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Compound Detail

CHEMBL1435

CEFAZOLIN
💊 Approved Drug
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💊 Approved Drug
Cc1nnc(SCC2=C(C(=O)O)N3C(=O)[C@@H](NC(=O)Cn4cnnn4)[C@H]3SC2)s1

Basic Information

ChEMBL ID CHEMBL1435
Name CEFAZOLIN
Phase Approved
Structure Type MOL
InChI Key MLYYVTUWGNIJIB-BXKDBHETSA-N
Therapeutic ✓ Yes

Known Names

Cefazolin Cefazolina Cefazoline J01DB04
3
Targets
6
Activities
1
Assay Types
21
PK Parameters
20
Publications
4
Known Names
16
Indications

Molecular Properties

454.5
MW (Da)
-0.64
ALogP
12
HBA
2
HBD
156.1
PSA (Ų)
0.41
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1973
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Parenteral

Flags

Natural Product
USAN Stem cef-
USAN Year 1972

Extended Properties

Molecular Formula C14H14N8O4S3
MW 454.52
Aromatic Rings 2
Heavy Atoms 29
NP-Likeness -1.85

Indications

Bacterial Infections Arrhythmias, Cardiac Bacteremia Cellulitis Clostridium Infections Gram-Positive Bacterial Infections Infections Laryngeal Neoplasms Osteomyelitis Prostatic Neoplasms, Castration-Resistant Skin Diseases Staphylococcal Infections Fractures, Bone Wounds and Injuries Melanoma Obesity

ATC Classification

J01DB04
cefazolin
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIBACTERIALS FOR SYSTEMIC USE

Activity Summary

Ki 6 meas. best 6.75

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Solute carrier family 22 member 6
CHEMBL1641347
Ki 6.75 6.75 180.0 1
Organic anion transporter 3
CHEMBL1641348
Ki 6.26 6.26 550.0 1
Solute carrier family 22 member 11
CHEMBL2073677
Ki 5.76 5.76 1740.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 0.89 mL.min-1.kg-1 Homo sapiens
CL 0.1 mL.min-1.kg-1 Homo sapiens
CL 0.89 mL.min-1.kg-1 Homo sapiens
CL 0.88 mL.min-1.kg-1 Homo sapiens
CL 0.89 mL.min-1.kg-1 Homo sapiens
CL 1.9 mL.min-1.kg-1 Macaca
CL 3.5 mL.min-1.kg-1 Canis lupus familiaris
CL 6.7 mL.min-1.kg-1 Rattus norvegicus
CL 0.066 mL.min-1.kg-1 Canis lupus familiaris
CL 11.24 mL.min-1.kg-1 Rattus norvegicus
CL 0.007 mL.min-1.kg-1 Homo sapiens
CL 0.001 mL.min-1.kg-1 Homo sapiens
CL 1.4 mL.min-1.kg-1 Rattus norvegicus
CL 0.089 mL.min-1.kg-1 Canis lupus familiaris
F 90.0 % Homo sapiens
Fu 0.18 - Homo sapiens
Fu 0.18 - Homo sapiens
MRT 2.2 hr Homo sapiens
T1/2 0.2333 hr Mus musculus
T1/2 1.7 hr Homo sapiens
Tmax 0.125 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
19487449 10.1128/aac.00317-09 Staphylococcus aureus 56
18541727 10.1128/aac.00461-08 Streptococcus sp. 'group B' 25
17158933 10.1128/aac.01052-06 Staphylococcus lugdunensis 22
16472241 10.2174/1570163043334794 Hepatotoxicity 18
19884364 10.1128/aac.00642-09 Staphylococcus aureus 18
18490507 10.1128/aac.00185-08 Streptococcus agalactiae 18
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
19487444 10.1128/aac.00400-09 Staphylococcus epidermidis 12
19487444 10.1128/aac.00400-09 Staphylococcus aureus 12
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
18285482 10.1128/aac.01538-07 Staphylococcus aureus 10
18362191 10.1128/aac.01150-07 Staphylococcus saprophyticus 10
18285482 10.1128/aac.01538-07 Staphylococcus epidermidis 9
18160520 10.1128/aac.01028-07 Unchecked 9
19884364 10.1128/aac.00642-09 NON-PROTEIN TARGET 8
18070966 10.1128/aac.00395-07 Staphylococcus aureus 8
20070106 10.1021/jm901371v Homo sapiens 8
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
17371815 10.1128/aac.01412-06 Escherichia coli 8
15920768 10.1002/jps.20373 ADMET 8

Data from ChEMBL 36 via Core Engine