QuartataWeb 1.0

112 known interactions (drugs) of input target (F2): Prothrombin

No.	Group	Type	Drug ID	Drug Name	SMILES ⇨ TargetHunter
1	Experimental	SmallMoleculeDrug	DB06911	D-leucyl-N-(3-chlorobenzyl)-L-prolinamide	[H][C@@](N)(CC(C)C)C(=O)N1CCC[C@@]1([H])C(=O)NCC1=CC(Cl)=CC=C1
2	Experimental	SmallMoleculeDrug	DB03847	Gamma-Carboxy-Glutamic Acid	N[C@@H](CC(C(O)=O)C(O)=O)C(O)=O
3	Experimental	SmallMoleculeDrug	DB06942	N-(4-carbamimidoylbenzyl)-1-(3-phenylpropanoyl)-L-prolinamide	[H][C@]1(CCCN1C(=O)CCC1=CC=CC=C1)C(=O)NCC1=CC=C(C=C1)C(N)=N
4	Experimental	SmallMoleculeDrug	DB06866	6-CARBAMIMIDOYL-2-[2-HYDROXY-5-(3-METHOXY-PHENYL)-INDAN-1-YL]-HEXANOIC ACID	[H][C@](CCCCC(N)=N)(C(O)=O)[C@@]1([H])C2=C(C[C@]1([H])O)C=C(C=C2)C1=CC(OC)=CC=C1
5	Experimental	SmallMoleculeDrug	DB07508	4-(5-BENZENESULFONYLAMINO-1-METHYL-1H-BENZOIMIDAZOL-2-YLMETHYL)-BENZAMIDINE	CN1C(CC2=CC=C(C=C2)C(N)=N)=NC2=C1C=CC(NS(=O)(=O)C1=CC=CC=C1)=C2
6	Experimental	SmallMoleculeDrug	DB08254	2-NAPHTHALENESULFONIC ACID	OS(=O)(=O)C1=CC2=C(C=CC=C2)C=C1
7	Experimental	SmallMoleculeDrug	DB07095	(S)-N-(4-carbamimidoylbenzyl)-1-(3-cyclopentylpropanoyl)pyrrolidine-2-carboxamide	[H][C@]1(CCCN1C(=O)CCC1CCCC1)C(=O)NCC1=CC=C(C=C1)C(N)=N
8	Experimental	SmallMoleculeDrug	DB06996	D-leucyl-N-(4-carbamimidoylbenzyl)-L-prolinamide	[H][C@@](N)(CC(C)C)C(=O)N1CCC[C@@]1([H])C(=O)NCC1=CC=C(C=C1)C(N)=N
9	Experimental	SmallMoleculeDrug	DB07133	D-phenylalanyl-N-(3-methylbenzyl)-L-prolinamide	[H][C@@](N)(CC1=CC=CC=C1)C(=O)N1CCC[C@@]1([H])C(=O)NCC1=CC(C)=CC=C1
10	Experimental	SmallMoleculeDrug	DB07279	N-ETHYL-N-ISOPROPYL-3-METHYL-5-{[(2S)-2-(PYRIDIN-4-YLAMINO)PROPYL]OXY}BENZAMIDE	[H][C@](C)(COC1=CC(=CC(C)=C1)C(=O)N(CC)C(C)C)NC1=CC=NC=C1
11	Experimental	SmallMoleculeDrug	DB03136	4-Iodobenzo[B]Thiophene-2-Carboxamidine	NC(=[NH2+])C1=CC2=C(S1)C=CC=C2I
12	Experimental	SmallMoleculeDrug	DB06845	(S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclopentylamino)ethanoyl)pyrrolidine-2-carboxamide	[H][C@]1(CCCN1C(=O)CNC1CCCC1)C(=O)NCC1=CC=C(C=C1)C(N)=N
13	Approved	BiotechDrug	DB00001	Lepirudin	NA
14	Experimental	SmallMoleculeDrug	DB07522	N-[(2R,3S)-3-AMINO-2-HYDROXY-4-PHENYLBUTYL]NAPHTHALENE-2-SULFONAMIDE	[H][C@](N)(CC1=CC=CC=C1)[C@]([H])(O)CNS(=O)(=O)C1=CC=C2C=CC=CC2=C1
15	Experimental	SmallMoleculeDrug	DB06929	1-butanoyl-N-(4-carbamimidoylbenzyl)-L-prolinamide	[H][C@]1(CCCN1C(=O)CCC)C(=O)NCC1=CC=C(C=C1)C(N)=N
16	Approved; Investigational	SmallMoleculeDrug	DB01593	Zinc	[Zn]
17	Experimental	SmallMoleculeDrug	DB07527	N-[(2R,3S)-3-AMINO-2-HYDROXY-4-PHENYLBUTYL]-4-METHOXY-2,3,6-TRIMETHYLBENZENESULFONAMIDE	[H][C@](N)(CC1=CC=CC=C1)[C@]([H])(O)CNS(=O)(=O)C1=C(C)C=C(OC)C(C)=C1C
