N-[4-(trifluoromethyl)phenyl]-N-[1-[6-(trifluoromethyl)pyridin-3-yl]piperidin-4-yl]pyrimidin-5-amine

ID: ALA3137480

PubChem CID: 76311346

Max Phase: Preclinical

Molecular Formula: C22H19F6N5

Molecular Weight: 467.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  FC(F)(F)c1ccc(N(c2cncnc2)C2CCN(c3ccc(C(F)(F)F)nc3)CC2)cc1

Standard InChI:  InChI=1S/C22H19F6N5/c23-21(24,25)15-1-3-16(4-2-15)33(19-11-29-14-30-12-19)17-7-9-32(10-8-17)18-5-6-20(31-13-18)22(26,27)28/h1-6,11-14,17H,7-10H2

Standard InChI Key:  YVSDMZMKZZKBMX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    8.5676   -6.2379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.5676  -10.3555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8507   -6.6546    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8590  -11.5975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2802   -9.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8507   -9.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.2802   -5.0000    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.8507   -5.0000    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.3636   -5.6252    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.8590  -12.4269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1422  -11.1849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0000  -12.4269    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.7127  -13.6647    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.5001  -12.0435    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.2886  -12.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7181  -12.4061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9929  -11.1724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7098  -11.5767    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  8  1  0
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  5  6  1  0
  6 10  2  0
  7  9  1  0
  8 20  2  0
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 14  3  1  0
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 31 19  2  0
 32 18  1  0
 33 32  2  0
 17  5  2  0
 12  9  1  0
 21  8  1  0
 33 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3137480

   N-[4-(trifluoromethyl)phenyl]-N-[1-[6-(trifluoromethyl)pyridin-3-yl]piperidin-4-yl]pyrimidin-5-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: 467.42

Molecular Weight (Monoisotopic): 467.1545

AlogP: 5.72

#Rotatable Bonds: 4

Polar Surface Area: 45.15

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.56

CX LogP: 4.56

CX LogD: 4.56

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.46

Np Likeness Score: -1.31

References

1. Martine Keenan, Paul W. Alexander, Jason H Chaplin, Michael J Abbott, Hugo Diao, Zhisen Wang, Wayne M Best, Catherine J Perez, Scott MJ Cornwall, Sarah K Keatley, RC Andrew Thompson, Susan A Charman, Karen L White, Eileen Ryan, Gong Chen, Jean-Robert Ioset, Thomas W von Geldern, Eric Chatelain. DNDi T. cruzi fenarimol series dataset from which preclinical candidate EPL-BS0967 was identified (see also related datasets: CHEMBL3137386 and CHEMBL2448688),  [10.6019/CHEMBL3137440]

Source

Source(1):

• Drugs for Neglected Diseases Initiative (DNDi)