Table 3.

MolDock (re-rank) docking scores and normalized docking scores (kJ/mol) for Trichomonas vaginalis and human cysteine proteases.

Compounds	TvCP2		HsCatK		TvCPCAC1		HsCatL
	Edock	DSnorm	Edock	DSnorm	Edock	DSnorm	Edock	DSnorm
AURONES
4,6-Dibenzoyl-2-[phenylhydroxymethyl]-3(2H)-benzofuranone	−101.2	−93.3	−96.1	−88.6	−103.2	−95.2	−118.8	−109.6
6-Benzoyl-2-[oxomethylpheny]-3-hydroxy-benzofurane	−87.6	−90.3	−92.3	−95.2	−101.9	−105.1	−114.4	−118.0
CHALCONES
1-[2,4-Dihydroxy-3-(3-methyl-2-butenyl)phenyl]-3-(8-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-yl)-2-propen-1-one	−68.1	−66.3	−98.0	−95.5	−83.2	−81.0	−113.3	−110.4
2',4,4',6'-Tetrahydroxy-3'-prenylchalcone	−91.8	−94.8	−94.3	−97.5	−102.0	−105.4	−95.8	−99.0
2',4,4'-Trihydroxy-3',5'-diprenylchalcone	−82.5	−81.3	−103.0	−101.5	−96.0	−94.6	−112.9	−111.2
2',4,4'-Trihydroxy-3'-prenylchalcone	−90.5	−95.1	−87.3	−91.7	−99.9	−104.9	−99.8	−104.7
2',4,4'-Trihydroxy-3,3'-diprenylchalcone	−76.0	−74.8	−98.7	−97.3	−89.1	−87.8	−109.0	−107.4
2',4,4'-Trihydroxy-6'-methoxy-3-prenylchalcone	−97.8	−99.7	−88.5	−90.3	−102.3	−104.3	−102.7	−104.7
2'-Hydroxy-4,4'-dimethoxychalcone	−80.3	−88.0	−84.2	−92.4	−86.4	−94.8	−94.6	−103.8
3-Methoxycitrunobin-4-methylether	−92.1	−90.4	−92.4	−90.7	−96.3	−94.6	−110.2	−108.2
Bipinnatone A	−98.8	−91.1	−105.6	−97.4	−103.4	−95.4	−119.9	−110.6
Bipinnatone B	−106.5	−103.4	−109.0	−105.8	−116.5	−113.0	−108.2	−105.1
Crotaorixin	−99.0	−100.9	−92.7	−94.5	−107.6	−109.7	−103.2	−105.2
Crotaramin	−83.0	−85.9	−86.6	−89.7	−91.2	−94.4	−90.5	−93.7
FLAVONOIDS
3'-O-Methyldiplacone	−97.2	−92.3	−104.3	−99.0	−116.0	−110.2	−105.2	−99.9
Cannflavin A	−100.3	−95.4	−100.3	−95.4	−112.8	−107.3	−113.5	−107.9
Diplacone	−102.7	−98.6	−91.7	−88.0	−117.9	−113.2	−110.3	−105.9
ISOFLAVONOIDS
2-Geranyl-3-hydroxy-8,9-methylenedioxypterocarpan	−89.1	−85.8	−97.3	−93.7	−97.6	−94.0	−113.6	−109.4
Andinermal A	−82.9	−85.3	−86.2	−88.7	−84.0	−86.4	−91.6	−94.3
Barbigerone	−75.1	−73.9	−80.2	−78.9	−86.0	−84.6	−74.8	−73.6
COUMARINS
Auraptene	−83.6	−90.3	−93.1	−100.5	−100.4	−108.4	−103.1	−111.3
Umbelliprenin	−89.1	−89.8	−100.3	−101.1	−93.7	−94.5	−98.2	−98.9
LIGNANS
(7R,8R,7'S,8'R)-3,3',4,5-Tetramethoxy-4',5'-methylenedioxy-7,7'-epoxylignan	−88.4	−85.4	−99.5	−96.1	−107.1	−103.5	−104.6	−101.0
(7R,8R,7'S,8'R)-3,3ʹ,5-Trimethoxy-4',5'-methylenedioxy-7,7'-epoxylignan	−91.4	−89.3	−83.3	−81.4	−94.4	−92.3	−79.9	−78.0
(7R,8S,7'S,8'S)-4,5,4',5'-Dimethylenedioxy-3,3'-dimethoxy-7,7'-epoxylignan	−95.7	−93.7	−80.8	−79.1	−98.6	−96.5	−105.0	−102.7
Austrobailignan 7	−86.6	−89.3	−88.7	−91.5	−90.0	−92.8	−89.0	−91.8
Cubebin	−97.0	−98.7	−91.4	−93.0	−96.7	−98.4	−113.4	−115.4
Epieudesmin	−88.3	−87.5	−85.4	−84.6	−95.0	−94.0	−103.9	−102.9