18	Approved; Nutraceutical	SmallMoleculeDrug	DB00170	Menadione	CC1=CC(=O)C2=CC=CC=C2C1=O
19	Experimental	SmallMoleculeDrug	DB07165	N-(5-CHLORO-BENZO[B]THIOPHEN-3-YLMETHYL)-2-[6-CHLORO-OXO-3-(2-PYRIDIN-2-YL-ETHYLAMINO)-2H-PYRAZIN-1-YL]-ACETAMIDE	[H][C@@]1(Cl)CN=C(NCCC2=NC=CC=C2)[C@]([H])(O)N1CC(=O)NCC1=CSC2=CC=C(Cl)C=C12
20	Approved; Investigational; Withdrawn	SmallMoleculeDrug	DB04898	Ximelagatran	CCOC(=O)CN[C@@H](C(=O)N1CC[C@H]1C(=O)NCC1=CC=C(C=C1)C(\N)=N\O)C1CCCCC1
21	Experimental	SmallMoleculeDrug	DB07278	2-(5-CHLORO-2-THIENYL)-N-{(3S)-1-[(1S)-1-METHYL-2-MORPHOLIN-4-YL-2-OXOETHYL]-2-OXOPYRROLIDIN-3-YL}ETHENESULFONAMIDE	O=C([C@@](C)([H])N1CC[C@]([H])(NS(=O)(=O)\C=C\C2=CC=C(Cl)S2)C1=O)N1CCOCC1
22	Approved; Investigational	SmallMoleculeDrug	DB00278	Argatroban	C[C@@H]1CCN([C@H](C1)C(O)=O)C(=O)[C@H](CCCNC(N)=N)NS(=O)(=O)C1=CC=CC2=C1NCC(C)C2
23	Experimental	SmallMoleculeDrug	DB07440	4-TERT-BUTYLBENZENESULFONIC ACID	CC(C)(C)C1=CC=C(C=C1)S(O)(=O)=O
24	Experimental	SmallMoleculeDrug	DB06850	(S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclohexylamino)ethanoyl)pyrrolidine-2-carboxamide	[H][C@]1(CCCN1C(=O)CNC1CCCCC1)C(=O)NCC1=CC=C(C=C1)C(N)=N
25	Experimental	SmallMoleculeDrug	DB06853	N-cycloheptylglycyl-N-(4-carbamimidoylbenzyl)-L-prolinamide	[H][C@]1(CCCN1C(=O)CNC1CCCCCC1)C(=O)NCC1=CC=C(C=C1)C(N)=N
26	Experimental	SmallMoleculeDrug	DB07659	AC-(D)PHE-PRO-BOROHOMOLYS-OH	[H][C@@](CCCCCN)(NC(=O)[C@]1([H])CCCN1C(=O)[C@@]([H])(CC1=CC=CC=C1)NC(C)=O)B(O)O
27	Approved	SmallMoleculeDrug	DB09332	Kappadione	[Na+].[Na+].[Na+].[Na+].CC1=C(OP([O-])([O-])=O)C2=CC=CC=C2C(OP([O-])([O-])=O)=C1
28	Experimental	SmallMoleculeDrug	DB08546	4-[(3AS,4R,7R,8AS,8BR)-2-(1,3-BENZODIOXOL-5-YLMETHYL)-7-HYDROXY-1,3-DIOXODECAHYDROPYRROLO[3,4-A]PYRROLIZIN-4-YL]BENZENECARBOXIMIDAMIDE	[H][C@]1(O)C[N@]2[C@@]([H])(C1)[C@]1([H])C(=O)N(CC3=CC=C4OCOC4=C3)C(=O)[C@]1([H])[C@]2([H])C1=CC=C(C=C1)C(N)=N
29	Experimental	SmallMoleculeDrug	DB07658	AC-(D)PHE-PRO-BOROLYS-OH	[H][C@@](CCCCN)(NC(=O)[C@]1([H])CCCN1C(=O)[C@@]([H])(CC1=CC=CC=C1)NC(C)=O)B(O)O
30	Experimental	SmallMoleculeDrug	DB02287	2-(2-Hydroxy-Phenyl)-3h-Benzoimidazole-5-Carboxamidine	NC(=[NH2+])C1=CC2=C(C=C1)N=C(N2)C1=CC=CC=C1O
31	Approved; Investigational	SmallMoleculeDrug	DB04786	Suramin	CC1=C(NC(=O)C2=CC(NC(=O)NC3=CC=CC(=C3)C(=O)NC3=C(C)C=CC(=C3)C(=O)NC3=C4C(C=C(C=C4S(O)(=O)=O)S(O)(=O)=O)=C(C=C3)S(O)(=O)=O)=CC=C2)C=C(C=C1)C(=O)NC1=C2C(C=C(C=C2S(O)(=O)=O)S(O)(=O)=O)=C(C=C1)S(O)(=O)=O
