data_VM5
# 
_chem_comp.id                                    VM5 
_chem_comp.name                                  "2-[4-bromo-3-(3-chloro-5-cyanophenoxy)-2-fluorophenyl]-N-(2-chloro-4-sulfamoylphenyl)acetamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H13 Br Cl2 F N3 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2021-12-29 
_chem_comp.pdbx_modified_date                    2023-04-07 
_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                        573.219 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     VM5 
_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        7TAZ 
_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.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 
VM5 N1  N1  N  0 1 N N N 47.314 -29.017 41.462 -7.232 2.496  4.020  N1  VM5 1  
VM5 C7  C1  C  0 1 N N N 47.966 -28.531 40.618 -6.651 2.141  3.111  C7  VM5 2  
VM5 C1  C2  C  0 1 Y N N 48.727 -27.823 39.534 -5.917 1.694  1.965  C1  VM5 3  
VM5 C6  C3  C  0 1 Y N N 49.819 -28.442 38.965 -4.808 0.863  2.125  C6  VM5 4  
VM5 C2  C4  C  0 1 Y N N 48.328 -26.553 39.093 -6.313 2.083  0.684  C2  VM5 5  
VM5 C3  C5  C  0 1 Y N N 49.050 -25.921 38.100 -5.604 1.649  -0.418 C3  VM5 6  
VM5 CL1 CL1 CL 0 0 N N N 48.515 -24.279 37.553 -6.097 2.133  -2.011 CL1 VM5 7  
VM5 C4  C6  C  0 1 Y N N 50.172 -26.563 37.537 -4.500 0.830  -0.257 C4  VM5 8  
VM5 C5  C7  C  0 1 Y N N 50.535 -27.833 37.959 -4.103 0.434  1.013  C5  VM5 9  
VM5 O1  O1  O  0 1 N N N 51.597 -28.538 37.472 -3.018 -0.370 1.165  O1  VM5 10 
VM5 C8  C8  C  0 1 Y N N 51.900 -28.478 36.141 -2.352 -0.762 0.046  C8  VM5 11 
VM5 C13 C9  C  0 1 Y N N 51.042 -29.003 35.179 -1.305 0.006  -0.445 C13 VM5 12 
VM5 F   F1  F  0 1 N N N 49.776 -29.629 35.531 -0.945 1.144  0.188  F   VM5 13 
VM5 C9  C10 C  0 1 Y N N 53.089 -27.886 35.815 -2.714 -1.934 -0.604 C9  VM5 14 
VM5 BR  BR1 BR 0 0 N N N 54.212 -27.214 37.231 -4.136 -2.987 0.065  BR  VM5 15 
VM5 C10 C11 C  0 1 Y N N 53.472 -27.812 34.474 -2.036 -2.330 -1.742 C10 VM5 16 
VM5 C11 C12 C  0 1 Y N N 52.632 -28.322 33.500 -0.997 -1.561 -2.232 C11 VM5 17 
VM5 C12 C13 C  0 1 Y N N 51.417 -28.904 33.842 -0.629 -0.396 -1.584 C12 VM5 18 
VM5 C14 C14 C  0 1 N N N 50.625 -29.476 32.826 0.504  0.440  -2.122 C14 VM5 19 
VM5 C15 C15 C  0 1 N N N 51.299 -30.858 32.682 1.781  0.068  -1.414 C15 VM5 20 
VM5 O2  O2  O  0 1 N N N 52.248 -31.021 31.899 1.773  -0.790 -0.558 O2  VM5 21 
VM5 N2  N2  N  0 1 N N N 50.745 -31.773 33.526 2.934  0.691  -1.733 N2  VM5 22 
VM5 C16 C16 C  0 1 Y N N 51.271 -32.961 33.838 4.101  0.414  -1.013 C16 VM5 23 
