CAS 25953-19-9|Cefazolin sodium|Ancef|(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-carboxylic acid|...

General Information

Structure

Molecular Formula

C₁₄H₁₄N₈O₄S₃

Molecular Mass

454.50716

Exact Mass

454.03001397

Charge

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

InChIKey

MLYYVTUWGNIJIB-PKEIRNPWSA-N

Canonic Smiles

O=C(N[C@@H]1C(=O)N2C1SCC(=C2C(=O)O)CSc1nnc(s1)C)Cn1cnnn1

Isomeric Smiles

S1C2N(C(=O)[C@H]2NC(=O)Cn2nnnc2)C(=C(C1)CSc1sc(nn1)C)C(=O)O

Calculated Properties

JChem

Acid pKa

3.0265586

H Acceptors

H Donor

LogD (pH = 5.5)

-3.9590034

LogD (pH = 7.4)

-4.991068

Log P

-1.5194101

Molar Refractivity

119.8562

Polarizability

39.86288

Polar Surface Area

156.09

Rotatable Bonds

Lipinski's Rule of Five

true

ALOGPS 2.1

Log P

-0.4

LOG S

-2.97

Solubility (Water)

4.87e-01 g/l

Data Source

Academic Data

Data Source

Names and Identifiers

IUPAC name

(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-carboxylic acid

IUPAC Traditional name

cefazolin

Synonyms

CefazolinCefazolineCephazolinCEZCefazolin sodium

Brand Name

Ancef

Names and Identifiers

Registration numbers

PubChem SID

160964624

PubChem CID

656510