32	Experimental	SmallMoleculeDrug	DB06869	1-[2-AMINO-2-CYCLOHEXYL-ACETYL]-PYRROLIDINE-3-CARBOXYLIC ACID 5-CHLORO-2-(2-ETHYLCARBAMOYL-ETHOXY)-BENZYLAMIDE	[H][C@@](N)(C1CCCCC1)C(=O)N1CCC[C@@]1([H])C(=O)NCC1=C(OCC(=O)NCC)C=CC(Cl)=C1
33	Experimental	SmallMoleculeDrug	DB04591	N-{2,2-DIFLUORO-2-[(2R)-PIPERIDIN-2-YL]ETHYL}-2-[2-(1H-1,2,4-TRIAZOL-1-YL)BENZYL][1,3]OXAZOLO[4,5-C]PYRIDIN-4-AMINE	[H][C@@]1(CCCCN1)C(F)(F)CNC1=NC=CC2=C1N=C(CC1=CC=CC=C1N1C=NC=N1)O2
34	Approved	BiotechDrug	DB13152	Coagulation Factor IX Human	NA
35	Experimental	SmallMoleculeDrug	DB07128	N7-BUTYL-N2-(5-CHLORO-2-METHYLPHENYL)-5-METHYL[1,2,4]TRIAZOLO[1,5-A]PYRIMIDINE-2,7-DIAMINE	CCCCNC1=CC(C)=NC2=NC(NC3=CC(Cl)=CC=C3C)=NN12
36	Experimental	SmallMoleculeDrug	DB01725	2-{2-hydroxy-[1,1'-biphenyl]-3-yl}-1H-1,3-benzodiazole-5-carboximidamide	NC(=N)C1=CC2=C(NC(=N2)C2=CC=CC(C3=CC=CC=C3)=C2O)C=C1
37	Experimental	SmallMoleculeDrug	DB07190	3-cyclohexyl-D-alanyl-N-(3-chlorobenzyl)-L-prolinamide	[H][C@@](N)(CC1CCCCC1)C(=O)N1CCC[C@@]1([H])C(=O)NCC1=CC(Cl)=CC=C1
38	Experimental	SmallMoleculeDrug	DB07366	2-[N'-(4-AMINO-BUTYL)-HYDRAZINOCARBONYL]-PYRROLIDINE-1-CARBOXYLIC ACID BENZYL ESTER	[H][C@]1(CCCN1C(=O)OCC1=CC=CC=C1)C(=O)NNCCCCN
39	Experimental	SmallMoleculeDrug	DB07660	AC-(D)PHE-PRO-BOROHOMOORNITHINE-OH	[H][C@@](CCCN)(NC(=O)[C@]1([H])CCCN1C(=O)[C@@]([H])(CC1=CC=CC=C1)NC(C)=O)B(O)O
40	Experimental	SmallMoleculeDrug	DB06868	N-(3-chlorobenzyl)-1-(4-methylpentanoyl)-L-prolinamide	[H][C@]1(CCCN1C(=O)CCC(C)C)C(=O)NCC1=CC(Cl)=CC=C1
41	Experimental	SmallMoleculeDrug	DB06838	methyl L-phenylalaninate	[H][C@](N)(CC1=CC=CC=C1)C(=O)OC
42	Approved; Investigational	BiotechDrug	DB13151	Anti-inhibitor coagulant complex	NA
43	Experimental	SmallMoleculeDrug	DB07665	N-[2-(carbamimidamidooxy)ethyl]-2-{6-cyano-3-[(2,2-difluoro-2-pyridin-2-ylethyl)amino]-2-fluorophenyl}acetamide	NC(=N)NOCCNC(=O)CC1=C(C=CC(NCC(F)(F)C2=NC=CC=C2)=C1F)C#N
44	Experimental	SmallMoleculeDrug	DB07796	(3ASR,4RS,8ASR,8BRS)-4-(2-(4-FLUOROBENZYL)-1,3-DIOXODEACAHYDROPYRROLO[3,4-A] PYRROLIZIN-4-YL)BENZAMIDINE	[H][C@@]12CCC[N@@]1[C@@]([H])(C1=CC=C(C=C1)C(N)=[NH2+])[C@@]1([H])C(=O)N(CC3=CC=C(F)C=C3)C(=O)[C@@]21[H]
45	Experimental	SmallMoleculeDrug	DB07016	(3R)-8-(dioxidosulfanyl)-3-methyl-1,2,3,4-tetrahydroquinoline	[H][C@]1(C)CNC2=C(C1)C=CC=C2S(=O)=O
46	Experimental	SmallMoleculeDrug	DB07376	5-(DIMETHYLAMINO)-1-NAPHTHALENESULFONIC ACID(DANSYL ACID)	CN(C)C1=C2C=CC=C(C2=CC=C1)S(O)(=O)=O
47	Experimental	SmallMoleculeDrug	DB07027	D-phenylalanyl-N-(3-fluorobenzyl)-L-prolinamide	[H][C@@](N)(CC1=CC=CC=C1)C(=O)N1CCC[C@@]1([H])C(=O)NCC1=CC=CC(F)=C1
48	Experimental	SmallMoleculeDrug	DB08152	{(2S)-1-[N-(tert-butoxycarbonyl)glycyl]pyrrolidin-2-yl}methyl (3-chlorophenyl)acetate	[H][C@@]1(COC(=O)CC2=CC(Cl)=CC=C2)CCCN1C(=O)CNC(=O)OC(C)(C)C
