In Silico Identification of New Anti-SARS-CoV-2 Main Protease (M^pro) Molecules with Pharmacokinetic Properties from Natural Sources Using Molecular Dynamics (MD) Simulations and Hierarchical Virtual Screening

Table 4

Drug-likeness test results of the 34 molecules.

No.	Molecule	IUPAC name	Lipinski	Ghose	Veber	Egan	Muegge	Suitable?
1	ZINC000003190091	2-(4-oxo-4H-1,3-benzothiazin-2-yl)-N-phenylacetamide	Yes	Yes	Yes	Yes	Yes	Yes
2	ZINC000072307130	N-[[5-(4-fluorophenyl)-1H-imidazole-2-yl]methyl]-3-(1,3,4-trimethyl-6-oxo-7H-pyrazolo[3,4-b]pyridin-5-yl)propanamide	Yes	Yes	Yes	Yes	Yes	Yes
3	ZINC000013568736	N-(1,3-benzodioxol-5-ylmethyl)-2-[(7-cyano-2,4-dioxo-1H-thieno[3,2-d]pyrimidin-6-yl)sulfanyl]acetamide	Yes	Yes	No	No	No	No
4	ZINC000071282864	2-(4,4-dimethyl-14-methylsulfanyl-16-oxo-5-oxa-8-thia-10,12,13,15-tetrazatetracyclo[7.7.0.02,7.011,15]hexadeca-1(9),2(7),10,13-tetraen-12-yl)acetamide	Yes	Yes	No	No	No	No
5	ZINC000001851882	8-chloro-3-[(Z)-[4-methoxy-3-(pyridin-2-ylsulfanylmethyl)phenyl]methylideneamino]-1,5-dihydropyrimido[5,4-b]indole-2,4-dione	Yes	No	Yes	Yes	Yes	No
6	ZINC000001851878	Not Available	Yes	No	Yes	Yes	Yes	No
7	ZINC000254397769	Not Available	Yes	No	Yes	Yes	Yes	No
8	ZINC000008657429	Not Available	Yes	No	Yes	Yes	Yes	No
9	ZINC000254823011	Not Available	Yes	Yes	Yes	Yes	Yes	Yes
10	ZINC000013569219	8-fluoro-3-[(Z)-[4-methoxy-3-(pyridin-2-ylsulfanylmethyl)phenyl]methylideneamino]-1,5-dihydropyrimido[5,4-b]indole-2,4-dione	Yes	No	Yes	Yes	Yes	No
11	ZINC000003253987	3-methyl-1-[2-[4-(4-methylphenyl)-1,3-thiazol-2-yl]ethyl]-4-(trifluoromethyl)-7H-pyrazolo[3,4-b]pyridin-6-one	Yes	No	Yes	Yes	Yes	No
12	ZINC000003215661	1-[2-[4-(4-methoxyphenyl)-1,3-thiazol-2-yl]ethyl]-3-methyl-4-(trifluoromethyl)-7H-pyrazolo[3,4-b]pyridin-6-one	Yes	Yes	Yes	Yes	Yes	Yes
13	ZINC000003216023	3-methyl-1-[2-(4-phenyl-1,3-thiazol-2-yl)ethyl]-4-(trifluoromethyl)-7H-pyrazolo[3,4-b]pyridin-6-one	Yes	Yes	Yes	Yes	Yes	Yes
14	ZINC000004987707	2-[(7-cyano-2,4-dioxo-1H-thieno[3,2-d]pyrimidin-6-yl)sulfanyl]-N-[(4-methoxyphenyl)methyl]acetamide	Yes	Yes	No	No	No	No
15	ZINC000074668320	Not Available	Yes	Yes	Yes	Yes	Yes	Yes
16	ZINC000014354393	Not Available	Yes	Yes	Yes	Yes	Yes	Yes
