2-(1,1-difluoroethyl)-N-[3-fluoro-4-(pentafluoro-lambda6-sulfanyl)phenyl]-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine

ID: ALA4545127

PubChem CID: 155553026

Max Phase: Preclinical

Molecular Formula: C14H11F8N5S

Molecular Weight: 433.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(Nc2ccc(S(F)(F)(F)(F)F)c(F)c2)n2nc(C(C)(F)F)nc2n1

Standard InChI:  InChI=1S/C14H11F8N5S/c1-7-5-11(27-13(23-7)25-12(26-27)14(2,16)17)24-8-3-4-10(9(15)6-8)28(18,19,20,21)22/h3-6,24H,1-2H3

Standard InChI Key:  NLEHXOQPQQDQBB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   10.1073  -20.3747    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8170  -19.9652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8141  -19.1426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1055  -18.7373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3993  -19.9657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3960  -19.1492    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6184  -18.9000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1411  -19.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6237  -20.2211    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3239  -19.5659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9124  -18.8598    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.9182  -20.2752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5045  -19.5589    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.1029  -17.9201    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8093  -17.5093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5165  -17.9178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2224  -17.5076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2202  -16.6895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5062  -16.2834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8032  -16.6959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9260  -16.2777    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.6356  -16.6831    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.9223  -15.4605    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.9182  -17.0909    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.6281  -15.8609    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.2125  -15.8651    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.5253  -20.3727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9312  -17.9142    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  2  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 10 13  1  0
  4 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 18 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
 21 25  1  0
 21 26  1  0
  2 27  1  0
 17 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4545127

   ---

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: 433.33

Molecular Weight (Monoisotopic): 433.0607

AlogP: 6.08

#Rotatable Bonds: 4

Polar Surface Area: 55.11

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.82

CX LogD: 5.82

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.51

Np Likeness Score: -1.70

References

1. Ashton TD, Devine SM, Möhrle JJ, Laleu B, Burrows JN, Charman SA, Creek DJ, Sleebs BE..  (2019)  The Development Process for Discovery and Clinical Advancement of Modern Antimalarials.,  62  (23): [PMID:31385706] [10.1021/acs.jmedchem.9b00761]

Source

Source(1):

• Scientific Literature