QuartataWeb 1.0

100 known interactions (drugs) of input target (CA2): Carbonic anhydrase 2

No.	Group	Type	Drug ID	Drug Name	SMILES ⇨ TargetHunter
1	Experimental	SmallMoleculeDrug	DB02087	3,5-Difluorobenzenesulfonamide	NS(=O)(=O)C1=CC(F)=CC(F)=C1
2	Experimental	SmallMoleculeDrug	DB04002	4-Sulfonamide-[4-(Thiomethylaminobutane)]Benzamide	NS(=O)(=O)C1=CC=C(C=C1)C(=O)NCCCCNCS
3	Experimental	SmallMoleculeDrug	DB08165	indane-5-sulfonamide	NS(=O)(=O)C1=CC=C2CCCC2=C1
4	Approved	SmallMoleculeDrug	DB00562	Benzthiazide	NS(=O)(=O)C1=C(Cl)C=C2NC(CSCC3=CC=CC=C3)=NS(=O)(=O)C2=C1
5	Experimental	SmallMoleculeDrug	DB02479	(R)-N-(3-Indol-1-Yl-2-Methyl-Propyl)-4-Sulfamoyl-Benzamide	[H]N([H])S(=O)(=O)C1=CC=C(C=C1)C(=O)N([H])C[C@@H](C)CN1C=CC2=CC=CC=C12
6	Experimental	SmallMoleculeDrug	DB07596	(17beta)-17-(cyanomethyl)-2-methoxyestra-1(10),2,4-trien-3-yl sulfamate	[H][C@]1(CC#N)CC[C@@]2([H])[C@]3([H])CCC4=CC(OS(N)(=O)=O)=C(OC)C=C4[C@@]3([H])CC[C@]12C
7	Experimental	SmallMoleculeDrug	DB04371	AL6528	COC1=CC(=CC=C1)N1C=CC2=C(SC(=C2)S(N)(=O)=O)S1(=O)=O
8	Experimental	SmallMoleculeDrug	DB04081	(4s-Trans)-4-(Methylamino)-5,6-Dihydro-6-Methyl-4h-Thieno(2,3-B)Thiopyran-2-Sulfonamide-7,7-Dioxide	[H][C@]1(C)C[C@]([H])(NC)C2=C(SC(=C2)S(N)(=O)=O)S1(=O)=O
9	Experimental	SmallMoleculeDrug	DB02602	AL7182	COC1=CC(=CC=C1)N1CCC2=C(SC(=C2)S(N)(=O)=O)S1(=O)=O
10	Approved; Investigational; Withdrawn	SmallMoleculeDrug	DB00580	Valdecoxib	CC1=C(C(=NO1)C1=CC=CC=C1)C1=CC=C(C=C1)S(N)(=O)=O
11	Experimental	SmallMoleculeDrug	DB08782	4-(2-AMINOETHYL)BENZENESULFONAMIDE	NCCC1=CC=C(C=C1)S(N)(=O)=O
12	Experimental	SmallMoleculeDrug	DB03596	N-[2-(1h-Indol-5-Yl)-Butyl]-4-Sulfamoyl-Benzamide	[H][C@@](CC)(CNC(=O)C1=CC=C(C=C1)S(N)(=O)=O)C1=CC2=C(NC=C2)C=C1
13	Experimental	SmallMoleculeDrug	DB02679	Cyanamide	NC#N
14	Approved; Experimental; Investigational	SmallMoleculeDrug	DB01942	Formic Acid	OC=O
15	Experimental	SmallMoleculeDrug	DB01748	N-Benzyl-4-Sulfamoyl-Benzamide	NS(=O)(=O)C1=CC=C(C=C1)C(=O)NCC1=CC=CC=C1
16	Approved; Illicit; Withdrawn	SmallMoleculeDrug	DB01031	Ethinamate	NC(=O)OC1(CCCCC1)C#C
17	Approved	SmallMoleculeDrug	DB00436	Bendroflumethiazide	NS(=O)(=O)C1=CC2=C(NC(CC3=CC=CC=C3)NS2(=O)=O)C=C1C(F)(F)F
