Drug Information

General Information
Drug ID
DR00546
Drug Name
Cefixime
Synonyms
(6R,7R)-7-({(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[(carboxymethoxy)imino]acetyl}amino)-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(carboxymethyloxyimino)acetyl]amino]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; (6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-{[(carboxymethyl)oxy]imino}acetyl]amino}-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; (6r,7r)-7-[-2-(2-amino-thiazol-4-yl)-2-carboxymethoxyimino-acetylamino]-8-oxo-3-vinyl-5-thia-1-aza-b; 7beta-{(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[(carboxymethoxy)imino]acetamido}-3-ethenyl-3,4-didehydrocepham-4-carboxylic acid; CFIX; CL-284635; Cefixima; Cefixime (JP15/USP/INN); Cefiximum; Denvar; FK-027; FR-17027; Necopen; Ofex (TN); Suprax (TN); Tricef
Drug Type
Small molecular drug
Indication Streptococcus bacterial infections [ICD11:1C41] Approved [1]
Therapeutic Class
Antibiotics
Structure
3D MOL 2D MOL
Formula
C16H15N5O7S2
Canonical SMILES
C=CC1=C(N2C(C(C2=O)NC(=O)C(=NOCC(=O)O)C3=CSC(=N3)N)SC1)C(=O)O
InChI
InChI=1S/C16H15N5O7S2/c1-2-6-4-29-14-10(13(25)21(14)11(6)15(26)27)19-12(24)9(20-28-3-8(22)23)7-5-30-16(17)18-7/h2,5,10,14H,1,3-4H2,(H2,17,18)(H,19,24)(H,22,23)(H,26,27)/b20-9-/t10-,14-/m1/s1
InChIKey
OKBVVJOGVLARMR-QSWIMTSFSA-N
CAS Number
CAS 79350-37-1
Pharmaceutical Properties Molecular Weight 453.5 Topological Polar Surface Area 238
Heavy Atom Count 30 Rotatable Bond Count 8
Hydrogen Bond Donor Count 4 Hydrogen Bond Acceptor Count 12
XLogP
-0.7
PubChem CID
5362065
PubChem SID
103567682 ,104133792 ,114149638 ,11654000 ,117664404 ,12012851 ,121363201 ,124800909 ,126625637 ,126656766 ,126667588 ,134337735 ,135601356 ,135693789 ,137100974 ,137240061 ,143493269 ,14833440 ,151994359 ,152100554 ,152242797 ,15404783 ,162258044 ,163426477 ,164196526 ,174560966 ,175265490 ,175611868 ,179116601 ,184812415 ,198991919 ,203356010 ,39384388 ,46508684 ,47288991 ,47362877 ,47957436 ,48415714 ,49699091 ,50070784 ,50124237 ,57362078 ,7847324 ,78846797 ,7978875 ,85148376 ,85661978 ,85788072 ,9098 ,92712349
ChEBI ID
CHEBI:472657
TTD Drug ID
D06OVY
DT(s) Transporting This Drug PEPT1 Transporter Info Peptide transporter 1 Substrate [2]
PEPT2 Transporter Info Peptide transporter 2 Substrate [3]
PEPT2 Transporter Info Peptide transporter 2 Substrate [3]
References
1 Cefixime was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019)
2 Flavonoids with epidermal growth factor-receptor tyrosine kinase inhibitory activity stimulate PEPT1-mediated cefixime uptake into human intestinal epithelial cells. J Pharmacol Exp Ther. 2001 Oct;299(1):351-7.
3 Transport characteristics of a novel peptide transporter 1 substrate, antihypotensive drug midodrine, and its amino acid derivatives. J Pharmacol Exp Ther. 2006 Jul;318(1):455-60.

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