1-(4-Fluorobenzyl)-5-hydroxy-3-(2-methoxyethyl)-4,6-dioxo-2,3,4,6-tetrahydro-1H-pyrido[2,1-f][1,2,4]triazine-7-carboxylic Acid

ID: ALA4535763

PubChem CID: 67471511

Max Phase: Preclinical

Molecular Formula: C18H18FN3O6

Molecular Weight: 391.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COCCN1CN(Cc2ccc(F)cc2)n2cc(C(=O)O)c(=O)c(O)c2C1=O

Standard InChI:  InChI=1S/C18H18FN3O6/c1-28-7-6-20-10-21(8-11-2-4-12(19)5-3-11)22-9-13(18(26)27)15(23)16(24)14(22)17(20)25/h2-5,9,24H,6-8,10H2,1H3,(H,26,27)

Standard InChI Key:  LKDWXKYMZLSQQA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   31.6104   -2.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6104   -3.5370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3199   -3.9456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3199   -2.3030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0293   -2.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0258   -3.5370    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.7320   -3.9505    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.4461   -3.5430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4496   -2.7217    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.7389   -2.3079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1636   -2.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8733   -2.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5831   -2.3243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.2928   -2.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7413   -1.4865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.8974   -2.3092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.3198   -1.4817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.8992   -3.9508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1909   -3.5391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.9004   -4.7721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7274   -4.7718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4369   -5.1843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4302   -6.0062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1389   -6.4228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8499   -6.0140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8519   -5.1885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1467   -4.7797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5600   -6.4298    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  1  0
  2  3  2  0
  3  6  1  0
  5  4  2  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 10 15  2  0
  1 16  2  0
  4 17  1  0
  2 18  1  0
 18 19  1  0
 18 20  2  0
  7 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4535763

   1-[(4-fluorophenyl)methyl]-5-hydroxy-3-(2-methoxyethyl)-4,6-dioxo-2H-pyrido[2,1-f][1,2,4]triazine-7-carboxylic acid

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: 391.36

Molecular Weight (Monoisotopic): 391.1180

AlogP: 0.59

#Rotatable Bonds: 6

Polar Surface Area: 112.31

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.36

CX Basic pKa: ┄

CX LogP: 0.13

CX LogD: -3.28

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.74

Np Likeness Score: -0.58

References

1. Miyagawa M, Akiyama T, Taoda Y, Takaya K, Takahashi-Kageyama C, Tomita K, Yasuo K, Hattori K, Shano S, Yoshida R, Shishido T, Yoshinaga T, Sato A, Kawai M..  (2019)  Synthesis and SAR Study of Carbamoyl Pyridone Bicycle Derivatives as Potent Inhibitors of Influenza Cap-dependent Endonuclease.,  62  (17): [PMID:31386363] [10.1021/acs.jmedchem.9b00861]

Source

Source(1):

• Scientific Literature