data_X6A
# 
_chem_comp.id                                    X6A 
_chem_comp.name                                  "2-{[(2-aminopyrimidin-5-yl)methyl]amino}-4-chloro-5-nitrobenzamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H11 Cl N6 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2011-03-02 
_chem_comp.pdbx_modified_date                    2012-08-03 
_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                        322.707 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     X6A 
_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        3QWJ 
_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 
X6A N01  N01  N  0  1 N N N -37.441 -81.846 -47.707 0.938  -0.151 0.032  N01  X6A 1  
X6A N02  N02  N  0  1 N N N -40.051 -81.375 -50.853 -1.133 -3.790 -0.071 N02  X6A 2  
X6A N03  N03  N  0  1 Y N N -35.892 -82.993 -43.394 5.159  0.311  -1.159 N03  X6A 3  
X6A N04  N04  N  0  1 Y N N -35.764 -84.791 -45.010 5.148  0.554  1.140  N04  X6A 4  
X6A N05  N05  N  1  1 N N N -42.594 -80.171 -46.725 -4.709 -0.094 -0.005 N05  X6A 5  
X6A N06  N06  N  0  1 N N N -35.610 -85.133 -42.790 7.146  0.047  0.041  N06  X6A 6  
X6A C07  C07  C  0  1 Y N N -40.988 -81.009 -48.229 -2.564 -1.323 0.022  C07  X6A 7  
X6A C08  C08  C  0  1 Y N N -39.652 -81.453 -48.513 -1.167 -1.348 0.030  C08  X6A 8  
X6A C09  C09  C  0  1 Y N N -38.668 -81.451 -47.470 -0.451 -0.140 0.024  C09  X6A 9  
X6A C10  C10  C  0  1 Y N N -39.055 -81.020 -46.171 -1.139 1.066  0.012  C10  X6A 10 
X6A C11  C11  C  0  1 Y N N -40.363 -80.592 -45.888 -2.520 1.074  0.004  C11  X6A 11 
X6A C12  C12  C  0  1 Y N N -41.368 -80.570 -46.926 -3.230 -0.118 0.009  C12  X6A 12 
X6A C13  C13  C  0  1 N N N -39.356 -81.875 -49.786 -0.448 -2.635 0.044  C13  X6A 13 
X6A C14  C14  C  0  1 N N N -36.264 -81.477 -46.868 1.681  1.104  -0.097 C14  X6A 14 
X6A C15  C15  C  0  1 Y N N -36.076 -82.489 -45.770 3.160  0.818  -0.060 C15  X6A 15 
X6A C16  C16  C  0  1 Y N N -36.048 -82.117 -44.423 3.861  0.558  -1.227 C16  X6A 16 
X6A C17  C17  C  0  1 Y N N -35.756 -84.302 -43.737 5.788  0.310  0.007  C17  X6A 17 
X6A C18  C18  C  0  1 Y N N -35.927 -83.861 -46.007 3.850  0.809  1.143  C18  X6A 18 
X6A O19  O19  O  0  1 N N N -38.491 -82.710 -49.974 0.762  -2.654 0.159  O19  X6A 19 
X6A O20  O20  O  0  1 N N N -43.007 -79.737 -45.561 -5.335 -1.139 -0.006 O20  X6A 20 
X6A O21  O21  O  -1 1 N N N -43.465 -80.186 -47.700 -5.302 0.970  -0.016 O21  X6A 21 
X6A CL22 CL22 CL 0  0 N N N -40.677 -80.129 -44.282 -3.374 2.586  -0.011 CL22 X6A 22 
X6A HN01 HN01 H  0  0 N N N -37.481 -82.844 -47.666 1.415  -0.990 0.128  HN01 X6A 23 
X6A H102 H102 H  0  0 N N N -39.846 -81.696 -51.778 -2.098 -3.775 -0.163 H102 X6A 24 
X6A H202 H202 H  0  0 N N N -40.764 -80.689 -50.708 -0.660 -4.637 -0.062 H202 X6A 25 
X6A H106 H106 H  0  0 N N N -35.521 -86.055 -43.166 7.618  0.043  0.888  H106 X6A 26 
X6A H206 H206 H  0  0 N N N -34.787 -84.904 -42.270 7.626  -0.134 -0.782 H206 X6A 27 
X6A H07  H07  H  0  1 N N N -41.722 -81.007 -49.021 -3.121 -2.249 0.021  H07  X6A 28 
