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 #