7-hydroxy-2-(3-pyridylmethyl)-3,4-dihydro-1H-pyrido[1,2-a]pyrazin-8-one

ID: ALA4516338

PubChem CID: 140931610

Max Phase: Preclinical

Molecular Formula: C14H15N3O2

Molecular Weight: 257.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1cc2n(cc1O)CCN(Cc1cccnc1)C2

Standard InChI:  InChI=1S/C14H15N3O2/c18-13-6-12-9-16(4-5-17(12)10-14(13)19)8-11-2-1-3-15-7-11/h1-3,6-7,10,19H,4-5,8-9H2

Standard InChI Key:  PCJVRCMNWOOMBT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   14.8126   -9.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8126  -10.2397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2232   -9.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5179   -9.0097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2232  -10.2397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5159  -10.6407    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5096  -11.4492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2089  -11.8628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9161  -11.4618    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9241  -10.6471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5179   -8.1925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1037   -9.0159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6202  -11.8766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3315  -11.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0334  -11.8938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7442  -11.4921    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7518  -10.6741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0428  -10.2594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3349  -10.6635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  4  1  0
  2  6  1  0
  5  3  2  0
  3  4  1  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
  4 11  2  0
  1 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4516338

   ---

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: 257.29

Molecular Weight (Monoisotopic): 257.1164

AlogP: 0.96

#Rotatable Bonds: 2

Polar Surface Area: 58.36

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.46

CX Basic pKa: 5.84

CX LogP: 0.61

CX LogD: 0.60

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.87

Np Likeness Score: -0.90

References

1. Ernst G, Akuma D, Au V, Buchler IP, Byers S, Carr GV, Defays S, de León P, Demaude T, DePasquale M, Durieu V, Huang Y, Jigorel E, Kimos M, Kolobova A, Montel F, Moureau F, Poslusney M, Swinnen D, Vandergeten MC, Van Houtvin N, Wei H, White N, Wood M, Barrow JC..  (2019)  Synthesis and Evaluation of Bicyclic Hydroxypyridones as Inhibitors of Catechol O-Methyltransferase.,  10  (11): [PMID:32038769] [10.1021/acsmedchemlett.9b00345]

Source

Source(1):

• Scientific Literature