US9394289, 88

ID: ALA3974798

PubChem CID: 58994961

Max Phase: Preclinical

Molecular Formula: C28H36N4O3

Molecular Weight: 476.62

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C28H36N4O3/c1-25(2)11-9-18(10-12-25)21-13-19(28(34)16-26(3,4)35-27(5,6)17-28)7-8-22(21)32-24(33)23-30-15-20(14-29)31-23/h7-9,13,15,34H,10-12,16-17H2,1-6H3,(H,30,31)(H,32,33)

Standard InChI Key:  AROFBRBNCPFQEB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 35 38  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
    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
   -4.1710   -0.8390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2231   -2.6636    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
   -7.7646   -2.6648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8187   -0.8414    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
 28 30  1  0
 28 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  1  0
 32 35  1  0
 35 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3974798

   4-Cyano-1H-imidazole-2-carboxylic acid [2-(4,4-dimethyl-cyclohex-1-enyl)-4-(4-hydroxy-2,2,6,6-tetramethyl-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: 476.62

Molecular Weight (Monoisotopic): 476.2787

AlogP: 5.68

#Rotatable Bonds: 4

Polar Surface Area: 111.03

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: ┄

CX LogP: 4.51

CX LogD: 4.25

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.53

Np Likeness Score: 0.16

References

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

Source

Source(1):

• BindingDB Database