data_RDX
# 
_chem_comp.id                                    RDX 
_chem_comp.name                                  "(4S)-6-chloro-2-[(2-hydroxyethyl)(methyl)sulfamoyl]-N-(isoquinolin-4-yl)-1,2,3,4-tetrahydroisoquinoline-4-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H23 Cl N4 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-08-22 
_chem_comp.pdbx_modified_date                    2023-11-03 
_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                        474.960 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     RDX 
_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        7GLY 
_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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
RDX N1  N1  N  0 1 N N N N N N -22.194 6.935  29.578 2.148  -0.240 0.549  N1  RDX 1  
RDX N3  N2  N  0 1 Y N N N N N -16.856 3.755  26.003 -2.940 2.109  -2.264 N3  RDX 2  
RDX C4  C1  C  0 1 N N S N N N -22.147 4.754  28.557 0.011  -1.152 1.246  C4  RDX 3  
RDX C5  C2  C  0 1 N N N N N N -20.634 4.797  28.321 -0.823 -0.339 0.289  C5  RDX 4  
RDX C6  C3  C  0 1 Y N N N N N -18.945 4.898  26.497 -2.649 1.120  -0.140 C6  RDX 5  
RDX C7  C4  C  0 1 Y N N N N N -18.141 3.761  26.389 -2.194 1.429  -1.405 C7  RDX 6  
RDX C8  C5  C  0 1 Y N N N N N -16.300 4.921  25.703 -4.148 2.533  -1.978 C8  RDX 7  
RDX C10 C6  C  0 1 Y N N N N N -16.358 7.402  25.458 -5.997 2.709  -0.371 C10 RDX 8  
RDX C13 C7  C  0 1 Y N N N N N -19.044 7.393  26.189 -4.483 1.277  1.496  C13 RDX 9  
RDX C15 C8  C  0 1 Y N N N N N -22.411 4.171  29.936 0.456  -2.418 0.563  C15 RDX 10 
RDX C17 C9  C  0 1 Y N N N N N -22.514 2.282  31.421 -0.119 -4.646 -0.140 C17 RDX 11 
RDX C20 C10 C  0 1 Y N N N N N -22.664 5.021  31.026 1.713  -2.575 0.025  C20 RDX 12 
RDX C21 C11 C  0 1 N N N N N N -22.731 6.524  30.880 2.760  -1.492 0.092  C21 RDX 13 
RDX CL  CL1 CL 0 0 N N N N N N -22.438 0.556  31.670 -1.271 -5.942 -0.234 CL  RDX 14 
RDX C16 C12 C  0 1 Y N N N N N -22.358 2.789  30.142 -0.459 -3.461 0.481  C16 RDX 15 
RDX C18 C13 C  0 1 Y N N N N N -22.727 3.105  32.500 1.142  -4.797 -0.689 C18 RDX 16 
RDX C19 C14 C  0 1 Y N N N N N -22.821 4.468  32.295 2.052  -3.764 -0.604 C19 RDX 17 
RDX S   S1  S  0 1 N N N N N N -22.011 8.510  29.374 2.488  1.204  -0.188 S   RDX 18 
RDX O1  O1  O  0 1 N N N N N N -23.200 9.118  29.864 2.936  0.890  -1.499 O1  RDX 19 
RDX O2  O2  O  0 1 N N N N N N -21.591 8.712  28.031 1.382  2.058  0.072  O2  RDX 20 
RDX N   N3  N  0 1 N N N N N N -20.810 8.910  30.352 3.785  1.865  0.604  N   RDX 21 
RDX C1  C15 C  0 1 N N N N N N -20.930 9.737  31.574 5.138  1.676  0.076  C1  RDX 22 
RDX C2  C16 C  0 1 N N N N N N -20.649 11.204 31.330 5.509  2.863  -0.815 C2  RDX 23 
RDX O   O3  O  0 1 N N N N N N -21.483 12.022 32.146 5.574  4.051  -0.023 O   RDX 24 
RDX C   C17 C  0 1 N N N N N N -19.455 8.448  30.039 3.578  2.638  1.831  C   RDX 25 
RDX C3  C18 C  0 1 N N N N N N -22.735 6.162  28.445 1.214  -0.319 1.684  C3  RDX 26 
RDX O3  O4  O  0 1 N N N N N N -19.824 4.759  29.250 -0.571 -0.353 -0.897 O3  RDX 27 
