13-Ethyl-2,3,9,10-tetramethoxy-5,6-dihydro-isoquino[3,2-a]isoquinoliny lium chloride

ID: ALA2270079

PubChem CID: 10273350

Max Phase: Preclinical

Molecular Formula: C23H26ClNO4

Molecular Weight: 380.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1c2[n+](cc3c(OC)c(OC)ccc13)CCc1cc(OC)c(OC)cc1-2.[Cl-]

Standard InChI:  InChI=1S/C23H26NO4.ClH/c1-6-15-16-7-8-19(25-2)23(28-5)18(16)13-24-10-9-14-11-20(26-3)21(27-4)12-17(14)22(15)24;/h7-8,11-13H,6,9-10H2,1-5H3;1H/q+1;/p-1

Standard InChI Key:  RQXVRBVBRSSXQT-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
    1.5088  -12.6029    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2512  -13.2760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2495  -11.6319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5354  -12.0389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5304  -12.8674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8979  -12.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1781  -11.6194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9014  -12.8615    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1848  -13.2785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1877  -14.1029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6208  -13.2689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6219  -14.0996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9069  -14.5153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9103  -15.3403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6280  -15.7509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3437  -15.3302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3368  -14.5065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9575  -12.8653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9587  -12.0410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0443  -14.0911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7579  -14.4961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0576  -15.7347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0642  -16.5553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6657  -11.6302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6721  -13.2750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3804  -12.0401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6714  -14.0955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5227  -14.5155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2364  -14.1075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 18  2  1  0
  2  5  2  0
  4  3  2  0
  3 19  1  0
  4  5  1  0
  4  7  1  0
  5  9  1  0
  8  6  1  0
  6  7  1  0
  8  9  1  0
  8 11  2  0
  9 10  2  0
 10 13  1  0
 12 11  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 18 19  2  0
 17 20  1  0
 20 21  1  0
 16 22  1  0
 22 23  1  0
 19 24  1  0
 18 25  1  0
 24 26  1  0
 25 27  1  0
 10 28  1  0
 28 29  1  0
M  CHG  2   1  -1   8   1
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 380.46

Molecular Weight (Monoisotopic): 380.1856

AlogP: 3.95

#Rotatable Bonds: 5

Polar Surface Area: 40.80

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -0.26

CX LogD: -0.26

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.63

Np Likeness Score: 0.94

References

1. Iwasa K, Moriyasu M, Nader B..  (2000)  Fungicidal and herbicidal activities of berberine related alkaloids.,  64  (9): [PMID:11055412] [10.1271/bbb.64.1998]

Source

Source(1):

• Scientific Literature