data_OMJ # _chem_comp.id OMJ _chem_comp.name "(3S)-4-{[4-(4-cyano-3-methylphenoxy)phenyl]acetyl}morpholine-3-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H20 N2 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-06-28 _chem_comp.pdbx_modified_date 2020-05-01 _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 380.394 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OMJ _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 6PGJ _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 OMJ O27 O1 O 0 1 N N N 19.445 6.575 1.798 3.231 2.302 0.579 O27 OMJ 1 OMJ C25 C1 C 0 1 N N S 21.159 4.833 1.675 5.017 0.778 0.380 C25 OMJ 2 OMJ C12 C2 C 0 1 Y N N 18.943 -2.291 0.696 -1.490 -0.984 -0.343 C12 OMJ 3 OMJ C13 C3 C 0 1 Y N N 19.307 -0.959 0.510 -0.183 -0.983 -0.791 C13 OMJ 4 OMJ C14 C4 C 0 1 Y N N 20.620 -0.539 0.686 0.790 -1.671 -0.090 C14 OMJ 5 OMJ C18 C5 C 0 1 N N N 21.082 2.187 1.493 2.954 -0.504 0.030 C18 OMJ 6 OMJ C21 C6 C 0 1 N N N 20.971 3.617 -0.503 4.947 -1.147 -1.250 C21 OMJ 7 OMJ C22 C7 C 0 1 N N N 22.041 4.546 -1.135 5.653 -0.236 -2.261 C22 OMJ 8 OMJ C01 C8 C 0 1 N N N 18.535 -8.481 4.175 -5.824 2.373 1.116 C01 OMJ 9 OMJ C02 C9 C 0 1 Y N N 18.848 -7.003 4.067 -5.357 1.079 0.502 C02 OMJ 10 OMJ C03 C10 C 0 1 Y N N 19.074 -6.456 2.794 -4.442 0.292 1.165 C03 OMJ 11 OMJ C04 C11 C 0 1 Y N N 19.375 -5.094 2.552 -4.011 -0.903 0.600 C04 OMJ 12 OMJ C05 C12 C 0 1 Y N N 19.453 -4.270 3.698 -4.501 -1.307 -0.637 C05 OMJ 13 OMJ C06 C13 C 0 1 Y N N 19.239 -4.814 4.984 -5.416 -0.526 -1.306 C06 OMJ 14 OMJ C07 C14 C 0 1 Y N N 18.934 -6.174 5.217 -5.856 0.673 -0.739 C07 OMJ 15 OMJ C08 C15 C 0 1 N N N 18.716 -6.724 6.543 -6.812 1.486 -1.429 C08 OMJ 16 OMJ C11 C16 C 0 1 Y N N 19.889 -3.244 1.091 -1.826 -1.677 0.811 C11 OMJ 17 OMJ C15 C17 C 0 1 Y N N 21.574 -1.490 1.080 0.458 -2.362 1.060 C15 OMJ 18 OMJ C16 C18 C 0 1 Y N N 21.213 -2.820 1.279 -0.848 -2.372 1.510 C16 OMJ 19 OMJ C17 C19 C 0 1 N N N 20.985 0.877 0.502 2.215 -1.667 -0.581 C17 OMJ 20 OMJ C24 C20 C 0 1 N N N 21.967 5.828 0.797 5.720 1.595 -0.710 C24 OMJ 21 OMJ C26 C21 C 0 1 N N N 19.753 5.430 2.194 4.082 1.668 1.157 C26 OMJ 22 OMJ N09 N1 N 0 1 N N N 18.541 -7.167 7.604 -7.570 2.130 -1.976 N09 OMJ 23 OMJ N20 N2 N 0 1 N N N 21.062 3.489 0.965 4.252 -0.300 -0.268 N20 OMJ 24 OMJ O10 O2 O 0 1 N N N 19.584 -4.591 1.272 -3.109 -1.676 1.257 O10 OMJ 25 OMJ O19 O3 O 0 1 N N N 21.161 1.933 2.697 2.379 0.248 0.789 O19 OMJ 26 OMJ O23 O4 O 0 1 N N N 22.811 5.140 -0.114 6.459 0.712 -1.557 O23 OMJ 27 OMJ O28 O5 O 0 1 N N N 19.059 4.720 2.963 4.194 1.756 2.492 O28 OMJ 28 OMJ H1 H1 H 0 1 N N N 21.761 4.665 2.581 5.759 0.348 1.053 H1 OMJ 29 OMJ H2 H2 H 0 1 N N N 17.919 -2.592 0.533 -2.249 -0.443 -0.889 H2 OMJ 30 OMJ H3 H3 H 0 1 N N N 18.554 -0.239 0.224 0.079 -0.444 -1.690 H3 OMJ 31 OMJ H4 H4 H 0 1 N N N 19.977 4.018 -0.752 4.224 -1.779 -1.766 H4 OMJ 32 OMJ H5 H5 H 0 1 N N N 21.083 2.615 -0.943 5.682 -1.771 -0.741 H5 OMJ 33 OMJ H6 H6 H 0 1 N N N 22.697 3.956 -1.792 6.285 -0.837 -2.914 H6 OMJ 34 OMJ H7 H7 H 0 1 N N N 21.543 5.331 -1.723 4.909 0.291 -2.858 H7 OMJ 35 OMJ H8 H8 H 0 1 N N N 19.471 -9.048 4.284 -6.702 2.186 1.735 H8 OMJ 36 OMJ H9 H9 H 0 1 N N N 17.895 -8.657 5.053 -5.028 2.792 1.732 H9 OMJ 37 OMJ H10 