18	Experimental	SmallMoleculeDrug	DB08301	N-({[4-(AMINOSULFONYL)PHENYL]AMINO}CARBONYL)-4-METHYLBENZENESULFONAMIDE	CC1=CC=C(C=C1)S(=O)(=O)NC(=O)NC1=CC=C(C=C1)S(N)(=O)=O
19	Experimental	SmallMoleculeDrug	DB02221	4-(Aminosulfonyl)-N-[(2,4,6-Trifluorophenyl)Methyl]-Benzamide	NS(=O)(=O)C1=CC=C(C=C1)C(=O)NCC1=C(F)C=C(F)C=C1F
20	Approved; Investigational	SmallMoleculeDrug	DB03904	Urea	NC(N)=O
21	Experimental	SmallMoleculeDrug	DB02986	N-(2-Thienylmethyl)-2,5-Thiophenedisulfonamide	NS(=O)(=O)C1=CC=C(S1)S(=O)(=O)NCC1=CC=CS1
22	Experimental	SmallMoleculeDrug	DB03333	(4-sulfamoyl-phenyl)-thiocarbamic acid O-(2-thiophen-3-yl-ethyl) ester	NS(=O)(=O)C1=CC=C(NC(=S)OCCC2=CSC=C2)C=C1
23	Investigational	SmallMoleculeDrug	DB02292	Irosustat	NS(=O)(=O)OC1=CC=C2C3=C(CCCCC3)C(=O)OC2=C1
24	Experimental	SmallMoleculeDrug	DB08202	4-({[(4-METHYLPIPERAZIN-1-YL)AMINO]CARBONOTHIOYL}AMINO)BENZENESULFONAMIDE	CN1CCN(CC1)NC(=S)NC1=CC=C(C=C1)S(N)(=O)=O
25	Experimental	SmallMoleculeDrug	DB08083	2-(1,3-thiazol-4-yl)-1H-benzimidazole-5-sulfonamide	NS(=O)(=O)C1=CC=C2NC(=NC2=C1)C1=CSC=N1
26	Experimental	SmallMoleculeDrug	DB03385	4-Methylimidazole	CC1=CN=CN1
27	Experimental	SmallMoleculeDrug	DB02220	AL7089A	CN[C@H]1CN(C2=CC(OC)=CC=C2)S(=O)(=O)C2=C1C=C(S2)S(N)(=O)=O
28	Experimental	SmallMoleculeDrug	DB06891	5-{[(4-AMINO-3-CHLORO-5-FLUOROPHENYL)SULFONYL]AMINO}-1,3,4-THIADIAZOLE-2-SULFONAMIDE	NC1=C(F)C=C(C=C1Cl)S(=O)(=O)NC1=NN=C(S1)S(N)(=O)=O
29	Experimental	SmallMoleculeDrug	DB01784	4-Flourobenzenesulfonamide	NS(=O)(=O)C1=CC=C(F)C=C1
30	Experimental	SmallMoleculeDrug	DB01671	4-(Hydroxymercury)Benzoic Acid	O[Hg]C1=CC=C(C=C1)C(O)=O
31	Experimental	SmallMoleculeDrug	DB04089	AL5300	[H][C@]1(O)CN(CC2=CC=CS2)S(=O)(=O)C2=C1C=C(S2)S(N)(=O)=O
32	Experimental	SmallMoleculeDrug	DB07363	THIOPHENE-2,5-DISULFONIC ACID 2-AMIDE-5-(4-METHYL-BENZYLAMIDE)	CC1=CC=C(CNS(=O)(=O)C2=CC=C(S2)S(N)(=O)=O)C=C1
33	Approved; Investigational	SmallMoleculeDrug	DB01144	Diclofenamide	NS(=O)(=O)C1=CC(=C(Cl)C(Cl)=C1)S(N)(=O)=O
34	Experimental	SmallMoleculeDrug	DB03697	4-Sulfonamide-[1-(4-Aminobutane)]Benzamide	NCCCCNC(=O)C1=CC=C(C=C1)S(N)(=O)=O
