data_SA1 # _chem_comp.id SA1 _chem_comp.name "(3AR,6R,6AS)-6-((S)-((S)-CYCLOHEX-2-ENYL)(HYDROXY)METHYL)-6A-METHYL-4-OXO-HEXAHYDRO-2H-FURO[3,2-C]PYRROLE-6-CARBALDEHYDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H21 N O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Salinosporamide A, bound form" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-12-29 _chem_comp.pdbx_modified_date 2023-05-22 _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 279.332 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SA1 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2FAK _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 SA1 C1 C1 C 0 1 N N N 7.347 -158.753 40.296 3.903 0.753 -0.519 C1 SA1 1 SA1 O2 O2 O 0 1 N N N 6.884 -159.925 40.948 2.568 1.160 -0.829 O2 SA1 2 SA1 C3 C3 C 0 1 N N S 6.035 -160.693 40.059 1.717 0.006 -0.873 C3 SA1 3 SA1 C4 C4 C 0 1 N N N 4.563 -160.126 40.054 1.551 -0.567 -2.282 C4 SA1 4 SA1 C5 C5 C 0 1 N N R 6.848 -160.501 38.777 2.338 -1.002 0.136 C5 SA1 5 SA1 C6 C6 C 0 1 N N N 7.938 -161.533 39.000 1.717 -0.641 1.465 C6 SA1 6 SA1 O7 O7 O 0 1 N N N 9.022 -161.539 38.414 2.143 -0.987 2.547 O7 SA1 7 SA1 N8 N8 N 0 1 N N N 7.528 -162.405 39.924 0.625 0.119 1.275 N8 SA1 8 SA1 C9 C9 C 0 1 N N R 6.164 -162.175 40.469 0.374 0.358 -0.194 C9 SA1 9 SA1 C10 C10 C 0 1 N N S 5.245 -163.218 39.749 -0.741 -0.560 -0.697 C10 SA1 10 SA1 C11 C11 C 0 1 N N S 5.623 -164.675 39.569 -1.975 -0.398 0.193 C11 SA1 11 SA1 C12 C12 C 0 1 N N N 4.498 -165.451 38.902 -3.016 -1.400 -0.213 C12 SA1 12 SA1 C13 C13 C 0 1 N N N 4.278 -166.779 39.172 -4.277 -1.138 -0.317 C13 SA1 13 SA1 C14 C14 C 0 1 N N N 5.097 -167.616 40.131 -4.877 0.214 -0.063 C14 SA1 14 SA1 C15 C15 C 0 1 N N N 6.368 -166.863 40.615 -3.898 1.085 0.728 C15 SA1 15 SA1 C16 C16 C 0 1 N N N 6.007 -165.419 40.882 -2.528 1.021 0.041 C16 SA1 16 SA1 O17 O17 O 0 1 N N N 4.912 -162.646 38.420 -0.297 -1.917 -0.653 O17 SA1 17 SA1 C18 C18 C 0 1 N N N 6.215 -162.370 41.931 0.011 1.801 -0.432 C18 SA1 18 SA1 O19 O19 O 0 1 N N N 7.193 -162.905 42.429 0.070 2.597 0.475 O19 SA1 19 SA1 C20 C20 C 0 1 N N N 7.351 -159.079 38.838 3.833 -0.635 0.140 C20 SA1 20 SA1 H11A 1H1 H 0 0 N N N 6.706 -157.887 40.516 4.494 0.698 -1.433 H11A SA1 21 SA1 H12A 2H1 H 0 0 N N N 8.358 -158.489 40.640 4.354 1.465 0.171 H12A SA1 22 SA1 H41 1H4 H 0 1 N N N 3.900 -160.833 39.533 2.529 -0.835 -2.683 H41 SA1 23 SA1 H42 2H4 H 0 1 N N N 4.546 -159.156 39.535 0.920 -1.455 -2.242 H42 SA1 24 SA1 H43 3H4 H 0 1 N N N 4.217 -159.994 41.090 1.087 0.180 -2.926 H43 SA1 25 SA1 H5 H5 H 0 1 N N N 6.354 -160.631 37.803 2.161 -2.041 -0.141 H5 SA1 26 SA1 HN8 HN8 H 0 1 N N N 8.102 -163.165 40.230 0.068 0.466 1.989 HN8 SA1 27 SA1 H10 H10 H 0 1 N N N 4.434 -163.338 40.483 -0.996 -0.293 -1.723 H10 SA1 28 SA1 H11 H11 H 0 1 N N N 6.522 -164.642 38.936 -1.696 -0.567 1.232 H11 SA1 29 SA1 H12 H12 H 0 1 N N N 3.855 -164.944 38.197 -2.689 -2.407 -0.427 H12 SA1 30 SA1 H13 H13 H 0 1 N N N 3.459 -167.263 38.662 -4.940 -1.939 -0.607 H13 SA1 31 SA1 H141 1H14 H 0 0 N N N 5.418 -168.526 39.604 -5.799 0.099 0.507 H141 SA1 32 SA1 H142 2H14 H 0 0 N N N 4.476 -167.858 41.006 -5.100 0.696 -1.015 H142 SA1 