data_Z34
# 
_chem_comp.id                                    Z34 
_chem_comp.name                                  N-[2-[5-[AMINO(IMINO)METHYL]-2-HYDROXYPHENOXY]-3,5-DIFLUORO-6-[3-(4,5-DIHYDRO-1-METHYL-1H-IMIDAZOL-2-YL)PHENOXY]PYRIDIN-4-YL]-N-METHYLGLYCINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H24 F2 N6 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-08-15 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        526.492 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     Z34 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1FJS 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
Z34 C1   C1   C 0 1 Y N N 5.167  9.498  22.684 0.658  0.976  2.032  C1   Z34 1  
Z34 F1   F1   F 0 1 N N N 4.558  10.497 23.265 0.951  1.723  3.118  F1   Z34 2  
Z34 C2   C2   C 0 1 Y N N 4.731  8.998  21.434 1.629  0.161  1.452  C2   Z34 3  
Z34 C3   C3   C 0 1 Y N N 5.449  7.916  20.857 1.278  -0.596 0.335  C3   Z34 4  
Z34 F2   F2   F 0 1 N N N 5.109  7.418  19.716 2.186  -1.400 -0.258 F2   Z34 5  
Z34 C4   C4   C 0 1 Y N N 6.552  7.373  21.529 -0.011 -0.506 -0.162 C4   Z34 6  
Z34 N5   N5   N 0 1 Y N N 6.908  7.876  22.698 -0.908 0.279  0.414  N5   Z34 7  
Z34 C6   C6   C 0 1 Y N N 6.279  8.893  23.308 -0.613 1.009  1.479  C6   Z34 8  
Z34 O11  O11  O 0 1 N N N 8.769  10.652 23.146 -3.719 2.824  3.409  O11  Z34 9  
Z34 O1   O1   O 0 1 N N N 6.727  9.314  24.484 -1.566 1.799  2.036  O1   Z34 10 
Z34 C11  C11  C 0 1 Y N N 7.997  9.307  24.890 -2.151 1.072  3.024  C11  Z34 11 
Z34 C12  C12  C 0 1 Y N N 8.288  8.568  26.039 -1.663 -0.181 3.342  C12  Z34 12 
Z34 C13  C13  C 0 1 Y N N 9.604  8.485  26.553 -2.266 -0.925 4.357  C13  Z34 13 
Z34 C14  C14  C 0 1 Y N N 10.640 9.183  25.860 -3.359 -0.401 5.048  C14  Z34 14 
Z34 C15  C15  C 0 1 Y N N 10.351 9.921  24.700 -3.842 0.849  4.727  C15  Z34 15 
Z34 C16  C16  C 0 1 Y N N 9.024  9.981  24.210 -3.240 1.592  3.722  C16  Z34 16 
Z34 C17  C17  C 0 1 N N N 9.848  7.743  27.704 -1.747 -2.267 4.700  C17  Z34 17 
Z34 N11  N11  N 0 1 N N N 8.845  7.171  28.404 -0.667 -2.715 4.125  N11  Z34 18 
Z34 N12  N12  N 0 1 N N N 11.068 7.515  28.171 -2.406 -3.044 5.629  N12  Z34 19 
Z34 O2   O2   O 0 1 N N N 7.212  6.389  20.976 -0.362 -1.236 -1.252 O2   Z34 20 
Z34 C21  C21  C 0 1 Y N N 6.916  5.132  20.663 -0.214 -0.425 -2.333 C21  Z34 21 
Z34 C22  C22  C 0 1 Y N N 6.002  4.476  21.534 0.329  0.843  -2.179 C22  Z34 22 
Z34 C23  C23  C 0 1 Y N N 5.630  3.140  21.294 0.482  1.671  -3.275 C23  Z34 23 
Z34 C24  C24  C 0 1 Y N N 6.177  2.466  20.190 0.095  1.243  -4.528 C24  Z34 24 
Z34 C25  C25  C 0 1 Y N N 7.091  3.121  19.315 -0.452 -0.028 -4.692 C25  Z34 25 
Z34 C26  C26  C 0 1 Y N N 7.447  4.446  19.570 -0.611 -0.861 -3.586 C26  Z34 26 
Z34 C27  C27  C 0 1 N N N 7.622  2.462  18.209 -0.868 -0.491 -6.036 C27  Z34 27 
Z34 N21  N21  N 0 1 N N N 8.721  1.696  18.109 -1.420 0.344  -6.973 N21  Z34 28 
Z34 C30  C30  C 0 1 N N N 9.646  1.353  19.130 -1.673 1.776  -6.802 C30  Z34 29 
