data_3UY # _chem_comp.id 3UY _chem_comp.name "(4R,4a'R,10a'S)-8'-(2-fluoropyridin-3-yl)-4a'-methyl-3',4',4a',10a'-tetrahydro-2'H-spiro[1,3-oxazole-4,10'-pyrano[3,2-b]chromen]-2-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H20 F N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-11-07 _chem_comp.pdbx_modified_date 2014-11-28 _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 369.390 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3UY _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 4RRS _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 3UY C1 C1 C 0 1 Y N N 27.537 14.594 9.139 1.730 2.335 -0.166 C1 3UY 1 3UY C2 C2 C 0 1 Y N N 26.804 15.790 9.367 2.062 0.984 -0.078 C2 3UY 2 3UY C3 C3 C 0 1 Y N N 25.418 15.821 9.076 1.055 0.032 0.060 C3 3UY 3 3UY C4 C4 C 0 1 Y N N 24.774 14.659 8.584 -0.270 0.423 0.111 C4 3UY 4 3UY C5 C5 C 0 1 Y N N 25.505 13.455 8.361 -0.598 1.768 0.026 C5 3UY 5 3UY C6 C6 C 0 1 Y N N 26.894 13.433 8.643 0.409 2.720 -0.109 C6 3UY 6 3UY C7 C7 C 0 1 Y N N 27.419 16.977 9.834 3.483 0.561 -0.131 C7 3UY 7 3UY O8 O8 O 0 1 N N N 24.897 12.304 7.894 -1.888 2.190 0.084 O8 3UY 8 3UY C9 C9 C 0 1 N N R 23.479 12.147 8.045 -2.921 1.235 -0.167 C9 3UY 9 3UY C10 C10 C 0 1 N N S 22.860 13.474 7.526 -2.655 -0.005 0.700 C10 3UY 10 3UY C11 C11 C 0 1 N N R 23.289 14.753 8.262 -1.337 -0.624 0.253 C11 3UY 11 3UY C12 C12 C 0 1 N N N 23.002 16.027 7.434 -0.890 -1.714 1.246 C12 3UY 12 3UY O13 O13 O 0 1 N N N 22.063 16.794 8.206 -0.351 -2.708 0.348 O13 3UY 13 3UY C14 C14 C 0 1 N N N 21.864 16.154 9.391 -0.931 -2.531 -0.857 C14 3UY 14 3UY N15 N15 N 0 1 N N N 22.467 14.968 9.434 -1.506 -1.375 -0.997 N15 3UY 15 3UY N16 N16 N 0 1 N N N 21.079 16.767 10.298 -0.914 -3.486 -1.844 N16 3UY 16 3UY O17 O17 O 0 1 N N N 21.448 13.416 7.295 -3.718 -0.942 0.520 O17 3UY 17 3UY C18 C18 C 0 1 N N N 21.072 12.396 6.364 -5.002 -0.451 0.910 C18 3UY 18 3UY C19 C19 C 0 1 N N N 21.509 11.007 6.894 -5.362 0.768 0.058 C19 3UY 19 3UY C20 C20 C 0 1 N N N 23.033 10.957 7.165 -4.277 1.844 0.199 C20 3UY 20 3UY C21 C21 C 0 1 N N N 23.114 11.851 9.528 -2.913 0.843 -1.646 C21 3UY 21 3UY C22 C22 C 0 1 Y N N 27.007 17.642 11.017 4.003 -0.305 0.833 C22 3UY 22 3UY N23 N23 N 0 1 Y N N 27.554 18.801 11.449 5.266 -0.680 0.785 N23 3UY 23 3UY C24 C24 C 0 1 Y N N 28.557 19.357 10.744 6.082 -0.259 -0.163 C24 3UY 24 3UY C25 C25 C 0 1 Y N N 29.037 18.772 9.547 5.642 0.600 -1.152 C25 3UY 25 3UY C26 C26 C 0 1 Y N N 28.460 17.569 9.071 4.322 1.019 -1.150 C26 3UY 26 3UY F27 F27 F 0 1 N N N 26.012 17.139 11.767 3.205 -0.763 1.822 F27 3UY 27 3UY H1 H1 H 0 1 N N N 28.597 14.570 9.346 2.506 3.077 -0.275 H1 3UY 28 3UY H2 H2 H 0 1 N N N 24.853 16.729 9.229 1.310 -1.015 0.128 H2 3UY 29 3UY H3 H3 H 0 1 N N N 27.463 12.530 8.480 0.152 3.767 -0.178 H3 3UY 30 3UY H4 H4 H 0 1 N N N 23.302 13.590 6.525 -2.586 0.289 1.747 H4 3UY 31 3UY H5 H5 H 0 1 N N N 22.568 15.760 6.459 -0.122 -1.339 1.922 H5 3UY 32 3UY H6 H6 H 0 1 N N N 23.928 16.600 7.279 -1.740 -2.109 1.803 H6 3UY 33 3UY H7 H7 H 0 1 N N N 20.670 17.655 10.087 -0.472 -4.335 -1.691 H7 3UY 34 3UY H8 H8 H 0 1 N N N 20.905 16.334 11.182 -1.346 -3.311 -2.695 H8 3UY 35 3UY H9 H9 H 0 1 N N N 21.561 12.587 5.397 -5.754 -1.228 0.770 H9 3UY 36 3UY H10 H10 H 0 1 N N N 19.980 12.408 6.232 -4.969 -0.164 1.961 H10 