49	Experimental	SmallMoleculeDrug	DB07809	4-({[4-(3-METHYLBENZOYL)PYRIDIN-2-YL]AMINO}METHYL)BENZENECARBOXIMIDAMIDE	CC1=CC=CC(=C1)C(=O)C1=CC=NC(NCC2=CC=C(C=C2)C(N)=N)=C1
50	Experimental	SmallMoleculeDrug	DB08187	METHYL-PHE-PRO-AMINO-CYCLOHEXYLGLYCINE	[H][C@](CC1=CC=CC=C1)(NC)C(=O)N1CCC[C@@]1([H])C(O)=NC[C@@]1([H])CC[C@]([H])(N)CC1
51	Experimental	SmallMoleculeDrug	DB06947	1-[(2R)-2-aminobutanoyl]-N-(4-carbamimidoylbenzyl)-L-prolinamide	[H][C@@](N)(CC)C(=O)N1CCC[C@@]1([H])C(=O)NCC1=CC=C(C=C1)C(N)=N
52	Approved; Investigational	BiotechDrug	DB09228	Conestat alfa	NA
53	Experimental	SmallMoleculeDrug	DB07083	beta-phenyl-D-phenylalanyl-N-propyl-L-prolinamide	[H][C@@](N)(C(C1=CC=CC=C1)C1=CC=CC=C1)C(=O)N1CCC[C@@]1([H])C(=O)NCCC
54	Experimental	SmallMoleculeDrug	DB06841	D-phenylalanyl-N-[(1S)-4-{[amino(iminio)methyl]amino}-1-(chloroacetyl)butyl]-L-prolinamide	[H][C@@]([NH3+])(CC1=CC=CC=C1)C(=O)N1CCC[C@@]1([H])C(O)=N[C@@]([H])(CCCNC(N)=N)[C@]([H])(O)CCl
55	Experimental	SmallMoleculeDrug	DB07549	2-(6-CHLORO-3-{[2,2-DIFLUORO-2-(2-PYRIDINYL)ETHYL]AMINO}-2-OXO-1(2H)-PYRAZINYL)-N-[(2-FLUORO-3-METHYL-6-PYRIDINYL)METHYL]ACETAMIDE	CC1=C[NH+]=C(NCC(F)(F)C2=[NH+]C=CC=C2)C(=O)N1CC(=O)NCC1=C(F)C(C)=CC=N1
56	Approved; Investigational	BiotechDrug	DB00100	Coagulation Factor IX (Recombinant)	NA
57	Experimental	SmallMoleculeDrug	DB02723	4-Oxo-2-Phenylmethanesulfonyl-Octahydro-Pyrrolo[1,2-a]Pyrazine-6-Carboxylic Acid [1-(N-Hydroxycarbamimidoyl)-Piperidin-4-Ylmethyl]-Amide	O\N=C(/N)N1CCC(CC1)CNC(=O)[C@@H]1CC[C@H]2CN(CC(=O)N12)S(=O)(=O)CC1=CC=CC=C1
58	Experimental	SmallMoleculeDrug	DB06919	D-phenylalanyl-N-(3-chlorobenzyl)-L-prolinamide	[H][C@@](N)(CC1=CC=CC=C1)C(=O)N1CCC[C@@]1([H])C(=O)NCC1=CC(Cl)=CC=C1
59	Experimental	SmallMoleculeDrug	DB07548	2-(6-CHLORO-3-{[2,2-DIFLUORO-2-(2-PYRIDINYL)ETHYL]AMINO}-2-OXO-1(2H)-PYRAZINYL)-N-[(2-FLUORO-6-PYRIDINYL)METHYL]ACETAMIDE	CC1=CN=C(NCC(F)(F)C2=CC=CC=N2)C(=O)N1CC(=O)NCC1=C(F)C=CC=N1
60	Experimental	SmallMoleculeDrug	DB07131	(S)-N-(4-carbamimidoylbenzyl)-1-(3-cyclohexylpropanoyl)pyrrolidine-2-carboxamide	[H][C@]1(CCCN1C(=O)CCC1CCCCC1)C(=O)NCC1=CC=C(C=C1)C(N)=N
61	Experimental	SmallMoleculeDrug	DB07718	3-(4-HYDROXY-PHENYL)PYRUVIC ACID	OC(=O)C(=O)CC1=CC=C(O)C=C1
62	Experimental	SmallMoleculeDrug	DB06878	1-[(2R)-2-aminobutanoyl]-N-(3-chlorobenzyl)-L-prolinamide	[H][C@@](N)(CC)C(=O)N1CCC[C@@]1([H])C(=O)NCC1=CC=CC(Cl)=C1
63	Experimental	SmallMoleculeDrug	DB04136	Lysophosphotidylserine	[H][C@@](O)(CO[C@@]([H])(O)CCCCCCCCCCCCCC)COP(O)(=O)OC[C@]([H])(N)C(O)=O
