1-(4-Methoxyphenyl)-2-(2-(4-methoxyphenyl)-2-oxoethyl)-9H-pyrido[3,4-b]indol-2-ium bromide

ID: ALA4103124

PubChem CID: 137656882

Max Phase: Preclinical

Molecular Formula: C27H23BrN2O3

Molecular Weight: 423.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)C[n+]2ccc3c([nH]c4ccccc43)c2-c2ccc(OC)cc2)cc1.[Br-]

Standard InChI:  InChI=1S/C27H22N2O3.BrH/c1-31-20-11-7-18(8-12-20)25(30)17-29-16-15-23-22-5-3-4-6-24(22)28-26(23)27(29)19-9-13-21(32-2)14-10-19;/h3-16H,17H2,1-2H3;1H

Standard InChI Key:  OMUMYPIRJJDGSK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 36  0  0  0  0  0  0  0  0999 V2000
   19.6821   -8.5741    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   15.3503   -6.8661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0690   -7.6441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6016   -8.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1599   -6.7190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6944   -7.3462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4174   -8.1297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0769   -8.6353    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5251   -7.3676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7598   -8.1627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5641   -8.3556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1345   -7.7545    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8951   -6.9574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0913   -6.7682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9370   -7.9455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5037   -7.3459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3063   -7.5369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2679   -6.5553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5363   -8.3265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3380   -8.5177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9057   -7.9178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6661   -7.1239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8649   -6.9364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7990   -9.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2294   -9.7442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4632  -10.5345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2662  -10.7276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8351  -10.1241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5982   -9.3361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5017  -11.5183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9347  -12.1175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7085   -8.1078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9454   -8.8980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  7  2  0
  6  5  2  0
  5  2  1  0
  6  7  1  0
  7  8  1  0
  8 10  1  0
  9  6  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 17  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 11 24  1  0
 27 30  1  0
 30 31  1  0
 21 32  1  0
 32 33  1  0
M  CHG  2   1  -1  12   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: 423.49

Molecular Weight (Monoisotopic): 423.1703

AlogP: 5.18

#Rotatable Bonds: 6

Polar Surface Area: 55.20

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.39

CX Basic pKa: ┄

CX LogP: 0.41

CX LogD: 0.41

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.30

Np Likeness Score: 0.04

References

1. Venkataramana Reddy PO, Mishra S, Tantak MP, Nikhil K, Sadana R, Shah K, Kumar D..  (2017)  Design, synthesis and in vitro cytotoxicity studies of novel β-carbolinium bromides.,  27  (6): [PMID:28254167] [10.1016/j.bmcl.2017.02.010]

Source

Source(1):

• Scientific Literature