data_VR9
# 
_chem_comp.id                                    VR9 
_chem_comp.name                                  "N-[2-(5-chloro-2-{[(4R)-2-cyanoindolizin-8-yl]oxy}phenoxy)ethyl]-N-methylpropanamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 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                     2023-09-15 
_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                        397.855 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     VR9 
_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        8U6J 
_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 
VR9 C10 C1  C  0 1 Y N N N N N 47.866 -13.215 19.545 0.879  3.120  -0.294 C10 VR9 1  
VR9 C13 C2  C  0 1 Y N N N N N 47.082 -13.095 24.041 1.677  -0.709 -1.442 C13 VR9 2  
VR9 C15 C3  C  0 1 Y N N N N N 46.038 -11.033 24.516 3.496  -1.356 -2.860 C15 VR9 3  
VR9 C17 C4  C  0 1 Y N N N N N 47.510 -13.188 25.382 2.555  -0.806 -0.333 C17 VR9 4  
VR9 C20 C5  C  0 1 N N N N N N 49.039 -14.220 28.679 3.865  -0.745 3.056  C20 VR9 5  
VR9 C11 C6  C  0 1 Y N N N N N 48.175 -13.339 20.915 1.147  1.832  -0.722 C11 VR9 6  
VR9 C12 C7  C  0 1 Y N N N N N 47.246 -13.931 21.782 0.117  0.914  -0.842 C12 VR9 7  
VR9 C14 C8  C  0 1 Y N N N N N 46.347 -12.015 23.621 2.150  -0.983 -2.691 C14 VR9 8  
VR9 C16 C9  C  0 1 Y N N N N N 46.478 -11.147 25.831 4.321  -1.445 -1.801 C16 VR9 9  
VR9 C18 C10 C  0 1 Y N N N N N 48.248 -14.105 26.132 2.363  -0.595 1.017  C18 VR9 10 
VR9 C19 C11 C  0 1 Y N N N N N 48.337 -13.582 27.467 3.598  -0.843 1.653  C19 VR9 11 
VR9 C1  C12 C  0 1 N N N N N N 43.151 -18.766 21.239 -4.852 -1.363 1.772  C1  VR9 12 
VR9 C2  C13 C  0 1 N N N N N N 44.785 -18.913 23.186 -3.371 -2.356 0.110  C2  VR9 13 
VR9 C21 C14 C  0 1 Y N N N N N 47.637 -12.364 27.428 4.502  -1.197 0.670  C21 VR9 14 
VR9 C3  C15 C  0 1 N N N N N N 45.714 -18.500 24.303 -3.070 -3.459 1.092  C3  VR9 15 
VR9 C4  C16 C  0 1 N N N N N N 45.864 -18.888 25.549 -2.084 -4.446 0.463  C4  VR9 16 
VR9 C5  C17 C  0 1 N N N N N N 43.453 -16.667 22.749 -4.515 -0.294 -0.505 C5  VR9 17 
VR9 C6  C18 C  0 1 N N N N N N 44.084 -15.726 21.665 -3.514 0.847  -0.313 C6  VR9 18 
VR9 C7  C19 C  0 1 Y N N N N N 46.055 -14.408 21.278 -1.187 1.290  -0.531 C7  VR9 19 
VR9 C8  C20 C  0 1 Y N N N N N 45.742 -14.290 19.928 -1.449 2.581  -0.104 C8  VR9 20 
VR9 C9  C21 C  0 1 Y N N N N N 46.649 -13.689 19.044 -0.415 3.492  0.019  C9  VR9 21 
VR9 N1  N1  N  0 1 N N N N N N 43.777 -18.083 22.398 -4.221 -1.366 0.449  N1  VR9 22 
VR9 N2  N2  N  0 1 Y N N N N N 47.207 -12.231 26.220 3.868  -1.174 -0.530 N2  VR9 23 
