data_VRQ
# 
_chem_comp.id                                    VRQ 
_chem_comp.name                                  "N-(2-{5-chloro-2-[(6-cyanonaphthalen-1-yl)oxy]phenoxy}ethyl)-N-methylprop-2-enamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H19 Cl N2 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-09-15 
_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                        406.862 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     VRQ 
_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        8U6L 
_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 
VRQ C8  C1  C  0 1 Y N N N N N 45.490 -3.884 18.549 3.017  -1.406 -0.127 C8  VRQ 1  
VRQ C9  C2  C  0 1 Y N N N N N 46.398 -3.174 17.809 3.420  -2.602 0.440  C9  VRQ 2  
VRQ C10 C3  C  0 1 Y N N N N N 47.573 -2.741 18.409 2.539  -3.335 1.216  C10 VRQ 3  
VRQ C11 C4  C  0 1 Y N N N N N 47.822 -3.032 19.751 1.253  -2.875 1.428  C11 VRQ 4  
VRQ C12 C5  C  0 1 Y N N N N N 46.881 -3.748 20.476 0.843  -1.678 0.862  C12 VRQ 5  
VRQ C13 C6  C  0 1 Y N N N N N 46.843 -3.102 22.748 -1.344 -1.441 0.095  C13 VRQ 6  
VRQ N1  N1  N  0 1 N N N N N N 43.902 -7.862 20.552 1.351  3.124  -0.677 N1  VRQ 7  
VRQ C6  C7  C  0 1 N N N N N N 43.594 -5.309 20.123 2.297  0.944  -1.254 C6  VRQ 8  
VRQ C3  C8  C  0 1 N N N N N N 44.849 -8.967 22.593 1.942  4.912  0.878  C3  VRQ 9  
VRQ C5  C9  C  0 1 N N N N N N 43.405 -6.775 19.699 1.671  2.231  -1.793 C5  VRQ 10 
VRQ C4  C10 C  0 1 N N N N N N 45.811 -8.910 23.480 2.843  5.792  1.306  C4  VRQ 11 
VRQ C2  C11 C  0 1 N N N N N N 44.367 -7.703 21.906 2.264  4.016  -0.243 C2  VRQ 12 
VRQ C15 C12 C  0 1 Y N N N N N 46.070 -0.925 23.392 -1.957 -2.425 -2.015 C15 VRQ 13 
VRQ C16 C13 C  0 1 Y N N N N N 46.585 -1.109 24.674 -3.211 -1.901 -1.939 C16 VRQ 14 
VRQ C17 C14 C  0 1 Y N N N N N 47.231 -2.305 24.999 -3.579 -1.120 -0.828 C17 VRQ 15 
VRQ C18 C15 C  0 1 Y N N N N N 47.356 -3.289 24.029 -2.635 -0.886 0.203  C18 VRQ 16 
VRQ C19 C16 C  0 1 Y N N N N N 48.014 -4.465 24.338 -2.997 -0.105 1.315  C19 VRQ 17 
VRQ C22 C17 C  0 1 N N N N N N 49.033 -3.925 27.947 -6.503 0.761  0.494  C22 VRQ 18 
VRQ C1  C18 C  0 1 N N N N N N 43.960 -9.191 19.992 0.038  3.047  -0.031 C1  VRQ 19 
VRQ C14 C19 C  0 1 Y N N N N N 46.191 -1.922 22.433 -1.023 -2.201 -1.008 C14 VRQ 20 
VRQ C20 C20 C  0 1 Y N N N N N 48.548 -4.673 25.602 -4.246 0.421  1.398  C20 VRQ 21 
VRQ C21 C21 C  0 1 Y N N N N N 48.438 -3.698 26.561 -5.192 0.196  0.382  C21 VRQ 22 
VRQ C23 C22 C  0 1 Y N N N N N 47.780 -2.511 26.259 -4.865 -0.569 -0.726 C23 VRQ 23 
VRQ C7  C23 C  0 1 Y N N N N N 45.727 -4.175 19.871 1.730  -0.937 0.086  C7  VRQ 24 
