3-methyl-1-[4-[N-pyridin-3-yl-4-(trifluoromethyl)anilino]piperidin-1-yl]butan-2-ol

ID: ALA3137481

PubChem CID: 76336705

Max Phase: Preclinical

Molecular Formula: C22H28F3N3O

Molecular Weight: 407.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C(O)CN1CCC(N(c2ccc(C(F)(F)F)cc2)c2cccnc2)CC1

Standard InChI:  InChI=1S/C22H28F3N3O/c1-16(2)21(29)15-27-12-9-19(10-13-27)28(20-4-3-11-26-14-20)18-7-5-17(6-8-18)22(23,24)25/h3-8,11,14,16,19,21,29H,9-10,12-13,15H2,1-2H3

Standard InChI Key:  ZXMMFXLTPVVJOU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.7126  -11.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5711   -9.5337    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5669   -7.0627    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4293  -10.7796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5669   -8.7086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8586   -9.9504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5669   -6.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8502   -8.3044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2795   -8.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2795   -5.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2878   -9.9420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0004  -11.1755    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1418  -11.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4293   -9.9504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8586  -10.7796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1418   -9.5378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7126  -12.0172    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.5000  -10.3962    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.0000  -10.7796    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.8502   -7.4752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2795   -7.4752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9962   -6.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2795   -5.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2878  -10.7671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171  -10.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9921   -9.5253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9962   -7.0627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7088   -5.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7088   -9.9295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  6  1  0
  3 20  1  0
  4  1  1  0
  5  2  1  0
  6 16  2  0
  7  3  1  0
  8  5  1  0
  9  5  1  0
 10  7  1  0
 11  2  1  0
 12 24  1  0
 13  4  1  0
 14  4  2  0
 15 13  2  0
 16 14  1  0
 17  1  1  0
 18  1  1  0
 19  1  1  0
 20  8  1  0
 21  9  1  0
 22 10  1  0
 23 10  1  0
 24 11  2  0
 25 12  2  0
 26 11  1  0
 27 22  1  0
 28 22  1  0
 29 26  2  0
  6 15  1  0
  3 21  1  0
 29 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3137481

   3-methyl-1-[4-[N-pyridin-3-yl-4-(trifluoromethyl)anilino]piperidin-1-yl]butan-2-ol

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: 407.48

Molecular Weight (Monoisotopic): 407.2184

AlogP: 4.72

#Rotatable Bonds: 6

Polar Surface Area: 39.60

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.87

CX LogP: 3.94

CX LogD: 2.46

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.75

Np Likeness Score: -0.90

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)