data_325 # _chem_comp.id 325 _chem_comp.name "N-{2,4-difluoro-3-[(5-pyridin-3-yl-1H-pyrrolo[2,3-b]pyridin-3-yl)carbonyl]phenyl}ethanesulfonamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H16 F2 N4 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms PLX3203 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-02-07 _chem_comp.pdbx_modified_date 2021-03-01 _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 442.439 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 325 _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 3C4D _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 325 O30 O30 O 0 1 N N N -1.963 49.975 21.898 -0.936 -1.840 -0.258 O30 325 1 325 C16 C16 C 0 1 N N N -1.568 50.513 20.867 -0.260 -0.862 -0.518 C16 325 2 325 C17 C17 C 0 1 Y N N -0.103 50.789 20.781 1.201 -0.998 -0.681 C17 325 3 325 C22 C22 C 0 1 Y N N 0.916 49.768 20.506 2.054 -0.751 0.398 C22 325 4 325 F28 F28 F 0 1 N N N 0.602 48.497 20.282 1.545 -0.388 1.596 F28 325 5 325 C21 C21 C 0 1 Y N N 2.351 50.129 20.457 3.427 -0.881 0.235 C21 325 6 325 N23 N23 N 0 1 N N N 3.175 49.103 20.176 4.286 -0.636 1.313 N23 325 7 325 S24 S24 S 0 1 N N N 4.760 49.160 19.900 5.763 0.065 1.052 S24 325 8 325 C26 C26 C 0 1 N N N 5.187 50.305 18.761 5.376 1.670 0.299 C26 325 9 325 C31 C31 C 0 1 N N N 4.860 49.898 17.342 6.675 2.423 0.007 C31 325 10 325 O27 O27 O 0 1 N N N 5.167 47.924 19.282 6.302 0.243 2.354 O27 325 11 325 O25 O25 O 0 1 N N N 5.460 49.389 21.136 6.394 -0.789 0.108 O25 325 12 325 C20 C20 C 0 1 Y N N 2.736 51.456 20.683 3.948 -1.256 -0.996 C20 325 13 325 C19 C19 C 0 1 Y N N 1.778 52.434 20.949 3.106 -1.500 -2.066 C19 325 14 325 C18 C18 C 0 1 Y N N 0.400 52.147 21.000 1.738 -1.379 -1.916 C18 325 15 325 F29 F29 F 0 1 N N N -0.484 53.105 21.247 0.919 -1.624 -2.963 F29 325 16 325 C13 C13 C 0 1 Y N N -2.472 50.880 19.729 -0.898 0.451 -0.675 C13 325 17 325 C11 C11 C 0 1 Y N N -3.935 50.694 19.584 -2.318 0.776 -0.451 C11 325 18 325 C12 C12 C 0 1 Y N N -5.023 50.188 20.385 -3.431 0.041 -0.057 C12 325 19 325 C10 C10 C 0 1 Y N N -4.236 51.188 18.270 -2.450 2.149 -0.726 C10 325 20 325 N15 N15 N 0 1 Y N N -3.150 51.630 17.662 -1.206 2.615 -1.088 N15 325 21 325 C14 C14 C 0 1 Y N N -2.090 51.442 18.506 -0.292 1.615 -1.052 C14 325 22 325 N9 N9 N 0 1 Y N N -5.581 51.186 17.767 -3.634 2.737 -0.609 N9 325 23 325 C8 C8 C 0 1 Y N N -6.553 50.713 18.534 -4.706 2.073 -0.239 C8 325 24 325 C7 C7 C 0 1 Y N N -6.327 50.233 19.823 -4.651 0.708 0.051 C7 325 25 325 C6 C6 C 0 1 Y N N -7.543 49.694 20.519 -5.874 -0.023 0.467 C6 325 26 325 C5 C5 C 0 1 Y N N -8.752 50.377 20.583 -5.821 -1.384 0.755 C5 325 27 325 N4 N4 N 0 1 Y N N -9.836 49.829 21.206 -6.906 -2.034 1.124 N4 325 28 325 C3 C3 C 0 1 Y N N -9.809 48.606 21.744 -8.074 -1.432 1.235 C3 325 29 325 C2 C2 C 0 1 Y N N -8.616 47.880 21.670 -8.209 -0.082 0.966 C2 325 30 325 C1 C1 C 0 1 Y N N -7.494 48.413 21.048 -7.096 0.646 0.580 C1 325 31 325 HN23 HN23 H 0 0 N N N 3.074 48.476 20.949 4.016 -0.876 2.213 HN23 325 32 325 H26 H26 H 0 1 N N N 4.650 51.238 18.988 4.830 1.513 -0.631 H26 325 33 325 H26A H26A H 0 0 N N N 6.271 50.479 18.832 4.764 2.255 0.986 H26A 325 34 325 H31 H31 H 0 1 N N N 5.168 50.696 16.651 7.288 1.838 -0.680 H31 325 35 325 H31A H31A H 0 0 N N N 5.397 48.971 17.094 6.443 3.387 -0.446 H31A 325 36 325 H31B H31B H 0 0 N N N 3.777 49.730 17.249 7.222 2.580 0.937 H31B 325 37 325 H20 H20 H 0 1 N N N 3.782 51.724 20.651 5.016 -1.356 -1.119 H20 325 38 325 H19 H19 H 0 1 N N N 2.105 53.449 21.122 3.519 -1.791 -3.020 H19 325 39 325 H12 H12 H 0 1 N N N -4.853 49.790 21.374 -3.353 -1.014 0.159 H12 325 40 325 H14 H14 H 0 1 N N N -1.071 51.699 18.256 0.756 1.722 -1.289 H14 325 41 325 H8 H8 H 0 1 N N N -7.560 50.699 18.145 -5.649 2.593 -0.158 H8 325 42 325 H5 H5 H 0 1 N N N -8.835 51.355 20.133 -4.883 -1.912 0.675 H5 325 43 325 H3 H3 H 0 1 N N N -10.683 48.190 22.222 -8.939 -2.002 1.540 H3 325 44 325 H2 H2 H 0 1 N N N -8.566 46.892 22.102 -9.171 0.400 1.060 H2 325 45 325 H1 H1 H 0 1 N N N -6.587 47.832 20.977 -7.172 1.702 0.369 H1 325 46 325 H16 H16 H 0 1 N N N -3.110 52.031 16.747 -1.010 3.534 -1.331 H16 325 47 # # 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 325 O30 C16 DOUB N N 1 325 C16 C17 SING N N 2 325 C16 C13 SING N N 3 325 C17 C22 DOUB Y N 4 325 C17 C18 SING Y N 5 325 C22 F28 SING N N 6 325 C22 C21 SING Y N 7 325 C21 N23 SING N N 8 325 C21 C20 DOUB Y N 9 325 N23 S24 SING N N 10 325 N23 HN23 SING N N 11 325 S24 C26 SING N N 12 325 S24 O27 DOUB N N 13 325 S24 O25 DOUB N N 14 325 C26 C31 SING N N 15 325 C26 H26 SING N N 16 325 C26 H26A SING N N 17 325 C31 H31 SING N N 18 325 C31 H31A SING N N 19 325 C31 H31B SING N N 20 325 C20 C19 SING Y N 21 325 C20 H20 SING N N 22 325 C19 C18 DOUB Y N 23 325 C19 H19 SING N N 24 325 C18 F29 SING N N 25 325 C13 C11 SING Y N 26 325 C13 C14 DOUB Y N 27 325 C11 C12 DOUB Y N 28 325 C11 C10 SING Y N 29 325 C12 C7 SING Y N 30 325 C12 H12 SING N N 31 325 C10 N15 SING Y N 32 325 C10 N9 DOUB Y N 33 325 N15 C14 SING Y N 34 325 C14 H14 SING N N 35 325 N9 C8 SING Y N 36 325 C8 C7 DOUB Y N 37 325 C8 H8 SING N N 38 325 C7 C6 SING N N 39 325 C6 C5 DOUB Y N 40 325 C6 C1 SING Y N 41 325 C5 N4 SING Y N 42 325 C5 H5 SING N N 43 325 N4 C3 DOUB Y N 44 325 C3 C2 SING Y N 45 325 C3 H3 SING N N 46 325 C2 C1 DOUB Y N 47 325 C2 H2 SING N N 48 325 C1 H1 SING N N 49 325 N15 H16 SING N N 50 # # 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 325 SMILES ACDLabs 12.01 "O=S(=O)(Nc1ccc(F)c(c1F)C(=O)c3c2cc(cnc2nc3)c4cccnc4)CC" 325 InChI InChI 1.03 "InChI=1S/C21H16F2N4O3S/c1-2-31(29,30)27-17-6-5-16(22)18(19(17)23)20(28)15-11-26-21-14(15)8-13(10-25-21)12-4-3-7-24-9-12/h3-11,27H,2H2,1H3,(H,25,26)" 325 InChIKey InChI 1.03 ILXJWLWSYAWJKZ-UHFFFAOYSA-N 325 SMILES_CANONICAL CACTVS 3.370 "CC[S](=O)(=O)Nc1ccc(F)c(c1F)C(=O)c2c[nH]c3ncc(cc23)c4cccnc4" 325 SMILES CACTVS 3.370 "CC[S](=O)(=O)Nc1ccc(F)c(c1F)C(=O)c2c[nH]c3ncc(cc23)c4cccnc4" 325 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCS(=O)(=O)Nc1ccc(c(c1F)C(=O)c2c[nH]c3c2cc(cn3)c4cccnc4)F" 325 SMILES "OpenEye OEToolkits" 1.7.6 "CCS(=O)(=O)Nc1ccc(c(c1F)C(=O)c2c[nH]c3c2cc(cn3)c4cccnc4)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 325 "SYSTEMATIC NAME" ACDLabs 12.01 "N-(2,4-difluoro-3-{[5-(pyridin-3-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl]carbonyl}phenyl)ethanesulfonamide" 325 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[2,4-bis(fluoranyl)-3-[(5-pyridin-3-yl-1H-pyrrolo[2,3-b]pyridin-3-yl)carbonyl]phenyl]ethanesulfonamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 325 "Create component" 2008-02-07 RCSB 325 "Modify aromatic_flag" 2011-06-04 RCSB 325 "Modify descriptor" 2011-06-04 RCSB 325 "Modify synonyms" 2012-06-13 RCSB 325 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 325 _pdbx_chem_comp_synonyms.name PLX3203 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##