VRQ N2  N2  N  0 1 N N N N N N 49.467 -4.084 28.981 -7.543 1.210  0.582  N2  VRQ 25 
VRQ O1  O1  O  0 1 N N N N N N 44.337 -6.652 22.455 3.353  4.080  -0.779 O1  VRQ 26 
VRQ O2  O2  O  0 1 N N N N N N 44.838 -4.929 20.655 1.333  0.238  -0.470 O2  VRQ 27 
VRQ O3  O3  O  0 1 N N N N N N 47.017 -4.124 21.814 -0.423 -1.224 1.069  O3  VRQ 28 
VRQ CL1 CL1 CL 0 0 N N N N N N 45.980 -2.881 16.094 5.034  -3.185 0.177  CL1 VRQ 29 
VRQ H11 H1  H  0 1 N N N N N N 44.574 -4.220 18.086 3.706  -0.837 -0.733 H11 VRQ 30 
VRQ H12 H2  H  0 1 N N N N N N 48.295 -2.178 17.836 2.857  -4.268 1.657  H12 VRQ 31 
VRQ H13 H3  H  0 1 N N N N N N 48.738 -2.703 20.220 0.567  -3.448 2.033  H13 VRQ 32 
VRQ H9  H4  H  0 1 N N N N N N 43.415 -4.686 19.234 2.616  0.318  -2.087 H9  VRQ 33 
VRQ H10 H5  H  0 1 N N N N N N 42.832 -5.088 20.885 3.159  1.190  -0.633 H10 VRQ 34 
VRQ H4  H6  H  0 1 N N N N N N 44.397 -9.917 22.350 0.974  4.855  1.354  H4  VRQ 35 
VRQ H7  H7  H  0 1 N N N N N N 43.899 -6.888 18.723 0.759  1.991  -2.340 H7  VRQ 36 
VRQ H8  H8  H  0 1 N N N N N N 42.323 -6.934 19.583 2.376  2.725  -2.462 H8  VRQ 37 
VRQ H6  H9  H  0 1 N N N N N N 46.151 -9.812 23.967 2.607  6.450  2.129  H6  VRQ 38 
VRQ H5  H10 H  0 1 N N N N N N 46.264 -7.961 23.725 3.811  5.849  0.830  H5  VRQ 39 
VRQ H15 H11 H  0 1 N N N N N N 45.573 0.001  23.142 -1.682 -3.023 -2.871 H15 VRQ 40 
VRQ H16 H12 H  0 1 N N N N N N 46.485 -0.329 25.415 -3.923 -2.084 -2.730 H16 VRQ 41 
VRQ H17 H13 H  0 1 N N N N N N 48.114 -5.233 23.585 -2.281 0.076  2.103  H17 VRQ 42 
VRQ H3  H14 H  0 1 N N N N N N 43.578 -9.172 18.961 -0.654 3.724  -0.532 H3  VRQ 43 
VRQ H1  H15 H  0 1 N N N N N N 45.002 -9.543 19.990 -0.340 2.027  -0.097 H1  VRQ 44 
VRQ H2  H16 H  0 1 N N N N N N 43.344 -9.871 20.598 0.131  3.333  1.017  H2  VRQ 45 
VRQ H14 H17 H  0 1 N N N N N N 45.778 -1.777 21.446 -0.034 -2.627 -1.092 H14 VRQ 46 
VRQ H18 H18 H  0 1 N N N N N N 49.050 -5.602 25.831 -4.516 1.019  2.256  H18 VRQ 47 
VRQ H19 H19 H  0 1 N N N N N N 47.695 -1.741 27.011 -5.595 -0.740 -1.504 H19 VRQ 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 
VRQ C1  N1  SING N N 1  
VRQ N1  C2  SING N N 2  
VRQ N1  C5  SING N N 3  
VRQ C2  C3  SING N N 4  
VRQ C2  O1  DOUB N N 5  
VRQ C3  C4  DOUB N N 6  
VRQ C5  C6  SING N N 7  
VRQ C6  O2  SING N N 8  
VRQ O2  C7  SING N N 9  
VRQ C7  C12 DOUB Y N 10 
VRQ C7  C8  SING Y N 11 
VRQ C8  C9  DOUB Y N 12 
VRQ C9  CL1 SING N N 13 
VRQ C9  C10 SING Y N 14 
VRQ C10 C11 DOUB Y N 15 
VRQ C11 C12 SING Y N 16 
VRQ C12 O3  SING N N 17 
VRQ O3  C13 SING N N 18 
VRQ C13 C18 DOUB Y N 19 
VRQ C13 C14 SING Y N 20 