VR9 N3  N3  N  0 1 N N N N N N 49.562 -14.688 29.578 4.076  -0.668 4.170  N3  VR9 24 
VR9 O1  O1  O  0 1 N N N N N N 44.987 -19.953 22.829 -2.849 -2.359 -0.984 O1  VR9 25 
VR9 O2  O2  O  0 1 N N N N N N 45.182 -15.004 22.211 -2.201 0.391  -0.648 O2  VR9 26 
VR9 O3  O3  O  0 1 N N N N N N 47.447 -14.135 23.171 0.379  -0.353 -1.262 O3  VR9 27 
VR9 CL1 CL1 CL 0 0 N N N N N N 46.232 -13.542 17.312 -0.746 5.110  0.555  CL1 VR9 28 
VR9 H12 H1  H  0 1 N N N N N N 48.575 -12.750 18.876 1.684  3.835  -0.201 H12 VR9 29 
VR9 H15 H2  H  0 1 N N N N N N 45.458 -10.176 24.207 3.871  -1.573 -3.850 H15 VR9 30 
VR9 H13 H3  H  0 1 N N N N N N 49.121 -12.980 21.294 2.159  1.543  -0.962 H13 VR9 31 
VR9 H14 H4  H  0 1 N N N N N N 46.017 -11.943 22.595 1.494  -0.914 -3.547 H14 VR9 32 
VR9 H16 H5  H  0 1 N N N N N N 46.241 -10.373 26.546 5.351  -1.734 -1.950 H16 VR9 33 
VR9 H17 H6  H  0 1 N N N N N N 48.672 -15.032 25.776 1.442  -0.296 1.496  H17 VR9 34 
VR9 H2  H7  H  0 1 N N N N N N 43.533 -19.795 21.169 -5.794 -1.909 1.726  H2  VR9 35 
VR9 H3  H8  H  0 1 N N N N N N 42.059 -18.788 21.373 -4.188 -1.842 2.492  H3  VR9 36 
VR9 H1  H9  H  0 1 N N N N N N 43.396 -18.221 20.316 -5.042 -0.335 2.081  H1  VR9 37 
VR9 H18 H10 H  0 1 N N N N N N 47.489 -11.676 28.247 5.539  -1.450 0.831  H18 VR9 38 
VR9 H19 H11 H  0 1 N N N N N N 46.712 -18.660 23.870 -2.631 -3.033 1.994  H19 VR9 39 
VR9 H4  H12 H  0 1 N N N N N N 45.525 -17.421 24.399 -3.992 -3.980 1.347  H4  VR9 40 
VR9 H6  H13 H  0 1 N N N N N N 46.675 -18.312 26.018 -2.523 -4.872 -0.440 H6  VR9 41 
VR9 H20 H14 H  0 1 N N N N N N 44.928 -18.719 26.101 -1.161 -3.924 0.207  H20 VR9 42 
VR9 H5  H15 H  0 1 N N N N N N 46.115 -19.959 25.572 -1.866 -5.244 1.172  H5  VR9 43 
VR9 H8  H16 H  0 1 N N N N N N 43.870 -16.425 23.738 -5.525 0.077  -0.335 H8  VR9 44 
VR9 H7  H17 H  0 1 N N N N N N 42.362 -16.530 22.768 -4.435 -0.680 -1.521 H7  VR9 45 
VR9 H10 H18 H  0 1 N N N N N N 43.321 -15.015 21.315 -3.785 1.681  -0.960 H10 VR9 46 
VR9 H9  H19 H  0 1 N N N N N N 44.435 -16.334 20.818 -3.530 1.174  0.727  H9  VR9 47 
VR9 H11 H20 H  0 1 N N N N N N 44.798 -14.662 19.560 -2.460 2.875  0.137  H11 VR9 48 
# 
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 
VR9 CL1 C9  SING N N 1  
VR9 C9  C10 DOUB Y N 2  
VR9 C9  C8  SING Y N 3  
VR9 C10 C11 SING Y N 4  
VR9 C8  C7  DOUB Y N 5  
VR9 C11 C12 DOUB Y N 6  
VR9 C1  N1  SING N N 7  
VR9 C7  C12 SING Y N 8  
VR9 C7  O2  SING N N 9  
VR9 C6  O2  SING N N 10 
VR9 C6  C5  SING N N 11 
VR9 C12 O3  SING N N 12 
VR9 N1  C5  SING N N 13 
VR9 N1  C2  SING N N 14 
VR9 O1  C2  DOUB N N 15 
VR9 O3  C13 SING N N 16 