RDX N2  N4  N  0 1 N N N N N N -20.260 4.879  27.017 -1.849 0.402  0.751  N2  RDX 28 
RDX C14 C19 C  0 1 Y N N N N N -18.350 6.155  26.157 -3.943 1.547  0.232  C14 RDX 29 
RDX C12 C20 C  0 1 Y N N N N N -18.415 8.561  25.859 -5.737 1.715  1.797  C12 RDX 30 
RDX C11 C21 C  0 1 Y N N N N N -17.070 8.566  25.503 -6.491 2.428  0.867  C11 RDX 31 
RDX C9  C22 C  0 1 Y N N N N N -16.979 6.165  25.766 -4.708 2.273  -0.717 C9  RDX 32 
RDX H1  H1  H  0 1 N N N N N N -22.611 4.109  27.796 -0.591 -1.407 2.118  H1  RDX 33 
RDX H2  H2  H  0 1 N N N N N N -18.590 2.810  26.636 -1.207 1.108  -1.704 H2  RDX 34 
RDX H3  H3  H  0 1 N N N N N N -15.266 4.924  25.391 -4.714 3.084  -2.714 H3  RDX 35 
RDX H4  H4  H  0 1 N N N N N N -15.313 7.424  25.186 -6.593 3.262  -1.081 H4  RDX 36 
RDX H5  H5  H  0 1 N N N N N N -20.084 7.412  26.478 -3.909 0.725  2.226  H5  RDX 37 
RDX H6  H6  H  0 1 N N N N N N -22.140 6.993  31.680 3.193  -1.344 -0.898 H6  RDX 38 
RDX H7  H7  H  0 1 N N N N N N -23.779 6.850  30.959 3.544  -1.788 0.789  H7  RDX 39 
RDX H8  H8  H  0 1 N N N N N N -22.196 2.121  29.309 -1.444 -3.343 0.908  H8  RDX 40 
RDX H9  H9  H  0 1 N N N N N N -22.820 2.693  33.494 1.413  -5.720 -1.180 H9  RDX 41 
RDX H10 H10 H  0 1 N N N N N N -23.020 5.117  33.135 3.037  -3.881 -1.032 H10 RDX 42 
RDX H11 H11 H  0 1 N N N N N N -21.953 9.637  31.965 5.845  1.609  0.904  H11 RDX 43 
RDX H12 H12 H  0 1 N N N N N N -20.214 9.363  32.321 5.175  0.757  -0.509 H12 RDX 44 
RDX H13 H13 H  0 1 N N N N N N -19.595 11.414 31.567 6.479  2.681  -1.277 H13 RDX 45 
RDX H14 H14 H  0 1 N N N N N N -20.840 11.437 30.272 4.753  2.985  -1.591 H14 RDX 46 
RDX H15 H15 H  0 1 N N N N N N -21.291 12.937 31.978 5.804  4.845  -0.524 H15 RDX 47 
RDX H16 H16 H  0 1 N N N N N N -18.757 8.810  30.808 3.624  1.971  2.692  H16 RDX 48 
RDX H17 H17 H  0 1 N N N N N N -19.439 7.348  30.017 4.355  3.397  1.917  H17 RDX 49 
RDX H18 H18 H  0 1 N N N N N N -19.152 8.839  29.056 2.601  3.120  1.796  H18 RDX 50 
RDX H19 H19 H  0 1 N N N N N N -22.435 6.624  27.493 1.705  -0.797 2.532  H19 RDX 51 
RDX H20 H20 H  0 1 N N N N N N -23.833 6.121  28.503 0.887  0.683  1.963  H20 RDX 52 
RDX H21 H21 H  0 1 N N N N N N -21.001 4.932  26.347 -2.032 0.437  1.703  H21 RDX 53 
RDX H22 H22 H  0 1 N N N N N N -18.967 9.489  25.875 -6.154 1.506  2.771  H22 RDX 54 
RDX H23 H23 H  0 1 N N N N N N -16.585 9.500  25.260 -7.483 2.764  1.132  H23 RDX 55 
# 
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 
RDX C10 C11 DOUB Y N 1  
RDX C10 C9  SING Y N 2  
RDX C11 C12 SING Y N 3  
RDX C8  C9  DOUB Y N 4  
RDX C8  N3  SING Y N 5  
RDX C9  C14 SING Y N 6  
RDX C12 C13 DOUB Y N 7  
RDX N3  C7  DOUB Y N 8  
RDX C14 C13 SING Y N 9  
RDX C14 C6  DOUB Y N 10 
RDX C7  C6  SING Y N 11 
RDX C6  N2  SING N N 12 
RDX N2  C5  SING N N 13 
RDX O2  S   DOUB N N 14 
RDX C5  C4  SING N N 15 
RDX C5  O3  DOUB N N 16 
RDX C3  C4  SING N N 17 
RDX C3  N1  SING N N 18 
RDX C4  C15 SING N N 19 
RDX S   N1  SING N N 20 
RDX S   O1  DOUB N N 21 
