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Compound Detail

CHEMBL1201195

CEFMETAZOLE
💊 Approved Drug
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💊 Approved Drug
CO[C@@]1(NC(=O)CSCC#N)C(=O)N2C(C(=O)O)=C(CSc3nnnn3C)CS[C@@H]21

Basic Information

ChEMBL ID CHEMBL1201195
Name CEFMETAZOLE
Phase Approved
Structure Type MOL
InChI Key SNBUBQHDYVFSQF-HIFRSBDPSA-N
Therapeutic ✓ Yes

Known Names

Cefmetazol Cefmetazole U-72791
1
Targets
7
Activities
2
Assay Types
11
PK Parameters
20
Publications
3
Known Names
3
Indications

Molecular Properties

471.6
MW (Da)
-0.73
ALogP
12
HBA
2
HBD
163.3
PSA (Ų)
0.20
QED
1
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1989
Availability Discontinued
Chirality Single Enantiomer

Routes of Administration

Parenteral

Flags

Natural Product
USAN Stem cef-
USAN Year 1987

Extended Properties

Molecular Formula C15H17N7O5S3
MW 471.55
Aromatic Rings 1
Heavy Atoms 30
NP-Likeness -1.40

Indications

Bacterial Infections Colorectal Neoplasms Osteomyelitis

ATC Classification

J01DC09
cefmetazole
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIBACTERIALS FOR SYSTEMIC USE

Activity Summary

Ki 5 meas.
IC50 2 meas. best 5.16

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Insulin-degrading enzyme
CHEMBL1293287
IC50 5.16 5.16 7000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 40.0 mL.min-1.kg-1 Rattus norvegicus
CL 1.5 mL.min-1.kg-1 Homo sapiens
CL 1.8 mL.min-1.kg-1 Homo sapiens
CL 3.8 mL.min-1.kg-1 Macaca
CL 5.3 mL.min-1.kg-1 Canis lupus familiaris
CL 6.217 mL.min-1.kg-1 Rattus norvegicus
CL 3.567 mL.min-1.kg-1 Rattus norvegicus
Fu 0.15 - Homo sapiens
Fu 0.738 - Rattus norvegicus
MRT 1.5 hr Homo sapiens
T1/2 1.5 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
16472241 10.2174/1570163043334794 Hepatotoxicity 18
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
30097368 10.1016/j.bmcl.2018.07.018 Escherichia coli 10
15920768 10.1002/jps.20373 ADMET 8
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
30097368 10.1016/j.bmcl.2018.07.018 Klebsiella pneumoniae 6
18625771 10.1128/aac.00355-08 Prevotella melaninogenica 5
18625771 10.1128/aac.00355-08 Clostridium septicum 5
18625771 10.1128/aac.00355-08 Prevotella intermedia 5
18625771 10.1128/aac.00355-08 Prevotella buccae 5
18625771 10.1128/aac.00355-08 Fusobacterium nucleatum 5
18625771 10.1128/aac.00355-08 Fusobacterium varium 5
18625771 10.1128/aac.00355-08 Bacteroides caccae 5
18625771 10.1128/aac.00355-08 Bacteroides uniformis 5
18625771 10.1128/aac.00355-08 Phocaeicola vulgatus 5
18625771 10.1128/aac.00355-08 Bacteroides thetaiotaomicron 5
18625771 10.1128/aac.00355-08 Bacteroides fragilis 5
18625771 10.1128/aac.00355-08 Peptostreptococcus anaerobius 5
18625771 10.1128/aac.00355-08 Clostridium perfringens 5
18625771 10.1128/aac.00355-08 Clostridium paraputrificum 5

Data from ChEMBL 36 via Core Engine