data_4DF # _chem_comp.id 4DF _chem_comp.name "5-chloro-N~2~-(1,1-dioxido-2,3-dihydro-1,2-benzothiazol-6-yl)-N~4~-ethyl-N~4~-(1H-indazol-4-yl)pyrimidine-2,4-diamine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H18 Cl N7 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-03-04 _chem_comp.pdbx_modified_date 2015-09-25 _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 455.921 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4DF _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 4YJO _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 4DF C01 C1 C 0 1 N N N 27.686 38.197 50.617 3.282 -3.702 0.347 C01 4DF 1 4DF C05 C2 C 0 1 N N N 26.802 39.084 49.772 3.258 -2.441 1.212 C05 4DF 2 4DF N08 N1 N 0 1 N N N 25.500 39.376 50.450 3.026 -1.270 0.362 N08 4DF 3 4DF C09 C3 C 0 1 Y N N 24.282 39.095 49.762 4.107 -0.523 -0.106 C09 4DF 4 4DF C10 C4 C 0 1 Y N N 23.446 40.137 49.364 4.704 -0.844 -1.310 C10 4DF 5 4DF C12 C5 C 0 1 Y N N 22.256 39.879 48.697 5.780 -0.103 -1.781 C12 4DF 6 4DF C14 C6 C 0 1 Y N N 21.878 38.578 48.396 6.270 0.961 -1.059 C14 4DF 7 4DF C16 C7 C 0 1 Y N N 22.703 37.539 48.803 5.686 1.305 0.159 C16 4DF 8 4DF N17 N2 N 0 1 Y N N 22.600 36.194 48.644 5.938 2.283 1.087 N17 4DF 9 4DF N19 N3 N 0 1 Y N N 23.660 35.534 49.191 5.013 2.142 2.128 N19 4DF 10 4DF C20 C8 C 0 1 Y N N 24.445 36.465 49.694 4.222 1.138 1.881 C20 4DF 11 4DF C22 C9 C 0 1 Y N N 23.916 37.758 49.487 4.591 0.566 0.641 C22 4DF 12 4DF C23 C10 C 0 1 Y N N 25.502 40.205 51.533 1.731 -0.905 0.023 C23 4DF 13 4DF N24 N4 N 0 1 Y N N 26.593 40.972 51.673 0.698 -1.640 0.419 N24 4DF 14 4DF C25 C11 C 0 1 Y N N 26.611 41.800 52.734 -0.540 -1.294 0.097 C25 4DF 15 4DF N26 N5 N 0 1 N N N 27.685 42.578 52.952 -1.595 -2.083 0.526 N26 4DF 16 4DF C28 C12 C 0 1 Y N N 29.003 42.519 52.448 -2.912 -1.673 0.297 C28 4DF 17 4DF C29 C13 C 0 1 Y N N 29.958 43.353 53.017 -3.896 -2.605 -0.007 C29 4DF 18 4DF C31 C14 C 0 1 Y N N 31.247 43.366 52.526 -5.193 -2.202 -0.234 C31 4DF 19 4DF C33 C15 C 0 1 Y N N 31.613 42.578 51.440 -5.544 -0.854 -0.161 C33 4DF 20 4DF C34 C16 C 0 1 N N N 32.972 42.456 50.809 -6.890 -0.224 -0.373 C34 4DF 21 4DF N37 N6 N 0 1 N N N 32.633 41.907 49.493 -6.912 1.229 -0.220 N37 4DF 22 4DF S39 S1 S 0 1 N N N 31.350 40.869 49.563 -5.339 1.648 0.152 S39 4DF 23 4DF O40 O1 O 0 1 N N N 31.707 39.561 50.022 -5.333 2.117 1.494 O40 4DF 24 4DF O41 O2 O 0 1 N N N 30.539 40.938 48.389 -4.825 2.385 -0.949 O41 4DF 25 4DF C42 C17 C 0 1 Y N N 30.649 41.780 50.875 -4.553 0.061 0.145 C42 4DF 26 4DF C43 C18 C 0 1 Y N N 29.354 41.757 51.362 -3.256 -0.328 0.378 C43 4DF 27 4DF N45 N7 N 0 1 Y N N 25.655 41.943 53.667 -0.794 -0.213 -0.625 N45 4DF 28 4DF C46 C19 C 0 1 Y N N 24.575 41.172 53.524 0.189 0.566 -1.054 C46 4DF 29 4DF C48 C20 C 0 1 Y N N 24.475 40.291 52.467 1.494 0.244 -0.736 C48 4DF 30 4DF CL CL1 CL 0 0 N N N 23.081 39.256 52.413 2.810 1.242 -1.272 CL49 4DF 31 4DF H1 H1 H 0 1 N N N 28.630 38.006 50.086 2.326 -3.810 -0.166 H1 4DF 32 4DF H2 H2 H 0 1 N N N 27.898 38.696 51.574 4.083 -3.623 -0.389 H2 4DF 33 4DF H3 H3 H 0 1 N N N 27.173 37.243 50.807 3.455 -4.573 0.979 H3 4DF 34 4DF H4 H4 H 0 1 N N N 26.600 38.579 48.816 2.458 -2.520 1.948 H4 4DF 35 4DF H5 H5 H 0 1 N N N 27.326 40.033 49.583 4.214 -2.333 1.725 H5 4DF 36 4DF H6 H6 H 0 1 N N N 23.727 41.158 49.577 4.332 -1.676 -1.889 H6 4DF 37 4DF H7 H7 H 0 1 N N N 21.617 40.701 48.409 6.237 -0.365 -2.724 H7 4DF 38 4DF H8 H8 H 0 1 N N N 20.963 