data_3A6 # _chem_comp.id 3A6 _chem_comp.name "3-AMINO-6-FLUORO-2-[4-(2-METHYLPYRIDIN-4-YL)PHENYL]-N-(METHYLSULFONYL)QUINOLINE-4-CARBOXAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H19 F N4 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-02-16 _chem_comp.pdbx_modified_date 2014-09-05 _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 450.485 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3A6 _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 4AJM _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 3A6 C1 C1 C 0 1 N N N 17.269 39.527 17.817 -8.288 2.495 -1.136 C1 3A6 1 3A6 C2 C2 C 0 1 Y N N 18.199 38.373 17.546 -7.689 1.280 -0.476 C2 3A6 2 3A6 C3 C3 C 0 1 Y N N 19.034 37.981 18.566 -6.323 1.087 -0.516 C3 3A6 3 3A6 C4 C4 C 0 1 Y N N 19.979 36.967 18.332 -5.780 -0.044 0.100 C4 3A6 4 3A6 C5 C5 C 0 1 Y N N 19.989 36.328 17.074 -6.653 -0.935 0.732 C5 3A6 5 3A6 C6 C6 C 0 1 Y N N 19.061 36.738 16.131 -8.005 -0.666 0.724 C6 3A6 6 3A6 N7 N7 N 0 1 Y N N 18.205 37.730 16.378 -8.477 0.417 0.136 N7 3A6 7 3A6 C8 C8 C 0 1 Y N N 20.919 36.589 19.421 -4.318 -0.293 0.083 C8 3A6 8 3A6 C9 C9 C 0 1 Y N N 21.219 35.250 19.661 -3.796 -1.428 0.703 C9 3A6 9 3A6 C10 C10 C 0 1 Y N N 22.073 34.893 20.683 -2.439 -1.660 0.687 C10 3A6 10 3A6 C11 C11 C 0 1 Y N N 22.656 35.879 21.487 -1.585 -0.758 0.050 C11 3A6 11 3A6 C12 C12 C 0 1 Y N N 22.350 37.226 21.251 -2.107 0.378 -0.571 C12 3A6 12 3A6 C13 C13 C 0 1 Y N N 21.478 37.579 20.234 -3.465 0.605 -0.559 C13 3A6 13 3A6 C14 C14 C 0 1 Y N N 23.624 35.509 22.550 -0.125 -1.006 0.033 C14 3A6 14 3A6 C15 C15 C 0 1 Y N N 23.239 34.771 23.711 0.754 0.068 0.297 C15 3A6 15 3A6 C16 C16 C 0 1 Y N N 24.269 34.422 24.634 2.133 -0.161 0.282 C16 3A6 16 3A6 C17 C17 C 0 1 Y N N 25.659 34.890 24.364 2.582 -1.524 -0.012 C17 3A6 17 3A6 C18 C18 C 0 1 Y N N 26.755 34.644 25.232 3.941 -1.849 -0.048 C18 3A6 18 3A6 C19 C19 C 0 1 Y N N 28.035 35.082 24.911 4.321 -3.132 -0.325 C19 3A6 19 3A6 C20 C20 C 0 1 Y N N 28.261 35.816 23.721 3.367 -4.120 -0.572 C20 3A6 20 3A6 C21 C21 C 0 1 Y N N 27.223 36.071 22.855 2.037 -3.834 -0.544 C21 3A6 21 3A6 C22 C22 C 0 1 Y N N 25.899 35.628 23.162 1.610 -2.523 -0.261 C22 3A6 22 3A6 N23 N23 N 0 1 Y N N 24.877 35.866 22.329 0.310 -2.220 -0.222 N23 3A6 23 3A6 F24 F24 F 0 1 N N N 29.084 34.808 25.753 5.634 -3.448 -0.361 F24 3A6 