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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL615
CHEMBL615
Compound Name PENICILLIN V
ChEMBL Synonyms Penapar-VK | Phenoxymethylpenicillin K | Penicillin-VK | PENICILLIN V BENZATHINE | PENICILLIN-VK | PHENOXYMETHYLPENICILLIN POTASSIUM | PFIZERPEN VK | Beepen VK | V-CILLIN | PHENOXYMETHYLPENICILLIN | PENICILLIN V | PENICILLIN V POTASSIUM | Veetids | PHENOMYCILLINE | BENZATHINE PHENOXYMETHYLPENICILLIN | PENAPAR-VK | PEN-VEE K | V-Cillin-K | V-CILLIN K | Penicillin VK | PENICILLIN POTASSIUM PHENOXYMETHYL | BETAPEN-VK | PENICILLIN BENZATHINE PHENOXYMETHYL | VEETIDS '125' | PENICILLIN PHENOXYMETHYL | VEETIDS '500' | LEDERCILLIN VK | BEEPEN-VK | BICILLIN V2 | VEETIDS '250' | VEETIDS | UTICILLIN VK
Max Phase 4 (Approved)
Trade Names Phenoxymethylpenicillin K | V-CILLIN | Beepen VK | PFIZERPEN VK | PENICILLIN V POTASSIUM | PEN-VEE K | PENAPAR-VK | BETAPEN-VK | Penicillin VK | V-CILLIN K | V-Cillin-K | VEETIDS '125' | BEEPEN-VK | LEDERCILLIN VK | VEETIDS '500' | PENICILLIN-VK | UTICILLIN VK | VEETIDS | VEETIDS '250'
Molecular Formula C16H18N2O5S

Additional synonyms for CHEMBL615 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC1(C)S[C@@H]2[C@H](NC(=O)COc3ccccc3)C(=O)N2[C@H]1C(=O)O
Standard InChI InChI=1S/C16H18N2O5S/c1-16(2)12(15(21)22)18-13(20)11(14(18)2 ...
Download InChI
Standard InChI Key BPLBGHOLXOTWMN-MBNYWOFBSA-N

Sources

  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL615

Molecule Features

CHEMBL615 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 DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
OsteomyelitisD010019EFO:0003102osteomyelitis0ClinicalTrials
PneumoniaD011014EFO:0003106pneumonia3ClinicalTrials

Clinical Data

ClinicalTrials.gov PENICILLIN V
The Cochrane Collaboration PENICILLIN V

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
350.4 350.0936 0.7 5 95.94 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 2 0 7 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
2.44 - 1.94 -1.79 1 24 0.76

Structural Alerts

There are 3 structural alerts for CHEMBL615. 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
J01CE - Beta-lactamase sensitive penicillins
J01CE10 - benzathine phenoxymethylpenicillin

J - ANTIINFECTIVES FOR SYSTEMIC USE
J01 - ANTIBACTERIALS FOR SYSTEMIC USE
J01C - BETA-LACTAM ANTIBACTERIALS, PENICILLINS
J01CE - Beta-lactamase sensitive penicillins
J01CE02 - phenoxymethylpenicillin

ChemSpider ChemSpider:BPLBGHOLXOTWMN-MBNYWOFBSA-N
DailyMed penicillin v potassium
PubChem SID: 29215255
Wikipedia Phenoxymethylpenicillin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL615



ACToR 87-08-1
BindingDB 50370584
Brenda 15914 2755
ChEBI 27446
DrugBank DB00417
DrugCentral 2083
EPA CompTox Dashboard DTXSID3023429
FDA SRS Z61I075U2W
Human Metabolome Database HMDB0014561
IBM Patent System 60B5DD57726EDC83B9C47B2AEF9719BA
KEGG Ligand C08126
LINCS LSM-45657
Mcule MCULE-4295291212
Nikkaji J9.743H
PDBe PNV
PharmGKB PA164745442
PubChem 6869
PubChem: Thomson Pharma 15123754
SureChEMBL SCHEMBL49223
ZINC ZINC000003831282

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