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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1082
CHEMBL1082
Compound Name AMOXICILLIN
ChEMBL Synonyms AMOPEN | AMOXYMED | AMOXIL SF | AMOXIL | AMIX 500 | UTIMOX | TRIMOX | RESPILLIN | MOXATAG | Biomox | BRL 2333 | AMRIT | AMOXIL FIZTAB | AMORAM | AMIX 250 | BRL-2333AB-B | DISPERMOX | AMOXICILLIN PEDIATRIC | AMOXICILLIN SODIUM | Sumox | Robamox | POLYMOX | Amoxycillin | Amoxi-Inject | AMOXIDENT 500 | LAROTID | FLEMOXIN SOLUTAB | Amoxi-Tabs | AMIX 125 | Amoxicilline | ZOXYCIL 250 | Aquacil | WYMOX | Vetremox | GALENAMOX | AMOXIDENT 250 | AMOXICILLIN | ZOXYCIL 500 | DEDOXIL
Max Phase 4 (Approved)
Trade Names Amoxicilline | AMIX 500 | AMOXIL | AMOXIL SF | AMOXYMED | ZOXYCIL 250 | AMIX 250 | AMORAM | AMOXIL FIZTAB | AMRIT | Biomox | MOXATAG | RESPILLIN | TRIMOX | UTIMOX | DISPERMOX | AMOXICILLIN PEDIATRIC | AMOXIDENT 500 | Amoxi-Inject | Amoxycillin | POLYMOX | Robamox | Sumox | AMIX 125 | Amoxi-Tabs | FLEMOXIN SOLUTAB | LAROTID | AMOXICILLIN | AMOXIDENT 250 | GALENAMOX | Vetremox | WYMOX | AMOPEN | Aquacil | DEDOXIL | ZOXYCIL 500
Molecular Formula C16H19N3O5S

Additional synonyms for CHEMBL1082 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)c3ccc(O)cc3)C(=O)N2[C@H]1C ...
Download SMILES
Standard InChI InChI=1S/C16H19N3O5S/c1-16(2)11(15(23)24)19-13(22)10(14(19)2 ...
Download InChI
Standard InChI Key LSQZJLSUYDQPKJ-NJBDSQKTSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • 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


CHEMBL1082

Molecule Features

CHEMBL1082 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:N 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 ISBN

