data_QYN
# 
_chem_comp.id                                    QYN 
_chem_comp.name                                  "(4S)-6-chloro-2-(1H-imidazole-2-sulfonyl)-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 H18 Cl N5 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-08-21 
_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                        467.928 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     QYN 
_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        7GKO 
_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 
QYN N1  N1  N  0 1 N N N N N N -20.093 4.778  26.792 1.797  -0.193 0.376  N1  QYN 1  
QYN N3  N2  N  0 1 Y N N N N N -24.803 9.823  29.217 -5.728 -0.712 -0.523 N3  QYN 2  
QYN C4  C1  C  0 1 N N N N N N -22.884 7.024  30.222 -2.517 1.675  -0.410 C4  QYN 3  
QYN C5  C2  C  0 1 N N N N N N -22.831 6.424  27.812 -1.713 0.342  1.560  C5  QYN 4  
QYN C6  C3  C  0 1 N N S N N N -22.120 5.098  28.083 -0.261 0.770  1.352  C6  QYN 5  
QYN C7  C4  C  0 1 N N N N N N -20.605 5.260  27.943 0.489  -0.342 0.665  C7  QYN 6  
QYN C8  C5  C  0 1 Y N N N N N -18.863 5.014  26.141 2.514  -1.254 -0.182 C8  QYN 7  
QYN C10 C6  C  0 1 Y N N N N N -16.187 5.269  25.507 3.839  -3.381 -1.339 C10 QYN 8  
QYN C13 C7  C  0 1 Y N N N N N -17.189 8.851  25.482 6.535  -1.952 0.731  C13 QYN 9  
QYN C15 C8  C  0 1 Y N N N N N -19.087 7.520  26.080 4.559  -0.627 1.038  C15 QYN 10 
QYN C17 C9  C  0 1 Y N N N N N -22.416 4.620  29.492 -0.185 2.014  0.507  C17 QYN 11 
QYN C20 C10 C  0 1 Y N N N N N -26.054 9.984  28.665 -6.817 -1.092 0.215  C20 QYN 12 
QYN C21 C11 C  0 1 Y N N N N N -26.031 9.623  27.357 -6.350 -1.802 1.260  C21 QYN 13 
QYN O2  O1  O  0 1 N N N N N N -21.994 9.622  29.704 -2.233 -2.088 0.113  O2  QYN 14 
QYN S   S1  S  0 1 N N N N N N -22.415 8.964  28.504 -2.970 -1.011 -0.450 S   QYN 15 
QYN O1  O2  O  0 1 N N N N N N -21.659 9.119  27.300 -3.032 -0.759 -1.847 O1  QYN 16 
QYN C19 C12 C  0 1 Y N N N N N -24.044 9.362  28.242 -4.634 -1.208 0.095  C19 QYN 17 
QYN N4  N3  N  0 1 Y N N N N N -24.748 9.234  27.098 -5.013 -1.854 1.163  N4  QYN 18 
QYN N   N4  N  0 1 N N N N N N -22.433 7.374  28.868 -2.385 0.371  0.250  N   QYN 19 
QYN C3  C13 C  0 1 Y N N N N N -22.716 5.547  30.505 -1.214 2.429  -0.308 C3  QYN 20 
QYN C2  C14 C  0 1 Y N N N N N -22.944 5.084  31.801 -1.072 3.580  -1.070 C2  QYN 21 
QYN C1  C15 C  0 1 Y N N N N N -22.914 3.733  32.093 0.092  4.318  -1.014 C1  QYN 22 
QYN C18 C16 C  0 1 Y N N N N N -22.391 3.259  29.793 0.985  2.761  0.566  C18 QYN 23 
QYN C   C17 C  0 1 Y N N N N N -22.646 2.838  31.083 1.125  3.908  -0.190 C   QYN 24 
QYN CL  CL1 CL 0 0 N N N N N N -22.636 1.132  31.434 2.592  4.832  -0.106 CL  QYN 25 
QYN O   O3  O  0 1 N N N N N N -19.923 5.801  28.810 -0.083 -1.371 0.374  O   QYN 26 
