data_1W0 # _chem_comp.id 1W0 _chem_comp.name "(3aS,7aR)-7a-[3-(pyrimidin-5-yl)phenyl]-3a,6,7,7a-tetrahydro-4H-pyrano[4,3-d][1,3]oxazol-2-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H16 N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-06-25 _chem_comp.pdbx_modified_date 2013-09-13 _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 296.324 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1W0 _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 4L7G _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 1W0 C4 C4 C 0 1 Y N N 11.930 -5.261 15.979 -0.655 0.074 -0.225 C4 1W0 1 1W0 C5 C5 C 0 1 Y N N 12.578 -6.359 16.512 0.539 0.721 -0.471 C5 1W0 2 1W0 C6 C6 C 0 1 Y N N 11.828 -7.435 16.970 0.552 2.082 -0.720 C6 1W0 3 1W0 C7 C7 C 0 1 N N R 14.098 -6.362 16.599 1.830 -0.055 -0.468 C7 1W0 4 1W0 C8 C8 C 0 1 N N N 14.621 -7.707 17.076 1.876 -0.940 -1.687 C8 1W0 5 1W0 C17 C17 C 0 1 Y N N 9.886 -3.989 15.373 -3.135 0.102 0.031 C17 1W0 6 1W0 C20 C20 C 0 1 Y N N 8.717 -1.727 14.507 -5.457 -1.145 0.508 C20 1W0 7 1W0 C22 C22 C 0 1 Y N N 8.765 -3.452 16.020 -4.342 0.806 0.027 C22 1W0 8 1W0 C1 C1 C 0 1 Y N N 10.441 -7.398 16.897 -0.630 2.801 -0.723 C1 1W0 9 1W0 C2 C2 C 0 1 Y N N 9.792 -6.294 16.374 -1.829 2.164 -0.479 C2 1W0 10 1W0 C3 C3 C 0 1 Y N N 10.535 -5.217 15.900 -1.849 0.792 -0.233 C3 1W0 11 1W0 C9 C9 C 0 1 N N N 16.164 -7.582 17.137 2.912 -2.052 -1.554 C9 1W0 12 1W0 O10 O10 O 0 1 N N N 16.542 -6.519 18.001 2.638 -2.780 -0.352 O10 1W0 13 1W0 C11 C11 C 0 1 N N N 15.440 -5.925 18.719 2.842 -2.009 0.825 C11 1W0 14 1W0 C12 C12 C 0 1 N N S 14.545 -5.296 17.675 1.975 -0.776 0.871 C12 1W0 15 1W0 O13 O13 O 0 1 N N N 15.188 -4.286 16.914 2.663 0.237 1.648 O13 1W0 16 1W0 C14 C14 C 0 1 N N N 15.355 -4.747 15.653 3.368 0.993 0.780 C14 1W0 17 1W0 N15 N15 N 0 1 N N N 14.746 -5.875 15.399 2.959 0.890 -0.431 N15 1W0 18 1W0 N16 N16 N 0 1 N N N 16.096 -4.074 14.738 4.416 1.795 1.160 N16 1W0 19 1W0 C18 C18 C 0 1 Y N N 10.382 -3.303 14.263 -3.173 -1.270 0.296 C18 1W0 20 1W0 N19 N19 N 0 1 Y N N 9.782 -2.188 13.874 -4.340 -1.845 0.526 N19 1W0 21 1W0 N21 N21 N 0 1 Y N N 8.216 -2.336 15.565 -5.465 0.152 0.268 N21 1W0 22 1W0 H1 H1 H 0 1 N N N 12.510 -4.424 15.618 -0.664 -0.988 -0.032 H1 1W0 23 1W0 H2 H2 H 0 1 N N N 12.324 -8.301 17.383 1.488 2.585 -0.912 H2 1W0 24 1W0 H3 H3 H 0 1 N N N 14.219 -7.939 18.073 0.894 -1.388 -1.836 H3 1W0 25 1W0 H4 H4 H 0 1 N N N 14.331 -8.499 16.370 2.121 -0.332 -2.557 H4 1W0 26 1W0 H5 H5 H 0 1 N N N 8.243 -0.826 14.148 -6.393 -1.647 0.701 H5 1W0 27 1W0 H6 H6 H 0 1 N N N 8.350 -3.946 16.886 -4.357 1.868 -0.168 H6 1W0 28 1W0 H7 H7 H 0 1 N N N 9.864 -8.239 17.252 -0.613 3.864 -0.918 H7 1W0 29 1W0 H8 H8 H 0 1 N N N 8.713 -6.268 16.334 -2.751 2.726 -0.481 H8 