data_R87
# 
_chem_comp.id                                    R87 
_chem_comp.name                                  "(4S)-6-chloro-N-(7-fluoroisoquinolin-4-yl)-4-methoxy-3,4-dihydro-2H-1-benzopyran-4-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H16 Cl F N2 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-08-22 
_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                        386.804 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     R87 
_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        7GLC 
_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 
R87 N1  N1  N  0 1 Y N N N N N -17.210 3.510 26.189 2.621  -1.640 -2.380 N1  R87 1  
R87 C4  C1  C  0 1 Y N N N N N -22.623 4.586 31.976 -3.762 -0.449 -0.489 C4  R87 2  
R87 C5  C2  C  0 1 Y N N N N N -22.558 3.918 33.190 -4.508 0.505  -1.173 C5  R87 3  
R87 C6  C3  C  0 1 Y N N N N N -22.261 2.567 33.203 -4.149 1.837  -1.120 C6  R87 4  
R87 C7  C4  C  0 1 Y N N N N N -22.075 1.903 32.004 -3.044 2.225  -0.383 C7  R87 5  
R87 C8  C5  C  0 1 Y N N N N N -22.136 2.557 30.789 -2.300 1.278  0.297  C8  R87 6  
R87 C10 C6  C  0 1 N N N N N N -20.592 4.720 29.093 -0.556 -1.335 0.225  C10 R87 7  
R87 C13 C7  C  0 1 Y N N N N N -16.668 4.652 25.790 3.799  -1.129 -2.108 C13 R87 8  
R87 C15 C8  C  0 1 Y N N N N N -16.683 7.125 25.495 5.222  0.223  -0.633 C15 R87 9  
R87 C17 C9  C  0 1 Y N N N N N -18.608 8.362 26.240 4.244  1.204  1.330  C17 R87 10 
R87 F   F1  F  0 1 N N N N N N -16.821 9.432 25.164 6.536  1.525  0.809  F   R87 11 
R87 C16 C10 C  0 1 Y N N N N N -17.372 8.285 25.644 5.340  0.981  0.495  C16 R87 12 
R87 C18 C11 C  0 1 Y N N N N N -19.188 7.228 26.721 3.023  0.672  1.042  C18 R87 13 
R87 C19 C12 C  0 1 Y N N N N N -18.546 5.970 26.601 2.866  -0.112 -0.109 C19 R87 14 
R87 C14 C13 C  0 1 Y N N N N N -17.272 5.923 25.960 3.979  -0.341 -0.959 C14 R87 15 
R87 C12 C14 C  0 1 Y N N N N N -18.398 3.570 26.809 1.559  -1.449 -1.610 C12 R87 16 
R87 C11 C15 C  0 1 Y N N N N N -19.117 4.740 27.061 1.627  -0.691 -0.460 C11 R87 17 
R87 N   N2  N  0 1 N N N N N N -20.351 4.782 27.755 0.498  -0.502 0.339  N   R87 18 
R87 O2  O1  O  0 1 N N N N N N -19.730 4.650 29.960 -0.487 -2.304 -0.501 O2  R87 19 
R87 C1  C16 C  0 1 N N S N N N -22.111 4.713 29.501 -1.819 -1.061 0.999  C1  R87 20 
R87 O   O2  O  0 1 N N N N N N -22.700 4.071 28.367 -1.485 -0.535 2.285  O   R87 21 
R87 C   C17 C  0 1 N N N N N N -24.119 3.886 28.391 -0.710 -1.424 3.093  C   R87 22 
R87 C9  C18 C  0 1 Y N N N N N -22.403 3.922 30.759 -2.658 -0.058 0.249  C9  R87 23 
R87 CL  CL1 CL 0 0 N N N N N N -21.795 0.184 32.016 -2.592 3.899  -0.313 CL  R87 24 
R87 O1  O3  O  0 1 N N N N N N -22.905 5.928 32.044 -4.150 -1.750 -0.563 O1  R87 25 
R87 C3  C19 C  0 1 N N N N N N -22.247 6.718 31.023 -3.202 -2.750 -0.188 C3  R87 26 
R87 C2  C20 C  0 1 N N N N N N -22.524 6.190 29.627 -2.603 -2.364 1.170  C2  R87 27 
R87 H1  H1  H  0 1 N N N N N N -22.737 4.447 34.115 -5.371 0.203  -1.748 H1  R87 28 
R87 H2  H2  H  0 1 N N N N N N -22.175 2.036 34.140 -4.730 2.575  -1.653 H2  R87 29 
R87 H3  H3  H  0 1 N N N N N N -21.978 2.013 29.870 -1.438 1.583  0.871  H3  R87 30 
R87 H4  H4  H  0 1 N N N N N N -15.704 4.611 25.304 4.632  -1.316 -2.769 H4  R87 31 
R87 H5  H5  H  0 1 N N N N N N -15.707 7.118 25.032 6.078  0.059  -1.270 H5  R87 32 
R87 H6  H6  H  0 1 N N N N N N -19.114 9.312 26.326 4.365  1.808  2.217  H6  R87 33 
R87 H7  H7  H  0 1 N N N N N N -20.153 7.288 27.202 2.183  0.852  1.696  H7  R87 34 
R87 H8  H8  H  0 1 N N N N N N -18.833 2.639 27.140 0.618  -1.898 -1.891 H8  R87 35 
R87 H9  H9  H  0 1 N N N N N N -21.163 4.870 27.178 0.471  0.230  0.975  H9  R87 36 
R87 H10 H10 H  0 1 N N N N N N -24.440 3.384 27.466 -0.512 -0.958 4.058  H10 R87 37 
