data_DWD # _chem_comp.id DWD _chem_comp.name "(4S)-2'-(2-methylpropoxy)-7'-(pyrimidin-5-yl)spiro[1,3-oxazole-4,9'-xanthen]-2-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H22 N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-07-03 _chem_comp.pdbx_modified_date 2012-09-07 _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 402.446 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DWD _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 4FRK _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 DWD C26 C26 C 0 1 Y N N 74.035 47.035 6.054 5.134 1.117 -0.711 C26 DWD 1 DWD N27 N27 N 0 1 Y N N 74.487 46.219 5.109 6.342 1.557 -1.016 N27 DWD 2 DWD C28 C28 C 0 1 Y N N 73.820 46.066 3.968 7.383 0.749 -0.996 C28 DWD 3 DWD N29 N29 N 0 1 Y N N 72.692 46.719 3.742 7.274 -0.524 -0.673 N29 DWD 4 DWD C30 C30 C 0 1 Y N N 72.199 47.567 4.634 6.102 -1.046 -0.353 C30 DWD 5 DWD C15 C15 C 0 1 Y N N 72.860 47.760 5.849 4.972 -0.225 -0.356 C15 DWD 6 DWD C1 C1 C 0 1 Y N N 72.355 48.616 6.845 3.636 -0.765 -0.005 C1 DWD 7 DWD C6 C6 C 0 1 Y N N 70.993 48.571 7.168 2.521 0.069 -0.013 C6 DWD 8 DWD C5 C5 C 0 1 Y N N 70.461 49.397 8.166 1.276 -0.433 0.315 C5 DWD 9 DWD C2 C2 C 0 1 Y N N 73.197 49.489 7.539 3.492 -2.111 0.330 C2 DWD 10 DWD C3 C3 C 0 1 Y N N 72.667 50.327 8.538 2.249 -2.607 0.657 C3 DWD 11 DWD C4 C4 C 0 1 Y N N 71.309 50.279 8.858 1.136 -1.772 0.654 C4 DWD 12 DWD O7 O7 O 0 1 N N N 70.865 51.109 9.856 -0.076 -2.281 0.980 O7 DWD 13 DWD C8 C8 C 0 1 Y N N 69.550 51.198 10.158 -1.212 -1.650 0.597 C8 DWD 14 DWD C11 C11 C 0 1 Y N N 69.209 52.136 11.118 -2.404 -2.363 0.548 C11 DWD 15 DWD C12 C12 C 0 1 Y N N 67.880 52.297 11.500 -3.572 -1.738 0.160 C12 DWD 16 DWD C13 C13 C 0 1 Y N N 66.886 51.499 10.920 -3.557 -0.394 -0.182 C13 DWD 17 DWD O16 O16 O 0 1 N N N 65.605 51.741 11.328 -4.707 0.223 -0.564 O16 DWD 18 DWD C22 C22 C 0 1 N N N 64.694 50.694 11.320 -5.893 -0.573 -0.591 C22 DWD 19 DWD C23 C23 C 0 1 N N N 63.512 51.317 12.086 -7.075 0.287 -1.041 C23 DWD 20 DWD C25 C25 C 0 1 N N N 62.732 50.213 12.780 -8.319 -0.591 -1.190 C25 DWD 21 DWD C24 C24 C 0 1 N N N 62.596 52.126 11.170 -7.341 1.375 0.002 C24 DWD 22 DWD C14 C14 C 0 1 Y N N 67.225 50.550 9.943 -2.370 0.319 -0.133 C14 DWD 23 DWD C9 C9 C 0 1 Y N N 68.566 50.388 9.562 -1.198 -0.306 0.254 C9 DWD 24 DWD C10 C10 C 0 1 N N S 68.948 49.338 8.496 0.082 0.473 0.299 C10 DWD 25 DWD C17 C17 C 0 1 N N N 68.563 47.902 8.894 0.161 1.445 -0.896 C17 DWD 26 DWD O18 O18 O 0 1 N N N 67.658 47.456 7.824 -0.344 2.661 -0.303 O18 DWD 27 DWD C19 C19 C 0 1 N N N 67.353 48.529 7.032 -0.140 2.585 1.028 C19 DWD 28 DWD N21 N21 N 0 1 N N N 66.426 48.481 6.065 -0.183 3.680 1.857 N21 DWD 29 DWD N20 N20 N 0 1 N N N 68.058 49.620 7.317 0.101 1.382 1.454 N20 DWD 30 DWD H1 H1 H 0 1 N N N 74.577 47.138 6.982 4.285 1.785 -0.730 H1 DWD 31 DWD H2 H2 H 0 1 N N N 74.206 45.397 3.213 8.356 1.143 -1.251 H2 DWD 32 DWD H3 H3 H 0 1 N N N 71.288 48.107 4.422 6.021 -2.091 -0.090 H3 DWD 33 DWD H4 H4 H 0 1 N N N 70.343 47.889 6.640 2.630 1.111 -0.276 H4 DWD 34 DWD H5 H5 H 0 1 N N N 74.252 49.521 7.309 4.352 -2.763 0.333 H5 DWD 35 DWD H6 H6 H 0 1 N N N 73.316 51.013 9.061 2.138 -3.649 0.916 H6 DWD 36 DWD H7 H7 H 0 1 N N N 69.977 52.745 11.572 -2.416 -3.409 0.815 H7 DWD 37 DWD H8 H8 H 0 1 N N N 67.616 53.036 12.242 -4.496 -2.296 0.122 H8 DWD 38 DWD H9 H9 H 0 1 N N N 64.408 50.417 10.295 -5.760 -1.401 -1.288 H9 DWD 39 DWD H10 H10 H 0 1 N N N 65.091 49.811 11.841 -6.089 -0.966 0.407 H10 DWD 40 DWD H11 