1W0 30 1W0 H9 H9 H 0 1 N N N 16.589 -8.524 17.514 2.844 -2.722 -2.411 H9 1W0 31 1W0 H10 H10 H 0 1 N N N 16.552 -7.383 16.127 3.911 -1.620 -1.502 H10 1W0 32 1W0 H11 H11 H 0 1 N N N 15.809 -5.159 19.417 2.631 -2.630 1.695 H11 1W0 33 1W0 H12 H12 H 0 1 N N N 14.890 -6.696 19.278 3.884 -1.691 0.863 H12 1W0 34 1W0 H13 H13 H 0 1 N N N 13.644 -4.897 18.163 1.000 -1.019 1.293 H13 1W0 35 1W0 H14 H14 H 0 1 N N N 16.198 -4.438 13.812 4.682 1.837 2.091 H14 1W0 36 1W0 H15 H15 H 0 1 N N N 16.540 -3.214 14.989 4.890 2.320 0.496 H15 1W0 37 1W0 H16 H16 H 0 1 N N N 11.243 -3.676 13.729 -2.262 -1.850 0.313 H16 1W0 38 # 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 1W0 N19 C18 DOUB Y N 1 1W0 N19 C20 SING Y N 2 1W0 C18 C17 SING Y N 3 1W0 C20 N21 DOUB Y N 4 1W0 N16 C14 SING N N 5 1W0 C17 C3 SING N N 6 1W0 C17 C22 DOUB Y N 7 1W0 N15 C14 DOUB N N 8 1W0 N15 C7 SING N N 9 1W0 N21 C22 SING Y N 10 1W0 C14 O13 SING N N 11 1W0 C3 C4 DOUB Y N 12 1W0 C3 C2 SING Y N 13 1W0 C4 C5 SING Y N 14 1W0 C2 C1 DOUB Y N 15 1W0 C5 C7 SING N N 16 1W0 C5 C6 DOUB Y N 17 1W0 C7 C8 SING N N 18 1W0 C7 C12 SING N N 19 1W0 C1 C6 SING Y N 20 1W0 O13 C12 SING N N 21 1W0 C8 C9 SING N N 22 1W0 C9 O10 SING N N 23 1W0 C12 C11 SING N N 24 1W0 O10 C11 SING N N 25 1W0 C4 H1 SING N N 26 1W0 C6 H2 SING N N 27 1W0 C8 H3 SING N N 28 1W0 C8 H4 SING N N 29 1W0 C20 H5 SING N N 30 1W0 C22 H6 SING N N 31 1W0 C1 H7 SING N N 32 1W0 C2 H8 SING N N 33 1W0 C9 H9 SING N N 34 1W0 C9 H10 SING N N 35 1W0 C11 H11 SING N N 36 1W0 C11 H12 SING N N 37 1W0 C12 H13 SING N N 38 1W0 N16 H14 SING N N 39 1W0 N16 H15 SING N N 40 1W0 C18 H16 SING N N 41 # 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 1W0 SMILES ACDLabs 12.01 "N1=C(OC4C1(c3cccc(c2cncnc2)c3)CCOC4)N" 1W0 InChI InChI 1.03 "InChI=1S/C16H16N4O2/c17-15-20-16(4-5-21-9-14(16)22-15)13-3-1-2-11(6-13)12-7-18-10-19-8-12/h1-3,6-8,10,14H,4-5,9H2,(H2,17,20)/t14-,16-/m1/s1" 1W0 InChIKey InChI 1.03 QBOAOWFKBWILHE-GDBMZVCRSA-N 1W0 SMILES_CANONICAL CACTVS 3.385 "NC1=N[C@]2(CCOC[C@H]2O1)c3cccc(c3)c4cncnc4" 1W0 SMILES CACTVS 3.385 "NC1=N[C]2(CCOC[CH]2O1)c3cccc(c3)c4cncnc4" 1W0 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)[C@]23CCOC[C@H]2OC(=N3)N)c4cncnc4" 1W0 SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)C23CCOCC2OC(=N3)N)c4cncnc4" # 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 1W0 "SYSTEMATIC NAME" ACDLabs 12.01 "(3aS,7aR)-7a-[3-(pyrimidin-5-yl)phenyl]-3a,6,7,7a-tetrahydro-4H-pyrano[4,3-d][1,3]oxazol-2-amine" 1W0 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(3aS,7aR)-7a-(3-pyrimidin-5-ylphenyl)-3a,4,6,7-tetrahydropyrano[4,3-d][1,3]oxazol-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 1W0 "Create component" 2013-06-25 RCSB 1W0 "Initial release" 2013-09-18 RCSB #