64	Experimental	SmallMoleculeDrug	DB01766	Beta-(2-Naphthyl)-Alanine	[H][C@](N)(CC1=CC=C2C=CC=CC2=C1)C(O)=O
65	Experimental	SmallMoleculeDrug	DB04772	1-GUANIDINO-4-(N-PHENYLMETHANESULFONYL-L-LEUCYL-L-PROLYLAMINO)BUTANE	CC(C)C[C@H](NS(=O)(=O)CC1=CC=CC=C1)C(=O)N1CCC[C@H]1C(=O)NCCCCN=C(N)N
66	Approved; Investigational	BiotechDrug	DB09109	Turoctocog alfa	NA
67	Experimental	SmallMoleculeDrug	DB07897	1-(HYDROXYMETHYLENEAMINO)-8-HYDROXY-OCTANE	OCCCCCCCCNCO
68	Experimental	SmallMoleculeDrug	DB07353	4-(2,5-DIAMINO-5-HYDROXY-PENTYL)-PHENOL	[H][C@](N)(O)CC[C@@]([H])(N)CC1=CC=C(O)C=C1
69	Experimental	SmallMoleculeDrug	DB07211	(2R)-2-(5-CHLORO-2-THIENYL)-N-{(3S)-1-[(1S)-1-METHYL-2-MORPHOLIN-4-YL-2-OXOETHYL]-2-OXOPYRROLIDIN-3-YL}PROPENE-1-SULFONAMIDE	C\C(=C/S(=O)(=O)N[C@@]1([H])CCN([C@](C)([H])C(=O)N2CCOCC2)C1=O)C1=CC=C(Cl)S1
70	Experimental	SmallMoleculeDrug	DB07515	1-(2-{[(6-AMINO-2-METHYLPYRIDIN-3-YL)METHYL]AMINO}ETHYL)-6-CHLORO-3-[(2,2-DIFLUORO-2-PYRIDIN-2-YLETHYL)AMINO]-1,4-DIHYDROPYRAZIN-2-OL	[H][C@]1(N)CCC([H])(CNCCN2C(Cl)=CN=C(NCC(F)(F)C3=CC=CC=N3)C2([H])O)C([H])(C)N1
71	Experimental	SmallMoleculeDrug	DB01767	Hemi-Babim	NC(=N)C1=CC2=C(NC(CC3=NC4=C(N3)C=CC=C4)=N2)C=C1
72	Experimental	SmallMoleculeDrug	DB07550	2-(6-CHLORO-3-{[2,2-DIFLUORO-2-(1-OXIDO-2-PYRIDINYL)ETHYL]AMINO}-2-OXO-1(2H)-PYRAZINYL)-N-[(2-FLUOROPHENYL)METHYL]ACETAMIDE	[O-][N+]1=CC=CC=C1C(F)(F)CNC1=NC=C(Cl)N(CC(=O)NCC2=C(F)C=CC=C2)C1=O
73	Experimental	SmallMoleculeDrug	DB04722	2-(3-CHLORO-6-{[2,2-DIFLUORO-2-(1-OXIDOPYRIDIN-2-YL)ETHYL]AMINO}-1-OXIDOPYRIDIN-2-YL)-N-[1-(3-CHLOROPHENYL)ETHYL]ACETAMIDE	[H][C@](C)(NC(=O)CC1=[N+]([O-])C(NCC(F)(F)C2=[N+]([O-])C=CC=C2)=CC=C1Cl)C1=CC=CC(Cl)=C1
74	Experimental	SmallMoleculeDrug	DB07521	6-CHLORO-1-(2-{[(5-CHLORO-1-BENZOTHIEN-3-YL)METHYL]AMINO}ETHYL)-3-[(2-PYRIDIN-2-YLETHYL)AMINO]-1,4-DIHYDROPYRAZIN-2-OL	[H][C@]1(CCN=C2NC[C@]([H])(Cl)N(CCNCC3=CSC4=C3C=C(Cl)C=C4)C2([H])O)CCCCN1
75	Experimental	SmallMoleculeDrug	DB04771	1-GUANIDINO-4-(N-NITRO-BENZOYLAMINO-L-LEUCYL-L-PROLYLAMINO)BUTANE	CC(C)C[C@H](NC(=O)C1=CC=C(C=C1)[N+]([O-])=O)C(=O)N1CCC[C@H]1C(=O)NCCCCN=C(N)N
76	Experimental	SmallMoleculeDrug	DB06858	N-cyclooctylglycyl-N-(4-carbamimidoylbenzyl)-L-prolinamide	[H][C@]1(CCCN1C(=O)CNC1CCCCCCC1)C(=O)NCC1=CC=C(C=C1)C(N)=N
77	Experimental	SmallMoleculeDrug	DB07143	D-phenylalanyl-N-benzyl-L-prolinamide	[H][C@@](N)(CC1=CC=CC=C1)C(=O)N1CCC[C@@]1([H])C(=O)NCC1=CC=CC=C1
78	Experimental	SmallMoleculeDrug	DB07005	D-phenylalanyl-N-{4-[amino(iminio)methyl]benzyl}-L-prolinamide	[H][C@@](N)(CC1=CC=CC=C1)C(=O)N1CCC[C@@]1([H])C(=O)NCC1=CC=C(C=C1)C(N)=[NH2+]
