US9328118, 52

ID: ALA3979251

PubChem CID: 117914049

Max Phase: Preclinical

Molecular Formula: C27H31F3N6O2

Molecular Weight: 528.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN1CCC(CCOc2ncc(-c3nc(C#N)nc4c3ccn4CC3CCOC3)cc2C(F)(F)F)CC1

Standard InChI:  InChI=1S/C27H31F3N6O2/c1-2-35-8-3-18(4-9-35)7-12-38-26-22(27(28,29)30)13-20(15-32-26)24-21-5-10-36(16-19-6-11-37-17-19)25(21)34-23(14-31)33-24/h5,10,13,15,18-19H,2-4,6-9,11-12,16-17H2,1H3

Standard InChI Key:  XBZQPYJROWDGHL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 38 42  0  0  0  0  0  0  0  0999 V2000
   14.2827    0.4567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2866   -0.7433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9898   -1.4988    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9926   -2.9988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6950   -3.7512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3945   -3.0037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0946   -3.7539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7945   -3.0041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4946   -3.7543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1945   -3.0045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1969   -1.5045    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8991   -0.7525    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
    2.5965   -3.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8943   -3.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8919   -5.2533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8521   -5.8523    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.9304   -5.8546    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.8906   -6.4533    0.0000 F   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 N   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 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
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3114   -2.9665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8032   -3.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4133   -1.7530    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8794   -1.4442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8823   -2.5608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3600   -2.3927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9656   -3.7650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8476   -4.7650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5510   -4.0107    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
    0.0000    4.2008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3918   -1.5037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6894   -0.7512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 13 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 24  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 30  1  0
 22 35  1  0
 35 36  3  0
  6 37  1  0
 37 38  1  0
 38  3  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3979251

   4-[6-[2-(1-Ethylpiperidin-4-yl)ethoxy]-5-(trifluoromethyl)pyridin-3-yl]-7-(oxolan-3-ylmethyl)pyrrolo[2,3-d]pyrimidine-2-carbonitrile

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: 528.58

Molecular Weight (Monoisotopic): 528.2461

AlogP: 4.92

#Rotatable Bonds: 8

Polar Surface Area: 89.09

Molecular Species: BASE

HBA: 8

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.52

CX LogP: 4.55

CX LogD: 2.44

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.41

Np Likeness Score: -1.14

References

1.  (2016)  Nitrogen-containing bicyclic aromatic heterocyclic compound, 

Source

Source(1):

• BindingDB Database