data_16W # _chem_comp.id 16W _chem_comp.name "3-[(3-chlorophenoxy)methyl]-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H18 Cl N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-10-24 _chem_comp.pdbx_modified_date 2012-11-09 _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 359.810 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 16W _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 4HNF _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 16W C1 C1 C 0 1 Y N N 23.665 -8.035 24.718 -3.942 0.636 0.618 C1 16W 1 16W C2 C2 C 0 1 Y N N 24.851 -7.552 24.056 -3.032 0.360 -0.391 C2 16W 2 16W C3 C3 C 0 1 Y N N 25.874 -8.498 23.585 -3.455 0.315 -1.712 C3 16W 3 16W C7 C7 C 0 1 Y N N 26.753 -1.349 21.722 2.568 -3.540 0.895 C7 16W 4 16W C8 C8 C 0 1 Y N N 25.578 -1.943 23.721 2.394 -1.344 0.233 C8 16W 5 16W C9 C9 C 0 1 Y N N 25.132 -3.221 23.190 1.058 -1.581 -0.147 C9 16W 6 16W C10 C10 C 0 1 Y N N 25.554 -3.464 21.866 0.536 -2.877 0.023 C10 16W 7 16W C11 C11 C 0 1 Y N N 24.380 -3.897 24.212 0.550 -0.364 -0.651 C11 16W 8 16W C12 C12 C 0 1 N N N 23.850 -5.282 24.165 -0.845 -0.143 -1.177 C12 16W 9 16W C13 C13 C 0 1 N N N 24.139 0.590 27.768 5.744 1.988 -0.877 C13 16W 10 16W C14 C14 C 0 1 N N N 26.489 -0.057 27.957 5.006 2.601 1.322 C14 16W 11 16W C15 C15 C 0 1 N N N 26.293 -1.191 26.951 3.692 1.835 1.147 C15 16W 12 16W C16 C16 C 0 1 N N N 25.211 -0.861 25.919 3.918 0.661 0.190 C16 16W 13 16W N2 N2 N 0 1 Y N N 26.370 -1.019 23.015 3.103 -2.348 0.746 N2 16W 14 16W N4 N4 N 0 1 Y N N 26.342 -2.550 21.178 1.323 -3.811 0.548 N4 16W 15 16W N5 N5 N 0 1 Y N N 25.049 -1.967 24.962 2.649 -0.033 -0.042 N5 16W 16 16W N1 N1 N 0 1 Y N N 24.371 -3.062 25.249 1.490 0.535 -0.585 N1 16W 17 16W N3 N3 N 0 1 N N N 25.177 -4.550 21.168 -0.766 -3.168 -0.332 N3 16W 18 16W O2 O2 O 0 1 N N N 25.009 -6.173 23.884 -1.727 0.135 -0.087 O2 16W 19 16W O1 O1 O 0 1 N N N 25.210 0.170 28.606 5.470 3.045 0.045 O1 16W 20 16W C17 C17 C 0 1 N N N 23.910 -0.467 26.636 4.459 1.197 -1.139 C17 16W 21 16W C4 C4 C 0 1 Y N N 25.738 -9.912 23.764 -4.782 0.545 -2.019 C4 16W 22 16W C5 C5 C 0 1 Y N N 24.548 -10.371 24.433 -5.689 0.820 -1.012 C5 16W 23 16W C6 C6 C 0 1 Y N N 23.549 -9.431 24.888 -5.270 0.865 0.306 C6 16W 24 16W CL1 CL1 CL 0 0 N N N 22.142 -9.918 25.670 -6.412 1.203 1.568 CL1 16W 25 16W H1 H1 H 0 1 N N N 22.899 -7.359 25.068 -3.616 0.667 1.647 H1 16W 26 16W H2 H2 H 0 1 N N N 26.754 -8.115 23.089 -2.748 0.101 -2.499 H2 16W 27 16W H3 H3 H 0 1 N N N 27.367 -0.672 21.146 3.173 -4.330 1.314 H3 16W 28 16W H4 H4 H 0 1 N N N 23.099 -5.374 23.367 -0.844 0.701 -1.867 H4 16W 29 16W H5 H5 H 0 1 N N N 23.394 -5.546 25.130 -1.183 -1.038 -1.699 H5 16W 30 16W H6 H6 H 0 1 N N N 24.387 1.562 27.316 6.110 2.408 -1.813 H6 16W 31 16W H7 H7 H 0 1 N N N 23.222 0.688 28.368 6.499 1.325 -0.455 H7 16W 32 16W H8 H8 H 0 1 N N N 27.245 -0.343 28.704 4.841 3.463 1.968 H8 16W 33 16W H9 H9 H 0 1 N N N 26.814 0.856 27.437 