5-(4-(piperidin-1-yl)piperidin-1-yl)-2-(6-(trifluoromethyl)-1H-indazol-3-yl)-1H-benzo[d]imidazole

ID: ALA377230

PubChem CID: 136038439

Max Phase: Preclinical

Molecular Formula: C25H27F3N6

Molecular Weight: 468.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  FC(F)(F)c1ccc2c(-c3nc4cc(N5CCC(N6CCCCC6)CC5)ccc4[nH]3)[nH]nc2c1

Standard InChI:  InChI=1S/C25H27F3N6/c26-25(27,28)16-4-6-19-21(14-16)31-32-23(19)24-29-20-7-5-18(15-22(20)30-24)34-12-8-17(9-13-34)33-10-2-1-3-11-33/h4-7,14-15,17H,1-3,8-13H2,(H,29,30)(H,31,32)

Standard InChI Key:  MZEOWSVWCPCLAR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 34 39  0  0  0  0  0  0  0  0999 V2000
   17.5011   -4.6695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4942   -5.4967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2040   -5.9143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2134   -4.2618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9284   -4.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9233   -5.5020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7078   -5.7623    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1979   -5.0966    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7161   -4.4249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9758   -3.6422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7619   -3.3968    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4954   -2.9767    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9842   -2.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7667   -2.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3844   -2.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2208   -1.2219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4340   -0.9609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8197   -1.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2673   -0.1533    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8904    0.3947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7263    1.1992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9446    1.4628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3266    0.9155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4902    0.1046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7810    2.2710    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4014    2.8113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2404    3.6165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4596    3.8830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8395    3.3380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0001    2.5265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7766   -5.9031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0575   -6.3084    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.1823   -6.6209    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.3717   -5.1846    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
 15 16  1  0
  6  7  2  0
 16 17  2  0
  7  8  1  0
 17 18  1  0
 18 13  2  0
  8  9  1  0
 17 19  1  0
 19 20  1  0
  9  5  2  0
  4  1  2  0
  9 10  1  0
 10 11  1  0
  5  6  1  0
 19 24  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  1  0
 25 26  1  0
 11 14  1  0
 13 12  1  0
 12 10  2  0
  2  3  2  0
  3  6  1  0
 25 30  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 13 14  1  0
  2 31  1  0
  1  2  1  0
 31 32  1  0
 14 15  2  0
 31 33  1  0
  5  4  1  0
 31 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA377230

   ---

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: 468.53

Molecular Weight (Monoisotopic): 468.2249

AlogP: 5.58

#Rotatable Bonds: 3

Polar Surface Area: 63.84

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.36

CX Basic pKa: 10.00

CX LogP: 3.98

CX LogD: 2.36

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.41

Np Likeness Score: -1.22

References

1. McBride CM, Renhowe PA, Heise C, Jansen JM, Lapointe G, Ma S, Piñeda R, Vora J, Wiesmann M, Shafer CM..  (2006)  Design and structure-activity relationship of 3-benzimidazol-2-yl-1H-indazoles as inhibitors of receptor tyrosine kinases.,  16  (13): [PMID:16603352] [10.1016/j.bmcl.2006.03.069]

Source

Source(1):

• Scientific Literature