data_1WY
# 
_chem_comp.id                                    1WY 
_chem_comp.name                                  "N-(3-{[5-chloro-4-(1H-indol-3-yl)pyrimidin-2-yl]amino}-4-methoxyphenyl)propanamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H20 Cl N5 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2013-07-18 
_chem_comp.pdbx_modified_date                    2013-08-23 
_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                        421.880 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     1WY 
_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        4LI5 
_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 
1WY C2  C2  C  0 1 Y N N 53.182 -0.212 -19.231 0.189  -0.306 -0.217 C2  1WY 1  
1WY C3  C3  C  0 1 Y N N 52.523 0.814  -21.284 2.240  0.748  -0.155 C3  1WY 2  
1WY C5  C5  C  0 1 Y N N 53.428 -0.008 -21.944 1.619  1.892  0.361  C5  1WY 3  
1WY C6  C6  C  0 1 Y N N 54.194 -0.925 -21.254 0.251  1.865  0.560  C6  1WY 4  
1WY C8  C8  C  0 1 Y N N 52.253 0.450  -17.007 -1.954 -1.395 -0.422 C8  1WY 5  
1WY C11 C11 C  0 1 Y N N 50.820 2.341  -16.508 -4.014 -0.166 -0.536 C11 1WY 6  
1WY C12 C12 C  0 1 Y N N 50.983 0.484  -14.970 -4.049 -2.511 -0.026 C12 1WY 7  
1WY O14 O14 O  0 1 N N N 52.432 -1.375 -15.526 -2.007 -3.723 0.096  O14 1WY 8  
1WY C15 C15 C  0 1 N N N 51.917 -2.322 -14.597 -2.801 -4.870 0.407  C15 1WY 9  
1WY C17 C17 C  0 1 N N N 50.625 4.611  -17.677 -5.812 1.313  -0.036 C17 1WY 10 
1WY C19 C19 C  0 1 N N N 49.852 5.876  -17.722 -6.611 2.554  -0.337 C19 1WY 11 
1WY C23 C23 C  0 1 Y N N 51.832 2.440  -23.157 4.429  1.668  -1.046 C23 1WY 12 
1WY C24 C24 C  0 1 Y N N 50.453 2.288  -21.435 4.646  -0.317 0.035  C24 1WY 13 
1WY C27 C27 C  0 1 Y N N 49.760 2.018  -20.262 4.513  -1.516 0.732  C27 1WY 14 
1WY C30 C30 C  0 1 Y N N 48.048 3.593  -20.951 6.876  -1.879 0.534  C30 1WY 15 
1WY CL1 CL1 CL 0 0 N N N 53.646 0.060  -23.626 2.544  3.313  0.734  CL1 1WY 16 
1WY C22 C22 C  0 1 Y N N 51.654 1.814  -21.931 3.700  0.727  -0.392 C22 1WY 17 
1WY C28 C28 C  0 1 Y N N 48.552 2.678  -20.021 5.627  -2.289 0.978  C28 1WY 18 
1WY C29 C29 C  0 1 Y N N 48.757 3.855  -22.125 7.019  -0.706 -0.174 C29 1WY 19 
1WY C26 C26 C  0 1 Y N N 49.953 3.192  -22.342 5.909  0.094  -0.423 C26 1WY 20 
1WY N25 N25 N  0 1 Y N N 50.795 3.274  -23.378 5.740  1.301  -1.069 N25 1WY 21 
1WY N1  N1  N  0 1 Y N N 52.417 0.682  -19.927 1.495  -0.323 -0.429 N1  1WY 22 
1WY N4  N4  N  0 1 Y N N 54.070 -1.033 -19.892 -0.426 0.765  0.265  N4  1WY 23 
1WY N7  N7  N  0 1 N N N 53.099 -0.322 -17.842 -0.558 -1.436 -0.513 N7  1WY 24 
1WY C10 C10 C  0 1 Y N N 51.876 -0.160 -15.815 -2.668 -2.553 -0.115 C10 1WY 25 