35	Experimental	SmallMoleculeDrug	DB07048	N-[(2R)-5-(aminosulfonyl)-2,3-dihydro-1H-inden-2-yl]-2-propylpentanamide	[H][C@]1(CC2=C(C1)C=C(C=C2)S(N)(=O)=O)NC(=O)C(CCC)CCC
36	Experimental	SmallMoleculeDrug	DB03221	AL7099A	CN[C@@H]1CN(C2=CC(OC)=CC=C2)S(=O)(=O)C2=C1C=C(S2)S(N)(=O)=O
37	Approved; Vet approved	SmallMoleculeDrug	DB00999	Hydrochlorothiazide	NS(=O)(=O)C1=C(Cl)C=C2NCNS(=O)(=O)C2=C1
38	Experimental	SmallMoleculeDrug	DB04763	1-N-(4-SULFAMOYLPHENYL-ETHYL)-2,4,6-TRIMETHYLPYRIDINIUM	CC1=CC(C)=[N+](CCC2=CC=C(C=C2)S(N)(=O)=O)C(C)=C1
39	Approved; Vet approved	SmallMoleculeDrug	DB00819	Acetazolamide	CC(=O)NC1=NN=C(S1)S(N)(=O)=O
40	Approved; Vet approved	SmallMoleculeDrug	DB00880	Chlorothiazide	NS(=O)(=O)C1=C(Cl)C=C2NC=NS(=O)(=O)C2=C1
41	Approved; Investigational	SmallMoleculeDrug	DB00909	Zonisamide	NS(=O)(=O)CC1=NOC2=CC=CC=C12
42	Experimental	SmallMoleculeDrug	DB01964	AL5424	[H][C@]1(O)CN(C2=CC=C(OC)C=C2)S(=O)(=O)C2=C1C=C(S2)S(N)(=O)=O
43	Approved	SmallMoleculeDrug	DB01119	Diazoxide	CC1=NS(=O)(=O)C2=C(N1)C=CC(Cl)=C2
44	Experimental	SmallMoleculeDrug	DB07476	N-[4-(AMINOSULFONYL)PHENYL]-2-MERCAPTOBENZAMIDE	NS(=O)(=O)C1=CC=C(NC(=O)C2=CC=CC=C2S)C=C1
45	Experimental	SmallMoleculeDrug	DB02610	N-(2,3,4,5,6-Pentaflouro-Benzyl)-4-Sulfamoyl-Benzamide	NS(=O)(=O)C1=CC=C(C=C1)C(=O)NCC1=C(F)C(F)=C(F)C(F)=C1F
46	Experimental	SmallMoleculeDrug	DB03526	AL5927	COC1=CC=C(CNS(=O)(=O)C2=CC=C(S2)S(N)(=O)=O)C=C1
47	Approved	SmallMoleculeDrug	DB01194	Brinzolamide	CCN[C@H]1CN(CCCOC)S(=O)(=O)C2=C1C=C(S2)S(N)(=O)=O
48	Experimental	SmallMoleculeDrug	DB08155	N-{2-[4-(AMINOSULFONYL)PHENYL]ETHYL}ACETAMIDE	CC(=O)NCCC1=CC=C(C=C1)S(N)(=O)=O
49	Approved; Vet approved	SmallMoleculeDrug	DB01021	Trichlormethiazide	NS(=O)(=O)C1=C(Cl)C=C2NC(NS(=O)(=O)C2=C1)C(Cl)Cl
50	Experimental	SmallMoleculeDrug	DB04203	3-Mercuri-4-Aminobenzenesulfonamide	NC1=CC=C(C=C1[Hg])S(N)(=O)=O
51	Experimental	SmallMoleculeDrug	DB08659	2-(hydrazinocarbonyl)-3-phenyl-1H-indole-5-sulfonamide	NNC(=O)C1=C(C2=C(N1)C=CC(=C2)S(N)(=O)=O)C1=CC=CC=C1
52	Experimental	SmallMoleculeDrug	DB07632	5-(2-chlorophenyl)-1,3,4-thiadiazole-2-sulfonamide	NS(=O)(=O)C1=NN=C(S1)C1=CC=CC=C1Cl
53	Approved	SmallMoleculeDrug	DB09460	Sodium carbonate	[Na+].[Na+].[O-]C([O-])=O
