data_XN9
# 
_chem_comp.id                                    XN9 
_chem_comp.name                                  "5-fluoro-2-({[(3M)-3-(4H-1,2,4-triazol-3-yl)pyridin-2-yl]amino}methyl)phenol" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H12 F N5 O" 
_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                        285.276 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XN9 
_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        8F9C 
_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 
XN9 N1  N1  N 0 1 N N N N N N -8.342  -50.918 -27.920 -0.404 -0.673 -0.135 N1  XN9 1  
XN9 N3  N2  N 0 1 Y N N N N N -11.997 -52.649 -26.609 -3.323 2.362  -0.024 N3  XN9 2  
XN9 C4  C1  C 0 1 Y N N N N N -6.917  -50.059 -29.728 2.003  -0.978 -0.188 C4  XN9 3  
XN9 C5  C2  C 0 1 Y N N N N N -7.580  -49.080 -30.479 2.685  -0.839 -1.381 C5  XN9 4  
XN9 C6  C3  C 0 1 Y N N N N N -7.437  -48.995 -31.857 3.912  -0.202 -1.407 C6  XN9 5  
XN9 C7  C4  C 0 1 N N N N N N -7.175  -50.061 -28.232 0.666  -1.673 -0.162 C7  XN9 6  
XN9 C8  C5  C 0 1 Y N N N N N -8.268  -52.250 -27.402 -1.731 -1.077 -0.107 C8  XN9 7  
XN9 C10 C6  C 0 1 Y N N N N N -8.210  -54.865 -26.350 -4.333 -1.908 -0.054 C10 XN9 8  
XN9 C13 C7  C 0 1 Y N N N N N -10.768 -52.113 -26.851 -2.429 1.327  -0.059 C13 XN9 9  
XN9 C1  C8  C 0 1 Y N N N N N -6.602  -49.906 -32.499 4.459  0.299  -0.238 C1  XN9 10 
XN9 C2  C9  C 0 1 Y N N N N N -5.911  -50.909 -31.787 3.778  0.162  0.959  C2  XN9 11 
XN9 C3  C10 C 0 1 Y N N N N N -6.075  -50.995 -30.380 2.550  -0.482 0.986  C3  XN9 12 
XN9 F   F1  F 0 1 N N N N N N -6.475  -49.765 -33.832 5.658  0.921  -0.265 F   XN9 13 
XN9 O   O1  O 0 1 N N N N N N -5.441  -51.964 -29.652 1.879  -0.618 2.160  O   XN9 14 
XN9 N2  N3  N 0 1 Y N N N N N -7.131  -52.986 -27.402 -2.025 -2.367 -0.111 N2  XN9 15 
XN9 C9  C11 C 0 1 Y N N N N N -7.088  -54.240 -26.899 -3.274 -2.795 -0.086 C9  XN9 16 
XN9 C11 C12 C 0 1 Y N N N N N -9.415  -54.161 -26.330 -4.082 -0.545 -0.042 C11 XN9 17 
XN9 C12 C13 C 0 1 Y N N N N N -9.457  -52.847 -26.850 -2.753 -0.115 -0.069 C12 XN9 18 
XN9 C14 C14 C 0 1 Y N N N N N -12.903 -51.706 -26.733 -2.574 3.499  -0.034 C14 XN9 19 
XN9 N4  N4  N 0 1 Y N N N N N -12.281 -50.541 -27.072 -1.319 3.141  -0.068 N4  XN9 20 
XN9 N5  N5  N 0 1 Y N N N N N -10.902 -50.826 -27.157 -1.226 1.859  -0.083 N5  XN9 21 
XN9 H1  H1  H 0 1 N N N N N N -8.881  -50.402 -27.254 -0.185 0.272  -0.132 H1  XN9 22 
XN9 H2  H2  H 0 1 N N N N N N -12.179 -53.604 -26.375 -4.291 2.299  -0.000 H2  XN9 23 
XN9 H3  H3  H 0 1 N N N N N N -8.220  -48.372 -29.972 2.260  -1.229 -2.294 H3  XN9 24 
XN9 H4  H4  H 0 1 N N N N N N -7.963  -48.238 -32.420 4.444  -0.094 -2.341 H4  XN9 25 
XN9 H5  H5  H 0 1 N N N N N N -6.288  -50.449 -27.710 0.600  -2.300 0.727  H5  XN9 26 
XN9 H6  H6  H 0 1 N N N N N N -7.378  -49.033 -27.896 0.561  -2.293 -1.052 H6  XN9 27 
XN9 H7  H7  H 0 1 N N N N N N -8.147  -55.867 -25.951 -5.349 -2.274 -0.034 H7  XN9 28 