79	Experimental	SmallMoleculeDrug	DB07946	N-[2-({[amino(imino)methyl]amino}oxy)ethyl]-2-{6-chloro-3-[(2,2-difluoro-2-phenylethyl)amino]-2-fluorophenyl}acetamide	NC(=N)NOCCNC(=O)CC1=C(Cl)C=CC(NCC(F)(F)C2=CC=CC=C2)=C1F
80	Approved; Investigational	SmallMoleculeDrug	DB12598	Nafamostat	NC(=N)NC1=CC=C(C=C1)C(=O)OC1=CC=C2C=C(C=CC2=C1)C(N)=N
81	Experimental	SmallMoleculeDrug	DB07934	[[CYCLOHEXANESULFONYL-GLYCYL]-3[PYRIDIN-4-YL-AMINOMETHYL]ALANYL]PIPERIDINE	[H][C@](CCNC1=CC=[NH+]C=C1)(NC(=O)CNS(=O)(=O)C1CCCCC1)C(=O)N1CCCCC1
82	Experimental	SmallMoleculeDrug	DB07277	2-(5-CHLORO-2-THIENYL)-N-{(3S)-1-[(1S)-1-METHYL-2-MORPHOLIN-4-YL-2-OXOETHYL]-2-OXOPYRROLIDIN-3-YL}ETHANESULFONAMIDE	[H][C@@](C)(N1CC[C@]([H])(NS(=O)(=O)CCC2=CC=C(Cl)S2)C1=O)C(=O)N1CCOCC1
83	Approved	SmallMoleculeDrug	DB06695	Dabigatran etexilate	CCCCCCOC(=O)N=C(N)C1=CC=C(NCC2=NC3=C(C=CC(=C3)C(=O)N(CCC(=O)OCC)C3=CC=CC=N3)N2C)C=C1
84	Experimental	SmallMoleculeDrug	DB06936	N-(4-carbamimidoylbenzyl)-1-(4-methylpentanoyl)-L-prolinamide	[H][C@]1(CCCN1C(=O)CCC(C)C)C(=O)NCC1=CC=C(C=C1)C(N)=N
85	Approved; Investigational	SmallMoleculeDrug	DB09130	Copper	[Cu]
86	Experimental	SmallMoleculeDrug	DB07105	2-[2-(4-CHLORO-PHENYLSULFANYL)-ACETYLAMINO]-3-(4-GUANIDINO-PHENYL)-PROPIONAMIDE	[H][C@@](CC1=CC=C(NC(N)=N)C=C1)(NC(=O)CSC1=CC=C(Cl)C=C1)C(N)=O
87	Experimental	SmallMoleculeDrug	DB07944	N-{3-METHYL-5-[2-(PYRIDIN-4-YLAMINO)-ETHOXY]-PHENYL}-BENZENESULFONAMIDE	CC1=CC(OCCNC2=CC=[NH+]C=C2)=CC(NS(=O)(=O)C2=CC=CC=C2)=C1
88	Approved; Investigational; Withdrawn	BiotechDrug	DB00055	Drotrecogin alfa	NA
89	Investigational	SmallMoleculeDrug	DB05714	Flovagatran	COCCC[C@H](NC(=O)[C@@H]1CCCN1C(=O)[C@@H](CC1=CC=CC=C1)NC(=O)OCC1=CC=CC=C1)B(O)O
90	Experimental	SmallMoleculeDrug	DB06861	6-(2-HYDROXY-CYCLOPENTYL)-7-OXO-HEPTANAMIDINE	[H][C@](CCCCC(N)=N)(C=O)[C@@]1([H])CCC[C@]1([H])O
91	Experimental	SmallMoleculeDrug	DB07088	(S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclopentyloxy)ethanoyl)pyrrolidine-2-carboxamide	[H][C@]1(CCCN1C(=O)COC1CCCC1)C(=O)NCC1=CC=C(C=C1)C(N)=N
92	Approved; Investigational	SmallMoleculeDrug	DB00006	Bivalirudin	CC[C@H](C)[C@H](NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@H](CC(O)=O)NC(=O)CNC(=O)[C@H](CC(N)=O)NC(=O)CNC(=O)CNC(=O)CNC(=O)CNC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(N)=N)NC(=O)[C@@H]1CCCN1C(=O)[C@H](N)CC1=CC=CC=C1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC1=CC=C(O)C=C1)C(=O)N[C@@H](CC(C)C)C(O)=O
93	Approved	BiotechDrug	DB06404	Human C1-esterase inhibitor	NA
94	Experimental	SmallMoleculeDrug	DB07400	1-ETHOXYCARBONYL-D-PHE-PRO-2(4-AMINOBUTYL)HYDRAZINE	[H][C@](CC1=CC=CC=C1)(NC(=O)OCC)C(=O)N1CCC[C@@]1([H])C(=O)NNCCCCN
