7-n-Octyloxy-2-benzyl-9-n-butyl-1-methyl-beta-carbolinium bromide

ID: ALA2314896

PubChem CID: 71575373

Max Phase: Preclinical

Molecular Formula: C31H41BrN2O

Molecular Weight: 457.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCOc1ccc2c3cc[n+](Cc4ccccc4)c(C)c3n(CCCC)c2c1.[Br-]

Standard InChI:  InChI=1S/C31H41N2O.BrH/c1-4-6-8-9-10-14-22-34-27-17-18-28-29-19-21-32(24-26-15-12-11-13-16-26)25(3)31(29)33(20-7-5-2)30(28)23-27;/h11-13,15-19,21,23H,4-10,14,20,22,24H2,1-3H3;1H/q+1;/p-1

Standard InChI Key:  JINYFAIHLNINNZ-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 35 37  0  0  0  0  0  0  0  0999 V2000
   15.2873  -21.7835    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   19.3963  -23.7027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7307  -22.9554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2465  -22.2921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4361  -22.3803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1058  -23.1276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3244  -23.3781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6195  -22.9695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9104  -23.3781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9104  -24.1953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6195  -24.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3244  -24.1953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1058  -24.4493    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5818  -23.7867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8765  -24.3618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5009  -25.1639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3172  -25.1783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2013  -24.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4963  -24.1953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4963  -23.3781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7886  -22.9695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7133  -25.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5304  -25.9073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5474  -22.9363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9726  -23.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5768  -24.3485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0013  -25.0459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8192  -25.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2106  -24.3049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7839  -23.6104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7886  -22.1523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0809  -21.7438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3732  -22.1523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6655  -21.7438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9578  -22.1523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  7 12  2  0
 12 13  1  0
 13 14  1  0
  6 14  2  0
  2 14  1  0
  2 15  1  0
 16 17  1  0
 13 16  1  0
 19 20  1  0
 18 19  1  0
 10 18  1  0
 20 21  1  0
 17 22  1  0
 22 23  1  0
  3 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
 21 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
M  CHG  2   1  -1   3   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: 457.68

Molecular Weight (Monoisotopic): 457.3213

AlogP: 7.98

#Rotatable Bonds: 13

Polar Surface Area: 18.04

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.81

CX LogD: 3.81

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.15

Np Likeness Score: -0.16

References

1. Cao R, Fan W, Guo L, Ma Q, Zhang G, Li J, Chen X, Ren Z, Qiu L..  (2013)  Synthesis and structure-activity relationships of harmine derivatives as potential antitumor agents.,  60  [PMID:23291116] [10.1016/j.ejmech.2012.11.045]

Source

Source(1):

• Scientific Literature