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Compound Detail

CHEMBL1650818

AMDINOCILLIN PIVOXIL
💊 Approved Drug
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💊 Approved Drug
CC(C)(C)C(=O)OCOC(=O)[C@@H]1N2C(=O)[C@@H](/N=C/N3CCCCCC3)[C@H]2SC1(C)C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1650818
Name AMDINOCILLIN PIVOXIL
Phase Approved
Structure Type MOL
InChI Key NPGNOVNWUSPMDP-UTEPHESZSA-N
Therapeutic ✓ Yes
Active Moiety CHEMBL530

Known Names

Amdinocillin pivoxil Pivmecilinam Pivmecillinam Pivmecillinam hydrochloride Pivya RO 10-9071 RO-10-9071 Selexid
0
Targets
0
Activities
0
Assay Types
0
PK Parameters
20
Publications
8
Known Names
2
Indications
1
Mechanisms

Molecular Properties

439.6
MW (Da)
2.41
ALogP
7
HBA
0
HBD
88.5
PSA (Ų)
0.21
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2024
Availability Discontinued
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Natural Product Prodrug
USAN Stem -cillin
USAN Year 1981

Extended Properties

Molecular Formula C21H33N3O5S
MW 439.58
Aromatic Rings 0
Heavy Atoms 30
NP-Likeness 0.30

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Bacterial penicillin-binding protein 2 inhibitor INHIBITOR Peptidoglycan D,D-transpeptidase MrdA ✓ ✓

Indications

Bacterial Infections Urinary Tract Infections

ATC Classification

J01CA08
pivmecillinam
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIBACTERIALS FOR SYSTEMIC USE

Literature References

PubMed DOI Target Context # Activities
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
37468498 10.1038/s41467-023-40064-9 Thromboxane A2 receptor 2
20585127 10.1128/aac.01760-09 Escherichia coli 2
37468498 10.1038/s41467-023-40064-9 Prostaglandin G/H synthase 1 2
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M1 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
37468498 10.1038/s41467-023-40064-9 Voltage-gated inwardly rectifying potassium channel KCNH2 1
37468498 10.1038/s41467-023-40064-9 Sodium-dependent dopamine transporter 1
37468498 10.1038/s41467-023-40064-9 Estrogen receptor 1
37468498 10.1038/s41467-023-40064-9 Acetylcholinesterase 1
37468498 10.1038/s41467-023-40064-9 Sodium-dependent noradrenaline transporter 1
38318365 10.1016/j.isci.2024.108907 Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
37468498 10.1038/s41467-023-40064-9 Mu-type opioid receptor 1
37468498 10.1038/s41467-023-40064-9 Amine oxidase [flavin-containing] A 1
- 10.1101/2020.04.21.054387 SARS-CoV-2 1

Data from ChEMBL 36 via Core Engine