(4-(5-(Piperidin-4-ylmethoxy)-3-(1H-1,2,3-triazol-1-yl)pyrazin-2-yl)phenyl)methanamine

ID: ALA4879182

PubChem CID: 164628373

Max Phase: Preclinical

Molecular Formula: C19H23N7O

Molecular Weight: 365.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NCc1ccc(-c2ncc(OCC3CCNCC3)nc2-n2ccnn2)cc1

Standard InChI:  InChI=1S/C19H23N7O/c20-11-14-1-3-16(4-2-14)18-19(26-10-9-23-25-26)24-17(12-22-18)27-13-15-5-7-21-8-6-15/h1-4,9-10,12,15,21H,5-8,11,13,20H2

Standard InChI Key:  JKIWUSAVSVAIHG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   41.8033   -2.3318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8021   -3.1514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5102   -3.5603    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.2198   -3.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2170   -2.3282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5084   -1.9230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.9282   -3.5584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.6353   -3.1487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.3436   -3.5562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.0507   -3.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.3449   -4.3734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.7590   -3.5540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.7603   -4.3711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   46.0532   -4.7808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0960   -3.5597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.0975   -1.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0987   -1.1053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3917   -0.6969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6831   -1.1058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6860   -1.9272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3935   -2.3318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9748   -0.6983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2677   -1.1080    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.3528   -3.2269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.8074   -3.8334    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.2157   -4.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0134   -4.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
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  2 15  1  0
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 18 19  2  0
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 20 21  2  0
 21 16  1  0
  1 16  1  0
 19 22  1  0
 22 23  1  0
 15 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4879182

   ---

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: 365.44

Molecular Weight (Monoisotopic): 365.1964

AlogP: 1.56

#Rotatable Bonds: 6

Polar Surface Area: 103.77

Molecular Species: BASE

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.38

CX LogP: 1.54

CX LogD: -3.02

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.68

Np Likeness Score: -0.94

References

1. Nie S, Yao Y, Wu F, Wu X, Zhao J, Hua Y, Wu J, Huo T, Lin YL, Kneubehl AR, Vogt MB, Ferreon J, Rico-Hesse R, Song Y..  (2021)  Synthesis, Structure-Activity Relationships, and Antiviral Activity of Allosteric Inhibitors of Flavivirus NS2B-NS3 Protease.,  64  (5.0): [PMID:33596380] [10.1021/acs.jmedchem.0c02070]

Source

Source(1):

• Scientific Literature