Eupomatenoid 5	−77.9	−84.5	−85.3	−92.5	−93.1	−100.9	−97.9	−106.1
Eupomatenoid 6	−72.9	−81.9	−79.7	−89.6	−86.7	−97.5	−92.6	−104.1
Eupomatenoid 7	−77.0	−80.9	−92.0	−96.6	−98.5	−103.5	−92.8	−97.5
Hinokinin	−99.9	−101.8	−87.6	−89.4	−95.7	−97.6	−109.8	−111.9
Sesamin	−94.9	−96.7	−94.5	−96.3	−99.6	−101.5	−98.1	−100.0
Yangambin	−91.4	−86.3	−75.2	−71.0	−85.6	−80.8	−89.0	−84.0
Lyonresinol a	−84.1	−81.0	−89.3	−86.0	−83.8	−80.7	−76.4	−73.6
MISCELLANEOUS POLYPHENOLICS
5-Acetyl-4-hydroxycannabigerol	−85.4	−85.5	−93.8	−93.9	−91.8	−91.9	−99.0	−99.1
Cannabigerolic acid	−101.1	−102.5	−103.8	−105.2	−109.9	−111.4	−107.6	−109.0
Curcumin	−87.3	−87.8	−99.4	−100.1	−105.3	−106.0	−112.2	−112.9
trans-4-(3-Methyl-E-but-1-enyl)-3,5,2',4'-tetrahydroxystilbene	−85.8	−91.2	−77.3	−82.1	−87.5	−93.1	−107.7	−114.5
trans-4-Isopentenyl-3,5,2',4'-tetrahydroxystilbene	−74.0	−78.7	−85.5	−90.9	−91.9	−97.7	−101.5	−108.0
Vanillic acid a	−52.5	−68.6	−60.8	−79.4	−57.6	−75.3	−58.0	−75.8
Veratric acid a	−54.1	−68.8	−64.8	−82.4	−59.2	−75.3	−63.2	−80.4
1,3,6,8-Tetrahydroxy-2,5-dimethoxyxanthone a	−70.1	−74.0	−77.5	−81.8	−77.7	−81.9	−79.8	−84.1
1,4-Dihydroxy-7-methoxyxanthone a	−64.4	−72.9	−70.0	−79.2	−74.3	−84.1	−75.7	−85.7
1,6,8-Trihydroxy-2,3,4,7-tetramethoxyxanthone a	−72.6	−73.4	−74.0	−74.8	−71.7	−72.4	−78.5	−79.3
Securidacaxanthone A a	−63.8	−63.6	−72.5	−72.3	−85.3	−85.0	−76.8	−76.6
Securidacaxanthone B a	−63.3	−63.1	−75.7	−75.5	−76.3	−76.1	−72.6	−72.4
Securidacaxanthone C a	−69.3	−65.4	−79.3	−74.9	−48.4	−45.7	−68.5	−64.7
ALKALOIDS
Δ1,6-Juliprosopine	−102.6	−86.6	−95.5	−80.6	−104.3	−88.0	−119.6	−100.9
Piperine	−78.2	−85.7	−80.7	−88.4	−90.8	−99.5	−97.9	−107.3
Tabernaemontanine a	−60.7	−61.9	−79.0	−80.6	−62.0	−63.2	−65.0	−66.3
Lycorine a	−71.8	−78.5	−83.9	−91.7	−81.9	−89.6	−75.8	−82.9
Candimine a	−85.4	−87.8	−87.2	−89.7	−77.7	−79.9	−79.3	−81.6
Securinine a	−59.6	−71.5	−59.4	−71.3	−62.4	−74.9	−60.6	−72.7
5,6-Dihydroleptidine a	−45.0	−43.5	−70.7	−68.3	−47.8	−46.2	−91.6	−88.5
SESQUITERPENOIDS
Lactucopicrin	−93.9	−91.2	−93.7	−91.0	−99.2	−96.3	−98.8	−95.9
Cnicin a	−87.2	−87.0	−105.9	−105.6	−96.3	−96.1	−86.9	−86.7
Coriolin a	−68.9	−76.0	−75.5	−83.2	−68.8	−75.9	−77.2	−85.1
TRITERPENOIDS
3β-Hydroxyurs-11-en-28,13β-lactone a	no dock	no dock	−44.1	−41.4	−64.0	−60.1	−56.9	−53.4
SYNTHETIC INHIBITORS
Synthetic cysteine protease inhibitor 43 [54]	−95.2	−94.2	−106.2	−105.0	−69.8	−69.0	−99.9	−98.8
Synthetic cysteine protease inhibitor 44 [54]	−115.1	−112.2	−105.1	−102.6	−110.9	−108.2	−91.7	−89.4
Synthetic cysteine protease inhibitor 45 [54]	−69.8	−79.8	−74.5	−85.1	−73.2	−83.6	−80.4	−91.9

^a Natural products known to be Trichomonas vaginalis inhibitors.