General Information of the Compound
Compound ID
CP0039119
Compound Name
(4-amino-1-methyl-butyl)-(6-methoxy-8-quinolyl)amine;phosphoric acid
    Show/Hide
Synonyms
(+)-N4-(6-Methoxy-8-quinolinyl)-1,4-pentanediamine
(+)-Primaquine
(+/-)-Primaquine
(-)-N4-(6-Methoxy-8-quinolinyl)-1,4-pentanediamine
(-)-Primaquine
1,4-Pentanediamine, N4-(6-methoxy-8-quinolinyl)-(9CI)
4-N-(6-methoxyquinolin-8-yl)pentane-1,4-diamine
6-Methoxy-8-(4-amino-1-methylbutylamino)quinoline
6-Methoxy-8-[(4-amino-1-methylbutyl)amino]quinoline
6-Methoxy-8-[4-amino-1-methylbutylamino]quinoline
8-((4-Amino-1-methylbutyl)amino)-6-methoxyquinoline
8-(4-Amino-1-m
8-(4-Amino-1-methylbutylamino)-6-methoxyquinoline
8-[(4-Amino-1-methylbutyl)amino]-6-methoxyquinoline
Dl-Primaquine
Ethylbutylamino)-6-methoxyquinoline
Kanaprim
Kanaprim (TN)
N(4)-(6-methoxyquinolin-8-yl)pentane-1,4-diamine
N-(5-aminopentan-2-yl)-6-methoxyquinolin-8-amine
N4-(6-Methoxy-8-quinolinyl)-1,4-pentanediamine
Neo-Quipenyl
N~4~-[6-(methyloxy)quinolin-8-yl]pentane-1,4-diamine
Primachin
Primachina
Primachina [DCIT]
Primachinum
Primaquin
Primaquina
Primaquina [INN-Spanish]
Primaquine
Primaquine (INN)
Primaquine Bis-Phosphoric Acid
Primaquine [INN:BAN]
Primaquinum
Primaquinum [INN-Latin]
Quinoline, 8-(4-amino-1-methylbutylamino)-6-methoxy
Quinoline, 8-[(4-amino-1-methylbutyl)amino]-6-methoxy-(6CI,8CI)
S. N. 13272
SN 13,272
SN 13272
TG1-296
TG1-297
WR 2975
    Show/Hide
Structure
Formula
C15H21N3O
Molecular Weight
259.353
Canonical SMILES
COc1cc(NC(C)CCCN)c2ncccc2c1
    Show/Hide
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
    Show/Hide
InChIKey
INDBQLZJXZLFIT-UHFFFAOYSA-N
CAS
90-34-6
Physicochemical Property
logP
2.7827
Rotatable Bonds
6
Heavy Atom Count
19
Polar Areas
60.17
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Complexity
19

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

    Show/Hide
Click to Show/Hide the External Link(s) of This Compound
PubChem ID
CID: 4908
SID: 14798934
ChEMBL ID
CHEMBL506
DrugBank ID
DB01087
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT04542, Bile salt export pump
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
IC50 = 32700 nM
   TI
   LI
   LO
   TS
Protein ID: PT01002, Cytochrome P450 1A2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000023 BTI-Tn-5B1-4 Trichoplusia ni (Cabbage looper)  1
1
IC50 = 182.4 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Primaquine )
Drug Name Primaquine
Company Sanofi-Aventis
Indication
Malaria
Approved