Table 4 Results from searching the ZINC Database using structure based pharmacophores

C/C2 = N/C = 1/N = C(/N)N = C(N)C = 1/N = C2/C = 3C = CC([Cl]) = C([Cl])C = 3

ZINC34515729

C#CC[C@@](CC = 2C = NC1 = NC(N) = NC(N) = C1N = 2)(C = 3C = CC(=CC = 3)C([O-]) = O)C([O-]) = O

ZINC22012802

C#CC[C@](CC = 2C = NC1 = NC(N) = NC(N) = C1N = 2)(C = 3C = CC(=CC = 3)C([O-]) = O)C([O-]) = O

ZINC22012807

CC = 1C = CC = C(C = 1)C2 = NC = 3C(/N = C2/N) = NC(N) = NC = 3 N

ZINC01566881

C#CC[C@]([H])(CC = 2C = NC1 = NC(N) = NC(N) = C1N = 2)C = 3C = CC(=CC = 3)C([O-]) = O

ZINC22012811

C#CC[C@@]([H])(CC = 2C = NC1 = NC(N) = NC(N) = C1N = 2)C = 3C = CC(=CC = 3)C([O-]) = O

ZINC22012815

CC = 1C = CC = CC = 1NC(=O)C = 3[S]C = 2/N = C(/N)C(C#N) = CC = 2C = 3 N

ZINC18240380

C#CC[C@@]([H])(CC = 2C = NC1 = NC(N) = NC(N) = C1N = 2)C = 3C = CC(=CC = 3)C([O-]) = O

ZINC22012815

CN(C)C = [N+]C(=[S])NC = 1C = CC([F]) = CC = 1

ZINC03028809

CC = 1/C = C(/C)N = C(N = 1)N/C(=N\C(=[S])NC = 2/C = C(/OC)C([Cl]) = CC = 2OC)N3CCC[C@@](C)([H])C3

ZINC14160212

CN(C)C = 1[N+] = CC = CC = 1CNC(N[C@@]2([H])CC[C@@]([H])(C2)[S]C) = [N+]C

ZINC72776752

COC = 1C = CC(=CC = 1NC(=[S])NC = 2C = CC([F]) = CC = 2)[N+]([O-]) = O

ZINC00493353

C/C1 = C/C = NC = 2C1 = CC(=CC = 2 N[C@@](C)([H])CCC[N+]CCC)OC

ZINC01600860

CN(C)C = [N+]C(=[S])NC = 1C = CC([F]) = CC = 1

ZINC03028809

CN(C)C = [N+]C(=[S])NC = 1C = CC([F]) = CC = 1

ZINC03028809

CC = 1/C = C(/C)N = C(N = 1)N/C(=N\C(=[S])NC = 2/C = C(/OC)C([Cl]) = CC = 2OC)N3CCC[C@@](C)([H])C3

ZINC14160212

CC = 1/C = C(/C)N = C(N = 1)N/C(=N/C(=[S])NC = 2C = CC([F]) = CC = 2)NCC = 3C = CC([F]) = CC = 3

ZINC14156881

C/C1 = C(/C(=NN1C[C@@]2([H])CCC[N+]2C)C([F])([F])[F])C(=O)NCCC[N+](C)C

ZINC49362845

C/C1 = C/C = NC = 2C1 = CC(=CC = 2 N[C@@](C)([H])CCC[N+]CCC)OC

ZINC01600860

CC = 1/C = C(/C)N = C(N = 1)N/C(=N\C(=[S])NC = 2/C = C(/OC)C([Cl]) = CC = 2OC)N3CCC[C@](C)([H])C3

ZINC14160209

C/C2 = C/C1 = N/N = C(/[S]CCCCCO)N1C(C) = N2

ZINC72058109

CC(=O)NC = 4C = 1/C = C(/[F])C = CC = 1N3C[C@](C)(C(=O)N[C@@]2([H])CCCC2)N(CC[N+](CC)CC)C(=O)C3 = 4

ZINC21866480

CC = 1C = CC(=CC = 1)C[N+]2CCC([H])(CC2)CC(N) = O

ZINC40540751

C[C@@]1([H])CN(C[C@@](C)([H])O1)[C@]([H])(C(=O)NC = 2C = CC(=CC = 2)NC(=O)COC)C(C)(C)[H]