24 3A6 C25 C25 C 0 1 N N N 23.948 33.889 25.967 3.093 0.923 0.550 C25 3A6 25 3A6 O26 O26 O 0 1 N N N 23.895 34.706 26.879 3.463 1.140 1.688 O26 3A6 26 3A6 N27 N27 N 0 1 N N N 23.734 32.597 26.233 3.563 1.673 -0.466 N27 3A6 27 3A6 S28 S28 S 0 1 N N N 23.404 32.153 27.806 4.643 2.892 -0.165 S28 3A6 28 3A6 O29 O29 O 0 1 N N N 24.607 32.332 28.555 4.887 3.467 -1.442 O29 3A6 29 3A6 O30 O30 O 0 1 N N N 22.226 32.865 28.180 4.038 3.647 0.875 O30 3A6 30 3A6 C31 C31 C 0 1 N N N 23.041 30.391 27.591 6.125 2.042 0.445 C31 3A6 31 3A6 N32 N32 N 0 1 N N N 21.895 34.421 23.938 0.257 1.331 0.566 N32 3A6 32 3A6 H11C H11C H 0 0 N N N 16.648 39.715 16.929 -8.531 2.263 -2.173 H11C 3A6 33 3A6 H12C H12C H 0 0 N N N 16.621 39.283 18.672 -9.194 2.786 -0.606 H12C 3A6 34 3A6 H13C H13C H 0 0 N N N 17.859 40.426 18.049 -7.570 3.315 -1.106 H13C 3A6 35 3A6 H3 H3 H 0 1 N N N 18.964 38.448 19.537 -5.683 1.800 -1.015 H3 3A6 36 3A6 H5 H5 H 0 1 N N N 20.698 35.544 16.853 -6.273 -1.821 1.219 H5 3A6 37 3A6 H6 H6 H 0 1 N N N 19.030 36.242 15.172 -8.687 -1.348 1.210 H6 3A6 38 3A6 H9 H9 H 0 1 N N N 20.778 34.484 19.040 -4.457 -2.125 1.197 H9 3A6 39 3A6 H13 H13 H 0 1 N N N 21.231 38.617 20.070 -3.870 1.482 -1.042 H13 3A6 40 3A6 H10 H10 H 0 1 N N N 22.292 33.851 20.863 -2.035 -2.538 1.168 H10 3A6 41 3A6 H12 H12 H 0 1 N N N 22.797 37.994 21.866 -1.447 1.076 -1.064 H12 3A6 42 3A6 H321 H321 H 0 0 N N N 21.823 33.911 24.795 -0.695 1.458 0.704 H321 3A6 43 3A6 H322 H322 H 0 0 N N N 21.340 35.251 23.997 0.860 2.089 0.617 H322 3A6 44 3A6 H18 H18 H 0 1 N N N 26.592 34.109 26.156 4.687 -1.092 0.141 H18 3A6 45 3A6 H20 H20 H 0 1 N N N 29.253 36.177 23.492 3.689 -5.128 -0.790 H20 3A6 46 3A6 H21 H21 H 0 1 N N N 27.410 36.609 21.937 1.311 -4.610 -0.738 H21 3A6 47 3A6 H27 H27 H 0 1 N N N 23.771 31.912 25.505 3.268 1.500 -1.374 H27 3A6 48 3A6 H311 H311 H 0 0 N N N 22.798 29.944 28.566 6.490 1.355 -0.319 H311 3A6 49 3A6 H312 H312 H 0 0 N N N 22.185 30.274 26.911 6.898 2.777 0.671 H312 3A6 50 3A6 H313 H313 H 0 0 N N N 23.920 29.885 27.165 5.878 1.485 1.348 H313 3A6 51 # 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 3A6 C1 C2 SING N N 1 3A6 C2 C3 SING Y N 2 3A6 C2 N7 DOUB Y N 3 3A6 C3 C4 DOUB Y N 4 3A6 C4 C5 SING Y N 5 3A6 C4 C8 SING N N 6 3A6 C5 C6 DOUB Y N 7 3A6 C6 N7 SING Y N 8 3A6 C8 C9 SING Y N 9 3A6 C8 C13 DOUB Y N 10 