data_EYN # _chem_comp.id EYN _chem_comp.name "2-[(3~{S})-7-fluoranyl-6-(2-methylpropyl)-4-[(3-oxidanylidene-4~{H}-1,4-benzoxazin-6-yl)carbonyl]-2,3-dihydro-1,4-benzoxazin-3-yl]-~{N}-methyl-ethanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H26 F N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-05-04 _chem_comp.pdbx_modified_date 2019-01-04 _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 455.479 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EYN _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 6GGG _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 EYN C1 C1 C 0 1 N N N -29.269 0.638 7.572 5.755 -3.863 1.336 C1 EYN 1 EYN C2 C2 C 0 1 N N N -30.369 0.729 6.570 4.928 -2.923 0.456 C2 EYN 2 EYN C3 C3 C 0 1 N N N -31.430 -0.301 6.935 3.611 -3.604 0.080 C3 EYN 3 EYN C7 C4 C 0 1 Y N N -28.716 4.517 4.730 1.986 0.446 -0.491 C7 EYN 4 EYN C8 C5 C 0 1 Y N N -28.411 5.404 5.757 2.747 1.187 -1.391 C8 EYN 5 EYN C9 C6 C 0 1 Y N N -28.890 5.203 7.037 4.121 1.004 -1.438 C9 EYN 6 EYN C10 C7 C 0 1 Y N N -29.717 4.128 7.279 4.728 0.091 -0.592 C10 EYN 7 EYN C13 C8 C 0 1 N N N -26.974 6.613 4.281 0.760 1.954 -2.469 C13 EYN 8 EYN C14 C9 C 0 1 N N S -27.898 6.181 3.143 0.030 1.801 -1.128 C14 EYN 9 EYN C19 C10 C 0 1 Y N N -27.314 2.461 2.950 -1.669 -0.168 0.054 C19 EYN 10 EYN C20 C11 C 0 1 Y N N -26.625 2.247 4.136 -2.272 1.064 -0.216 C20 EYN 11 EYN C21 C12 C 0 1 Y N N -26.153 0.990 4.492 -3.641 1.148 -0.355 C21 EYN 12 EYN C22 C13 C 0 1 Y N N -26.338 -0.058 3.603 -4.423 0.010 -0.226 C22 EYN 13 EYN C24 C14 C 0 1 Y N N -27.508 1.405 2.070 -2.456 -1.315 0.183 C24 EYN 14 EYN N25 N1 N 0 1 N N N -27.178 -0.899 1.501 -4.636 -2.363 0.170 N25 EYN 15 EYN C30 C15 C 0 1 N N N -29.113 7.108 3.090 0.249 3.049 -0.271 C30 EYN 16 EYN C31 C16 C 0 1 N N N -29.972 7.097 1.860 -0.303 2.814 1.111 C31 EYN 17 EYN C34 C17 C 0 1 N N N -30.569 5.958 -0.207 -1.018 3.623 3.295 C34 EYN 18 EYN C4 C18 C 0 1 N N N -30.998 2.107 6.551 4.635 -1.632 1.223 C4 EYN 19 EYN C5 C19 C 0 1 Y N N -30.056 3.242 6.263 3.968 -0.642 0.304 C5 EYN 20 EYN C6 C20 C 0 1 Y N N -29.559 3.447 4.988 2.597 -0.465 0.355 C6 EYN 21 EYN F11 F1 F 0 1 N N N -30.212 3.983 8.527 6.067 -0.085 -0.641 F11 EYN 22 EYN O12 O1 O 0 1 N N N -27.594 6.528 5.582 2.161 2.090 -2.220 O12 EYN 23 EYN N16 N2 N 0 1 N N N -28.213 4.775 3.422 0.592 0.622 -0.447 N16 EYN 24 EYN C17 C21 C 0 1 N N N -27.792 3.812 2.501 -0.203 -0.257 0.196 C17 EYN 25 EYN O18 O2 O 0 1 N N N -27.740 4.042 1.286 0.289 -1.125 0.892 O18 EYN 26 EYN C23 C22 C 0 1 Y N N -27.012 