U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C22H21N8O8PS4
Molecular Weight 684.685
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of CEFTAROLINE FOSAMIL

SMILES

[H][C@]12SCC(SC3=NC(=CS3)C4=CC=[N+](C)C=C4)=C(N1C(=O)[C@H]2NC(=O)C(=N/OCC)\C5=NSC(NP(O)([O-])=O)=N5)C(O)=O

InChI

InChIKey=ZCCUWMICIWSJIX-NQJJCJBVSA-N
InChI=1S/C22H21N8O8PS4/c1-3-38-26-13(16-25-21(43-28-16)27-39(35,36)37)17(31)24-14-18(32)30-15(20(33)34)12(9-40-19(14)30)42-22-23-11(8-41-22)10-4-6-29(2)7-5-10/h4-8,14,19H,3,9H2,1-2H3,(H4-,24,25,27,28,31,33,34,35,36,37)/b26-13-/t14-,19-/m1/s1

HIDE SMILES / InChI

Molecular Formula C22H21N8O8PS4
Molecular Weight 684.685
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 1
Optical Activity UNSPECIFIED

Approval Year

Substance Class Chemical
Created
by admin
on Fri Dec 15 15:58:52 UTC 2023
Edited
by admin
on Fri Dec 15 15:58:52 UTC 2023
Record UNII
7P6FQA5D21
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CEFTAROLINE FOSAMIL
DASH   INN   MI   ORANGE BOOK   USAN   VANDF   WHO-DD  
USAN   INN  
Official Name English
TEFLARO
Brand Name English
ceftaroline fosamil [INN]
Common Name English
Ceftaroline fosamil [WHO-DD]
Common Name English
CEFTAROLINE FOSAMIL ANHYDROUS
Common Name English
CEFTAROLINE FOSAMIL [ORANGE BOOK]
Common Name English
PYRIDINIUM, 4-(2-(((6R,7R)-2-CARBOXY-7-(((2Z)-2-(ETHOXYIMINO)-1-OXO-2-(5-(PHOSPHONOAMINO)-1,2,4-THIADIAZOL-3-YL)ETHYL)AMINO)-8-OXO-5-THIA-1-AZABICYCLO(4.2.0)OCT-2-EN-3-YL)THIO)-4-THIAZOLYL)-1-METHYL-, INNER SALT
Common Name English
CEFTAROLINE FOSAMIL [USAN]
Common Name English
CEFTAROLINE FOSAMIL [MI]
Common Name English
CEFTAROLINE FOSAMIL [VANDF]
Common Name English
TAK599
Code English
TAK-599
Code English
(6R,7R)-7-(((2Z)-(ETHOXYIMINO)(5-(PHOSPHONOAMINO)-1,2,4-THIADIAZOL-3- YL)ACETYL)AMINO)-3-((4-(1-METHYLPYRIDINIUM-4-YL)THIAZOL-2-YL)SULFANYL)-8-OXO-5-THIA-1- AZABICYCLO(4.2.0)OCT-2-EN-2-CARBOXYLATE
Common Name English
PPI-0903
Code English
Classification Tree Code System Code
WHO-ATC J01DI02
Created by admin on Fri Dec 15 15:58:52 UTC 2023 , Edited by admin on Fri Dec 15 15:58:52 UTC 2023
NCI_THESAURUS C357
Created by admin on Fri Dec 15 15:58:52 UTC 2023 , Edited by admin on Fri Dec 15 15:58:52 UTC 2023
EMA ASSESSMENT REPORTS ZINFORO (AUTHORIZED PNEUMONIA, COMMONLY AQUIRED INFECTIONS)
Created by admin on Fri Dec 15 15:58:52 UTC 2023 , Edited by admin on Fri Dec 15 15:58:52 UTC 2023
WHO-VATC QJ01DI02
Created by admin on Fri Dec 15 15:58:52 UTC 2023 , Edited by admin on Fri Dec 15 15:58:52 UTC 2023
Code System Code Type Description
SMS_ID
100000124156
Created by admin on Fri Dec 15 15:58:52 UTC 2023 , Edited by admin on Fri Dec 15 15:58:52 UTC 2023
