2-bromo-5-methyl-11H-indolo[3,2-c]quinolin-5-ium

ID: ALA5197337

PubChem CID: 168285225

Max Phase: Preclinical

Molecular Formula: C16H12BrN2+

Molecular Weight: 312.19

Names and Identifiers

Canonical SMILES:  C[n+]1cc2c3ccccc3[nH]c2c2cc(Br)ccc21

Standard InChI:  InChI=1S/C16H11BrN2/c1-19-9-13-11-4-2-3-5-14(11)18-16(13)12-8-10(17)6-7-15(12)19/h2-9H,1H3/p+1

Standard InChI Key:  NDVWMWGXXLMVHE-UHFFFAOYSA-O

Molfile:  

 
     RDKit          2D

 19 22  0  0  0  0  0  0  0  0999 V2000
   -0.5957    0.0474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1188    0.4597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8306    0.0479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8306   -0.7773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1206   -1.1890    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5957   -0.7810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3113   -1.1935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0290   -0.7793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0308    0.0449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3164    0.4632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4423    0.5975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2905    1.2640    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1086    1.3492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5916    2.0116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4095    1.9251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7433    1.1780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2636    0.5107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7433    0.4562    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.1206   -2.0116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  6  7  1  0
  8  7  2  0
  9  8  1  0
 10  9  2  0
  1 10  1  0
  3 11  1  0
  2 12  1  0
 12 13  1  0
 13 11  2  0
 13 14  1  0
 15 14  2  0
 16 15  1  0
 17 16  2  0
 11 17  1  0
  9 18  1  0
  5 19  1  0
M  CHG  1   5   1
M  END

Alternative Forms

1. Parent:

   

   ALA5197337

   ---

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: 312.19

Molecular Weight (Monoisotopic): 311.0178

AlogP: 4.06

#Rotatable Bonds: ┄

Polar Surface Area: 19.67

Molecular Species: NEUTRAL

HBA: ┄

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.55

CX Basic pKa: ┄

CX LogP: -0.28

CX LogD: -0.28

Aromatic Rings: 4

Heavy Atoms: 19

QED Weighted: 0.47

Np Likeness Score: 0.35

References

1. Mendes E, Bahls B, Aljnadi IM, Paulo A..  (2022)  Indoloquinolines as scaffolds for the design of potent G-quadruplex ligands.,  72  [PMID:35716866] [10.1016/j.bmcl.2022.128862]

Source

Source(1):

• Scientific Literature