17	ZINC000071282864	2-(4,4-dimethyl-14-methylsulfanyl-16-oxo-5-oxa-8-thia-10,12,13,15-tetrazatetracyclo[7.7.0.02,7.011,15]hexadeca-1(9),2(7),10,13-tetraen-12-yl)acetamide	Yes	Yes	No	No	No	No
18	ZINC000004293776	[(2R,3S,4S)-3,4-diacetyloxy-4-(2,6-dioxo-3H-purin-9-yl)oxolan-2-yl]methyl acetate	Yes	No	No	No	No	No
19	ZINC000226348870	Not available	Yes	No	No	No	No	No
20	ZINC000004293780	[(2R,3 R,4S)-3,4-diacetyloxy-4-(2,6-dioxo-3H-purin-9-yl)oxolan-2-yl]methyl acetate	Yes	No	No	No	No	No
21	ZINC000226348864	[(2S,3S,4R)-3,4-diacetyloxy-4-(2,6-dioxo-3H-purin-9-yl)oxolan-2-yl]methyl acetate	Yes	No	No	No	No	No
22	ZINC000004293779	[(2S,3S,4S)-3,4-diacetyloxy-4-(2,6-dioxo-3H-purin-9-yl)oxolan-2-yl]methyl acetate	Yes	No	No	No	No	No
23	ZINC000013410783	[(2S,3 R,4R)-3,4-diacetyloxy-4-(2,6-dioxo-3H-purin-9-yl)oxolan-2-yl]methyl acetate	Yes	No	No	No	No	No
24	ZINC000013410785	Not available	Yes	No	No	No	No	No
25	ZINC000004293782	[(2S,3 R,4S)-3,4-diacetyloxy-4-(2,6-dioxo-3H-purin-9-yl)oxolan-2-yl]methyl acetate	Yes	No	No	No	No	No
26	ZINC000013627408	6-benzyl-3-[(1-phenyltetrazol-5-yl)methylsulfanyl]-4H-1,2,4-triazin-5-one	Yes	Yes	Yes	Yes	Yes	Yes
27	ZINC000009341012	6-benzyl-3-[[1-(3,4-dichlorophenyl)tetrazol-5-yl]methylsulfanyl]-4H-1,2,4-triazin-5-one	Yes	Yes	Yes	Yes	Yes	Yes
28	ZINC000009304125	6-benzyl-3-[[1-(4-chlorophenyl)tetrazol-5-yl]methylsulfanyl]-4H-1,2,4-triazin-5-one	Yes	Yes	Yes	Yes	Yes	Yes
29	ZINC000013627408	6-benzyl-3-[(1-phenyltetrazol-5-yl)methylsulfanyl]-4H-1,2,4-triazin-5-one	Yes	Yes	Yes	Yes	Yes	Yes
30	ZINC000009304125	6-benzyl-3-[[1-(4-chlorophenyl)tetrazol-5-yl]methylsulfanyl]-4H-1,2,4-triazin-5-one	Yes	Yes	Yes	Yes	Yes	Yes
31	ZINC000009302601	6-benzyl-3-[[1-[3-(trifluoromethyl)phenyl]tetrazol-5-yl]methylsulfanyl]-4H-1,2,4-triazin-5-one	Yes	Yes	Yes	Yes	Yes	Yes
32	ZINC000013627512	6-phenyl-3-[[1-[3-(trifluoromethyl)phenyl]tetrazol-5-yl]methylsulfanyl]-4H-1,2,4-triazin-5-one	Yes	Yes	Yes	Yes	Yes	Yes
33	ZINC000013625488	3-[[1-(4-chlorophenyl)tetrazol-5-yl]methylsulfanyl]-6-phenyl-4H-1,2,4-triazin-5-one	Yes	Yes	Yes	Yes	Yes	Yes
34	ZINC000009418994	6-phenyl-3-[(1-phenyltetrazol-5-yl)methylsulfanyl]-4H-1,2,4-triazin-5-one	Yes	Yes	Yes	Yes	Yes	Yes

Sixteen of the 34 molecules satisfied all the requirements of all the five drug-likeness filters.