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

ID: ALA4541986

PubChem CID: 25164116

Max Phase: Preclinical

Molecular Formula: C25H24N8

Molecular Weight: 436.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(Nc2ccc3nc(C)cc(N)c3c2)nc(Nc2ccc3nc(C)cc(N)c3c2)n1

Standard InChI:  InChI=1S/C25H24N8/c1-13-8-20(26)18-11-16(4-6-22(18)28-13)31-24-10-15(3)30-25(33-24)32-17-5-7-23-19(12-17)21(27)9-14(2)29-23/h4-12H,1-3H3,(H2,26,28)(H2,27,29)(H2,30,31,32,33)

Standard InChI Key:  CNRRJWSSDCTLTQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
   17.8910  -10.2462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8899  -11.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6047  -11.4865    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3212  -11.0732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3183  -10.2426    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6029   -9.8335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6004   -9.0084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0363  -11.4846    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1750  -11.4856    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7502  -11.0710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4608  -11.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4660  -10.2476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7528   -9.8346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7529  -11.4852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4619  -11.4828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4543   -9.8327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7439  -10.2479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1744  -10.2439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1734  -11.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8867  -11.4814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6015  -11.0689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5987  -10.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8848   -9.8320    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0389  -11.0759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0383  -10.2487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3228   -9.8375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6075  -10.2523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6121  -11.0826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3281  -11.4900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3115   -9.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8914   -9.8425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3324  -12.3151    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8865  -12.3064    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
  6  7  1  0
  4  8  1  0
  2  9  1  0
  8 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 25  2  0
 24 14  2  0
 14 11  1  0
 10 15  2  0
 15 19  1  0
 18 16  1  0
 16 17  2  0
 17 10  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 18  2  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 22 30  1  0
 27 31  1  0
 29 32  1  0
 20 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4541986

   N-(4-amino-2-methyl-6-quinolinyl)-N-{2-[(4-amino-2-methyl-6-quinolinyl)amino]-6-methyl-4-pyrimidinyl}amine

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: 436.52

Molecular Weight (Monoisotopic): 436.2124

AlogP: 5.15

#Rotatable Bonds: 4

Polar Surface Area: 127.66

Molecular Species: BASE

HBA: 8

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.32

CX Basic pKa: 9.26

CX LogP: 3.25

CX LogD: 0.50

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.30

Np Likeness Score: -0.96

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. Talukdar A, Mukherjee A, Bhattacharya D..  (2022)  Fascinating Transformation of SAM-Competitive Protein Methyltransferase Inhibitors from Nucleoside Analogues to Non-Nucleoside Analogues.,  65  (3.0): [PMID:35014841] [10.1021/acs.jmedchem.1c01208]

3. 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