1WY C13 C13 C  0 1 Y N N 50.459 1.716  -15.319 -4.721 -1.321 -0.230 C13 1WY 26 
1WY C9  C9  C  0 1 Y N N 51.723 1.700  -17.358 -2.630 -0.203 -0.632 C9  1WY 27 
1WY N16 N16 N  0 1 N N N 50.246 3.620  -16.772 -4.698 1.039  -0.744 N16 1WY 28 
1WY O18 O18 O  0 1 N N N 51.554 4.431  -18.435 -6.171 0.560  0.845  O18 1WY 29 
1WY C20 C20 C  0 1 N N N 50.737 7.131  -17.687 -7.816 2.626  0.603  C20 1WY 30 
1WY H1  H1  H  0 1 N N N 54.890 -1.557 -21.785 -0.260 2.730  0.957  H1  1WY 31 
1WY H2  H2  H  0 1 N N N 50.696 0.022  -14.037 -4.601 -3.408 0.212  H2  1WY 32 
1WY H3  H3  H  0 1 N N N 52.572 -3.206 -14.572 -2.152 -5.733 0.551  H3  1WY 33 
1WY H4  H4  H  0 1 N N N 51.876 -1.868 -13.596 -3.366 -4.683 1.320  H4  1WY 34 
1WY H5  H5  H  0 1 N N N 50.905 -2.624 -14.904 -3.491 -5.067 -0.414 H5  1WY 35 
1WY H6  H6  H  0 1 N N N 49.175 5.902  -16.856 -5.984 3.434  -0.192 H6  1WY 36 
1WY H7  H7  H  0 1 N N N 49.261 5.891  -18.650 -6.957 2.522  -1.370 H7  1WY 37 
1WY H8  H8  H  0 1 N N N 52.666 2.285  -23.826 4.029  2.569  -1.485 H8  1WY 38 
1WY H9  H9  H  0 1 N N N 50.149 1.308  -19.547 3.542  -1.838 1.079  H9  1WY 39 
1WY H10 H10 H  0 1 N N N 47.111 4.096  -20.761 7.742  -2.493 0.733  H10 1WY 40 
1WY H11 H11 H  0 1 N N N 48.004 2.480  -19.111 5.527  -3.219 1.518  H11 1WY 41 
1WY H12 H12 H  0 1 N N N 48.380 4.561  -22.850 7.996  -0.396 -0.514 H12 1WY 42 
1WY H13 H13 H  0 1 N N N 50.676 3.856  -24.182 6.452  1.814  -1.481 H13 1WY 43 
1WY H14 H14 H  0 1 N N N 53.685 -1.001 -17.400 -0.112 -2.254 -0.782 H14 1WY 44 
1WY H15 H15 H  0 1 N N N 49.757 2.201  -14.657 -5.798 -1.290 -0.155 H15 1WY 45 
1WY H16 H16 H  0 1 N N N 52.014 2.167  -18.287 -2.080 0.695  -0.870 H16 1WY 46 
1WY H17 H17 H  0 1 N N N 49.443 3.842  -16.219 -4.370 1.677  -1.397 H17 1WY 47 
1WY H18 H18 H  0 1 N N N 50.103 8.029  -17.723 -7.470 2.659  1.636  H18 1WY 48 
1WY H19 H19 H  0 1 N N N 51.328 7.137  -16.759 -8.394 3.524  0.384  H19 1WY 49 
1WY H20 H20 H  0 1 N N N 51.415 7.126  -18.554 -8.443 1.747  0.457  H20 1WY 50 
# 
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 
1WY CL1 C5  SING N N 1  
1WY N25 C23 SING Y N 2  
1WY N25 C26 SING Y N 3  
1WY C23 C22 DOUB Y N 4  
1WY C26 C29 DOUB Y N 5  
1WY C26 C24 SING Y N 6  
1WY C29 C30 SING Y N 7  
1WY C5  C3  DOUB Y N 8  
1WY C5  C6  SING Y N 9  
1WY C22 C24 SING Y N 10 
1WY C22 C3  SING N N 11 
1WY C24 C27 DOUB Y N 12 
1WY C3  N1  SING Y N 13 
1WY C6  N4  DOUB Y N 14 
1WY C30 C28 DOUB Y N 15 
1WY C27 C28 SING Y N 16 
1WY N1  C2  DOUB Y N 17 
1WY N4  C2  SING Y N 18 
1WY C2  N7  SING N N 19 
1WY O18 C17 DOUB N N 20 
1WY N7  C8  SING N N 21 
1WY C19 C20 SING N N 22 
1WY C19 C17 SING N N 23 
1WY C17 N16 SING N N 24 
1WY C9  C8  DOUB Y N 25 
1WY C9  C11 SING Y N 26 