0.161 2.417 -3.827 -1.224 0.043 C23 EYN 27 EYN C26 C23 C 0 1 N N N -26.893 -2.196 1.860 -5.910 -2.313 -0.275 C26 EYN 28 EYN O27 O3 O 0 1 N N N -26.957 -3.132 1.070 -6.638 -3.275 -0.148 O27 EYN 29 EYN C28 C24 C 0 1 N N N -26.596 -2.381 3.332 -6.425 -1.056 -0.929 C28 EYN 30 EYN O29 O4 O 0 1 N N N -25.813 -1.321 3.930 -5.773 0.083 -0.361 O29 EYN 31 EYN O32 O5 O 0 1 N N N -30.835 7.948 1.715 -0.587 1.690 1.467 O32 EYN 32 EYN N33 N3 N 0 1 N N N -29.735 6.082 0.969 -0.481 3.852 1.952 N33 EYN 33 EYN H1 H1 H 0 1 N N N -28.840 -0.375 7.555 5.964 -4.782 0.789 H1 EYN 34 EYN H2 H2 H 0 1 N N N -28.487 1.372 7.326 6.694 -3.378 1.604 H2 EYN 35 EYN H3 H3 H 0 1 N N N -29.668 0.850 8.575 5.196 -4.097 2.242 H3 EYN 36 EYN H4 H4 H 0 1 N N N -29.974 0.499 5.570 5.487 -2.688 -0.450 H4 EYN 37 EYN H5 H5 H 0 1 N N N -30.978 -1.304 6.950 2.988 -2.907 -0.481 H5 EYN 38 EYN H6 H6 H 0 1 N N N -31.840 -0.069 7.929 3.816 -4.481 -0.532 H6 EYN 39 EYN H7 H7 H 0 1 N N N -32.238 -0.274 6.190 3.088 -3.908 0.987 H7 EYN 40 EYN H8 H8 H 0 1 N N N -28.620 5.878 7.836 4.718 1.573 -2.135 H8 EYN 41 EYN H9 H9 H 0 1 N N N -26.085 5.965 4.275 0.582 1.071 -3.083 H9 EYN 42 EYN H10 H10 H 0 1 N N N -26.669 7.655 4.107 0.394 2.839 -2.988 H10 EYN 43 EYN H11 H11 H 0 1 N N N -27.351 6.257 2.192 -1.036 1.654 -1.302 H11 EYN 44 EYN H12 H12 H 0 1 N N N -26.451 3.081 4.800 -1.664 1.951 -0.316 H12 EYN 45 EYN H13 H13 H 0 1 N N N -25.655 0.833 5.437 -4.104 2.101 -0.563 H13 EYN 46 EYN H14 H14 H 0 1 N N N -28.033 1.551 1.138 -1.995 -2.269 0.391 H14 EYN 47 EYN H15 H15 H 0 1 N N N -27.508 -0.705 0.577 -4.286 -3.174 0.572 H15 EYN 48 EYN H16 H16 H 0 1 N N N -28.742 8.136 3.217 1.316 3.261 -0.205 H16 EYN 49 EYN H17 H17 H 0 1 N N N -29.760 6.844 3.940 -0.262 3.897 -0.727 H17 EYN 50 EYN H18 H18 H 0 1 N N N -30.237 5.095 -0.803 -1.090 4.573 3.825 H18 EYN 51 EYN H19 H19 H 0 1 N N N -31.615 5.811 0.099 -2.008 3.173 3.219 H19 EYN 52 EYN H20 H20 H 0 1 N N N -30.489 6.874 -0.811 -0.355 2.952 3.842 H20 EYN 53 EYN H21 H21 H 0 1 N N N -31.453 2.286 7.536 3.975 -1.850 2.062 H21 EYN 54 EYN H22 H22 H 0 1 N N N -31.781 2.112 5.779 5.569 -1.211 1.595 H22 EYN 55 EYN H23 H23 H 0 1 N N N -29.829 2.771 4.190 2.004 -1.037 1.054 H23 EYN 56 EYN H24 H24 H 0 1 N N N -27.554 -2.444 3.869 -6.221 -1.095 -1.999 H24 EYN 57 EYN H25 H25 H 0 1 N N N -26.044 -3.325 3.454 -7.500 -0.977 -0.767 H25 EYN 58 EYN H26 H26 H 0 1 N N N -28.992 5.433 1.131 -0.253 4.751 1.667 H26 EYN 59 # 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 EYN C34 N33 SING N N 1 EYN N33 C31 SING N N 