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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL702
CHEMBL702
Compound Name PIPERACILLIN
ChEMBL Synonyms Isipen | PIPERACILLIN SODIUM | PIPRACIL | Piperacil | CL 227,193 | Pentacillin | PIPRIL | PIPERACILLIN | T-1220
Max Phase 4 (Approved)
Trade Names PIPRACIL | Piperacil | PIPERACILLIN | PIPRIL | Pentacillin | Isipen
Molecular Formula C23H27N5O7S

Additional synonyms for CHEMBL702 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCN1CCN(C(=O)N[C@@H](C(=O)N[C@H]2[C@H]3SC(C)(C)[C@@H](N3C2=O ...
Download SMILES
Standard InChI InChI=1S/C23H27N5O7S/c1-4-26-10-11-27(19(32)18(26)31)22(35)2 ...
Download InChI
Standard InChI Key IVBHGBMCVLDMKU-GXNBUGAJSA-N

Sources

  • 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


CHEMBL702

Molecule Features

CHEMBL702 compound icon
Drug Type:Natural Product-derived Rule of Five:N First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N 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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
InfectionD007239EFO:0000544infection3ClinicalTrials
ClinicalTrials
Hematologic NeoplasmsD019337EFO:0001642lymphoid neoplasm3ClinicalTrials
Otitis MediaD010033EFO:0004992Otitis media1ClinicalTrials
Pseudomonas InfectionsD011552EFO:0001076Pseudomonas infection3ClinicalTrials
OsteomyelitisD010019EFO:0003102osteomyelitis2ClinicalTrials
ClinicalTrials
PneumoniaD011014EFO:0003106pneumonia3ClinicalTrials
Cholecystitis, AcuteD041881EFO:1001289Cholecystitis, Acute3ClinicalTrials
AbscessD000038EFO:0003030abscess3ClinicalTrials
Diabetic FootD017719EFO:1001459diabetic foot3ClinicalTrials
Pancreatic NeoplasmsD010190EFO:0002618pancreatic carcinoma3ClinicalTrials
Pneumonia, BacterialD018410EFO:1001272bacterial pneumonia3ClinicalTrials
SepsisD018805HP:0100806sepsis3ClinicalTrials
Shock, SepticD012772EFO:0006834septic shock3ClinicalTrials

Clinical Data

ClinicalTrials.gov PIPERACILLIN
The Cochrane Collaboration PIPERACILLIN

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
517.6 517.1631 -0.24 6 156.43 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
7 3 1 12 3 2


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
2.44 - 1 -2.73 1 36 0.34

Structural Alerts

There are 7 structural alerts for CHEMBL702. 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
J01CA12 - piperacillin

ChemSpider ChemSpider:IVBHGBMCVLDMKU-GXNBUGAJSA-N
DailyMed piperacillin sodium
Wikipedia Piperacillin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL702



ACToR 61477-96-1
BindingDB 50240426
Brenda 766
ChEBI 8232
ChemicalBook CB0181853
DrugBank DB00319
DrugCentral 2187
eMolecules 36754447
EPA CompTox Dashboard DTXSID2023482
FDA SRS 9I628532GX
Human Metabolome Database HMDB0014464
IBM Patent System 7A8515B0965A224A9F8BD53D27EBFBC7
KEGG Ligand C14034
LINCS LSM-5924
MolPort MolPort-006-147-703
Nikkaji J18.442J
PDBe WPP
PharmGKB PA450975
PubChem 43672
PubChem: Thomson Pharma 14885009 14860547
SureChEMBL SCHEMBL33894
ZINC ZINC000003913937

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