2-(4-(4-(3-methoxyphenyl)piperazin-1-yl)butyl)-4-methyl-1,2,4-triazine-3,5(2H,4H)-dione

ID: ALA426317

PubChem CID: 11948707

Max Phase: Preclinical

Molecular Formula: C19H27N5O3

Molecular Weight: 373.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(N2CCN(CCCCn3ncc(=O)n(C)c3=O)CC2)c1

Standard InChI:  InChI=1S/C19H27N5O3/c1-21-18(25)15-20-24(19(21)26)9-4-3-8-22-10-12-23(13-11-22)16-6-5-7-17(14-16)27-2/h5-7,14-15H,3-4,8-13H2,1-2H3

Standard InChI Key:  PGGCRGAETLNAJC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   -2.1598    0.4670    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1598   -0.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4481   -0.7666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7364   -0.3580    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7364    0.4670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4481    0.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4481    1.7084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8756    0.8775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8739   -0.7714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4481   -1.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7336   -2.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0191   -1.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6954   -2.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4099   -1.5917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1196   -2.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8319   -1.5962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8362   -0.7708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1218   -0.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4033   -0.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5522   -0.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2624   -0.7768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9780   -0.3677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9815    0.4582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2636    0.8733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5509    0.4618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2637    1.6983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9783    2.1106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0
 14 15  1  0
  6  7  2  0
  1  2  1  0
  1  8  1  0
  1  6  1  0
  2  9  2  0
 14 19  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
  2  3  1  0
 17 20  1  0
  3 10  1  0
 20 21  2  0
  3  4  1  0
 21 22  1  0
 10 11  1  0
 22 23  2  0
  4  5  2  0
 23 24  1  0
 11 12  1  0
 24 25  2  0
 25 20  1  0
  5  6  1  0
 24 26  1  0
 12 13  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA426317

   2-(4-(4-(3-methoxyphenyl)piperazin-1-yl)butyl)-4-methyl-1,2,4-triazine-3,5(2H,4H)-dione

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: 373.46

Molecular Weight (Monoisotopic): 373.2114

AlogP: 0.55

#Rotatable Bonds: 7

Polar Surface Area: 72.60

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.32

CX LogP: 1.79

CX LogD: 0.82

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.66

Np Likeness Score: -1.61

References

1. Prabhakaran J, Parsey RV, Majo VJ, Hsiung SC, Milak MS, Tamir H, Simpson NR, Van Heertum RL, Mann JJ, Dileep Kumar JS..  (2006)  Synthesis, in vitro and in vivo evaluation of [O-methyl-11C] 2-{4-[4-(3-methoxyphenyl)piperazin-1-yl]-butyl}-4-methyl-2H-[1,2,4]-triazine-3,5-dione: a novel agonist 5-HT1A receptor PET ligand.,  16  (8): [PMID:16458504] [10.1016/j.bmcl.2006.01.052]

2. Fu H, Rong J, Chen Z, Zhou J, Collier T, Liang SH..  (2022)  Positron Emission Tomography (PET) Imaging Tracers for Serotonin Receptors.,  65  (16.0): [PMID:35939391] [10.1021/acs.jmedchem.2c00633]

Source

Source(1):

• Scientific Literature