54	Experimental	SmallMoleculeDrug	DB04549	4-(Aminosulfonyl)-N-[(2,3,4-Trifluorophenyl)Methyl]-Benzamide	NS(=O)(=O)C1=CC=C(C=C1)C(=O)NCC1=C(F)C(F)=C(F)C=C1
55	Approved; Vet approved	SmallMoleculeDrug	DB00695	Furosemide	NS(=O)(=O)C1=C(Cl)C=C(NCC2=CC=CO2)C(=C1)C(O)=O
56	Experimental	SmallMoleculeDrug	DB03877	AL4623	[H][C@@]1(CN(CCOC)S(=O)(=O)C2=C1C=C(S2)S(N)(=O)=O)NCC
57	Experimental	SmallMoleculeDrug	DB08157	ETHYL 3-[4-(AMINOSULFONYL)PHENYL]PROPANOATE	CCOC(=O)CCC1=CC=C(C=C1)S(N)(=O)=O
58	Experimental	SmallMoleculeDrug	DB02866	Dansylamide	CN(C)C1=C2C=CC=C(C2=CC=C1)S(N)(=O)=O
59	Approved	SmallMoleculeDrug	DB00232	Methyclothiazide	CN1C(CCl)NC2=CC(Cl)=C(C=C2S1(=O)=O)S(N)(=O)=O
60	Experimental	SmallMoleculeDrug	DB06954	2-(cycloheptylmethyl)-1,1-dioxido-1-benzothiophen-6-yl sulfamate	NS(=O)(=O)OC1=CC=C2C=C(CC3CCCCCC3)S(=O)(=O)C2=C1
61	Experimental	SmallMoleculeDrug	DB03262	Al-6619, [2h-Thieno[3,2-E]-1,2-Thiazine-6-Sulfonamide,2-(3-Hydroxyphenyl)-3-(4-Morpholinyl)-, 1,1-Dioxide]	NS(=O)(=O)C1=CC2=C(S1)S(=O)(=O)N(C(CN1CCOCC1)=C2)C1=CC(O)=CC=C1
62	Approved; Vet approved	SmallMoleculeDrug	DB09472	Sodium sulfate	[Na+].[Na+].[O-]S([O-])(=O)=O
63	Approved	SmallMoleculeDrug	DB01325	Quinethazone	CCC1NC(=O)C2=CC(=C(Cl)C=C2N1)S(N)(=O)=O
64	Approved	SmallMoleculeDrug	DB00606	Cyclothiazide	NS(=O)(=O)C1=C(Cl)C=C2NC(NS(=O)(=O)C2=C1)C1CC2CC1C=C2
65	Experimental	SmallMoleculeDrug	DB03270	2,6-Difluorobenzenesulfonamide	NS(=O)(=O)C1=C(F)C=CC=C1F
66	Experimental	SmallMoleculeDrug	DB03294	1-Methyl-3-Oxo-1,3-Dihydro-Benzo[C]Isothiazole-5-Sulfonic Acid Amide	CN1SC(=O)C2=CC(=CC=C12)S(N)(=O)=O
67	Experimental	SmallMoleculeDrug	DB02861	4-(Aminosulfonyl)-N-[(3,4,5-Trifluorophenyl)Methyl]-Benzamide	NS(=O)(=O)C1=CC=C(C=C1)C(=O)NCC1=CC(F)=C(F)C(F)=C1
68	Experimental	SmallMoleculeDrug	DB08765	6-HYDROXY-1,3-BENZOTHIAZOLE-2-SULFONAMIDE	NS(=O)(=O)C1=NC2=C(S1)C=C(O)C=C2
69	Experimental	SmallMoleculeDrug	DB03039	4-(Aminosulfonyl)-N-[(2,5-Difluorophenyl)Methyl]-Benzamide	NS(=O)(=O)C1=CC=C(C=C1)C(=O)NCC1=CC(F)=CC=C1F
70	Experimental	SmallMoleculeDrug	DB08046	2-chloro-5-[(1S)-1-hydroxy-3-oxo-2H-isoindol-1-yl]benzenesulfonamide	NS(=O)(=O)C1=CC(=CC=C1Cl)[C@@]1(O)NC(=O)C2=CC=CC=C12
