data_ASH
# 
_chem_comp.id                                    ASH 
_chem_comp.name                                  "3-chloro-N-(4-morpholin-4-ylphenyl)-6-pyridin-3-ylimidazo[1,2-a]pyrazin-8-amine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H19 Cl N6 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2010-08-03 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        406.868 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ASH 
_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        2XNE 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
ASH C10  C10  C  0 1 Y N N 6.088  -30.957 -2.548  -0.525 -2.792 0.312  C10  ASH 1  
ASH C11  C11  C  0 1 Y N N 6.608  -30.440 -1.353  -0.292 -4.156 0.366  C11  ASH 2  
ASH C12  C12  C  0 1 Y N N 6.963  -29.096 -1.291  -1.361 -5.029 0.270  C12  ASH 3  
ASH C14  C14  C  0 1 Y N N 6.292  -28.837 -3.514  -2.865 -3.293 0.083  C14  ASH 4  
ASH C16  C16  C  0 1 Y N N 3.886  -32.475 -6.078  -1.377 1.287  0.136  C16  ASH 5  
ASH C19  C19  C  0 1 Y N N 2.631  -34.134 -3.345  1.939  2.346  1.048  C19  ASH 6  
ASH C21  C21  C  0 1 Y N N 1.076  -35.837 -2.384  3.605  0.798  0.287  C21  ASH 7  
ASH C24  C24  C  0 1 N N N 0.109  -36.919 1.267   6.530  -1.334 -0.490 C24  ASH 8  
ASH CL   CL   CL 0 0 N N N 6.210  -29.038 -9.159  -6.483 0.885  -0.378 CL   ASH 9  
ASH C02  C02  C  0 1 Y N N 5.281  -30.322 -8.679  -4.885 1.547  -0.229 C02  ASH 10 
ASH C03  C03  C  0 1 Y N N 4.528  -31.190 -9.473  -4.556 2.861  -0.224 C03  ASH 11 
ASH N04  N04  N  0 1 Y N N 3.880  -32.136 -8.691  -3.233 2.967  -0.091 N04  ASH 12 
ASH C05  C05  C  0 1 Y N N 4.220  -31.870 -7.393  -2.707 1.757  -0.011 C05  ASH 13 
ASH N06  N06  N  0 1 Y N N 5.103  -30.730 -7.357  -3.728 0.843  -0.095 N06  ASH 14 
ASH C07  C07  C  0 1 Y N N 5.649  -30.180 -6.192  -3.437 -0.494 -0.036 C07  ASH 15 
ASH C08  C08  C  0 1 Y N N 5.305  -30.772 -4.995  -2.148 -0.900 0.104  C08  ASH 16 
ASH C09  C09  C  0 1 Y N N 5.901  -30.184 -3.711  -1.843 -2.350 0.167  C09  ASH 17 
ASH N13  N13  N  0 1 Y N N 6.803  -28.302 -2.375  -2.594 -4.581 0.129  N13  ASH 18 
ASH N15  N15  N  0 1 Y N N 4.438  -31.906 -4.991  -1.144 -0.008 0.182  N15  ASH 19 
ASH N17  N17  N  0 1 N N N 2.992  -33.653 -5.873  -0.326 2.187  0.224  N17  ASH 20 
ASH C18  C18  C  0 1 Y N N 2.364  -34.363 -4.709  0.994  1.721  0.244  C18  ASH 21 
ASH C20  C20  C  0 1 Y N N 2.033  -34.816 -2.259  3.241  1.888  1.067  C20  ASH 22 
ASH N22  N22  N  0 1 N N N 0.475  -36.521 -1.255  4.925  0.333  0.307  N22  ASH 23 
ASH C23  C23  C  0 1 N N N 0.693  -36.018 0.127   5.090  -0.822 -0.587 C23  ASH 24 
ASH O25  O25  O  0 1 N N N -0.112 -38.221 0.828   7.432  -0.271 -0.808 O25  ASH 25 
ASH C26  C26  C  0 1 N N N -1.105 -38.236 -0.152  7.300  0.871  0.043  C26  ASH 26 
ASH C27  C27  C  0 1 N N N -0.797 -37.282 -1.358  5.868  1.406  -0.049 C27  ASH 27 
ASH C28  C28  C  0 1 Y N N 0.785  -36.089 -3.753  2.662  0.176  -0.520 C28  ASH 28 
ASH C29  C29  C  0 1 Y N N 1.383  -35.404 -4.834  1.360  0.635  -0.540 C29  ASH 29 
ASH H10  H10  H  0 1 N N N 5.817  -32.002 -2.579  0.291  -2.088 0.384  H10  ASH 30 
ASH H11  H11  H  0 1 N N N 6.732  -31.078 -0.490  0.713  -4.534 0.480  H11  ASH 31 
ASH H12  H12  H  0 1 N N N 7.367  -28.686 -0.377  -1.183 -6.093 0.312  H12  ASH 32 
ASH H14  H14  H  0 1 N N N 6.172  -28.168 -4.354  -3.888 -2.965 -0.033 H14  ASH 33 
ASH H19  H19  H  0 1 N N N 3.356  -33.370 -3.107  1.656  3.194  1.654  H19  ASH 34 
ASH H24  H24  H  0 1 N N N 0.826  -36.944 2.101   6.724  -1.685 0.524  H24  ASH 35 
ASH H24A H24A H  0 0 N N N -0.854 -36.493 1.584   6.672  -2.155 -1.192 H24A ASH 36 
ASH H03  H03  H  0 1 N N N 4.459  -31.133 -10.549 -5.248 3.685  -0.313 H03  ASH 37 
ASH H07  H07  H  0 1 N N N 6.312  -29.328 -6.229  -4.231 -1.224 -0.101 H07  ASH 38 
ASH HN17 HN17 H  0 0 N N N 2.746  -34.083 -6.742  -0.505 3.139  0.271  HN17 ASH 39 
ASH H20  H20  H  0 1 N N N 2.334  -34.531 -1.262  3.977  2.377  1.689  H20  ASH 40 
