data_RDQ
# 
_chem_comp.id                                    RDQ 
_chem_comp.name                                  "(4S)-6-chloro-N-{6-[(methanesulfonyl)amino]isoquinolin-4-yl}-2-[2-(methylamino)-2-oxoethyl]-1-oxo-1,2,3,4-tetrahydroisoquinoline-4-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H22 Cl N5 O5 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                        515.969 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     RDQ 
_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        7GLX 
_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 
RDQ N1  N1  N  0 1 N N N N N N -21.910 7.038  29.920 3.983  0.641  0.371  N1  RDQ 1  
RDQ N3  N2  N  0 1 Y N N N N N -16.821 4.166  25.757 -1.038 2.898  -2.536 N3  RDQ 2  
RDQ C4  C1  C  0 1 N N S N N N -21.980 4.914  28.683 1.823  -0.297 1.092  C4  RDQ 3  
RDQ C5  C2  C  0 1 N N N N N N -20.495 4.960  28.314 0.984  0.671  0.298  C5  RDQ 4  
RDQ C6  C3  C  0 1 Y N N N N N -18.993 5.064  26.356 -0.992 1.173  -0.925 C6  RDQ 5  
RDQ C7  C4  C  0 1 Y N N N N N -18.069 4.027  26.225 -0.356 2.083  -1.742 C7  RDQ 6  
RDQ C8  C5  C  0 1 Y N N N N N -16.435 5.383  25.394 -2.349 2.897  -2.600 C8  RDQ 7  
RDQ C10 C6  C  0 1 Y N N N N N -16.822 7.825  25.080 -4.499 1.981  -1.852 C10 RDQ 8  
RDQ C13 C7  C  0 1 N N N N N N -18.540 12.031 26.502 -5.866 1.132  2.549  C13 RDQ 9  
RDQ C15 C8  C  0 1 Y N N N N N -18.589 6.370  25.939 -2.404 1.121  -0.946 C15 RDQ 10 
RDQ C17 C9  C  0 1 Y N N N N N -22.342 2.870  30.115 1.345  -2.627 0.294  C17 RDQ 11 
RDQ C20 C10 C  0 1 Y N N N N N -22.037 4.343  32.448 3.556  -2.572 -1.397 C20 RDQ 12 
RDQ C21 C11 C  0 1 Y N N N N N -22.024 4.991  31.211 3.250  -1.470 -0.602 C21 RDQ 13 
RDQ C22 C12 C  0 1 N N N N N N -21.827 6.449  31.162 4.079  -0.247 -0.639 C22 RDQ 14 
RDQ O4  O1  O  0 1 N N N N N N -21.504 7.079  32.152 4.836  -0.043 -1.568 O4  RDQ 15 
RDQ C2  C13 C  0 1 N N N N N N -21.908 8.485  29.814 4.756  1.884  0.312  C2  RDQ 16 
RDQ C1  C14 C  0 1 N N N N N N -20.548 9.157  29.705 6.051  1.706  1.062  C1  RDQ 17 
RDQ O   O2  O  0 1 N N N N N N -20.469 10.374 29.560 6.345  0.620  1.516  O   RDQ 18 
RDQ N   N3  N  0 1 N N N N N N -19.475 8.376  29.771 6.882  2.754  1.230  N   RDQ 19 
RDQ C   C15 C  0 1 N N N N N N -18.129 8.889  29.599 8.141  2.581  1.959  C   RDQ 20 
RDQ C19 C16 C  0 1 Y N N N N N -22.208 2.973  32.518 2.760  -3.699 -1.336 C19 RDQ 21 
RDQ C18 C17 C  0 1 Y N N N N N -22.366 2.256  31.352 1.652  -3.723 -0.498 C18 RDQ 22 
RDQ CL  CL1 CL 0 0 N N N N N N -22.553 0.528  31.435 0.653  -5.141 -0.431 CL  RDQ 23 
RDQ C16 C18 C  0 1 Y N N N N N -22.142 4.247  30.031 2.135  -1.501 0.243  C16 RDQ 24 
RDQ C3  C19 C  0 1 N N N N N N -22.484 6.353  28.758 3.119  0.388  1.521  C3  RDQ 25 
RDQ O1  O3  O  0 1 N N N N N N -19.615 5.090  29.162 1.426  1.764  0.013  O1  RDQ 26 
RDQ N2  N4  N  0 1 N N N N N N -20.243 4.923  26.989 -0.257 0.322  -0.095 N2  RDQ 27 
RDQ C9  C20 C  0 1 Y N N N N N -17.259 6.533  25.461 -3.095 2.010  -1.809 C9  RDQ 28 
RDQ C14 C21 C  0 1 Y N N N N N -19.436 7.507  25.981 -3.126 0.226  -0.149 C14 RDQ 29 
RDQ C12 C22 C  0 1 Y N N N N N -18.981 8.748  25.591 -4.504 0.223  -0.215 C12 RDQ 30 
