1-(4-(1,4-dihydroimidazo[4,5-c]pyrazol-5-yl)-3-methylphenyl)-3-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)urea

ID: ALA1084036

PubChem CID: 135957036

Max Phase: Preclinical

Molecular Formula: C23H19F3N8O

Molecular Weight: 480.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cn(-c2cc(NC(=O)Nc3ccc(-c4nc5[nH]ncc5[nH]4)c(C)c3)cc(C(F)(F)F)c2)cn1

Standard InChI:  InChI=1S/C23H19F3N8O/c1-12-5-15(3-4-18(12)20-31-19-9-28-33-21(19)32-20)29-22(35)30-16-6-14(23(24,25)26)7-17(8-16)34-10-13(2)27-11-34/h3-11H,1-2H3,(H2,29,30,35)(H2,28,31,32,33)

Standard InChI Key:  DIMKSBQDWMXKAH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 35 39  0  0  0  0  0  0  0  0999 V2000
    1.2376   -3.0412    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2404   -2.2162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5274   -1.8012    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9563   -1.8062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5217   -3.4512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8608   -6.4704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6624   -5.4016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6494   -6.2306    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8821   -5.1337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3870   -5.7986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6016   -5.5331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6119   -4.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4028   -4.4574    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9002   -4.2869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1861   -4.6963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5251   -4.2797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2022   -3.0464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9104   -3.4653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5303   -0.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2477   -0.5678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2510    0.2564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5374    0.6722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1809    0.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1806   -0.5651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6296   -3.0611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9671    0.6660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6799    0.2507    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.9500    1.4903    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.6741    1.0867    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9636    0.5190    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2102    1.3105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0352    1.3166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2959    0.5338    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6320    0.0441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5152    1.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5 17  1  0
  9 10  2  0
 17 18  2  0
 18 14  1  0
  3 19  1  0
  1  5  1  0
 19 20  2  0
  7  8  2  0
 20 21  1  0
  2  3  1  0
 21 22  2  0
  1  2  1  0
 22 23  1  0
 10 11  1  0
 23 24  2  0
 24 19  1  0
 11 12  2  0
 18 25  1  0
 12 13  1  0
 21 26  1  0
 13  9  1  0
 26 27  1  0
  2  4  2  0
 26 28  1  0
 12 14  1  0
 26 29  1  0
  6 10  1  0
 23 30  1  0
 30 31  1  0
 14 15  2  0
  9  7  1  0
 15 16  1  0
 16  5  2  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 30  1  0
  8  6  1  0
 32 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1084036

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 480.45

Molecular Weight (Monoisotopic): 480.1634

AlogP: 5.42

#Rotatable Bonds: 4

Polar Surface Area: 116.31

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.39

CX Basic pKa: 5.93

CX LogP: 4.03

CX LogD: 4.01

Aromatic Rings: 5

Heavy Atoms: 35

QED Weighted: 0.27

Np Likeness Score: -1.83

References

1. Yu H, Jung Y, Kim H, Lee J, Oh CH, Yoo KH, Sim T, Hah JM..  (2010)  1,4-dihydropyrazolo[4,3-d]imidazole phenyl derivatives: a novel type II Raf kinase inhibitors.,  20  (12): [PMID:20466542] [10.1016/j.bmcl.2010.04.039]

Source

Source(1):

• Scientific Literature