4-[5-[4-[(1R,2R)-2-(2,4-difluorophenyl)-2-hydroxy-1-methyl-3-(1,2,4-triazol-1-yl)propyl]piperazin-1-yl]-2-pyridyl]-2-[[4-(trifluoromethoxy)phenyl]methyl]-1,2,4-triazol-3-one

ID: ALA5205603

PubChem CID: 168294853

Max Phase: Preclinical

Molecular Formula: C31H30F5N9O3

Molecular Weight: 671.63

Names and Identifiers

Canonical SMILES:  C[C@@H](N1CCN(c2ccc(-n3cnn(Cc4ccc(OC(F)(F)F)cc4)c3=O)nc2)CC1)[C@](O)(Cn1cncn1)c1ccc(F)cc1F

Standard InChI:  InChI=1S/C31H30F5N9O3/c1-21(30(47,17-43-19-37-18-39-43)26-8-4-23(32)14-27(26)33)41-10-12-42(13-11-41)24-5-9-28(38-15-24)44-20-40-45(29(44)46)16-22-2-6-25(7-3-22)48-31(34,35)36/h2-9,14-15,18-21,47H,10-13,16-17H2,1H3/t21-,30-/m1/s1

Standard InChI Key:  NPHCLQPDGNVMDS-IIMAJNMQSA-N

Molfile:  

 
     RDKit          2D

 48 53  0  0  0  0  0  0  0  0999 V2000
   -6.1559   -0.6398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4413   -0.2275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7295   -0.6395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7295   -1.4646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4395   -1.8764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1559   -1.4683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4395   -2.7015    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0148   -0.2268    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4413    0.5975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1559    1.0101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1559    1.8351    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4886    2.3198    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7436    3.1043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5684    3.1043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8232    2.3198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7267    1.0101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7267    1.8351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0121    0.5975    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4286    1.1808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6315    0.9674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4179    0.1704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0014   -0.4130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7985   -0.1994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6211   -0.0431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0373    0.5401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2428    0.3263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0293   -0.4707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6086   -1.0524    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4065   -0.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7677   -0.6843    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4087   -0.1652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1005   -0.6144    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8870   -1.4111    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0633   -1.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8975   -0.4007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4810   -0.9844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4087    0.6596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4413    1.4226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2782   -0.7712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8593   -1.3536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6455   -2.1508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8528   -2.3648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2664   -1.7848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2290   -2.7343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0261   -2.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6096   -3.1043    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.2397   -1.7237    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.8232   -2.3072    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  5  7  1  0
  3  8  1  0
  2  9  1  0
  9 10  1  0
 10 11  1  0
 12 11  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 11  1  0
  9 16  1  0
 16 17  1  1
 16 18  1  0
 19 18  1  0
 20 19  1  0
 21 20  1  0
 22 21  1  0
 23 22  1  0
 18 23  1  0
 21 24  1  0
 25 24  2  0
 26 25  1  0
 27 26  2  0
 28 27  1  0
 29 28  2  0
 24 29  1  0
 27 30  1  0
 31 30  1  0
 31 32  1  0
 32 33  1  0
 33 34  2  0
 34 30  1  0
 32 35  1  0
 35 36  1  0
 31 37  2  0
  9 38  1  6
 39 36  2  0
 40 39  1  0
 41 40  2  0
 42 41  1  0
 43 42  2  0
 36 43  1  0
 41 44  1  0
 44 45  1  0
 45 46  1  0
 45 47  1  0
 45 48  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5205603

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 671.63

Molecular Weight (Monoisotopic): 671.2392

AlogP: 3.34

#Rotatable Bonds: 10

Polar Surface Area: 119.36

Molecular Species: NEUTRAL

HBA: 12

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.69

CX Basic pKa: 7.13

CX LogP: 5.25

CX LogD: 5.06

Aromatic Rings: 5

Heavy Atoms: 48

QED Weighted: 0.22

Np Likeness Score: -1.54

References

1. Ghobadi E, Saednia S, Emami S..  (2022)  Synthetic approaches and structural diversity of triazolylbutanols derived from voriconazole in the antifungal drug development.,  231  [PMID:35134679] [10.1016/j.ejmech.2022.114161]

Source

Source(1):

• Scientific Literature