data_5GN
# 
_chem_comp.id                                    5GN 
_chem_comp.name                                  "N-{5-[(7-bromonaphthalen-1-yl)methyl]-1,3-thiazol-2-yl}-2-[(4,6-dimethylpyrimidin-2-yl)sulfanyl]acetamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H19 Br N4 O S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-09-24 
_chem_comp.pdbx_modified_date                    2016-01-08 
_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                        499.446 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5GN 
_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        5DY4 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
5GN C11 C1  C  0 1 Y N N -13.431 -26.990 12.434 -4.536 0.311  -0.236 C11 5GN 1  
5GN C6  C2  C  0 1 Y N N -13.204 -26.821 16.161 -4.471 -3.334 0.288  C6  5GN 2  
5GN C8  C3  C  0 1 Y N N -11.829 -28.610 15.386 -5.630 -2.335 2.133  C8  5GN 3  
5GN C3  C4  C  0 1 Y N N -15.973 -25.851 14.291 -2.060 -1.752 -1.334 C3  5GN 4  
5GN N2  N1  N  0 1 Y N N -21.493 -28.015 12.582 6.281  1.139  0.200  N2  5GN 5  
5GN C10 C5  C  0 1 Y N N -13.099 -27.269 13.787 -4.735 -0.957 0.334  C10 5GN 6  
5GN C4  C6  C  0 1 N N N -14.601 -25.374 14.669 -3.517 -2.028 -1.601 C4  5GN 7  
5GN C1  C7  C  0 1 Y N N -18.203 -26.174 13.416 0.207  -0.884 -0.919 C1  5GN 8  
5GN C7  C8  C  0 1 Y N N -12.332 -27.866 16.407 -5.155 -3.440 1.498  C7  5GN 9  
5GN N3  N2  N  0 1 Y N N -22.218 -29.201 10.630 7.727  -0.647 0.468  N3  5GN 10 
5GN C9  C9  C  0 1 Y N N -12.198 -28.340 14.050 -5.431 -1.065 1.564  C9  5GN 11 
5GN N1  N3  N  0 1 Y N N -17.888 -27.157 14.209 0.097  -2.176 -0.938 N1  5GN 12 
5GN C2  C10 C  0 1 Y N N -16.624 -26.959 14.698 -1.107 -2.670 -1.160 C2  5GN 13 
5GN C5  C11 C  0 1 Y N N -13.606 -26.499 14.888 -4.259 -2.122 -0.293 C5  5GN 14 
5GN BR  BR1 BR 0 0 N N N -13.269 -27.266 9.628  -4.737 3.124  -0.367 BR  5GN 15 
5GN C12 C12 C  0 1 Y N N -12.890 -27.737 11.431 -5.008 1.418  0.403  C12 5GN 16 
5GN C13 C13 C  0 1 Y N N -12.029 -28.787 11.678 -5.687 1.312  1.616  C13 5GN 17 
5GN C14 C14 C  0 1 Y N N -11.684 -29.085 12.963 -5.908 0.098  2.191  C14 5GN 18 
5GN S   S1  S  0 1 Y N N -16.983 -24.979 13.197 -1.316 -0.160 -1.204 S   5GN 19 
5GN N   N4  N  0 1 N N N -19.477 -26.084 12.905 1.391  -0.189 -0.701 N   5GN 20 
5GN C   C15 C  0 1 N N N -19.883 -25.132 12.017 2.539  -0.863 -0.489 C   5GN 21 
5GN O   O1  O  0 1 N N N -19.250 -24.107 11.777 2.539  -2.076 -0.488 O   5GN 22 
5GN C15 C16 C  0 1 N N N -21.217 -25.423 11.364 3.822  -0.109 -0.253 C15 5GN 23 
5GN S1  S2  S  0 1 N N N -21.421 -26.796 10.198 5.175  -1.286 -0.003 S1  5GN 24 