2 EYN O27 C26 DOUB N N 3 EYN O18 C17 DOUB N N 4 EYN N25 C26 SING N N 5 EYN N25 C23 SING N N 6 EYN O32 C31 DOUB N N 7 EYN C26 C28 SING N N 8 EYN C31 C30 SING N N 9 EYN C24 C23 DOUB Y N 10 EYN C24 C19 SING Y N 11 EYN C23 C22 SING Y N 12 EYN C17 C19 SING N N 13 EYN C17 N16 SING N N 14 EYN C19 C20 DOUB Y N 15 EYN C30 C14 SING N N 16 EYN C14 N16 SING N N 17 EYN C14 C13 SING N N 18 EYN C28 O29 SING N N 19 EYN N16 C7 SING N N 20 EYN C22 O29 SING N N 21 EYN C22 C21 DOUB Y N 22 EYN C20 C21 SING Y N 23 EYN C13 O12 SING N N 24 EYN C7 C6 DOUB Y N 25 EYN C7 C8 SING Y N 26 EYN C6 C5 SING Y N 27 EYN O12 C8 SING N N 28 EYN C8 C9 DOUB Y N 29 EYN C5 C4 SING N N 30 EYN C5 C10 DOUB Y N 31 EYN C4 C2 SING N N 32 EYN C2 C3 SING N N 33 EYN C2 C1 SING N N 34 EYN C9 C10 SING Y N 35 EYN C10 F11 SING N N 36 EYN C1 H1 SING N N 37 EYN C1 H2 SING N N 38 EYN C1 H3 SING N N 39 EYN C2 H4 SING N N 40 EYN C3 H5 SING N N 41 EYN C3 H6 SING N N 42 EYN C3 H7 SING N N 43 EYN C9 H8 SING N N 44 EYN C13 H9 SING N N 45 EYN C13 H10 SING N N 46 EYN C14 H11 SING N N 47 EYN C20 H12 SING N N 48 EYN C21 H13 SING N N 49 EYN C24 H14 SING N N 50 EYN N25 H15 SING N N 51 EYN C30 H16 SING N N 52 EYN C30 H17 SING N N 53 EYN C34 H18 SING N N 54 EYN C34 H19 SING N N 55 EYN C34 H20 SING N N 56 EYN C4 H21 SING N N 57 EYN C4 H22 SING N N 58 EYN C6 H23 SING N N 59 EYN C28 H24 SING N N 60 EYN C28 H25 SING N N 61 EYN N33 H26 SING N N 62 # 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 EYN InChI InChI 1.03 "InChI=1S/C24H26FN3O5/c1-13(2)6-15-8-19-21(10-17(15)25)32-11-16(9-22(29)26-3)28(19)24(31)14-4-5-20-18(7-14)27-23(30)12-33-20/h4-5,7-8,10,13,16H,6,9,11-12H2,1-3H3,(H,26,29)(H,27,30)/t16-/m0/s1" EYN InChIKey InChI 1.03 OUCNRPREOGLYEL-INIZCTEOSA-N EYN SMILES_CANONICAL CACTVS 3.385 "CNC(=O)C[C@H]1COc2cc(F)c(CC(C)C)cc2N1C(=O)c3ccc4OCC(=O)Nc4c3" EYN SMILES CACTVS 3.385 "CNC(=O)C[CH]1COc2cc(F)c(CC(C)C)cc2N1C(=O)c3ccc4OCC(=O)Nc4c3" EYN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(C)Cc1cc2c(cc1F)OC[C@@H](N2C(=O)c3ccc4c(c3)NC(=O)CO4)CC(=O)NC" EYN SMILES "OpenEye OEToolkits" 2.0.6 "CC(C)Cc1cc2c(cc1F)OCC(N2C(=O)c3ccc4c(c3)NC(=O)CO4)CC(=O)NC" # 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 EYN "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-[(3~{S})-7-fluoranyl-6-(2-methylpropyl)-4-[(3-oxidanylidene-4~{H}-1,4-benzoxazin-6-yl)carbonyl]-2,3-dihydro-1,4-benzoxazin-3-yl]-~{N}-methyl-ethanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site EYN "Create component" 2018-05-04 EBI EYN "Initial release" 2019-01-09 RCSB #