N',N'-diethyl-N-(5-methyl-11H-indolo[3,2-c]quinolin-5-ium-9-yl)propane-1,3-diamine

ID: ALA5173814

PubChem CID: 168276843

Max Phase: Preclinical

Molecular Formula: C23H29N4+

Molecular Weight: 361.51

Names and Identifiers

Canonical SMILES:  CCN(CC)CCCNc1ccc2c(c1)[nH]c1c2c[n+](C)c2ccccc12

Standard InChI:  InChI=1S/C23H28N4/c1-4-27(5-2)14-8-13-24-17-11-12-18-20-16-26(3)22-10-7-6-9-19(22)23(20)25-21(18)15-17/h6-7,9-12,15-16,24H,4-5,8,13-14H2,1-3H3/p+1

Standard InChI Key:  VKUYOKFLOYAEMG-UHFFFAOYSA-O

Molfile:  

 
     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   -2.8416   -1.3340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1270   -0.9217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4151   -1.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4151   -2.1588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1252   -2.5705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8416   -2.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5571   -2.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2749   -2.1608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2768   -1.3365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5622   -0.9182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8035   -0.7839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9552   -0.1174    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1372   -0.0323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6542    0.6301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1637    0.5436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4974   -0.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0177   -0.8708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1252   -3.3932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5750    1.2560    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3976    1.2560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8089    1.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6315    1.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0429    2.6808    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8655    2.6808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2768    3.3932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6315    3.3932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8089    3.3932    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
  5 18  1  0
 15 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 23 26  1  0
 26 27  1  0
M  CHG  1   5   1
M  END

Alternative Forms

1. Parent:

   

   ALA5173814

   ---

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: 361.51

Molecular Weight (Monoisotopic): 361.2387

AlogP: 4.44

#Rotatable Bonds: 7

Polar Surface Area: 34.94

Molecular Species: BASE

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.92

CX Basic pKa: 9.94

CX LogP: -0.79

CX LogD: -3.28

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.38

Np Likeness Score: -0.46

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