VM5 C21 C17 C  0 1 Y N N 50.564 -33.714 34.796 5.029  1.421  -0.776 C21 VM5 24 
VM5 CL2 CL2 CL 0 0 N N N 48.944 -33.187 35.442 4.741  3.026  -1.372 CL2 VM5 25 
VM5 C20 C18 C  0 1 Y N N 51.138 -34.912 35.242 6.181  1.144  -0.064 C20 VM5 26 
VM5 C19 C19 C  0 1 Y N N 52.382 -35.370 34.764 6.410  -0.134 0.412  C19 VM5 27 
VM5 S   S1  S  0 1 N N N 53.198 -36.974 35.370 7.879  -0.483 1.319  S   VM5 28 
VM5 O3  O3  O  0 1 N N N 54.282 -36.543 36.340 8.110  -1.879 1.188  O3  VM5 29 
VM5 O4  O4  O  0 1 N N N 52.137 -37.811 36.045 8.831  0.501  0.937  O4  VM5 30 
VM5 N3  N3  N  0 1 N N N 53.807 -37.754 34.110 7.544  -0.213 2.918  N3  VM5 31 
VM5 C18 C20 C  0 1 Y N N 53.066 -34.592 33.846 5.489  -1.138 0.177  C18 VM5 32 
VM5 C17 C21 C  0 1 Y N N 52.524 -33.395 33.395 4.333  -0.866 -0.529 C17 VM5 33 
VM5 H1  H1  H  0 1 N N N 50.118 -29.420 39.314 -4.499 0.555  3.113  H1  VM5 34 
VM5 H2  H2  H  0 1 N N N 47.463 -26.073 39.527 -7.174 2.722  0.555  H2  VM5 35 
VM5 H3  H3  H  0 1 N N N 50.751 -26.064 36.774 -3.949 0.494  -1.123 H3  VM5 36 
VM5 H4  H4  H  0 1 N N N 54.414 -27.361 34.200 -2.318 -3.241 -2.248 H4  VM5 37 
VM5 H5  H5  H  0 1 N N N 52.924 -28.267 32.462 -0.468 -1.873 -3.121 H5  VM5 38 
VM5 H6  H6  H  0 1 N N N 50.683 -28.897 31.892 0.614  0.257  -3.191 H6  VM5 39 
VM5 H7  H7  H  0 1 N N N 49.573 -29.568 33.135 0.288  1.495  -1.954 H7  VM5 40 
VM5 H8  H8  H  0 1 N N N 49.870 -31.535 33.948 2.954  1.330  -2.462 H8  VM5 41 
VM5 H9  H9  H  0 1 N N N 50.610 -35.503 35.976 6.902  1.926  0.120  H9  VM5 42 
VM5 H10 H10 H  0 1 N N N 54.239 -38.601 34.419 8.005  -0.721 3.603  H10 VM5 43 
VM5 H11 H11 H  0 1 N N N 53.074 -37.970 33.466 6.886  0.454  3.170  H11 VM5 44 
VM5 H12 H12 H  0 1 N N N 54.028 -34.918 33.478 5.672  -2.135 0.550  H12 VM5 45 
VM5 H13 H13 H  0 1 N N N 53.079 -32.791 32.692 3.612  -1.650 -0.707 H13 VM5 46 
# 
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 
VM5 O2  C15 DOUB N N 1  
VM5 C15 C14 SING N N 2  
VM5 C15 N2  SING N N 3  
VM5 C14 C12 SING N N 4  
VM5 C17 C16 DOUB Y N 5  
VM5 C17 C18 SING Y N 6  
VM5 C11 C12 DOUB Y N 7  
VM5 C11 C10 SING Y N 8  
VM5 N2  C16 SING N N 9  
VM5 C16 C21 SING Y N 10 
VM5 C12 C13 SING Y N 11 
VM5 C18 C19 DOUB Y N 12 
VM5 N3  S   SING N N 13 
VM5 C10 C9  DOUB Y N 14 
VM5 C19 C20 SING Y N 15 
VM5 C19 S   SING N N 16 
VM5 C21 C20 DOUB Y N 17 
VM5 C21 CL2 SING N N 18 
VM5 C13 F   SING N N 19 
VM5 C13 C8  DOUB Y N 20 
VM5 S   O4  DOUB N N 21 
VM5 S   O3  DOUB N N 22 
VM5 C9  C8  SING Y N 23 
VM5 C9  BR  SING N N 24 
VM5 C8  O1  SING N N 25 
VM5 O1  C5  SING N N 26 
VM5 C4  C5  DOUB Y N 27 
VM5 C4  C3  SING Y N 28 