1WY C8  C10 SING Y N 27 
1WY N16 C11 SING N N 28 
1WY C11 C13 DOUB Y N 29 
1WY C10 O14 SING N N 30 
1WY C10 C12 DOUB Y N 31 
1WY O14 C15 SING N N 32 
1WY C13 C12 SING Y N 33 
1WY C6  H1  SING N N 34 
1WY C12 H2  SING N N 35 
1WY C15 H3  SING N N 36 
1WY C15 H4  SING N N 37 
1WY C15 H5  SING N N 38 
1WY C19 H6  SING N N 39 
1WY C19 H7  SING N N 40 
1WY C23 H8  SING N N 41 
1WY C27 H9  SING N N 42 
1WY C30 H10 SING N N 43 
1WY C28 H11 SING N N 44 
1WY C29 H12 SING N N 45 
1WY N25 H13 SING N N 46 
1WY N7  H14 SING N N 47 
1WY C13 H15 SING N N 48 
1WY C9  H16 SING N N 49 
1WY N16 H17 SING N N 50 
1WY C20 H18 SING N N 51 
1WY C20 H19 SING N N 52 
1WY C20 H20 SING N N 53 
# 
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 
1WY SMILES           ACDLabs              12.01 "O=C(Nc1cc(c(OC)cc1)Nc2ncc(Cl)c(n2)c4c3ccccc3nc4)CC"                                                                                                            
1WY InChI            InChI                1.03  "InChI=1S/C22H20ClN5O2/c1-3-20(29)26-13-8-9-19(30-2)18(10-13)27-22-25-12-16(23)21(28-22)15-11-24-17-7-5-4-6-14(15)17/h4-12,24H,3H2,1-2H3,(H,26,29)(H,25,27,28)" 
1WY InChIKey         InChI                1.03  WBICYBFULYQLHC-UHFFFAOYSA-N                                                                                                                                     
1WY SMILES_CANONICAL CACTVS               3.385 "CCC(=O)Nc1ccc(OC)c(Nc2ncc(Cl)c(n2)c3c[nH]c4ccccc34)c1"                                                                                                         
1WY SMILES           CACTVS               3.385 "CCC(=O)Nc1ccc(OC)c(Nc2ncc(Cl)c(n2)c3c[nH]c4ccccc34)c1"                                                                                                         
1WY SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCC(=O)Nc1ccc(c(c1)Nc2ncc(c(n2)c3c[nH]c4c3cccc4)Cl)OC"                                                                                                         
1WY SMILES           "OpenEye OEToolkits" 1.7.6 "CCC(=O)Nc1ccc(c(c1)Nc2ncc(c(n2)c3c[nH]c4c3cccc4)Cl)OC"                                                                                                         
# 
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 
1WY "SYSTEMATIC NAME" ACDLabs              12.01 "N-(3-{[5-chloro-4-(1H-indol-3-yl)pyrimidin-2-yl]amino}-4-methoxyphenyl)propanamide"     
1WY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[3-[[5-chloranyl-4-(1H-indol-3-yl)pyrimidin-2-yl]amino]-4-methoxy-phenyl]propanamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
1WY "Create component" 2013-07-18 RCSB 
1WY "Initial release"  2013-08-28 RCSB 
# 
