US9394289, 21

ID: ALA3981992

PubChem CID: 24874689

Max Phase: Preclinical

Molecular Formula: C27H33N5O3

Molecular Weight: 475.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1c[nH]c(C(=O)Nc2ccc(C3(CN4CCOCC4)CCOCC3)cc2C2=CCCCC2)n1

Standard InChI:  InChI=1S/C27H33N5O3/c28-17-22-18-29-25(30-22)26(33)31-24-7-6-21(16-23(24)20-4-2-1-3-5-20)27(8-12-34-13-9-27)19-32-10-14-35-15-11-32/h4,6-7,16,18H,1-3,5,8-15,19H2,(H,29,30)(H,31,33)

Standard InChI Key:  PTIISTLFPJGFMO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 35 39  0  0  0  0  0  0  0  0999 V2000
    3.8969    0.4545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8990   -0.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6003   -1.4977    0.0000 N   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
   -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
    0.0000   -3.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2978   -3.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2955   -5.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0048   -6.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3026   -5.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3002   -3.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6005    1.4982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8991    0.7459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2005    1.4935    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4995    0.7434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7986    1.4933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7988    2.9933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4998    3.7434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2007    2.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3027    2.2087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3052    3.7087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6055    4.4565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9032    3.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9007    2.2044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2003   -1.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5517   -0.8722    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5554   -1.9869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8054   -3.2859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3382   -2.9741    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0454   -1.8303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2389   -1.7048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 10  1  0
  7 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 18  1  0
 16 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 16  1  0
  2 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 29  1  0
 31 34  1  0
 34 35  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA3981992

   4-Cyano-1H-imidazole-2-carboxylic acid [2-cyclohex-1-enyl-4-(4-morpholin-4-ylmethyl-tetrahydro-pyran-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: 475.59

Molecular Weight (Monoisotopic): 475.2583

AlogP: 3.87

#Rotatable Bonds: 6

Polar Surface Area: 103.27

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.73

CX Basic pKa: 7.13

CX LogP: 2.65

CX LogD: 2.76

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.66

Np Likeness Score: -0.84

References

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

Source

Source(1):

• BindingDB Database