RDQ C11 C23 C  0 1 Y N N N N N -17.666 8.894  25.149 -5.181 1.103  -1.069 C11 RDQ 31 
RDQ N4  N5  N  0 1 N N N N N N -19.899 9.847  25.642 -5.231 -0.667 0.577  N4  RDQ 32 
RDQ S   S1  S  0 1 N N N N N N -19.633 11.414 25.279 -6.541 -0.130 1.436  S   RDQ 33 
RDQ O2  O4  O  0 1 N N N N N N -18.978 11.475 24.009 -6.968 -1.268 2.172  O2  RDQ 34 
RDQ O3  O5  O  0 1 N N N N N N -20.896 12.068 25.434 -7.382 0.466  0.457  O3  RDQ 35 
RDQ H1  H1  H  0 1 N N N N N N -22.540 4.359  27.916 1.270  -0.612 1.977  H1  RDQ 36 
RDQ H2  H2  H  0 1 N N N N N N -18.383 3.038  26.523 0.722  2.134  -1.737 H2  RDQ 37 
RDQ H3  H3  H  0 1 N N N N N N -15.428 5.504  25.024 -2.855 3.582  -3.264 H3  RDQ 38 
RDQ H4  H4  H  0 1 N N N N N N -15.810 7.965  24.731 -5.036 2.653  -2.505 H4  RDQ 39 
RDQ H5  H5  H  0 1 N N N N N N -19.030 11.991 27.486 -6.657 1.503  3.201  H5  RDQ 40 
RDQ H6  H6  H  0 1 N N N N N N -17.627 11.417 26.521 -5.072 0.696  3.155  H6  RDQ 41 
RDQ H7  H7  H  0 1 N N N N N N -18.276 13.073 26.266 -5.463 1.957  1.962  H7  RDQ 42 
RDQ H8  H8  H  0 1 N N N N N N -22.478 2.286  29.217 0.487  -2.656 0.949  H8  RDQ 43 
RDQ H9  H9  H  0 1 N N N N N N -21.913 4.916  33.355 4.418  -2.551 -2.047 H9  RDQ 44 
RDQ H10 H10 H  0 1 N N N N N N -22.408 8.886  30.708 4.970  2.130  -0.728 H10 RDQ 45 
RDQ H11 H11 H  0 1 N N N N N N -22.487 8.755  28.918 4.181  2.691  0.766  H11 RDQ 46 
RDQ H12 H12 H  0 1 N N N N N N -19.600 7.399  29.946 6.647  3.622  0.867  H12 RDQ 47 
RDQ H13 H13 H  0 1 N N N N N N -17.407 8.065  29.694 7.930  2.248  2.975  H13 RDQ 48 
RDQ H14 H14 H  0 1 N N N N N N -18.035 9.345  28.602 8.755  1.836  1.452  H14 RDQ 49 
RDQ H15 H15 H  0 1 N N N N N N -17.924 9.647  30.370 8.675  3.531  1.991  H15 RDQ 50 
RDQ H16 H16 H  0 1 N N N N N N -22.218 2.471  33.474 3.000  -4.561 -1.940 H16 RDQ 51 
RDQ H17 H17 H  0 1 N N N N N N -22.192 6.887  27.842 3.644  -0.252 2.230  H17 RDQ 52 
RDQ H18 H18 H  0 1 N N N N N N -23.580 6.348  28.846 2.880  1.335  2.004  H18 RDQ 53 
RDQ H19 H19 H  0 1 N N N N N N -21.031 4.780  26.390 -0.640 -0.519 0.198  H19 RDQ 54 
RDQ H20 H20 H  0 1 N N N N N N -20.454 7.398  26.324 -2.610 -0.455 0.512  H20 RDQ 55 
RDQ H21 H21 H  0 1 N N N N N N -17.310 9.871  24.856 -6.260 1.084  -1.105 H21 RDQ 56 
RDQ H22 H22 H  0 1 N N N N N N -20.220 9.861  26.589 -4.969 -1.600 0.624  H22 RDQ 57 
# 
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 
RDQ O2  S   DOUB N N 1  
RDQ C10 C11 DOUB Y N 2  
RDQ C10 C9  SING Y N 3  
RDQ C11 C12 SING Y N 4  
RDQ S   O3  DOUB N N 5  
RDQ S   N4  SING N N 6  
RDQ S   C13 SING N N 7  
RDQ C8  C9  DOUB Y N 8  
RDQ C8  N3  SING Y N 9  
RDQ C9  C15 SING Y N 10 
RDQ C12 N4  SING N N 11 
RDQ C12 C14 DOUB Y N 12 
RDQ N3  C7  DOUB Y N 13 
RDQ C15 C14 SING Y N 14 
RDQ C15 C6  DOUB Y N 15 
RDQ C7  C6  SING Y N 16 
RDQ C6  N2  SING N N 17 
RDQ N2  C5  SING N N 18 
RDQ C5  C4  SING N N 19 
RDQ C5  O1  DOUB N N 20 
RDQ C4  C3  SING N N 21 
RDQ C4  C16 SING N N 22 
RDQ C3  N1  SING N N 23 
RDQ O   C1  DOUB N N 24 
RDQ C   N   SING N N 25 
RDQ C1  N   SING N N 26 
RDQ C1  C2  SING N N 27 
RDQ C2  N1  SING N N 28 
RDQ N1  C22 SING N N 29 
