data_0WL # _chem_comp.id 0WL _chem_comp.name "1-cyclopentyl-6-{(1R)-1-[3-(pyrimidin-2-yl)azetidin-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 "C19 H23 N7 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-07-25 _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 365.432 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0WL _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 4G2L _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 0WL C1 C1 C 0 1 Y N N 70.397 52.895 36.639 6.615 -0.921 -1.257 C1 0WL 1 0WL C2 C2 C 0 1 Y N N 70.422 53.446 37.922 6.334 -1.773 -0.201 C2 0WL 2 0WL C3 C3 C 0 1 Y N N 71.596 52.546 36.012 5.676 0.041 -1.595 C3 0WL 3 0WL C4 C4 C 0 1 Y N N 78.371 51.204 44.062 -4.434 1.114 -0.821 C4 0WL 4 0WL C5 C5 C 0 1 Y N N 77.308 52.088 43.788 -3.146 1.590 -0.514 C5 0WL 5 0WL C6 C6 C 0 1 Y N N 77.340 52.183 42.440 -2.380 0.486 -0.107 C6 0WL 6 0WL C7 C7 C 0 1 Y N N 72.685 53.268 37.828 4.313 -0.721 0.090 C7 0WL 7 0WL C8 C8 C 0 1 N N N 76.316 52.810 44.521 -2.504 2.904 -0.536 C8 0WL 8 0WL C9 C9 C 0 1 N N N 75.693 53.565 42.316 -0.543 1.850 0.218 C9 0WL 9 0WL C10 C10 C 0 1 N N N 79.818 49.852 39.026 -3.167 -4.297 -0.426 C10 0WL 10 0WL C11 C11 C 0 1 N N N 80.807 50.886 39.451 -4.007 -4.032 0.840 C11 0WL 11 0WL C12 C12 C 0 1 N N N 78.772 49.865 40.090 -3.000 -2.898 -1.070 C12 0WL 12 0WL C13 C13 C 0 1 N N N 80.068 51.876 40.279 -3.788 -2.555 1.213 C13 0WL 13 0WL C14 C14 C 0 1 N N N 74.041 54.787 39.304 2.799 0.753 1.523 C14 0WL 14 0WL C15 C15 C 0 1 N N N 74.298 52.852 39.811 1.820 -0.179 -0.012 C15 0WL 15 0WL C16 C16 C 0 1 N N N 74.009 53.507 38.497 3.016 -0.609 0.848 C16 0WL 16 0WL C17 C17 C 0 1 N N N 78.717 51.279 40.578 -2.822 -1.974 0.160 C17 0WL 17 0WL C18 C18 C 0 1 N N N 75.119 55.890 41.705 1.027 3.009 1.747 C18 0WL 18 0WL C19 C19 C 0 1 N N R 74.742 54.439 41.550 0.901 1.972 0.629 C19 0WL 19 0WL N20 N20 N 0 1 Y N N 71.589 53.649 38.559 5.185 -1.645 0.442 N20 0WL 20 0WL N21 N21 N 0 1 Y N N 72.792 52.723 36.582 4.551 0.113 -0.902 N21 0WL 21 0WL N22 N22 N 0 1 Y N N 79.030 50.779 42.974 -4.456 -0.174 -0.613 N22 0WL 22 0WL N23 N23 N 0 1 N N N 76.570 52.895 41.641 -1.098 0.674 0.244 N23 0WL 23 0WL N24 N24 N 0 1 Y N N 78.365 51.404 41.996 -3.195 -0.598 -0.174 N24 0WL 24 0WL N25 N25 N 0 1 N N N 75.535 53.542 43.683 -1.206 2.972 -0.160 N25 0WL 25 0WL N26 N26 N 0 1 N N N 74.992 54.100 40.132 1.385 0.672 1.111 N26 0WL 26 0WL O27 O27 O 0 1 N N N 76.159 52.802 45.728 -3.115 3.901 -0.880 O27 0WL 27 0WL H1 H1 H 0 1 N N N 69.455 52.739 36.134 7.545 -1.001 -1.800 H1 0WL 28 0WL H2 H2 H 0 1 N N N 69.495 53.712 38.408 7.044 -2.533 0.093 H2 0WL 29 0WL H3 H3 H 0 1 N N N 71.555 52.114 35.023 5.861 0.723 -2.411 H3 0WL 30 0WL H4 H4 H 0 1 N N N 78.633 50.895 45.063 -5.265 1.713 -1.165 H4 0WL 31 0WL H5 H5 H 0 1 N N N 79.381 50.111 38.050 -2.195 -4.712 -0.159 H5 0WL 32 0WL H6 H6 H 0 1 N N N 80.295 48.863 38.963 -3.696 -4.968 -1.102 H6 0WL 33 0WL H7 H7 H 0 1 N N N 81.609 50.421 40.043 -5.062 -4.212 0.633 H7 0WL 34 0WL H8 H8 H 0 1 N N N 81.241 51.379 38.569 -3.671 -4.676 1.653 H8 0WL 35 0WL H9 H9 H 0 1 N N N 77.799 49.563 39.676 -2.115 -2.869 -1.706 H9 0WL 36 0WL H10 H10 H 0 1 N N N 79.049 49.186 40.910 -3.891 -2.624 -1.634 H10 0WL 37 0WL H11 H11 H 0 1 N N N 80.612 52.067 41.216 -4.736 -2.019 1.186 H11 0WL 38 0WL H12 H12 H 0 1 N N N 79.950 52.819 39.725 -3.346 -2.483 