US9422299, 34

ID: ALA3979723

PubChem CID: 86275684

Max Phase: Preclinical

Molecular Formula: C16H13F3N6OS

Molecular Weight: 394.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nsc(-c2nnc3n2CCN(C(=O)c2cc(F)c(F)c(F)c2)C3C)n1

Standard InChI:  InChI=1S/C16H13F3N6OS/c1-7-13-21-22-14(15-20-8(2)23-27-15)25(13)4-3-24(7)16(26)9-5-10(17)12(19)11(18)6-9/h5-7H,3-4H2,1-2H3

Standard InChI Key:  UFMPQBXIACFWKA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
    2.3383   -1.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3114   -2.9665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8032   -3.1233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4133   -1.7530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8813   -1.4408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0460   -2.3579    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2823   -1.5085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4134   -1.9092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8565   -0.0702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3570   -0.0307    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.5972    1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6375    0.9049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951    3.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8915    3.7585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8863    5.2585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9235    5.8621    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.5847    6.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5805    7.2040    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.2883    5.2495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2470    5.8459    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.2934    3.7495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  2  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  6  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 11  1  0
  3 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  2  0
 27 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3979723

   [8-methyl-3-(3-methyl-1,2,4-thiadiazol-5-yl)-6,8-dihydro-5H-[1,2,4]triazolo[4,3-a]pyrazin-7-yl]-(3,4,5-trifluorophenyl)methanone

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: 394.38

Molecular Weight (Monoisotopic): 394.0824

AlogP: 2.74

#Rotatable Bonds: 2

Polar Surface Area: 76.80

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.87

CX LogP: 2.07

CX LogD: 2.07

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.62

Np Likeness Score: -1.82

References

1.  (2016)  Substituted [1,2,4]triazolo[4,3-a]pyrazines as selective NK-3 receptor antagonists, 

Source

Source(1):

• BindingDB Database