data_XKR
# 
_chem_comp.id                                    XKR 
_chem_comp.name                                  "N-{(1S)-2-amino-1-[4,5-bis(hydroxymethyl)-1,3-thiazol-2-yl]ethyl}-5-(4-chloro-3,5-difluorophenyl)-1H-pyrrole-2-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H17 Cl F2 N4 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         NBD-14208 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-11-28 
_chem_comp.pdbx_modified_date                    2023-01-06 
_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                        442.867 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XKR 
_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        8FA0 
_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 
XKR C10  C1  C  0 1 Y N N -2.334 17.834 -16.616 2.516  1.545  0.324  C10  XKR 1  
XKR C13  C2  C  0 1 Y N N -2.452 17.504 -19.115 4.926  0.933  0.470  C13  XKR 2  
XKR C20  C3  C  0 1 Y N N -4.485 17.406 -17.941 3.325  -0.758 -0.170 C20  XKR 3  
XKR C21  C4  C  0 1 Y N N 3.338  18.444 -12.520 -3.860 0.442  -0.142 C21  XKR 4  
XKR C24  C5  C  0 1 N N N 5.412  16.040 -10.423 -6.608 -1.349 1.434  C24  XKR 5  
XKR C26  C6  C  0 1 Y N N 3.144  17.306 -10.243 -4.695 -1.873 -0.083 C26  XKR 6  
XKR C02  C7  C  0 1 N N N 3.294  20.769 -13.178 -3.497 2.316  -1.724 C02  XKR 7  
XKR C03  C8  C  0 1 N N S 2.951  19.387 -13.757 -3.176 1.771  -0.331 C03  XKR 8  
XKR C05  C9  C  0 1 N N N 1.009  18.190 -14.911 -0.957 2.641  0.177  C05  XKR 9  
XKR C07  C10 C  0 1 Y N N -0.466 18.107 -15.269 0.492  2.470  0.313  C07  XKR 10 
XKR C08  C11 C  0 1 Y N N -1.605 18.243 -14.477 1.393  3.447  0.685  C08  XKR 11 
XKR C09  C12 C  0 1 Y N N -2.755 18.081 -15.314 2.660  2.866  0.691  C09  XKR 12 
XKR C12  C13 C  0 1 Y N N -3.100 17.586 -17.878 3.608  0.556  0.206  C12  XKR 13 
XKR C14  C14 C  0 1 Y N N -3.132 17.266 -20.331 5.943  0.006  0.354  C14  XKR 14 
XKR C16  C15 C  0 1 Y N N -4.518 17.089 -20.379 5.657  -1.297 -0.025 C16  XKR 15 
XKR C18  C16 C  0 1 Y N N -5.170 17.172 -19.150 4.350  -1.676 -0.289 C18  XKR 16 
XKR C23  C17 C  0 1 Y N N 4.303  16.997 -10.952 -5.386 -0.980 0.632  C23  XKR 17 
XKR C27  C18 C  0 1 N N N 2.603  16.868 -8.887  -5.006 -3.342 -0.206 C27  XKR 18 
XKR F15  F1  F  0 1 N N N -2.460 17.198 -21.451 7.219  0.369  0.609  F15  XKR 19 
XKR F19  F2  F  0 1 N N N -6.463 17.010 -19.133 4.078  -2.947 -0.658 F19  XKR 20 
XKR N01  N1  N  0 1 N N N 3.602  21.536 -14.003 -2.736 3.552  -1.954 N01  XKR 21 
XKR N04  N2  N  0 1 N N N 1.555  19.249 -14.092 -1.728 1.600  -0.194 N04  XKR 22 
XKR N11  N3  N  0 1 Y N N -0.941 17.859 -16.550 1.193  1.305  0.094  N11  XKR 23 
XKR N22  N4  N  0 1 Y N N 4.390  17.674 -12.246 -4.912 0.248  0.579  N22  XKR 24 
XKR O06  O1  O  0 1 N N N 1.776  17.332 -15.347 -1.465 3.725  0.399  O06  XKR 25 
XKR O25  O2  O  0 1 N N N 5.909  16.417 -9.161  -6.216 -1.719 2.757  O25  XKR 26 
XKR O28  O3  O  0 1 N N N 1.909  15.653 -8.998  -5.882 -3.552 -1.316 O28  XKR 27 
XKR S29  S1  S  0 1 Y N N 2.171  18.429 -11.180 -3.356 -1.028 -0.856 S29  XKR 28 
XKR CL17 CL1 CL 0 0 N N N -5.345 16.793 -21.841 6.941  -2.457 -0.169 CL17 XKR 29 
XKR H131 H1  H  0 0 N N N -1.380 17.629 -19.142 5.150  1.948  0.761  H131 XKR 30 
XKR H201 H2  H  0 0 N N N -5.054 17.448 -17.024 2.307  -1.054 -0.376 H201 XKR 31 
XKR H242 H3  H  0 0 N N N 4.992  15.026 -10.346 -7.283 -0.494 1.480  H242 XKR 32 
XKR H241 H4  H  0 0 N N N 6.245  16.038 -11.141 -7.116 -2.187 0.957  H241 XKR 33 
XKR H022 H5  H  0 0 N N N 4.129  20.658 -12.471 -3.222 1.576  -2.475 H022 XKR 34 
XKR H021 H6  H  0 0 N N N 2.413  21.157 -12.647 -4.563 2.527  -1.795 H021 XKR 35 
XKR H031 H7  H  0 0 N N N 3.602  19.157 -14.613 -3.531 2.473  0.424  H031 XKR 36 
XKR H081 H8  H  0 0 N N N -1.618 18.437 -13.415 1.160  4.473  0.926  H081 XKR 37 
XKR H091 H9  H  0 0 N N N -3.783 18.141 -14.987 3.587  3.361  0.938  H091 XKR 38 
XKR H272 H10 H  0 0 N N N 3.442  16.742 -8.187  -4.081 -3.897 -0.364 H272 XKR 39 
XKR H271 H11 H  0 0 N N N 1.920  17.640 -8.504  -5.487 -3.690 0.708  H271 XKR 40 
XKR H011 H12 H  0 1 N N N 3.815  22.416 -13.578 -1.747 3.396  -1.829 H1   XKR 41 
