data_AU5
# 
_chem_comp.id                                    AU5 
_chem_comp.name                                  "9-CYCLOPENTYL-2-[[2-METHOXY-4-[(1-METHYLPIPERIDIN-4-YL)OXY]-PHENYL]AMINO]-7-METHYL-7,9-DIHYDRO-8H-PURIN-8-ONE" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H32 N6 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-09-14 
_chem_comp.pdbx_modified_date                    2015-09-18 
_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                        452.549 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AU5 
_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        5AP0 
_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 
AU5 O    O    O 0 1 N N N -2.827 15.945 -18.002 -6.227 1.999  -0.415 O    AU5 1  
AU5 C4   C4   C 0 1 N N N -2.090 14.991 -18.004 -5.100 1.540  -0.397 C4   AU5 2  
AU5 N2   N2   N 0 1 N N N -1.720 14.258 -19.149 -4.003 2.157  -0.880 N2   AU5 3  
AU5 C10  C10  C 0 1 N N N -2.187 14.557 -20.488 -3.967 3.480  -1.508 C10  AU5 4  
AU5 C2   C2   C 0 1 Y N N -0.866 13.224 -18.759 -2.910 1.318  -0.676 C2   AU5 5  
AU5 C3   C3   C 0 1 Y N N -0.206 12.215 -19.420 -1.557 1.404  -0.953 C3   AU5 6  
AU5 N    N    N 0 1 Y N N 0.546  11.333 -18.753 -0.769 0.393  -0.614 N    AU5 7  
AU5 N3   N3   N 0 1 N N N -1.450 14.394 -16.886 -4.759 0.342  0.113  N3   AU5 8  
AU5 C5   C5   C 0 1 N N N -1.544 14.866 -15.498 -5.678 -0.616 0.732  C5   AU5 9  
AU5 C9   C9   C 0 1 N N N -0.174 15.254 -14.921 -6.758 -1.039 -0.279 C9   AU5 10 
AU5 C8   C8   C 0 1 N N N -0.253 14.989 -13.421 -8.115 -0.618 0.323  C8   AU5 11 
AU5 C7   C7   C 0 1 N N N -1.404 14.011 -13.197 -7.756 0.526  1.303  C7   AU5 12 
AU5 C6   C6   C 0 1 N N N -2.066 13.777 -14.553 -6.416 0.047  1.913  C6   AU5 13 
AU5 C1   C1   C 0 1 Y N N -0.705 13.303 -17.342 -3.397 0.164  -0.048 C1   AU5 14 
AU5 N1   N1   N 0 1 Y N N 0.026  12.452 -16.603 -2.549 -0.807 0.262  N1   AU5 15 
AU5 C    C    C 0 1 Y N N 0.614  11.481 -17.379 -1.260 -0.686 -0.021 C    AU5 16 
AU5 N4   N4   N 0 1 N N N 1.347  10.480 -16.778 -0.399 -1.719 0.315  N4   AU5 17 
AU5 C11  C11  C 0 1 Y N N 1.609  10.285 -15.410 0.985  -1.561 0.148  C11  AU5 18 
AU5 C16  C16  C 0 1 Y N N 1.541  9.029  -14.818 1.783  -2.665 -0.144 C16  AU5 19 
AU5 O1   O1   O 0 1 N N N 1.165  7.945  -15.557 1.222  -3.897 -0.269 O1   AU5 20 
AU5 C17  C17  C 0 1 N N N 2.167  6.966  -15.641 2.101  -4.983 -0.570 C17  AU5 21 
AU5 C15  C15  C 0 1 Y N N 1.824  8.838  -13.476 3.149  -2.505 -0.309 C15  AU5 22 
AU5 C14  C14  C 0 1 Y N N 2.178  9.932  -12.718 3.719  -1.247 -0.182 C14  AU5 23 
AU5 C13  C13  C 0 1 Y N N 2.237  11.215 -13.273 2.924  -0.149 0.110  C13  AU5 24 
AU5 C12  C12  C 0 1 Y N N 1.956  11.386 -14.616 1.559  -0.305 0.269  C12  AU5 25 
AU5 O2   O2   O 0 1 N N N 2.542  9.789  -11.413 5.061  -1.090 -0.343 O2   AU5 26 
AU5 C18  C18  C 0 1 N N N 1.812  10.491 -10.435 5.577  0.238  -0.231 C18  AU5 27 
AU5 C22  C22  C 0 1 N N N 2.703  10.543 -9.186  6.925  0.325  -0.952 C22  AU5 28 
AU5 C21  C21  C 0 1 N N N 1.897  11.081 -7.999  7.501  1.732  -0.776 C21  AU5 29 
AU5 N5   N5   N 0 1 N N N 0.696  10.271 -7.698  7.671  2.018  0.654  N5   AU5 30 
AU5 C23  C23  C 0 1 N N N -0.042 10.796 -6.522  8.350  3.305  0.857  C23  AU5 31 