5GN C16 C17 C  0 1 Y N N -21.698 -28.151 11.272 6.513  -0.166 0.243  C16 5GN 25 
5GN C20 C18 C  0 1 Y N N -22.559 -30.244 11.405 8.753  0.166  0.656  C20 5GN 26 
5GN C21 C19 C  0 1 N N N -23.158 -31.430 10.711 10.130 -0.389 0.911  C21 5GN 27 
5GN C19 C20 C  0 1 Y N N -22.351 -30.218 12.772 8.545  1.536  0.617  C19 5GN 28 
5GN C17 C21 C  0 1 Y N N -21.799 -29.084 13.331 7.263  2.006  0.381  C17 5GN 29 
5GN C18 C22 C  0 1 N N N -21.431 -29.008 14.781 6.991  3.488  0.330  C18 5GN 30 
5GN H1  H1  H  0 1 N N N -14.113 -26.185 12.200 -4.008 0.409  -1.173 H1  5GN 31 
5GN H2  H2  H  0 1 N N N -13.579 -26.243 16.992 -4.104 -4.227 -0.196 H2  5GN 32 
5GN H3  H3  H  0 1 N N N -11.141 -29.415 15.599 -6.159 -2.433 3.070  H3  5GN 33 
5GN H4  H4  H  0 1 N N N -14.223 -24.727 13.863 -3.936 -1.219 -2.200 H4  5GN 34 
5GN H5  H5  H  0 1 N N N -14.679 -24.793 15.600 -3.615 -2.969 -2.143 H5  5GN 35 
5GN H6  H6  H  0 1 N N N -12.047 -28.094 17.423 -5.311 -4.415 1.937  H6  5GN 36 
5GN H7  H7  H  0 1 N N N -16.168 -27.661 15.381 -1.305 -3.731 -1.196 H7  5GN 37 
5GN H8  H8  H  0 1 N N N -11.631 -29.368 10.859 -6.050 2.205  2.102  H8  5GN 38 
5GN H9  H9  H  0 1 N N N -11.007 -29.904 13.154 -6.436 0.031  3.131  H9  5GN 39 
5GN H10 H10 H  0 1 N N N -20.149 -26.761 13.204 1.391  0.781  -0.702 H10 5GN 40 
5GN H11 H11 H  0 1 N N N -21.503 -24.510 10.821 4.040  0.517  -1.118 H11 5GN 41 
5GN H12 H12 H  0 1 N N N -21.931 -25.602 12.182 3.717  0.518  0.632  H12 5GN 42 
5GN H13 H13 H  0 1 N N N -23.218 -31.232 9.631  10.649 -0.524 -0.038 H13 5GN 43 
5GN H14 H14 H  0 1 N N N -22.528 -32.314 10.887 10.692 0.304  1.537  H14 5GN 44 
5GN H15 H15 H  0 1 N N N -24.168 -31.615 11.107 10.046 -1.350 1.418  H15 5GN 45 
5GN H16 H16 H  0 1 N N N -22.615 -31.065 13.387 9.365  2.223  0.768  H16 5GN 46 
5GN H17 H17 H  0 1 N N N -20.950 -28.040 14.988 6.739  3.845  1.328  H17 5GN 47 
5GN H18 H18 H  0 1 N N N -22.338 -29.105 15.395 7.879  4.008  -0.029 H18 5GN 48 
5GN H19 H19 H  0 1 N N N -20.734 -29.823 15.025 6.158  3.681  -0.346 H19 5GN 49 
# 
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 
5GN BR  C12 SING N N 1  
5GN S1  C16 SING N N 2  
5GN S1  C15 SING N N 3  
5GN N3  C16 DOUB Y N 4  
5GN N3  C20 SING Y N 5  
5GN C21 C20 SING N N 6  
5GN C16 N2  SING Y N 7  
5GN C15 C   SING N N 8  
5GN C20 C19 DOUB Y N 9  
5GN C12 C13 DOUB Y N 10 
5GN C12 C11 SING Y N 11 
5GN C13 C14 SING Y N 12 
5GN O   C   DOUB N N 13 
5GN C   N   SING N N 14 
5GN C11 C10 DOUB Y N 15 
5GN N2  C17 DOUB Y N 16 
5GN C19 C17 SING Y N 17 
5GN N   C1  SING N N 18 
5GN C14 C9  DOUB Y N 19 
5GN S   C1  SING Y N 20 
5GN S   C3  SING Y N 21 
5GN C17 C18 SING N N 22 
5GN C1  N1  DOUB Y N 23 