R87 H11 H11 H  0 1 N N N N N N -24.393 3.267 29.258 -1.262 -2.352 3.244  H11 R87 38 
R87 H12 H12 H  0 1 N N N N N N -24.615 4.865 28.468 0.234  -1.640 2.593  H12 R87 39 
R87 H13 H13 H  0 1 N N N N N N -21.162 6.696 31.202 -3.701 -3.716 -0.108 H13 R87 40 
R87 H14 H14 H  0 1 N N N N N N -22.609 7.755 31.089 -2.412 -2.807 -0.936 H14 R87 41 
R87 H15 H15 H  0 1 N N N N N N -21.955 6.786 28.898 -1.934 -3.152 1.515  H15 R87 42 
R87 H16 H16 H  0 1 N N N N N N -23.600 6.282 29.415 -3.404 -2.218 1.894  H16 R87 43 
# 
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 
R87 F   C16 SING N N 1  
R87 C15 C16 DOUB Y N 2  
R87 C15 C14 SING Y N 3  
R87 C16 C17 SING Y N 4  
R87 C13 C14 DOUB Y N 5  
R87 C13 N1  SING Y N 6  
R87 C14 C19 SING Y N 7  
R87 N1  C12 DOUB Y N 8  
R87 C17 C18 DOUB Y N 9  
R87 C19 C18 SING Y N 10 
R87 C19 C11 DOUB Y N 11 
R87 C12 C11 SING Y N 12 
R87 C11 N   SING N N 13 
R87 N   C10 SING N N 14 
R87 O   C   SING N N 15 
R87 O   C1  SING N N 16 
R87 C10 C1  SING N N 17 
R87 C10 O2  DOUB N N 18 
R87 C1  C2  SING N N 19 
R87 C1  C9  SING N N 20 
R87 C2  C3  SING N N 21 
R87 C9  C8  DOUB Y N 22 
R87 C9  C4  SING Y N 23 
R87 C8  C7  SING Y N 24 
R87 C3  O1  SING N N 25 
R87 C4  O1  SING N N 26 
R87 C4  C5  DOUB Y N 27 
R87 C7  CL  SING N N 28 
R87 C7  C6  DOUB Y N 29 
R87 C5  C6  SING Y N 30 
R87 C5  H1  SING N N 31 
R87 C6  H2  SING N N 32 
R87 C8  H3  SING N N 33 
R87 C13 H4  SING N N 34 
R87 C15 H5  SING N N 35 
R87 C17 H6  SING N N 36 
R87 C18 H7  SING N N 37 
R87 C12 H8  SING N N 38 
R87 N   H9  SING N N 39 
R87 C   H10 SING N N 40 
R87 C   H11 SING N N 41 
R87 C   H12 SING N N 42 
R87 C3  H13 SING N N 43 
R87 C3  H14 SING N N 44 
R87 C2  H15 SING N N 45 
R87 C2  H16 SING N N 46 
# 
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 
R87 SMILES           ACDLabs              12.01 "Fc1ccc2c(c1)cncc2NC(=O)C1(CCOc2ccc(Cl)cc21)OC"                                                                                                         
R87 InChI            InChI                1.06  "InChI=1S/C20H16ClFN2O3/c1-26-20(6-7-27-18-5-2-13(21)9-16(18)20)19(25)24-17-11-23-10-12-8-14(22)3-4-15(12)17/h2-5,8-11H,6-7H2,1H3,(H,24,25)/t20-/m0/s1" 
R87 InChIKey         InChI                1.06  FQAWNARVGLFFLT-FQEVSTJZSA-N                                                                                                                             
R87 SMILES_CANONICAL CACTVS               3.385 "CO[C@]1(CCOc2ccc(Cl)cc12)C(=O)Nc3cncc4cc(F)ccc34"                                                                                                      
R87 SMILES           CACTVS               3.385 "CO[C]1(CCOc2ccc(Cl)cc12)C(=O)Nc3cncc4cc(F)ccc34"                                                                                                       
R87 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CO[C@]1(CCOc2c1cc(cc2)Cl)C(=O)Nc3cncc4c3ccc(c4)F"                                                                                                      
R87 SMILES           "OpenEye OEToolkits" 2.0.7 "COC1(CCOc2c1cc(cc2)Cl)C(=O)Nc3cncc4c3ccc(c4)F"                                                                                                         
# 
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 
R87 "SYSTEMATIC NAME" ACDLabs              12.01 "(4S)-6-chloro-N-(7-fluoroisoquinolin-4-yl)-4-methoxy-3,4-dihydro-2H-1-benzopyran-4-carboxamide"     
R87 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(4~{S})-6-chloranyl-~{N}-(7-fluoranylisoquinolin-4-yl)-4-methoxy-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 
R87 "Create component" 2023-08-22 RCSB 
R87 "Initial release"  2023-11-08 RCSB 
# 