RDQ C16 C17 DOUB Y N 30 
RDQ C16 C21 SING Y N 31 
RDQ C17 C18 SING Y N 32 
RDQ C22 C21 SING N N 33 
RDQ C22 O4  DOUB N N 34 
RDQ C21 C20 DOUB Y N 35 
RDQ C18 CL  SING N N 36 
RDQ C18 C19 DOUB Y N 37 
RDQ C20 C19 SING Y N 38 
RDQ C4  H1  SING N N 39 
RDQ C7  H2  SING N N 40 
RDQ C8  H3  SING N N 41 
RDQ C10 H4  SING N N 42 
RDQ C13 H5  SING N N 43 
RDQ C13 H6  SING N N 44 
RDQ C13 H7  SING N N 45 
RDQ C17 H8  SING N N 46 
RDQ C20 H9  SING N N 47 
RDQ C2  H10 SING N N 48 
RDQ C2  H11 SING N N 49 
RDQ N   H12 SING N N 50 
RDQ C   H13 SING N N 51 
RDQ C   H14 SING N N 52 
RDQ C   H15 SING N N 53 
RDQ C19 H16 SING N N 54 
RDQ C3  H17 SING N N 55 
RDQ C3  H18 SING N N 56 
RDQ N2  H19 SING N N 57 
RDQ C14 H20 SING N N 58 
RDQ C11 H21 SING N N 59 
RDQ N4  H22 SING N N 60 
# 
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 
RDQ SMILES           ACDLabs              12.01 "CS(=O)(=O)Nc1cc2c(cc1)cncc2NC(=O)C1CN(CC(=O)NC)C(=O)c2ccc(Cl)cc21"                                                                                                                            
RDQ InChI            InChI                1.06  "InChI=1S/C23H22ClN5O5S/c1-25-21(30)12-29-11-19(18-7-14(24)4-6-16(18)23(29)32)22(31)27-20-10-26-9-13-3-5-15(8-17(13)20)28-35(2,33)34/h3-10,19,28H,11-12H2,1-2H3,(H,25,30)(H,27,31)/t19-/m1/s1" 
RDQ InChIKey         InChI                1.06  KEXXOTYEALJBRL-LJQANCHMSA-N                                                                                                                                                                    
RDQ SMILES_CANONICAL CACTVS               3.385 "CNC(=O)CN1C[C@@H](C(=O)Nc2cncc3ccc(N[S](C)(=O)=O)cc23)c4cc(Cl)ccc4C1=O"                                                                                                                       
RDQ SMILES           CACTVS               3.385 "CNC(=O)CN1C[CH](C(=O)Nc2cncc3ccc(N[S](C)(=O)=O)cc23)c4cc(Cl)ccc4C1=O"                                                                                                                         
RDQ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CNC(=O)CN1C[C@H](c2cc(ccc2C1=O)Cl)C(=O)Nc3cncc4c3cc(cc4)NS(=O)(=O)C"                                                                                                                          
RDQ SMILES           "OpenEye OEToolkits" 2.0.7 "CNC(=O)CN1CC(c2cc(ccc2C1=O)Cl)C(=O)Nc3cncc4c3cc(cc4)NS(=O)(=O)C"                                                                                                                              
# 
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 
RDQ "SYSTEMATIC NAME" ACDLabs              12.01 "(4S)-6-chloro-N-{6-[(methanesulfonyl)amino]isoquinolin-4-yl}-2-[2-(methylamino)-2-oxoethyl]-1-oxo-1,2,3,4-tetrahydroisoquinoline-4-carboxamide"                     
RDQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(4~{S})-6-chloranyl-2-[2-(methylamino)-2-oxidanylidene-ethyl]-~{N}-[6-(methylsulfonylamino)isoquinolin-4-yl]-1-oxidanylidene-3,4-dihydroisoquinoline-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 
RDQ "Create component" 2023-08-22 RCSB 
RDQ "Initial release"  2023-11-08 RCSB 
# 
