CEFAZOLIN

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Search structure


Synonyms	Cefazolin Cephazolin J01DB04 SK&F-41558
Status
Molecule Category	Free-form
ATC	J01DB04
UNII	IHS69L0Y4T
EPA CompTox	DTXSID2022753


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	MLYYVTUWGNIJIB-BXKDBHETSA-N
Smiles	Cc1nnc(SCC2=C(C(=O)O)N3C(=O)[C@@H](NC(=O)Cn4cnnn4)[C@H]3SC2)s1
InChI	InChI=1S/C14H14N8O4S3/c1-6-17-18-14(29-6)28-4-7-3-27-12-9(11(24)22(12)10(7)13(25)26)16-8(23)2-21-5-15-19-20-21/h5,9,12H,2-4H2,1H3,(H,16,23)(H,25,26)/t9-,12-/m1/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C14H14N8O4S3
Molecular Weight	454.52
AlogP	-0.64
Hydrogen Bond Acceptor	12.0
Hydrogen Bond Donor	2.0
Number of Rotational Bond	7.0
Polar Surface Area	156.09
Molecular species	ACID
Aromatic Rings	2.0
Heavy Atoms	29.0

Assay Description	Organism	Bioactivity	Reference
Antiproliferative effect against primary human osteoblasts assessed as BrdU incorporation into DNA after 48 hrs	Homo sapiens	400.0 ug.mL-1
Inhibition of metabolic activity in primary human osteoblasts assessed as MTT reduction after 48 hrs	Homo sapiens	400.0 ug.mL-1
Antiproliferative effect against MG63 cells assessed as BrdU incorporation into DNA after 48 hrs after 48 hrs	Homo sapiens	400.0 ug.mL-1
Inhibition of metabolic activity in MG63 cells assessed as MTT reduction after 48 hrs	Homo sapiens	400.0 ug.mL-1
Antiproliferative effect against HeLa cells after 48 hrs	Homo sapiens	400.0 ug.mL-1
Inhibition of metabolic activity in HeLa cells assessed as MTT reduction after 48 hrs	Homo sapiens	400.0 ug.mL-1
TP_TRANSPORTER: inhibition of Estrone sulfate uptake in OAT3-expressing S2 cells	None	550.0 nM
TP_TRANSPORTER: inhibition of PAH uptake in OAT1-expressing S2 cells	None	180.0 nM
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate	Severe acute respiratory syndrome coronavirus 2	-4.6 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	0.04 %		Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	0.04 %

Cross References

Resources	Reference
ChEBI	474053
ChEMBL	CHEMBL1435
DrugBank	DB01327
DrugCentral	530
FDA SRS	IHS69L0Y4T
Human Metabolome Database	HMDB0015422
Guide to Pharmacology	10935
KEGG	C06880
PubChem	33255
SureChEMBL	SCHEMBL2841
ZINC	ZINC000003830405

CONTENTS

PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).