US9394289, 5

ID: ALA3965172

PubChem CID: 24875272

Max Phase: Preclinical

Molecular Formula: C24H29N5O2

Molecular Weight: 419.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)CC=C(c2cc(C3(N)CCOCC3)ccc2NC(=O)c2ncc(C#N)[nH]2)CC1

Standard InChI:  InChI=1S/C24H29N5O2/c1-23(2)7-5-16(6-8-23)19-13-17(24(26)9-11-31-12-10-24)3-4-20(19)29-22(30)21-27-15-18(14-25)28-21/h3-5,13,15H,6-12,26H2,1-2H3,(H,27,28)(H,29,30)

Standard InChI Key:  GOIKZFAIJSSESM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
    2.3238   -0.1256    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
    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
   -1.2990    0.7500    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
   -2.5987    1.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8967    0.7484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1969    1.4963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -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
   -0.0118    6.0116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1236    7.4927    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    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
    3.8327    6.3550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0264    6.2315    0.0000 N   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
   -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 N   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 O   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 23  3  0
 21 24  1  0
 24 18  1  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 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3965172

   N-[4-(4-aminooxan-4-yl)-2-(4,4-dimethylcyclohexen-1-yl)phenyl]-5-cyano-1H-imidazole-2-carboxamide

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: 419.53

Molecular Weight (Monoisotopic): 419.2321

AlogP: 4.09

#Rotatable Bonds: 4

Polar Surface Area: 116.82

Molecular Species: ZWITTERION

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.80

CX Basic pKa: 9.65

CX LogP: 0.02

CX LogD: -0.48

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.69

Np Likeness Score: -0.16

References

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

Source

Source(1):

• BindingDB Database