71	Experimental	SmallMoleculeDrug	DB07050	5-[(phenylsulfonyl)amino]-1,3,4-thiadiazole-2-sulfonamide	NS(=O)(=O)C1=NN=C(NS(=O)(=O)C2=CC=CC=C2)S1
72	Experimental	SmallMoleculeDrug	DB03975	Mercuribenzoic Acid	OC(=O)C1=CC=C([Hg])C=C1
73	Approved	SmallMoleculeDrug	DB00273	Topiramate	[H][C@@]12CO[C@@]3(COS(N)(=O)=O)OC(C)(C)O[C@@]3([H])[C@]1([H])OC(C)(C)O2
74	Approved; Investigational	SmallMoleculeDrug	DB00482	Celecoxib	CC1=CC=C(C=C1)C1=CC(=NN1C1=CC=C(C=C1)S(N)(=O)=O)C(F)(F)F
75	Investigational	SmallMoleculeDrug	DB08846	Ellagic Acid	OC1=C(O)C2=C3C(=C1)C(=O)OC1=C3C(=CC(O)=C1O)C(=O)O2
76	Experimental	SmallMoleculeDrug	DB04601	4-[(4-O-SULFAMOYLBENZYL)(4-CYANOPHENYL)AMINO]-4H-[1,2,4]-TRIAZOLE	NS(=O)(=O)OC1=CC=C(CN(N2C=NN=C2)C2=CC=C(C=C2)C#N)C=C1
77	Approved	SmallMoleculeDrug	DB00869	Dorzolamide	CCN[C@H]1C[C@H](C)S(=O)(=O)C2=C1C=C(S2)S(N)(=O)=O
78	Experimental	SmallMoleculeDrug	DB04600	4-[(3-BROMO-4-O-SULFAMOYLBENZYL)(4-CYANOPHENYL)AMINO]-4H-[1,2,4]-TRIAZOLE	NS(=O)(=O)OC1=CC=C(CN(N2C=NN=C2)C2=CC=C(C=C2)C#N)C=C1Br
79	Experimental	SmallMoleculeDrug	DB07742	N-(2,3-DIFLUORO-BENZYL)-4-SULFAMOYL-BENZAMIDE	NS(=O)(=O)C1=CC=C(C=C1)C(=O)NCC1=CC=CC(F)=C1F
80	Experimental	SmallMoleculeDrug	DB08156	3-[4-(AMINOSULFONYL)PHENYL]PROPANOIC ACID	NS(=O)(=O)C1=CC=C(CCC(O)=O)C=C1
81	Experimental	SmallMoleculeDrug	DB08329	Sulthiame	NS(=O)(=O)C1=CC=C(C=C1)N1CCCCS1(=O)=O
82	Experimental	SmallMoleculeDrug	DB03594	1,2,4-Triazole	N1C=NC=N1
83	Experimental	SmallMoleculeDrug	DB02429	4-(Aminosulfonyl)-N-[(4-Fluorophenyl)Methyl]-Benzamide	NS(=O)(=O)C1=CC=C(C=C1)C(=O)NCC1=CC=C(F)C=C1
84	Withdrawn	SmallMoleculeDrug	DB00311	Ethoxzolamide	CCOC1=CC2=C(C=C1)N=C(S2)S(N)(=O)=O
85	Experimental	SmallMoleculeDrug	DB08645	6-CHLORO-3-(DICHLOROMETHYL)-3,4-DIHYDRO-2H-1,2,4-BENZOTHIADIAZINE-7-SULFONAMIDE 1,1-DIOXIDE	[H][C@]1(NC2=CC(Cl)=C(C=C2S(=O)(=O)N1)S(N)(=O)=O)C(Cl)Cl
86	Experimental	SmallMoleculeDrug	DB08418	(4aS,4bR,10bS,12aS)-12a-methyl-1,3-dioxo-2-(pyridin-3-ylmethyl)-1,2,3,4,4a,4b,5,6,10b,11,12,12a-dodecahydronaphtho[2,1-f]isoquinolin-8-yl sulfamate	[H][C@]12CC[C@]3(C)C(=O)N(CC4=CC=CN=C4)C(=O)C[C@@]3([H])[C@]1([H])CCC1=C2C=CC(OS(N)(=O)=O)=C1
