(4-(3-(4-(1H-1,2,3-Triazol-1-yl)phenyl)-5-(piperidin-4-ylmethoxy)pyrazin-2-yl)phenyl)methanamine

ID: ALA4878457

PubChem CID: 164628334

Max Phase: Preclinical

Molecular Formula: C25H27N7O

Molecular Weight: 441.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NCc1ccc(-c2ncc(OCC3CCNCC3)nc2-c2ccc(-n3ccnn3)cc2)cc1

Standard InChI:  InChI=1S/C25H27N7O/c26-15-18-1-3-20(4-2-18)24-25(21-5-7-22(8-6-21)32-14-13-29-31-32)30-23(16-28-24)33-17-19-9-11-27-12-10-19/h1-8,13-14,16,19,27H,9-12,15,17,26H2

Standard InChI Key:  HXGIUWBVVAWDHD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   17.6620  -18.8926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3700  -19.3016    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0797  -18.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0769  -18.0695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3682  -17.6642    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7880  -19.2996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4951  -18.8899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2034  -19.2974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9105  -18.8877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2047  -20.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6189  -19.2952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6201  -20.1124    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   16.9558  -19.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.2516  -16.4382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5430  -16.8470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.2533  -18.0731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8346  -16.4395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1276  -16.8492    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2520  -18.8906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5463  -19.2983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5464  -20.1148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2580  -20.5221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9608  -20.1121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8416  -20.5259    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0944  -20.1951    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5488  -20.8035    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9589  -21.5104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7578  -21.3388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  3  4  2  0
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  6  1  1  0
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  7  8  1  0
  8  9  1  0
  9 10  1  0
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  1 16  1  0
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 15 24  2  0
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 27 28  2  0
 28 15  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 29  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4878457

   ---

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: 441.54

Molecular Weight (Monoisotopic): 441.2277

AlogP: 3.23

#Rotatable Bonds: 7

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: 2.98

CX LogD: -1.59

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.45

Np Likeness Score: -0.97

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