Z34 N22  N22  N 0 1 N N N 7.006  2.547  17.021 -0.749 -1.717 -6.424 N22  Z34 30 
Z34 C28  C28  C 0 1 N N N 8.878  1.222  16.779 -1.709 -0.444 -8.182 C28  Z34 31 
Z34 C29  C29  C 0 1 N N N 7.677  1.823  16.021 -1.245 -1.863 -7.799 C29  Z34 32 
Z34 N31  N31  N 0 1 N N N 3.649  9.556  20.800 2.919  0.100  1.980  N31  Z34 33 
Z34 C32  C32  C 0 1 N N N 2.290  9.145  21.165 3.832  0.541  0.916  C32  Z34 34 
Z34 C33  C33  C 0 1 N N N 1.908  9.241  22.624 5.250  0.499  1.423  C33  Z34 35 
Z34 O34  O34  O 0 1 N N N 1.348  10.266 23.125 5.478  0.140  2.554  O34  Z34 36 
Z34 O35  O35  O 0 1 N N N 2.152  8.185  23.459 6.261  0.862  0.617  O35  Z34 37 
Z34 C36  C36  C 0 1 N N N 3.858  10.543 19.763 3.209  -1.318 2.224  C36  Z34 38 
Z34 H11  H11  H 0 1 N N N 9.463  11.108 22.685 -3.247 3.457  3.967  H11  Z34 39 
Z34 H12  H12  H 0 1 N N N 7.464  8.040  26.549 -0.817 -0.584 2.805  H12  Z34 40 
Z34 H14  H14  H 0 1 N N N 11.679 9.151  26.226 -3.827 -0.975 5.834  H14  Z34 41 
Z34 H15  H15  H 0 1 N N N 11.163 10.451 24.175 -4.688 1.254  5.262  H15  Z34 42 
Z34 H111 1H11 H 0 0 N N N 8.092  7.611  27.875 -0.367 -3.622 4.295  H111 Z34 43 
Z34 H121 1H12 H 0 0 N N N 11.246 6.970  29.015 -2.027 -3.892 5.908  H121 Z34 44 
Z34 H122 2H12 H 0 0 N N N 11.523 8.419  28.289 -3.248 -2.743 6.003  H122 Z34 45 
Z34 H22  H22  H 0 1 N N N 5.578  5.007  22.402 0.633  1.183  -1.200 H22  Z34 46 
Z34 H23  H23  H 0 1 N N N 4.918  2.627  21.963 0.906  2.657  -3.149 H23  Z34 47 
Z34 H24  H24  H 0 1 N N N 5.887  1.417  20.009 0.216  1.893  -5.382 H24  Z34 48 
Z34 H26  H26  H 0 1 N N N 8.157  4.957  18.899 -1.034 -1.847 -3.707 H26  Z34 49 
Z34 H301 1H30 H 0 0 N N N 10.558 0.717  19.047 -1.459 2.063  -5.772 H301 Z34 50 
Z34 H302 2H30 H 0 0 N N N 9.991  2.321  19.561 -1.031 2.342  -7.477 H302 Z34 51 
Z34 H303 3H30 H 0 0 N N N 9.037  0.902  19.948 -2.717 1.991  -7.029 H303 Z34 52 
Z34 H281 1H28 H 0 0 N N N 9.869  1.454  16.324 -2.777 -0.434 -8.401 H281 Z34 53 
Z34 H282 2H28 H 0 0 N N N 8.963  0.113  16.695 -1.138 -0.069 -9.031 H282 Z34 54 
Z34 H291 1H29 H 0 0 N N N 7.046  1.078  15.481 -2.083 -2.560 -7.831 H291 Z34 55 
Z34 H292 2H29 H 0 0 N N N 7.946  2.417  15.116 -0.445 -2.195 -8.461 H292 Z34 56 
Z34 H321 1H32 H 0 0 N N N 1.553  9.713  20.550 3.733  -0.120 0.056  H321 Z34 57 
Z34 H322 2H32 H 0 0 N N N 2.106  8.107  20.801 3.581  1.560  0.622  H322 Z34 58 
Z34 H35  H35  H 0 1 N N N 1.911  8.245  24.376 7.172  0.835  0.942  H35  Z34 59 
Z34 H361 1H36 H 0 0 N N N 2.979  10.996 19.248 4.212  -1.418 2.639  H361 Z34 60 
Z34 H362 2H36 H 0 0 N N N 4.489  11.363 20.176 2.482  -1.722 2.929  H362 Z34 61 
Z34 H363 3H36 H 0 0 N N N 4.536  10.109 18.991 3.148  -1.868 1.285  H363 Z34 62 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
Z34 C1  F1   SING N N 1  
Z34 C1  C2   DOUB Y N 2  
Z34 C1  C6   SING Y N 3  
Z34 C2  C3   SING Y N 4  
Z34 C2  N31  SING N N 5  
Z34 C3  F2   SING N N 6  
Z34 C3  C4   DOUB Y N 7  
