1-(((1-(2,4-dichlorobenzyl)-1H-1,2,3-triazol-4-yl)methyl)(ethyl)amino)-2-(2,4-difluorophenyl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol

ID: ALA4533837

PubChem CID: 72950973

Max Phase: Preclinical

Molecular Formula: C23H23Cl2F2N7O

Molecular Weight: 522.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(Cc1cn(Cc2ccc(Cl)cc2Cl)nn1)CC(O)(Cn1cncn1)c1ccc(F)cc1F

Standard InChI:  InChI=1S/C23H23Cl2F2N7O/c1-2-32(10-19-11-33(31-30-19)9-16-3-4-17(24)7-21(16)25)12-23(35,13-34-15-28-14-29-34)20-6-5-18(26)8-22(20)27/h3-8,11,14-15,35H,2,9-10,12-13H2,1H3

Standard InChI Key:  PJBZOZYIWSHWFB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 35 38  0  0  0  0  0  0  0  0999 V2000
   13.9610   -3.9951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9599   -4.8147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6679   -5.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3776   -4.8142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3747   -3.9915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6661   -3.5863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6637   -2.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3702   -2.3584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9547   -2.3626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6558   -1.9481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0791   -2.7648    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9523   -1.5454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6114   -1.0667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3566   -0.2902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5393   -0.2927    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2893   -1.0706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2532   -3.5867    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.6677   -6.0408    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.7856   -2.3541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0815   -3.5820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4945   -2.7606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7904   -3.9885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5859   -3.5690    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3858   -3.7365    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7923   -3.0275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2436   -2.4220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6085   -3.0253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0190   -3.7318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6082   -4.4385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0181   -5.1446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8361   -5.1428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2426   -4.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8304   -3.7258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2477   -5.8488    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   21.2340   -3.0152    0.0000 Cl  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
  7  8  1  0
  7  9  1  0
  7 10  1  0
  8 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 12  1  0
  1 17  1  0
  3 18  1  0
 11 19  1  0
 11 20  1  0
 19 21  1  0
 20 22  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 21  2  0
 25 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 28  1  0
 31 34  1  0
 33 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4533837

   1-[[1-[(2,4-Dichlorophenyl)methyl]triazol-4-yl]methyl-ethyl-amino]-2-(2,4-difluorophenyl)-3-(1,2,4-triazol-1-yl)propan-2-ol

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 522.39

Molecular Weight (Monoisotopic): 521.1309

AlogP: 3.91

#Rotatable Bonds: 10

Polar Surface Area: 84.89

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.84

CX Basic pKa: 6.73

CX LogP: 4.18

CX LogD: 4.10

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.34

Np Likeness Score: -1.90

References

1. Emami S, Ghobadi E, Saednia S, Hashemi SM..  (2019)  Current advances of triazole alcohols derived from fluconazole: Design, in vitro and in silico studies.,  170  [PMID:30897396] [10.1016/j.ejmech.2019.03.020]

Source

Source(1):

• Scientific Literature