data_187
# 
_chem_comp.id                                    187 
_chem_comp.name                                  1-{3-[AMINO(IMINO)METHYL]PHENYL}-N-[4-(1H-BENZIMIDAZOL-1-YL)-2-FLUOROPHENYL]-3-(TRIFLUOROMETHYL)-1H-PYRAZOLE-5-CARBOXAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H17 F4 N7 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-09-09 
_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                        507.442 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     187 
_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        1X7A 
_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 
187 C1   C1   C 0 1 Y N N 68.218 21.885 55.054 -3.228 3.960  1.093  C1   187 1  
187 C2   C2   C 0 1 Y N N 69.575 22.049 55.295 -2.339 3.112  1.722  C2   187 2  
187 C3   C3   C 0 1 Y N N 70.496 21.342 54.483 -2.373 1.754  1.467  C3   187 3  
187 C4   C4   C 0 1 Y N N 70.108 20.460 53.433 -3.304 1.234  0.575  C4   187 4  
187 C5   C5   C 0 1 Y N N 68.701 20.267 53.281 -4.205 2.078  -0.056 C5   187 5  
187 C6   C6   C 0 1 Y N N 67.779 20.986 54.074 -4.166 3.447  0.197  C6   187 6  
187 C20  C20  C 0 1 N N N 66.317 20.718 53.946 -5.122 4.355  -0.478 C20  187 7  
187 N3   N3   N 0 1 N N N 65.987 19.630 53.247 -5.997 3.874  -1.314 N3   187 8  
187 N4   N4   N 0 1 N N N 65.398 21.527 54.537 -5.085 5.708  -0.221 N4   187 9  
187 N1   N1   N 0 1 Y N N 71.081 19.944 52.505 -3.335 -0.142 0.319  N1   187 10 
187 N6   N6   N 0 1 Y N N 71.284 20.378 51.243 -4.476 -0.955 0.304  N6   187 11 
187 N5   N5   N 0 1 N N N 72.657 17.099 53.926 0.123  -1.418 -0.227 N5   187 12 
187 C7   C7   C 0 1 Y N N 72.535 16.380 55.119 1.451  -1.002 -0.390 C7   187 13 
187 C44  C44  C 0 1 Y N N 72.067 15.070 55.034 2.493  -1.829 0.015  C44  187 14 
187 C14  C14  C 0 1 Y N N 72.087 14.237 56.191 3.803  -1.419 -0.151 C14  187 15 
187 C16  C16  C 0 1 Y N N 72.561 14.769 57.425 4.077  -0.180 -0.713 C16  187 16 
187 N7   N7   N 0 1 Y N N 72.250 14.169 58.575 5.406  0.238  -0.877 N7   187 17 
187 C18  C18  C 0 1 Y N N 73.041 16.101 57.509 3.035  0.647  -1.112 C18  187 18 
187 C22  C22  C 0 1 Y N N 73.008 16.903 56.355 1.727  0.238  -0.951 C22  187 19 
187 C9   C9   C 0 1 Y N N 72.887 14.185 59.786 6.394  0.227  0.089  C9   187 20 
187 C15  C15  C 0 1 Y N N 71.050 13.597 58.704 5.961  0.734  -2.018 C15  187 21 
187 C23  C23  C 0 1 Y N N 71.957 13.497 60.732 7.550  0.728  -0.533 C23  187 22 
187 N2   N2   N 0 1 Y N N 70.865 13.219 59.990 7.214  1.021  -1.816 N2   187 23 
187 C13  C13  C 0 1 Y N N 71.935 18.905 52.696 -2.256 -0.935 0.031  C13  187 24 
187 C12  C12  C 0 1 Y N N 72.685 18.666 51.507 -2.734 -2.218 -0.147 C12  187 25 
187 C8   C8   C 0 1 N N N 72.119 18.261 53.877 -0.853 -0.504 -0.061 C8   187 26 
187 C10  C10  C 0 1 Y N N 72.215 19.667 50.586 -4.115 -2.184 0.028  C10  187 27 
187 O3   O3   O 0 1 N N N 71.716 18.801 54.901 -0.575 0.678  0.011  O3   187 28 
