data_905
# 
_chem_comp.id                                    905 
_chem_comp.name                                  (R)-4-[2-(3-AMINO-BENZENESULFONYLAMINO)-1-(3,5-DIETHOXY-2-FLUOROPHENYL)-2-OXO-ETHYLAMINO]-2-HYDROXY-BENZAMIDINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H28 F N5 O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-01-06 
_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                        545.583 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     905 
_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        1YGC 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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 
905 O1   O1   O 0 1 N N N 11.726 38.940 27.769 -2.572 1.858  5.595  O1   905 1  
905 C1   C1   C 0 1 Y N N 12.226 38.660 29.143 -1.941 0.943  4.817  C1   905 2  
905 C2   C2   C 0 1 Y N N 11.503 39.132 30.256 -1.958 1.073  3.439  C2   905 3  
905 C3   C3   C 0 1 Y N N 11.972 38.870 31.571 -1.317 0.132  2.644  C3   905 4  
905 N1   N1   N 0 1 N N N 11.217 39.373 32.699 -1.340 0.263  1.258  N1   905 5  
905 C4   C4   C 0 1 N N R 9.990  40.145 32.464 -0.659 -0.724 0.418  C4   905 6  
905 C5   C5   C 0 1 N N N 9.122  40.206 33.684 -1.374 -0.837 -0.903 C5   905 7  
905 O2   O2   O 0 1 N N N 9.460  39.685 34.755 -2.356 -0.159 -1.121 O2   905 8  
905 N2   N2   N 0 1 N N N 7.975  40.852 33.554 -0.922 -1.692 -1.842 N2   905 9  
905 S1   S1   S 0 1 N N N 6.874  41.042 34.796 -1.708 -1.816 -3.295 S1   905 10 
905 O3   O3   O 0 1 N N N 6.694  39.788 35.467 -0.893 -2.652 -4.104 O3   905 11 
905 O4   O4   O 0 1 N N N 5.643  41.549 34.279 -3.072 -2.057 -2.977 O4   905 12 
905 C6   C6   C 0 1 Y N N 7.601  42.202 35.863 -1.666 -0.227 -4.054 C6   905 13 
905 C7   C7   C 0 1 Y N N 7.421  42.126 37.271 -0.616 0.113  -4.887 C7   905 14 
905 C8   C8   C 0 1 Y N N 8.043  43.111 38.108 -0.579 1.359  -5.484 C8   905 15 
905 C9   C9   C 0 1 Y N N 8.833  44.152 37.528 -1.592 2.268  -5.252 C9   905 16 
905 C10  C10  C 0 1 Y N N 9.009  44.217 36.115 -2.649 1.930  -4.416 C10  905 17 
905 N3   N3   N 0 1 N N N 9.748  45.188 35.568 -3.675 2.847  -4.179 N3   905 18 
905 C11  C11  C 0 1 Y N N 8.394  43.245 35.287 -2.685 0.674  -3.821 C11  905 19 
905 C12  C12  C 0 1 Y N N 10.421 41.617 32.194 0.764  -0.288 0.183  C12  905 20 
905 C13  C13  C 0 1 Y N N 10.016 42.266 30.999 1.753  -1.235 -0.007 C13  905 21 
905 F1   F1   F 0 1 N N N 9.258  41.626 30.096 1.443  -2.550 0.015  F1   905 22 
905 C14  C14  C 0 1 Y N N 10.405 43.588 30.750 3.066  -0.835 -0.223 C14  905 23 
905 O5   O5   O 0 1 N N N 9.982  44.240 29.494 4.039  -1.766 -0.411 O5   905 24 
905 C15  C15  C 0 1 N N N 10.627 45.653 29.372 5.262  -1.052 -0.604 C15  905 25 
905 C16  C16  C 0 1 N N N 10.230 46.262 28.027 6.404  -2.046 -0.822 C16  905 26 
905 C17  C17  C 0 1 Y N N 11.203 44.288 31.681 3.382  0.513  -0.247 C17  905 27 
905 C18  C18  C 0 1 Y N N 11.617 43.668 32.875 2.388  1.460  -0.055 C18  905 28 
905 O6   O6   O 0 1 N N N 12.460 44.465 33.802 2.696  2.784  -0.078 O6   905 29 
905 C19  C19  C 0 1 N N N 12.939 43.662 35.023 4.102  2.876  -0.317 C19  905 30 
