N6,N6'-(pyrimidine-4,6-diyl)bis(2-methylquinoline-4,6-diamine)

ID: ALA4515319

PubChem CID: 155539676

Max Phase: Preclinical

Molecular Formula: C24H22N8

Molecular Weight: 422.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(N)c2cc(Nc3cc(Nc4ccc5nc(C)cc(N)c5c4)ncn3)ccc2n1

Standard InChI:  InChI=1S/C24H22N8/c1-13-7-19(25)17-9-15(3-5-21(17)29-13)31-23-11-24(28-12-27-23)32-16-4-6-22-18(10-16)20(26)8-14(2)30-22/h3-12H,1-2H3,(H2,25,29)(H2,26,30)(H2,27,28,31,32)

Standard InChI Key:  GQAMCIQIADSXEU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
   31.3124  -10.2170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.3113  -11.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0261  -11.4573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7426  -11.0440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7397  -10.2134    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.0243   -9.8043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4577  -11.4554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.5964  -11.4564    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.1716  -11.0418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8822  -11.0433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8874  -10.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1742   -9.8054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1743  -11.4560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8833  -11.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8757   -9.8035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1653  -10.2189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5958  -10.2147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5948  -11.0403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3081  -11.4523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0230  -11.0398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0201  -10.2110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3062   -9.8028    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.4603  -11.0467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4597  -10.2196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7442   -9.8083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.0289  -10.2231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0335  -11.0534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7495  -11.4610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7329   -9.7957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3128   -9.8133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7538  -12.2859    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.3079  -12.2772    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  2  8  1  0
  7  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 24  2  0
 23 13  2  0
 13 10  1  0
  9 14  2  0
 14 18  1  0
 17 15  1  0
 15 16  2  0
 16  9  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 17  2  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 21 29  1  0
 26 30  1  0
 28 31  1  0
 19 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4515319

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 422.50

Molecular Weight (Monoisotopic): 422.1967

AlogP: 4.84

#Rotatable Bonds: 4

Polar Surface Area: 127.66

Molecular Species: BASE

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.26

CX LogP: 3.04

CX LogD: 0.28

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.32

Np Likeness Score: -0.76

References

1. Chu XM, Wang C, Liu W, Liang LL, Gong KK, Zhao CY, Sun KL..  (2019)  Quinoline and quinolone dimers and their biological activities: An overview.,  161  [PMID:30343191] [10.1016/j.ejmech.2018.10.035]

2. Van de Walle T, Cools L, Mangelinckx S, D'hooghe M..  (2021)  Recent contributions of quinolines to antimalarial and anticancer drug discovery research.,  226  [PMID:34655985] [10.1016/j.ejmech.2021.113865]

Source

Source(1):

• Scientific Literature