US8802673, 207

ID: ALA3641757

PubChem CID: 68325751

Max Phase: Preclinical

Molecular Formula: C16H16F4N4O2

Molecular Weight: 372.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Fc1cc(Nc2ncc(OCC(F)(F)F)cn2)ccc1C1CNCCO1

Standard InChI:  InChI=1S/C16H16F4N4O2/c17-13-5-10(1-2-12(13)14-8-21-3-4-25-14)24-15-22-6-11(7-23-15)26-9-16(18,19)20/h1-2,5-7,14,21H,3-4,8-9H2,(H,22,23,24)

Standard InChI Key:  ANRRNDVWLJQNIX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    2.3383   -1.3500    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 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
   -0.0031    3.0008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039    3.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3092    5.2494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6108    5.9949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9073    5.2404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2112    5.9836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5072    5.2269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8111    5.9701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8474    5.3650    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8173    7.1701    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8533    6.5649    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9021    3.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6005    2.9949    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 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
   -1.2978   -3.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2955   -5.2529    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0048   -6.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3026   -5.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3002   -3.7488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
  9 16  1  0
 16 17  2  0
 17  6  1  0
  4 18  2  0
 18 19  1  0
 19 20  2  0
 20  2  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3641757

   N-(3-fluoro-4-morpholin-2-ylphenyl)-5-(2,2,2-trifluoroethoxy)pyrimidin-2-amine

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: 372.32

Molecular Weight (Monoisotopic): 372.1209

AlogP: 2.96

#Rotatable Bonds: 5

Polar Surface Area: 68.30

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.73

CX Basic pKa: 7.93

CX LogP: 2.51

CX LogD: 1.87

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.79

Np Likeness Score: -1.39

References

1.  (2014)  Heterocyclic amine derivatives, 

Source

Source(1):

• BindingDB Database