Ketcher 04151617002D 1   1.00000     0.00000     0

 27 30  0     1  0            999 V2000
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    8.2623   -5.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.9943   -6.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9322   -7.2289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0662   -3.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0     0  0
  2  3  2  0     0  0
  3  4  1  0     0  0
  4  5  2  0     0  0
  5  6  1  0     0  0
  6  1  2  0     0  0
  1  7  1  0     0  0
  5  8  1  0     0  0
  2  9  1  0     0  0
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 11 16  1  0     0  0
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 18 19  1  0     0  0
 14 20  1  0     0  0
 20 21  1  0     0  0
 13 22  1  0     0  0
 22 23  1  0     0  0
 18 24  1  0     0  0
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 25 26  1  0     0  0
 24 26  1  0     0  0
 11 12  2  0     0  0
 12 19  1  0     0  0
 18 27  1  6     0  0
M  END
> <ID>
CHEBI:131753

> <NAME>
(S)-iclaprim

> <DEFINITION>
A 5-[(2-cyclopropyl-7,8-dimethoxy-2H-chromen-5-yl)methyl]pyrimidine-2,4-diamine in which the chiral centre has S configuration.

> <STAR>
3

> <SYNONYM>
AR-102; AR 102

> <IUPAC_NAME>
5-{[(2S)-2-cyclopropyl-7,8-dimethoxy-2H-chromen-5-yl]methyl}pyrimidine-2,4-diamine

> <FORMULA>
C19H22N4O3

> <MASS>
354.404

> <MONOISOTOPIC_MASS>
354.16919

> <CHARGE>
0

> <SMILES>
C=1(C(=CN=C(N1)N)CC=2C=3C=C[C@@](OC3C(=C(C2)OC)OC)(C4CC4)[H])N

> <INCHI>
InChI=1S/C19H22N4O3/c1-24-15-8-11(7-12-9-22-19(21)23-18(12)20)13-5-6-14(10-3-4-10)26-16(13)17(15)25-2/h5-6,8-10,14H,3-4,7H2,1-2H3,(H4,20,21,22,23)/t14-/m1/s1

> <INCHIKEY>
HWJPWWYTGBZDEG-CQSZACIVSA-N

> <REAXYS_REGISTRY_NUMBER>
20535807

> <PUBMED_CITATION>
19622858

$$$$