Marvin  11131217402D          

 28 30  0  0  0  0            999 V2000
   28.0605  -17.0405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9087  -16.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7568  -17.0405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7568  -18.3705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9087  -19.0355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0605  -18.3705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6050  -19.0355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.6050  -20.3655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7568  -21.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7568  -22.3605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6050  -23.0255    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4532  -22.3605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4532  -21.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9086  -23.0255    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0605  -22.3605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2123  -23.0255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3641  -22.3605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3641  -21.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2123  -20.3655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0605  -21.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9087  -20.3655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5159  -20.3655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6677  -19.7005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.2123  -16.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3641  -17.0405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5159  -16.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6677  -15.7105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.6050  -16.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  8 13  2  0  0  0  0
 10 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 15 20  2  0  0  0  0
  5 21  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  3  0  0  0  0
  1 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  3  0  0  0  0
  3 28  1  0  0  0  0
M  END
> <ID>
CHEBI:68606

> <NAME>
rilpivirine

> <DEFINITION>
An aminopyrimidine that is pyrimidine-2,4-diamine in which the amino groups at positions 2 and 4 are substituted by 4-cyanophenyl and 4-[(E)-2-cyanovinyl]-2,6-dimethylphenyl groups respectively. Used for treatment of HIV.

> <STAR>
3

> <SYNONYM>
TMC278; TMC 278; 4-{[4-({4-[(E)-2-cyanovinyl]-2,6-dimethylphenyl}amino)pyrimidin-2-yl]amino}benzonitrile

> <IUPAC_NAME>
4-{[4-({4-[(E)-2-cyanoethenyl]-2,6-dimethylphenyl}amino)pyrimidin-2-yl]amino}benzonitrile

> <INN>
rilpivirine

> <FORMULA>
C22H18N6

> <MASS>
366.41850

> <MONOISOTOPIC_MASS>
366.15929

> <CHARGE>
0

> <SMILES>
Cc1cc(\C=C\C#N)cc(C)c1Nc1ccnc(Nc2ccc(cc2)C#N)n1

> <INCHI>
InChI=1S/C22H18N6/c1-15-12-18(4-3-10-23)13-16(2)21(15)27-20-9-11-25-22(28-20)26-19-7-5-17(14-24)6-8-19/h3-9,11-13H,1-2H3,(H2,25,26,27,28)/b4-3+

> <INCHIKEY>
YIBOMRUWOWDFLG-ONEGZZNKSA-N

> <CAS_REGISTRY_NUMBER>
500287-72-9

> <REAXYS_REGISTRY_NUMBER>
9952270

> <CHEMIDPLUS>
500287-72-9

> <DRUGBANK_ACCESSION>
DB08864

> <KEGG_DRUG_ACCESSION>
D09720

> <PDBECHEM_ACCESSION>
T27

> <WIKIPEDIA_ACCESSION>
Rilpivirine

> <PUBMED_CITATION>
15771441; 15771449; 19048650; 19249947; 19328850; 19548857; 19678794; 20160045; 20438081; 21308448; 21373646; 21763920; 21763935; 21763936; 21860365; 21902621; 21997204; 22024527; 22067667; 22096405; 22209291; 22257626; 22293086; 22343174; 22356290; 22406117; 22430974; 22504027; 22519768; 22555080; 22567823; 22570576; 22664973; 22729755; 22842995; 22878339; 22921088; 22951490; 22955279; 25017682

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