data_3P4
# 
_chem_comp.id                                    3P4 
_chem_comp.name                                  5-[2-(BUT-3-EN-1-YLOXY)-5-(1-HYDROXYVINYL)PYRIDIN-3-YL]-3-ETHYL-2-(1-ETHYLAZETIDIN-3-YL)-1,2,6,7A-TETRAHYDRO-7H-PYRAZOLO[4,3-D]PYRIMIDIN-7-ONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H29 N6 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "5-(5-ACETYL-2-BUTOXY-3-PYRIDINYL)-3-ETHYL-2-(1-ETHYL-3-AZETIDINYL)-2,6-DIHYDRO-7H-PYRAZOLO (4,3-D) PYRIMIDIN-7-ONE" 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2006-03-15 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        437.515 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     3P4 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2CHM 
_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 
3P4 C1   C1   C 0 1 Y N N 19.944 -6.162  14.215 1.118  -0.077 -0.319 C1   3P4 1  
3P4 C2   C2   C 0 1 Y N N 20.246 -6.499  15.514 2.142  -0.877 -0.761 C2   3P4 2  
3P4 C3   C3   C 0 1 Y N N 20.698 -7.166  13.393 1.793  1.027  0.385  C3   3P4 3  
3P4 N1   N1   N 0 1 Y N N 19.167 -5.194  13.583 -0.236 -0.079 -0.384 N1   3P4 4  
3P4 N2   N2   N 1 1 Y N N 21.090 -7.588  15.445 3.293  -0.304 -0.350 N2   3P4 5  
3P4 C4   C4   C 0 1 N N N 19.731 -5.785  16.762 2.008  -2.153 -1.551 C4   3P4 6  
3P4 N3   N3   N 0 1 Y N N 21.323 -7.935  14.215 3.078  0.785  0.300  N3   3P4 7  
3P4 C5   C5   C 0 1 Y N N 20.563 -7.055  11.931 0.942  2.070  0.976  C5   3P4 8  
3P4 C6   C6   C 0 1 Y N N 19.094 -5.159  12.258 -0.943 0.876  0.160  C6   3P4 9  
3P4 C7   C7   C 0 1 N N N 21.677 -8.300  16.606 4.626  -0.852 -0.617 C7   3P4 10 
3P4 C8   C8   C 0 1 N N N 18.322 -6.262  17.135 1.904  -3.340 -0.590 C8   3P4 11 
3P4 N4   N4   N 0 1 Y N N 19.766 -6.057  11.439 -0.397 1.940  0.832  N4   3P4 12 
3P4 O1   O1   O 0 1 N N N 21.132 -7.821  11.193 1.424  3.015  1.572  O1   3P4 13 
3P4 C9   C9   C 0 1 Y N N 18.266 -4.174  11.577 -2.413 0.805  0.046  C9   3P4 14 
3P4 C10  C10  C 0 1 N N N 20.741 -9.488  17.040 5.646  -0.597 0.502  C10  3P4 15 
3P4 C11  C11  C 0 1 N N N 22.609 -9.481  16.164 5.538  0.081  -1.426 C11  3P4 16 
3P4 C12  C12  C 0 1 Y N N 18.759 -3.316  10.538 -3.080 -0.423 0.173  C12  3P4 17 
3P4 C13  C13  C 0 1 Y N N 16.898 -4.066  11.948 -3.162 1.959  -0.195 C13  3P4 18 
3P4 N5   N5   N 0 1 N N N 21.560 -10.516 16.331 5.959  0.689  -0.150 N5   3P4 19 
3P4 N6   N6   N 0 1 Y N N 17.903 -2.424  9.937  -4.397 -0.490 0.077  N6   3P4 20 
3P4 O2   O2   O 0 1 N N N 20.047 -3.397  10.171 -2.367 -1.551 0.408  O2   3P4 21 
3P4 C14  C14  C 0 1 Y N N 16.061 -3.137  11.303 -4.550 1.837  -0.295 C14  3P4 22 
3P4 C15  C15  C 0 1 N N N 21.986 -11.667 17.169 7.423  0.794  -0.195 C15  3P4 23 
3P4 C16  C16  C 0 1 Y N N 16.588 -2.311  10.281 -5.134 0.578  -0.151 C16  3P4 24 
3P4 C17  C17  C 0 1 N N N 20.560 -2.674  9.020  -3.308 -2.622 0.500  C17  3P4 25 
3P4 C20  C20  C 0 1 N N N 14.412 -3.040  11.771 -5.391 3.028  -0.549 C20  3P4 26 
3P4 C18  C18  C 0 1 N N N 20.880 -12.727 17.320 7.910  1.640  0.984  C18  3P4 27 
3P4 C19  C19  C 0 1 N N N 22.032 -2.960  8.922  -2.564 -3.933 0.766  C19  3P4 28 
3P4 O3   O3   O 0 1 N N N 13.686 -2.577  10.677 -4.814 4.250  -0.688 O3   3P4 29 
3P4 C21  C21  C 0 1 N N N 22.857 -2.532  9.975  -3.556 -5.063 0.864  C21  3P4 30 
