US9394289, 90

ID: ALA3966302

PubChem CID: 24874816

Max Phase: Preclinical

Molecular Formula: C26H30F3N5O2

Molecular Weight: 501.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)CC=C(c2cc(C3(O)CCN(CC(F)(F)F)CC3)ccc2NC(=O)c2nc(C#N)c[nH]2)CC1

Standard InChI:  InChI=1S/C26H30F3N5O2/c1-24(2)7-5-17(6-8-24)20-13-18(25(36)9-11-34(12-10-25)16-26(27,28)29)3-4-21(20)33-23(35)22-31-15-19(14-30)32-22/h3-5,13,15,36H,6-12,16H2,1-2H3,(H,31,32)(H,33,35)

Standard InChI Key:  DTWARAJRJYFWLG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 36 39  0  0  0  0  0  0  0  0999 V2000
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    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2709   -1.9497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.1993    2.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9014    3.7484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6012    3.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3042    3.7556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3088    5.2564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3501    5.8529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5903    7.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3424    6.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3406    5.3928    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1975    9.1767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6837   10.2737    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4956    0.7440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5345    1.3445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1962    0.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1955   -1.4639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4941   -2.2145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4965   -3.7154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7970   -4.4645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7989   -5.6645    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8354   -3.8632    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8370   -5.0631    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7935   -1.4651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7943    0.0349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  2  1  0
  6  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 18  1  0
 20 23  1  0
 23 24  3  0
 11 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
 31 34  1  0
 29 35  1  0
 35 36  1  0
 36 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3966302

   4-Cyano-1H-imidazole-2-carboxylic acid {2-(4,4-dimethyl-cyclohex-1-enyl)-4-[4-hydroxy-1-(2,2,2-trifluoro-ethyl)-piperidin-4-yl]-phenyl}-amide

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: 501.55

Molecular Weight (Monoisotopic): 501.2352

AlogP: 4.97

#Rotatable Bonds: 5

Polar Surface Area: 105.04

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.44

CX Basic pKa: 2.68

CX LogP: 4.14

CX LogD: 3.87

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.54

Np Likeness Score: -0.56

References

1.  (2016)  Inhibitors of c-fms kinase, 

Source

Source(1):

• BindingDB Database