PRIMARY
ChEMBL
CHEMBL501122
Created by admin on Fri Dec 15 15:58:52 UTC 2023 , Edited by admin on Fri Dec 15 15:58:52 UTC 2023
PRIMARY
DRUG CENTRAL
4169
Created by admin on Fri Dec 15 15:58:52 UTC 2023 , Edited by admin on Fri Dec 15 15:58:52 UTC 2023
PRIMARY
DAILYMED
7P6FQA5D21
Created by admin on Fri Dec 15 15:58:52 UTC 2023 , Edited by admin on Fri Dec 15 15:58:52 UTC 2023
PRIMARY
DRUG BANK
DB06590
Created by admin on Fri Dec 15 15:58:52 UTC 2023 , Edited by admin on Fri Dec 15 15:58:52 UTC 2023
PRIMARY
NCI_THESAURUS
C81034
Created by admin on Fri Dec 15 15:58:52 UTC 2023 , Edited by admin on Fri Dec 15 15:58:52 UTC 2023
PRIMARY
CAS
229016-73-3
Created by admin on Fri Dec 15 15:58:52 UTC 2023 , Edited by admin on Fri Dec 15 15:58:52 UTC 2023
PRIMARY
PUBCHEM
9852981
Created by admin on Fri Dec 15 15:58:52 UTC 2023 , Edited by admin on Fri Dec 15 15:58:52 UTC 2023
PRIMARY
EPA CompTox
DTXSID60177444
Created by admin on Fri Dec 15 15:58:52 UTC 2023 , Edited by admin on Fri Dec 15 15:58:52 UTC 2023
PRIMARY
EVMPD
SUB31648
Created by admin on Fri Dec 15 15:58:52 UTC 2023 , Edited by admin on Fri Dec 15 15:58:52 UTC 2023
PRIMARY
CHEBI
70714
Created by admin on Fri Dec 15 15:58:52 UTC 2023 , Edited by admin on Fri Dec 15 15:58:52 UTC 2023
PRIMARY
FDA UNII
7P6FQA5D21
Created by admin on Fri Dec 15 15:58:52 UTC 2023 , Edited by admin on Fri Dec 15 15:58:52 UTC 2023
PRIMARY
RXCUI
1040004
Created by admin on Fri Dec 15 15:58:52 UTC 2023 , Edited by admin on Fri Dec 15 15:58:52 UTC 2023
PRIMARY RxNorm
WIKIPEDIA
CEFTAROLINE FOSAMIL
Created by admin on Fri Dec 15 15:58:52 UTC 2023 , Edited by admin on Fri Dec 15 15:58:52 UTC 2023
PRIMARY
CHEBI
70718
Created by admin on Fri Dec 15 15:58:52 UTC 2023 , Edited by admin on Fri Dec 15 15:58:52 UTC 2023
PRIMARY
USAN
SS-47
Created by admin on Fri Dec 15 15:58:52 UTC 2023 , Edited by admin on Fri Dec 15 15:58:52 UTC 2023
PRIMARY
MERCK INDEX
m3217
Created by admin on Fri Dec 15 15:58:52 UTC 2023 , Edited by admin on Fri Dec 15 15:58:52 UTC 2023
PRIMARY Merck Index
INN
8827
Created by admin on Fri Dec 15 15:58:52 UTC 2023 , Edited by admin on Fri Dec 15 15:58:52 UTC 2023
PRIMARY
Related Record Type Details
EXCRETED UNCHANGED
URINE
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
EXCRETED UNCHANGED
Approximately 64.3% of the dose was recovered in urine as unchanged ceftaroline in healthy young adult males (n=6) following single 1-hour IV infusion of [14C] ceftaroline fosamil 600 mg.
URINE
Related Record Type Details
METABOLITE INACTIVE -> PARENT
METABOLITE ACTIVE -> PRODRUG
Related Record Type Details
ACTIVE MOIETY