[O-methyl-11C]2-{4-[4-(7-methoxynaphthalen-1-yl)piperazin-1-yl]butyl}-4-methyl-2H-[1,2,4]triazine-3,5-dione

ID: ALA199824

PubChem CID: 11676174

Max Phase: Preclinical

Molecular Formula: C23H29N5O3

Molecular Weight: 423.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1c(=O)cnn(CCCCN2CCN(c3cccc4ccc(O[11CH3])cc34)CC2)c1=O

Standard InChI:  InChI=1S/C23H29N5O3/c1-25-22(29)17-24-28(23(25)30)11-4-3-10-26-12-14-27(15-13-26)21-7-5-6-18-8-9-19(31-2)16-20(18)21/h5-9,16-17H,3-4,10-15H2,1-2H3/i2-1

Standard InChI Key:  GKTQBPYMIGXPKG-JVVVGQRLSA-N

Molfile:  

     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
    5.0130    1.0293    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0130    0.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7250   -0.2042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4371    0.2042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4371    1.0293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7250    1.4459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7250    2.2710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2990   -0.2094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2972    1.4397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7250   -1.0293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4396   -1.4418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1542   -1.0293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8686   -1.4418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5832   -1.0293    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0119   -0.2005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2961    0.2115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5852   -0.2002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3000   -1.4376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0170   -1.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7249    0.2147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4394   -0.1961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1519    0.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1492    1.0443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7186    1.0371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4301    1.4546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4233    2.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7057    2.6841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9934    2.2616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0038    1.4399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2740    2.6653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5645    2.2441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  8  2  0
  1  6  1  0
  1  9  1  0
 15 19  1  0
 15 16  1  0
 16 17  1  0
 17 14  1  0
 14 18  1  0
 18 19  1  0
  2  3  1  0
 15 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
 23 25  1  0
 24 20  1  0
  4  5  2  0
 11 12  1  0
 24 25  2  0
  5  6  1  0
 25 26  1  0
 12 13  1  0
 26 27  2  0
 27 28  1  0
 13 14  1  0
 28 29  2  0
 29 24  1  0
  6  7  2  0
 28 30  1  0
  1  2  1  0
 30 31  1  0
M  ISO  1  31  11
M  END

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: 423.52

Molecular Weight (Monoisotopic): 423.2270

AlogP: 1.71

#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: 8.49

CX LogP: 2.78

CX LogD: 1.66

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.54

Np Likeness Score: -1.24

References

1. Kumar JS, Majo VJ, Hsiung SC, Millak MS, Liu KP, Tamir H, Prabhakaran J, Simpson NR, Van Heertum RL, Mann JJ, Parsey RV..  (2006)  Synthesis and in vivo validation of [O-methyl-11C]2-{4-[4-(7-methoxynaphthalen-1-yl)piperazin- 1-yl]butyl}-4-methyl-2H-[1,2,4]triazine-3,5-dione: a novel 5-HT1A receptor agonist positron emission tomography ligand.,  49  (1): [PMID:16392798] [10.1021/jm050725j]

Source

Source(1):

• Scientific Literature