N-((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)-3-ethyl-5-(methylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-amine

ID: ALA4781858

PubChem CID: 162664530

Max Phase: Preclinical

Molecular Formula: C16H16F2N6S

Molecular Weight: 362.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCn1nnc2c(N[C@@H]3C[C@H]3c3ccc(F)c(F)c3)nc(SC)nc21

Standard InChI:  InChI=1S/C16H16F2N6S/c1-3-24-15-13(22-23-24)14(20-16(21-15)25-2)19-12-7-9(12)8-4-5-10(17)11(18)6-8/h4-6,9,12H,3,7H2,1-2H3,(H,19,20,21)/t9-,12+/m0/s1

Standard InChI Key:  KQJWEUBEJJYGCY-JOYOIKCWSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   16.6024   -6.3187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6013   -7.1383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3093   -7.5473    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3075   -5.9099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0162   -6.3151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0164   -7.1383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7994   -7.3925    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2831   -6.7263    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7990   -6.0606    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3051   -5.0927    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8932   -7.5463    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.1859   -7.1372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0116   -4.6820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8284   -4.6822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4177   -3.9757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4157   -3.1585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1238   -2.7507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1222   -1.9343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4129   -1.5266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7039   -1.9413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7090   -2.7563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8291   -1.5244    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.4099   -0.7094    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.0521   -8.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8515   -8.3393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  4 10  1  0
  2 11  1  0
 11 12  1  0
 13 10  1  1
 14 13  1  0
 15 14  1  0
 13 15  1  0
 15 16  1  6
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 18 22  1  0
 19 23  1  0
  7 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4781858

   ---

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: 362.41

Molecular Weight (Monoisotopic): 362.1125

AlogP: 3.21

#Rotatable Bonds: 5

Polar Surface Area: 68.52

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.28

CX LogP: 3.85

CX LogD: 3.85

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.56

Np Likeness Score: -2.35

References

1. Goffin E,Jacques N,Musumeci L,Nchimi A,Oury C,Lancellotti P,Pirotte B.  (2020)  Synthesis of ticagrelor analogues belonging to 1,2,3-triazolo[4,5-d]pyrimidines and study of their antiplatelet and antibacterial activity.,  208  [PMID:32916314] [10.1016/j.ejmech.2020.112767]

Source

Source(1):

• Scientific Literature