1-(6-((4-((4-amino-2-methylquinolin-6-yl)amino)-6-methylpyrimidin-2-yl)amino)hexyl)-3-(3,5-bis(trifluoromethyl)phenyl)urea

ID: ALA5285843

Max Phase: Preclinical

Molecular Formula: C30H32F6N8O

Molecular Weight: 634.63

Names and Identifiers

Canonical SMILES:  Cc1cc(Nc2ccc3nc(C)cc(N)c3c2)nc(NCCCCCCNC(=O)Nc2cc(C(F)(F)F)cc(C(F)(F)F)c2)n1

Standard InChI:  InChI=1S/C30H32F6N8O/c1-17-11-24(37)23-16-21(7-8-25(23)40-17)42-26-12-18(2)41-27(44-26)38-9-5-3-4-6-10-39-28(45)43-22-14-19(29(31,32)33)13-20(15-22)30(34,35)36/h7-8,11-16H,3-6,9-10H2,1-2H3,(H2,37,40)(H2,39,43,45)(H2,38,41,42,44)

Standard InChI Key:  GBJRGTUYXWURQS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 45 48  0  0  0  0  0  0  0  0999 V2000
   -5.6884   -1.8481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4030   -1.4358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4030   -0.6142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6934   -0.2052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9817   -0.6158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9817   -1.4332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2702   -0.2050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5586   -0.6158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5586   -1.4409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8452   -1.8473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8452   -2.6689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1380   -1.4373    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1380   -0.6154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4265   -0.2046    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7150   -0.6154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0035   -0.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7079   -0.6154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4195   -0.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1309   -0.6154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8424   -0.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5540   -0.6154    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2655   -0.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9770   -0.6154    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6885   -0.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6885    0.6169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3985    1.0258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1117    0.6149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1117   -0.2025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4031   -0.6172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8233   -0.6133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5347   -0.2025    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.8233   -1.4349    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.5347   -1.0241    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.3985    1.8474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6870    2.2582    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.1099    2.2582    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.3985    2.6689    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.2655    0.6168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8470   -0.2052    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1118   -0.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8233   -0.6146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8233   -1.4395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1100   -1.8457    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5347   -1.8503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1118    0.6174    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  2  0
  3  4  1  0
  5  4  2  0
  6  5  1  0
  1  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 25 24  2  0
 26 25  1  0
 27 26  2  0
 28 27  1  0
 29 28  2  0
 24 29  1  0
 28 30  1  0
 30 31  1  0
 30 32  1  0
 30 33  1  0
 26 34  1  0
 34 35  1  0
 34 36  1  0
 34 37  1  0
 22 38  2  0
 13 39  1  0
 39  8  2  0
  3 40  1  0
 40 41  2  0
 41 42  1  0
 42 43  2  0
 43  2  1  0
 42 44  1  0
 40 45  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5285843

   ---

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: 634.63

Molecular Weight (Monoisotopic): 634.2603

AlogP: 7.80

#Rotatable Bonds: 11

Polar Surface Area: 129.88

Molecular Species: BASE

HBA: 7

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 13.08

CX Basic pKa: 13.08

CX LogP: 5.98

CX LogD: 4.42

Aromatic Rings: 4

Heavy Atoms: 45

QED Weighted: 0.08

Np Likeness Score: -1.37

References

1. 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