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 
# 