87	Experimental	SmallMoleculeDrug	DB02535	Aminodi(Ethyloxy)Ethylaminocarbonylbenzenesulfonamide	NCCOCCOCCNC(=O)C1=CC=C(C=C1)S(N)(=O)=O
88	Experimental	SmallMoleculeDrug	DB03950	(S)-N-(3-Indol-1-Yl-2-Methyl-Propyl)-4-Sulfamoyl-Benzamide	[H]N([H])S(=O)(=O)C1=CC=C(C=C1)C(=O)N([H])C[C@H](C)CN1C=CC2=CC=CC=C12
89	Experimental	SmallMoleculeDrug	DB02069	N-(2-Flouro-Benzyl)-4-Sulfamoyl-Benzamide	NS(=O)(=O)C1=CC=C(C=C1)C(=O)NCC1=CC=CC=C1F
90	Experimental	SmallMoleculeDrug	DB04180	4-(Aminosulfonyl)-N-[(2,4-Difluorophenyl)Methyl]-Benzamide	NS(=O)(=O)C1=CC=C(C=C1)C(=O)NCC1=C(F)C=C(F)C=C1
91	Experimental	SmallMoleculeDrug	DB03844	N-(2,6-Diflouro-Benzyl)-4-Sulfamoyl-Benzamide	NS(=O)(=O)C1=CC=C(C=C1)C(=O)NCC1=C(F)C=CC=C1F
92	Experimental	SmallMoleculeDrug	DB03598	Al-6629, [2h-Thieno[3,2-E]-1,2-Thiazine-6-Sulfonamide,2-(3-Methoxyphenyl)-3-(4-Morpholinyl)-, 1,1-Dioxide]	COC1=CC=CC(=C1)N1C(CN2CCOCC2)=CC2=C(SC(=C2)S(N)(=O)=O)S1(=O)=O
93	Approved	SmallMoleculeDrug	DB00703	Methazolamide	CN1N=C(SC1=NC(C)=O)S(N)(=O)=O
94	Experimental	SmallMoleculeDrug	DB07467	4-chloro-N-[(2S)-2-methyl-2,3-dihydro-1H-indol-1-yl]-3-sulfamoylbenzamide	[H][C@]1(C)CC2=CC=CC=C2N1NC(=O)C1=CC=C(Cl)C(=C1)S(N)(=O)=O
95	Experimental	SmallMoleculeDrug	DB08416	(9BETA,13ALPHA,14BETA,17ALPHA)-2-METHOXYESTRA-1,3,5(10)-TRIENE-3,17-DIYL DISULFAMATE	[H][C@@]1(CC[C@@]2([H])[C@]3([H])CCC4=C(C=C(OC)C(OS(N)(=O)=O)=C4)[C@@]3([H])CC[C@]12C)OS(N)(=O)=O
96	Experimental	SmallMoleculeDrug	DB07710	PHENYLALANYLAMINODI(ETHYLOXY)ETHYL BENZENESULFONAMIDEAMINOCARBONYLBENZENESULFONAMIDE	[H][C@](N)(CC1=CC=CC=C1)C(=O)NCCOCCOCCNC(=O)C1=CC=C(C=C1)S(N)(=O)=O
97	Approved; Investigational	SmallMoleculeDrug	DB00774	Hydroflumethiazide	NS(=O)(=O)C1=CC2=C(NCNS2(=O)=O)C=C1C(F)(F)F
98	Experimental	SmallMoleculeDrug	DB04394	3-Nitro-4-(2-Oxo-Pyrrolidin-1-Yl)-Benzenesulfonamide	NS(=O)(=O)C1=CC=C(N2CCCC2=O)C(=C1)[N+]([O-])=O
99	Experimental	SmallMoleculeDrug	DB02894	Sulfamic Acid 2,3-O-(1-Methylethylidene)-4,5-O-Sulfonyl-Beta-Fructopyranose Ester	[H][C@@]12CO[C@@]3(COS(N)(=O)=O)OC(C)(C)O[C@@]3([H])[C@]1([H])OS(=O)(=O)O2
100	Approved; Investigational	SmallMoleculeDrug	DB00391	Sulpiride	CCN1CCCC1CNC(=O)C1=C(OC)C=CC(=C1)S(N)(=O)=O

20 predicted interactions (drugs) of input target (CA2): Carbonic anhydrase 2

