data_5UO
# 
_chem_comp.id                                    5UO 
_chem_comp.name                                  "8-[4-[2-[4-(4-chlorophenyl)piperidin-1-yl]ethyl]pyrazol-1-yl]-3~{H}-pyrido[3,4-d]pyrimidin-4-one" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H23 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                     2015-12-03 
_chem_comp.pdbx_modified_date                    2016-01-15 
_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                        434.921 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5UO 
_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        5F3E 
_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 
5UO C1  C1  C  0 1 N N N 4.191  -56.732 -17.363 -7.064 2.108  0.273  C1  5UO 1  
5UO N2  N1  N  0 1 Y N N 6.114  -53.274 -18.883 -3.801 -0.236 -0.683 N2  5UO 2  
5UO C3  C2  C  0 1 Y N N 5.354  -53.334 -17.683 -5.023 -0.808 -0.321 C3  5UO 3  
5UO C4  C3  C  0 1 Y N N 7.153  -52.376 -20.507 -2.338 1.212  -1.446 C4  5UO 4  
5UO C5  C4  C  0 1 Y N N 7.047  -53.737 -20.820 -1.660 0.063  -1.022 C5  5UO 5  
5UO C6  C5  C  0 1 N N N 7.490  -54.440 -22.077 -0.170 -0.156 -1.073 C6  5UO 6  
5UO C9  C6  C  0 1 N N N 8.053  -56.530 -25.786 4.019  0.606  -0.972 C9  5UO 7  
5UO C10 C7  C  0 1 N N N 7.069  -56.339 -26.936 4.706  0.832  0.377  C10 5UO 8  
5UO C11 C8  C  0 1 Y N N 7.625  -56.771 -28.276 6.155  0.429  0.279  C11 5UO 9  
5UO C12 C9  C  0 1 Y N N 8.696  -56.103 -28.854 7.148  1.358  0.526  C12 5UO 10 
5UO C13 C10 C  0 1 Y N N 9.203  -56.491 -30.080 8.477  0.989  0.437  C13 5UO 11 
5UO C18 C11 C  0 1 N N N 6.018  -54.515 -25.567 2.526  0.354  1.497  C18 5UO 12 
5UO C19 C12 C  0 1 Y N N 6.382  -54.282 -19.738 -2.579 -0.816 -0.558 C19 5UO 13 
5UO C20 C13 C  0 1 Y N N 4.350  -52.035 -16.092 -6.283 -2.716 0.056  C20 5UO 14 
5UO C21 C14 C  0 1 Y N N 3.551  -53.067 -15.654 -7.409 -1.990 0.386  C21 5UO 15 
5UO N1  N2  N  0 1 N N N 4.890  -55.732 -17.848 -6.041 1.365  -0.027 N1  5UO 16 
5UO C2  C15 C  0 1 Y N N 4.647  -54.501 -17.286 -6.116 0.014  -0.002 C2  5UO 17 
5UO C7  C16 C  0 1 N N N 6.521  -54.220 -23.226 0.462  0.334  0.232  C7  5UO 18 
5UO C8  C17 C  0 1 N N N 7.443  -56.081 -24.464 2.535  0.960  -0.850 C8  5UO 19 
5UO C14 C18 C  0 1 Y N N 8.631  -57.558 -30.733 8.813  -0.311 0.100  C14 5UO 20 
5UO N3  N3  N  0 1 Y N N 6.597  -52.084 -19.348 -3.618 1.033  -1.246 N3  5UO 21 
5UO C15 C19 C  0 1 Y N N 7.569  -58.241 -30.188 7.818  -1.240 -0.147 C15 5UO 22 
5UO CL  CL1 CL 0 0 N N N 9.268  -58.058 -32.273 10.482 -0.774 -0.019 CL  5UO 23 
5UO C16 C20 C  0 1 Y N N 7.073  -57.843 -28.961 6.489  -0.871 -0.052 C16 5UO 24 
5UO C17 C21 C  0 1 N N N 6.573  -54.897 -26.932 4.010  -0.017 1.444  C17 5UO 25 
5UO N4  N4  N  0 1 N N N 7.032  -54.676 -24.522 1.914  0.120  0.182  N4  5UO 26 
