Mrv0541 07161408252D          

 19 20  0  0  0  0            999 V2000
    5.5093   -1.2929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2078   -0.8814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5093   -2.1243    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7860   -0.8814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2078   -0.0540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9186   -1.2929    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7860   -0.0540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5093    0.3575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9426   -2.5484    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0627    0.3575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7943   -2.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9186    0.3575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6377   -0.8814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6617   -2.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3600   -0.0665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0834   -2.1243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7943   -3.3507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3767   -2.5484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6377   -0.0540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  1  2  0  0  0  0
  5  2  1  0  0  0  0
  6  2  2  0  0  0  0
  7  4  1  0  0  0  0
  8  7  2  0  0  0  0
  9 14  1  0  0  0  0
 10  7  1  0  0  0  0
 11  3  1  0  0  0  0
 12  5  2  0  0  0  0
 13  6  1  0  0  0  0
 14 18  1  0  0  0  0
 15 10  1  0  0  0  0
 16 11  1  0  0  0  0
 17 11  1  0  0  0  0
 18 16  1  0  0  0  0
 19 13  2  0  0  0  0
  5  8  1  0  0  0  0
 12 19  1  0  0  0  0
M  END
> <ID>
CHEBI:8405

> <NAME>
primaquine

> <DEFINITION>
An N-substituted diamine that is pentane-1,4-diamine substituted by a 6-methoxyquinolin-8-yl group at the N4 position. It is a drug used in the treatment of malaria and Pneumocystis pneumonia.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:110389

> <SYNONYM>
Primaquin; Primachinum; Primachin; Neo-Quipenyl; 8-(4-Amino-1-methylbutylamino)-6-methoxyquinoline; 8-((4-Amino-1-methylbutyl)amino)-6-methoxyquinoline; 6-Methoxy-8-(4-amino-1-methylbutylamino)quinoline

> <IUPAC_NAME>
N(4)-(6-methoxyquinolin-8-yl)pentane-1,4-diamine

> <INN>
primaquinum; primaquine; primaquina

> <FORMULA>
C15H21N3O

> <MASS>
259.34670

> <MONOISOTOPIC_MASS>
259.16846

> <CHARGE>
0

> <SMILES>
COc1cc(NC(C)CCCN)c2ncccc2c1

> <INCHI>
InChI=1S/C15H21N3O/c1-11(5-3-7-16)18-14-10-13(19-2)9-12-6-4-8-17-15(12)14/h4,6,8-11,18H,3,5,7,16H2,1-2H3

> <INCHIKEY>
INDBQLZJXZLFIT-UHFFFAOYSA-N

> <BEILSTEIN_REGISTRY_NUMBER>
19337

> <CAS_REGISTRY_NUMBER>
90-34-6

> <GMELIN_REGISTRY_NUMBER>
751542

> <REAXYS_REGISTRY_NUMBER>
19337

> <CHEMIDPLUS>
90-34-6

> <DRUGBANK_ACCESSION>
DB01087

> <KEGG_COMPOUND_ACCESSION>
C07627

> <KEGG_DRUG_ACCESSION>
D08420

> <LINCS_ACCESSION>
LSM-1649

> <NIST_CHEMISTRY_WEBBOOK>
90-34-6

> <WIKIPEDIA_ACCESSION>
Primaquine

> <PUBMED_CITATION>
10928454; 11303037; 12036132; 14917959; 15494911; 16537060; 17253504; 18930565; 19114311; 2210868; 28279180; 28289025; 8920977

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