Skip to main content
. Author manuscript; available in PMC: 2022 Jan 12.
Published in final edited form as: ACS Chem Neurosci. 2019 Oct 28;10(11):4558–4570. doi: 10.1021/acschemneuro.9b00415

Table 1.

Summary of Chemical Structures, Molecular Weight (MW), Values of Consensus Log Po/w, TPSA, Log S, Log BB, Log PS, H-Bond Donor, H-Bond Acceptor and Free Rotatable Bonds of the Tested mGlu5 NAMs

Name Structure M.W.a Cons. LogPo/wa TPSAa LogSa (Log mol/L) LogBBb LogPSb H-bond donorc H-bond acceptorc Free rotatable bondc
MPEP graphic file with name nihms-1765252-t0002.jpg 193.24 3.15 12.89 Å2 −3.008 0.449 −1.415 0 1 0
Fenobam graphic file with name nihms-1765252-t0003.jpg 266.68 1.25 73.80 Å2 −2.753 −0.587 −2.433 2 6 4
FQ056 graphic file with name nihms-1765252-t0004.jpg 313.39 2.85 49.77 Å2 −3.731 0.711 −1.894 1 3 3
G7090 graphic file with name nihms-1765252-t0005.jpg 325.77 4.16 30.71 Å2 −3.035 0.04 −1.48 0 3 3
ZD2066 graphic file with name nihms-1765252-t0006.jpg 381.82 3.28 78.86 Å2 −2.89 −1.189 −2.961 1 6 5
a

Predicted values from SwissADME (http://www.swissadme.ch30) including log Po/w (partition coefficient between n-octanol and water), an indicator of lipophilicity. The consensus (cons.) log Po/w is the average value of the five available predictive models in SwissADME. The topological polar surface area (TPSA), defined as the surface sum over all polar atoms or molecules, is a measure of permeability in that molecules > 140 Å2 are unlikely to permeate the blood brain barrier.

b

Predicted values from http://biosig.unimelb.edu.au/pkcsm/prediction.38 The water solubility of a compound (log S) reflects the solubility of the molecule in water at 25 °C. For a given compound, a log BB > 0.3 can readily cross the blood-brain barrier (BB), while molecules with log BB < −1 are poorly distributed in the brain. Compounds with a log PS > −2 are predicted to penetrate the CNS, while those with log PS < −3 are unlikely to cross the BBB or CNS membranes.39

c

The numbers of H-bond donor, H-bond acceptor, and free rotatable bonds of each NAM were obtained from PubChem (https://pubchem.ncbi.nlm.nih.gov/) and The IUPHAR/BPS Guide to PHARMACOLOGY (https://www.guidetopharmacology.org/).