QYN C16 C18 C  0 1 Y N N N N N -18.310 6.334  26.029 3.872  -1.462 0.148  C16 QYN 27 
QYN C14 C19 C  0 1 Y N N N N N -18.535 8.740  25.804 5.869  -0.878 1.318  C14 QYN 28 
QYN C12 C20 C  0 1 Y N N N N N -16.394 7.743  25.430 5.897  -2.784 -0.138 C12 QYN 29 
QYN C11 C21 C  0 1 Y N N N N N -16.930 6.457  25.691 4.547  -2.556 -0.450 C11 QYN 30 
QYN N2  N5  N  0 1 Y N N N N N -16.697 4.054  25.588 2.577  -3.139 -1.601 N2  QYN 31 
QYN C9  C22 C  0 1 Y N N N N N -17.999 3.949  25.882 1.912  -2.127 -1.062 C9  QYN 32 
QYN H1  H1  H  0 1 N N N N N N -20.693 4.138  26.313 2.240  0.652  0.550  H1  QYN 33 
QYN H2  H2  H  0 1 N N N N N N -24.528 10.015 30.159 -5.740 -0.188 -1.339 H2  QYN 34 
QYN H3  H3  H  0 1 N N N N N N -22.294 7.596  30.953 -2.768 1.526  -1.460 H3  QYN 35 
QYN H4  H4  H  0 1 N N N N N N -23.947 7.287  30.322 -3.307 2.248  0.075  H4  QYN 36 
QYN H5  H5  H  0 1 N N N N N N -22.534 6.813  26.827 -1.745 -0.668 1.968  H5  QYN 37 
QYN H6  H6  H  0 1 N N N N N N -23.921 6.275  27.834 -2.207 1.033  2.243  H6  QYN 38 
QYN H7  H7  H  0 1 N N N N N N -22.471 4.345  27.362 0.197  0.966  2.321  H7  QYN 39 
QYN H8  H8  H  0 1 N N N N N N -15.134 5.361  25.286 4.335  -4.220 -1.806 H8  QYN 40 
QYN H9  H9  H  0 1 N N N N N N -16.767 9.823  25.271 7.573  -2.129 0.970  H9  QYN 41 
QYN H10 H10 H  0 1 N N N N N N -20.133 7.458  26.341 4.055  0.210  1.499  H10 QYN 42 
QYN H11 H11 H  0 1 N N N N N N -26.924 10.344 29.194 -7.851 -0.867 0.000  H11 QYN 43 
QYN H12 H12 H  0 1 N N N N N N -26.858 9.640  26.663 -6.948 -2.251 2.040  H12 QYN 44 
QYN H14 H14 H  0 1 N N N N N N -23.147 5.793  32.590 -1.879 3.900  -1.713 H14 QYN 45 
QYN H15 H15 H  0 1 N N N N N N -23.098 3.385  33.099 0.197  5.212  -1.610 H15 QYN 46 
QYN H16 H16 H  0 1 N N N N N N -22.173 2.537  29.020 1.792  2.442  1.209  H16 QYN 47 
QYN H17 H17 H  0 1 N N N N N N -19.152 9.626  25.837 6.399  -0.234 2.004  H17 QYN 48 
QYN H18 H18 H  0 1 N N N N N N -15.347 7.847  25.188 6.426  -3.613 -0.585 H18 QYN 49 
QYN H19 H19 H  0 1 N N N N N N -18.417 2.954  25.922 0.873  -1.983 -1.320 H19 QYN 50 
# 
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 
QYN C12 C13 DOUB Y N 1  
QYN C12 C11 SING Y N 2  
QYN C13 C14 SING Y N 3  
QYN C10 N2  DOUB Y N 4  
QYN C10 C11 SING Y N 5  
QYN N2  C9  SING Y N 6  
QYN C11 C16 DOUB Y N 7  
QYN C14 C15 DOUB Y N 8  
QYN C9  C8  DOUB Y N 9  
QYN C16 C15 SING Y N 10 
QYN C16 C8  SING Y N 11 
QYN C8  N1  SING N N 12 
QYN N1  C7  SING N N 13 
QYN N4  C21 SING Y N 14 
QYN N4  C19 DOUB Y N 15 
QYN O1  S   DOUB N N 16 
QYN C21 C20 DOUB Y N 17 
QYN C5  C6  SING N N 18 
QYN C5  N   SING N N 19 
QYN C7  C6  SING N N 20 
QYN C7  O   DOUB N N 21 
QYN C6  C17 SING N N 22 
QYN C19 S   SING N N 23 
QYN C19 N3  SING Y N 24 
QYN S   N   SING N N 25 
QYN S   O2  DOUB N N 26 
QYN C20 N3  SING Y N 27 