3P4 C22  C22  C 0 1 N N N 24.228 -2.762  9.932  -3.426 -6.116 0.096  C22  3P4 31 
3P4 C23  C23  C 0 1 N N N 13.744 -3.361  13.024 -6.713 2.902  -0.643 C23  3P4 32 
3P4 H4C1 1H4C H 0 0 N N N 19.770 -4.677  16.645 1.110  -2.106 -2.168 H4C1 3P4 33 
3P4 H4C2 2H4C H 0 0 N N N 20.439 -5.892  17.617 2.882  -2.279 -2.190 H4C2 3P4 34 
3P4 H3   H3   H 0 1 N N N 21.921 -8.713  13.937 3.771  1.349  0.676  H3   3P4 35 
3P4 H7   H7   H 0 1 N N N 22.062 -7.656  17.430 4.606  -1.880 -0.977 H7   3P4 36 
3P4 H8C1 1H8C H 0 0 N N N 17.946 -5.741  18.046 1.030  -3.214 0.049  H8C1 3P4 37 
3P4 H8C2 2H8C H 0 0 N N N 18.283 -7.370  17.252 1.806  -4.263 -1.162 H8C2 3P4 38 
3P4 H8C3 3H8C H 0 0 N N N 17.614 -6.155  16.280 2.801  -3.387 0.027  H8C3 3P4 39 
3P4 H4   H4   H 0 1 N N N 19.661 -5.969  10.428 -0.983 2.613  1.212  H4   3P4 40 
3P4 H101 1H10 H 0 0 N N N 19.653 -9.421  16.805 6.479  -1.299 0.498  H101 3P4 41 
3P4 H102 2H10 H 0 0 N N N 20.532 -9.631  18.126 5.192  -0.485 1.486  H102 3P4 42 
3P4 H111 1H11 H 0 0 N N N 23.576 -9.619  16.702 4.993  0.766  -2.075 H111 3P4 43 
3P4 H112 2H11 H 0 0 N N N 23.123 -9.406  15.177 6.342  -0.441 -1.944 H112 3P4 44 
3P4 H13  H13  H 0 1 N N N 16.492 -4.712  12.744 -2.681 2.920  -0.302 H13  3P4 45 
3P4 H151 1H15 H 0 0 N N N 22.352 -11.325 18.165 7.725  1.266  -1.130 H151 3P4 46 
3P4 H152 2H15 H 0 0 N N N 22.927 -12.121 16.779 7.861  -0.202 -0.133 H152 3P4 47 
3P4 H16  H16  H 0 1 N N N 15.940 -1.582  9.767  -6.207 0.477  -0.226 H16  3P4 48 
3P4 H171 1H17 H 0 0 N N N 20.331 -1.583  9.056  -4.002 -2.427 1.317  H171 3P4 49 
3P4 H172 2H17 H 0 0 N N N 20.009 -2.909  8.080  -3.860 -2.702 -0.436 H172 3P4 50 
3P4 H181 1H18 H 0 0 N N N 21.200 -13.591 17.949 7.472  2.636  0.921  H181 3P4 51 
3P4 H182 2H18 H 0 0 N N N 20.514 -13.069 16.324 7.608  1.168  1.919  H182 3P4 52 
3P4 H183 3H18 H 0 0 N N N 19.939 -12.273 17.710 8.997  1.718  0.950  H183 3P4 53 
3P4 H191 1H19 H 0 0 N N N 22.421 -2.549  7.962  -1.869 -4.129 -0.051 H191 3P4 54 
3P4 H192 2H19 H 0 0 N N N 22.182 -4.053  8.760  -2.011 -3.853 1.702  H192 3P4 55 
3P4 HA   HA   H 0 1 N N N 12.774 -2.523  10.936 -5.529 4.881  -0.846 HA   3P4 56 
3P4 H21  H21  H 0 1 N N N 22.415 -2.011  10.841 -4.374 -5.004 1.566  H21  3P4 57 
3P4 H221 1H22 H 0 0 N N N 24.876 -2.426  10.759 -2.608 -6.175 -0.607 H221 3P4 58 
3P4 H222 2H22 H 0 0 N N N 24.670 -3.283  9.066  -4.137 -6.926 0.166  H222 3P4 59 
3P4 H231 1H23 H 0 0 N N N 12.685 -3.299  13.325 -7.172 1.931  -0.533 H231 3P4 60 
3P4 H232 2H23 H 0 0 N N N 14.319 -3.728  13.891 -7.327 3.772  -0.829 H232 3P4 61 
# 
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 
3P4 C1  C2   SING Y N 1  
3P4 C1  C3   DOUB Y N 2  
3P4 C1  N1   SING Y N 3  
3P4 C2  N2   DOUB Y N 4  
3P4 C2  C4   SING N N 5  
3P4 C3  N3   SING Y N 6  
3P4 C3  C5   SING Y N 7  
3P4 N1  C6   DOUB Y N 8  
3P4 N2  N3   SING Y N 9  
3P4 N2  C7   SING N N 10 
3P4 C4  C8   SING N N 11 
3P4 C4  H4C1 SING N N 12 
3P4 C4  H4C2 SING N N 13 
3P4 N3  H3   SING N N 14 
3P4 C5  N4   SING Y N 15 
3P4 C5  O1   DOUB N N 16 
3P4 C6  N4   SING Y N 17 
3P4 C6  C9   SING N N 18 
3P4 C7  C10  SING N N 19 
3P4 C7  C11  SING N N 20 
3P4 C7  H7   SING N N 21 
3P4 C8  H8C1 SING N N 22 
3P4 C8  H8C2 SING N N 23 
3P4 C8  H8C3 SING N N 24 
3P4 N4  H4   SING N N 25 
3P4 C9  C12  DOUB Y N 26 
