data_1SG
# 
_chem_comp.id                                    1SG 
_chem_comp.name                                  "N-(4-{[3-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-5-methoxybenzoyl]amino}phenyl)pyridine-2-carboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H19 N5 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2013-05-17 
_chem_comp.pdbx_modified_date                    2014-10-10 
_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                        457.438 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     1SG 
_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        4KQL 
_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 
1SG C1  C1  C 0 1 N N N 41.920 57.517 23.097 -3.261 -4.793 0.690  C1  1SG 1  
1SG O2  O2  O 0 1 N N N 41.817 58.870 22.701 -4.313 -3.828 0.624  O2  1SG 2  
1SG C3  C3  C 0 1 Y N N 41.756 59.013 21.314 -3.948 -2.530 0.450  C3  1SG 3  
1SG C4  C4  C 0 1 Y N N 40.970 60.058 20.887 -4.919 -1.543 0.377  C4  1SG 4  
1SG C5  C5  C 0 1 Y N N 40.854 60.367 19.545 -4.551 -0.211 0.199  C5  1SG 5  
1SG C6  C6  C 0 1 Y N N 41.507 59.579 18.618 -3.205 0.130  0.095  C6  1SG 6  
1SG C7  C7  C 0 1 Y N N 42.279 58.506 19.035 -2.231 -0.864 0.168  C7  1SG 7  
1SG C8  C8  C 0 1 Y N N 42.427 58.223 20.385 -2.608 -2.196 0.352  C8  1SG 8  
1SG C9  C9  C 0 1 N N N 42.913 57.692 17.980 -0.800 -0.508 0.057  C9  1SG 9  
1SG O10 O10 O 0 1 N N N 42.505 57.837 16.837 -0.473 0.652  -0.098 O10 1SG 10 
1SG N11 N11 N 0 1 N N N 43.912 56.823 18.373 0.141  -1.470 0.129  N11 1SG 11 
1SG C12 C12 C 0 1 Y N N 44.603 55.948 17.514 1.488  -1.147 -0.073 C12 1SG 12 
1SG C13 C13 C 0 1 Y N N 44.805 54.651 17.934 1.982  0.076  0.363  C13 1SG 13 
1SG C14 C14 C 0 1 Y N N 45.490 53.765 17.130 3.310  0.394  0.164  C14 1SG 14 
1SG C15 C15 C 0 1 Y N N 45.966 54.157 15.892 4.154  -0.509 -0.471 C15 1SG 15 
1SG C16 C16 C 0 1 Y N N 45.784 55.461 15.473 3.660  -1.732 -0.906 C16 1SG 16 
1SG C17 C17 C 0 1 Y N N 45.108 56.351 16.287 2.333  -2.052 -0.703 C17 1SG 17 
1SG N18 N18 N 0 1 N N N 46.691 53.288 15.046 5.501  -0.186 -0.673 N18 1SG 18 
1SG C19 C19 C 0 1 N N N 46.522 51.917 14.914 6.165  0.541  0.248  C19 1SG 19 
1SG O20 O20 O 0 1 N N N 45.905 51.162 15.663 5.574  0.986  1.212  O20 1SG 20 
1SG C21 C21 C 0 1 Y N N 47.197 51.365 13.715 7.615  0.796  0.085  C21 1SG 21 
1SG C22 C22 C 0 1 Y N N 47.494 52.206 12.660 8.297  1.542  1.043  C22 1SG 22 
1SG C23 C23 C 0 1 Y N N 48.119 51.653 11.559 9.654  1.768  0.880  C23 1SG 23 
1SG C24 C24 C 0 1 Y N N 48.418 50.303 11.550 10.283 1.239  -0.236 C24 1SG 24 
1SG C25 C25 C 0 1 Y N N 48.078 49.549 12.655 9.542  0.505  -1.150 C25 1SG 25 
1SG N26 N26 N 0 1 Y N N 47.470 50.049 13.742 8.255  0.306  -0.970 N26 1SG 26 
1SG C27 C27 C 0 1 N N N 39.972 61.454 19.146 -5.591 0.843  0.121  C27 1SG 27 