VR9 C2  C3  SING N N 17 
VR9 C14 C13 DOUB Y N 18 
VR9 C14 C15 SING Y N 19 
VR9 C13 C17 SING Y N 20 
VR9 C3  C4  SING N N 21 
VR9 C15 C16 DOUB Y N 22 
VR9 C17 C18 DOUB Y N 23 
VR9 C17 N2  SING Y N 24 
VR9 C16 N2  SING Y N 25 
VR9 C18 C19 SING Y N 26 
VR9 N2  C21 SING Y N 27 
VR9 C21 C19 DOUB Y N 28 
VR9 C19 C20 SING N N 29 
VR9 C20 N3  TRIP N N 30 
VR9 C10 H12 SING N N 31 
VR9 C15 H15 SING N N 32 
VR9 C11 H13 SING N N 33 
VR9 C14 H14 SING N N 34 
VR9 C16 H16 SING N N 35 
VR9 C18 H17 SING N N 36 
VR9 C1  H2  SING N N 37 
VR9 C1  H3  SING N N 38 
VR9 C1  H1  SING N N 39 
VR9 C21 H18 SING N N 40 
VR9 C3  H19 SING N N 41 
VR9 C3  H4  SING N N 42 
VR9 C4  H6  SING N N 43 
VR9 C4  H20 SING N N 44 
VR9 C4  H5  SING N N 45 
VR9 C5  H8  SING N N 46 
VR9 C5  H7  SING N N 47 
VR9 C6  H10 SING N N 48 
VR9 C6  H9  SING N N 49 
VR9 C8  H11 SING N N 50 
# 
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 
VR9 SMILES           ACDLabs              12.01 "CCC(=O)N(C)CCOc1cc(Cl)ccc1Oc1cccn2cc(cc12)C#N"                                                                                            
VR9 InChI            InChI                1.06  "InChI=1S/C21H20ClN3O3/c1-3-21(26)24(2)9-10-27-20-12-16(22)6-7-19(20)28-18-5-4-8-25-14-15(13-23)11-17(18)25/h4-8,11-12,14H,3,9-10H2,1-2H3" 
VR9 InChIKey         InChI                1.06  JGVPYFGTILBIQL-UHFFFAOYSA-N                                                                                                                
VR9 SMILES_CANONICAL CACTVS               3.385 "CCC(=O)N(C)CCOc1cc(Cl)ccc1Oc2cccn3cc(cc23)C#N"                                                                                            
VR9 SMILES           CACTVS               3.385 "CCC(=O)N(C)CCOc1cc(Cl)ccc1Oc2cccn3cc(cc23)C#N"                                                                                            
VR9 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCC(=O)N(C)CCOc1cc(ccc1Oc2cccn3c2cc(c3)C#N)Cl"                                                                                            
VR9 SMILES           "OpenEye OEToolkits" 2.0.7 "CCC(=O)N(C)CCOc1cc(ccc1Oc2cccn3c2cc(c3)C#N)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 
VR9 "SYSTEMATIC NAME" ACDLabs              12.01 "N-[2-(5-chloro-2-{[(4R)-2-cyanoindolizin-8-yl]oxy}phenoxy)ethyl]-N-methylpropanamide"     
VR9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "~{N}-[2-[5-chloranyl-2-(2-cyanoindolizin-8-yl)oxy-phenoxy]ethyl]-~{N}-methyl-propanamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
VR9 "Create component" 2023-09-15 RCSB 
VR9 "Initial release"  2023-11-08 RCSB 
# 
