Marvin  07140814382D          

 12 11  0  0  0  0            999 V2000
   -4.4105    0.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6961   -0.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9816    0.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5526    0.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8382   -0.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1250   -0.2500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2671   -0.2500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1237    0.1625    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0033    0.4645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3052   -0.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5908   -0.2500    0.0000 P   0  0  3  0  0  0  0  0  0  0  0  0
    0.1783   -0.9645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  7  1  0  0  0  0
  7  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  8  1  0  0  0  0
  8 11  1  0  0  0  0
 11  9  2  0  0  0  0
 11 10  1  0  0  0  0
 11 12  1  0  0  0  0
M  END
> <ID>
CHEBI:2636

> <NAME>
amifostine

> <DEFINITION>
An organic thiophosphate that is the S-phospho derivative of 2-[(3-aminopropyl)amino]ethanethiol. A prodrug for the free thiol, WR-1065, which is used as a cytoprotectant in cancer chemotherapy and radiotherapy.

> <STAR>
3

> <SYNONYM>
Amifostine

> <IUPAC_NAME>
S-{2-[(3-aminopropyl)amino]ethyl} dihydrogen thiophosphate

> <INN>
amifostinum; amifostine; amifostina

> <BRAND_NAME>
Ethyol

> <FORMULA>
C5H15N2O3PS

> <MASS>
214.22404

> <MONOISOTOPIC_MASS>
214.05410

> <CHARGE>
0

> <SMILES>
NCCCNCCSP(O)(O)=O

> <INCHI>
InChI=1S/C5H15N2O3PS/c6-2-1-3-7-4-5-12-11(8,9)10/h7H,1-6H2,(H2,8,9,10)

> <INCHIKEY>
JKOQGQFVAUAYPM-UHFFFAOYSA-N

> <BEILSTEIN_REGISTRY_NUMBER>
2088122

> <CAS_REGISTRY_NUMBER>
20537-88-6

> <REAXYS_REGISTRY_NUMBER>
2088122

> <CHEMIDPLUS>
20537-88-6

> <DRUGBANK_ACCESSION>
DB01143

> <KEGG_COMPOUND_ACCESSION>
C06819

> <LINCS_ACCESSION>
LSM-4721

> <WIKIPEDIA_ACCESSION>
Amifostine

> <PUBMED_CITATION>
10553165; 10942928; 11013273; 11201306; 11984063; 12005544; 12433814; 12499421; 12561384; 12751907; 14980067; 15380592; 15698860; 15875769; 16465691; 17602063; 18072151; 18549666; 19712749; 20334641; 21347716; 21646919; 22267539; 22402174; 22440042; 22456378; 22496587; 22643562; 22844290; 22878481; 22885239; 22989457; 23040218; 23052919; 23092832; 23401928; 8612469; 8683243

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