No.	Group	Type	Drug ID	Drug Name	SMILES ⇨ TargetHunter	Confidence score
1	Approved; Vet approved	SmallMoleculeDrug	DB00423	Methocarbamol	COC1=CC=CC=C1OCC(O)COC(N)=O	51.8%
2	Investigational	SmallMoleculeDrug	DB12418	Saccharin	O=C1NS(=O)(=O)C2=C1C=CC=C2	50.4%
3	Approved; Investigational	SmallMoleculeDrug	DB00555	Lamotrigine	NC1=NC(N)=C(N=N1)C1=C(Cl)C(Cl)=CC=C1	44.8%
4	Approved	BiotechDrug	DB11626	Tasonermin	NA	42.6%
5	Approved; Investigational	SmallMoleculeDrug	DB00193	Tramadol	COC1=CC=CC(=C1)[C@@]1(O)CCCC[C@@H]1CN(C)C	41.4%
6	Approved	SmallMoleculeDrug	DB00543	Amoxapine	ClC1=CC2=C(OC3=CC=CC=C3N=C2N2CCNCC2)C=C1	41.2%
7	Approved; Nutraceutical	SmallMoleculeDrug	DB01373	Calcium	[Ca]	39.4%
8	Approved	SmallMoleculeDrug	DB00898	Ethanol	CCO	39.1%
9	Approved; Nutraceutical; Withdrawn	SmallMoleculeDrug	DB00150	L-Tryptophan	N[C@@H](CC1=CNC2=CC=CC=C12)C(O)=O	37.6%
10	Approved	SmallMoleculeDrug	DB00381	Amlodipine	CCOC(=O)C1=C(COCCN)NC(C)=C(C1C1=CC=CC=C1Cl)C(=O)OC	36.9%
11	Experimental	SmallMoleculeDrug	DB08231	Myristic acid	CCCCCCCCCCCCCC(O)=O	36.7%
12	Approved; Investigational	SmallMoleculeDrug	DB00714	Apomorphine	[H][C@]12CC3=C(C(O)=C(O)C=C3)C3=CC=CC(CCN1C)=C23	36.4%
13	Investigational	BiotechDrug	DB05915	MYO-029	NA	36.0%
14	Experimental	SmallMoleculeDrug	DB08294	2-(4-HYDROXY-3-NITROPHENYL)ACETIC ACID	OC(=O)CC1=CC(=C(O)C=C1)[N+]([O-])=O	34.4%
15	Approved; Investigational; Nutraceutical	SmallMoleculeDrug	DB00144	Phosphatidyl serine	CCCC(=O)O[C@H](COC(=O)CC)COP(O)(=O)OC[C@H](N)C(O)=O	33.9%
16	Approved	SmallMoleculeDrug	DB00514	Dextromethorphan	[H][C@]12CC3=C(C=C(OC)C=C3)[C@@]3(CCCC[C@]13[H])CCN2C	33.7%
17	Investigational	SmallMoleculeDrug	DB05961	PPL-100	COC(=O)N[C@@H](C(C1=CC=CC=C1)C1=CC=CC=C1)C(=O)NCCCC[C@@H](CO)N(CC(C)C)S(=O)(=O)C1=CC=C(N)C=C1	33.5%
18	Approved	SmallMoleculeDrug	DB01324	Polythiazide	CN1C(CSCC(F)(F)F)NC2=CC(Cl)=C(C=C2S1(=O)=O)S(N)(=O)=O	33.3%
19	Approved	SmallMoleculeDrug	DB00524	Metolazone	CC1NC2=CC(Cl)=C(C=C2C(=O)N1C1=CC=CC=C1C)S(N)(=O)=O	32.5%
20	Approved; Investigational	SmallMoleculeDrug	DB12267	Brigatinib	COC1=CC(=CC=C1NC1=NC=C(Cl)C(NC2=CC=CC=C2P(C)(C)=O)=N1)N1CCC(CC1)N1CCN(C)CC1	32.1%