data_QZU
# 
_chem_comp.id                                    QZU 
_chem_comp.name                                  "(4R)-6-chloro-N-(isoquinolin-4-yl)-4-[(prop-2-enamido)methyl]-3,4-dihydro-2H-1-benzopyran-4-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H20 Cl N3 O3" 
_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                        421.876 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     QZU 
_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        7GKT 
_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 
QZU N1  N1  N  0 1 N N N N N N -20.213 4.966 27.098 0.661  0.451  -0.381 N1  QZU 1  
QZU C4  C1  C  0 1 N N N N N N -22.785 6.728 30.200 -2.672 -0.689 -2.836 C4  QZU 2  
QZU C5  C2  C  0 1 N N N N N N -22.310 6.236 28.842 -2.109 -1.648 -1.780 C5  QZU 3  
QZU C6  C3  C  0 1 N N R N N N -21.991 4.718 28.815 -1.443 -0.815 -0.682 C6  QZU 4  
QZU C7  C4  C  0 1 N N N N N N -22.814 4.006 27.719 -1.131 -1.711 0.518  C7  QZU 5  
QZU C8  C5  C  0 1 N N N N N N -25.239 4.199 27.421 0.051  -3.795 0.961  C8  QZU 6  
QZU C10 C6  C  0 1 N N N N N N -27.680 4.076 27.310 1.232  -5.871 1.391  C10 QZU 7  
QZU C13 C7  C  0 1 Y N N N N N -18.132 3.877 26.311 2.093  1.206  -2.171 C13 QZU 8  
QZU C15 C8  C  0 1 Y N N N N N -16.990 6.301 25.733 4.228  1.499  -0.479 C15 QZU 9  
QZU C17 C9  C  0 1 Y N N N N N -17.096 8.709 25.536 5.182  1.378  1.709  C17 QZU 10 
QZU C20 C10 C  0 1 Y N N N N N -18.333 6.280 26.212 2.992  1.042  0.047  C20 QZU 11 
QZU C21 C11 C  0 1 Y N N N N N -22.182 4.016 30.162 -2.369 0.294  -0.253 C21 QZU 12 
QZU C22 C12 C  0 1 Y N N N N N -22.262 2.628 30.266 -2.137 0.926  0.957  C22 QZU 13 
QZU O2  O1  O  0 1 N N N N N N -19.626 4.621 29.254 0.129  -0.350 -2.381 O2  QZU 14 
QZU C11 C13 C  0 1 N N N N N N -20.503 4.750 28.409 -0.162 -0.222 -1.210 C11 QZU 15 
QZU O   O2  O  0 1 N N N N N N -22.093 6.137 31.313 -3.705 0.091  -2.232 O   QZU 16 
QZU N   N2  N  0 1 N N N N N N -24.189 3.724 28.097 -0.267 -2.815 0.093  N   QZU 17 
QZU C9  C14 C  0 1 N N N N N N -26.566 3.717 27.888 0.918  -4.904 0.534  C9  QZU 18 
QZU O1  O3  O  0 1 N N N N N N -25.108 4.980 26.470 -0.379 -3.763 2.098  O1  QZU 19 
QZU C3  C15 C  0 1 Y N N N N N -22.199 4.770 31.333 -3.437 0.687  -1.041 C3  QZU 20 
QZU C2  C16 C  0 1 Y N N N N N -22.293 4.173 32.583 -4.267 1.718  -0.614 C2  QZU 21 
QZU C1  C17 C  0 1 Y N N N N N -22.343 2.793 32.673 -4.031 2.345  0.593  C1  QZU 22 
QZU C   C18 C  0 1 Y N N N N N -22.312 2.041 31.517 -2.965 1.949  1.380  C   QZU 23 
QZU CL  CL1 CL 0 0 N N N N N N -22.216 0.303 31.635 -2.667 2.735  2.899  CL  QZU 24 
QZU C12 C19 C  0 1 Y N N N N N -18.919 5.009 26.522 1.903  0.897  -0.840 C12 QZU 25 
QZU C19 C20 C  0 1 Y N N N N N -19.015 7.518 26.340 2.883  0.760  1.414  C19 QZU 26 