ZINC58203407

C[C@@]1([H])C[C@]([H])(CC)N(C1)C(=O)CC[C@@]2([H])NC(=O)NC2 = O

ZINC73336547

CC = 1C = C/C = C(/C)C = 1NC(=O)CNC = 2C = CC = C(C = 2)NC(C) = O

ZINC29396021

C[C@@]34CC[C@@]1([H])[C@@]([H])(CC[C@@]2(O)C[C@](O)([H])CC[C@]12/C = [N+]/[C@@]([H])(CC)CO)[C@@]3(O)CC[C@]4([H])C5 = CC(=O)OC5

ZINC09167567

C[C@]3([H])O[C@]([H])(O[C@@]1([H])[C@@](O)([H])[C@@](O)([H])[C@]([H])(O[C@]1([H])CO)O[C@@]2([H])[C@@](O)([H])[C@@](O)([H])[C@@](O)([H])O[C@]2([H])CO)[C@](O)([H])[C@](O)([H])[C@]3([H])[N+](C)[C@]4([H])C = C(CO)[C@@](O)([H])[C@@](O)([H])[C@@]4(O)[H]

ZINC77302460

O[C@@]1([H])CO[C@@]([H])([C@]1(O)[H])[C@@](O)([H])CO

ZINC05157080

C[C@](O)([H])[C@](O)([H])[C@@](O)([H])[C@@](O)([H])CO

ZINC03872643

CC(=O)C(=O)[C@@](O)([H])[C@](O)([H])[C@@](O)([H])[C@@](O)([H])CO

ZINC64219378

CN/C2 = N/C1 = C(/N = C(/N)NC1 = O)N2[C@]3([H])O[C@]([H])(CO)[C@](O)([H])[C@]3(O)[H]

ZINC13361972

OCC(CO)(CO)[N+]C[C@@](O)([H])CN2C1 = C/C = C(/[Br])C = C1C = 3/C = C(/[Br])C = CC2 = 3

ZINC10384387

[N+][C@]2([H])C[C@@]([N+])([H])[C@]([H])(O[C@@]1([H])O[C@]([H])(C[N+])[C@](O)([H])[C@@](O)([H])[C@]1(O)[H])[C@@](O)([H])[C@@]2([H])O[C@@]3([H])O[C@]([H])(CO)[C@](O)([H])[C@@]([N+])([H])[C@]3(O)[H]

ZINC08214767

C[C@]3(O)CO[C@@]([H])(O[C@]2([H])[C@@]([N+])([H])C[C@]([N+])([H])[C@]([H])(O[C@@]1([H])CC(=CC[C@]1([N+])[H])C[N+])[C@]2(O)[H])[C@@](O)([H])[C@@]3([H])[N+]C

ZINC70672630

[N+][C@@]2([H])[C@](O)([H])[C@]([H])(O[C@]1([H])O[C@@]([H])(CO)[C@](O)([H])[C@](O)([H])[C@]1([N+])[H])[C@@]([H])(CO)O[C@]2(O)[H]

ZINC43758958

OC = 1C = C/C(=C(/O)C = 1)C2 = NN/C(=C2/C4 = N/C = 3C = CC = CC = 3[S]4)C([F])([F])[F]

ZINC04126006

[O-]C(=O)C[C@](O)([H])C[C@](O)([H])C = CC = 2C(=C1C = CC = CC1 = NC = 2[C@]3([H])CC3)C = 4C = CC([F]) = CC = 4

ZINC11616582

CC = 1C(O) = CC = C(C = 1O)C2 = NN = C[C@@]2([H])C4 = NC = 3C = CC = CC = 3[S]4

ZINC18188334

CN2C = 1/N = C(/NCCO)N(CCO)C = 1C(=O)NC2 = O

ZINC01876281

CC = 1C = CC(=CC = 1)CN2C(=O)C(=CNC2 = O)CC([O-]) = O

ZINC20156415