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Compound Detail

CHEMBL507674

CEFOPERAZONE
💊 Approved Drug
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💊 Approved Drug
CCN1CCN(C(=O)N[C@@H](C(=O)N[C@@H]2C(=O)N3C(C(=O)O)=C(CSc4nnnn4C)CS[C@H]23)c2ccc(O)cc2)C(=O)C1=O

Basic Information

ChEMBL ID CHEMBL507674
Name CEFOPERAZONE
Phase Approved
Structure Type MOL
InChI Key GCFBRXLSHGKWDP-XCGNWRKASA-N
Therapeutic ✓ Yes

Known Names

Cefoperazona Cefoperazone Peracef
3
Targets
8
Activities
2
Assay Types
19
PK Parameters
20
Publications
3
Known Names
2
Indications

Molecular Properties

645.7
MW (Da)
-1.11
ALogP
13
HBA
4
HBD
220.3
PSA (Ų)
0.14
QED
2
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1982
Availability Discontinued
Chirality Single Enantiomer

Routes of Administration

Parenteral

Flags

Natural Product
USAN Stem cef-
USAN Year 1979

Extended Properties

Molecular Formula C25H27N9O8S2
MW 645.68
Aromatic Rings 2
Heavy Atoms 44
NP-Likeness -0.92

Indications

Bacterial Infections Osteomyelitis

ATC Classification

J01DD12
cefoperazone
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIBACTERIALS FOR SYSTEMIC USE

Activity Summary

Ki 5 meas. best 6.68
IC50 3 meas.

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Solute carrier family 22 member 6
CHEMBL1641347
Ki 6.68 6.68 210.0 1
Organic anion transporter 3
CHEMBL1641348
Ki 5.72 5.72 1890.0 1
Solute carrier family 22 member 11
CHEMBL2073677
Ki 5.55 5.55 2800.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 0.96 mL.min-1.kg-1 Macaca
CL 1.1 mL.min-1.kg-1 Homo sapiens
CL 1.3 mL.min-1.kg-1 Homo sapiens
CL 5.8 mL.min-1.kg-1 Canis lupus familiaris
CL 23.0 mL.min-1.kg-1 Rattus norvegicus
CL 3.0 uL.min-1.(10^6cells)-1 Rattus norvegicus
CL 3.0 uL.min-1.(10^6cells)-1 Homo sapiens
CL 22.03 mL.min-1.kg-1 Rattus norvegicus
CL 16.3 mL.min-1.kg-1 Rattus norvegicus
CL 2.129 mL.min-1.kg-1 Homo sapiens
CL 0.149 mL.min-1.kg-1 Homo sapiens
CL 1.202 mL.min-1.kg-1 Rattus norvegicus
CL 10.05 mL.min-1.kg-1 Rattus norvegicus
CL 0.1467 mL.min-1.kg-1 Rattus norvegicus
CL 5.385 mL.min-1.kg-1 Rattus norvegicus
Fu 0.07 - Homo sapiens
Fu 0.429 - Rattus norvegicus
MRT 2.2 hr Homo sapiens
T1/2 1.8 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
16472241 10.2174/1570163043334794 Hepatotoxicity 18
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
19786606 10.1128/aac.00630-09 NON-PROTEIN TARGET 14
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15920768 10.1002/jps.20373 ADMET 8
18955524 10.1128/aac.00227-08 Escherichia coli 8
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
17371815 10.1128/aac.01412-06 Escherichia coli 7
18268083 10.1128/aac.01052-07 NON-PROTEIN TARGET 6
- 10.6019/CHEMBL3301361 ADMET 5
20585134 10.1128/aac.00264-10 Acinetobacter baumannii 5
18086856 10.1128/aac.00682-07 Stenotrophomonas maltophilia 5
22190695 10.1124/dmd.111.042101 Hepatocyte 4
18268083 10.1128/aac.01052-07 Escherichia coli 4
1910090 10.1021/jm00113a026 Unchecked 4
18426954 10.1124/dmd.108.020479 ADMET 4
17438050 10.1128/aac.01395-06 PER-2 beta-lactamase 4
18316518 10.1128/aac.01381-07 Escherichia coli 3
20014752 10.1021/tx900326k Hepatotoxicity 3
17438056 10.1128/aac.01472-06 Staphylococcus aureus 3

Data from ChEMBL 36 via Core Engine