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Compound Detail

CHEMBL65794

CEFPIROME
🧪 Phase II
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🧪 Phase II
CO/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[n+]3cccc4c3CCC4)CS[C@H]12)c1csc(N)n1

Basic Information

ChEMBL ID CHEMBL65794
Name CEFPIROME
Phase Phase II
Structure Type MOL
InChI Key DKOQGJHPHLTOJR-WHRDSVKCSA-N
Therapeutic ✓ Yes

Known Names

Cefir Cefpiroma Cefpirome HR-810 FREE BASE
0
Targets
2
Activities
2
Assay Types
18
PK Parameters
20
Publications
4
Known Names
1
Indications
1
Mechanisms

Molecular Properties

514.6
MW (Da)
-1.04
ALogP
10
HBA
2
HBD
153.9
PSA (Ų)
0.21
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem cef-
USAN Year 1989

Extended Properties

Molecular Formula C22H22N6O5S2
MW 514.59
Aromatic Rings 2
Heavy Atoms 35
NP-Likeness -0.19

Mechanism of Action

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

Indications

Bacterial Infections

ATC Classification

J01DE02
cefpirome
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIBACTERIALS FOR SYSTEMIC USE

Activity Summary

Kd 1 meas.
Ki 1 meas.

Pharmacokinetic Data

Parameter Value Units Species
AUC 275000.0 ng.hr.mL-1 Homo sapiens
AUC 218500.0 ng.hr.mL-1 Homo sapiens
AUC 790.0 ng.hr.mL-1 Homo sapiens
AUC 175000.0 ng.hr.mL-1 Homo sapiens
AUC 87200.0 ng.hr.mL-1 Homo sapiens
AUC 500.0 ng.hr.mL-1 Homo sapiens
AUC 460.0 ng.hr.mL-1 Homo sapiens
AUC 80000.0 ng.hr.mL-1 Homo sapiens
AUC 230700.0 ng.hr.mL-1 Homo sapiens
AUC 117000.0 ng.hr.mL-1 Homo sapiens
AUC 130000.0 ng.hr.mL-1 Homo sapiens
AUC 510.0 ng.hr.mL-1 Homo sapiens
AUC 560.0 ng.hr.mL-1 Homo sapiens
CL 1.9 mL.min-1.kg-1 Homo sapiens
Fu 0.9 - Homo sapiens
MRT 2.1 hr Homo sapiens
T1/2 1.133 hr Macaca mulatta
T1/2 1.7 hr Homo sapiens

Literature References

PubMed DOI Target Context # Activities
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
19364847 10.1128/aac.01409-08 ADMET 10
20547808 10.1128/aac.00050-10 Escherichia coli 10
19687243 10.1128/aac.00688-09 Escherichia coli 10
17846134 10.1128/aac.00537-07 Shouchella clausii 8
17846134 10.1128/aac.00537-07 Escherichia coli 8
19917750 10.1128/aac.00458-09 Escherichia coli 8
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
19786606 10.1128/aac.00630-09 NON-PROTEIN TARGET 7
10230635 10.1016/s0960-894x(99)00127-4 Streptococcus pneumoniae 7
7783146 10.1021/jm00012a015 Staphylococcus aureus 7
10230635 10.1016/s0960-894x(99)00127-4 Staphylococcus aureus 6
19380596 10.1128/aac.01164-08 Escherichia coli 6
20547808 10.1128/aac.00050-10 Acinetobacter baumannii 5
10866367 10.1016/s0960-894x(00)00130-x Escherichia coli 5
7783146 10.1021/jm00012a015 Enterococcus faecalis 5
19380596 10.1128/aac.01164-08 Unchecked 5
10866367 10.1016/s0960-894x(00)00130-x Pseudomonas aeruginosa 4
17846134 10.1128/aac.00537-07 Beta-lactamase 4
15743183 10.1021/jm049652e Klebsiella aerogenes 4

Data from ChEMBL 36 via Core Engine