US9394289, 26

ID: ALA3970630

PubChem CID: 24874732

Max Phase: Preclinical

Molecular Formula: C29H37N5O3

Molecular Weight: 503.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)CC=C(c2cc(C3(CN4CCOCC4)CCOCC3)ccc2NC(=O)c2nc(C#N)c[nH]2)CC1

Standard InChI:  InChI=1S/C29H37N5O3/c1-28(2)7-5-21(6-8-28)24-17-22(3-4-25(24)33-27(35)26-31-19-23(18-30)32-26)29(9-13-36-14-10-29)20-34-11-15-37-16-12-34/h3-5,17,19H,6-16,20H2,1-2H3,(H,31,32)(H,33,35)

Standard InChI Key:  ITHNVHCTYHJLOI-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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   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -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
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   -2.3501    5.8529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    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
   -6.4972    0.7460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7970    1.4963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0972    0.7466    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3974    1.4946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6953    0.7427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6931   -0.7573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -9.0950   -0.7535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1982    0.0376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1983   -1.4624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4974   -2.2123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7964   -1.4622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7963    0.0378    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
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 27  1  0
 25 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3970630

   4-Cyano-1H-imidazole-2-carboxylic acid [2-(4,4-dimethyl-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: 503.65

Molecular Weight (Monoisotopic): 503.2896

AlogP: 4.51

#Rotatable Bonds: 6

Polar Surface Area: 103.27

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.73

CX Basic pKa: 7.13

CX LogP: 3.24

CX LogD: 3.35

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.60

Np Likeness Score: -0.53

References

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

Source

Source(1):

• BindingDB Database