2-[(2R)-2-fluoro-3-{[(3-fluorobenzyl)oxy]-8-azabicyclo[3.2.1]oct-8-yl}propyl]-4,5-dimethyl-2,4-dihydro-3H-1,2,4-triazol-3-one

ID: ALA3526580

PubChem CID: 44229590

Max Phase: Preclinical

Molecular Formula: C21H28F2N4O2

Molecular Weight: 406.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nn(C[C@H](F)CN2C3CCC2CC(OCc2cccc(F)c2)C3)c(=O)n1C

Standard InChI:  InChI=1S/C21H28F2N4O2/c1-14-24-27(21(28)25(14)2)12-17(23)11-26-18-6-7-19(26)10-20(9-18)29-13-15-4-3-5-16(22)8-15/h3-5,8,17-20H,6-7,9-13H2,1-2H3/t17-,18?,19?,20?/m1/s1

Standard InChI Key:  QFPOCCZDNSDJGG-NEYBNPPJSA-N

Molfile:  

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   10.9335   -5.5922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0087   -6.3982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4909   -5.9679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5103   -5.9679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3670   -5.1478    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8710   -5.5740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9849   -6.6843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6096   -6.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4945   -4.3114    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4879   -5.1466    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6911   -5.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2070   -4.7163    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7055   -4.0440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4279   -6.1870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4542   -3.2515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3717   -4.7096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2127   -5.5610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9332   -5.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6578   -5.5610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9332   -4.3091    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.4176   -7.1098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2384   -7.1115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6503   -6.4015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4708   -6.4057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8826   -5.6967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4736   -4.9839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6486   -4.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2406   -5.6946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7034   -5.6988    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  1  6  1  0
  6  2  1  0
  4  7  1  0
  1  8  1  0
  7  8  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  9 13  2  0
 11 14  2  0
 13 15  1  0
 12 16  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  6
 10 17  1  0
 19  5  1  0
  2 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 25 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3526580

   2-[(2R)-2-fluoro-3-[3-[(3-fluorophenyl)methoxy]-8-azabicyclo[3.2.1]octan-8-yl]propyl]-4,5-dimethyl-1,2,4-triazol-3-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 406.48

Molecular Weight (Monoisotopic): 406.2180

AlogP: 2.58

#Rotatable Bonds: 7

Polar Surface Area: 52.29

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.28

CX LogP: 2.52

CX LogD: 2.28

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.71

Np Likeness Score: -0.96

References

1. Nagaya Y, Takenaka O, Kusano K, Yoshimura T..  (2013)  Species difference in the mechanism of nonlinear pharmacokinetics of E2074, a novel sodium channel inhibitor, in rats, dogs, and monkeys.,  41  (5): [PMID:23401471] [10.1124/dmd.112.050062]

Source

Source(1):

• Scientific Literature