187 C11  C11  C 0 1 N N N 72.554 19.883 49.119 -5.043 -3.366 -0.082 C11  187 29 
187 F1   F1   F 0 1 N N N 71.841 20.727 48.468 -6.367 -2.933 0.044  F1   187 30 
187 F3   F3   F 0 1 N N N 72.591 18.801 48.444 -4.870 -3.981 -1.326 F3   187 31 
187 F2   F2   F 0 1 N N N 73.691 20.397 49.105 -4.754 -4.282 0.935  F2   187 32 
187 C17  C17  C 0 1 Y N N 72.303 13.176 62.060 8.734  0.836  0.201  C17  187 33 
187 C21  C21  C 0 1 Y N N 73.574 13.536 62.482 8.758  0.447  1.520  C21  187 34 
187 C25  C25  C 0 1 Y N N 74.456 14.239 61.594 7.615  -0.053 2.129  C25  187 35 
187 C27  C27  C 0 1 Y N N 74.133 14.587 60.248 6.439  -0.167 1.419  C27  187 36 
187 F4   F4   F 0 1 N N N 71.651 14.695 53.854 2.226  -3.035 0.562  F4   187 37 
187 H1   H1   H 0 1 N N N 67.489 22.468 55.640 -3.197 5.021  1.295  H1   187 38 
187 H2   H2   H 0 1 N N N 69.910 22.718 56.104 -1.613 3.511  2.415  H2   187 39 
187 H3   H3   H 0 1 N N N 71.571 21.485 54.678 -1.675 1.095  1.961  H3   187 40 
187 H5   H5   H 0 1 N N N 68.318 19.548 52.536 -4.930 1.676  -0.749 H5   187 41 
187 HN3  HN3  H 0 1 N N N 65.140 19.432 53.781 -6.023 2.922  -1.494 HN3  187 42 
187 HN41 1HN4 H 0 0 N N N 64.398 21.343 54.449 -5.711 6.303  -0.664 HN41 187 43 
187 HN42 2HN4 H 0 0 N N N 65.572 22.482 54.225 -4.436 6.066  0.404  HN42 187 44 
187 HN5  HN5  H 0 1 N N N 73.140 16.774 53.088 -0.093 -2.363 -0.233 HN5  187 45 
187 H14  H14  H 0 1 N N N 71.739 13.191 56.132 4.613  -2.062 0.160  H14  187 46 
187 H18  H18  H 0 1 N N N 73.433 16.506 58.456 3.249  1.611  -1.549 H18  187 47 
187 H22  H22  H 0 1 N N N 73.355 17.948 56.419 0.917  0.881  -1.262 H22  187 48 
187 H15  H15  H 0 1 N N N 70.328 13.459 57.881 5.438  0.870  -2.953 H15  187 49 
187 H12  H12  H 0 1 N N N 73.449 17.888 51.339 -2.144 -3.091 -0.384 H12  187 50 
187 H17  H17  H 0 1 N N N 71.605 12.662 62.743 9.627  1.224  -0.266 H17  187 51 
187 H21  H21  H 0 1 N N N 73.878 13.267 63.507 9.674  0.530  2.087  H21  187 52 
187 H25  H25  H 0 1 N N N 75.450 14.531 61.971 7.648  -0.355 3.165  H25  187 53 
187 H27  H27  H 0 1 N N N 74.820 15.145 59.590 5.553  -0.557 1.899  H27  187 54 
# 
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 
187 C1  C2   DOUB Y N 1  
187 C1  C6   SING Y N 2  
187 C1  H1   SING N N 3  
187 C2  C3   SING Y N 4  
187 C2  H2   SING N N 5  
187 C3  C4   DOUB Y N 6  
187 C3  H3   SING N N 7  
187 C4  C5   SING Y N 8  
187 C4  N1   SING N N 9  
187 C5  C6   DOUB Y N 10 
187 C5  H5   SING N N 11 
187 C6  C20  SING N N 12 
187 C20 N3   DOUB N N 13 
187 C20 N4   SING N N 14 
187 N3  HN3  SING N N 15 
187 N4  HN41 SING N N 16 
187 N4  HN42 SING N N 17 
187 N1  N6   SING Y N 18 
187 N1  C13  SING Y N 19 
187 N6  C10  DOUB Y N 20 
187 N5  C7   SING N N 21 
187 N5  C8   SING N N 22 
187 N5  HN5  SING N N 23 
187 C7  C44  DOUB Y N 24 
187 C7  C22  SING Y N 25 
187 C44 C14  SING Y N 26 
187 C44 F4   SING N N 27 
187 C14 C16  DOUB Y N 28 