RDX S   N   SING N N 22 
RDX N1  C21 SING N N 23 
RDX C15 C16 DOUB Y N 24 
RDX C15 C20 SING Y N 25 
RDX C   N   SING N N 26 
RDX C16 C17 SING Y N 27 
RDX N   C1  SING N N 28 
RDX C21 C20 SING N N 29 
RDX C20 C19 DOUB Y N 30 
RDX C2  C1  SING N N 31 
RDX C2  O   SING N N 32 
RDX C17 CL  SING N N 33 
RDX C17 C18 DOUB Y N 34 
RDX C19 C18 SING Y N 35 
RDX C4  H1  SING N N 36 
RDX C7  H2  SING N N 37 
RDX C8  H3  SING N N 38 
RDX C10 H4  SING N N 39 
RDX C13 H5  SING N N 40 
RDX C21 H6  SING N N 41 
RDX C21 H7  SING N N 42 
RDX C16 H8  SING N N 43 
RDX C18 H9  SING N N 44 
RDX C19 H10 SING N N 45 
RDX C1  H11 SING N N 46 
RDX C1  H12 SING N N 47 
RDX C2  H13 SING N N 48 
RDX C2  H14 SING N N 49 
RDX O   H15 SING N N 50 
RDX C   H16 SING N N 51 
RDX C   H17 SING N N 52 
RDX C   H18 SING N N 53 
RDX C3  H19 SING N N 54 
RDX C3  H20 SING N N 55 
RDX N2  H21 SING N N 56 
RDX C12 H22 SING N N 57 
RDX C11 H23 SING N N 58 
# 
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 
RDX SMILES           ACDLabs              12.01 "OCCN(C)S(=O)(=O)N1Cc2ccc(Cl)cc2C(C1)C(=O)Nc1cncc2ccccc21"                                                                                                                          
RDX InChI            InChI                1.06  "InChI=1S/C22H23ClN4O4S/c1-26(8-9-28)32(30,31)27-13-16-6-7-17(23)10-19(16)20(14-27)22(29)25-21-12-24-11-15-4-2-3-5-18(15)21/h2-7,10-12,20,28H,8-9,13-14H2,1H3,(H,25,29)/t20-/m1/s1" 
RDX InChIKey         InChI                1.06  RGTAJMPNICITLK-HXUWFJFHSA-N                                                                                                                                                         
RDX SMILES_CANONICAL CACTVS               3.385 "CN(CCO)[S](=O)(=O)N1C[C@@H](C(=O)Nc2cncc3ccccc23)c4cc(Cl)ccc4C1"                                                                                                                   
RDX SMILES           CACTVS               3.385 "CN(CCO)[S](=O)(=O)N1C[CH](C(=O)Nc2cncc3ccccc23)c4cc(Cl)ccc4C1"                                                                                                                     
RDX SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CN(CCO)S(=O)(=O)N1Cc2ccc(cc2[C@@H](C1)C(=O)Nc3cncc4c3cccc4)Cl"                                                                                                                     
RDX SMILES           "OpenEye OEToolkits" 2.0.7 "CN(CCO)S(=O)(=O)N1Cc2ccc(cc2C(C1)C(=O)Nc3cncc4c3cccc4)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 
RDX "SYSTEMATIC NAME" ACDLabs              12.01 "(4S)-6-chloro-2-[(2-hydroxyethyl)(methyl)sulfamoyl]-N-(isoquinolin-4-yl)-1,2,3,4-tetrahydroisoquinoline-4-carboxamide"      
RDX "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(4~{S})-6-chloranyl-2-[2-hydroxyethyl(methyl)sulfamoyl]-~{N}-isoquinolin-4-yl-3,4-dihydro-1~{H}-isoquinoline-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 
RDX "Create component" 2023-08-22 RCSB 
RDX "Initial release"  2023-11-08 RCSB 
# 
