data_SDN # _chem_comp.id SDN _chem_comp.name "[(3S)-9-hydroxy-1-methyl-10-oxo-4,10-dihydro-3H-benzo[g]isochromen-3-yl]acetic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H14 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "4,10-dihydro-9-hydroxy-1-methyl-10-oxo-3-H-naphtho-[2,3-c]-pyran-3-(S)-acetic acid" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-11-30 _chem_comp.pdbx_modified_date 2021-03-13 _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 286.279 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SDN _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 3B6C _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 SDN O4 O4 O 0 1 N N N -29.234 3.929 20.659 4.077 -1.835 0.445 O4 SDN 1 SDN C11 C11 C 0 1 Y N N -30.305 4.549 20.586 3.827 -0.504 0.361 C11 SDN 2 SDN C12 C12 C 0 1 Y N N -30.618 5.541 21.549 2.564 -0.046 -0.036 C12 SDN 3 SDN C13 C13 C 0 1 N N N -29.763 5.824 22.615 1.497 -0.990 -0.408 C13 SDN 4 SDN O5 O5 O 0 1 N N N -28.697 5.188 22.696 1.738 -2.147 -0.711 O5 SDN 5 SDN C14 C14 C 0 1 N N N -30.089 6.830 23.548 0.126 -0.463 -0.393 C14 SDN 6 SDN C15 C15 C 0 1 N N N -29.228 7.184 24.696 -0.977 -1.267 -0.234 C15 SDN 7 SDN O3 O3 O 0 1 N N N -29.806 7.890 25.814 -2.210 -0.765 -0.170 O3 SDN 8 SDN C16 C16 C 0 1 N N N -27.850 6.759 24.820 -0.786 -2.758 -0.129 C16 SDN 9 SDN C10 C10 C 0 1 Y N N -31.195 4.292 19.538 4.816 0.412 0.674 C10 SDN 10 SDN C9 C9 C 0 1 Y N N -32.413 4.997 19.440 4.563 1.774 0.596 C9 SDN 11 SDN C8 C8 C 0 1 Y N N -32.731 5.975 20.396 3.326 2.243 0.215 C8 SDN 12 SDN C7 C7 C 0 1 Y N N -31.851 6.239 21.446 2.302 1.341 -0.097 C7 SDN 13 SDN C6 C6 C 0 1 N N N -32.156 7.228 22.385 0.975 1.829 -0.471 C6 SDN 14 SDN C5 C5 C 0 1 N N N -31.281 7.531 23.429 -0.063 0.985 -0.574 C5 SDN 15 SDN C4 C4 C 0 1 N N N -31.644 8.659 24.391 -1.460 1.459 -0.899 C4 SDN 16 SDN C3 C3 C 0 1 N N S -30.558 8.991 25.413 -2.438 0.653 -0.032 C3 SDN 17 SDN C2 C2 C 0 1 N N N -31.116 9.755 26.611 -3.871 0.970 -0.466 C2 SDN 18 SDN C1 C1 C 0 1 N N N -30.071 9.943 27.712 -4.840 0.280 0.458 C1 SDN 19 SDN O2 O2 O 0 1 N N N -29.188 9.083 27.902 -4.428 -0.397 1.370 O2 SDN 20 SDN O1 O1 O 0 1 N N N -30.156 10.954 28.421 -6.162 0.416 0.268 O1 SDN 21 SDN HO4 HO4 H 0 1 N N N -28.899 3.770 19.784 4.414 -2.224 -0.374 HO4 SDN 22 SDN H161 H161 H 0 0 N N N -27.407 6.651 23.819 -0.086 -2.979 0.677 H161 SDN 23 SDN H162 H162 H 0 0 N N N -27.285 7.510 25.392 -1.744 -3.233 0.083 H162 SDN 24 SDN H163 H163 H 0 0 N N N -27.810 5.793 25.344 -0.391 -3.141 -1.069 H163 SDN 25 SDN H10 H10 H 0 1 N N N -30.947 3.547 18.797 5.791 0.065 0.981 H10 SDN 26 SDN H9 H9 H 0 1 N N N -33.098 4.785 18.633 5.348 2.476 0.837 H9 SDN 27 SDN H8 H8 H 0 1 N N N -33.658 6.524 20.318 3.145 3.306 0.162 H8 SDN 28 SDN H6 H6 H 0 1 N N N -33.087 7.768 