5-[2-cyclopropyl-6-[3-methyl-4-(oxetan-3-yl)piperazin-1-yl]pyrimidin-4-yl]-3-(difluoromethoxy)pyidin-2-amine

ID: ALA3729237

PubChem CID: 117688595

Max Phase: Preclinical

Molecular Formula: C21H26F2N6O2

Molecular Weight: 432.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1CN(c2cc(-c3cnc(N)c(OC(F)F)c3)nc(C3CC3)n2)CCN1C1COC1

Standard InChI:  InChI=1S/C21H26F2N6O2/c1-12-9-28(4-5-29(12)15-10-30-11-15)18-7-16(26-20(27-18)13-2-3-13)14-6-17(31-21(22)23)19(24)25-8-14/h6-8,12-13,15,21H,2-5,9-11H2,1H3,(H2,24,25)

Standard InChI Key:  CPWAXZRSOYLLDI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 35  0  0  0  0  0  0  0  0999 V2000
    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
   -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   -2.7000    0.0000 N   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
    1.2954    5.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0048    6.0009    0.0000 N   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 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6003   -1.4978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5939    6.0054    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6035    5.9971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2783    7.2483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0242    5.9469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8955    5.2596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1921    6.0137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1873    7.5137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8859    8.2596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5893    7.5054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4846    8.2682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8990   -0.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9395   -1.3434    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8969    0.4545    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.2332    5.4170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8907    7.8608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2720    9.3116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8213    9.6929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  3  8  1  0
  5 14  1  0
 10 15  1  0
 12 16  1  0
 17 16  1  0
 18 17  1  0
 16 18  1  0
 15 19  1  0
 15 23  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 14 25  1  0
 25 26  1  0
 25 27  1  0
 20 28  1  0
 24 29  1  0
 29 30  1  0
 30 31  1  0
 31 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3729237

   5-[2-Cyclopropyl-6-[3-methyl-4-(oxetan-3-yl)piperazin-1-yl]pyrimidin-4-yl]-3-(difluoromethoxy)pyridin-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: 432.48

Molecular Weight (Monoisotopic): 432.2085

AlogP: 2.51

#Rotatable Bonds: 6

Polar Surface Area: 89.63

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.24

CX LogP: 3.37

CX LogD: 3.34

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.74

Np Likeness Score: -1.11

References

1.  (2014)  Biheteroaryl compounds and uses thereof, 

2.  (2014)  Biheteroaryl compounds and uses thereof, 

Source

Source(1):

• Patent Bioactivity Data