1SG C28 C28 C 0 1 N N N 39.189 61.283 18.076 -5.677 1.813  1.076  C28 1SG 28 
1SG N29 N29 N 0 1 N N N 38.265 62.186 17.643 -6.646 2.770  0.977  N29 1SG 29 
1SG C30 C30 C 0 1 N N N 38.008 63.345 18.321 -7.519 2.777  -0.043 C30 1SG 30 
1SG O31 O31 O 0 1 N N N 37.154 64.137 17.950 -8.365 3.649  -0.090 O31 1SG 31 
1SG N32 N32 N 0 1 N N N 38.787 63.537 19.456 -7.484 1.847  -1.014 N32 1SG 32 
1SG C33 C33 C 0 1 N N N 39.774 62.706 19.932 -6.552 0.872  -0.989 C33 1SG 33 
1SG O34 O34 O 0 1 N N N 40.445 62.962 20.924 -6.511 0.030  -1.867 O34 1SG 34 
1SG H1  H1  H 0 1 N N N 41.965 57.458 24.195 -3.688 -5.786 0.830  H1  1SG 35 
1SG H2  H2  H 0 1 N N N 41.042 56.961 22.736 -2.689 -4.771 -0.237 H2  1SG 36 
1SG H3  H3  H 0 1 N N N 42.833 57.078 22.669 -2.605 -4.559 1.528  H3  1SG 37 
1SG H4  H4  H 0 1 N N N 40.433 60.648 21.615 -5.964 -1.807 0.458  H4  1SG 38 
1SG H5  H5  H 0 1 N N N 41.416 59.799 17.565 -2.917 1.161  -0.048 H5  1SG 39 
1SG H6  H6  H 0 1 N N N 43.052 57.404 20.709 -1.854 -2.967 0.410  H6  1SG 40 
1SG H7  H7  H 0 1 N N N 44.163 56.815 19.341 -0.115 -2.386 0.319  H7  1SG 41 
1SG H8  H8  H 0 1 N N N 44.427 54.329 18.893 1.327  0.778  0.856  H8  1SG 42 
1SG H9  H9  H 0 1 N N N 45.657 52.754 17.471 3.694  1.345  0.502  H9  1SG 43 
1SG H10 H10 H 0 1 N N N 46.167 55.783 14.516 4.315  -2.434 -1.400 H10 1SG 44 
1SG H11 H11 H 0 1 N N N 44.972 57.372 15.963 1.949  -3.003 -1.041 H11 1SG 45 
1SG H12 H12 H 0 1 N N N 47.403 53.706 14.481 5.956  -0.485 -1.475 H12 1SG 46 
1SG H13 H13 H 0 1 N N N 47.247 53.257 12.695 7.774  1.940  1.901  H13 1SG 47 
1SG H14 H14 H 0 1 N N N 48.372 52.271 10.711 10.210 2.343  1.606  H14 1SG 48 
1SG H15 H15 H 0 1 N N N 48.905 49.850 10.699 11.340 1.397  -0.393 H15 1SG 49 
1SG H16 H16 H 0 1 N N N 48.315 48.495 12.644 10.028 0.092  -2.020 H16 1SG 50 
1SG H17 H17 H 0 1 N N N 39.296 60.366 17.516 -4.984 1.824  1.904  H17 1SG 51 
1SG H18 H18 H 0 1 N N N 37.759 61.995 16.802 -6.704 3.458  1.657  H18 1SG 52 
1SG H19 H19 H 0 1 N N N 38.611 64.368 19.983 -8.130 1.880  -1.737 H19 1SG 53 
# 
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 
1SG C24 C23 DOUB Y N 1  
1SG C24 C25 SING Y N 2  
1SG C23 C22 SING Y N 3  
1SG C25 N26 DOUB Y N 4  
1SG C22 C21 DOUB Y N 5  
1SG C21 N26 SING Y N 6  
1SG C21 C19 SING N N 7  
1SG C19 N18 SING N N 8  
1SG C19 O20 DOUB N N 9  
1SG N18 C15 SING N N 10 
1SG C16 C15 DOUB Y N 11 
1SG C16 C17 SING Y N 12 
1SG C15 C14 SING Y N 13 
1SG C17 C12 DOUB Y N 14 
1SG O10 C9  DOUB N N 15 
1SG C14 C13 DOUB Y N 16 
1SG C12 C13 SING Y N 17 
1SG C12 N11 SING N N 18 
1SG N29 C28 SING N N 19 
1SG N29 C30 SING N N 20 
1SG O31 C30 DOUB N N 21 
1SG C9  N11 SING N N 22 
1SG C9  C7  SING N N 23 
1SG C28 C27 DOUB N N 24 
1SG C30 N32 SING N N 25 
1SG C6  C7  DOUB Y N 26 
1SG C6  C5  SING Y N 27 
1SG C7  C8  SING Y N 28 
1SG C27 C5  SING N N 29 
1SG C27 C33 SING N N 30 
