US8623901, 250

ID: ALA3693843

PubChem CID: 135912141

Max Phase: Preclinical

Molecular Formula: C21H19F3N6O2

Molecular Weight: 444.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1[nH]c(Cc2ccccc2-n2cc(C(F)(F)F)cn2)nc2c1cnn2C1CCOCC1

Standard InChI:  InChI=1S/C21H19F3N6O2/c22-21(23,24)14-10-25-29(12-14)17-4-2-1-3-13(17)9-18-27-19-16(20(31)28-18)11-26-30(19)15-5-7-32-8-6-15/h1-4,10-12,15H,5-9H2,(H,27,28,31)

Standard InChI Key:  LWISLQINWWVBFQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
    9.7515   -1.7282    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.0406   -2.6950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5228   -3.7938    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.2333   -2.8270    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.5514   -2.5308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8080   -1.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3392   -1.5325    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1938   -3.0126    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5421   -3.6405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8915   -3.7585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8864   -5.2585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5847   -6.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2883   -5.2495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2935   -3.7495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951   -3.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973   -1.5031    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
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4133    1.7530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8032    3.1233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3115    2.9665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6928    4.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3384    5.5341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4233    6.5700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8628    6.1485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2175    4.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1327    3.6551    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
   -2.3383   -1.3500    0.0000 O   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  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9  5  2  0
  8 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
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 19  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 24  1  0
 20 30  1  0
 30 31  2  0
 30 32  1  0
 32 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3693843

   ---

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: 444.42

Molecular Weight (Monoisotopic): 444.1522

AlogP: 3.27

#Rotatable Bonds: 4

Polar Surface Area: 90.62

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.16

CX Basic pKa: 0.72

CX LogP: 2.05

CX LogD: 2.04

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.52

Np Likeness Score: -1.62

References

1.  (2014)  Compounds for the treatment of CNS disorders, 

Source

Source(1):

• BindingDB Database