X6A H10  H10  H  0  1 N N N -38.321 -81.022 -45.378 -0.594 1.998  0.008  H10  X6A 29 
X6A H114 H114 H  0  0 N N N -35.362 -81.452 -47.498 1.427  1.581  -1.044 H114 X6A 30 
X6A H214 H214 H  0  0 N N N -36.432 -80.485 -46.423 1.419  1.769  0.726  H214 X6A 31 
X6A H16  H16  H  0  1 N N N -36.157 -81.069 -44.184 3.354  0.558  -2.181 H16  X6A 32 
X6A H18  H18  H  0  1 N N N -35.941 -84.207 -47.030 3.333  1.009  2.070  H18  X6A 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 
X6A N01 C09  SING N N 1  
X6A N01 C14  SING N N 2  
X6A N01 HN01 SING N N 3  
X6A N02 C13  SING N N 4  
X6A N02 H102 SING N N 5  
X6A N02 H202 SING N N 6  
X6A N04 C17  DOUB Y N 7  
X6A N05 O20  DOUB N N 8  
X6A N06 H106 SING N N 9  
X6A N06 H206 SING N N 10 
X6A C07 C12  SING Y N 11 
X6A C07 H07  SING N N 12 
X6A C08 C07  DOUB Y N 13 
X6A C08 C09  SING Y N 14 
X6A C09 C10  DOUB Y N 15 
X6A C10 C11  SING Y N 16 
X6A C10 H10  SING N N 17 
X6A C11 CL22 SING N N 18 
X6A C12 N05  SING N N 19 
X6A C12 C11  DOUB Y N 20 
X6A C13 C08  SING N N 21 
X6A C14 C15  SING N N 22 
X6A C14 H114 SING N N 23 
X6A C14 H214 SING N N 24 
X6A C15 C16  SING Y N 25 
X6A C16 N03  DOUB Y N 26 
X6A C16 H16  SING N N 27 
X6A C17 N03  SING Y N 28 
X6A C17 N06  SING N N 29 
X6A C18 C15  DOUB Y N 30 
X6A C18 N04  SING Y N 31 
X6A C18 H18  SING N N 32 
X6A O19 C13  DOUB N N 33 
X6A O21 N05  SING N N 34 
# 
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 
X6A SMILES           ACDLabs              12.01 "[O-][N+](=O)c2c(Cl)cc(NCc1cnc(nc1)N)c(C(=O)N)c2"                                                                              
X6A SMILES_CANONICAL CACTVS               3.370 "NC(=O)c1cc(c(Cl)cc1NCc2cnc(N)nc2)[N+]([O-])=O"                                                                                
X6A SMILES           CACTVS               3.370 "NC(=O)c1cc(c(Cl)cc1NCc2cnc(N)nc2)[N+]([O-])=O"                                                                                
X6A SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1c(c(cc(c1[N+](=O)[O-])Cl)NCc2cnc(nc2)N)C(=O)N"                                                                              
X6A SMILES           "OpenEye OEToolkits" 1.7.0 "c1c(c(cc(c1[N+](=O)[O-])Cl)NCc2cnc(nc2)N)C(=O)N"                                                                              
X6A InChI            InChI                1.03  "InChI=1S/C12H11ClN6O3/c13-8-2-9(7(11(14)20)1-10(8)19(21)22)16-3-6-4-17-12(15)18-5-6/h1-2,4-5,16H,3H2,(H2,14,20)(H2,15,17,18)" 
X6A InChIKey         InChI                1.03  JNHRQRICVGMRKT-UHFFFAOYSA-N                                                                                                    
# 
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 
X6A "SYSTEMATIC NAME" ACDLabs              12.01 "2-{[(2-aminopyrimidin-5-yl)methyl]amino}-4-chloro-5-nitrobenzamide" 
X6A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "2-[(2-azanylpyrimidin-5-yl)methylamino]-4-chloro-5-nitro-benzamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
X6A "Create component"  2011-03-02 RCSB 
X6A "Modify descriptor" 2011-06-04 RCSB 
# 