H10 H 0 1 N N N 18.010 -8.812 3.267 -6.081 3.079 0.326 H10 OMJ 38 OMJ H11 H11 H 0 1 N N N 19.014 -7.118 1.943 -4.058 0.603 2.125 H11 OMJ 39 OMJ H12 H12 H 0 1 N N N 19.677 -3.219 3.590 -4.163 -2.236 -1.073 H12 OMJ 40 OMJ H13 H13 H 0 1 N N N 19.313 -4.154 5.836 -5.796 -0.841 -2.267 H13 OMJ 41 OMJ H14 H14 H 0 1 N N N 22.600 -1.187 1.231 1.220 -2.899 1.606 H14 OMJ 42 OMJ H15 H15 H 0 1 N N N 21.963 -3.535 1.582 -1.107 -2.912 2.408 H15 OMJ 43 OMJ H16 H16 H 0 1 N N N 21.999 0.815 0.079 2.701 -2.599 -0.291 H16 OMJ 44 OMJ H17 H17 H 0 1 N N N 20.283 1.211 -0.276 2.225 -1.574 -1.667 H17 OMJ 45 OMJ H18 H18 H 0 1 N N N 22.585 6.462 1.450 4.976 2.129 -1.302 H18 OMJ 46 OMJ H19 H19 H 0 1 N N N 21.266 6.458 0.231 6.399 2.311 -0.248 H19 OMJ 47 OMJ H20 H20 H 0 1 N N N 18.266 5.187 3.196 3.571 2.339 2.947 H20 OMJ 48 # # 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 OMJ C22 C21 SING N N 1 OMJ C22 O23 SING N N 2 OMJ C21 N20 SING N N 3 OMJ O23 C24 SING N N 4 OMJ C17 C14 SING N N 5 OMJ C17 C18 SING N N 6 OMJ C13 C14 DOUB Y N 7 OMJ C13 C12 SING Y N 8 OMJ C14 C15 SING Y N 9 OMJ C12 C11 DOUB Y N 10 OMJ C24 C25 SING N N 11 OMJ N20 C18 SING N N 12 OMJ N20 C25 SING N N 13 OMJ C15 C16 DOUB Y N 14 OMJ C11 O10 SING N N 15 OMJ C11 C16 SING Y N 16 OMJ O10 C04 SING N N 17 OMJ C18 O19 DOUB N N 18 OMJ C25 C26 SING N N 19 OMJ O27 C26 DOUB N N 20 OMJ C26 O28 SING N N 21 OMJ C04 C03 DOUB Y N 22 OMJ C04 C05 SING Y N 23 OMJ C03 C02 SING Y N 24 OMJ C05 C06 DOUB Y N 25 OMJ C02 C01 SING N N 26 OMJ C02 C07 DOUB Y N 27 OMJ C06 C07 SING Y N 28 OMJ C07 C08 SING N N 29 OMJ C08 N09 TRIP N N 30 OMJ C25 H1 SING N N 31 OMJ C12 H2 SING N N 32 OMJ C13 H3 SING N N 33 OMJ C21 H4 SING N N 34 OMJ C21 H5 SING N N 35 OMJ C22 H6 SING N N 36 OMJ C22 H7 SING N N 37 OMJ C01 H8 SING N N 38 OMJ C01 H9 SING N N 39 OMJ C01 H10 SING N N 40 OMJ C03 H11 SING N N 41 OMJ C05 H12 SING N N 42 OMJ C06 H13 SING N N 43 OMJ C15 H14 SING N N 44 OMJ C16 H15 SING N N 45 OMJ C17 H16 SING N N 46 OMJ C17 H17 SING N N 47 OMJ C24 H18 SING N N 48 OMJ C24 H19 SING N N 49 OMJ O28 H20 SING N N 50 # # 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 OMJ SMILES ACDLabs 12.01 "O=C(C1COCCN1C(=O)Cc3ccc(Oc2cc(C)c(cc2)C#N)cc3)O" OMJ InChI InChI 1.03 "InChI=1S/C21H20N2O5/c1-14-10-18(7-4-16(14)12-22)28-17-5-2-15(3-6-17)11-20(24)23-8-9-27-13-19(23)21(25)26/h2-7,10,19H,8-9,11,13H2,1H3,(H,25,26)/t19-/m0/s1" OMJ InChIKey InChI 1.03 AJUGJYIFDAVOIF-IBGZPJMESA-N OMJ SMILES_CANONICAL CACTVS 3.385 "Cc1cc(Oc2ccc(CC(=O)N3CCOC[C@H]3C(O)=O)cc2)ccc1C#N" OMJ SMILES CACTVS 3.385 "Cc1cc(Oc2ccc(CC(=O)N3CCOC[CH]3C(O)=O)cc2)ccc1C#N" OMJ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1cc(ccc1C#N)Oc2ccc(cc2)CC(=O)N3CCOC[C@H]3C(=O)O" OMJ SMILES "OpenEye OEToolkits" 2.0.7 "Cc1cc(ccc1C#N)Oc2ccc(cc2)CC(=O)N3CCOCC3C(=O)O" # # 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 OMJ "SYSTEMATIC NAME" ACDLabs 12.01 "(3S)-4-{[4-(4-cyano-3-methylphenoxy)phenyl]acetyl}morpholine-3-carboxylic acid" OMJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(3~{S})-4-[2-[4-(4-cyano-3-methyl-phenoxy)phenyl]ethanoyl]morpholine-3-carboxylic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site OMJ "Create component" 2019-06-28 RCSB OMJ "Initial release" 2020-05-06 RCSB ##