data_R53
# 
_chem_comp.id                                    R53 
_chem_comp.name                                  "2-[[3,4-bis(chloranyl)-5-methyl-1~{H}-pyrrol-2-yl]carbonylamino]-4-morpholin-4-yl-1,3-benzothiazole-6-carboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H16 Cl2 N4 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-11-23 
_chem_comp.pdbx_modified_date                    2023-05-15 
_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                        455.315 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     R53 
_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        8BN6 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
# 
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 
R53 C4  C1  C  0 1 N N N -0.568 22.346 3.297  -2.397 0.325  -0.003 C4  R53 1  
R53 C14 C2  C  0 1 N N N -7.274 26.788 1.209  5.563  2.763  0.002  C14 R53 2  
R53 C5  C3  C  0 1 Y N N -2.100 23.534 1.860  -0.044 0.089  -0.003 C5  R53 3  
R53 C6  C4  C  0 1 Y N N -3.619 24.611 0.697  2.214  0.105  -0.008 C6  R53 4  
R53 C11 C5  C  0 1 N N N -4.781 24.909 -2.813 4.519  -2.192 -1.200 C11 R53 5  
R53 C7  C6  C  0 1 Y N N -4.333 25.061 -0.444 3.541  -0.400 -0.008 C7  R53 6  
R53 C8  C7  C  0 1 N N N -2.604 25.580 -2.061 4.441  -2.209 1.218  C8  R53 7  
R53 C9  C8  C  0 1 N N N -2.025 25.087 -3.373 4.605  -3.731 1.200  C9  R53 8  
R53 C10 C9  C  0 1 N N N -4.146 24.366 -4.073 4.683  -3.714 -1.194 C10 R53 9  
R53 C12 C10 C  0 1 Y N N -5.500 25.791 -0.259 4.613  0.458  -0.005 C12 R53 10 
R53 C13 C11 C  0 1 Y N N -6.001 26.017 1.018  4.410  1.846  -0.002 C13 R53 11 
R53 N1  N1  N  0 1 Y N N 1.130  21.064 4.562  -4.033 -1.612 -0.008 N1  R53 12 
R53 N2  N2  N  0 1 N N N -1.024 22.696 2.061  -1.309 -0.470 -0.003 N2  R53 13 
R53 C3  C12 C  0 1 Y N N 0.434  21.268 3.376  -3.737 -0.266 -0.003 C3  R53 14 
R53 N3  N3  N  0 1 Y N N -2.450 23.861 0.659  1.057  -0.581 -0.008 N3  R53 15 
R53 C1  C13 C  0 1 N N N 2.857  19.538 5.528  -6.120 -3.073 -0.020 C1  R53 16 
R53 C2  C14 C  0 1 Y N N 1.983  20.022 4.411  -5.382 -1.760 -0.010 C2  R53 17 
R53 O1  O1  O  0 1 N N N -0.955 22.934 4.310  -2.266 1.535  0.001  O1  R53 18 
R53 N4  N4  N  0 1 N N N -3.806 24.817 -1.723 3.758  -1.781 -0.011 N4  R53 19 
R53 O2  O2  O  0 1 N N N -2.998 25.135 -4.420 5.320  -4.115 0.022  O2  R53 20 
R53 O3  O3  O  0 1 N N N -7.835 26.760 2.324  5.365  4.096  0.006  O3  R53 21 
R53 O4  O4  O  0 1 N N N -7.760 27.367 0.208  6.694  2.317  0.002  O4  R53 22 
R53 C15 C15 C  0 1 Y N N -5.284 25.587 2.133  3.113  2.354  -0.001 C15 R53 23 
R53 C16 C16 C  0 1 Y N N -4.139 24.824 1.953  2.024  1.491  -0.004 C16 R53 24 
R53 S1  S1  S  0 1 Y N N -3.101 24.140 3.170  0.291  1.815  -0.005 S1  R53 25 
R53 C17 C17 C  0 1 Y N N 0.921  20.357 2.474  -4.934 0.422  0.003  C17 R53 26 
R53 CL1 CL1 CL 0 0 N N N 0.455  20.166 0.838  -5.132 2.147  0.014  CL1 R53 27 
R53 C18 C18 C  0 1 Y N N 1.890  19.610 3.096  -5.957 -0.533 -0.002 C18 R53 28 
R53 CL2 CL2 CL 0 0 N N N 2.724  18.295 2.369  -7.662 -0.204 0.002  CL2 R53 29 
R53 H1  H1  H  0 1 N N N -5.069 25.960 -2.966 5.502  -1.720 -1.184 H1  R53 30 
R53 H2  H2  H  0 1 N N N -5.674 24.317 -2.563 3.984  -1.886 -2.099 H2  R53 31 
R53 H3  H3  H  0 1 N N N -1.857 25.454 -1.264 3.848  -1.917 2.085  H3  R53 32 
R53 H4  H4  H  0 1 N N N -2.864 26.645 -2.155 5.422  -1.737 1.273  H4  R53 33 
R53 H5  H5  H  0 1 N N N -1.685 24.049 -3.247 5.161  -4.048 2.083  H5  R53 34 
R53 H6  H6  H  0 1 N N N -1.170 25.722 -3.649 3.622  -4.203 1.201  H6  R53 35 
R53 H7  H7  H  0 1 N N N -4.875 24.411 -4.895 3.702  -4.185 -1.264 H7  R53 36 