5GN C10 C9  SING Y N 24 
5GN C10 C5  SING Y N 25 
5GN C9  C8  SING Y N 26 
5GN N1  C2  SING Y N 27 
5GN C3  C4  SING N N 28 
5GN C3  C2  DOUB Y N 29 
5GN C4  C5  SING N N 30 
5GN C5  C6  DOUB Y N 31 
5GN C8  C7  DOUB Y N 32 
5GN C6  C7  SING Y N 33 
5GN C11 H1  SING N N 34 
5GN C6  H2  SING N N 35 
5GN C8  H3  SING N N 36 
5GN C4  H4  SING N N 37 
5GN C4  H5  SING N N 38 
5GN C7  H6  SING N N 39 
5GN C2  H7  SING N N 40 
5GN C13 H8  SING N N 41 
5GN C14 H9  SING N N 42 
5GN N   H10 SING N N 43 
5GN C15 H11 SING N N 44 
5GN C15 H12 SING N N 45 
5GN C21 H13 SING N N 46 
5GN C21 H14 SING N N 47 
5GN C21 H15 SING N N 48 
5GN C19 H16 SING N N 49 
5GN C18 H17 SING N N 50 
5GN C18 H18 SING N N 51 
5GN C18 H19 SING N N 52 
# 
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 
5GN SMILES           ACDLabs              12.01 "c4c1c(cccc1Cc2cnc(s2)NC(=O)CSc3nc(cc(n3)C)C)ccc4Br"                                                                                                         
5GN InChI            InChI                1.03  "InChI=1S/C22H19BrN4OS2/c1-13-8-14(2)26-22(25-13)29-12-20(28)27-21-24-11-18(30-21)9-16-5-3-4-15-6-7-17(23)10-19(15)16/h3-8,10-11H,9,12H2,1-2H3,(H,24,27,28)" 
5GN InChIKey         InChI                1.03  YKVBPTQPNLFGIG-UHFFFAOYSA-N                                                                                                                                  
5GN SMILES_CANONICAL CACTVS               3.385 "Cc1cc(C)nc(SCC(=O)Nc2sc(Cc3cccc4ccc(Br)cc34)cn2)n1"                                                                                                         
5GN SMILES           CACTVS               3.385 "Cc1cc(C)nc(SCC(=O)Nc2sc(Cc3cccc4ccc(Br)cc34)cn2)n1"                                                                                                         
5GN SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1cc(nc(n1)SCC(=O)Nc2ncc(s2)Cc3cccc4c3cc(cc4)Br)C"                                                                                                         
5GN SMILES           "OpenEye OEToolkits" 1.9.2 "Cc1cc(nc(n1)SCC(=O)Nc2ncc(s2)Cc3cccc4c3cc(cc4)Br)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 
5GN "SYSTEMATIC NAME" ACDLabs              12.01 "N-{5-[(7-bromonaphthalen-1-yl)methyl]-1,3-thiazol-2-yl}-2-[(4,6-dimethylpyrimidin-2-yl)sulfanyl]acetamide"    
5GN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-[5-[(7-bromanylnaphthalen-1-yl)methyl]-1,3-thiazol-2-yl]-2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-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 
5GN "Create component" 2015-09-24 EBI  
5GN "Initial release"  2016-01-13 RCSB 
# 