QYN N   C4  SING N N 28 
QYN C17 C18 DOUB Y N 29 
QYN C17 C3  SING Y N 30 
QYN C18 C   SING Y N 31 
QYN C4  C3  SING N N 32 
QYN C3  C2  DOUB Y N 33 
QYN C   CL  SING N N 34 
QYN C   C1  DOUB Y N 35 
QYN C2  C1  SING Y N 36 
QYN N1  H1  SING N N 37 
QYN N3  H2  SING N N 38 
QYN C4  H3  SING N N 39 
QYN C4  H4  SING N N 40 
QYN C5  H5  SING N N 41 
QYN C5  H6  SING N N 42 
QYN C6  H7  SING N N 43 
QYN C10 H8  SING N N 44 
QYN C13 H9  SING N N 45 
QYN C15 H10 SING N N 46 
QYN C20 H11 SING N N 47 
QYN C21 H12 SING N N 48 
QYN C2  H14 SING N N 49 
QYN C1  H15 SING N N 50 
QYN C18 H16 SING N N 51 
QYN C14 H17 SING N N 52 
QYN C12 H18 SING N N 53 
QYN C9  H19 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 
QYN SMILES           ACDLabs              12.01 "O=S(=O)(c1ncc[NH]1)N1Cc2ccc(Cl)cc2C(C1)C(=O)Nc1cncc2ccccc21"                                                                                                                   
QYN InChI            InChI                1.06  "InChI=1S/C22H18ClN5O3S/c23-16-6-5-15-12-28(32(30,31)22-25-7-8-26-22)13-19(18(15)9-16)21(29)27-20-11-24-10-14-3-1-2-4-17(14)20/h1-11,19H,12-13H2,(H,25,26)(H,27,29)/t19-/m1/s1" 
QYN InChIKey         InChI                1.06  AVYNUDKWZTWDST-LJQANCHMSA-N                                                                                                                                                     
QYN SMILES_CANONICAL CACTVS               3.385 "Clc1ccc2CN(C[C@@H](C(=O)Nc3cncc4ccccc34)c2c1)[S](=O)(=O)c5[nH]ccn5"                                                                                                            
QYN SMILES           CACTVS               3.385 "Clc1ccc2CN(C[CH](C(=O)Nc3cncc4ccccc34)c2c1)[S](=O)(=O)c5[nH]ccn5"                                                                                                              
QYN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc2c(c1)cncc2NC(=O)[C@@H]3CN(Cc4c3cc(cc4)Cl)S(=O)(=O)c5[nH]ccn5"                                                                                                            
QYN SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc2c(c1)cncc2NC(=O)C3CN(Cc4c3cc(cc4)Cl)S(=O)(=O)c5[nH]ccn5"                                                                                                                 
# 
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 
QYN "SYSTEMATIC NAME" ACDLabs              12.01 "(4S)-6-chloro-2-(1H-imidazole-2-sulfonyl)-N-(isoquinolin-4-yl)-1,2,3,4-tetrahydroisoquinoline-4-carboxamide"            
QYN "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(4~{S})-6-chloranyl-2-(1~{H}-imidazol-2-ylsulfonyl)-~{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 
QYN "Create component" 2023-08-21 RCSB 
QYN "Initial release"  2023-11-08 RCSB 
# 
