Mrv0541 11061316152D          

 31 34  0  0  0  0            999 V2000
    3.2808   -1.9965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6873   -2.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5123   -2.7212    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9307   -2.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5242   -1.2923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6992   -1.2855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2926   -0.5676    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9426   -0.5813    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7557   -2.0171    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7676   -0.5882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1860    0.1228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1741   -1.3060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0110    0.1160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5360    0.1366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2027   -3.3817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7902   -4.6513    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1228   -4.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3777   -3.3817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4577   -4.1663    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3158   -4.3379    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7638   -3.7248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0187   -2.9401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8257   -2.7686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7902   -5.4763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0757   -5.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3613   -5.4763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6468   -5.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6468   -6.7138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3613   -7.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0757   -6.7138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7902   -7.1263    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  2  0  0  0  0
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  4  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 11 13  1  0  0  0  0
  8 14  1  0  0  0  0
  2 15  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 15  1  0  0  0  0
 15 19  2  0  0  0  0
 16 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 24 16  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 25 30  2  0  0  0  0
 30 31  1  0  0  0  0
M  END
> <ID>
CHEBI:76018

> <NAME>
riociguat

> <DEFINITION>
A carbamate ester that is the methyl ester of {4,6-diamino-2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidin-5-yl}methylcarbamic acid. It is used for treatment of chronic thromboembolic pulmonary hypertension and pulmonary arterial hypertension

> <STAR>
3

> <SYNONYM>
Methyl N-(4,6-diamino-2-{1-((2-fluorophenyl)methyl)-1H-pyrazolo(3,4-b)pyridin-3-yl}pyrimidin-5-yl)-N-methylcarbamate; BAY 63-2521

> <IUPAC_NAME>
methyl {4,6-diamino-2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidin-5-yl}methylcarbamate

> <INN>
riociguatum; riociguat; riociguat; riociguat

> <BRAND_NAME>
Adempas

> <FORMULA>
C20H19FN8O2

> <MASS>
422.41570

> <MONOISOTOPIC_MASS>
422.16150

> <CHARGE>
0

> <SMILES>
COC(=O)N(C)c1c(N)nc(nc1N)-c1nn(Cc2ccccc2F)c2ncccc12

> <INCHI>
InChI=1S/C20H19FN8O2/c1-28(20(30)31-2)15-16(22)25-18(26-17(15)23)14-12-7-5-9-24-19(12)29(27-14)10-11-6-3-4-8-13(11)21/h3-9H,10H2,1-2H3,(H4,22,23,25,26)

> <INCHIKEY>
WXXSNCNJFUAIDG-UHFFFAOYSA-N

> <CAS_REGISTRY_NUMBER>
625115-55-1

> <REAXYS_REGISTRY_NUMBER>
12581953

> <CHEMIDPLUS>
625115-55-1

> <KEGG_DRUG_ACCESSION>
D09572

> <WIKIPEDIA_ACCESSION>
Riociguat

> <PUBMED_CENTRAL_CITATION>
PMC3363218

> <PUBMED_CITATION>
19129292; 20424448; 20801938; 20956169; 21391889; 21789188; 22719060; 22900035; 22912874; 22936711; 23204120; 23397304; 23775260; 23883377; 23883378; 23883383; 23939482; 23963798; 23978639; 23997048; 23997053; 24015306; 24092345

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