US8969335, A3

ID: ALA3687187

PubChem CID: 91801270

Max Phase: Preclinical

Molecular Formula: C27H23N5O2

Molecular Weight: 449.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1cc(-c2ccnc(Nc3cncc(-c4cccnc4)c3)c2)ccc1OC1CCOCC1

Standard InChI:  InChI=1S/C27H23N5O2/c28-15-22-12-19(3-4-26(22)34-25-6-10-33-11-7-25)20-5-9-31-27(14-20)32-24-13-23(17-30-18-24)21-2-1-8-29-16-21/h1-5,8-9,12-14,16-18,25H,6-7,10-11H2,(H,31,32)

Standard InChI Key:  HDOTZQLJXWSXIO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -6.5007    5.2270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  3  0
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 25 26  1  0
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 27 22  1  0
 26 28  1  0
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 29 30  1  0
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 31 32  1  0
 32 33  2  0
 33 28  1  0
 20 34  2  0
 34 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3687187

   2-(Oxan-4-yloxy)-5-[2-[(5-pyridin-3-ylpyridin-3-yl)amino]pyridin-4-yl]benzonitrile

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: 449.51

Molecular Weight (Monoisotopic): 449.1852

AlogP: 5.38

#Rotatable Bonds: 6

Polar Surface Area: 92.95

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.52

CX LogP: 3.31

CX LogD: 3.30

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.42

Np Likeness Score: -0.88

References

1.  (2015)  Benzonitrile derivatives as kinase inhibitors, 

Source

Source(1):

• BindingDB Database