data_XHK
# 
_chem_comp.id                                    XHK 
_chem_comp.name                                  "6-[4-(2-aminoethyl)anilino]-5-chloro-3-methylpyrimidin-4(3H)-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H15 Cl N4 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-11-17 
_chem_comp.pdbx_modified_date                    2024-05-17 
_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                        278.737 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XHK 
_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        8F6G 
_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 
XHK C01  C1  C  0 1 N N N N N N 5.436 -4.923 5.910  4.077  -2.929 0.118  C01  XHK 1  
XHK C03  C2  C  0 1 N N N N N N 5.442 -3.979 3.721  1.816  -2.024 0.083  C03  XHK 2  
XHK C05  C3  C  0 1 N N N N N N 6.439 -1.968 3.208  1.354  0.236  0.037  C05  XHK 3  
XHK C07  C4  C  0 1 Y N N N N N 6.308 -0.970 0.912  -0.937 0.956  -0.123 C07  XHK 4  
XHK C08  C5  C  0 1 Y N N N N N 5.434 0.011  0.473  -1.888 1.760  0.493  C08  XHK 5  
XHK C09  C6  C  0 1 Y N N N N N 4.966 -0.033 -0.828 -3.230 1.461  0.366  C09  XHK 6  
XHK C10  C7  C  0 1 Y N N N N N 5.372 -1.052 -1.675 -3.628 0.362  -0.374 C10  XHK 7  
XHK C11  C8  C  0 1 N N N N N N 4.843 -1.086 -3.103 -5.094 0.036  -0.506 C11  XHK 8  
XHK C12  C9  C  0 1 N N N N N N 3.620 -0.191 -3.267 -5.514 -0.894 0.635  C12  XHK 9  
XHK C14  C10 C  0 1 Y N N N N N 6.244 -2.034 -1.233 -2.685 -0.440 -0.989 C14  XHK 10 
XHK C15  C11 C  0 1 Y N N N N N 6.716 -1.991 0.067  -1.341 -0.143 -0.870 C15  XHK 11 
XHK C16  C12 C  0 1 N N N N N N 6.834 -1.819 4.515  2.708  0.529  0.046  C16  XHK 12 
XHK C18  C13 C  0 1 N N N N N N 6.491 -2.818 5.412  3.621  -0.536 0.080  C18  XHK 13 
XHK N02  N1  N  0 1 N N N N N N 5.806 -3.869 4.986  3.145  -1.798 0.093  N02  XHK 14 
XHK N04  N2  N  0 1 N N N N N N 5.758 -3.040 2.848  0.954  -1.045 0.056  N04  XHK 15 
XHK N06  N3  N  0 1 N N N N N N 6.800 -0.927 2.269  0.422  1.255  0.004  N06  XHK 16 
XHK N13  N4  N  0 1 N N N N N N 2.524 -0.939 -3.856 -6.942 -1.212 0.506  N13  XHK 17 
XHK O19  O1  O  0 1 N N N N N N 6.808 -2.730 6.551  4.824  -0.324 0.089  O19  XHK 18 
XHK CL17 CL1 CL 0 0 N N N N N N 7.752 -0.355 4.958  3.262  2.174  0.022  CL17 XHK 19 
XHK H1   H1  H  0 1 N N N N N N 5.813 -4.680 6.914  3.515  -3.863 0.125  H1   XHK 20 
XHK H2   H2  H  0 1 N N N N N N 4.340 -5.015 5.942  4.713  -2.895 -0.766 H2   XHK 21 
XHK H3   H3  H  0 1 N N N N N N 5.874 -5.875 5.575  4.695  -2.870 1.013  H3   XHK 22 
XHK H4   H4  H  0 1 N N N N N N 4.881 -4.844 3.398  1.455  -3.042 0.093  H4   XHK 23 
XHK H6   H6  H  0 1 N N N N N N 5.121 0.802  1.139  -1.577 2.617  1.072  H6   XHK 24 
XHK H7   H7  H  0 1 N N N N N N 4.285 0.726  -1.183 -3.970 2.085  0.846  H7   XHK 25 
XHK H8   H8  H  0 1 N N N N N N 4.566 -2.120 -3.357 -5.676 0.956  -0.458 H8   XHK 26 
XHK H9   H9  H  0 1 N N N N N N 5.633 -0.740 -3.785 -5.271 -0.458 -1.461 H9   XHK 27 
XHK H10  H10 H  0 1 N N N N N N 3.875 0.655  -3.922 -4.931 -1.813 0.587  H10  XHK 28 