ASH H23  H23  H  0 1 N N N 0.210  -35.033 0.202   4.879  -0.522 -1.613 H23  ASH 41 
ASH H23A H23A H  0 0 N N N 1.782  -35.998 0.279   4.402  -1.613 -0.290 H23A ASH 42 
ASH H26  H26  H  0 1 N N N -1.192 -39.262 -0.538  7.516  0.584  1.072  H26  ASH 43 
ASH H26A H26A H  0 0 N N N -2.035 -37.884 0.317   7.999  1.644  -0.275 H26A ASH 44 
ASH H27  H27  H  0 1 N N N -1.617 -36.552 -1.422  5.670  1.742  -1.067 H27  ASH 45 
ASH H27A H27A H  0 0 N N N -0.700 -37.927 -2.244  5.747  2.241  0.641  H27A ASH 46 
ASH H28  H28  H  0 1 N N N 0.059  -36.855 -3.981  2.945  -0.672 -1.127 H28  ASH 47 
ASH H29  H29  H  0 1 N N N 1.079  -35.685 -5.831  0.625  0.148  -1.165 H29  ASH 48 
# 
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 
ASH C09 C10  DOUB Y N 1  
ASH C10 C11  SING Y N 2  
ASH C10 H10  SING N N 3  
ASH C11 C12  DOUB Y N 4  
ASH C11 H11  SING N N 5  
ASH N13 C12  SING Y N 6  
ASH C12 H12  SING N N 7  
ASH C09 C14  SING Y N 8  
ASH C14 N13  DOUB Y N 9  
ASH C14 H14  SING N N 10 
ASH C05 C16  SING Y N 11 
ASH C16 N17  SING N N 12 
ASH C16 N15  DOUB Y N 13 
ASH C18 C19  DOUB Y N 14 
ASH C19 C20  SING Y N 15 
ASH C19 H19  SING N N 16 
ASH C28 C21  SING Y N 17 
ASH C21 C20  DOUB Y N 18 
ASH C21 N22  SING N N 19 
ASH C23 C24  SING N N 20 
ASH O25 C24  SING N N 21 
ASH C24 H24  SING N N 22 
ASH C24 H24A SING N N 23 
ASH CL  C02  SING N N 24 
ASH C03 C02  DOUB Y N 25 
ASH C02 N06  SING Y N 26 
ASH C03 N04  SING Y N 27 
ASH C03 H03  SING N N 28 
ASH N04 C05  DOUB Y N 29 
ASH C05 N06  SING Y N 30 
ASH N06 C07  SING Y N 31 
ASH C07 C08  DOUB Y N 32 
ASH C07 H07  SING N N 33 
ASH C08 N15  SING Y N 34 
ASH C08 C09  SING Y N 35 
ASH N17 C18  SING N N 36 
ASH N17 HN17 SING N N 37 
ASH C29 C18  SING Y N 38 
ASH C20 H20  SING N N 39 
ASH C27 N22  SING N N 40 
ASH N22 C23  SING N N 41 
ASH C23 H23  SING N N 42 
ASH C23 H23A SING N N 43 
ASH C26 O25  SING N N 44 
ASH C27 C26  SING N N 45 
ASH C26 H26  SING N N 46 
ASH C26 H26A SING N N 47 
ASH C27 H27  SING N N 48 
ASH C27 H27A SING N N 49 
ASH C29 C28  DOUB Y N 50 
ASH C28 H28  SING N N 51 
ASH C29 H29  SING N N 52 
# 
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 
ASH SMILES           ACDLabs              10.04 "Clc1cnc2n1cc(nc2Nc4ccc(N3CCOCC3)cc4)c5cccnc5"                                                                                                    
ASH SMILES_CANONICAL CACTVS               3.352 "Clc1cnc2n1cc(nc2Nc3ccc(cc3)N4CCOCC4)c5cccnc5"                                                                                                    
ASH SMILES           CACTVS               3.352 "Clc1cnc2n1cc(nc2Nc3ccc(cc3)N4CCOCC4)c5cccnc5"                                                                                                    
ASH SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "c1cc(cnc1)c2cn3c(cnc3c(n2)Nc4ccc(cc4)N5CCOCC5)Cl"                                                                                                
ASH SMILES           "OpenEye OEToolkits" 1.6.1 "c1cc(cnc1)c2cn3c(cnc3c(n2)Nc4ccc(cc4)N5CCOCC5)Cl"                                                                                                
ASH InChI            InChI                1.03  "InChI=1S/C21H19ClN6O/c22-19-13-24-21-20(26-18(14-28(19)21)15-2-1-7-23-12-15)25-16-3-5-17(6-4-16)27-8-10-29-11-9-27/h1-7,12-14H,8-11H2,(H,25,26)" 
ASH InChIKey         InChI                1.03  FXFAGYZXIGMEEG-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 
ASH "SYSTEMATIC NAME" ACDLabs              10.04 "3-chloro-N-(4-morpholin-4-ylphenyl)-6-pyridin-3-ylimidazo[1,2-a]pyrazin-8-amine"  
ASH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "3-chloro-N-(4-morpholin-4-ylphenyl)-6-pyridin-3-yl-imidazo[2,1-c]pyrazin-8-amine" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
ASH "Create component"     2010-08-03 EBI  
ASH "Modify aromatic_flag" 2011-06-04 RCSB 
ASH "Modify descriptor"    2011-06-04 RCSB 
# 
