US9394289, 87

ID: ALA3966465

PubChem CID: 58995017

Max Phase: Preclinical

Molecular Formula: C25H27N5O3S

Molecular Weight: 477.59

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C25H27N5O3S/c1-24(2)7-5-17(6-8-24)20-13-18(25(16-27)9-11-34(32,33)12-10-25)3-4-21(20)30-23(31)22-28-15-19(14-26)29-22/h3-5,13,15H,6-12H2,1-2H3,(H,28,29)(H,30,31)

Standard InChI Key:  JJMFFCQMCAHEAQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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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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   -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
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   -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
   -6.4959    0.7438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1965    0.0359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1958   -1.4641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4945   -2.2147    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4411   -2.7895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5472   -2.7907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7939   -1.4653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7946    0.0347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7953    1.4948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8342    2.0953    0.0000 N   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
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 14 15  1  0
 15 16  1  0
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 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
 26 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  2  0
 28 31  1  0
 31 32  1  0
 32 25  1  0
 25 33  1  0
 33 34  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA3966465

   4-Cyano-1H-imidazole-2-carboxylic acid [4-(4-cyano-1,1-dioxo-hexahydro-1lambda6-thiopyran-4-yl)-2-(4,4-dimethyl-cyclohex-1-enyl)-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: 477.59

Molecular Weight (Monoisotopic): 477.1835

AlogP: 4.10

#Rotatable Bonds: 4

Polar Surface Area: 139.50

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.44

CX Basic pKa: ┄

CX LogP: 2.85

CX LogD: 2.58

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.68

Np Likeness Score: -0.56

References

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

Source

Source(1):

• BindingDB Database