Z34 C4  N5   SING Y N 8  
Z34 C4  O2   SING N N 9  
Z34 N5  C6   DOUB Y N 10 
Z34 C6  O1   SING N N 11 
Z34 O11 C16  SING N N 12 
Z34 O11 H11  SING N N 13 
Z34 O1  C11  SING N N 14 
Z34 C11 C12  DOUB Y N 15 
Z34 C11 C16  SING Y N 16 
Z34 C12 C13  SING Y N 17 
Z34 C12 H12  SING N N 18 
Z34 C13 C14  DOUB Y N 19 
Z34 C13 C17  SING N N 20 
Z34 C14 C15  SING Y N 21 
Z34 C14 H14  SING N N 22 
Z34 C15 C16  DOUB Y N 23 
Z34 C15 H15  SING N N 24 
Z34 C17 N11  DOUB N E 25 
Z34 C17 N12  SING N N 26 
Z34 N11 H111 SING N N 27 
Z34 N12 H121 SING N N 28 
Z34 N12 H122 SING N N 29 
Z34 O2  C21  SING N N 30 
Z34 C21 C22  DOUB Y N 31 
Z34 C21 C26  SING Y N 32 
Z34 C22 C23  SING Y N 33 
Z34 C22 H22  SING N N 34 
Z34 C23 C24  DOUB Y N 35 
Z34 C23 H23  SING N N 36 
Z34 C24 C25  SING Y N 37 
Z34 C24 H24  SING N N 38 
Z34 C25 C26  DOUB Y N 39 
Z34 C25 C27  SING N N 40 
Z34 C26 H26  SING N N 41 
Z34 C27 N21  SING N N 42 
Z34 C27 N22  DOUB N N 43 
Z34 N21 C30  SING N N 44 
Z34 N21 C28  SING N N 45 
Z34 C30 H301 SING N N 46 
Z34 C30 H302 SING N N 47 
Z34 C30 H303 SING N N 48 
Z34 N22 C29  SING N N 49 
Z34 C28 C29  SING N N 50 
Z34 C28 H281 SING N N 51 
Z34 C28 H282 SING N N 52 
Z34 C29 H291 SING N N 53 
Z34 C29 H292 SING N N 54 
Z34 N31 C32  SING N N 55 
Z34 N31 C36  SING N N 56 
Z34 C32 C33  SING N N 57 
Z34 C32 H321 SING N N 58 
Z34 C32 H322 SING N N 59 
Z34 C33 O34  DOUB N N 60 
Z34 C33 O35  SING N N 61 
Z34 O35 H35  SING N N 62 
Z34 C36 H361 SING N N 63 
Z34 C36 H362 SING N N 64 
Z34 C36 H363 SING N N 65 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
Z34 SMILES           ACDLabs              10.04 O=C(O)CN(c2c(F)c(nc(Oc1cc(C(=[N@H])N)ccc1O)c2F)Oc4cc(C3=NCCN3C)ccc4)C 
Z34 InChI            InChI                1.02b 
InChI=1/C25H24F2N6O5/c1-32-9-8-30-23(32)14-4-3-5-15(10-14)37-24-19(26)21(33(2)12-18(35)36)20(27)25(31-24)38-17-11-13(22(28)29)6-7-16(17)34/h3-7,10-11,34H,8-9,12H2,1-2H3,(H3,28,29)(H,35,36)/f/h28,35H,29H2/b28-22+ 
Z34 InChIKey         InChI                1.02b NPNSVNGQJGRSNR-IUPUQEPKDD 
Z34 SMILES_CANONICAL CACTVS               3.341 CN1CCN=C1c2cccc(Oc3nc(Oc4cc(ccc4O)C(N)=N)c(F)c(N(C)CC(O)=O)c3F)c2 
Z34 SMILES           CACTVS               3.341 CN1CCN=C1c2cccc(Oc3nc(Oc4cc(ccc4O)C(N)=N)c(F)c(N(C)CC(O)=O)c3F)c2 
Z34 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(\c1ccc(c(c1)Oc2c(c(c(c(n2)Oc3cccc(c3)C4=NCCN4C)F)N(C)CC(=O)O)F)O)/N 
Z34 SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(c1ccc(c(c1)Oc2c(c(c(c(n2)Oc3cccc(c3)C4=NCCN4C)F)N(C)CC(=O)O)F)O)N 
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
Z34 "SYSTEMATIC NAME" ACDLabs              10.04 N-{2-(5-carbamimidoyl-2-hydroxyphenoxy)-3,5-difluoro-6-[3-(1-methyl-4,5-dihydro-1H-imidazol-2-yl)phenoxy]pyridin-4-yl}-N-methylglycine            
Z34 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[[2-(5-carbamimidoyl-2-hydroxy-phenoxy)-3,5-difluoro-6-[3-(1-methyl-4,5-dihydroimidazol-2-yl)phenoxy]pyridin-4-yl]-methyl-amino]ethanoic acid" 
# 