AU5 C20  C20  C 0 1 N N N -0.152 10.175 -8.911  6.383  1.986  1.359  C20  AU5 32 
AU5 C19  C19  C 0 1 N N N 0.581  9.625  -10.148 5.773  0.587  1.247  C19  AU5 33 
AU5 H101 H101 H 0 0 N N N -1.752 13.838 -21.198 -4.972 3.900  -1.529 H101 AU5 34 
AU5 H102 H102 H 0 0 N N N -3.284 14.484 -20.518 -3.311 4.136  -0.935 H102 AU5 35 
AU5 H103 H103 H 0 0 N N N -1.880 15.576 -20.764 -3.589 3.388  -2.526 H103 AU5 36 
AU5 H3   H3   H 0 1 N N N -0.296 12.134 -20.493 -1.149 2.279  -1.437 H3   AU5 37 
AU5 H5   H5   H 0 1 N N N -2.214 15.737 -15.444 -5.128 -1.491 1.078  H5   AU5 38 
AU5 H91C H91C H 0 0 N N N 0.618  14.641 -15.375 -6.598 -0.532 -1.230 H91C AU5 39 
AU5 H92C H92C H 0 0 N N N 0.032  16.318 -15.110 -6.733 -2.119 -0.423 H92C AU5 40 
AU5 H61C H61C H 0 0 N N N -3.159 13.851 -14.458 -6.596 -0.679 2.707  H61C AU5 41 
AU5 H62C H62C H 0 0 N N N -1.798 12.782 -14.938 -5.845 0.894  2.293  H62C AU5 42 
AU5 H81C H81C H 0 0 N N N 0.690  14.549 -13.066 -8.783 -0.256 -0.458 H81C AU5 43 
AU5 H82C H82C H 0 0 N N N -0.446 15.928 -12.882 -8.569 -1.451 0.859  H82C AU5 44 
AU5 H71C H71C H 0 0 N N N -1.020 13.062 -12.796 -7.622 1.466  0.767  H71C AU5 45 
AU5 H72C H72C H 0 0 N N N -2.131 14.439 -12.491 -8.519 0.627  2.076  H72C AU5 46 
AU5 H4   H4   H 0 1 N N N 1.745  9.803  -17.397 -0.753 -2.552 0.665  H4   AU5 47 
AU5 H12  H12  H 0 1 N N N 2.004  12.372 -15.055 0.941  0.553  0.491  H12  AU5 48 
AU5 H15  H15  H 0 1 N N N 1.768  7.854  -13.034 3.769  -3.359 -0.535 H15  AU5 49 
AU5 H171 H171 H 0 0 N N N 1.806  6.122  -16.246 2.602  -4.792 -1.519 H171 AU5 50 
AU5 H172 H172 H 0 0 N N N 3.063  7.398  -16.112 2.844  -5.078 0.221  H172 AU5 51 
AU5 H173 H173 H 0 0 N N N 2.419  6.611  -14.631 1.526  -5.906 -0.641 H173 AU5 52 
AU5 H13  H13  H 0 1 N N N 2.499  12.063 -12.658 3.370  0.829  0.209  H13  AU5 53 
AU5 H18  H18  H 0 1 N N N 1.520  11.502 -10.756 4.876  0.940  -0.682 H18  AU5 54 
AU5 H221 H221 H 0 0 N N N 3.066  9.531  -8.953  7.613  -0.405 -0.527 H221 AU5 55 
AU5 H222 H222 H 0 0 N N N 3.561  11.205 -9.376  6.784  0.119  -2.013 H222 AU5 56 
AU5 H191 H191 H 0 0 N N N -0.095 9.648  -11.016 4.810  0.568  1.757  H191 AU5 57 
AU5 H192 H192 H 0 0 N N N 0.897  8.589  -9.957  6.443  -0.140 1.706  H192 AU5 58 
AU5 H211 H211 H 0 0 N N N 2.545  11.089 -7.110  8.467  1.794  -1.276 H211 AU5 59 
AU5 H212 H212 H 0 0 N N N 1.578  12.108 -8.229  6.819  2.461  -1.214 H212 AU5 60 
AU5 H231 H231 H 0 0 N N N -0.925 10.168 -6.332  7.758  4.103  0.409  H231 AU5 61 
AU5 H232 H232 H 0 0 N N N 0.615  10.781 -5.640  8.463  3.492  1.925  H232 AU5 62 
AU5 H233 H233 H 0 0 N N N -0.363 11.829 -6.722  9.333  3.274  0.387  H233 AU5 63 
AU5 H201 H201 H 0 0 N N N -1.000 9.511  -8.688  6.537  2.232  2.409  H201 AU5 64 
AU5 H202 H202 H 0 0 N N N -0.527 11.181 -9.151  5.706  2.714  0.911  H202 AU5 65 
# 
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 
AU5 O   C4   DOUB N N 1  
AU5 C4  N2   SING N N 2  
AU5 C4  N3   SING N N 3  
AU5 N2  C10  SING N N 4  
AU5 N2  C2   SING N N 5  
AU5 C2  C3   SING Y N 6  
AU5 C2  C1   DOUB Y N 7  
AU5 C3  N    DOUB Y N 8  
AU5 N   C    SING Y N 9  
AU5 N3  C5   SING N N 10 
AU5 N3  C1   SING N N 11 
AU5 C5  C9   SING N N 12 
AU5 C5  C6   SING N N 13 