5UO N5  N5  N  0 1 Y N N 5.242  -52.148 -17.081 -5.152 -2.121 -0.280 N5  5UO 27 
5UO C22 C22 C  0 1 Y N N 3.716  -54.310 -16.257 -7.336 -0.598 0.360  C22 5UO 28 
5UO C   C23 C  0 1 N N N 2.941  -55.461 -15.795 -8.476 0.268  0.693  C   5UO 29 
5UO O   O1  O  0 1 N N N 2.035  -55.362 -14.977 -9.554 -0.198 1.012  O   5UO 30 
5UO N   N6  N  0 1 N N N 3.257  -56.629 -16.393 -8.275 1.607  0.631  N   5UO 31 
5UO H1  H1  H  0 1 N N N 4.378  -57.714 -17.772 -6.944 3.181  0.240  H1  5UO 32 
5UO H2  H2  H  0 1 N N N 7.635  -51.648 -21.143 -1.882 2.095  -1.869 H2  5UO 33 
5UO H3  H3  H  0 1 N N N 7.561  -55.519 -21.874 0.036  -1.219 -1.200 H3  5UO 34 
5UO H4  H4  H  0 1 N N N 8.479  -54.056 -22.368 0.250  0.399  -1.911 H4  5UO 35 
5UO H5  H5  H  0 1 N N N 8.321  -57.594 -25.715 4.483  1.240  -1.728 H5  5UO 36 
5UO H6  H6  H  0 1 N N N 8.958  -55.937 -25.985 4.122  -0.440 -1.263 H6  5UO 37 
5UO H7  H7  H  0 1 N N N 6.199  -56.979 -26.725 4.638  1.886  0.649  H7  5UO 38 
5UO H8  H8  H  0 1 N N N 9.141  -55.266 -28.337 6.886  2.372  0.789  H8  5UO 39 
5UO H9  H9  H  0 1 N N N 10.037 -55.964 -30.519 9.254  1.714  0.629  H9  5UO 40 
5UO H10 H10 H  0 1 N N N 5.692  -53.465 -25.593 2.024  -0.259 2.245  H10 5UO 41 
5UO H11 H11 H  0 1 N N N 5.158  -55.160 -25.335 2.424  1.407  1.762  H11 5UO 42 
5UO H12 H12 H  0 1 N N N 6.125  -55.322 -19.602 -2.376 -1.799 -0.161 H12 5UO 43 
5UO H13 H13 H  0 1 N N N 4.250  -51.075 -15.607 -6.326 -3.795 0.074  H13 5UO 44 
5UO H14 H14 H  0 1 N N N 2.823  -52.917 -14.871 -8.327 -2.490 0.658  H14 5UO 45 
5UO H15 H15 H  0 1 N N N 6.305  -53.144 -23.297 0.255  1.396  0.359  H15 5UO 46 
5UO H16 H16 H  0 1 N N N 5.592  -54.767 -23.007 0.041  -0.221 1.070  H16 5UO 47 
5UO H17 H17 H  0 1 N N N 6.563  -56.704 -24.245 2.434  2.009  -0.574 H17 5UO 48 
5UO H18 H18 H  0 1 N N N 8.188  -56.204 -23.664 2.040  0.786  -1.805 H18 5UO 49 
5UO H19 H19 H  0 1 N N N 7.129  -59.077 -30.712 8.079  -2.254 -0.410 H19 5UO 50 
5UO H20 H20 H  0 1 N N N 6.240  -58.377 -28.528 5.712  -1.596 -0.244 H20 5UO 51 
5UO H21 H21 H  0 1 N N N 7.410  -54.228 -27.180 4.112  -1.073 1.193  H21 5UO 52 
5UO H22 H22 H  0 1 N N N 5.780  -54.787 -27.686 4.467  0.172  2.415  H22 5UO 53 
5UO H24 H24 H  0 1 N N N 2.777  -57.457 -16.104 -9.001 2.212  0.848  H24 5UO 54 
# 
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 
5UO CL  C14 SING N N 1  
5UO C14 C15 DOUB Y N 2  
5UO C14 C13 SING Y N 3  
5UO C15 C16 SING Y N 4  
5UO C13 C12 DOUB Y N 5  
5UO C16 C11 DOUB Y N 6  
5UO C12 C11 SING Y N 7  
5UO C11 C10 SING N N 8  
5UO C10 C17 SING N N 9  
5UO C10 C9  SING N N 10 
5UO C17 C18 SING N N 11 
5UO C9  C8  SING N N 12 
5UO C18 N4  SING N N 13 
5UO N4  C8  SING N N 14 
5UO N4  C7  SING N N 15 
