data_XN5
# 
_chem_comp.id                                    XN5 
_chem_comp.name                                  "5-fluoro-2-({[(3M)-3-(1,2-thiazol-3-yl)pyridin-2-yl]amino}methyl)phenol" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H12 F N3 O S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-11-29 
_chem_comp.pdbx_modified_date                    2023-12-08 
_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                        301.339 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XN5 
_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        8F9B 
_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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
XN5 N1  N1  N 0 1 N N N N N N -11.222 -55.055 -25.446 0.290  -0.896 0.158  N1  XN5 1  
XN5 N3  N2  N 0 1 Y N N N N N -12.538 -53.022 -26.586 1.505  1.564  -0.701 N3  XN5 2  
XN5 C4  C1  C 0 1 Y N N N N N -11.294 -56.686 -23.698 -2.129 -1.086 0.169  C4  XN5 3  
XN5 C5  C2  C 0 1 Y N N N N N -12.418 -56.528 -22.883 -2.820 -1.028 1.364  C5  XN5 4  
XN5 C6  C3  C 0 1 Y N N N N N -12.296 -56.662 -21.501 -4.017 -0.340 1.439  C6  XN5 5  
XN5 C7  C4  C 0 1 N N N N N N -11.453 -56.511 -25.191 -0.827 -1.841 0.087  C7  XN5 6  
XN5 C8  C5  C 0 1 Y N N N N N -10.087 -54.483 -26.110 1.597  -1.362 0.097  C8  XN5 7  
XN5 C10 C6  C 0 1 Y N N N N N -7.805  -53.414 -27.418 4.155  -2.310 -0.026 C10 XN5 8  
XN5 C13 C7  C 0 1 Y N N N N N -11.400 -52.394 -26.787 2.401  1.012  0.076  C13 XN5 9  
XN5 C15 C8  C 0 1 Y N N N N N -12.745 -50.500 -26.926 2.749  3.164  0.825  C15 XN5 10 
XN5 C1  C9  C 0 1 Y N N N N N -11.035 -56.963 -20.967 -4.526 0.292  0.317  C1  XN5 11 
XN5 C2  C10 C 0 1 Y N N N N N -9.914  -57.111 -21.763 -3.837 0.236  -0.882 C2  XN5 12 
XN5 C3  C11 C 0 1 Y N N N N N -10.023 -56.965 -23.152 -2.636 -0.454 -0.957 C3  XN5 13 
XN5 F   F1  F 0 1 N N N N N N -10.880 -57.111 -19.646 -5.696 0.963  0.392  F   XN5 14 
XN5 O   O1  O 0 1 N N N N N N -8.910  -57.112 -23.955 -1.957 -0.510 -2.133 O   XN5 15 
XN5 N2  N3  N 0 1 Y N N N N N -8.906  -55.124 -26.142 1.831  -2.664 0.072  N2  XN5 16 
XN5 C9  C12 C 0 1 Y N N N N N -7.812  -54.638 -26.764 3.057  -3.148 0.014  C9  XN5 17 
XN5 C11 C13 C 0 1 Y N N N N N -8.988  -52.702 -27.417 3.965  -0.937 -0.008 C11 XN5 18 
XN5 C12 C14 C 0 1 Y N N N N N -10.142 -53.206 -26.771 2.660  -0.449 0.054  C12 XN5 19 
XN5 C14 C15 C 0 1 Y N N N N N -11.474 -50.991 -26.974 3.097  1.865  0.922  C14 XN5 20 
XN5 S   S1  S 0 1 Y N N N N N -13.787 -51.871 -26.620 1.518  3.228  -0.375 S   XN5 21 
XN5 H1  H1  H 0 1 N N N N N N -11.241 -54.625 -24.543 0.117  0.054  0.245  H1  XN5 22 
XN5 H2  H2  H 0 1 N N N N N N -13.378 -56.303 -23.323 -2.425 -1.520 2.240  H2  XN5 23 
XN5 H3  H3  H 0 1 N N N N N N -13.153 -56.537 -20.856 -4.556 -0.296 2.374  H3  XN5 24 
XN5 H4  H4  H 0 1 N N N N N N -12.466 -56.801 -25.507 -0.782 -2.386 -0.856 H4  XN5 25 
XN5 H5  H5  H 0 1 N N N N N N -10.712 -57.119 -25.731 -0.762 -2.544 0.917  H5  XN5 26 
XN5 H6  H6  H 0 1 N N N N N N -6.917  -53.037 -27.904 5.152  -2.721 -0.074 H6  XN5 27 