3P4 C9  C13  SING Y N 27 
3P4 C10 N5   SING N N 28 
3P4 C10 H101 SING N N 29 
3P4 C10 H102 SING N N 30 
3P4 C11 N5   SING N N 31 
3P4 C11 H111 SING N N 32 
3P4 C11 H112 SING N N 33 
3P4 C12 N6   SING Y N 34 
3P4 C12 O2   SING N N 35 
3P4 C13 C14  DOUB Y N 36 
3P4 C13 H13  SING N N 37 
3P4 N5  C15  SING N N 38 
3P4 N6  C16  DOUB Y N 39 
3P4 O2  C17  SING N N 40 
3P4 C14 C16  SING Y N 41 
3P4 C14 C20  SING N N 42 
3P4 C15 C18  SING N N 43 
3P4 C15 H151 SING N N 44 
3P4 C15 H152 SING N N 45 
3P4 C16 H16  SING N N 46 
3P4 C17 C19  SING N N 47 
3P4 C17 H171 SING N N 48 
3P4 C17 H172 SING N N 49 
3P4 C20 O3   SING N N 50 
3P4 C20 C23  DOUB N N 51 
3P4 C18 H181 SING N N 52 
3P4 C18 H182 SING N N 53 
3P4 C18 H183 SING N N 54 
3P4 C19 C21  SING N N 55 
3P4 C19 H191 SING N N 56 
3P4 C19 H192 SING N N 57 
3P4 O3  HA   SING N N 58 
3P4 C21 C22  DOUB N N 59 
3P4 C21 H21  SING N N 60 
3P4 C22 H221 SING N N 61 
3P4 C22 H222 SING N N 62 
3P4 C23 H231 SING N N 63 
3P4 C23 H232 SING N N 64 
# 
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 
3P4 SMILES           ACDLabs              10.04 O=C2c3n[n+](c(c3N=C(c1cc(C(\O)=C)cnc1OCC\C=C)N2)CC)C4CN(CC)C4                                                                                                                                             
3P4 InChI            InChI                1.02b InChI=1/C23H28N6O3/c1-5-8-9-32-23-17(10-15(11-24-23)14(4)30)21-25-19-18(6-2)29(16-12-28(7-3)13-16)27-20(19)22(31)26-21/h5,10-11,16H,1,4,6-9,12-13H2,2-3H3,(H2,25,26,30,31)/p+1/fC23H29N6O3/h26-27,30H/q+1 
3P4 InChIKey         InChI                1.02b XQNNCUVRTZCFFZ-CQPUBGKRCA                                                                                                                                                                                 
3P4 SMILES_CANONICAL CACTVS               3.341 CCN1CC(C1)[n+]2[nH]c3C(=O)NC(=Nc3c2CC)c4cc(cnc4OCCC=C)C(O)=C                                                                                                                                              
3P4 SMILES           CACTVS               3.341 CCN1CC(C1)[n+]2[nH]c3C(=O)NC(=Nc3c2CC)c4cc(cnc4OCCC=C)C(O)=C                                                                                                                                              
3P4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCc1c2c([nH][n+]1C3CN(C3)CC)C(=O)NC(=N2)c4cc(cnc4OCCC=C)C(=C)O                                                                                                                                            
3P4 SMILES           "OpenEye OEToolkits" 1.5.0 CCc1c2c([nH][n+]1C3CN(C3)CC)C(=O)NC(=N2)c4cc(cnc4OCCC=C)C(=C)O                                                                                                                                            
# 
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 
3P4 "SYSTEMATIC NAME" ACDLabs              10.04 5-[2-(but-3-en-1-yloxy)-5-(1-hydroxyethenyl)pyridin-3-yl]-3-ethyl-2-(1-ethylazetidin-3-yl)-7-oxo-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-2-ium 
3P4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 5-[2-but-3-enoxy-5-(1-hydroxyethenyl)pyridin-3-yl]-3-ethyl-2-(1-ethylazetidin-3-yl)-1,6-dihydropyrazolo[3,4-e]pyrimidin-2-ium-7-one            
# 
