PIPERACILLIN

Search structure
Synonyms:
Status: Approved (1981)
Entry Type: Small molecule
Molecule Category: Parent
ATC: J01CA12
UNII: X00B0D5O0E

Structure
InChI Key IVBHGBMCVLDMKU-GXNBUGAJSA-N
Smile CCN1CCN(C(=O)N[C@@H](C(=O)N[C@@H]2C(=O)N3[C@@H](C(=O)O)C(C)(C)S[C@H]23)c2ccccc2)C(=O)C1=O
InChI
InChI=1S/C23H27N5O7S/c1-4-26-10-11-27(19(32)18(26)31)22(35)25-13(12-8-6-5-7-9-12)16(29)24-14-17(30)28-15(21(33)34)23(2,3)36-20(14)28/h5-9,13-15,20H,4,10-11H2,1-3H3,(H,24,29)(H,25,35)(H,33,34)/t13-,14-,15+,20-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C23H27N5O7S
Molecular Weight 517.56
AlogP -0.24
Hydrogen Bond Acceptor 7.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 6.0
Polar Surface Area 156.43
Molecular species ACID
Aromatic Rings 1.0
Heavy Atoms 36.0

Pharmacology

Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- - - 200 -1.284-10.26
Enzyme Transferase
- - - -
Ion channel Voltage-gated ion channel Voltage-gated calcium channel
- 1226000 - - -
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 197400 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Pseudomonas Infections 3 D011552 ClinicalTrials
Abscess 3 D000038 ClinicalTrials
Pneumonia 3 D011014 ClinicalTrials
Infections 3 D007239 ClinicalTrials
Enterobacteriaceae Infections 3 D004756 ClinicalTrials
Hematologic Neoplasms 3 D019337 ClinicalTrials
Influenza, Human 3 D007251 ClinicalTrials
Severe Acute Respiratory Syndrome 3 D045169 ClinicalTrials
Pneumonia, Ventilator-Associated 3 D053717 ClinicalTrials
Shock, Septic 3 D012772 ClinicalTrials
Pneumonia, Bacterial 3 D018410 ClinicalTrials
Cholecystitis, Acute 3 D041881 ClinicalTrials
Diabetic Foot 3 D017719 ClinicalTrials
Sepsis 3 D018805 ClinicalTrials
Urinary Tract Infections 3 D014552 ClinicalTrials
Appendicitis 2 D001064 ClinicalTrials
Graft vs Host Disease 2 D006086 ClinicalTrials
Communicable Diseases 2 D003141 ClinicalTrials
Otitis Media 1 D010033 ClinicalTrials
Osteomyelitis 1 D010019 ClinicalTrials

Related Entries

Scaffolds

Salt

Cross References

Resources Reference
CAS NUMBER 66258-76-2
ChEBI 8232
ChEMBL CHEMBL702
DrugBank DB00319
DrugCentral 2187
EPA CompTox DTXSID2023482
FDA SRS X00B0D5O0E
Human Metabolome Database HMDB14464
Guide to Pharmacology 10921
KEGG C14034
PDB WPP
PharmGKB PA450975
PubChem 43672
SureChEMBL SCHEMBL33894
ZINC ZINC000003913937
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