Responsive image

Common name


Cefepime

IUPAC name


1-{[(6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-2-carboxylato-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl}-1-methylpyrrolidin-1-ium

SMILES


CO\N=C(/C(=O)N[C@@H]1C(=O)N2[C@]1([H])SCC(C[N+]1(C)CCCC1)=C2C([O-])=O)C1=CSC(N)=N1

Compound class


Anti-Bacterial Agents; Cephalosporins; Antibacterials for Systemic Use; Antiinfectives for Systemic Use; Fourth-Generation Cephalosporins;

Therapeutic area


For the treatment of pneumonia (moderate to severe) caused by .

Common name


Cefepime

IUPAC name


1-{[(6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-2-carboxylato-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl}-1-methylpyrrolidin-1-ium

SMILES


CO\N=C(/C(=O)N[C@@H]1C(=O)N2[C@]1([H])SCC(C[N+]1(C)CCCC1)=C2C([O-])=O)C1=CSC(N)=N1

INCHI


InChI=1S/C19H24N6O5S2/c1-25(5-3-4-6-25)7-10-8-31-17-13(16(27)24(17)14(10)18(28)29)22-15(26)12(23-30-2)11-9-32-19(20)21-11/h9,13,17H,3-8H2,1-2H3,(H3-,20,21,22,26,28,29)/b23-12-/t13-,17-/m1/s1

FORMULA


C19H24N6O5S2

Responsive image

Common name


Cefepime

IUPAC name


1-{[(6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-2-carboxylato-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl}-1-methylpyrrolidin-1-ium

Molecular weight


480.561

clogP


-1.604

clogS


-3.311

HBond Acceptor


7

HBond Donor


3

Total Polar
Surface Area


203.58

Number of Rings


4

Rotatable Bond


7

Drug ID Common name Structure CAS SMILE Frequency
FDBF00209 1-methylpyrrolidine Responsive image N1(CCCC1)C 0.0076
FDBF02477 1,1-dimethyl-2,3,4,5-tetrahydropyrrole Responsive image C[N]1(CCCC1)C 0.0007
2 , 1