data_0WF
# 
_chem_comp.id                                    0WF 
_chem_comp.name                                  "1-cyclopentyl-6-[(1R)-1-(3-phenoxyazetidin-1-yl)ethyl]-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H25 N5 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2012-07-23 
_chem_comp.pdbx_modified_date                    2013-05-24 
_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                        379.456 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     0WF 
_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        4G2J 
_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 
0WF C1  C1  C 0 1 N N N 74.626 55.607 41.878 -0.465 3.875  1.471  C1  0WF 1  
0WF C2  C2  C 0 1 N N R 74.155 54.189 41.533 -0.145 2.786  0.445  C2  0WF 2  
0WF C3  C3  C 0 1 N N N 75.100 53.206 42.223 -1.414 2.069  0.061  C3  0WF 3  
0WF N1  N1  N 0 1 N N N 74.961 53.118 43.609 -2.457 2.803  -0.403 N1  0WF 4  
0WF C4  C4  C 0 1 N N N 75.819 52.307 44.423 -3.613 2.196  -0.759 C4  0WF 5  
0WF O1  O1  O 0 1 N N N 75.632 52.308 45.632 -4.560 2.838  -1.178 O1  0WF 6  
0WF C5  C5  C 0 1 Y N N 76.803 51.599 43.668 -3.683 0.741  -0.622 C5  0WF 7  
0WF C6  C6  C 0 1 Y N N 77.869 50.719 44.004 -4.671 -0.229 -0.875 C6  0WF 8  
0WF N2  N2  N 0 1 Y N N 78.538 50.356 42.881 -4.185 -1.399 -0.566 N2  0WF 9  
0WF N3  N3  N 0 1 Y N N 77.913 50.981 41.822 -2.871 -1.252 -0.101 N3  0WF 10 
0WF C7  C7  C 0 1 Y N N 76.846 51.744 42.265 -2.553 0.068  -0.132 C7  0WF 11 
0WF N4  N4  N 0 1 N N N 75.987 52.536 41.496 -1.457 0.775  0.185  N4  0WF 12 
0WF C8  C8  C 0 1 N N N 78.418 50.910 40.438 -1.992 -2.336 0.343  C8  0WF 13 
0WF C9  C9  C 0 1 N N N 79.913 51.261 40.349 -2.635 -3.087 1.523  C9  0WF 14 
0WF C10 C10 C 0 1 N N N 80.353 50.581 39.056 -2.822 -4.548 1.066  C10 0WF 15 
0WF C11 C11 C 0 1 N N N 79.546 49.283 38.991 -1.773 -4.733 -0.058 C11 0WF 16 
0WF C12 C12 C 0 1 N N N 78.289 49.496 39.840 -1.811 -3.367 -0.790 C12 0WF 17 
0WF N5  N5  N 0 1 N N N 74.230 54.051 40.055 0.802  1.826  1.029  N5  0WF 18 
0WF C13 C13 C 0 1 N N N 73.849 52.686 39.530 1.371  0.947  -0.010 C13 0WF 19 
0WF C14 C14 C 0 1 N N N 72.727 53.334 38.667 2.730  1.096  0.688  C14 0WF 20 
0WF C15 C15 C 0 1 N N N 73.068 54.699 39.331 2.141  2.427  1.174  C15 0WF 21 
0WF O2  O2  O 0 1 N N N 71.437 52.981 39.079 3.835  1.238  -0.208 O2  0WF 22 
0WF C16 C16 C 0 1 Y N N 70.950 51.782 38.638 4.683  0.181  -0.313 C16 0WF 23 
0WF C17 C17 C 0 1 Y N N 69.583 51.612 38.895 5.844  0.294  -1.064 C17 0WF 24 
0WF C18 C18 C 0 1 Y N N 68.979 50.422 38.524 6.705  -0.781 -1.169 C18 0WF 25 
0WF C19 C19 C 0 1 Y N N 69.719 49.419 37.903 6.410  -1.970 -0.528 C19 0WF 26 
0WF C20 C20 C 0 1 Y N N 71.070 49.605 37.654 5.253  -2.086 0.220  C20 0WF 27 
0WF C21 C21 C 0 1 Y N N 71.705 50.789 38.022 4.392  -1.011 0.334  C21 0WF 28 