XHK H11  H11 H  0 1 N N N N N N 3.312 0.188  -2.281 -5.336 -0.400 1.590  H11  XHK 29 
XHK H12  H12 H  0 1 N N N N N N 6.553 -2.827 -1.898 -2.999 -1.297 -1.566 H12  XHK 30 
XHK H13  H13 H  0 1 N N N N N N 7.399 -2.749 0.422  -0.605 -0.770 -1.351 H13  XHK 31 
XHK H15  H15 H  0 1 N N N N N N 7.392 -0.176 2.561  0.711  2.179  0.068  H15  XHK 32 
XHK H16  H16 H  0 1 N N N N N N 1.729 -0.341 -3.958 -7.143 -1.612 -0.398 H16  XHK 33 
XHK H17  H17 H  0 1 N N N N N N 2.800 -1.283 -4.754 -7.244 -1.825 1.248  H17  XHK 34 
# 
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 
XHK N13 C12  SING N N 1  
XHK C12 C11  SING N N 2  
XHK C11 C10  SING N N 3  
XHK C10 C14  DOUB Y N 4  
XHK C10 C09  SING Y N 5  
XHK C14 C15  SING Y N 6  
XHK C09 C08  DOUB Y N 7  
XHK C15 C07  DOUB Y N 8  
XHK C08 C07  SING Y N 9  
XHK C07 N06  SING N N 10 
XHK N06 C05  SING N N 11 
XHK N04 C05  SING N N 12 
XHK N04 C03  DOUB N N 13 
XHK C05 C16  DOUB N N 14 
XHK C03 N02  SING N N 15 
XHK C16 CL17 SING N N 16 
XHK C16 C18  SING N N 17 
XHK N02 C18  SING N N 18 
XHK N02 C01  SING N N 19 
XHK C18 O19  DOUB N N 20 
XHK C01 H1   SING N N 21 
XHK C01 H2   SING N N 22 
XHK C01 H3   SING N N 23 
XHK C03 H4   SING N N 24 
XHK C08 H6   SING N N 25 
XHK C09 H7   SING N N 26 
XHK C11 H8   SING N N 27 
XHK C11 H9   SING N N 28 
XHK C12 H10  SING N N 29 
XHK C12 H11  SING N N 30 
XHK C14 H12  SING N N 31 
XHK C15 H13  SING N N 32 
XHK N06 H15  SING N N 33 
XHK N13 H16  SING N N 34 
XHK N13 H17  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 
XHK SMILES           ACDLabs              12.01 "ClC1=C(N=CN(C)C1=O)Nc1ccc(CCN)cc1"                                                                   
XHK InChI            InChI                1.06  "InChI=1S/C13H15ClN4O/c1-18-8-16-12(11(14)13(18)19)17-10-4-2-9(3-5-10)6-7-15/h2-5,8,17H,6-7,15H2,1H3" 
XHK InChIKey         InChI                1.06  SGIPWPOFBZCITE-UHFFFAOYSA-N                                                                           
XHK SMILES_CANONICAL CACTVS               3.385 "CN1C=NC(=C(Cl)C1=O)Nc2ccc(CCN)cc2"                                                                   
XHK SMILES           CACTVS               3.385 "CN1C=NC(=C(Cl)C1=O)Nc2ccc(CCN)cc2"                                                                   
XHK SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CN1C=NC(=C(C1=O)Cl)Nc2ccc(cc2)CCN"                                                                   
XHK SMILES           "OpenEye OEToolkits" 2.0.7 "CN1C=NC(=C(C1=O)Cl)Nc2ccc(cc2)CCN"                                                                   
# 
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 
XHK "SYSTEMATIC NAME" ACDLabs              12.01 "6-[4-(2-aminoethyl)anilino]-5-chloro-3-methylpyrimidin-4(3H)-one"        
XHK "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "6-[[4-(2-azanylethyl)phenyl]amino]-5-chloranyl-3-methyl-pyrimidin-4-one" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
XHK "Create component" 2022-11-17 RCSB 
XHK "Initial release"  2024-05-22 RCSB 
# 