XN5 H7  H7  H 0 1 N N N N N N -13.048 -49.471 -27.052 3.158  3.992  1.384  H7  XN5 28 
XN5 H8  H8  H 0 1 N N N N N N -8.958  -57.338 -21.315 -4.234 0.728  -1.757 H8  XN5 29 
XN5 H9  H9  H 0 1 N N N N N N -8.151  -57.295 -23.414 -2.197 -1.263 -2.690 H9  XN5 30 
XN5 H10 H10 H 0 1 N N N N N N -6.905  -55.225 -26.753 3.205  -4.218 -0.004 H10 XN5 31 
XN5 H11 H11 H 0 1 N N N N N N -9.033  -51.746 -27.917 4.807  -0.262 -0.038 H11 XN5 32 
XN5 H12 H12 H 0 1 N N N N N N -10.606 -50.370 -27.139 3.857  1.515  1.605  H12 XN5 33 
# 
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 
XN5 C10 C11 DOUB Y N 1  
XN5 C10 C9  SING Y N 2  
XN5 C11 C12 SING Y N 3  
XN5 C14 C15 DOUB Y N 4  
XN5 C14 C13 SING Y N 5  
XN5 C15 S   SING Y N 6  
XN5 C13 C12 SING N N 7  
XN5 C13 N3  DOUB Y N 8  
XN5 C12 C8  DOUB Y N 9  
XN5 C9  N2  DOUB Y N 10 
XN5 S   N3  SING Y N 11 
XN5 N2  C8  SING Y N 12 
XN5 C8  N1  SING N N 13 
XN5 N1  C7  SING N N 14 
XN5 C7  C4  SING N N 15 
XN5 O   C3  SING N N 16 
XN5 C4  C3  DOUB Y N 17 
XN5 C4  C5  SING Y N 18 
XN5 C3  C2  SING Y N 19 
XN5 C5  C6  DOUB Y N 20 
XN5 C2  C1  DOUB Y N 21 
XN5 C6  C1  SING Y N 22 
XN5 C1  F   SING N N 23 
XN5 N1  H1  SING N N 24 
XN5 C5  H2  SING N N 25 
XN5 C6  H3  SING N N 26 
XN5 C7  H4  SING N N 27 
XN5 C7  H5  SING N N 28 
XN5 C10 H6  SING N N 29 
XN5 C15 H7  SING N N 30 
XN5 C2  H8  SING N N 31 
XN5 O   H9  SING N N 32 
XN5 C9  H10 SING N N 33 
XN5 C11 H11 SING N N 34 
XN5 C14 H12 SING N N 35 
# 
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 
XN5 SMILES           ACDLabs              12.01 "Fc1ccc(CNc2ncccc2c2ccsn2)c(O)c1"                                                                             
XN5 InChI            InChI                1.06  "InChI=1S/C15H12FN3OS/c16-11-4-3-10(14(20)8-11)9-18-15-12(2-1-6-17-15)13-5-7-21-19-13/h1-8,20H,9H2,(H,17,18)" 
XN5 InChIKey         InChI                1.06  VHMHZWAZTGHNTQ-UHFFFAOYSA-N                                                                                   
XN5 SMILES_CANONICAL CACTVS               3.385 "Oc1cc(F)ccc1CNc2ncccc2c3ccsn3"                                                                               
XN5 SMILES           CACTVS               3.385 "Oc1cc(F)ccc1CNc2ncccc2c3ccsn3"                                                                               
XN5 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(c(nc1)NCc2ccc(cc2O)F)c3ccsn3"                                                                           
XN5 SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(c(nc1)NCc2ccc(cc2O)F)c3ccsn3"                                                                           
# 
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 
XN5 "SYSTEMATIC NAME" ACDLabs              12.01 "5-fluoro-2-({[(3M)-3-(1,2-thiazol-3-yl)pyridin-2-yl]amino}methyl)phenol" 
XN5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "5-fluoranyl-2-[[[3-(1,2-thiazol-3-yl)pyridin-2-yl]amino]methyl]phenol"   
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
XN5 "Create component" 2022-11-29 RCSB 
XN5 "Initial release"  2023-12-13 RCSB 
# 