XN9 H8  H8  H 0 1 N N N N N N -5.266  -51.602 -32.306 4.205  0.552  1.872  H8  XN9 29 
XN9 H9  H9  H 0 1 N N N N N N -5.666  -51.869 -28.734 1.278  0.113  2.357  H9  XN9 30 
XN9 H10 H10 H 0 1 N N N N N N -6.152  -54.778 -26.922 -3.471 -3.857 -0.090 H10 XN9 31 
XN9 H11 H11 H 0 1 N N N N N N -10.306 -54.615 -25.922 -4.893 0.167  -0.014 H11 XN9 32 
XN9 H12 H12 H 0 1 N N N N N N -13.966 -51.833 -26.590 -2.948 4.512  -0.018 H12 XN9 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 
XN9 F   C1  SING N N 1  
XN9 C1  C6  DOUB Y N 2  
XN9 C1  C2  SING Y N 3  
XN9 C6  C5  SING Y N 4  
XN9 C2  C3  DOUB Y N 5  
XN9 C5  C4  DOUB Y N 6  
XN9 C3  C4  SING Y N 7  
XN9 C3  O   SING N N 8  
XN9 C4  C7  SING N N 9  
XN9 C7  N1  SING N N 10 
XN9 N1  C8  SING N N 11 
XN9 C8  N2  DOUB Y N 12 
XN9 C8  C12 SING Y N 13 
XN9 N2  C9  SING Y N 14 
XN9 N5  N4  SING Y N 15 
XN9 N5  C13 DOUB Y N 16 
XN9 N4  C14 DOUB Y N 17 
XN9 C9  C10 DOUB Y N 18 
XN9 C13 C12 SING N N 19 
XN9 C13 N3  SING Y N 20 
XN9 C12 C11 DOUB Y N 21 
XN9 C14 N3  SING Y N 22 
XN9 C10 C11 SING Y N 23 
XN9 N1  H1  SING N N 24 
XN9 N3  H2  SING N N 25 
XN9 C5  H3  SING N N 26 
XN9 C6  H4  SING N N 27 
XN9 C7  H5  SING N N 28 
XN9 C7  H6  SING N N 29 
XN9 C10 H7  SING N N 30 
XN9 C2  H8  SING N N 31 
XN9 O   H9  SING N N 32 
XN9 C9  H10 SING N N 33 
XN9 C11 H11 SING N N 34 
XN9 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 
XN9 SMILES           ACDLabs              12.01 "Fc1ccc(CNc2ncccc2c2nnc[NH]2)c(O)c1"                                                                                       
XN9 InChI            InChI                1.06  "InChI=1S/C14H12FN5O/c15-10-4-3-9(12(21)6-10)7-17-13-11(2-1-5-16-13)14-18-8-19-20-14/h1-6,8,21H,7H2,(H,16,17)(H,18,19,20)" 
XN9 InChIKey         InChI                1.06  QRRUXNVQGIXBIR-UHFFFAOYSA-N                                                                                                
XN9 SMILES_CANONICAL CACTVS               3.385 "Oc1cc(F)ccc1CNc2ncccc2c3[nH]cnn3"                                                                                         
XN9 SMILES           CACTVS               3.385 "Oc1cc(F)ccc1CNc2ncccc2c3[nH]cnn3"                                                                                         
XN9 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(c(nc1)NCc2ccc(cc2O)F)c3[nH]cnn3"                                                                                     
XN9 SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(c(nc1)NCc2ccc(cc2O)F)c3[nH]cnn3"                                                                                     
# 
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 
XN9 "SYSTEMATIC NAME" ACDLabs              12.01 "5-fluoro-2-({[(3M)-3-(4H-1,2,4-triazol-3-yl)pyridin-2-yl]amino}methyl)phenol"  
XN9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "5-fluoranyl-2-[[[3-(4~{H}-1,2,4-triazol-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 
XN9 "Create component" 2022-11-29 RCSB 
XN9 "Initial release"  2023-12-13 RCSB 
# 
