Marvin  04101210432D          

 24 26  0  0  0  0            999 V2000
    5.4191   -3.1103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4088   -3.9317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1370   -2.7099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7116   -2.6893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1129   -4.3529    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6874   -4.3391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8411   -3.1310    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1093   -1.8850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9487   -3.0896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8308   -3.9525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9799   -3.9180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5625   -2.7306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2827   -2.6651    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.5384   -4.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2585   -4.3183    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.5695   -1.9057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2666   -3.1551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6062   -2.2302    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7797   -1.9782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7304   -3.4382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2907   -1.5053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8583   -1.4846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9879   -2.7548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0017   -1.9264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  2  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  0  0  0  0
  6 11  2  0  0  0  0
  7 12  1  0  0  0  0
  9 13  1  0  0  0  0
 10 14  1  0  0  0  0
 11 15  1  0  0  0  0
 12 16  1  0  0  0  0
 12 17  2  0  0  0  0
 13 18  1  0  0  0  0
 13 19  2  0  0  0  0
 13 20  2  0  0  0  0
 16 21  2  0  0  0  0
 16 22  1  0  0  0  0
 17 23  1  0  0  0  0
 21 24  1  0  0  0  0
  7 10  1  0  0  0  0
  9 11  1  0  0  0  0
 23 24  2  0  0  0  0
M  END
> <ID>
CHEBI:64354

> <NAME>
metolazone

> <DEFINITION>
A quinazoline that consists of 1,2,3,4-tetrahydroquinazolin-4-one bearing additional methyl, 2-tolyl, sulfamyl and chloro substituents at positions 2, 3, 6 and 7 respectively. A quinazoline diuretic, with properties similar to thiazide diuretics.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:6903

> <SYNONYM>
7-Chloro-1,2,3,4-tetrahydro-2-methyl-4-oxo-3-o-tolyl-6-quinazolinesulfonamide; 7-Chloro-1,2,3,4-tetrahydro-2-methyl-3-(2-methylphenyl)-4-oxo-6-quinazolinesulfonamide; 2-Methyl-3-o-tolyl-6-sulfamyl-7-chloro-1,2,3,4-tetrahydro-4-quinazolinone

> <IUPAC_NAME>
7-chloro-2-methyl-3-(2-methylphenyl)-4-oxo-1,2,3,4-tetrahydroquinazoline-6-sulfonamide

> <INN>
metolazonum; metolazone; metolazona

> <BRAND_NAME>
Zaroxolyn

> <FORMULA>
C16H16ClN3O3S

> <MASS>
365.83500

> <MONOISOTOPIC_MASS>
365.06009

> <CHARGE>
0

> <SMILES>
CC1Nc2cc(Cl)c(cc2C(=O)N1c1ccccc1C)S(N)(=O)=O

> <INCHI>
InChI=1S/C16H16ClN3O3S/c1-9-5-3-4-6-14(9)20-10(2)19-13-8-12(17)15(24(18,22)23)7-11(13)16(20)21/h3-8,10,19H,1-2H3,(H2,18,22,23)

> <INCHIKEY>
AQCHWTWZEMGIFD-UHFFFAOYSA-N

> <CAS_REGISTRY_NUMBER>
17560-51-9

> <REAXYS_REGISTRY_NUMBER>
965506

> <CHEMIDPLUS>
17560-51-9

> <DRUGBANK_ACCESSION>
DB00524

> <KEGG_DRUG_ACCESSION>
D00431

> <LINCS_ACCESSION>
LSM-1680

> <NIST_CHEMISTRY_WEBBOOK>
17560-51-9

> <WIKIPEDIA_ACCESSION>
Metolazone

> <PUBMED_CITATION>
12671341; 15095363; 1593359; 16189620; 16538931; 16717105; 16908225; 1886511; 1928234; 1946137; 2071258; 21387350; 21886902; 8199745; 8205244; 8870895; 9089428

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