data_QHI
# 
_chem_comp.id                                    QHI 
_chem_comp.name                                  "(4R)-6,8-dichloro-N-(isoquinolin-4-yl)-3,4-dihydro-2H-1-benzopyran-4-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H14 Cl2 N2 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-08-18 
_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                        373.233 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     QHI 
_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        7GIM 
_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 
QHI N1  N1  N  0 1 Y N N N N N -16.706 4.692  25.553 3.531  0.155  -2.438 N1  QHI 1  
QHI C4  C1  C  0 1 N N N N N N -22.457 7.990  28.826 -2.901 -2.989 0.697  C4  QHI 2  
QHI C5  C2  C  0 1 N N N N N N -22.804 7.044  27.700 -1.491 -2.878 0.105  C5  QHI 3  
QHI C6  C3  C  0 1 N N R N N N -22.103 5.687  27.907 -0.871 -1.563 0.585  C6  QHI 4  
QHI C7  C4  C  0 1 N N N N N N -20.587 5.781  27.711 0.387  -1.286 -0.198 C7  QHI 5  
QHI C8  C5  C  0 1 Y N N N N N -18.869 5.728  25.917 2.563  -0.343 -0.343 C8  QHI 6  
QHI C10 C6  C  0 1 Y N N N N N -16.187 5.889  25.323 4.716  0.372  -1.917 C10 QHI 7  
QHI C13 C7  C  0 1 Y N N N N N -17.104 9.503  25.157 6.300  0.326  1.411  C13 QHI 8  
QHI C15 C8  C  0 1 Y N N N N N -19.068 8.221  25.648 3.987  -0.258 1.664  C15 QHI 9  
QHI C17 C9  C  0 1 Y N N N N N -22.403 5.181  29.302 -1.850 -0.435 0.378  C17 QHI 10 
QHI O1  O1  O  0 1 N N N N N N -19.814 5.957  28.651 0.449  -1.585 -1.372 O1  QHI 11 
QHI O   O2  O  0 1 N N N N N N -22.732 7.448  30.145 -3.702 -1.938 0.155  O   QHI 12 
QHI C3  C10 C  0 1 Y N N N N N -22.693 6.087  30.331 -3.197 -0.677 0.179  C3  QHI 13 
QHI C2  C11 C  0 1 Y N N N N N -22.988 5.614  31.605 -4.070 0.392  -0.004 C2  QHI 14 
QHI CL1 CL1 CL 0 0 N N N N N N -23.496 6.724  32.840 -5.763 0.094  -0.249 CL1 QHI 15 
QHI C1  C12 C  0 1 Y N N N N N -22.982 4.263  31.887 -3.595 1.688  0.009  C1  QHI 16 
QHI C18 C13 C  0 1 Y N N N N N -22.425 3.816  29.587 -1.377 0.867  0.389  C18 QHI 17 
QHI C   C14 C  0 1 Y N N N N N -22.705 3.382  30.866 -2.246 1.926  0.205  C   QHI 18 
QHI CL  CL2 CL 0 0 N N N N N N -22.685 1.674  31.204 -1.645 3.555  0.219  CL  QHI 19 
QHI N   N2  N  0 1 N N N N N N -20.179 5.654  26.426 1.443  -0.706 0.407  N   QHI 20 
QHI C16 C15 C  0 1 Y N N N N N -18.315 7.015  25.634 3.811  -0.124 0.281  C16 QHI 21 
QHI C14 C16 C  0 1 Y N N N N N -18.468 9.428  25.417 5.216  -0.034 2.210  C14 QHI 22 
QHI C12 C17 C  0 1 Y N N N N N -16.341 8.369  25.115 6.165  0.466  0.064  C12 QHI 23 
QHI C11 C18 C  0 1 Y N N N N N -16.925 7.097  25.347 4.913  0.243  -0.533 C11 QHI 24 
QHI C9  C19 C  0 1 Y N N N N N -18.014 4.629  25.835 2.478  -0.189 -1.711 C9  QHI 25 
QHI H1  H1  H  0 1 N N N N N N -21.385 8.227  28.764 -3.335 -3.954 0.434  H1  QHI 26 
QHI H2  H2  H  0 1 N N N N N N -23.044 8.912  28.699 -2.853 -2.891 1.782  H2  QHI 27 
QHI H3  H3  H  0 1 N N N N N N -22.476 7.480  26.745 -0.882 -3.716 0.445  H3  QHI 28 
QHI H4  H4  H  0 1 N N N N N N -23.893 6.890  27.678 -1.548 -2.881 -0.983 H4  QHI 29 
QHI H5  H5  H  0 1 N N N N N N -22.507 4.971  27.176 -0.628 -1.642 1.645  H5  QHI 30 
QHI H6  H6  H  0 1 N N N N N N -15.131 5.947  25.103 5.542  0.650  -2.555 H6  QHI 31 
QHI H7  H7  H  0 1 N N N N N N -16.643 10.465 24.987 7.262  0.499  1.870  H7  QHI 32 
QHI H8  H8  H  0 1 N N N N N N -20.129 8.183  25.844 3.155  -0.537 2.294  H8  QHI 33 
