data_647 # _chem_comp.id 647 _chem_comp.name "5-(1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-N-[4-(trifluoromethyl)benzyl]pyridin-2-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H17 F3 N4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-11-12 _chem_comp.pdbx_modified_date 2013-03-22 _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 382.382 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 647 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4HVS _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 647 C1 C1 C 0 1 Y N N 12.741 3.149 11.234 6.203 2.460 1.284 C1 647 1 647 C3 C3 C 0 1 Y N N 12.800 2.781 12.579 6.860 2.858 0.130 C3 647 2 647 N5 N5 N 0 1 Y N N 13.091 1.524 13.033 6.941 2.073 -0.923 N5 647 3 647 C6 C6 C 0 1 Y N N 13.022 2.174 10.249 5.621 1.208 1.336 C6 647 4 647 N8 N8 N 0 1 Y N N 13.675 -0.685 12.251 6.345 -0.137 -1.874 N8 647 5 647 C10 C10 C 0 1 Y N N 13.867 -1.311 11.034 5.667 -1.216 -1.373 C10 647 6 647 C12 C12 C 0 1 Y N N 13.690 -0.384 10.007 5.257 -0.959 -0.121 C12 647 7 647 C13 C13 C 0 1 Y N N 13.345 0.864 10.671 5.723 0.389 0.209 C13 647 8 647 C14 C14 C 0 1 Y N N 13.346 0.630 12.050 6.398 0.863 -0.932 C14 647 9 647 C15 C15 C 0 1 N N N 13.801 -0.609 8.521 4.471 -1.882 0.774 C15 647 10 647 C18 C18 C 0 1 Y N N 14.334 -1.985 8.208 3.003 -1.564 0.658 C18 647 11 647 C19 C19 C 0 1 Y N N 15.590 -2.177 7.645 2.424 -0.630 1.494 C19 647 12 647 N21 N21 N 0 1 Y N N 16.104 -3.406 7.356 1.140 -0.340 1.399 N21 647 13 647 C22 C22 C 0 1 Y N N 15.337 -4.515 7.631 0.360 -0.927 0.504 C22 647 14 647 C23 C23 C 0 1 Y N N 14.089 -4.407 8.212 0.877 -1.877 -0.371 C23 647 15 647 C25 C25 C 0 1 Y N N 13.594 -3.146 8.487 2.219 -2.202 -0.295 C25 647 16 647 N27 N27 N 0 1 N N N 15.921 -5.734 7.351 -0.987 -0.591 0.439 N27 647 17 647 C29 C29 C 0 1 N N N 17.198 -5.713 6.683 -1.855 -1.236 -0.549 C29 647 18 647 C32 C32 C 0 1 Y N N 18.472 -5.924 7.413 -3.257 -0.699 -0.412 C32 647 19 647 C33 C33 C 0 1 Y N N 18.551 -6.168 8.791 -3.646 0.411 -1.137 C33 647 20 647 C35 C35 C 0 1 Y N N 19.814 -6.333 9.375 -4.932 0.904 -1.011 C35 647 21 647 C37 C37 C 0 1 Y N N 20.960 -6.255 8.574 -5.828 0.285 -0.160 C37 647 22 647 C38 C38 C 0 1 Y N N 20.879 -5.993 7.195 -5.439 -0.826 0.565 C38 647 23 647 C40 C40 C 0 1 Y N N 19.619 -5.838 6.629 -4.155 -1.321 0.435 C40 647 24 647 C42 C42 C 0 1 N N N 22.302 -6.464 9.173 -7.230 0.822 -0.022 C42 647 25 647 F43 F43 F 0 1 N N N 22.809 -5.480 9.949 -7.223 2.204 -0.239 F43 647 26 647 F44 F44 F 0 1 N N N 22.264 -7.573 9.928 -8.060 0.206 -0.965 F44 647 27 647 F45 F45 F 0 1 N N N 23.252 -6.687 8.258 -7.708 0.553 1.265 F45 647 28 647 H1 H1 H 0 1 N N N 12.486 4.159 10.951 6.149 3.122 2.136 H1 647 29 647 H2 H2 H 0 1 N N N 12.601 3.545 13.316 7.317 3.836 0.095 H2 647 30 647 H3 H3 H 0 1 N N N 12.991 2.424 9.199 5.109 0.869 2.225 H3 647 31 647 H4 H4 H 0 1 N N N 13.763 -1.126 13.144 6.731 -0.086 -2.762 H4 647 32 647 H5 H5 H 0 1 N N N 14.115 -2.353 10.899 5.483 -2.136 -1.910 H5 647 33 647 H6 H6 H 0 1 N N N 14.482 0.143 8.096 4.644 -2.915 0.472 H6 647 34 647 H7 H7 H 0 1 N N N 12.805 -0.500 8.068 4.792 -1.747 1.806 H7 647 35 