905 C20  C20  C 0 1 N N N 13.997 44.505 35.728 4.517  4.349  -0.354 C20  905 31 
905 C21  C21  C 0 1 Y N N 11.234 42.321 33.148 1.080  1.057  0.165  C21  905 32 
905 C22  C22  C 0 1 Y N N 13.164 38.135 31.772 -0.646 -0.938 3.230  C22  905 33 
905 C23  C23  C 0 1 Y N N 13.897 37.662 30.654 -0.620 -1.073 4.599  C23  905 34 
905 C24  C24  C 0 1 Y N N 13.438 37.921 29.341 -1.267 -0.135 5.406  C24  905 35 
905 C25  C25  C 0 1 N N N 14.209 37.423 28.189 -1.239 -0.277 6.875  C25  905 36 
905 N4   N4   N 0 1 N N N 15.334 36.739 28.384 -1.844 0.600  7.627  N4   905 37 
905 N5   N5   N 0 1 N N N 13.782 37.656 26.958 -0.575 -1.338 7.453  N5   905 38 
905 HO1  HO1  H 0 1 N N N 10.778 39.000 27.783 -1.926 2.551  5.791  HO1  905 39 
905 H2   H2   H 0 1 N N N 10.592 39.693 30.110 -2.477 1.903  2.982  H2   905 40 
905 HN1  HN1  H 0 1 N N N 10.945 38.572 33.233 -1.807 1.009  0.849  HN1  905 41 
905 H4   H4   H 0 1 N N N 9.440  39.670 31.638 -0.665 -1.692 0.918  H4   905 42 
905 HN2  HN2  H 0 1 N N N 7.755  41.249 32.663 -0.137 -2.234 -1.668 HN2  905 43 
905 H7   H7   H 0 1 N N N 6.824  41.337 37.705 0.177  -0.596 -5.071 H7   905 44 
905 H8   H8   H 0 1 N N N 7.914  43.066 39.179 0.242  1.622  -6.134 H8   905 45 
905 H9   H9   H 0 1 N N N 9.298  44.892 38.163 -1.563 3.242  -5.718 H9   905 46 
905 HN31 1HN3 H 0 0 N N N 10.613 44.805 35.242 -3.650 3.721  -4.597 HN31 905 47 
905 HN32 2HN3 H 0 0 N N N 9.932  45.893 36.253 -4.413 2.609  -3.595 HN32 905 48 
905 H11  H11  H 0 1 N N N 8.524  43.292 34.216 -3.506 0.408  -3.171 H11  905 49 
905 H151 1H15 H 0 0 N N N 11.722 45.570 29.435 5.471  -0.445 0.276  H151 905 50 
905 H152 2H15 H 0 0 N N N 10.269 46.296 30.190 5.171  -0.405 -1.477 H152 905 51 
905 H161 1H16 H 0 0 N N N 9.267  45.839 27.703 7.337  -1.501 -0.969 H161 905 52 
905 H162 2H16 H 0 0 N N N 11.002 46.032 27.278 6.495  -2.692 0.051  H162 905 53 
905 H163 3H16 H 0 0 N N N 10.135 47.353 28.132 6.195  -2.652 -1.703 H163 905 54 
905 H17  H17  H 0 1 N N N 11.498 45.306 31.476 4.402  0.826  -0.415 H17  905 55 
905 H191 1H19 H 0 0 N N N 13.356 42.692 34.713 4.641  2.367  0.482  H191 905 56 
905 H192 2H19 H 0 0 N N N 12.097 43.462 35.702 4.340  2.407  -1.271 H192 905 57 
905 H201 1H20 H 0 0 N N N 14.377 43.959 36.604 5.590  4.419  -0.537 H201 905 58 
905 H202 2H20 H 0 0 N N N 13.551 45.456 36.054 3.979  4.858  -1.154 H202 905 59 
905 H203 3H20 H 0 0 N N N 14.827 44.708 35.035 4.279  4.818  0.599  H203 905 60 
905 H21  H21  H 0 1 N N N 11.551 41.836 34.060 0.305  1.795  0.315  H21  905 61 
905 H22  H22  H 0 1 N N N 13.515 37.935 32.774 -0.146 -1.665 2.607  H22  905 62 
905 H23  H23  H 0 1 N N N 14.808 37.102 30.805 -0.099 -1.906 5.049  H23  905 63 
905 HN4  HN4  H 0 1 N N N 15.715 36.485 27.495 -1.826 0.506  8.593  HN4  905 64 
905 HN51 1HN5 H 0 0 N N N 14.236 37.359 26.118 -0.557 -1.432 8.418  HN51 905 65 
905 HN52 2HN5 H 0 0 N N N 12.930 38.178 27.006 -0.125 -1.991 6.894  HN52 905 66 
# 
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 
905 O1  C1   SING N N 1  
905 O1  HO1  SING N N 2  
905 C1  C2   DOUB Y N 3  
905 C1  C24  SING Y N 4  