QHI H9  H9  H  0 1 N N N N N N -23.190 3.905  32.885 -4.275 2.515  -0.134 H9  QHI 34 
QHI H10 H10 H  0 1 N N N N N N -22.223 3.098  28.806 -0.325 1.056  0.543  H10 QHI 35 
QHI H11 H11 H  0 1 N N N N N N -20.900 5.486  25.754 1.424  -0.541 1.362  H11 QHI 36 
QHI H12 H12 H  0 1 N N N N N N -19.059 10.332 25.437 5.351  -0.137 3.276  H12 QHI 37 
QHI H13 H13 H  0 1 N N N N N N -15.284 8.442  24.903 7.014  0.746  -0.542 H13 QHI 38 
QHI H14 H14 H  0 1 N N N N N N -18.439 3.652  26.013 1.530  -0.353 -2.202 H14 QHI 39 
# 
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 
QHI C12 C13 DOUB Y N 1  
QHI C12 C11 SING Y N 2  
QHI C13 C14 SING Y N 3  
QHI C10 C11 DOUB Y N 4  
QHI C10 N1  SING Y N 5  
QHI C11 C16 SING Y N 6  
QHI C14 C15 DOUB Y N 7  
QHI N1  C9  DOUB Y N 8  
QHI C16 C15 SING Y N 9  
QHI C16 C8  DOUB Y N 10 
QHI C9  C8  SING Y N 11 
QHI C8  N   SING N N 12 
QHI N   C7  SING N N 13 
QHI C5  C6  SING N N 14 
QHI C5  C4  SING N N 15 
QHI C7  C6  SING N N 16 
QHI C7  O1  DOUB N N 17 
QHI C6  C17 SING N N 18 
QHI C4  O   SING N N 19 
QHI C17 C18 DOUB Y N 20 
QHI C17 C3  SING Y N 21 
QHI C18 C   SING Y N 22 
QHI O   C3  SING N N 23 
QHI C3  C2  DOUB Y N 24 
QHI C   CL  SING N N 25 
QHI C   C1  DOUB Y N 26 
QHI C2  C1  SING Y N 27 
QHI C2  CL1 SING N N 28 
QHI C4  H1  SING N N 29 
QHI C4  H2  SING N N 30 
QHI C5  H3  SING N N 31 
QHI C5  H4  SING N N 32 
QHI C6  H5  SING N N 33 
QHI C10 H6  SING N N 34 
QHI C13 H7  SING N N 35 
QHI C15 H8  SING N N 36 
QHI C1  H9  SING N N 37 
QHI C18 H10 SING N N 38 
QHI N   H11 SING N N 39 
QHI C14 H12 SING N N 40 
QHI C12 H13 SING N N 41 
QHI C9  H14 SING N N 42 
# 
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 
QHI SMILES           ACDLabs              12.01 "Clc1cc(Cl)c2OCCC(c2c1)C(=O)Nc1cncc2ccccc21"                                                                                                     
QHI InChI            InChI                1.06  "InChI=1S/C19H14Cl2N2O2/c20-12-7-15-14(5-6-25-18(15)16(21)8-12)19(24)23-17-10-22-9-11-3-1-2-4-13(11)17/h1-4,7-10,14H,5-6H2,(H,23,24)/t14-/m1/s1" 
QHI InChIKey         InChI                1.06  UETIOCMJDODDEB-CQSZACIVSA-N                                                                                                                      
QHI SMILES_CANONICAL CACTVS               3.385 "Clc1cc(Cl)c2OCC[C@@H](C(=O)Nc3cncc4ccccc34)c2c1"                                                                                                
QHI SMILES           CACTVS               3.385 "Clc1cc(Cl)c2OCC[CH](C(=O)Nc3cncc4ccccc34)c2c1"                                                                                                  
QHI SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc2c(c1)cncc2NC(=O)[C@@H]3CCOc4c3cc(cc4Cl)Cl"                                                                                                
QHI SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc2c(c1)cncc2NC(=O)C3CCOc4c3cc(cc4Cl)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 
QHI "SYSTEMATIC NAME" ACDLabs              12.01 "(4R)-6,8-dichloro-N-(isoquinolin-4-yl)-3,4-dihydro-2H-1-benzopyran-4-carboxamide"          
QHI "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(4~{R})-6,8-bis(chloranyl)-~{N}-isoquinolin-4-yl-3,4-dihydro-2~{H}-chromene-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 
QHI "Create component" 2023-08-18 RCSB 
QHI "Initial release"  2023-11-08 RCSB 
# 