H11 H 0 1 N N N 63.918 51.992 12.854 -6.842 0.752 -1.999 H11 DWD 41 DWD H12 H12 H 0 1 N N N 63.407 49.642 13.434 -8.552 -1.056 -0.232 H12 DWD 42 DWD H13 H13 H 0 1 N N N 61.926 50.657 13.383 -9.161 0.022 -1.511 H13 DWD 43 DWD H14 H14 H 0 1 N N N 62.298 49.541 12.025 -8.129 -1.366 -1.933 H14 DWD 44 DWD H15 H15 H 0 1 N N N 61.769 52.550 11.759 -8.183 1.988 -0.319 H15 DWD 45 DWD H16 H16 H 0 1 N N N 63.170 52.941 10.704 -7.574 0.910 0.960 H16 DWD 46 DWD H17 H17 H 0 1 N N N 62.189 51.470 10.387 -6.455 2.001 0.108 H17 DWD 47 DWD H18 H18 H 0 1 N N N 66.456 49.946 9.485 -2.359 1.365 -0.398 H18 DWD 48 DWD H19 H19 H 0 1 N N N 68.050 47.892 9.867 1.190 1.571 -1.231 H19 DWD 49 DWD H20 H20 H 0 1 N N N 69.454 47.259 8.943 -0.478 1.112 -1.714 H20 DWD 50 DWD H21 H21 H 0 1 N N N 66.235 49.294 5.515 -0.029 3.574 2.808 H21 DWD 51 DWD H22 H22 H 0 1 N N N 65.925 47.632 5.894 -0.367 4.559 1.490 H22 DWD 52 # 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 DWD N29 C28 DOUB Y N 1 DWD N29 C30 SING Y N 2 DWD C28 N27 SING Y N 3 DWD C30 C15 DOUB Y N 4 DWD N27 C26 DOUB Y N 5 DWD C15 C26 SING Y N 6 DWD C15 C1 SING N N 7 DWD N21 C19 SING N N 8 DWD C1 C6 DOUB Y N 9 DWD C1 C2 SING Y N 10 DWD C19 N20 DOUB N N 11 DWD C19 O18 SING N N 12 DWD C6 C5 SING Y N 13 DWD N20 C10 SING N N 14 DWD C2 C3 DOUB Y N 15 DWD O18 C17 SING N N 16 DWD C5 C10 SING N N 17 DWD C5 C4 DOUB Y N 18 DWD C10 C17 SING N N 19 DWD C10 C9 SING N N 20 DWD C3 C4 SING Y N 21 DWD C4 O7 SING N N 22 DWD C9 C14 DOUB Y N 23 DWD C9 C8 SING Y N 24 DWD O7 C8 SING N N 25 DWD C14 C13 SING Y N 26 DWD C8 C11 DOUB Y N 27 DWD C13 O16 SING N N 28 DWD C13 C12 DOUB Y N 29 DWD C11 C12 SING Y N 30 DWD C24 C23 SING N N 31 DWD C22 O16 SING N N 32 DWD C22 C23 SING N N 33 DWD C23 C25 SING N N 34 DWD C26 H1 SING N N 35 DWD C28 H2 SING N N 36 DWD C30 H3 SING N N 37 DWD C6 H4 SING N N 38 DWD C2 H5 SING N N 39 DWD C3 H6 SING N N 40 DWD C11 H7 SING N N 41 DWD C12 H8 SING N N 42 DWD C22 H9 SING N N 43 DWD C22 H10 SING N N 44 DWD C23 H11 SING N N 45 DWD C25 H12 SING N N 46 DWD C25 H13 SING N N 47 DWD C25 H14 SING N N 48 DWD C24 H15 SING N N 49 DWD C24 H16 SING N N 50 DWD C24 H17 SING N N 51 DWD C14 H18 SING N N 52 DWD C17 H19 SING N N 53 DWD C17 H20 SING N N 54 DWD N21 H21 SING N N 55 DWD N21 H22 SING N N 56 # 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 DWD SMILES ACDLabs 12.01 "O4c2ccc(c1cncnc1)cc2C3(N=C(OC3)N)c5c4ccc(OCC(C)C)c5" DWD InChI InChI 1.03 "InChI=1S/C23H22N4O3/c1-14(2)11-28-17-4-6-21-19(8-17)23(12-29-22(24)27-23)18-7-15(3-5-20(18)30-21)16-9-25-13-26-10-16/h3-10,13-14H,11-12H2,1-2H3,(H2,24,27)/t23-/m0/s1" DWD InChIKey InChI 1.03 JWSHQJYDXNPIKG-QHCPKHFHSA-N DWD SMILES_CANONICAL CACTVS 3.370 "CC(C)COc1ccc2Oc3ccc(cc3[C@@]4(COC(=N4)N)c2c1)c5cncnc5" DWD SMILES CACTVS 3.370 "CC(C)COc1ccc2Oc3ccc(cc3[C]4(COC(=N4)N)c2c1)c5cncnc5" DWD SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)COc1ccc2c(c1)[C@]3(COC(=N3)N)c4cc(ccc4O2)c5cncnc5" DWD SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)COc1ccc2c(c1)C3(COC(=N3)N)c4cc(ccc4O2)c5cncnc5" # 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 DWD "SYSTEMATIC NAME" ACDLabs 12.01 "(4S)-2'-(2-methylpropoxy)-7'-(pyrimidin-5-yl)spiro[1,3-oxazole-4,9'-xanthen]-2-amine" DWD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(4S)-2'-(2-methylpropoxy)-7'-pyrimidin-5-yl-spiro[5H-1,3-oxazole-4,9'-xanthene]-2-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 DWD "Create component" 2012-07-03 RCSB DWD "Initial release" 2012-09-07 RCSB #