data_5SL # _chem_comp.id 5SL _chem_comp.name "~{N}-[(1~{S},3~{S})-3-[3-[(4-methylphenyl)methyl]-1,2,4-oxadiazol-5-yl]cyclopentyl]-1~{H}-pyrazolo[3,4-d]pyrimidin-4-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H21 N7 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-11-23 _chem_comp.pdbx_modified_date 2016-02-26 _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 375.427 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5SL _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 5EWL _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 5SL N3 N1 N 0 1 N N N 87.257 9.808 -32.293 3.358 -0.326 -0.066 N3 5SL 1 5SL C4 C1 C 0 1 Y N N 82.756 1.402 -30.826 -5.943 -0.969 -1.074 C4 5SL 2 5SL N2 N2 N 0 1 Y N N 85.523 3.957 -30.755 -2.948 -0.216 1.902 N2 5SL 3 5SL C7 C2 C 0 1 Y N N 80.346 2.436 -31.662 -7.379 0.937 0.322 C7 5SL 4 5SL C6 C3 C 0 1 Y N N 81.201 3.204 -30.894 -6.471 0.133 0.985 C6 5SL 5 5SL C9 C4 C 0 1 Y N N 84.293 4.315 -30.553 -3.408 -1.036 1.004 C9 5SL 6 5SL C13 C5 C 0 1 N N N 84.932 9.234 -32.905 1.641 1.320 -0.712 C13 5SL 7 5SL C20 C6 C 0 1 Y N N 89.175 9.494 -29.386 5.926 2.020 0.749 C20 5SL 8 5SL C8 C7 C 0 1 N N N 83.379 3.551 -29.658 -4.763 -1.696 1.011 C8 5SL 9 5SL N5 N3 N 0 1 Y N N 91.298 11.735 -31.197 7.950 -0.624 -0.698 N5 5SL 10 5SL C18 C8 C 0 1 Y N N 89.810 11.701 -32.740 6.018 -1.661 -0.982 C18 5SL 11 5SL C16 C9 C 0 1 Y N N 88.241 9.997 -31.398 4.603 0.254 0.069 C16 5SL 12 5SL C19 C10 C 0 1 Y N N 90.336 10.939 -30.694 7.006 0.225 -0.203 C19 5SL 13 5SL C1 C11 C 0 1 N N N 79.711 0.283 -32.810 -8.567 1.657 -1.761 C1 5SL 14 5SL C2 C12 C 0 1 Y N N 80.671 1.138 -32.020 -7.577 0.780 -1.038 C2 5SL 15 5SL C3 C13 C 0 1 Y N N 81.894 0.639 -31.594 -6.855 -0.169 -1.736 C3 5SL 16 5SL C5 C14 C 0 1 Y N N 82.424 2.697 -30.464 -5.753 -0.820 0.287 C5 5SL 17 5SL N1 N4 N 0 1 Y N N 83.869 5.372 -31.313 -2.454 -1.187 0.069 N1 5SL 18 5SL C10 C15 C 0 1 Y N N 84.913 5.659 -32.017 -1.453 -0.436 0.462 C10 5SL 19 5SL O1 O1 O 0 1 Y N N 85.958 4.855 -31.761 -1.827 0.140 1.609 O1 5SL 20 5SL C11 C16 C 0 1 N N S 85.155 6.788 -32.994 -0.134 -0.257 -0.244 C11 5SL 21 5SL C12 C17 C 0 1 N N N 84.107 7.936 -32.845 0.100 1.236 -0.586 C12 5SL 22 5SL C14 C18 C 0 1 N N S 86.144 8.883 -32.110 2.164 0.385 0.398 C14 5SL 23 5SL C15 C19 C 0 1 N N N 86.475 7.494 -32.634 1.035 -0.618 0.695 C15 5SL 24 5SL C17 C20 C 0 1 Y N N 89.327 10.873 -31.701 5.762 -0.414 -0.371 C17 5SL 25 5SL N4 N5 N 0 1 Y N N 90.991 12.206 -32.442 7.302 -1.774 -1.168 N4 5SL 26 5SL N6 N6 N 0 1 Y N N 90.260 10.265 -29.531 7.036 1.433 0.359 N6 5SL 27 5SL N7 N7 N 0 1 Y N N 88.161 9.310 -30.236 4.738 1.457 0.617 N7 5SL 28 5SL H1 H1 H 0 1 N N N 87.711 9.520 -33.136 3.273 -1.204 -0.471 H1 5SL 29 5SL H2 H2 H 0 1 N N N 83.698 0.983 -30.505 -5.381 -1.714 -1.619 H2 5SL 30 5SL H3 H3 H 0 1 N N N 79.406 2.856 -31.989 -7.940 1.682 0.867 H3 5SL 31 5SL H4 H4 H 0 1 N N N 80.917 4.210 -30.624 -6.316 0.255 2.047 H4 5SL 32 5SL H5 H5 H 0 1 N N N 85.197 9.489 -33.942 1.964 0.967 -1.692 H5 5SL 33 5SL H6 H6 H 0 1 N N N 84.387 10.073 -32.449 1.983 2.341 -0.543 H6 5SL 34 5SL H7 H7 H 0 1 N N N 89.111 8.947 -28.457 5.988 2.999 1.200 H7 5SL 35 5SL H8 H8 H 0 1 N N N 83.977 2.901 -29.002 -4.699 -2.662 0.509 H8 5SL 36 5SL H9 H9 H 0 1 N N N 82.801 4.258 -29.045 -5.091 -1.843 2.040 H9 5SL 37 5SL H10 H10 H 0 1 N N N 92.144 11.957 -30.713 8.905 -0.460 -0.722 H10 5SL 38 5SL H11 H11 H 0 1 N N N 89.279 11.895 -33.660 5.274 -2.398 -1.248 H11 5SL 39 5SL H12 H12 H 0 1 N N N 79.905 0.410 -33.885 -8.062 2.552 -2.123 H12 5SL 40 5SL H13 H13 H 0 1 N N N 79.849 -0.773 -32.535 -8.987 1.110 -2.605 H13 5SL 41 5SL H14 H14 H 0 1 N N N 78.678 0.588 -32.586 -9.367 1.942 -1.078 H14 5SL 42 5SL H15 H15 H 0 1 N N N 82.179 -0.366 -31.868 -7.003 -0.286 -2.799 H15 5SL 43 5SL H16 H16 H 0 1 N N N 85.179 6.420 -34.030 -0.099 -0.865 -1.148 H16 5SL 44 5SL H17 H17 H 0 1 N N N 83.377 7.903 -33.667 -0.257 1.877 0.220 H17 5SL 45 5SL H18 H18 H 0 1 N N N 83.580 7.856 -31.883 -0.380 1.496 -1.529 H18 5SL 46 5SL H19 H19 H 0 1 N N N 85.880 8.815 -31.044 2.397 0.962 1.293 H19 5SL 47 5SL H20 H20 H 0 1 N N N 87.005 6.920 -31.859 0.720 -0.527 1.735 H20 5SL 48 5SL H21 H21 H 0 1 N N N 87.110 7.575 -33.529 1.375 -1.633 0.495 H21 5SL 49 # 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 5SL C11 C12 SING N N 1 5SL C11 C15 SING N N 2 5SL C11 C10 SING N N 3 5SL C13 C12 SING N N 4 5SL C13 C14 SING N N 5 5SL C1 C2 SING N N 6 5SL C18 N4 DOUB Y N 7 5SL C18 C17 SING Y N 8 5SL C15 C14 SING N N 9 5SL N4 N5 SING Y N 10 5SL N3 C14 SING N N 11 5SL N3 C16 SING N N 12 5SL C2 C7 DOUB Y N 13 5SL C2 C3 SING Y N 14 5SL C10 O1 SING Y N 15 5SL C10 N1 DOUB Y N 16 5SL O1 N2 SING Y N 17 5SL C17 C16 DOUB Y N 18 5SL C17 C19 SING Y N 19 5SL C7 C6 SING Y N 20 5SL C3 C4 DOUB Y N 21 5SL C16 N7 SING Y N 22 5SL N1 C9 SING Y N 23 5SL N5 C19 SING Y N 24 5SL C6 C5 DOUB Y N 25 5SL C4 C5 SING Y N 26 5SL N2 C9 DOUB Y N 27 5SL C19 N6 DOUB Y N 28 5SL C9 C8 SING N N 29 5SL C5 C8 SING N N 30 5SL N7 C20 DOUB Y N 31 5SL N6 C20 SING Y N 32 5SL N3 H1 SING N N 33 5SL C4 H2 SING N N 34 5SL C7 H3 SING N N 35 5SL C6 H4 SING N N 36 5SL C13 H5 SING N N 37 5SL C13 H6 SING N N 38 5SL C20 H7 SING N N 39 5SL C8 H8 SING N N 40 5SL C8 H9 SING N N 41 5SL N5 H10 SING N N 42 5SL C18 H11 SING N N 43 5SL C1 H12 SING N N 44 5SL C1 H13 SING N N 45 5SL C1 H14 SING N N 46 5SL C3 H15 SING N N 47 5SL C11 H16 SING N N 48 5SL C12 H17 SING N N 49 5SL C12 H18 SING N N 50 5SL C14 H19 SING N N 51 5SL C15 H20 SING N N 52 5SL C15 H21 SING N N 53 # 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 5SL InChI InChI 1.03 "InChI=1S/C20H21N7O/c1-12-2-4-13(5-3-12)8-17-25-20(28-27-17)14-6-7-15(9-14)24-18-16-10-23-26-19(16)22-11-21-18/h2-5,10-11,14-15H,6-9H2,1H3,(H2,21,22,23,24,26)/t14-,15-/m0/s1" 5SL InChIKey InChI 1.03 JTKNIJDRSHYXLX-GJZGRUSLSA-N 5SL SMILES_CANONICAL CACTVS 3.385 "Cc1ccc(Cc2noc(n2)[C@H]3CC[C@@H](C3)Nc4ncnc5[nH]ncc45)cc1" 5SL SMILES CACTVS 3.385 "Cc1ccc(Cc2noc(n2)[CH]3CC[CH](C3)Nc4ncnc5[nH]ncc45)cc1" 5SL SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "Cc1ccc(cc1)Cc2nc(on2)[C@H]3CC[C@@H](C3)Nc4c5cn[nH]c5ncn4" 5SL SMILES "OpenEye OEToolkits" 2.0.4 "Cc1ccc(cc1)Cc2nc(on2)C3CCC(C3)Nc4c5cn[nH]c5ncn4" # 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 5SL "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "~{N}-[(1~{S},3~{S})-3-[3-[(4-methylphenyl)methyl]-1,2,4-oxadiazol-5-yl]cyclopentyl]-1~{H}-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 5SL "Create component" 2015-11-23 RCSB 5SL "Initial release" 2016-03-02 RCSB #