33 SA1 H151 1H15 H 0 0 N N N 7.150 -166.916 39.843 -3.814 0.709 1.747 H151 SA1 34 SA1 H152 2H15 H 0 0 N N N 6.745 -167.328 41.538 -4.253 2.115 0.742 H152 SA1 35 SA1 H161 1H16 H 0 0 N N N 5.140 -165.398 41.558 -1.848 1.731 0.512 H161 SA1 36 SA1 H162 2H16 H 0 0 N N N 6.873 -164.915 41.335 -2.637 1.261 -1.017 H162 SA1 37 SA1 HO17 HO17 H 0 0 N N N 4.841 -161.701 38.490 -0.083 -2.111 0.269 HO17 SA1 38 SA1 H18 H18 H 0 1 N N N 5.396 -162.043 42.554 -0.302 2.124 -1.414 H18 SA1 39 SA1 H201 1H20 H 0 0 N N N 8.347 -158.966 38.385 4.402 -1.360 -0.443 H201 SA1 40 SA1 H202 2H20 H 0 0 N N N 6.695 -158.399 38.275 4.210 -0.589 1.162 H202 SA1 41 # 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 SA1 C1 O2 SING N N 1 SA1 C1 C20 SING N N 2 SA1 C1 H11A SING N N 3 SA1 C1 H12A SING N N 4 SA1 O2 C3 SING N N 5 SA1 C3 C4 SING N N 6 SA1 C3 C5 SING N N 7 SA1 C3 C9 SING N N 8 SA1 C4 H41 SING N N 9 SA1 C4 H42 SING N N 10 SA1 C4 H43 SING N N 11 SA1 C5 C6 SING N N 12 SA1 C5 C20 SING N N 13 SA1 C5 H5 SING N N 14 SA1 C6 O7 DOUB N N 15 SA1 C6 N8 SING N N 16 SA1 N8 C9 SING N N 17 SA1 N8 HN8 SING N N 18 SA1 C9 C10 SING N N 19 SA1 C9 C18 SING N N 20 SA1 C10 C11 SING N N 21 SA1 C10 O17 SING N N 22 SA1 C10 H10 SING N N 23 SA1 C11 C12 SING N N 24 SA1 C11 C16 SING N N 25 SA1 C11 H11 SING N N 26 SA1 C12 C13 DOUB N N 27 SA1 C12 H12 SING N N 28 SA1 C13 C14 SING N N 29 SA1 C13 H13 SING N N 30 SA1 C14 C15 SING N N 31 SA1 C14 H141 SING N N 32 SA1 C14 H142 SING N N 33 SA1 C15 C16 SING N N 34 SA1 C15 H151 SING N N 35 SA1 C15 H152 SING N N 36 SA1 C16 H161 SING N N 37 SA1 C16 H162 SING N N 38 SA1 O17 HO17 SING N N 39 SA1 C18 O19 DOUB N N 40 SA1 C18 H18 SING N N 41 SA1 C20 H201 SING N N 42 SA1 C20 H202 SING N N 43 # 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 SA1 SMILES ACDLabs 10.04 "O=C1NC(C=O)(C2(OCCC12)C)C(O)C3C=CCCC3" SA1 SMILES_CANONICAL CACTVS 3.341 "C[C@]12OCC[C@H]1C(=O)N[C@]2(C=O)[C@@H](O)[C@H]3CCCC=C3" SA1 SMILES CACTVS 3.341 "C[C]12OCC[CH]1C(=O)N[C]2(C=O)[CH](O)[CH]3CCCC=C3" SA1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@]12[C@@H](CCO1)C(=O)N[C@]2(C=O)[C@H]([C@H]3CCCC=C3)O" SA1 SMILES "OpenEye OEToolkits" 1.5.0 "CC12C(CCO1)C(=O)NC2(C=O)C(C3CCCC=C3)O" SA1 InChI InChI 1.03 "InChI=1S/C15H21NO4/c1-14-11(7-8-20-14)13(19)16-15(14,9-17)12(18)10-5-3-2-4-6-10/h3,5,9-12,18H,2,4,6-8H2,1H3,(H,16,19)/t10-,11+,12+,14+,15-/m1/s1" SA1 InChIKey InChI 1.03 YVABESCRHMBHJD-FUQNVFFISA-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 SA1 "SYSTEMATIC NAME" ACDLabs 10.04 "(3aR,6R,6aS)-6-[(S)-(1S)-cyclohex-2-en-1-yl(hydroxy)methyl]-6a-methyl-4-oxohexahydro-2H-furo[2,3-c]pyrrole-6-carbaldehyde" SA1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3aR,6R,6aS)-6-[(S)-[(1S)-1-cyclohex-2-enyl]-hydroxy-methyl]-6a-methyl-4-oxo-2,3,3a,5-tetrahydrofuro[2,3-c]pyrrole-6-carbaldehyde" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site SA1 "Create component" 2005-12-29 RCSB SA1 "Modify descriptor" 2011-06-04 RCSB SA1 "Modify descriptor" 2023-05-22 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id SA1 _pdbx_chem_comp_synonyms.name "Salinosporamide A, bound form" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? #