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
InfectionD007239EFO:0000544infection4ClinicalTrials
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
Lymphoma, Non-HodgkinD008228EFO:0005952non-Hodgkins lymphoma3ClinicalTrials
Pseudomyxoma PeritoneiD011553EFO:0007456pseudomyxoma peritonei2ClinicalTrials
Retinal DiseasesD012164EFO:0003839retinopathy1ClinicalTrials
SinusitisD012852EFO:0007486sinusitis4ClinicalTrials
DailyMed
Vaginosis, BacterialD016585EFO:0003932bacterial vaginosis2ClinicalTrials
Chlamydia InfectionsD002690EFO:0007205Chlamydia trachomatis infectious disease2ClinicalTrials
Head and Neck NeoplasmsD006258EFO:0006859head and neck malignant neoplasia2ClinicalTrials
OsteomyelitisD010019EFO:0003102osteomyelitis0ClinicalTrials
PeriodontitisD010518EFO:0000649periodontitis3ClinicalTrials
Pneumonia, BacterialD018410EFO:1001272bacterial pneumonia2ClinicalTrials
AsthmaD001249EFO:0000270asthma2ClinicalTrials
BacteremiaD016470EFO:0003033bacteriemia2ClinicalTrials
Postoperative ComplicationsD011183EFO:0005323post-operative sign or symptom1ClinicalTrials
Soft Tissue InfectionsD0184614DailyMed
DailyMed
Urinary Tract InfectionsD014552EFO:0003103urinary tract infection4ClinicalTrials
DailyMed
Lymphoma, B-Cell, Marginal ZoneD018442EFO:0000191MALT lymphoma2ClinicalTrials
MalariaD008288EFO:0001068malaria3ClinicalTrials
PneumoniaD011014EFO:0003106pneumonia3ClinicalTrials
TonsillitisD0140694ClinicalTrials
DailyMed
Tooth DiseasesD014076EFO:1001216tooth disease0ClinicalTrials
LymphomaD008223EFO:0000574lymphoma2ClinicalTrials
Obesity, MorbidD009767EFO:0001074morbid obesity1ClinicalTrials
Otitis MediaD010033EFO:0004992Otitis media4ClinicalTrials
DailyMed
Respiratory Tract InfectionsD0121414DailyMed
DailyMed
TuberculosisD014376Orphanet:3389Tuberculosis2ClinicalTrials
Tuberculosis, PulmonaryD014397EFO:1000049pulmonary tuberculosis2ClinicalTrials
Duodenal UlcerD004381EFO:0004607duodenal ulcer4DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
EndocarditisD004696EFO:0000465endocarditis3ClinicalTrials
Enterobacteriaceae InfectionsD004756EFO:1001313Enterobacteriaceae Infections3ClinicalTrials
Helicobacter InfectionsD016481EFO:1000961Helicobacter pylori infectious disease3ClinicalTrials
Bronchitis, ChronicD029481EFO:0006505chronic bronchitis3ClinicalTrials
HemorrhageD006470MP:0001914hemorrhage3ClinicalTrials
Otitis Media, SuppurativeD010035EFO:0007503suppurative otitis media3ClinicalTrials
Communicable DiseasesD003141EFO:0005741infectious disease3ClinicalTrials
GonorrheaD006069DOID:7551gonorrhea4DailyMed
Helicobacter InfectionsD0164813ClinicalTrials
Hepatitis, AlcoholicD006519EFO:1001345Hepatitis, Alcoholic3ClinicalTrials
ObesityD009765EFO:0001073obesity1ClinicalTrials
Periapical PeriodontitisD010485EFO:1001391Periapical Periodontitis2ClinicalTrials
PharyngitisD0106124DailyMed

Clinical Data

ClinicalTrials.gov AMOXICILLIN
The Cochrane Collaboration AMOXICILLIN

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
365.4 365.1045 0.02 4 132.96 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
6 4 0 8 5 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
2.44 7.14 .88 -2.32 1 25 0.55

Structural Alerts

There are 3 structural alerts for CHEMBL1082. To view alerts please click here.

Compound Cross References

ATC J - ANTIINFECTIVES FOR SYSTEMIC USE
J01 - ANTIBACTERIALS FOR SYSTEMIC USE
J01C - BETA-LACTAM ANTIBACTERIALS, PENICILLINS
J01CA - Penicillins with extended spectrum
J01CA04 - amoxicillin

ChemSpider ChemSpider:LSQZJLSUYDQPKJ-NJBDSQKTSA-N
DailyMed amoxicillin
PubChem SID: 144204854 SID: 144204855 SID: 50124271 SID: 855939
Wikipedia Amoxicillin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1082



ACToR 26787-78-0
Atlas amoxicillin
BindingDB 50350464
Brenda 1774 13087
ChEBI 2676
DrugBank DB01060
DrugCentral 192
eMolecules 2724871 29780576
EPA CompTox Dashboard DTXSID3037044
FDA SRS 9EM05410Q9
Human Metabolome Database HMDB0015193
IBM Patent System 11FC4E0E0EAF700F3AC95E8664C6DD1D
KEGG Ligand C06827
LINCS LSM-5654
Mcule MCULE-5710225015
MolPort MolPort-005-933-687
NIH Clinical Collection SAM002264592
Nikkaji J3.165H
PharmGKB PA448406
PubChem 33613 40467057
PubChem: Thomson Pharma 14803689 14852747
Selleck amoxicillin-amoxycillin
SureChEMBL SCHEMBL3427
ZINC ZINC000003830215

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