647 H8 H8 H 0 1 N N N 16.190 -1.307 7.425 3.030 -0.132 2.237 H8 647 36 647 H9 H9 H 0 1 N N N 13.512 -5.289 8.447 0.239 -2.354 -1.100 H9 647 37 647 H10 H10 H 0 1 N N N 12.613 -3.051 8.928 2.649 -2.933 -0.964 H10 647 38 647 H11 H11 H 0 1 N N N 15.287 -6.246 6.772 -1.352 0.071 1.047 H11 647 39 647 H12 H12 H 0 1 N N N 17.154 -6.494 5.910 -1.483 -1.027 -1.552 H12 647 40 647 H13 H13 H 0 1 N N N 17.278 -4.726 6.203 -1.860 -2.313 -0.380 H13 647 41 647 H14 H14 H 0 1 N N N 17.655 -6.228 9.391 -2.945 0.895 -1.801 H14 647 42 647 H15 H15 H 0 1 N N N 19.903 -6.519 10.435 -5.236 1.771 -1.577 H15 647 43 647 H16 H16 H 0 1 N N N 21.771 -5.914 6.592 -6.140 -1.309 1.230 H16 647 44 647 H17 H17 H 0 1 N N N 19.529 -5.649 5.570 -3.852 -2.189 1.001 H17 647 45 # 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 647 C40 C38 DOUB Y N 1 647 C40 C32 SING Y N 2 647 C29 N27 SING N N 3 647 C29 C32 SING N N 4 647 C38 C37 SING Y N 5 647 N27 C22 SING N N 6 647 N21 C22 DOUB Y N 7 647 N21 C19 SING Y N 8 647 C32 C33 DOUB Y N 9 647 C22 C23 SING Y N 10 647 C19 C18 DOUB Y N 11 647 C18 C25 SING Y N 12 647 C18 C15 SING N N 13 647 C23 C25 DOUB Y N 14 647 F45 C42 SING N N 15 647 C15 C12 SING N N 16 647 C37 C42 SING N N 17 647 C37 C35 DOUB Y N 18 647 C33 C35 SING Y N 19 647 C42 F44 SING N N 20 647 C42 F43 SING N N 21 647 C12 C13 SING Y N 22 647 C12 C10 DOUB Y N 23 647 C6 C13 DOUB Y N 24 647 C6 C1 SING Y N 25 647 C13 C14 SING Y N 26 647 C10 N8 SING Y N 27 647 C1 C3 DOUB Y N 28 647 C14 N8 SING Y N 29 647 C14 N5 DOUB Y N 30 647 C3 N5 SING Y N 31 647 C1 H1 SING N N 32 647 C3 H2 SING N N 33 647 C6 H3 SING N N 34 647 N8 H4 SING N N 35 647 C10 H5 SING N N 36 647 C15 H6 SING N N 37 647 C15 H7 SING N N 38 647 C19 H8 SING N N 39 647 C23 H9 SING N N 40 647 C25 H10 SING N N 41 647 N27 H11 SING N N 42 647 C29 H12 SING N N 43 647 C29 H13 SING N N 44 647 C33 H14 SING N N 45 647 C35 H15 SING N N 46 647 C38 H16 SING N N 47 647 C40 H17 SING N N 48 # 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 647 SMILES ACDLabs 12.01 "FC(F)(F)c1ccc(cc1)CNc2ncc(cc2)Cc4c3cccnc3nc4" 647 InChI InChI 1.03 "InChI=1S/C21H17F3N4/c22-21(23,24)17-6-3-14(4-7-17)11-26-19-8-5-15(12-27-19)10-16-13-28-20-18(16)2-1-9-25-20/h1-9,12-13H,10-11H2,(H,25,28)(H,26,27)" 647 InChIKey InChI 1.03 NODCQQSEMCESEC-UHFFFAOYSA-N 647 SMILES_CANONICAL CACTVS 3.370 "FC(F)(F)c1ccc(CNc2ccc(Cc3c[nH]c4ncccc34)cn2)cc1" 647 SMILES CACTVS 3.370 "FC(F)(F)c1ccc(CNc2ccc(Cc3c[nH]c4ncccc34)cn2)cc1" 647 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc2c(c[nH]c2nc1)Cc3ccc(nc3)NCc4ccc(cc4)C(F)(F)F" 647 SMILES "OpenEye OEToolkits" 1.7.6 "c1cc2c(c[nH]c2nc1)Cc3ccc(nc3)NCc4ccc(cc4)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 647 "SYSTEMATIC NAME" ACDLabs 12.01 "5-(1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-N-[4-(trifluoromethyl)benzyl]pyridin-2-amine" 647 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "5-(1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-N-[[4-(trifluoromethyl)phenyl]methyl]pyridin-2-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 647 "Create component" 2012-11-12 RCSB 647 "Initial release" 2013-03-27 RCSB #