1-(1H-1,2,4-triazol-1-yl)-2-(2,4-difluorophenyl)-3-[1-(4-methylbenzyl)-1H-1,2,3-triazol-4-yl]-2-propanol

ID: ALA2018822

PubChem CID: 57404533

Max Phase: Preclinical

Molecular Formula: C21H20F2N6O

Molecular Weight: 410.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(Cn2cc(CC(O)(Cn3cncn3)c3ccc(F)cc3F)nn2)cc1

Standard InChI:  InChI=1S/C21H20F2N6O/c1-15-2-4-16(5-3-15)10-28-11-18(26-27-28)9-21(30,12-29-14-24-13-25-29)19-7-6-17(22)8-20(19)23/h2-8,11,13-14,30H,9-10,12H2,1H3

Standard InChI Key:  FFACMOFSJMWATH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   16.6583  -16.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1958  -13.3708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4542  -13.7583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4292  -14.6458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9042  -14.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7292  -14.5958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7708  -13.9042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8417  -15.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4917  -15.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3708  -16.6083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.9083  -13.7958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6208  -14.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5792  -13.9208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3708  -17.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9417  -16.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6667  -14.5458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6583  -17.8458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0833  -16.1958    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.9417  -17.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6583  -18.6708    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.6190  -13.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3372  -13.7828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3395  -14.6084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0569  -15.0143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7685  -14.5952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7583  -13.7660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0404  -13.3638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4873  -15.0002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  0
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 20 11  1  0
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  3 13  1  0
  4 12  1  0
 16 19  1  0
 13 23  1  0
  2  1  1  0
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  3 15  2  0
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  4 14  2  0
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  5  9  1  0
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  7  6  2  0
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  8  5  1  0
 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2018822

   2-(2,4-Difluorophenyl)-1-[1-[(4-methylphenyl)methyl]triazol-4-yl]-3-(1,2,4-triazol-1-yl)propan-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: 410.43

Molecular Weight (Monoisotopic): 410.1667

AlogP: 2.64

#Rotatable Bonds: 7

Polar Surface Area: 81.65

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.86

CX Basic pKa: 2.01

CX LogP: 3.35

CX LogD: 3.35

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.51

Np Likeness Score: -1.51

References

1. Zou Y, Zhao Q, Liao J, Hu H, Yu S, Chai X, Xu M, Wu Q..  (2012)  New triazole derivatives as antifungal agents: synthesis via click reaction, in vitro evaluation and molecular docking studies.,  22  (8): [PMID:22437114] [10.1016/j.bmcl.2012.02.042]

Source

Source(1):

• Scientific Literature