIN) and its 3 alternative forms.
Bioactivity Summary
Total
7830
MIC
IZ
Activity
MIC90
MIC50
MBC
IC50
Tissue Severity Score
Ki
CFU
MIC99
AC50
Kcat/Km
Inhibition
Km
Potency
Kcat
GI
GI50
DIZ
Other
Showing data from CHEMBL174 (AMPICILLIN) and its 3 alternative forms.
Assay Summary
Total
6377
F - Functional
B - Binding
A - ADME
T - Toxicity
P - Physicochemical
Showing data from CHEMBL174 (AMPICILLIN) and its 3 alternative forms.
Target Summary
Total
559
N/A
Enzyme
Membrane receptor
Transporter
Unclassified protein
Transcription factor
Ion channel
Epigenetic regulator
Other cytosolic protein
Other nuclear protein
Structural protein
Histogram Settings
|
Total
800
Journal:
Antimicrob Agents Chemother
Eur J Med Chem
Bioorg Med Chem Lett
Med Chem Res
J Nat Prod
Bioorg Med Chem
J Med Chem
Medchemcomm
ACS Med Chem Lett
RSC Med Chem
J Biol Chem
Pharm Res
Drug Metab Dispos
N/A
Am J Physiol
J Pharmacol Exp Ther
Annu Rev Pharmacol Toxicol
J Pestic Sci
Gastroenterol Clin Biol
Eur J Pharm Biopharm
Nat Chem Biol
Nature
Proc Natl Acad Sci U S A
Chem Pharm Bull (Tokyo)
Chem Res Toxicol
PLoS Comput Biol
Drug Discov Today
Nat Commun
iScience
The table below displays ChEMBL targets which are predicted to interact with AMPICILLIN (CHEMBL174). The target prediction returns four classes: ‘active’ or ‘inactive’ depending on whether or not AMPICILLIN (CHEMBL174) is predicted to interact or not with the target. The value returned can also be 'empty' if the model was not able to predict the compound or 'both' if it could not conclude. The predictions are given at three different confidence levels. More information on the methodology is available at: https://jcheminf.biomedcentral.com/articles/10.1186/s13321-018-0325-4
| Target | Target Pref. Name | Confidence 70% | Confidence 80% | Confidence 90% | Activity Threshold |
|---|---|---|---|---|---|
| CHEMBL2902 | Dihydrofolate reductase | inactive | inactive | inactive | 6 |
| CHEMBL2725 | Beta-lactamase | inactive | inactive | inactive | 6 |
| CHEMBL5062 | Coagulation factor X | empty | empty | active | 6.5 |
| CHEMBL1947 | Thyroid hormone receptor beta-1 | empty | empty | inactive | 7 |
| CHEMBL2157850 | Ubiquitin carboxyl-terminal hydrolase 7 | inactive | inactive | inactive | 6 |
Molecular Weight:
349.41
Molecular Weight (Monoisotopic):
349.1096
AlogP:
0.32
#Rotatable Bonds:
4
Polar Surface Area:
112.73
Molecular Species:
ACID
HBA:
5
HBD:
3
#RO5 Violations:
0
HBA (Lipinski):
7
HBD (Lipinski):
4
#RO5 Violations (Lipinski):
0
CX Acidic pKa:
3.24
CX Basic pKa:
7.23
CX LogP:
-2.00
CX LogD:
-2.36
Aromatic Rings:
1
Heavy Atoms:
24
QED Weighted:
0.67
Np Likeness Score:
0.74
J01CA01 -
ampicillin
S -
SENSORY ORGANS
S01 -
OPHTHALMOLOGICALS
S01A -
ANTIINFECTIVES
S01AA -
Antibiotics
S01AA19 -
ampicillin
UniChem Connectivity Layer Cross References for
CHEMBL174
Columns Legend:
- S: stereochemical difference.
- I: isotopic difference.
- P: protonation differences identified.
| Match | Identical Component | S | I | P |
|---|---|---|---|---|
| CHEMBL174 | ||||
| CHEMBL1473908 | ||||
| CHEMBL1617921 | ||||
| DB00415 | ||||
| AIC |
ChEMBL is part of the ELIXIR infrastructure
ChEMBL is and Elixir Core Data Resource
Learn More
ChEMBL is a Global Core Biodata Resource