US9328118, 120

ID: ALA3981481

PubChem CID: 117914037

Max Phase: Preclinical

Molecular Formula: C29H31F3N8O2

Molecular Weight: 580.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1cnc2c(-c3ccc(OCCC4CCN(CC(=O)N5CCC(C#N)CC5)CC4)c(C(F)(F)F)c3)nc(C#N)nc21

Standard InChI:  InChI=1S/C29H31F3N8O2/c1-38-18-35-27-26(36-24(16-34)37-28(27)38)21-2-3-23(22(14-21)29(30,31)32)42-13-8-19-4-9-39(10-5-19)17-25(41)40-11-6-20(15-33)7-12-40/h2-3,14,18-20H,4-13,17H2,1H3

Standard InChI Key:  KKKMPHQHBOLXFF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 42 46  0  0  0  0  0  0  0  0999 V2000
   -0.4916   -3.8582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3114   -2.9665    0.0000 N   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
    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 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
   -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
   -2.5988    1.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6380    2.1004    0.0000 N   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
    3.8991    0.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1969    1.5046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1945    3.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4946    3.7544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7945    3.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0946    3.7540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3945    3.0038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6950    3.7513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9926    2.9989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9898    1.4989    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2866    0.7434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2817   -0.7574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2403   -1.3537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5785   -1.5129    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5757   -3.0130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8734   -3.7654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1738   -3.0179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1766   -1.5179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8790   -0.7654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4721   -3.7707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5102   -4.3727    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6894    0.7513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3917    1.5038    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
    2.5964    3.0004    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
    4.9298    5.8556    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.8515    5.8513    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.8894    6.4533    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  2  1  0
 10  5  1  0
  8 11  1  0
 11 12  3  0
  6 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 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
 30 33  1  0
 33 34  3  0
 23 35  1  0
 35 36  1  0
 36 20  1  0
 16 37  1  0
 37 38  2  0
 38 13  1  0
 37 39  1  0
 39 40  1  0
 39 41  1  0
 39 42  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3981481

   6-[4-[2-[1-[2-(4-Cyanopiperidin-1-yl)-2-oxoethyl]piperidin-4-yl]ethoxy]-3-(trifluoromethyl)phenyl]-9-methylpurine-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: 580.62

Molecular Weight (Monoisotopic): 580.2522

AlogP: 4.16

#Rotatable Bonds: 7

Polar Surface Area: 123.96

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.92

CX LogP: 3.26

CX LogD: 2.63

Aromatic Rings: 3

Heavy Atoms: 42

QED Weighted: 0.41

Np Likeness Score: -1.31

References

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

Source

Source(1):

• BindingDB Database