38.379 47.858 7.108 1.529 -1.435 H8 4DF 39 4DF H9 H9 H 0 1 N N N 21.838 35.742 48.181 6.635 2.955 1.031 H9 4DF 40 4DF H10 H10 H 0 1 N N N 25.377 36.264 50.201 3.415 0.801 2.515 H10 4DF 41 4DF H11 H11 H 0 1 N N N 27.521 43.335 53.585 -1.420 -2.919 0.986 H11 4DF 42 4DF H12 H12 H 0 1 N N N 29.690 43.992 53.845 -3.641 -3.653 -0.068 H12 4DF 43 4DF H13 H13 H 0 1 N N N 31.986 44.000 52.994 -5.947 -2.939 -0.470 H13 4DF 44 4DF H14 H14 H 0 1 N N N 33.619 41.770 51.376 -7.233 -0.471 -1.378 H14 4DF 45 4DF H15 H15 H 0 1 N N N 33.464 43.436 50.721 -7.590 -0.654 0.344 H15 4DF 46 4DF H16 H16 H 0 1 N N N 33.426 41.415 49.135 -7.674 1.822 -0.315 H16 4DF 47 4DF H17 H17 H 0 1 N N N 28.613 41.134 50.883 -2.504 0.409 0.619 H17 4DF 48 4DF H18 H18 H 0 1 N N N 23.772 41.238 54.243 -0.029 1.446 -1.641 H18 4DF 49 # 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 4DF O41 S39 DOUB N N 1 4DF C14 C12 DOUB Y N 2 4DF C14 C16 SING Y N 3 4DF N17 C16 SING Y N 4 4DF N17 N19 SING Y N 5 4DF C12 C10 SING Y N 6 4DF C16 C22 DOUB Y N 7 4DF N19 C20 DOUB Y N 8 4DF C10 C09 DOUB Y N 9 4DF C22 C20 SING Y N 10 4DF C22 C09 SING Y N 11 4DF N37 S39 SING N N 12 4DF N37 C34 SING N N 13 4DF S39 O40 DOUB N N 14 4DF S39 C42 SING N N 15 4DF C09 N08 SING N N 16 4DF C05 N08 SING N N 17 4DF C05 C01 SING N N 18 4DF N08 C23 SING N N 19 4DF C34 C33 SING N N 20 4DF C42 C43 DOUB Y N 21 4DF C42 C33 SING Y N 22 4DF C43 C28 SING Y N 23 4DF C33 C31 DOUB Y N 24 4DF C23 N24 DOUB Y N 25 4DF C23 C48 SING Y N 26 4DF N24 C25 SING Y N 27 4DF CL C48 SING N N 28 4DF C28 N26 SING N N 29 4DF C28 C29 DOUB Y N 30 4DF C48 C46 DOUB Y N 31 4DF C31 C29 SING Y N 32 4DF C25 N26 SING N N 33 4DF C25 N45 DOUB Y N 34 4DF C46 N45 SING Y N 35 4DF C01 H1 SING N N 36 4DF C01 H2 SING N N 37 4DF C01 H3 SING N N 38 4DF C05 H4 SING N N 39 4DF C05 H5 SING N N 40 4DF C10 H6 SING N N 41 4DF C12 H7 SING N N 42 4DF C14 H8 SING N N 43 4DF N17 H9 SING N N 44 4DF C20 H10 SING N N 45 4DF N26 H11 SING N N 46 4DF C29 H12 SING N N 47 4DF C31 H13 SING N N 48 4DF C34 H14 SING N N 49 4DF C34 H15 SING N N 50 4DF N37 H16 SING N N 51 4DF C43 H17 SING N N 52 4DF C46 H18 SING N N 53 # 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 4DF SMILES ACDLabs 12.01 "CCN(c3nc(Nc2ccc1CNS(=O)(c1c2)=O)ncc3Cl)c4cccc5c4cnn5" 4DF InChI InChI 1.03 "InChI=1S/C20H18ClN7O2S/c1-2-28(17-5-3-4-16-14(17)10-23-27-16)19-15(21)11-22-20(26-19)25-13-7-6-12-9-24-31(29,30)18(12)8-13/h3-8,10-11,24H,2,9H2,1H3,(H,23,27)(H,22,25,26)" 4DF InChIKey InChI 1.03 XZUGISDIVDJNBC-UHFFFAOYSA-N 4DF SMILES_CANONICAL CACTVS 3.385 "CCN(c1cccc2[nH]ncc12)c3nc(Nc4ccc5CN[S](=O)(=O)c5c4)ncc3Cl" 4DF SMILES CACTVS 3.385 "CCN(c1cccc2[nH]ncc12)c3nc(Nc4ccc5CN[S](=O)(=O)c5c4)ncc3Cl" 4DF SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCN(c1cccc2c1cn[nH]2)c3c(cnc(n3)Nc4ccc5c(c4)S(=O)(=O)NC5)Cl" 4DF SMILES "OpenEye OEToolkits" 1.9.2 "CCN(c1cccc2c1cn[nH]2)c3c(cnc(n3)Nc4ccc5c(c4)S(=O)(=O)NC5)Cl" # 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 4DF "SYSTEMATIC NAME" ACDLabs 12.01 "5-chloro-N~2~-(1,1-dioxido-2,3-dihydro-1,2-benzothiazol-6-yl)-N~4~-ethyl-N~4~-(1H-indazol-4-yl)pyrimidine-2,4-diamine" 4DF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N2-[1,1-bis(oxidanylidene)-2,3-dihydro-1,2-benzothiazol-6-yl]-5-chloranyl-N4-ethyl-N4-(1H-indazol-4-yl)pyrimidine-2,4-diamine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4DF "Create component" 2015-03-04 EBI 4DF "Initial release" 2015-09-30 RCSB #