Marvin  12071014482D          

 21 22  0  0  1  0            999 V2000
    8.2105  -13.1304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0591  -13.1304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9748  -13.9318    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2948  -13.9083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6348  -14.4033    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.7391  -12.4940    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5070  -12.4233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9348  -11.0090    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9141  -11.0797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7091  -11.7397    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.3320  -12.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5341  -11.7397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9141  -12.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1398  -11.7633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3320  -11.0090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7391  -11.0797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5134  -11.7868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7626  -11.0133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1788  -10.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1715  -11.7298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5876  -11.0133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  2  0  0  0  0
  6  1  1  0  0  0  0
  4  2  2  0  0  0  0
  7  2  1  0  0  0  0
  5  3  1  0  0  0  0
  5  4  1  0  0  0  0
 13  6  1  0  0  0  0
 14  6  1  0  0  0  0
 11  7  1  0  0  0  0
 12  8  1  0  0  0  0
 16  9  1  0  0  0  0
 17  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 10  1  0  0  0  0
 10 15  1  1  0  0  0
 17 13  1  0  0  0  0
 16 14  1  0  0  0  0
  8 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 18 21  1  0  0  0  0
M  END
> <ID>
CHEBI:9599

> <NAME>
(S)-timolol (anhydrous)

> <DEFINITION>
The (S)-(−) (more active) enantiomer of timolol. A beta-adrenergic antagonist, both the hemihydrate and the maleate salt are used in the mangement of glaucoma, hypertension, angina pectoris and myocardial infarction, and for the prevention of migraine.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:108531; CHEBI:108311

> <SYNONYM>
Timolol; S-(-)-3-(3-tert-butylamino-2-hydroxypropoxy)-4-morpholino-1,2,5-thiadiazole; 1-(tert-butylamino)-3-[4-(1,4-oxazinan-4-yl)-1,2,5-thiadiazol-3-yloxy]-(2S)-propan-2-ol; (S)-timolol; (S)-1-tert-Butylamino-3-(4-morpholin-4-yl-[1,2,5]thiadiazol-3-yloxy)-propan-2-ol; (S)-1-(tert-butylamino)-3-((4-morpholino-1,2,5-thiadiazol-3-yl)oxy)propan-2-ol; (S)-1-(1,1-(dimethylethyl)amino)-3-((4-(4-morpholinyl)-1,2,5-thiadiazol-3-yl)oxy)-2-propanol; (2S)-1-((1,1-dimethylethyl)amino)-3-((4-(4-morpholinyl)-1,2,5-thiadiazol-3-yl)oxy)-2-propanol; (-)-3-morpholino-4-(3-tert-butylamino-2-hydroxypropoxy)-1,2,5-thiadiazole

> <IUPAC_NAME>
(2S)-1-(tert-butylamino)-3-[(4-morpholin-4-yl-1,2,5-thiadiazol-3-yl)oxy]propan-2-ol

> <FORMULA>
C13H24N4O3S

> <MASS>
316.42000

> <MONOISOTOPIC_MASS>
316.15691

> <CHARGE>
0

> <SMILES>
CC(C)(C)NC[C@H](O)COc1nsnc1N1CCOCC1

> <INCHI>
InChI=1S/C13H24N4O3S/c1-13(2,3)14-8-10(18)9-20-12-11(15-21-16-12)17-4-6-19-7-5-17/h10,14,18H,4-9H2,1-3H3/t10-/m0/s1

> <INCHIKEY>
BLJRIMJGRPQVNF-JTQLQIEISA-N

> <CAS_REGISTRY_NUMBER>
26839-75-8

> <REAXYS_REGISTRY_NUMBER>
1084707

> <CHEMIDPLUS>
26839-75-8

> <DRUGBANK_ACCESSION>
DB00373

> <KEGG_COMPOUND_ACCESSION>
C07141

> <KEGG_DRUG_ACCESSION>
D08600

> <LINCS_ACCESSION>
LSM-2176

> <PDBECHEM_ACCESSION>
TIM

> <WIKIPEDIA_ACCESSION>
Timolol

> <PUBMED_CITATION>
10891117; 11300874; 11728183; 11784135; 14971904; 15027870; 15857133; 1635066; 2002467; 2579237; 2872332; 2892933; 2903243; 6094812; 6109024; 6113285; 6126588; 6134834; 8568799; 9288160

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