VM5 CL1 C3  SING N N 29 
VM5 C5  C6  SING Y N 30 
VM5 C3  C2  DOUB Y N 31 
VM5 C6  C1  DOUB Y N 32 
VM5 C2  C1  SING Y N 33 
VM5 C1  C7  SING N N 34 
VM5 C7  N1  TRIP N N 35 
VM5 C6  H1  SING N N 36 
VM5 C2  H2  SING N N 37 
VM5 C4  H3  SING N N 38 
VM5 C10 H4  SING N N 39 
VM5 C11 H5  SING N N 40 
VM5 C14 H6  SING N N 41 
VM5 C14 H7  SING N N 42 
VM5 N2  H8  SING N N 43 
VM5 C20 H9  SING N N 44 
VM5 N3  H10 SING N N 45 
VM5 N3  H11 SING N N 46 
VM5 C18 H12 SING N N 47 
VM5 C17 H13 SING N N 48 
# 
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 
VM5 SMILES           ACDLabs              12.01 "Brc1ccc(CC(=O)Nc2ccc(cc2Cl)S(N)(=O)=O)c(F)c1Oc1cc(C#N)cc(Cl)c1"                                                                                                      
VM5 InChI            InChI                1.03  "InChI=1S/C21H13BrCl2FN3O4S/c22-16-3-1-12(20(25)21(16)32-14-6-11(10-26)5-13(23)8-14)7-19(29)28-18-4-2-15(9-17(18)24)33(27,30)31/h1-6,8-9H,7H2,(H,28,29)(H2,27,30,31)" 
VM5 InChIKey         InChI                1.03  SBUUICLVCQQMFP-UHFFFAOYSA-N                                                                                                                                           
VM5 SMILES_CANONICAL CACTVS               3.385 "N[S](=O)(=O)c1ccc(NC(=O)Cc2ccc(Br)c(Oc3cc(Cl)cc(c3)C#N)c2F)c(Cl)c1"                                                                                                  
VM5 SMILES           CACTVS               3.385 "N[S](=O)(=O)c1ccc(NC(=O)Cc2ccc(Br)c(Oc3cc(Cl)cc(c3)C#N)c2F)c(Cl)c1"                                                                                                  
VM5 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(c(cc1S(=O)(=O)N)Cl)NC(=O)Cc2ccc(c(c2F)Oc3cc(cc(c3)Cl)C#N)Br"                                                                                                    
VM5 SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(c(cc1S(=O)(=O)N)Cl)NC(=O)Cc2ccc(c(c2F)Oc3cc(cc(c3)Cl)C#N)Br"                                                                                                    
# 
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 
VM5 "SYSTEMATIC NAME" ACDLabs              12.01 "2-[4-bromo-3-(3-chloro-5-cyanophenoxy)-2-fluorophenyl]-N-(2-chloro-4-sulfamoylphenyl)acetamide"                    
VM5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "2-[4-bromanyl-3-(3-chloranyl-5-cyano-phenoxy)-2-fluoranyl-phenyl]-~{N}-(2-chloranyl-4-sulfamoyl-phenyl)ethanamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
VM5 "Create component" 2021-12-29 RCSB 
VM5 "Initial release"  2023-04-12 RCSB 
# 