0WF H3  H3  H 0 1 N N N 74.586 55.752 42.968 -0.985 3.432  2.320  H3  0WF 29 
0WF H4  H4  H 0 1 N N N 75.659 55.745 41.527 0.461  4.336  1.812  H4  0WF 30 
0WF H2  H2  H 0 1 N N N 73.971 56.341 41.386 -1.100 4.632  1.011  H2  0WF 31 
0WF H5  H5  H 0 1 N N N 73.125 54.036 41.887 0.298  3.240  -0.441 H5  0WF 32 
0WF H1  H1  H 0 1 N N N 74.234 53.642 44.052 -2.373 3.766  -0.480 H1  0WF 33 
0WF H6  H6  H 0 1 N N N 78.110 50.389 45.004 -5.662 -0.037 -1.259 H6  0WF 34 
0WF H7  H7  H 0 1 N N N 77.854 51.611 39.806 -1.023 -1.934 0.639  H7  0WF 35 
0WF H8  H8  H 0 1 N N N 80.464 50.861 41.213 -1.977 -3.049 2.391  H8  0WF 36 
0WF H9  H9  H 0 1 N N N 80.060 52.350 40.292 -3.600 -2.644 1.765  H9  0WF 37 
0WF H10 H10 H 0 1 N N N 81.431 50.364 39.082 -2.624 -5.234 1.889  H10 0WF 38 
0WF H11 H11 H 0 1 N N N 80.128 51.219 38.189 -3.830 -4.700 0.678  H11 0WF 39 
0WF H12 H12 H 0 1 N N N 79.266 49.063 37.950 -0.784 -4.917 0.363  H12 0WF 40 
0WF H13 H13 H 0 1 N N N 80.138 48.449 39.395 -2.064 -5.540 -0.730 H13 0WF 41 
0WF H15 H15 H 0 1 N N N 77.388 49.426 39.213 -2.654 -3.328 -1.480 H15 0WF 42 
0WF H14 H14 H 0 1 N N N 78.237 48.745 40.642 -0.875 -3.193 -1.321 H14 0WF 43 
0WF H17 H17 H 0 1 N N N 73.480 51.995 40.302 0.977  -0.069 0.019  H17 0WF 44 
0WF H16 H16 H 0 1 N N N 74.639 52.193 38.944 1.344  1.382  -1.009 H16 0WF 45 
0WF H18 H18 H 0 1 N N N 72.926 53.304 37.585 2.910  0.371  1.481  H18 0WF 46 
0WF H19 H19 H 0 1 N N N 73.363 55.484 38.619 2.321  3.257  0.491  H19 0WF 47 
0WF H20 H20 H 0 1 N N N 72.282 55.084 39.997 2.400  2.666  2.206  H20 0WF 48 
0WF H21 H21 H 0 1 N N N 69.011 52.394 39.373 6.075  1.223  -1.565 H21 0WF 49 
0WF H22 H22 H 0 1 N N N 67.927 50.271 38.718 7.609  -0.693 -1.754 H22 0WF 50 
0WF H23 H23 H 0 1 N N N 69.240 48.495 37.615 7.084  -2.809 -0.612 H23 0WF 51 
0WF H24 H24 H 0 1 N N N 71.636 48.823 37.169 5.024  -3.015 0.719  H24 0WF 52 
0WF H25 H25 H 0 1 N N N 72.759 50.933 37.834 3.488  -1.102 0.918  H25 0WF 53 
# 
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 
0WF C20 C19 DOUB Y N 1  
0WF C20 C21 SING Y N 2  
0WF C19 C18 SING Y N 3  
0WF C21 C16 DOUB Y N 4  
0WF C18 C17 DOUB Y N 5  
0WF C16 C17 SING Y N 6  
0WF C16 O2  SING N N 7  
0WF C14 O2  SING N N 8  
0WF C14 C15 SING N N 9  
0WF C14 C13 SING N N 10 
0WF C11 C10 SING N N 11 
0WF C11 C12 SING N N 12 
0WF C10 C9  SING N N 13 
0WF C15 N5  SING N N 14 
0WF C13 N5  SING N N 15 
0WF C12 C8  SING N N 16 
0WF N5  C2  SING N N 17 
0WF C9  C8  SING N N 18 
0WF C8  N3  SING N N 19 
0WF N4  C3  DOUB N N 20 
0WF N4  C7  SING N N 21 
0WF C2  C1  SING N N 22 
0WF C2  C3  SING N N 23 
0WF N3  C7  SING Y N 24 
0WF N3  N2  SING Y N 25 
0WF C3  N1  SING N N 26 
0WF C7  C5  DOUB Y N 27 
0WF N2  C6  DOUB Y N 28 
0WF N1  C4  SING N N 29 
0WF C5  C6  SING Y N 30 