1SG N32 C33 SING N N 31 
1SG C5  C4  DOUB Y N 32 
1SG C33 O34 DOUB N N 33 
1SG C8  C3  DOUB Y N 34 
1SG C4  C3  SING Y N 35 
1SG C3  O2  SING N N 36 
1SG O2  C1  SING N N 37 
1SG C1  H1  SING N N 38 
1SG C1  H2  SING N N 39 
1SG C1  H3  SING N N 40 
1SG C4  H4  SING N N 41 
1SG C6  H5  SING N N 42 
1SG C8  H6  SING N N 43 
1SG N11 H7  SING N N 44 
1SG C13 H8  SING N N 45 
1SG C14 H9  SING N N 46 
1SG C16 H10 SING N N 47 
1SG C17 H11 SING N N 48 
1SG N18 H12 SING N N 49 
1SG C22 H13 SING N N 50 
1SG C23 H14 SING N N 51 
1SG C24 H15 SING N N 52 
1SG C25 H16 SING N N 53 
1SG C28 H17 SING N N 54 
1SG N29 H18 SING N N 55 
1SG N32 H19 SING N N 56 
# 
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 
1SG SMILES           ACDLabs              12.01 "O=C4C(c3cc(C(=O)Nc2ccc(NC(=O)c1ncccc1)cc2)cc(OC)c3)=CNC(=O)N4"                                                                                                               
1SG InChI            InChI                1.03  "InChI=1S/C24H19N5O5/c1-34-18-11-14(19-13-26-24(33)29-22(19)31)10-15(12-18)21(30)27-16-5-7-17(8-6-16)28-23(32)20-4-2-3-9-25-20/h2-13H,1H3,(H,27,30)(H,28,32)(H2,26,29,31,33)" 
1SG InChIKey         InChI                1.03  IDGYBMGDEPAAQL-UHFFFAOYSA-N                                                                                                                                                   
1SG SMILES_CANONICAL CACTVS               3.370 "COc1cc(cc(c1)C2=CNC(=O)NC2=O)C(=O)Nc3ccc(NC(=O)c4ccccn4)cc3"                                                                                                                 
1SG SMILES           CACTVS               3.370 "COc1cc(cc(c1)C2=CNC(=O)NC2=O)C(=O)Nc3ccc(NC(=O)c4ccccn4)cc3"                                                                                                                 
1SG SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COc1cc(cc(c1)C(=O)Nc2ccc(cc2)NC(=O)c3ccccn3)C4=CNC(=O)NC4=O"                                                                                                                 
1SG SMILES           "OpenEye OEToolkits" 1.7.6 "COc1cc(cc(c1)C(=O)Nc2ccc(cc2)NC(=O)c3ccccn3)C4=CNC(=O)NC4=O"                                                                                                                 
# 
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 
1SG "SYSTEMATIC NAME" ACDLabs              12.01 "N-(4-{[3-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-5-methoxybenzoyl]amino}phenyl)pyridine-2-carboxamide"       
1SG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[4-[[3-[2,4-bis(oxidanylidene)-1H-pyrimidin-5-yl]-5-methoxy-phenyl]carbonylamino]phenyl]pyridine-2-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 
1SG "Create component" 2013-05-17 RCSB 
1SG "Initial release"  2014-10-15 RCSB 
# 