R53 H8  H8  H  0 1 N N N -3.846 23.321 -3.907 5.294  -4.018 -2.043 H8  R53 37 
R53 H9  H9  H  0 1 N N N -6.024 26.187 -1.116 5.618  0.063  -0.005 H9  R53 38 
R53 H10 H10 H  0 1 N N N 1.018  21.603 5.397  -3.385 -2.334 -0.013 H10 R53 39 
R53 H11 H11 H  0 1 N N N -0.554 22.326 1.259  -1.413 -1.434 -0.002 H11 R53 40 
R53 H12 H12 H  0 1 N N N 3.809  20.090 5.515  -6.299 -3.397 1.005  H12 R53 41 
R53 H13 H13 H  0 1 N N N 2.349  19.705 6.489  -7.073 -2.951 -0.534 H13 R53 42 
R53 H14 H14 H  0 1 N N N 3.054  18.463 5.400  -5.521 -3.823 -0.538 H14 R53 43 
R53 H15 H15 H  0 1 N N N -8.657 27.234 2.277  6.152  4.657  0.008  H15 R53 44 
R53 H16 H16 H  0 1 N N N -5.616 25.845 3.128  2.953  3.422  0.002  H16 R53 45 
# 
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 
R53 O2  C10 SING N N 1  
R53 O2  C9  SING N N 2  
R53 C10 C11 SING N N 3  
R53 C9  C8  SING N N 4  
R53 C11 N4  SING N N 5  
R53 C8  N4  SING N N 6  
R53 N4  C7  SING N N 7  
R53 C7  C12 DOUB Y N 8  
R53 C7  C6  SING Y N 9  
R53 C12 C13 SING Y N 10 
R53 O4  C14 DOUB N N 11 
R53 N3  C6  SING Y N 12 
R53 N3  C5  DOUB Y N 13 
R53 C6  C16 DOUB Y N 14 
R53 CL1 C17 SING N N 15 
R53 C13 C14 SING N N 16 
R53 C13 C15 DOUB Y N 17 
R53 C14 O3  SING N N 18 
R53 C5  N2  SING N N 19 
R53 C5  S1  SING Y N 20 
R53 C16 C15 SING Y N 21 
R53 C16 S1  SING Y N 22 
R53 N2  C4  SING N N 23 
R53 CL2 C18 SING N N 24 
R53 C17 C18 SING Y N 25 
R53 C17 C3  DOUB Y N 26 
R53 C18 C2  DOUB Y N 27 
R53 C4  C3  SING N N 28 
R53 C4  O1  DOUB N N 29 
R53 C3  N1  SING Y N 30 
R53 C2  N1  SING Y N 31 
R53 C2  C1  SING N N 32 
R53 C11 H1  SING N N 33 
R53 C11 H2  SING N N 34 
R53 C8  H3  SING N N 35 
R53 C8  H4  SING N N 36 
R53 C9  H5  SING N N 37 
R53 C9  H6  SING N N 38 
R53 C10 H7  SING N N 39 
R53 C10 H8  SING N N 40 
R53 C12 H9  SING N N 41 
R53 N1  H10 SING N N 42 
R53 N2  H11 SING N N 43 
R53 C1  H12 SING N N 44 
R53 C1  H13 SING N N 45 
R53 C1  H14 SING N N 46 
R53 O3  H15 SING N N 47 
R53 C15 H16 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 
R53 InChI            InChI                1.06  "InChI=1S/C18H16Cl2N4O4S/c1-8-12(19)13(20)15(21-8)16(25)23-18-22-14-10(24-2-4-28-5-3-24)6-9(17(26)27)7-11(14)29-18/h6-7,21H,2-5H2,1H3,(H,26,27)(H,22,23,25)" 
R53 InChIKey         InChI                1.06  XMRMYIYEEWALOZ-UHFFFAOYSA-N                                                                                                                                  
R53 SMILES_CANONICAL CACTVS               3.385 "Cc1[nH]c(C(=O)Nc2sc3cc(cc(N4CCOCC4)c3n2)C(O)=O)c(Cl)c1Cl"                                                                                                   
R53 SMILES           CACTVS               3.385 "Cc1[nH]c(C(=O)Nc2sc3cc(cc(N4CCOCC4)c3n2)C(O)=O)c(Cl)c1Cl"                                                                                                   
R53 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1c(c(c([nH]1)C(=O)Nc2nc3c(cc(cc3s2)C(=O)O)N4CCOCC4)Cl)Cl"                                                                                                 
R53 SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1c(c(c([nH]1)C(=O)Nc2nc3c(cc(cc3s2)C(=O)O)N4CCOCC4)Cl)Cl"                                                                                                 
# 
_pdbx_chem_comp_identifier.comp_id           R53 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "2-[[3,4-bis(chloranyl)-5-methyl-1~{H}-pyrrol-2-yl]carbonylamino]-4-morpholin-4-yl-1,3-benzothiazole-6-carboxylic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
R53 "Create component" 2022-11-23 PDBE 
R53 "Initial release"  2023-03-29 RCSB 
R53 "Modify formula"   2023-05-15 PDBE 
# 
