Cefazolin sodiumProduct ingredient for Cefazolin

Name

Cefazolin sodium

Drug Entry

Cefazolin

A semisynthetic cephalosporin analog with broad-spectrum antibiotic action due to inhibition of bacterial cell wall synthesis. It attains high serum levels and is excreted quickly via the urine.

See full entry for Cefazolin

Accession Number

DBSALT000310

Structure

Similar Structures

Synonyms

Cefazolin sodium / Sodium cefazolin / Sodium cephazolin

External IDs

Lilly 46083 / SK&F 41558 / SKF 41558

UNII

P380M0454Z

CAS Number

27164-46-1

Weight

Average: 476.48
Monoisotopic: 476.01195873

Chemical Formula

C₁₄H₁₃N₈NaO₄S₃

InChI Key

FLKYBGKDCCEQQM-WYUVZMMLSA-M

InChI

InChI=1S/C14H14N8O4S3.Na/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);/q;+1/p-1/t9-,12-;/m1./s1

IUPAC Name

sodium (6R,7R)-3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-8-oxo-7-[2-(1H-1,2,3,4-tetrazol-1-yl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

SMILES

[Na+].[H][C@]12SCC(CSC3=NN=C(C)S3)=C(N1C(=O)[C@H]2NC(=O)CN1C=NN=N1)C([O-])=O

External Links

PubChem Compound: 23675322
ChemSpider: 390126
BindingDB: 50247885
ChEBI: 3483
ChEMBL: CHEMBL1200523
Wikipedia: Cefazolin

Predicted Properties

Property	Value	Source
Water Solubility	0.88 mg/mL	ALOGPS
logP	0.67	ALOGPS
logP	-1.5	Chemaxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	2.84	Chemaxon
pKa (Strongest Basic)	0.26	Chemaxon
Physiological Charge	-1	Chemaxon
Hydrogen Acceptor Count	9	Chemaxon
Hydrogen Donor Count	1	Chemaxon
Polar Surface Area	158.92 Å²	Chemaxon
Rotatable Bond Count	7	Chemaxon
Refractivity	130.69 m³·mol^-1	Chemaxon
Polarizability	41.16 Å³	Chemaxon
Number of Rings	4	Chemaxon
Bioavailability	1	Chemaxon
Rule of Five	Yes	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	Yes	Chemaxon

Cefazolin sodiumProduct ingredient for Cefazolin

Structure for Cefazolin sodium (DBSALT000310)