5.752 1.946 1.772 H9 16W 34 16W H10 H10 H 0 1 N N N 26.000 -2.101 27.494 3.360 1.458 2.114 H10 16W 35 16W H11 H11 H 0 1 N N N 27.243 -1.368 26.425 2.934 2.501 0.736 H11 16W 36 16W H12 H12 H 0 1 N N N 25.553 0.023 25.360 4.640 -0.031 0.625 H12 16W 37 16W H13 H13 H 0 1 N N N 25.550 -4.497 20.242 -1.364 -2.456 -0.610 H13 16W 38 16W H14 H14 H 0 1 N N N 25.522 -5.373 21.620 -1.084 -4.084 -0.305 H14 16W 39 16W H15 H15 H 0 1 N N N 23.215 -0.045 25.896 3.717 1.850 -1.598 H15 16W 40 16W H16 H16 H 0 1 N N N 23.467 -1.370 27.082 4.675 0.363 -1.807 H16 16W 41 16W H17 H17 H 0 1 N N N 26.492 -10.602 23.414 -5.112 0.510 -3.047 H17 16W 42 16W H18 H18 H 0 1 N N N 24.401 -11.428 24.596 -6.726 0.999 -1.255 H18 16W 43 # 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 16W N3 C10 SING N N 1 16W N4 C7 DOUB Y N 2 16W N4 C10 SING Y N 3 16W C7 N2 SING Y N 4 16W C10 C9 DOUB Y N 5 16W N2 C8 DOUB Y N 6 16W C9 C8 SING Y N 7 16W C9 C11 SING Y N 8 16W C3 C4 DOUB Y N 9 16W C3 C2 SING Y N 10 16W C8 N5 SING Y N 11 16W C4 C5 SING Y N 12 16W O2 C2 SING N N 13 16W O2 C12 SING N N 14 16W C2 C1 DOUB Y N 15 16W C12 C11 SING N N 16 16W C11 N1 DOUB Y N 17 16W C5 C6 DOUB Y N 18 16W C1 C6 SING Y N 19 16W C6 CL1 SING N N 20 16W N5 N1 SING Y N 21 16W N5 C16 SING N N 22 16W C16 C17 SING N N 23 16W C16 C15 SING N N 24 16W C17 C13 SING N N 25 16W C15 C14 SING N N 26 16W C13 O1 SING N N 27 16W C14 O1 SING N N 28 16W C1 H1 SING N N 29 16W C3 H2 SING N N 30 16W C7 H3 SING N N 31 16W C12 H4 SING N N 32 16W C12 H5 SING N N 33 16W C13 H6 SING N N 34 16W C13 H7 SING N N 35 16W C14 H8 SING N N 36 16W C14 H9 SING N N 37 16W C15 H10 SING N N 38 16W C15 H11 SING N N 39 16W C16 H12 SING N N 40 16W N3 H13 SING N N 41 16W N3 H14 SING N N 42 16W C17 H15 SING N N 43 16W C17 H16 SING N N 44 16W C4 H17 SING N N 45 16W C5 H18 SING N N 46 # 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 16W SMILES ACDLabs 12.01 "Clc4cccc(OCc1nn(c2ncnc(N)c12)C3CCOCC3)c4" 16W InChI InChI 1.03 "InChI=1S/C17H18ClN5O2/c18-11-2-1-3-13(8-11)25-9-14-15-16(19)20-10-21-17(15)23(22-14)12-4-6-24-7-5-12/h1-3,8,10,12H,4-7,9H2,(H2,19,20,21)" 16W InChIKey InChI 1.03 AUMDBEHGJRZSOO-UHFFFAOYSA-N 16W SMILES_CANONICAL CACTVS 3.370 "Nc1ncnc2n(nc(COc3cccc(Cl)c3)c12)C4CCOCC4" 16W SMILES CACTVS 3.370 "Nc1ncnc2n(nc(COc3cccc(Cl)c3)c12)C4CCOCC4" 16W SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)Cl)OCc2c3c(ncnc3n(n2)C4CCOCC4)N" 16W SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)Cl)OCc2c3c(ncnc3n(n2)C4CCOCC4)N" # 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 16W "SYSTEMATIC NAME" ACDLabs 12.01 "3-[(3-chlorophenoxy)methyl]-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine" 16W "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "3-[(3-chloranylphenoxy)methyl]-1-(oxan-4-yl)pyrazolo[3,4-d]pyrimidin-4-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 16W "Create component" 2012-10-24 RCSB 16W "Initial release" 2012-11-09 RCSB #