VRQ C14 C15 DOUB Y N 21 
VRQ C15 C16 SING Y N 22 
VRQ C16 C17 DOUB Y N 23 
VRQ C17 C23 SING Y N 24 
VRQ C17 C18 SING Y N 25 
VRQ C18 C19 SING Y N 26 
VRQ C19 C20 DOUB Y N 27 
VRQ C20 C21 SING Y N 28 
VRQ C21 C22 SING N N 29 
VRQ C21 C23 DOUB Y N 30 
VRQ C22 N2  TRIP N N 31 
VRQ C8  H11 SING N N 32 
VRQ C10 H12 SING N N 33 
VRQ C11 H13 SING N N 34 
VRQ C6  H9  SING N N 35 
VRQ C6  H10 SING N N 36 
VRQ C3  H4  SING N N 37 
VRQ C5  H7  SING N N 38 
VRQ C5  H8  SING N N 39 
VRQ C4  H6  SING N N 40 
VRQ C4  H5  SING N N 41 
VRQ C15 H15 SING N N 42 
VRQ C16 H16 SING N N 43 
VRQ C19 H17 SING N N 44 
VRQ C1  H3  SING N N 45 
VRQ C1  H1  SING N N 46 
VRQ C1  H2  SING N N 47 
VRQ C14 H14 SING N N 48 
VRQ C20 H18 SING N N 49 
VRQ C23 H19 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 
VRQ SMILES           ACDLabs              12.01 "Clc1cc(OCCN(C)C(=O)C=C)c(Oc2cccc3cc(C#N)ccc23)cc1"                                                                                        
VRQ InChI            InChI                1.06  "InChI=1S/C23H19ClN2O3/c1-3-23(27)26(2)11-12-28-22-14-18(24)8-10-21(22)29-20-6-4-5-17-13-16(15-25)7-9-19(17)20/h3-10,13-14H,1,11-12H2,2H3" 
VRQ InChIKey         InChI                1.06  VMGFTWZDKNGWBB-UHFFFAOYSA-N                                                                                                                
VRQ SMILES_CANONICAL CACTVS               3.385 "CN(CCOc1cc(Cl)ccc1Oc2cccc3cc(ccc23)C#N)C(=O)C=C"                                                                                          
VRQ SMILES           CACTVS               3.385 "CN(CCOc1cc(Cl)ccc1Oc2cccc3cc(ccc23)C#N)C(=O)C=C"                                                                                          
VRQ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CN(CCOc1cc(ccc1Oc2cccc3c2ccc(c3)C#N)Cl)C(=O)C=C"                                                                                          
VRQ SMILES           "OpenEye OEToolkits" 2.0.7 "CN(CCOc1cc(ccc1Oc2cccc3c2ccc(c3)C#N)Cl)C(=O)C=C"                                                                                          
# 
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 
VRQ "SYSTEMATIC NAME" ACDLabs              12.01 "N-(2-{5-chloro-2-[(6-cyanonaphthalen-1-yl)oxy]phenoxy}ethyl)-N-methylprop-2-enamide"          
VRQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "~{N}-[2-[5-chloranyl-2-(6-cyanonaphthalen-1-yl)oxy-phenoxy]ethyl]-~{N}-methyl-prop-2-enamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
VRQ "Create component" 2023-09-15 RCSB 
VRQ "Initial release"  2023-11-08 RCSB 
# 