3A6 C9 C10 DOUB Y N 11 3A6 C10 C11 SING Y N 12 3A6 C11 C12 DOUB Y N 13 3A6 C11 C14 SING N N 14 3A6 C12 C13 SING Y N 15 3A6 C14 C15 SING Y N 16 3A6 C14 N23 DOUB Y N 17 3A6 C15 C16 DOUB Y N 18 3A6 C15 N32 SING N N 19 3A6 C16 C17 SING Y N 20 3A6 C16 C25 SING N N 21 3A6 C17 C18 SING Y N 22 3A6 C17 C22 DOUB Y N 23 3A6 C18 C19 DOUB Y N 24 3A6 C19 C20 SING Y N 25 3A6 C19 F24 SING N N 26 3A6 C20 C21 DOUB Y N 27 3A6 C21 C22 SING Y N 28 3A6 C22 N23 SING Y N 29 3A6 C25 O26 DOUB N N 30 3A6 C25 N27 SING N N 31 3A6 N27 S28 SING N N 32 3A6 S28 O29 DOUB N N 33 3A6 S28 O30 DOUB N N 34 3A6 S28 C31 SING N N 35 3A6 C1 H11C SING N N 36 3A6 C1 H12C SING N N 37 3A6 C1 H13C SING N N 38 3A6 C3 H3 SING N N 39 3A6 C5 H5 SING N N 40 3A6 C6 H6 SING N N 41 3A6 C9 H9 SING N N 42 3A6 C13 H13 SING N N 43 3A6 C10 H10 SING N N 44 3A6 C12 H12 SING N N 45 3A6 N32 H321 SING N N 46 3A6 N32 H322 SING N N 47 3A6 C18 H18 SING N N 48 3A6 C20 H20 SING N N 49 3A6 C21 H21 SING N N 50 3A6 N27 H27 SING N N 51 3A6 C31 H311 SING N N 52 3A6 C31 H312 SING N N 53 3A6 C31 H313 SING N N 54 # 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 3A6 SMILES ACDLabs 12.01 "O=S(=O)(NC(=O)c1c(N)c(nc2c1cc(F)cc2)c3ccc(cc3)c4ccnc(c4)C)C" 3A6 InChI InChI 1.03 "InChI=1S/C23H19FN4O3S/c1-13-11-16(9-10-26-13)14-3-5-15(6-4-14)22-21(25)20(23(29)28-32(2,30)31)18-12-17(24)7-8-19(18)27-22/h3-12H,25H2,1-2H3,(H,28,29)" 3A6 InChIKey InChI 1.03 OQQOHENQNGESNS-UHFFFAOYSA-N 3A6 SMILES_CANONICAL CACTVS 3.385 "Cc1cc(ccn1)c2ccc(cc2)c3nc4ccc(F)cc4c(c3N)C(=O)N[S](C)(=O)=O" 3A6 SMILES CACTVS 3.385 "Cc1cc(ccn1)c2ccc(cc2)c3nc4ccc(F)cc4c(c3N)C(=O)N[S](C)(=O)=O" 3A6 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1cc(ccn1)c2ccc(cc2)c3c(c(c4cc(ccc4n3)F)C(=O)NS(=O)(=O)C)N" 3A6 SMILES "OpenEye OEToolkits" 1.9.2 "Cc1cc(ccn1)c2ccc(cc2)c3c(c(c4cc(ccc4n3)F)C(=O)NS(=O)(=O)C)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 3A6 "SYSTEMATIC NAME" ACDLabs 12.01 "3-amino-6-fluoro-2-[4-(2-methylpyridin-4-yl)phenyl]-N-(methylsulfonyl)quinoline-4-carboxamide" 3A6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "3-azanyl-6-fluoranyl-2-[4-(2-methylpyridin-4-yl)phenyl]-N-methylsulfonyl-quinoline-4-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3A6 "Create component" 2012-02-16 EBI 3A6 "Initial release" 2013-03-06 RCSB 3A6 "Modify descriptor" 2014-09-05 RCSB #