Lal et al.
Molecular Properties of compounds 1-9 is tabulated in table 3 MiLogP (octanol/
water partition coefficient) is calculated by the methodology developed by
Molinspiration as a sum of fragment-based contributions and correction factors.
The method is very robust and is able to process practically all organic and most
organometallic molecules. Molecular Polar SurfaceArea TPSA is calculated based
on the methodology published by Ertl et al. as a sum of fragment contributions (P.
Ertl, B. Rohde, P. Selzer). O- and N- centered polar fragments are considered.
PSA has been shown to be a very good descriptor characterizing drug absorption,
including intestinal absorption, bioavailability, Caco-2 permeability and blood-
brain barrier penetration. Prediction results of compounds 1-9 molecular properties
(TPSA, GPCR ligand and ICM) are valued. Lipophilicity (logP value) and polar
surface area (PSA) values are two important properties for the prediction of per
oral bioavailability of drug molecules. Therefore, we have calculated logP and
PSA values for compounds 1-9 using molinspiration software programs.
The polar surface area (PSA) is calculated from the surface areas that are occupied
by oxygen and nitrogen atoms and by hydrogen atoms attached to them. Thus,
the PSA is closely related to the hydrogen bonding potential of a compound.
Molecules with PSA values around of 160 Å or more are expected to exhibit poor
intestinal absorption. Table shows that all the compounds are within this limit. It
has to be kept in mind that log P and PSA values are only two important, although
not sufficient criteria for predicting oral absorption of a drug.
Table 4. Bioactivity Score of 9 Organobismuth Compounds
Bioactivity Score
Ion
Compound
Nuclear
GPCR
Channel
Kinase
Protease
Enzyme
Receptor
Ligand
Modu-
Inhibitor
Inhibitor Inhibitor
Ligand
lator
C H BiCl F N O
36 10
2 15 2 6
-2.89
-3.730
-3.450
-3.53
-2.22
-3.15
C H BiBr F N O
34 6
2 15 2 4
-2.03
-3.130
-2.670
-2.92
-1.46
-2.47
C H BiBr F N O
38 14
2 15 2 6
-3.23
-3.920
-3.600
-3.75
-2.69
-3.45
C H BiClF NO
21 5
10
-0.08
-0.230
0.080
-0.1
-0.09
-0.02
C H BiBrF NO
20 3
10
2
-0.12
-0.170
0.020
-0.22
-0.09
-0.04
C H BiBrF NO
22 7
10
3
-0.14
-0.350
0.010
-0.18
-0.15
-0.05
C H BiN
27 36
3
0.07
0.040
0.060
-0.11
0.05
0.02
C H BiN
27 36
3
0.08
0.040
0.070
-0.1
0.06
0.03
C H BiN
27 36
3
0.08
0.040
0.070
-0.11
0.06
0.03
160
International Journal of Bioinformatics and Biological Sciences : v.2 n.3&4. Dec. 2014