An integrated approach towards the development of novel antifungal agents containing thiadiazole: synthesis and a combined similarity search, homology modelling, molecular dynamics and molecular docking study

Er, Mustafa; Abounakhla, Abdulati Miftah; Tahtaci, Hakan; Bawah, Ali Hasin; Çınaroğlu, Süleyman Selim; Onaran, Abdurrahman; Ece, Abdulilah

doi:10.1186/s13065-018-0485-3

Table 7 Docking scores, LD₅₀ values and calculated molecular properties of the studied compounds

From: An integrated approach towards the development of novel antifungal agents containing thiadiazole: synthesis and a combined similarity search, homology modelling, molecular dynamics and molecular docking study

Comp.	LD₅₀	LeDock (kcal/mol)	SASA^b	QPlogPo/w^c	QPlogBB^d	QPPMDCK^e	%HOA^f	PSA^g	RoF^h
7c	350.00	− 7.2 ± 0.06	639.88	4.27	− 0.45	3068.46	100.00	65.45	+
7h	398.00	− 6.04 ± 0.05	601.82	4.15	− 0.25	5391.60	100.00	65.63	+
6n	404.00	− 6.15 ± 0.03	558.23	3.08	− 0.58	1419.32	95.35	76.58	+
6m	406.00	− 5.64 ± 0.02	506.57	2.56	− 0.36	1896.76	94.11	68.84	+
7a	406.00	− 5.77 ± 0.06	596.58	3.68	− 0.46	1942.04	100.00	67.88	+
4	412.00	− 5 ± 0.02	419.66	2.08	− 0.30	1654.09	90.79	55.23	+
7n	418.00	− 6.01 ± 0.10	548.66	2.93	− 0.66	1012.14	93.95	77.23	+
7b	432.00	− 6.59 ± 0.07	628.20	2.68	− 1.74	150.18	79.02	112.17	+
7e	434.00	− 6.32 ± 0.03	609.68	4.24	− 0.23	6111.44	100.00	66.82	+
6l	441.00	− 6.72 ± 0.04	633.75	3.09	− 1.29	378.36	86.03	92.20	+
7m	443.00	− 5.82 ± 0.02	503.14	2.58	− 0.24	2684.89	96.42	67.17	+
7f ^a	453.00	− 6.38 ± 0.06	NA	NA	NA	NA	NA	NA	NA
7l	453.00	− 6.66 ± 0.08	626.86	3.00	− 1.23	395.77	87.00	93.13	+
6g	474.00	− 6.42 ± 0.02	670.74	4.19	− 0.50	2889.36	100.00	83.43	+
6h	490.00	− 6.02 ± 0.07	610.56	4.25	− 0.17	5544.37	100.00	67.79	+
6k	499.00	− 6.69 ± 0.11	696.71	5.10	− 0.50	6026.31	94.22	66.34	−
6c	505.00	− 6.9 ± 0.07	648.58	4.44	− 0.44	3600.07	100.00	66.28	+
6f	508.00	− 6.47 ± 0.07	680.55	4.40	− 0.39	4240.46	100.00	82.20	+
7g	509.00	− 6.37 ± 0.08	664.51	3.92	− 0.70	1552.70	100.00	83.28	+
7k	519.00	− 7.17 ± 0.17	639.11	4.70	− 0.24	7186.32	100.00	65.83	+
6j	520.00	− 6.34 ± 0.09	644.03	4.61	− 0.38	3203.37	100.00	66.79	+
7i	522.00	− 6.18 ± 0.04	629.94	4.56	− 0.10	8066.57	100.00	68.85	+
6a	534.00	− 6.26 ± 0.06	590.06	4.01	− 0.28	3046.60	100.00	66.24	+
7j	564.00	− 6.32 ± 0.06	654.68	4.51	− 0.51	2340.98	100.00	67.50	+
6b	568.00	− 6.36 ± 0.06	640.43	3.03	− 1.57	273.80	82.57	114.02	+
7d	597.00	− 6.19 ± 0.07	632.05	4.56	− 0.14	7085.16	100.00	69.02	+
6e	603.00	− 6.69 ± 0.04	613.97	4.35	− 0.24	6419.14	100.00	66.02	+
6d	642.00	− 6.27 ± 0.10	640.40	4.71	− 0.15	7874.53	100.00	68.76	+
6i	750.00	− 6.63 ± 0.10	645.84	5.00	− 0.06	10,000.00	100.00	68.25	+
3	797.00	− 5.05 ± 0.09	431.02	2.24	− 0.28	1930.57	91.43	55.58	+
Pearson r 0.63 ± 0.03

^aADMET values could not be calculated due to the steric clashes between methoxy substituents
^bTotal solvent accessible surface area (SASA) in square angstroms using a probe with a 1.4 Å radius (recommended value: 300.0–1000.0)
^cLogarithm of the partition coefficient of the compound between n-octanol and water (recommended value < 5)
^dPredicted brain/blood partition coefficient (recommended value: − 3.0 to 1.2)
^ePredicted apparent MDCK cell permeability in nm/sec (< 25 poor, > 500 great)
^fPercentage of human oral absorption (< 25% is weak and > 80% is strong)
^gPolar surface area (recommended value ≤ 140 Å²) [40]
^hViolations to the Lipinski’s rule of five [41]

Back to article page

ISSN: 2661-801X

Contact us

Submission enquiries: bmcchemistry@biomedcentral.com
General enquiries: ORSupport@springernature.com

BMC Chemistry

Contact us