2.206 H12 0WL 39 0WL H13 H13 H 0 1 N N N 74.434 55.666 38.771 2.938 0.729 2.604 H13 0WL 40 0WL H14 H14 H 0 1 N N N 73.095 55.051 39.799 3.344 1.567 1.046 H14 0WL 41 0WL H15 H15 H 0 1 N N N 73.415 52.634 40.430 2.104 0.385 -0.900 H15 0WL 42 0WL H16 H16 H 0 1 N N N 74.939 51.959 39.759 1.129 -0.993 -0.234 H16 0WL 43 0WL H17 H17 H 0 1 N N N 74.853 53.435 37.795 2.821 -1.464 1.495 H17 0WL 44 0WL H18 H18 H 0 1 N N N 77.966 51.819 39.982 -1.794 -2.014 0.522 H18 0WL 45 0WL H19 H19 H 0 1 N N N 74.954 56.203 42.746 0.431 2.694 2.604 H19 0WL 46 0WL H20 H20 H 0 1 N N N 76.180 56.023 41.446 2.072 3.098 2.045 H20 0WL 47 0WL H21 H21 H 0 1 N N N 74.499 56.503 41.035 0.668 3.974 1.390 H21 0WL 48 0WL H22 H22 H 0 1 N N N 73.697 54.257 41.841 1.497 2.287 -0.227 H22 0WL 49 0WL H23 H23 H 0 1 N N N 74.804 54.095 44.083 -0.746 3.826 -0.162 H23 0WL 50 # 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 0WL C3 N21 DOUB Y N 1 0WL C3 C1 SING Y N 2 0WL N21 C7 SING Y N 3 0WL C1 C2 DOUB Y N 4 0WL C7 C16 SING N N 5 0WL C7 N20 DOUB Y N 6 0WL C2 N20 SING Y N 7 0WL C16 C14 SING N N 8 0WL C16 C15 SING N N 9 0WL C10 C11 SING N N 10 0WL C10 C12 SING N N 11 0WL C14 N26 SING N N 12 0WL C11 C13 SING N N 13 0WL C15 N26 SING N N 14 0WL C12 C17 SING N N 15 0WL N26 C19 SING N N 16 0WL C13 C17 SING N N 17 0WL C17 N24 SING N N 18 0WL C19 C18 SING N N 19 0WL C19 C9 SING N N 20 0WL N23 C9 DOUB N N 21 0WL N23 C6 SING N N 22 0WL N24 C6 SING Y N 23 0WL N24 N22 SING Y N 24 0WL C9 N25 SING N N 25 0WL C6 C5 DOUB Y N 26 0WL N22 C4 DOUB Y N 27 0WL N25 C8 SING N N 28 0WL C5 C4 SING Y N 29 0WL C5 C8 SING N N 30 0WL C8 O27 DOUB N N 31 0WL C1 H1 SING N N 32 0WL C2 H2 SING N N 33 0WL C3 H3 SING N N 34 0WL C4 H4 SING N N 35 0WL C10 H5 SING N N 36 0WL C10 H6 SING N N 37 0WL C11 H7 SING N N 38 0WL C11 H8 SING N N 39 0WL C12 H9 SING N N 40 0WL C12 H10 SING N N 41 0WL C13 H11 SING N N 42 0WL C13 H12 SING N N 43 0WL C14 H13 SING N N 44 0WL C14 H14 SING N N 45 0WL C15 H15 SING N N 46 0WL C15 H16 SING N N 47 0WL C16 H17 SING N N 48 0WL C17 H18 SING N N 49 0WL C18 H19 SING N N 50 0WL C18 H20 SING N N 51 0WL C18 H21 SING N N 52 0WL C19 H22 SING N N 53 0WL N25 H23 SING N N 54 # 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 0WL SMILES ACDLabs 12.01 "O=C1NC(=Nc2c1cnn2C3CCCC3)C(N5CC(c4ncccn4)C5)C" 0WL InChI InChI 1.03 "InChI=1S/C19H23N7O/c1-12(25-10-13(11-25)17-20-7-4-8-21-17)16-23-18-15(19(27)24-16)9-22-26(18)14-5-2-3-6-14/h4,7-9,12-14H,2-3,5-6,10-11H2,1H3,(H,23,24,27)/t12-/m1/s1" 0WL InChIKey InChI 1.03 HJXAXXUTIBEZHT-GFCCVEGCSA-N 0WL SMILES_CANONICAL CACTVS 3.370 "C[C@@H](N1C[C@@H](C1)c2ncccn2)C3=Nc4n(ncc4C(=O)N3)C5CCCC5" 0WL SMILES CACTVS 3.370 "C[CH](N1C[CH](C1)c2ncccn2)C3=Nc4n(ncc4C(=O)N3)C5CCCC5" 0WL SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@H](C1=Nc2c(cnn2C3CCCC3)C(=O)N1)N4CC(C4)c5ncccn5" 0WL SMILES "OpenEye OEToolkits" 1.7.6 "CC(C1=Nc2c(cnn2C3CCCC3)C(=O)N1)N4CC(C4)c5ncccn5" # 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 0WL "SYSTEMATIC NAME" ACDLabs 12.01 "1-cyclopentyl-6-{(1R)-1-[3-(pyrimidin-2-yl)azetidin-1-yl]ethyl}-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one" 0WL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "1-cyclopentyl-6-[(1R)-1-(3-pyrimidin-2-ylazetidin-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 0WL "Create component" 2012-07-25 RCSB 0WL "Initial release" 2013-05-29 RCSB #