905 C2  C3   SING Y N 5  
905 C2  H2   SING N N 6  
905 C3  N1   SING N N 7  
905 C3  C22  DOUB Y N 8  
905 N1  C4   SING N N 9  
905 N1  HN1  SING N N 10 
905 C4  C5   SING N N 11 
905 C4  C12  SING N N 12 
905 C4  H4   SING N N 13 
905 C5  O2   DOUB N N 14 
905 C5  N2   SING N N 15 
905 N2  S1   SING N N 16 
905 N2  HN2  SING N N 17 
905 S1  O3   DOUB N N 18 
905 S1  O4   DOUB N N 19 
905 S1  C6   SING N N 20 
905 C6  C7   DOUB Y N 21 
905 C6  C11  SING Y N 22 
905 C7  C8   SING Y N 23 
905 C7  H7   SING N N 24 
905 C8  C9   DOUB Y N 25 
905 C8  H8   SING N N 26 
905 C9  C10  SING Y N 27 
905 C9  H9   SING N N 28 
905 C10 N3   SING N N 29 
905 C10 C11  DOUB Y N 30 
905 N3  HN31 SING N N 31 
905 N3  HN32 SING N N 32 
905 C11 H11  SING N N 33 
905 C12 C13  DOUB Y N 34 
905 C12 C21  SING Y N 35 
905 C13 F1   SING N N 36 
905 C13 C14  SING Y N 37 
905 C14 O5   SING N N 38 
905 C14 C17  DOUB Y N 39 
905 O5  C15  SING N N 40 
905 C15 C16  SING N N 41 
905 C15 H151 SING N N 42 
905 C15 H152 SING N N 43 
905 C16 H161 SING N N 44 
905 C16 H162 SING N N 45 
905 C16 H163 SING N N 46 
905 C17 C18  SING Y N 47 
905 C17 H17  SING N N 48 
905 C18 O6   SING N N 49 
905 C18 C21  DOUB Y N 50 
905 O6  C19  SING N N 51 
905 C19 C20  SING N N 52 
905 C19 H191 SING N N 53 
905 C19 H192 SING N N 54 
905 C20 H201 SING N N 55 
905 C20 H202 SING N N 56 
905 C20 H203 SING N N 57 
905 C21 H21  SING N N 58 
905 C22 C23  SING Y N 59 
905 C22 H22  SING N N 60 
905 C23 C24  DOUB Y N 61 
905 C23 H23  SING N N 62 
905 C24 C25  SING N N 63 
905 C25 N4   DOUB N Z 64 
905 C25 N5   SING N N 65 
905 N4  HN4  SING N N 66 
905 N5  HN51 SING N N 67 
905 N5  HN52 SING N N 68 
# 
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 
905 SMILES           ACDLabs              10.04 O=S(=O)(c1cccc(N)c1)NC(=O)C(c2cc(OCC)cc(OCC)c2F)Nc3ccc(C(=[N@H])N)c(O)c3 
905 InChI            InChI                1.02b 
InChI=1/C25H28FN5O6S/c1-3-36-16-12-19(22(26)21(13-16)37-4-2)23(30-15-8-9-18(24(28)29)20(32)11-15)25(33)31-38(34,35)17-7-5-6-14(27)10-17/h5-13,23,30,32H,3-4,27H2,1-2H3,(H3,28,29)(H,31,33)/t23-/m1/s1/f/h28,31H,29H2/b28-24- 
905 InChIKey         InChI                1.02b MLPXCKVDBGAVRJ-LKZFOLKBDK 
905 SMILES_CANONICAL CACTVS               3.341 CCOc1cc(OCC)c(F)c(c1)[C@@H](Nc2ccc(C(N)=N)c(O)c2)C(=O)N[S](=O)(=O)c3cccc(N)c3 
905 SMILES           CACTVS               3.341 CCOc1cc(OCC)c(F)c(c1)[CH](Nc2ccc(C(N)=N)c(O)c2)C(=O)N[S](=O)(=O)c3cccc(N)c3 
905 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(/c1ccc(cc1O)N[C@H](c2cc(cc(c2F)OCC)OCC)C(=O)NS(=O)(=O)c3cccc(c3)N)\N 
905 SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(c1ccc(cc1O)NC(c2cc(cc(c2F)OCC)OCC)C(=O)NS(=O)(=O)c3cccc(c3)N)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 
905 "SYSTEMATIC NAME" ACDLabs              10.04 (2R)-N-[(3-aminophenyl)sulfonyl]-2-[(4-carbamimidoyl-3-hydroxyphenyl)amino]-2-(3,5-diethoxy-2-fluorophenyl)ethanamide 
905 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R)-N-(3-aminophenyl)sulfonyl-2-[(4-carbamimidoyl-3-hydroxy-phenyl)amino]-2-(3,5-diethoxy-2-fluoro-phenyl)ethanamide 
# 
