[11C]-1-(beta-D-Galactopyranosyl)-4-(6-methoxynaphthyl)-1,2,3-triazole

ID: ALA573846

PubChem CID: 44537936

Max Phase: Preclinical

Molecular Formula: C19H21N3O6

Molecular Weight: 387.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  [11CH3]Oc1ccc2cc(-c3cn([C@@H]4O[C@H](CO)[C@H](O)[C@H](O)[C@H]4O)nn3)ccc2c1

Standard InChI:  InChI=1S/C19H21N3O6/c1-27-13-5-4-10-6-12(3-2-11(10)7-13)14-8-22(21-20-14)19-18(26)17(25)16(24)15(9-23)28-19/h2-8,15-19,23-26H,9H2,1H3/t15-,16+,17+,18-,19-/m1/s1/i1-1

Standard InChI Key:  MSRQAZQTCBRKHE-ORZMZQJBSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
    7.3382    0.8668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3382    0.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0502   -0.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7623    0.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7623    0.8668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0502    1.2834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4781    1.2772    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2295    0.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7834    1.5540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3730    2.2698    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5655    2.1005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6224    1.2772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6200    2.1023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6242   -0.3719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0502   -1.1918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4763   -0.3719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6037    1.4654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9320    0.7088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7515    0.6199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0832    2.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9018    2.0440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2352    1.2879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0549    1.1998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5420    1.8669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2037    2.6242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3850    2.7086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3625    1.7802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6976    1.0263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2 14  1  1
  5  7  1  1
  3 15  1  1
  7  8  1  0
  4 16  1  6
  1  2  1  0
  9 17  1  0
  1  6  1  0
 17 18  2  0
  2  3  1  0
 18 19  1  0
 19 22  2  0
  3  4  1  0
 21 20  2  0
 20 17  1  0
  8  9  2  0
  9 10  1  0
 21 22  1  0
 10 11  2  0
 22 23  1  0
 11  7  1  0
 23 24  2  0
  4  5  1  0
 24 25  1  0
  1 12  1  1
 25 26  2  0
 26 21  1  0
  5  6  1  0
 24 27  1  0
 12 13  1  0
 27 28  1  0
M  ISO  1  28  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: 387.39

Molecular Weight (Monoisotopic): 387.1430

AlogP: 0.08

#Rotatable Bonds: 4

Polar Surface Area: 130.09

Molecular Species: NEUTRAL

HBA: 9

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.33

CX Basic pKa: ┄

CX LogP: 0.47

CX LogD: 0.47

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.50

Np Likeness Score: 0.22

References

1. Celen S, Cleynhens J, Deroose C, de Groot T, Ibrahimi A, Gijsbers R, Debyser Z, Mortelmans L, Verbruggen A, Bormans G..  (2009)  Synthesis and biological evaluation of (11)C-labeled beta-galactosyl triazoles as potential PET tracers for in vivo LacZ reporter gene imaging.,  17  (14): [PMID:19515568] [10.1016/j.bmc.2009.05.056]

Source

Source(1):

• Scientific Literature