AU5 C9  C8   SING N N 14 
AU5 C8  C7   SING N N 15 
AU5 C7  C6   SING N N 16 
AU5 C1  N1   SING Y N 17 
AU5 N1  C    DOUB Y N 18 
AU5 C   N4   SING N N 19 
AU5 N4  C11  SING N N 20 
AU5 C11 C16  SING Y N 21 
AU5 C11 C12  DOUB Y N 22 
AU5 C16 O1   SING N N 23 
AU5 C16 C15  DOUB Y N 24 
AU5 O1  C17  SING N N 25 
AU5 C15 C14  SING Y N 26 
AU5 C14 C13  DOUB Y N 27 
AU5 C14 O2   SING N N 28 
AU5 C13 C12  SING Y N 29 
AU5 O2  C18  SING N N 30 
AU5 C18 C22  SING N N 31 
AU5 C18 C19  SING N N 32 
AU5 C22 C21  SING N N 33 
AU5 C21 N5   SING N N 34 
AU5 N5  C23  SING N N 35 
AU5 N5  C20  SING N N 36 
AU5 C20 C19  SING N N 37 
AU5 C10 H101 SING N N 38 
AU5 C10 H102 SING N N 39 
AU5 C10 H103 SING N N 40 
AU5 C3  H3   SING N N 41 
AU5 C5  H5   SING N N 42 
AU5 C9  H91C SING N N 43 
AU5 C9  H92C SING N N 44 
AU5 C6  H61C SING N N 45 
AU5 C6  H62C SING N N 46 
AU5 C8  H81C SING N N 47 
AU5 C8  H82C SING N N 48 
AU5 C7  H71C SING N N 49 
AU5 C7  H72C SING N N 50 
AU5 N4  H4   SING N N 51 
AU5 C12 H12  SING N N 52 
AU5 C15 H15  SING N N 53 
AU5 C17 H171 SING N N 54 
AU5 C17 H172 SING N N 55 
AU5 C17 H173 SING N N 56 
AU5 C13 H13  SING N N 57 
AU5 C18 H18  SING N N 58 
AU5 C22 H221 SING N N 59 
AU5 C22 H222 SING N N 60 
AU5 C19 H191 SING N N 61 
AU5 C19 H192 SING N N 62 
AU5 C21 H211 SING N N 63 
AU5 C21 H212 SING N N 64 
AU5 C23 H231 SING N N 65 
AU5 C23 H232 SING N N 66 
AU5 C23 H233 SING N N 67 
AU5 C20 H201 SING N N 68 
AU5 C20 H202 SING N N 69 
# 
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 
AU5 InChI            InChI                1.03  "InChI=1S/C24H32N6O3/c1-28-12-10-17(11-13-28)33-18-8-9-19(21(14-18)32-3)26-23-25-15-20-22(27-23)30(24(31)29(20)2)16-6-4-5-7-16/h8-9,14-17H,4-7,10-13H2,1-3H3,(H,25,26,27)" 
AU5 InChIKey         InChI                1.03  YUKWVHPTFRQHMF-UHFFFAOYSA-N                                                                                                                                                
AU5 SMILES_CANONICAL CACTVS               3.385 "COc1cc(OC2CCN(C)CC2)ccc1Nc3ncc4N(C)C(=O)N(C5CCCC5)c4n3"                                                                                                                   
AU5 SMILES           CACTVS               3.385 "COc1cc(OC2CCN(C)CC2)ccc1Nc3ncc4N(C)C(=O)N(C5CCCC5)c4n3"                                                                                                                   
AU5 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CN1CCC(CC1)Oc2ccc(c(c2)OC)Nc3ncc4c(n3)N(C(=O)N4C)C5CCCC5"                                                                                                                 
AU5 SMILES           "OpenEye OEToolkits" 1.7.6 "CN1CCC(CC1)Oc2ccc(c(c2)OC)Nc3ncc4c(n3)N(C(=O)N4C)C5CCCC5"                                                                                                                 
# 
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 
AU5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "9-cyclopentyl-2-[[2-methoxy-4-(1-methylpiperidin-4-yl)oxy-phenyl]amino]-7-methyl-purin-8-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 
AU5 "Create component" 2015-09-14 EBI  
AU5 "Initial release"  2015-09-23 RCSB 
# 
