Compound Detail

CHEMBL1200820

PIPERACILLIN SODIUM

💊 Approved Drug

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💊 Approved Drug

CCN1CCN(C(=O)N[C@@H](C(=O)N[C@@H]2C(=O)N3[C@@H]2SC(C)(C)[C@@H]3C(=O)[O-])c2ccccc2)C(=O)C1=O.[Na+]

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1200820
Name	PIPERACILLIN SODIUM
Phase	Approved
Structure Type	MOL
InChI Key	WCMIIGXFCMNQDS-IDYPWDAWSA-M
Therapeutic	✓ Yes
Parent Compound	CHEMBL702
Active Moiety	CHEMBL702

Known Names

CL 227,193 CL-227193 NSC-757277 Penmalin Piperacillin (as sodium) Piperacillin sodium Piperacillin sodium component of zosyn Piperacillin sodium salt Pipracil Pipril T-1220

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

517.6

MW (Da)

-0.24

ALogP

HBA

HBD

156.4

PSA (Å²)

0.34

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	1981
Availability	Prescription
Chirality	Single Enantiomer

Routes of Administration

Parenteral

Flags

Natural Product

USAN Stem	-cillin
USAN Year	1977

Extended Properties

Molecular Formula	C23H26N5NaO7S
MW	539.55
Aromatic Rings	1
Heavy Atoms	36
NP-Likeness	0.03

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Bacterial penicillin-binding protein inhibitor	INHIBITOR	Bacterial penicillin-binding protein	✓	✓

Indications

Appendicitis Cellulitis Diabetic Foot Endometritis Healthcare-Associated Pneumonia Pelvic Inflammatory Disease Peritonitis Pneumonia Infections Osteomyelitis

Activity Summary

EC50 3 meas. best 6.54

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Streptokinase A CHEMBL1293228	EC50	6.54	6.54	285.0	1
Streptococcus sp. 'group A' CHEMBL612389	EC50	6.44	6.44	361.0	1
Streptococcus CHEMBL612313	EC50	6.13	6.13	746.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Streptokinase A	EC50	=	285.0	nM	6.54	PUBCHEM_BIOASSAY: Luminescence Microorganism-Based Dose Confirmation HTS to Iden...	-
Streptococcus sp. 'group A'	EC50	=	361.0	nM	6.44	PUBCHEM_BIOASSAY: Luminescence Microorganism-Based Dose Confirmation HTS to Iden...	-
Streptococcus	EC50	=	746.0	nM	6.13	PUBCHEM_BIOASSAY: Luminescence Microorganism-Based Dose Response HTS to Identify...	-

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
34015704	10.1016/j.bmc.2021.116209	Staphylococcus aureus	2
24588790	10.1021/jm401685f	Pseudomonas aeruginosa	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	1
34015704	10.1016/j.bmc.2021.116209	Escherichia coli	1
-	10.6019/CHEMBL4513141	Acinetobacter baumannii	1
-	10.6019/CHEMBL4513141	Pseudomonas aeruginosa	1
-	10.6019/CHEMBL4513141	Klebsiella pneumoniae	1
-	10.6019/CHEMBL4513141	Escherichia coli	1
-	10.6019/CHEMBL4513141	Cryptococcus neoformans	1
-	10.6019/CHEMBL4513141	Candida albicans	1
23571415	10.1124/mol.112.084152	Solute carrier organic anion transporter family member 1B3	1
-	10.21203/rs.3.rs-23951/v1	SARS-CoV-2	1
-	10.1101/2020.04.03.023846	SARS-CoV-2	1
23956101	10.1093/toxsci/kft176	ATP-binding cassette sub-family C member 4	1
23956101	10.1093/toxsci/kft176	ATP-binding cassette sub-family C member 3	1
23956101	10.1093/toxsci/kft176	ATP-binding cassette sub-family C member 2	1
23956101	10.1093/toxsci/kft176	Bile salt export pump	1
24588790	10.1021/jm401685f	Escherichia coli	1

Data from ChEMBL 36 via Core Engine