5UO C7  C6  SING N N 16 
5UO C6  C5  SING N N 17 
5UO C5  C4  SING Y N 18 
5UO C5  C19 DOUB Y N 19 
5UO C4  N3  DOUB Y N 20 
5UO C19 N2  SING Y N 21 
5UO N3  N2  SING Y N 22 
5UO N2  C3  SING N N 23 
5UO N1  C1  DOUB N N 24 
5UO N1  C2  SING N N 25 
5UO C3  C2  DOUB Y N 26 
5UO C3  N5  SING Y N 27 
5UO C1  N   SING N N 28 
5UO C2  C22 SING Y N 29 
5UO N5  C20 DOUB Y N 30 
5UO N   C   SING N N 31 
5UO C22 C   SING N N 32 
5UO C22 C21 DOUB Y N 33 
5UO C20 C21 SING Y N 34 
5UO C   O   DOUB N N 35 
5UO C1  H1  SING N N 36 
5UO C4  H2  SING N N 37 
5UO C6  H3  SING N N 38 
5UO C6  H4  SING N N 39 
5UO C9  H5  SING N N 40 
5UO C9  H6  SING N N 41 
5UO C10 H7  SING N N 42 
5UO C12 H8  SING N N 43 
5UO C13 H9  SING N N 44 
5UO C18 H10 SING N N 45 
5UO C18 H11 SING N N 46 
5UO C19 H12 SING N N 47 
5UO C20 H13 SING N N 48 
5UO C21 H14 SING N N 49 
5UO C7  H15 SING N N 50 
5UO C7  H16 SING N N 51 
5UO C8  H17 SING N N 52 
5UO C8  H18 SING N N 53 
5UO C15 H19 SING N N 54 
5UO C16 H20 SING N N 55 
5UO C17 H21 SING N N 56 
5UO C17 H22 SING N N 57 
5UO N   H24 SING N N 58 
# 
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 
5UO InChI            InChI                1.03  "InChI=1S/C23H23ClN6O/c24-19-3-1-17(2-4-19)18-7-11-29(12-8-18)10-6-16-13-28-30(14-16)22-21-20(5-9-25-22)23(31)27-15-26-21/h1-5,9,13-15,18H,6-8,10-12H2,(H,26,27,31)" 
5UO InChIKey         InChI                1.03  SQDIBEJSOSAPGF-UHFFFAOYSA-N                                                                                                                                          
5UO SMILES_CANONICAL CACTVS               3.385 "Clc1ccc(cc1)C2CCN(CC2)CCc3cnn(c3)c4nccc5C(=O)NC=Nc45"                                                                                                               
5UO SMILES           CACTVS               3.385 "Clc1ccc(cc1)C2CCN(CC2)CCc3cnn(c3)c4nccc5C(=O)NC=Nc45"                                                                                                               
5UO SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "c1cc(ccc1C2CCN(CC2)CCc3cnn(c3)c4c5c(ccn4)C(=O)NC=N5)Cl"                                                                                                             
5UO SMILES           "OpenEye OEToolkits" 2.0.4 "c1cc(ccc1C2CCN(CC2)CCc3cnn(c3)c4c5c(ccn4)C(=O)NC=N5)Cl"                                                                                                             
# 
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 
5UO "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "8-[4-[2-[4-(4-chlorophenyl)piperidin-1-yl]ethyl]pyrazol-1-yl]-3~{H}-pyrido[3,4-d]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 
5UO "Create component" 2015-12-03 EBI  
5UO "Initial release"  2016-01-20 RCSB 
# 
