Cefepime

Details

• Internal ID: 0633658c-9018-41ea-9a85-781b4cc6a6f5
• Taxonomy: Organoheterocyclic compounds > Lactams > Beta lactams > Cephalosporins > 3-quaternary ammonium cephalosporins
• IUPAC Name: (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[(1-methylpyrrolidin-1-ium-1-yl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• SMILES (Canonical): C[N+]1(CCCC1)CC2=C(N3C(C(C3=O)NC(=O)C(=NOC)C4=CSC(=N4)N)SC2)C(=O)[O-]
• SMILES (Isomeric): C[N+]1(CCCC1)CC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)/C(=N\OC)/C4=CSC(=N4)N)SC2)C(=O)[O-]
• 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
• InChI Key: HVFLCNVBZFFHBT-ZKDACBOMSA-N
• Popularity: 7,665 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄N₆O₅S₂
• Molecular Weight: 480.60 g/mol
• Exact Mass: 480.12496023 g/mol
• Topological Polar Surface Area (TPSA): 204.00 Ų
• XlogP: -0.10

Synonyms

• Maxipime
• Cefepima
• 88040-23-7
• Cefepimum
• Cefepimum [Latin]
• Cefepima [Spanish]
• CFPM
• BMY-28142
• UNII-807PW4VQE3
• 807PW4VQE3
• (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[(1-methylpyrrolidin-1-ium-1-yl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• VNRX-5022
• J01DE01
• CHEBI:478164
• 1-(((6R,7R)-7-(2-(2-Amino-4-thiazolyl)glyoxylamido)-2-carboxy-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)methyl)-1-methylpyrrolidinium hydroxide, inner salt, 7(sup 2)-(Z)-(O-methyloxime)
• DTXSID70873208
• Cefepimum (Latin)
• BMY 28142
• Renapime
• (6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-[(1-methylpyrrolidinium-1-yl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• cefepim
• 7beta-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-[(1-methylpyrrolidinium-1-yl)methyl]-3,4-didehydrocepham-4-carboxylate
• Cefepime (USAN/INN)
• Cefepime [USAN:INN:BAN]
• (6R,7R)-7-(((2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl)amino)-3-((1-methylpyrrolidinium-1-yl)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate
• 7beta-((2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido)-3-((1-methylpyrrolidinium-1-yl)methyl)-3,4-didehydrocepham-4-carboxylate
• Cefepime, Antibiotic for Culture Media Use Only
• CEFEPIME [USAN]
• CEFEPIME [INN]
• CEFEPIME [MI]
• CEFEPIME [VANDF]
• CEFEPIME [WHO-DD]
• CHEMBL186
• SCHEMBL65720
• Pyrrolidinium, 1-((7-(((2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-2-carboxy-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)methyl)-1-methyl-, hydroxide, inner salt, (6R-(6alpha,7beta(Z)))-
• DTXCID20820707
• J01DA24
• BCPP000292
• HMS2089M18
• HY-B0692
• BDBM50350470
• AKOS015850865
• AKOS016014147
• BCP9000504
• DB01413
• AS-76125
• CS-0009590
• C-2468
• C08111
• D02376
• AB01275446-01
• Q27294816
• 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
• PYRROLIDINIUM, 1-((7-(((2-AMINO-4-THIAZOLYL)(METHOXYIMINO)ACETYL)AMINO)-2-CARBOXY-8-OXO-5-THIA-1-AZABICYCLO(4.2.0)OCT-2-EN-3-YL)METHYL)-1-METHYL-, HYDROXIDE, INNER SALT, (6R-(6.ALPHA.,7.BETA.(Z)))-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.85%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.51%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.07%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.20%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.83%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.49%	98.95%
CHEMBL4072	P07858	Cathepsin B	84.78%	93.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.88%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.64%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.60%	93.03%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.50%	96.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.31%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.07%	91.11%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	81.00%	87.67%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.58%	93.10%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.04%	93.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5479537
• LOTUS: LTS0216140
• wikiData: Q2552927