XKR H012 H13 H  0 0 N N N 4.408  21.197 -14.489 -2.930 3.931  -2.868 H012 XKR 42 
XKR H041 H15 H  0 0 N N N 0.921  19.933 -13.733 -1.323 0.736  -0.372 H041 XKR 43 
XKR H111 H16 H  0 0 N N N -0.347 17.714 -17.341 0.810  0.456  -0.178 H111 XKR 44 
XKR H251 H17 H  0 0 N N N 6.579  15.802 -8.888  -6.954 -1.969 3.330  H251 XKR 45 
XKR H281 H18 H  0 0 N N N 1.580  15.397 -8.144  -6.125 -4.478 -1.455 H281 XKR 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 
XKR CL17 C16  SING N N 1  
XKR F15  C14  SING N N 2  
XKR C16  C14  DOUB Y N 3  
XKR C16  C18  SING Y N 4  
XKR C14  C13  SING Y N 5  
XKR C18  F19  SING N N 6  
XKR C18  C20  DOUB Y N 7  
XKR C13  C12  DOUB Y N 8  
XKR C20  C12  SING Y N 9  
XKR C12  C10  SING N N 10 
XKR C10  N11  SING Y N 11 
XKR C10  C09  DOUB Y N 12 
XKR N11  C07  SING Y N 13 
XKR O06  C05  DOUB N N 14 
XKR C09  C08  SING Y N 15 
XKR C07  C05  SING N N 16 
XKR C07  C08  DOUB Y N 17 
XKR C05  N04  SING N N 18 
XKR N04  C03  SING N N 19 
XKR N01  C02  SING N N 20 
XKR C03  C02  SING N N 21 
XKR C03  C21  SING N N 22 
XKR C21  N22  DOUB Y N 23 
XKR C21  S29  SING Y N 24 
XKR N22  C23  SING Y N 25 
XKR S29  C26  SING Y N 26 
XKR C23  C24  SING N N 27 
XKR C23  C26  DOUB Y N 28 
XKR C24  O25  SING N N 29 
XKR C26  C27  SING N N 30 
XKR O28  C27  SING N N 31 
XKR C13  H131 SING N N 32 
XKR C20  H201 SING N N 33 
XKR C24  H242 SING N N 34 
XKR C24  H241 SING N N 35 
XKR C02  H022 SING N N 36 
XKR C02  H021 SING N N 37 
XKR C03  H031 SING N N 38 
XKR C08  H081 SING N N 39 
XKR C09  H091 SING N N 40 
XKR C27  H272 SING N N 41 
XKR C27  H271 SING N N 42 
XKR N01  H011 SING N N 43 
XKR N01  H012 SING N N 44 
XKR N04  H041 SING N N 45 
XKR N11  H111 SING N N 46 
XKR O25  H251 SING N N 47 
XKR O28  H281 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 
XKR SMILES           ACDLabs              12.01 "O=C(NC(CN)c1nc(CO)c(CO)s1)c1ccc([NH]1)c1cc(F)c(Cl)c(F)c1"                                                                                                         
XKR InChI            InChI                1.06  "InChI=1S/C18H17ClF2N4O3S/c19-16-9(20)3-8(4-10(16)21)11-1-2-12(23-11)17(28)24-13(5-22)18-25-14(6-26)15(7-27)29-18/h1-4,13,23,26-27H,5-7,22H2,(H,24,28)/t13-/m0/s1" 
XKR InChIKey         InChI                1.06  WFPSRMKUJDKZKQ-ZDUSSCGKSA-N                                                                                                                                        
XKR SMILES_CANONICAL CACTVS               3.385 "NC[C@H](NC(=O)c1[nH]c(cc1)c2cc(F)c(Cl)c(F)c2)c3sc(CO)c(CO)n3"                                                                                                     
XKR SMILES           CACTVS               3.385 "NC[CH](NC(=O)c1[nH]c(cc1)c2cc(F)c(Cl)c(F)c2)c3sc(CO)c(CO)n3"                                                                                                      
XKR SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc([nH]c1c2cc(c(c(c2)F)Cl)F)C(=O)N[C@@H](CN)c3nc(c(s3)CO)CO"                                                                                                    
XKR SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc([nH]c1c2cc(c(c(c2)F)Cl)F)C(=O)NC(CN)c3nc(c(s3)CO)CO"                                                                                                         
# 
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 
XKR "SYSTEMATIC NAME" ACDLabs              12.01 "N-{(1S)-2-amino-1-[4,5-bis(hydroxymethyl)-1,3-thiazol-2-yl]ethyl}-5-(4-chloro-3,5-difluorophenyl)-1H-pyrrole-2-carboxamide"                    
XKR "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "~{N}-[(1~{S})-2-azanyl-1-[4,5-bis(hydroxymethyl)-1,3-thiazol-2-yl]ethyl]-5-[4-chloranyl-3,5-bis(fluoranyl)phenyl]-1~{H}-pyrrole-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 
XKR "Create component" 2022-11-28 RCSB 
XKR "Initial release"  2023-01-11 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      XKR 
_pdbx_chem_comp_synonyms.name         NBD-14208 
_pdbx_chem_comp_synonyms.provenance   AUTHOR 
_pdbx_chem_comp_synonyms.type         ? 
# 