3UY 37 3UY H11 H11 H 0 1 N N N 20.972 10.797 7.831 -5.428 0.474 -0.989 H11 3UY 38 3UY H12 H12 H 0 1 N N N 21.254 10.242 6.146 -6.320 1.172 0.385 H12 3UY 39 3UY H13 H13 H 0 1 N N N 23.276 10.017 7.682 -4.233 2.183 1.234 H13 3UY 40 3UY H14 H14 H 0 1 N N N 23.570 10.998 6.206 -4.512 2.686 -0.451 H14 3UY 41 3UY H15 H15 H 0 1 N N N 23.429 12.695 10.159 -1.948 0.406 -1.901 H15 3UY 42 3UY H16 H16 H 0 1 N N N 22.026 11.713 9.617 -3.702 0.115 -1.833 H16 3UY 43 3UY H17 H17 H 0 1 N N N 23.628 10.936 9.856 -3.083 1.729 -2.258 H17 3UY 44 3UY H18 H18 H 0 1 N N N 29.007 20.272 11.100 7.110 -0.590 -0.165 H18 3UY 45 3UY H19 H19 H 0 1 N N N 29.840 19.242 8.999 6.320 0.938 -1.922 H19 3UY 46 3UY H20 H20 H 0 1 N N N 28.802 17.115 8.153 3.953 1.690 -1.911 H20 3UY 47 # 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 3UY C18 C19 SING N N 1 3UY C18 O17 SING N N 2 3UY C19 C20 SING N N 3 3UY C20 C9 SING N N 4 3UY O17 C10 SING N N 5 3UY C12 O13 SING N N 6 3UY C12 C11 SING N N 7 3UY C10 C9 SING N N 8 3UY C10 C11 SING N N 9 3UY O8 C9 SING N N 10 3UY O8 C5 SING N N 11 3UY C9 C21 SING N N 12 3UY O13 C14 SING N N 13 3UY C11 C4 SING N N 14 3UY C11 N15 SING N N 15 3UY C5 C4 DOUB Y N 16 3UY C5 C6 SING Y N 17 3UY C4 C3 SING Y N 18 3UY C6 C1 DOUB Y N 19 3UY C26 C25 DOUB Y N 20 3UY C26 C7 SING Y N 21 3UY C3 C2 DOUB Y N 22 3UY C1 C2 SING Y N 23 3UY C2 C7 SING N N 24 3UY C14 N15 DOUB N N 25 3UY C14 N16 SING N N 26 3UY C25 C24 SING Y N 27 3UY C7 C22 DOUB Y N 28 3UY C24 N23 DOUB Y N 29 3UY C22 N23 SING Y N 30 3UY C22 F27 SING N N 31 3UY C1 H1 SING N N 32 3UY C3 H2 SING N N 33 3UY C6 H3 SING N N 34 3UY C10 H4 SING N N 35 3UY C12 H5 SING N N 36 3UY C12 H6 SING N N 37 3UY N16 H7 SING N N 38 3UY N16 H8 SING N N 39 3UY C18 H9 SING N N 40 3UY C18 H10 SING N N 41 3UY C19 H11 SING N N 42 3UY C19 H12 SING N N 43 3UY C20 H13 SING N N 44 3UY C20 H14 SING N N 45 3UY C21 H15 SING N N 46 3UY C21 H16 SING N N 47 3UY C21 H17 SING N N 48 3UY C24 H18 SING N N 49 3UY C25 H19 SING N N 50 3UY C26 H20 SING N N 51 # 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 3UY SMILES ACDLabs 12.01 "Fc1ncccc1c5cc4c(OC2(CCCOC2C43N=C(OC3)N)C)cc5" 3UY InChI InChI 1.03 "InChI=1S/C20H20FN3O3/c1-19-7-3-9-25-17(19)20(11-26-18(22)24-20)14-10-12(5-6-15(14)27-19)13-4-2-8-23-16(13)21/h2,4-6,8,10,17H,3,7,9,11H2,1H3,(H2,22,24)/t17-,19-,20+/m1/s1" 3UY InChIKey InChI 1.03 DMNHLGOPJBTFQJ-RLLQIKCJSA-N 3UY SMILES_CANONICAL CACTVS 3.385 "C[C@@]12CCCO[C@H]1[C@]3(COC(=N3)N)c4cc(ccc4O2)c5cccnc5F" 3UY SMILES CACTVS 3.385 "C[C]12CCCO[CH]1[C]3(COC(=N3)N)c4cc(ccc4O2)c5cccnc5F" 3UY SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@@]12CCCO[C@H]1[C@]3(COC(=N3)N)c4cc(ccc4O2)c5cccnc5F" 3UY SMILES "OpenEye OEToolkits" 1.7.6 "CC12CCCOC1C3(COC(=N3)N)c4cc(ccc4O2)c5cccnc5F" # 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 3UY "SYSTEMATIC NAME" ACDLabs 12.01 "(4R,4a'R,10a'S)-8'-(2-fluoropyridin-3-yl)-4a'-methyl-3',4',4a',10a'-tetrahydro-2'H-spiro[1,3-oxazole-4,10'-pyrano[3,2-b]chromen]-2-amine" 3UY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(4aR,10R,10aS)-8-(2-fluoranylpyridin-3-yl)-4a-methyl-spiro[2,3,4,10a-tetrahydropyrano[3,2-b]chromene-10,4'-5H-1,3-oxazole]-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 3UY "Create component" 2014-11-07 RCSB 3UY "Initial release" 2014-12-03 RCSB #