22.301 0.827 2.882 -0.662 H6 SDN 29 SDN H41 H41 H 0 1 N N N -31.833 9.563 23.794 -1.551 2.522 -0.675 H41 SDN 30 SDN H42 H42 H 0 1 N N N -32.522 8.319 24.961 -1.673 1.283 -1.953 H42 SDN 31 SDN H3 H3 H 0 1 N N N -29.857 9.654 24.885 -2.311 0.940 1.012 H3 SDN 32 SDN H21 H21 H 0 1 N N N -31.449 10.747 26.270 -4.033 2.047 -0.424 H21 SDN 33 SDN H22 H22 H 0 1 N N N -31.949 9.170 27.029 -4.028 0.619 -1.486 H22 SDN 34 SDN HO1 HO1 H 0 1 N N N -29.471 10.938 29.079 -6.745 -0.045 0.887 HO1 SDN 35 # # 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 SDN C9 C10 SING Y N 1 SDN C9 C8 DOUB Y N 2 SDN C10 C11 DOUB Y N 3 SDN C8 C7 SING Y N 4 SDN C11 O4 SING N N 5 SDN C11 C12 SING Y N 6 SDN C7 C12 DOUB Y N 7 SDN C7 C6 SING N N 8 SDN C12 C13 SING N N 9 SDN C6 C5 DOUB N N 10 SDN C13 O5 DOUB N N 11 SDN C13 C14 SING N N 12 SDN C5 C14 SING N N 13 SDN C5 C4 SING N N 14 SDN C14 C15 DOUB N N 15 SDN C4 C3 SING N N 16 SDN C15 C16 SING N N 17 SDN C15 O3 SING N N 18 SDN C3 O3 SING N N 19 SDN C3 C2 SING N N 20 SDN C2 C1 SING N N 21 SDN C1 O2 DOUB N N 22 SDN C1 O1 SING N N 23 SDN O4 HO4 SING N N 24 SDN C16 H161 SING N N 25 SDN C16 H162 SING N N 26 SDN C16 H163 SING N N 27 SDN C10 H10 SING N N 28 SDN C9 H9 SING N N 29 SDN C8 H8 SING N N 30 SDN C6 H6 SING N N 31 SDN C4 H41 SING N N 32 SDN C4 H42 SING N N 33 SDN C3 H3 SING N N 34 SDN C2 H21 SING N N 35 SDN C2 H22 SING N N 36 SDN O1 HO1 SING N N 37 # # 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 SDN SMILES ACDLabs 10.04 "O=C2c1c(O)cccc1C=C3C2=C(OC(C3)CC(=O)O)C" SDN SMILES_CANONICAL CACTVS 3.341 "CC1=C2C(=Cc3cccc(O)c3C2=O)C[C@@H](CC(O)=O)O1" SDN SMILES CACTVS 3.341 "CC1=C2C(=Cc3cccc(O)c3C2=O)C[CH](CC(O)=O)O1" SDN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC1=C2C(=Cc3cccc(c3C2=O)O)C[C@H](O1)CC(=O)O" SDN SMILES "OpenEye OEToolkits" 1.5.0 "CC1=C2C(=Cc3cccc(c3C2=O)O)CC(O1)CC(=O)O" SDN InChI InChI 1.03 "InChI=1S/C16H14O5/c1-8-14-10(6-11(21-8)7-13(18)19)5-9-3-2-4-12(17)15(9)16(14)20/h2-5,11,17H,6-7H2,1H3,(H,18,19)/t11-/m0/s1" SDN InChIKey InChI 1.03 HHXSOTFPYPQSBU-NSHDSACASA-N # # 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 SDN "SYSTEMATIC NAME" ACDLabs 10.04 "[(3S)-9-hydroxy-1-methyl-10-oxo-4,10-dihydro-3H-benzo[g]isochromen-3-yl]acetic acid" SDN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[(3S)-9-hydroxy-1-methyl-10-oxo-3,4-dihydrobenzo[g]isochromen-3-yl]ethanoic 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 SDN "Create component" 2007-11-30 RCSB SDN "Modify aromatic_flag" 2011-06-04 RCSB SDN "Modify descriptor" 2011-06-04 RCSB SDN "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id SDN _pdbx_chem_comp_synonyms.name "4,10-dihydro-9-hydroxy-1-methyl-10-oxo-3-H-naphtho-[2,3-c]-pyran-3-(S)-acetic acid" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##