QZU C18 C21 C  0 1 Y N N N N N -18.407 8.695 26.002 3.967  0.929  2.223  C18 QZU 27 
QZU C16 C22 C  0 1 Y N N N N N -16.392 7.546 25.409 5.323  1.662  0.385  C16 QZU 28 
QZU C14 C23 C  0 1 Y N N N N N -16.325 5.060 25.580 4.316  1.776  -1.852 C14 QZU 29 
QZU N2  N3  N  0 1 Y N N N N N -16.870 3.884 25.857 3.265  1.626  -2.625 N2  QZU 30 
QZU H1  H1  H  0 1 N N N N N N -20.987 5.108 26.481 0.390  0.628  0.533  H1  QZU 31 
QZU H2  H2  H  0 1 N N N N N N -22.641 7.818 30.243 -1.880 -0.032 -3.196 H2  QZU 32 
QZU H3  H3  H  0 1 N N N N N N -23.856 6.496 30.296 -3.083 -1.260 -3.670 H3  QZU 33 
QZU H4  H4  H  0 1 N N N N N N -21.399 6.789 28.570 -2.918 -2.240 -1.352 H4  QZU 34 
QZU H5  H5  H  0 1 N N N N N N -23.098 6.440 28.102 -1.373 -2.309 -2.238 H5  QZU 35 
QZU H6  H6  H  0 1 N N N N N N -22.319 3.053 27.480 -0.623 -1.127 1.286  H6  QZU 36 
QZU H7  H7  H  0 1 N N N N N N -22.826 4.647 26.825 -2.060 -2.112 0.923  H7  QZU 37 
QZU H8  H8  H  0 1 N N N N N N -27.657 4.745 26.463 0.850  -5.843 2.401  H8  QZU 38 
QZU H9  H9  H  0 1 N N N N N N -28.624 3.704 27.679 1.869  -6.685 1.077  H9  QZU 39 
QZU H10 H10 H  0 1 N N N N N N -18.575 2.917 26.531 1.269  1.100  -2.860 H10 QZU 40 
QZU H11 H11 H  0 1 N N N N N N -16.631 9.648 25.273 6.025  1.504  2.372  H11 QZU 41 
QZU H12 H12 H  0 1 N N N N N N -22.285 2.016 29.376 -1.306 0.617  1.573  H12 QZU 42 
QZU H13 H13 H  0 1 N N N N N N -24.356 3.149 28.898 0.076  -2.840 -0.814 H13 QZU 43 
QZU H14 H14 H  0 1 N N N N N N -26.610 3.047 28.734 1.300  -4.932 -0.476 H14 QZU 44 
QZU H15 H15 H  0 1 N N N N N N -22.327 4.779 33.476 -5.099 2.029  -1.228 H15 QZU 45 
QZU H16 H16 H  0 1 N N N N N N -22.406 2.310 33.637 -4.678 3.145  0.922  H16 QZU 46 
QZU H17 H17 H  0 1 N N N N N N -20.030 7.531 26.710 1.947  0.411  1.825  H17 QZU 47 
QZU H18 H18 H  0 1 N N N N N N -18.950 9.624 26.098 3.883  0.711  3.277  H18 QZU 48 
QZU H19 H19 H  0 1 N N N N N N -15.371 7.574 25.059 6.271  2.009  0.001  H19 QZU 49 
QZU H20 H20 H  0 1 N N N N N N -15.309 5.073 25.214 5.247  2.125  -2.273 H20 QZU 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 
QZU C16 C17 DOUB Y N 1  
QZU C16 C15 SING Y N 2  
QZU C17 C18 SING Y N 3  
QZU C14 C15 DOUB Y N 4  
QZU C14 N2  SING Y N 5  
QZU C15 C20 SING Y N 6  
QZU N2  C13 DOUB Y N 7  
QZU C18 C19 DOUB Y N 8  
QZU C20 C19 SING Y N 9  
QZU C20 C12 DOUB Y N 10 
QZU C13 C12 SING Y N 11 
QZU O1  C8  DOUB N N 12 
QZU C12 N1  SING N N 13 
QZU N1  C11 SING N N 14 
QZU C10 C9  DOUB N N 15 
QZU C8  C9  SING N N 16 
QZU C8  N   SING N N 17 
QZU C7  N   SING N N 18 
QZU C7  C6  SING N N 19 
QZU C11 C6  SING N N 20 
QZU C11 O2  DOUB N N 21 
QZU C6  C5  SING N N 22 
QZU C6  C21 SING N N 23 
QZU C5  C4  SING N N 24 
QZU C21 C22 DOUB Y N 25 
QZU C21 C3  SING Y N 26 
QZU C4  O   SING N N 27 
