6-amino-2,5-dimethyl-N-(1-(5-(trifluoromethyl)pyrimidin-2-yl)azetidin-3-yl)thieno[3,2-e][1,2,4]triazolo[1,5-a]pyridine-7-carboxamide

ID: ALA4533701

PubChem CID: 134207712

Max Phase: Preclinical

Molecular Formula: C19H17F3N8OS

Molecular Weight: 462.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1nc2cc(C)c3c(N)c(C(=O)NC4CN(c5ncc(C(F)(F)F)cn5)C4)sc3n2n1

Standard InChI:  InChI=1S/C19H17F3N8OS/c1-8-3-12-26-9(2)28-30(12)17-13(8)14(23)15(32-17)16(31)27-11-6-29(7-11)18-24-4-10(5-25-18)19(20,21)22/h3-5,11H,6-7,23H2,1-2H3,(H,27,31)

Standard InChI Key:  MWEOEIIPYCNVIG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
   26.4266  -21.3171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1319  -20.9044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8372  -21.3171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8417  -22.1308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6169  -22.3780    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   29.0916  -21.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6097  -21.0615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1319  -22.5388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4245  -22.1382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8249  -22.6873    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.1618  -23.4272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9695  -23.3354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.1319  -20.0872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8579  -20.2830    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.9088  -21.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3213  -22.4180    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.3135  -21.0026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.1385  -22.4135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7592  -24.1384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7153  -22.9882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2900  -22.4071    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.7089  -21.8325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1071  -22.4026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5155  -23.1117    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.3319  -23.1075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7374  -22.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3205  -21.6893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5055  -21.6969    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.5546  -22.3914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9680  -23.0963    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   35.9583  -21.6809    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   36.3691  -22.3902    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0
  1  2  2  0
  8  4  1  0
  3  2  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  3  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  8  1  0
  2 13  1  0
  7 14  1  0
  6 15  1  0
 15 16  1  0
 15 17  2  0
 16 18  1  0
 11 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 18  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 26 29  1  0
 29 30  1  0
 29 31  1  0
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4533701

   ---

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: 462.46

Molecular Weight (Monoisotopic): 462.1198

AlogP: 2.57

#Rotatable Bonds: 3

Polar Surface Area: 114.33

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.02

CX LogP: 3.81

CX LogD: 3.81

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.48

Np Likeness Score: -2.00

References

1. Chopko TC, Han C, Gregro AR, Engers DW, Felts AS, Poslusney MS, Bollinger KA, Morrison RD, Bubser M, Lamsal A, Luscombe VB, Cho HP, Schnetz-Boutaud NC, Rodriguez AL, Chang S, Daniels JS, Stec DF, Niswender CM, Jones CK, Wood MR, Wood MW, Duggan ME, Brandon NJ, Conn PJ, Bridges TM, Lindsley CW, Melancon BJ..  (2019)  SAR inspired by aldehyde oxidase (AO) metabolism: Discovery of novel, CNS penetrant tricyclic M4 PAMs.,  29  (16): [PMID:31248774] [10.1016/j.bmcl.2019.06.032]

Source

Source(1):

• Scientific Literature