Mrv1718002181814392D          

 38 43  0  0  0  0            999 V2000
    1.4289    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144   -4.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144   -3.5062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    3.9187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578    4.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8578   -2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578    5.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144   -1.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578    1.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144   -1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578    2.6812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.6812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -4.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    5.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.7437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -3.0937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.5062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.9187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -5.5687    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144    5.5687    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.8578   -3.0937    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    5.5687    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144   -1.0312    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.4437    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144   -1.8562    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.0937    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214   -2.0277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  2  0  0  0  0
  5  3  2  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  1  1  0  0  0  0
 11  1  1  0  0  0  0
 16 12  1  0  0  0  0
 17 13  1  0  0  0  0
 18 14  1  0  0  0  0
 19 15  1  0  0  0  0
 22  2  1  0  0  0  0
 22 20  2  0  0  0  0
 23  3  1  0  0  0  0
 23 21  2  0  0  0  0
 24  4  1  0  0  0  0
 25  5  1  0  0  0  0
 26 20  1  0  0  0  0
 26 24  2  0  0  0  0
 27 21  1  0  0  0  0
 27 25  2  0  0  0  0
 28  6  2  0  0  0  0
 28 24  1  0  0  0  0
 29  7  2  0  0  0  0
 29 25  1  0  0  0  0
 30 22  1  0  0  0  0
 31 23  1  0  0  0  0
 32  8  2  0  0  0  0
 32 26  1  0  0  0  0
 33  9  2  0  0  0  0
 33 27  1  0  0  0  0
 34 10  1  0  0  0  0
 34 12  1  0  0  0  0
 34 13  1  0  0  0  0
 35 11  1  0  0  0  0
 35 14  1  0  0  0  0
 35 15  1  0  0  0  0
 36 16  1  0  0  0  0
 36 17  1  0  0  0  0
 36 28  1  0  0  0  0
 37 18  1  0  0  0  0
 37 19  1  0  0  0  0
 37 29  1  0  0  0  0
 13 38  1  0  0  0  0
M  END
> <DATABASE_ID>
DBMET01946

> <DATABASE_NAME>
drugbank

> <SMILES>
OC1CN(CCN1CCCN1CCN(CC1)C1=CC=NC2=C1C=CC(Cl)=C2)C1=CC=NC2=C1C=CC(Cl)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C29H32Cl2N6O/c30-21-2-4-23-25(18-21)32-8-6-27(23)35-14-12-34(13-15-35)10-1-11-36-16-17-37(20-29(36)38)28-7-9-33-26-19-22(31)3-5-24(26)28/h2-9,18-19,29,38H,1,10-17,20H2

> <INCHI_KEY>
ORNJXSATIRFWHH-UHFFFAOYSA-N

> <FORMULA>
C29H32Cl2N6O

> <MOLECULAR_WEIGHT>
551.52

> <EXACT_MASS>
550.2014651

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
60.23912491094518

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-(7-chloroquinolin-4-yl)-1-{3-[4-(7-chloroquinolin-4-yl)piperazin-1-yl]propyl}piperazin-2-ol

> <ALOGPS_LOGP>
4.71

> <JCHEM_LOGP>
4.904428024666667

> <ALOGPS_LOGS>
-4.13

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.208606142402818

> <JCHEM_PKA_STRONGEST_BASIC>
8.110335938405395

> <JCHEM_POLAR_SURFACE_AREA>
58.97000000000001

> <JCHEM_REFRACTIVITY>
154.45189999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.08e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(7-chloroquinolin-4-yl)-1-{3-[4-(7-chloroquinolin-4-yl)piperazin-1-yl]propyl}piperazin-2-ol

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DBMET01946

> <NAME>
M3 (piperaquine)

$$$$