Ketcher 05091715022D 1   1.00000     0.00000     0

 18 19  0     0  0            999 V2000
    4.7510   -8.9341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2508   -7.3949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9418   -8.3462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2512   -7.3949    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5604   -8.3462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2163   -9.9345    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.5816   -6.6515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9633   -8.5542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6030   -6.8594    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7510   -9.9345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2938   -7.8109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3500  -10.4347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4836   -9.9345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8906   -5.7000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6174  -10.4347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0810  -10.4266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2131   -8.9321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2163  -10.9345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0     0  0
  5  1  1  0     0  0
 10  1  1  0     0  0
  3  2  2  0     0  0
  7  2  1  0     0  0
  4  2  1  0     0  0
  8  3  1  0     0  0
  5  4  2  0     0  0
 12  6  1  0     0  0
 14  7  1  0     0  0
  9  7  2  0     0  0
 11  8  2  0     0  0
 11  9  1  0     0  0
 15 10  1  0     0  0
 13 12  1  0     0  0
 15 13  1  0     0  0
  6 16  1  0     0  0
  6 17  2  0     0  0
  6 18  1  0     0  0
M  END
> <ID>
CHEBI:2469

> <NAME>
adefovir

> <DEFINITION>
A member of the class of phosphonic acids that is methylphosphonic acid in which one of the methyl hydrogens has been replaced by a 2-(6-amino-9H-purin-9-yl)ethoxy group. An inhibitor of HIV-1 reverse transcriptase, the bis(t-butoxycarbonyloxymethyl) ester (dipivoxil ester) prodrug is used to treat chronic hepatitis B viral infection.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:40188

> <SYNONYM>
PMEA; N-(2-Phosphonylmethoxyethyl)adenine; HSDB 8079; GS-0393; GS 393; GS 0393; DRG-0156; Adefovir; 9-(2-Phosphonylmethoxyethyl)adenine; 9-(2-Phosphonylmethoxyethyl)adenine; 9-(2-(Phosphonomethoxy)ethyl)adenine

> <IUPAC_NAME>
{[2-(6-amino-9H-purin-9-yl)ethoxy]methyl}phosphonic acid

> <FORMULA>
C8H12N5O4P

> <MASS>
273.186

> <MONOISOTOPIC_MASS>
273.06269

> <CHARGE>
0

> <SMILES>
N1(C2=C(C(N)=NC=N2)N=C1)CCOCP(O)(=O)O

> <INCHI>
InChI=1S/C8H12N5O4P/c9-7-6-8(11-3-10-7)13(4-12-6)1-2-17-5-18(14,15)16/h3-4H,1-2,5H2,(H2,9,10,11)(H2,14,15,16)

> <INCHIKEY>
SUPKOOSCJHTBAH-UHFFFAOYSA-N

> <BEILSTEIN_REGISTRY_NUMBER>
3561094

> <CAS_REGISTRY_NUMBER>
106941-25-7

> <REAXYS_REGISTRY_NUMBER>
3561094

> <CHEMIDPLUS>
106941-25-7

> <DRUGBANK_ACCESSION>
DB00718

> <KEGG_COMPOUND_ACCESSION>
C11277

> <KEGG_DRUG_ACCESSION>
D02768

> <PDBECHEM_ACCESSION>
5HG

> <WIKIPEDIA_ACCESSION>
Adefovir

> <PUBMED_CITATION>
10676990; 11796353; 14647052; 14978283; 15866657; 22976988; 24338503; 27079793; 27381944; 27649318; 27664568; 27698751; 27729626; 27746441; 27806120; 27858892; 27880997; 27977591; 28011962; 28079295; 28081595; 28123560; 28322924; 28397817; 28436380

$$$$