2-benzyl-7-((4-fluorobenzyl)oxy)-1-methyl-9-(3-phenylpropyl)-9H-pyrido[3,4-b]indol-2-ium bromide

ID: ALA5269742

Max Phase: Preclinical

Molecular Formula: C35H32BrFN2O

Molecular Weight: 515.65

Names and Identifiers

Canonical SMILES:  Cc1c2c(cc[n+]1Cc1ccccc1)c1ccc(OCc3ccc(F)cc3)cc1n2CCCc1ccccc1.[Br-]

Standard InChI:  InChI=1S/C35H32FN2O.BrH/c1-26-35-33(20-22-37(26)24-28-11-6-3-7-12-28)32-19-18-31(39-25-29-14-16-30(36)17-15-29)23-34(32)38(35)21-8-13-27-9-4-2-5-10-27;/h2-7,9-12,14-20,22-23H,8,13,21,24-25H2,1H3;1H/q+1;/p-1

Standard InChI Key:  VAEDWPRHZUZXDX-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 40 44  0  0  0  0  0  0  0  0999 V2000
    3.8169   -0.3348    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.7029    1.8996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2904    1.1851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4653    1.1851    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1379    0.4499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5503   -0.2645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3331    0.3701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8397   -0.2962    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0575   -0.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6532   -0.4589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3686   -0.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0830   -0.4619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0830   -1.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7975   -1.6994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7975   -2.5245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5104   -2.9351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2251   -2.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2251   -1.7015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5150   -1.2851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9395   -2.9349    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3686    0.7788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6515    1.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0575    0.7762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8638    1.0246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1954    1.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9970    1.8353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0532   -1.0931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8502   -1.3067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0636   -2.1035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8605   -2.3170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4441   -1.7338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2384   -1.9474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4520   -2.7446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8726   -3.3261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0750   -3.1173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2905    2.6142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7024    3.3261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5277    3.3261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9395    2.6159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5314    1.8996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  4  3  1  0
  5  4  2  0
  5  6  1  0
  7  5  1  0
  8  7  1  0
  9  8  1  0
 10  9  2  0
 11 10  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 15 14  2  0
 16 15  1  0
 17 16  2  0
 18 17  1  0
 19 18  2  0
 14 19  1  0
 17 20  1  0
 21 11  2  0
 22 21  1  0
 23 22  2  0
  9 23  1  0
 23 24  1  0
 24  7  2  0
 24 25  1  0
 26 25  2  0
  4 26  1  0
  8 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 31 30  2  0
 32 31  1  0
 33 32  2  0
 34 33  1  0
 35 34  2  0
 30 35  1  0
 36  2  2  0
 37 36  1  0
 38 37  2  0
 39 38  1  0
 40 39  2  0
  2 40  1  0
M  CHG  2   1  -1   4   1
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 515.65

Molecular Weight (Monoisotopic): 515.2493

AlogP: 7.79

#Rotatable Bonds: 9

Polar Surface Area: 18.04

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.71

CX LogD: 3.71

Aromatic Rings: 6

Heavy Atoms: 39

QED Weighted: 0.18

Np Likeness Score: -0.44

References

1. Luo B, Song X..  (2021)  A comprehensive overview of β-carbolines and its derivatives as anticancer agents.,  224  [PMID:34332400] [10.1016/j.ejmech.2021.113688]

Source

Source(1):

• Scientific Literature