187 C14 H14  SING N N 29 
187 C16 N7   SING N N 30 
187 C16 C18  SING Y N 31 
187 N7  C9   SING Y N 32 
187 N7  C15  SING Y N 33 
187 C18 C22  DOUB Y N 34 
187 C18 H18  SING N N 35 
187 C22 H22  SING N N 36 
187 C9  C23  DOUB Y N 37 
187 C9  C27  SING Y N 38 
187 C15 N2   DOUB Y N 39 
187 C15 H15  SING N N 40 
187 C23 N2   SING Y N 41 
187 C23 C17  SING Y N 42 
187 C13 C12  DOUB Y N 43 
187 C13 C8   SING N N 44 
187 C12 C10  SING Y N 45 
187 C12 H12  SING N N 46 
187 C8  O3   DOUB N N 47 
187 C10 C11  SING N N 48 
187 C11 F1   SING N N 49 
187 C11 F3   SING N N 50 
187 C11 F2   SING N N 51 
187 C17 C21  DOUB Y N 52 
187 C17 H17  SING N N 53 
187 C21 C25  SING Y N 54 
187 C21 H21  SING N N 55 
187 C25 C27  DOUB Y N 56 
187 C25 H25  SING N N 57 
187 C27 H27  SING N N 58 
# 
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 
187 SMILES           ACDLabs              10.04 FC(F)(F)c2nn(c1cc(C(=[N@H])N)ccc1)c(c2)C(=O)Nc3ccc(cc3F)n4c5ccccc5nc4                                                                                                                       
187 InChI            InChI                1.02b InChI=1/C25H17F4N7O/c26-17-11-15(35-13-32-19-6-1-2-7-20(19)35)8-9-18(17)33-24(37)21-12-22(25(27,28)29)34-36(21)16-5-3-4-14(10-16)23(30)31/h1-13H,(H3,30,31)(H,33,37)/f/h30,33H,31H2/b30-23- 
187 InChIKey         InChI                1.02b TWBHVKYRNOGUJS-OEQWDIFHDQ                                                                                                                                                                   
187 SMILES_CANONICAL CACTVS               3.341 NC(=N)c1cccc(c1)n2nc(cc2C(=O)Nc3ccc(cc3F)n4cnc5ccccc45)C(F)(F)F                                                                                                                             
187 SMILES           CACTVS               3.341 NC(=N)c1cccc(c1)n2nc(cc2C(=O)Nc3ccc(cc3F)n4cnc5ccccc45)C(F)(F)F                                                                                                                             
187 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)ncn2c3ccc(c(c3)F)NC(=O)c4cc(nn4c5cccc(c5)C(=N)N)C(F)(F)F                                                                                                                         
187 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)ncn2c3ccc(c(c3)F)NC(=O)c4cc(nn4c5cccc(c5)C(=N)N)C(F)(F)F                                                                                                                         
# 
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 
187 "SYSTEMATIC NAME" ACDLabs              10.04 N-[4-(1H-benzimidazol-1-yl)-2-fluorophenyl]-1-(3-carbamimidoylphenyl)-3-(trifluoromethyl)-1H-pyrazole-5-carboxamide 
187 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[4-(benzimidazol-1-yl)-2-fluoro-phenyl]-2-(3-carbamimidoylphenyl)-5-(trifluoromethyl)pyrazole-3-carboxamide       
# 