95	Experimental	SmallMoleculeDrug	DB03159	CRA_8696	NC(=[NH2+])C1=CC=C2NC(=CC2=C1)C1=CC=CC(=C1[O-])C1=CC=CC=C1
96	Experimental	SmallMoleculeDrug	DB08062	3-(4-CHLOROPHENYL)-5-(METHYLTHIO)-4H-1,2,4-TRIAZOLE	CSC1=NN=C(N1)C1=CC=C(Cl)C=C1
97	Experimental	SmallMoleculeDrug	DB06859	N-ALLYL-5-AMIDINOAMINOOXY-PROPYLOXY-3-CHLORO-N-CYCLOPENTYLBENZAMIDE	NC(=N)NOCCCOC1=CC(Cl)=CC(=C1)C(=O)N(CC=C)C1CCCC1
98	Experimental	SmallMoleculeDrug	DB04697	TRANS-4-(GUANIDINOMETHYL)-CYCLOHEXANE-L-YL-D-3-CYCLOHEXYLALANYL-L-AZETIDINE-2-YL-D-TYROSINYL-L-HOMOARGININAMIDE	NC(N)=NCCCC[C@H](NC(=O)[C@@H](CC1=CC=C(O)C=C1)NC(=O)[C@@H]1CCN1C(=O)[C@@H](CC1CCCCC1)NC(=O)[C@@H]1CC[C@H](CN=C(N)N)CC1)C(N)=O
99	Experimental	SmallMoleculeDrug	DB07120	N4-(N,N-DIPHENYLCARBAMOYL)-AMINOGUANIDINE	NC(=N)NNC(=O)N(C1=CC=CC=C1)C1=CC=CC=C1
100	Experimental	SmallMoleculeDrug	DB06865	6-CARBAMIMIDOYL-2-[2-HYDROXY-6-(4-HYDROXY-PHENYL)-INDAN-1-YL]-HEXANOIC ACID	[H][C@](CCCCC(N)=N)(C(O)=O)[C@@]1([H])C2=C(C[C@]1([H])O)C=CC(=C2)C1=CC=C(O)C=C1
101	Experimental	SmallMoleculeDrug	DB07091	(S)-N-(4-carbamimidoylbenzyl)-1-(2-(cyclohexyloxy)ethanoyl)pyrrolidine-2-carboxamide	[H][C@]1(CCCN1C(=O)COC1CCCCC1)C(=O)NCC1=CC=C(C=C1)C(N)=N
102	Experimental	SmallMoleculeDrug	DB07741	4-(1R,3AS,4R,8AS,8BR)-[1-DIFLUOROMETHYL-2-(4-FLUOROBENZYL)-3-OXODECAHYDROPYRROLO[3,4-A]PYRROLIZIN-4-YL]BENZAMIDINE	[H][C@@]12CCC[N@@]1[C@@]([H])(C1=CC=C(C=C1)C(N)N)[C@@]1([H])C(=O)N(CC3=CC=C(F)C=C3)[C@]([H])(C(F)F)[C@@]21[H]
103	Experimental	SmallMoleculeDrug	DB08061	4-[3-(4-CHLOROPHENYL)-1H-PYRAZOL-5-YL]PIPERIDINE	ClC1=CC=C(C=C1)C1=NNC(=C1)C1CCNCC1
104	Experimental	SmallMoleculeDrug	DB07461	3-AMINO-3-BENZYL-9-CARBOXAMIDE[4.3.0]BICYCLO-1,6-DIAZANONAN-2-ONE	[H][C@]1(CCN2CC[C@@](N)(CC3=CC=CC=C3)C(=O)N12)C=O
105	Investigational	SmallMoleculeDrug	DB12831	Gabexate	CCOC(=O)C1=CC=C(OC(=O)CCCCCNC(N)=N)C=C1
106	Approved	SmallMoleculeDrug	DB01123	Proflavine	NC1=CC2=NC3=C(C=CC(N)=C3)C=C2C=C1
107	Approved; Investigational	BiotechDrug	DB11166	Antithrombin Alfa	NA
108	Experimental	SmallMoleculeDrug	DB03865	6-Chloro-2-(2-Hydroxy-Biphenyl-3-Yl)-1h-Indole-5-Carboxamidine	NC(=[NH2+])C1=CC2=C(NC(=C2)C2=CC=CC(=C2O)C2=CC=CC=C2)C=C1Cl
109	Experimental	SmallMoleculeDrug	DB07639	3-(7-DIAMINOMETHYL-NAPHTHALEN-2-YL)-PROPIONIC ACID ETHYL ESTER	CCOC(=O)C(CC1=CC2=C(C=C1)C=CC(=C2)C(N)N)C1=CC=C(OC2CCNC2)C=C1
110	Experimental	SmallMoleculeDrug	DB08422	[PHENYLALANINYL-PROLINYL]-[2-(PYRIDIN-4-YLAMINO)-ETHYL]-AMINE	[H][C@@](N)(CC1=CC=CC=C1)C(=O)N1CCC[C@@]1([H])C(=O)NCCNC1=CC=NC=C1
111	Approved; Investigational	BiotechDrug	DB05777	Thrombomodulin Alfa	NA