QZU C22 C   SING Y N 28 
QZU O   C3  SING N N 29 
QZU C3  C2  DOUB Y N 30 
QZU C   CL  SING N N 31 
QZU C   C1  DOUB Y N 32 
QZU C2  C1  SING Y N 33 
QZU N1  H1  SING N N 34 
QZU C4  H2  SING N N 35 
QZU C4  H3  SING N N 36 
QZU C5  H4  SING N N 37 
QZU C5  H5  SING N N 38 
QZU C7  H6  SING N N 39 
QZU C7  H7  SING N N 40 
QZU C10 H8  SING N N 41 
QZU C10 H9  SING N N 42 
QZU C13 H10 SING N N 43 
QZU C17 H11 SING N N 44 
QZU C22 H12 SING N N 45 
QZU N   H13 SING N N 46 
QZU C9  H14 SING N N 47 
QZU C2  H15 SING N N 48 
QZU C1  H16 SING N N 49 
QZU C19 H17 SING N N 50 
QZU C18 H18 SING N N 51 
QZU C16 H19 SING N N 52 
QZU C14 H20 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 
QZU SMILES           ACDLabs              12.01 "C=CC(=O)NCC1(CCOc2ccc(Cl)cc21)C(=O)Nc1cncc2ccccc21"                                                                                                                        
QZU InChI            InChI                1.06  "InChI=1S/C23H20ClN3O3/c1-2-21(28)26-14-23(9-10-30-20-8-7-16(24)11-18(20)23)22(29)27-19-13-25-12-15-5-3-4-6-17(15)19/h2-8,11-13H,1,9-10,14H2,(H,26,28)(H,27,29)/t23-/m0/s1" 
QZU InChIKey         InChI                1.06  DWQRAXAUIMRQLB-QHCPKHFHSA-N                                                                                                                                                 
QZU SMILES_CANONICAL CACTVS               3.385 "Clc1ccc2OCC[C@@](CNC(=O)C=C)(C(=O)Nc3cncc4ccccc34)c2c1"                                                                                                                    
QZU SMILES           CACTVS               3.385 "Clc1ccc2OCC[C](CNC(=O)C=C)(C(=O)Nc3cncc4ccccc34)c2c1"                                                                                                                      
QZU SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C=CC(=O)NC[C@]1(CCOc2c1cc(cc2)Cl)C(=O)Nc3cncc4c3cccc4"                                                                                                                     
QZU SMILES           "OpenEye OEToolkits" 2.0.7 "C=CC(=O)NCC1(CCOc2c1cc(cc2)Cl)C(=O)Nc3cncc4c3cccc4"                                                                                                                        
# 
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 
QZU "SYSTEMATIC NAME" ACDLabs              12.01 "(4R)-6-chloro-N-(isoquinolin-4-yl)-4-[(prop-2-enamido)methyl]-3,4-dihydro-2H-1-benzopyran-4-carboxamide"   
QZU "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(4~{R})-6-chloranyl-~{N}-isoquinolin-4-yl-4-[(prop-2-enoylamino)methyl]-2,3-dihydrochromene-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 
QZU "Create component" 2023-08-21 RCSB 
QZU "Initial release"  2023-11-08 RCSB 
# 