0WF C5  C4  SING N N 31 
0WF C4  O1  DOUB N N 32 
0WF C1  H3  SING N N 33 
0WF C1  H4  SING N N 34 
0WF C1  H2  SING N N 35 
0WF C2  H5  SING N N 36 
0WF N1  H1  SING N N 37 
0WF C6  H6  SING N N 38 
0WF C8  H7  SING N N 39 
0WF C9  H8  SING N N 40 
0WF C9  H9  SING N N 41 
0WF C10 H10 SING N N 42 
0WF C10 H11 SING N N 43 
0WF C11 H12 SING N N 44 
0WF C11 H13 SING N N 45 
0WF C12 H15 SING N N 46 
0WF C12 H14 SING N N 47 
0WF C13 H17 SING N N 48 
0WF C13 H16 SING N N 49 
0WF C14 H18 SING N N 50 
0WF C15 H19 SING N N 51 
0WF C15 H20 SING N N 52 
0WF C17 H21 SING N N 53 
0WF C18 H22 SING N N 54 
0WF C19 H23 SING N N 55 
0WF C20 H24 SING N N 56 
0WF C21 H25 SING N N 57 
# 
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 
0WF SMILES           ACDLabs              12.01 "O=C1NC(=Nc2c1cnn2C3CCCC3)C(N5CC(Oc4ccccc4)C5)C"                                                                                                                             
0WF InChI            InChI                1.03  "InChI=1S/C21H25N5O2/c1-14(25-12-17(13-25)28-16-9-3-2-4-10-16)19-23-20-18(21(27)24-19)11-22-26(20)15-7-5-6-8-15/h2-4,9-11,14-15,17H,5-8,12-13H2,1H3,(H,23,24,27)/t14-/m1/s1" 
0WF InChIKey         InChI                1.03  KKFKLLKJGDFZBA-CQSZACIVSA-N                                                                                                                                                  
0WF SMILES_CANONICAL CACTVS               3.370 "C[C@@H](N1C[C@H](C1)Oc2ccccc2)C3=Nc4n(ncc4C(=O)N3)C5CCCC5"                                                                                                                  
0WF SMILES           CACTVS               3.370 "C[CH](N1C[CH](C1)Oc2ccccc2)C3=Nc4n(ncc4C(=O)N3)C5CCCC5"                                                                                                                     
0WF SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@H](C1=Nc2c(cnn2C3CCCC3)C(=O)N1)N4CC(C4)Oc5ccccc5"                                                                                                                       
0WF SMILES           "OpenEye OEToolkits" 1.7.6 "CC(C1=Nc2c(cnn2C3CCCC3)C(=O)N1)N4CC(C4)Oc5ccccc5"                                                                                                                           
# 
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 
0WF "SYSTEMATIC NAME" ACDLabs              12.01 "1-cyclopentyl-6-[(1R)-1-(3-phenoxyazetidin-1-yl)ethyl]-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one" 
0WF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "1-cyclopentyl-6-[(1R)-1-(3-phenoxyazetidin-1-yl)ethyl]-5H-pyrazolo[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 
0WF "Create component" 2012-07-23 RCSB 
0WF "Initial release"  2013-05-29 RCSB 
# 