112	Experimental	SmallMoleculeDrug	DB08624	BENZOTHIAZOLE	[H][C@](N)(CCCNC(N)=N)C(=O)C1=NC2=CC=CC=C2S1

20 predicted interactions (drugs) of input target (F2): Prothrombin

No.	Group	Type	Drug ID	Drug Name	SMILES ⇨ TargetHunter	Confidence score
1	Approved; Investigational	SmallMoleculeDrug	DB12010	Fostamatinib	COC1=CC(NC2=NC=C(F)C(NC3=NC4=C(OC(C)(C)C(=O)N4COP(O)(O)=O)C=C3)=N2)=CC(OC)=C1OC	53.5%
2	Approved	BiotechDrug	DB13999	Moroctocog alfa	NA	49.8%
3	Approved	BiotechDrug	DB00036	Coagulation factor VIIa Recombinant Human	NA	43.7%
4	Approved; Investigational	SmallMoleculeDrug	DB01169	Arsenic trioxide	O=[As]O[As]=O	43.2%
5	Approved	SmallMoleculeDrug	DB00201	Caffeine	CN1C=NC2=C1C(=O)N(C)C(=O)N2C	41.9%
6	Experimental	SmallMoleculeDrug	DB03721	N-acetyl-alpha-neuraminic acid	[H][C@]1(O[C@](O)(C[C@H](O)[C@H]1NC(C)=O)C(O)=O)[C@H](O)[C@H](O)CO	41.3%
7	Approved; Investigational	SmallMoleculeDrug	DB00464	Sodium Tetradecyl Sulfate	[Na+].CCCCC(CC)CCC(CC(C)C)OS([O-])(=O)=O	36.3%
8	Approved; Investigational	SmallMoleculeDrug	DB00523	Alitretinoin	C\C(\C=C\C1=C(C)CCCC1(C)C)=C\C=C\C(\C)=C\C(O)=O	36.2%
9	Approved	BiotechDrug	DB00031	Tenecteplase	NA	35.5%
10	Approved; Investigational; Nutraceutical	SmallMoleculeDrug	DB00143	Glutathione	N[C@@H](CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O)C(O)=O	34.8%
11	Investigational	SmallMoleculeDrug	DB05235	NRP409	NA	34.6%
12	Experimental	SmallMoleculeDrug	DB03643	CRA_1144	NC(=[NH2+])C1=CC=C2NC(=NC2=C1)C1=CC=CC=C1[O-]	34.4%
13	Experimental	SmallMoleculeDrug	DB04395	Phosphoaminophosphonic Acid-Adenylate Ester	NC1=NC=NC2=C1N=CN2[C@@H]1O[C@@H](CO[P@](O)(=O)O[P@@](O)(=O)NP(O)(O)=O)[C@H](O)[C@H]1O	33.7%
14	Approved; Nutraceutical	SmallMoleculeDrug	DB00126	Vitamin C	[H][C@@]1(OC(=O)C(O)=C1O)[C@@H](O)CO	33.3%
15	Approved; Investigational	SmallMoleculeDrug	DB01064	Isoprenaline	CC(C)NCC(O)C1=CC(O)=C(O)C=C1	33.3%
16	Experimental	SmallMoleculeDrug	DB08259	7-{[(CYCLOHEXYLAMINO)CARBONYL]AMINO}HEPTANOIC ACID	OC(=O)CCCCCCNC(=O)NC1CCCCC1	32.7%
17	Approved	BiotechDrug	DB13149	Protein S human	NA	31.9%
18	Experimental	SmallMoleculeDrug	DB03539	2-(Acetylamino)-2-Deoxy-6-O-Methyl-Alpha-D-Allopyranose	[H][C@]1(O)[C@]([H])(O)[C@@]2([H])N=C(O[C@@]2([H])[C@]1([H])CO)N=C	31.9%
19	Experimental	SmallMoleculeDrug	DB07985	+/-METHYL 4-(AMINOIMINOMETHYL)-BETA-[3- INH (AMINOIMINO)PHENYL]BENZENE PENTANOATE	[H][C@](CCC1=CC=C(C=C1)C(N)=N)(CC(=O)OC)C1=CC=CC(=C1)C(N)=N	31.3%
20	Approved; Investigational; Vet approved	SmallMoleculeDrug	DB00254	Doxycycline	[H][C@@]12[C@@H](C)C3=C(C(O)=CC=C3)C(=O)C1=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@]1([H])[C@H]2O	31.2%