4-((4-((6-(2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(1H-tetrazol-1-yl)propyl)pyridin-3-yl)ethynyl)phenoxy)methyl)-N-methylbenzamide

ID: ALA4069838

PubChem CID: 89619702

Max Phase: Preclinical

Molecular Formula: C32H24F4N6O3

Molecular Weight: 616.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)c1ccc(COc2ccc(C#Cc3ccc(C(F)(F)C(O)(Cn4cnnn4)c4ccc(F)cc4F)nc3)cc2)cc1

Standard InChI:  InChI=1S/C32H24F4N6O3/c1-37-30(43)24-9-4-23(5-10-24)18-45-26-12-6-21(7-13-26)2-3-22-8-15-29(38-17-22)32(35,36)31(44,19-42-20-39-40-41-42)27-14-11-25(33)16-28(27)34/h4-17,20,44H,18-19H2,1H3,(H,37,43)

Standard InChI Key:  LLWANKSWBQUOSR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 45 49  0  0  0  0  0  0  0  0999 V2000
    3.2481  -24.7592    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.2523  -25.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9579  -25.1643    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.5424  -25.9933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8305  -25.5806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5424  -26.8146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9660  -25.9933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8282  -27.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8279  -28.0419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5403  -28.4554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2544  -28.0383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2513  -27.2191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8305  -24.7592    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4938  -24.2762    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2413  -23.4949    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4199  -23.4949    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1634  -24.2762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5382  -25.1720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9635  -26.8157    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6745  -27.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3832  -26.8155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3806  -25.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6731  -25.5810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0942  -27.2172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8066  -27.6290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5190  -28.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5181  -28.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2297  -29.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9420  -28.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9382  -28.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2261  -27.6272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1218  -26.8105    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.5413  -29.2726    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.6511  -29.2627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3574  -28.8516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0665  -29.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0653  -30.0721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7736  -30.4781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4808  -30.0669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4752  -29.2455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7664  -28.8432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1905  -30.4720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1945  -31.2892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8962  -30.0600    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6059  -30.4651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  2  1  0
  4  5  1  0
  4  6  1  0
  2  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  6  1  0
  5 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 13  1  0
  4 18  1  0
  7 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23  7  1  0
 24 25  3  0
 21 24  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
  8 32  1  0
 10 33  1  0
 29 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  2  0
 39 40  1  0
 40 41  2  0
 41 36  1  0
 39 42  1  0
 42 43  2  0
 42 44  1  0
 44 45  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4069838

   4-[[4-[2-[6-[2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(tetrazol-1-yl)propyl]pyridin-3-yl]ethynyl]phenoxy]methyl]-N-methylbenzamide

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: 616.58

Molecular Weight (Monoisotopic): 616.1846

AlogP: 4.36

#Rotatable Bonds: 9

Polar Surface Area: 115.05

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.66

CX Basic pKa: 0.35

CX LogP: 5.01

CX LogD: 5.01

Aromatic Rings: 5

Heavy Atoms: 45

QED Weighted: 0.19

Np Likeness Score: -1.43

References

1. Yates CM, Garvey EP, Shaver SR, Schotzinger RJ, Hoekstra WJ..  (2017)  Design and optimization of highly-selective, broad spectrum fungal CYP51 inhibitors.,  27  (15): [PMID:28651982] [10.1016/j.bmcl.2017.06.037]

Source

Source(1):

• Scientific Literature