N-(Mesitylsulfonyl)-2-(3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)acetamide

ID: ALA4550628

PubChem CID: 155555027

Max Phase: Preclinical

Molecular Formula: C17H20F3N5O3S

Molecular Weight: 431.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(C)c(S(=O)(=O)NC(=O)CN2CCn3c(nnc3C(F)(F)F)C2)c(C)c1

Standard InChI:  InChI=1S/C17H20F3N5O3S/c1-10-6-11(2)15(12(3)7-10)29(27,28)23-14(26)9-24-4-5-25-13(8-24)21-22-16(25)17(18,19)20/h6-7H,4-5,8-9H2,1-3H3,(H,23,26)

Standard InChI Key:  GMXZLNIJRYPEMW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   33.5544  -22.0311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.9671  -22.7410    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   34.3755  -22.0287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.8457  -23.1538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5534  -22.7452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5534  -21.9280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.2611  -23.1538    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.6765  -23.1538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6715  -23.9756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3801  -24.3882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0932  -23.9801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0933  -23.1551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3841  -22.7462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9618  -24.3807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3843  -21.9290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8001  -24.3901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1380  -22.7452    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.1423  -21.9270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4387  -21.5185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4348  -23.1548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7266  -22.7418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7243  -21.9238    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.9457  -21.6732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4667  -22.3364    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.9494  -22.9967    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.6910  -20.8968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2361  -20.2879    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   27.8912  -20.7291    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   28.4738  -20.1037    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  2  1  0
  2  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  9 14  1  0
 13 15  1  0
 11 16  1  0
  4 17  1  0
 17 18  1  0
 17 20  1  0
 18 19  1  0
 19 22  1  0
 21 20  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 21  2  0
 23 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4550628

   ---

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: 431.44

Molecular Weight (Monoisotopic): 431.1239

AlogP: 1.54

#Rotatable Bonds: 4

Polar Surface Area: 97.19

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.09

CX Basic pKa: 2.25

CX LogP: 1.92

CX LogD: 1.08

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.79

Np Likeness Score: -1.67

References

1. Wang P, Luchowska-Stańska U, van Basten B, Chen H, Liu Z, Wiejak J, Whelan P, Morgan D, Lochhead E, Barker G, Rehmann H, Yarwood SJ, Zhou J..  (2020)  Synthesis and Biochemical Evaluation of Noncyclic Nucleotide Exchange Proteins Directly Activated by cAMP 1 (EPAC1) Regulators.,  63  (10): [PMID:32340447] [10.1021/acs.jmedchem.9b02094]

Source

Source(1):

• Scientific Literature