data_4WS # _chem_comp.id 4WS _chem_comp.name "N-{[(1R,2R,3R,7S,7aR)-1,2,7-trihydroxyhexahydro-1H-pyrrolizin-3-yl]methyl}acetamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H18 N2 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-06-15 _chem_comp.pdbx_modified_date 2015-09-04 _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 230.261 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4WS _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 5BXT _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 4WS O25 O1 O 0 1 N N N 72.513 4.118 4.050 4.244 -0.824 -0.740 O25 4WS 1 4WS C29 C1 C 0 1 N N N 72.728 4.833 2.886 3.829 0.179 -0.200 C29 4WS 2 4WS C30 C2 C 0 1 N N N 74.142 5.287 2.701 4.747 1.355 0.013 C30 4WS 3 4WS N22 N1 N 0 1 N N N 72.213 4.209 1.681 2.545 0.245 0.204 N22 4WS 4 4WS C28 C3 C 0 1 N N N 71.220 3.195 1.814 1.651 -0.896 -0.009 C28 4WS 5 4WS C27 C4 C 0 1 N N R 69.978 3.634 2.593 0.261 -0.564 0.538 C27 4WS 6 4WS N21 N2 N 0 1 N N N 70.097 3.598 4.037 -0.232 0.685 -0.072 N21 4WS 7 4WS C26 C5 C 0 1 N N N 69.785 2.258 4.597 -0.632 1.633 0.998 C26 4WS 8 4WS C25 C6 C 0 1 N N N 68.851 2.543 5.786 -1.692 2.531 0.315 C25 4WS 9 4WS C21 C7 C 0 1 N N R 69.379 5.003 2.333 -0.731 -1.684 0.162 C21 4WS 10 4WS C22 C8 C 0 1 N N R 68.237 4.994 3.320 -2.032 -0.904 -0.162 C22 4WS 11 4WS O22 O2 O 0 1 N N N 67.637 6.238 3.611 -2.854 -1.637 -1.074 O22 4WS 12 4WS C23 C9 C 0 1 N N R 69.019 4.552 4.552 -1.473 0.376 -0.827 C23 4WS 13 4WS C24 C10 C 0 1 N N S 68.219 3.929 5.657 -2.452 1.537 -0.592 C24 4WS 14 4WS O24 O3 O 0 1 N N N 66.854 3.699 5.328 -3.630 1.067 0.065 O24 4WS 15 4WS O21 O4 O 0 1 N N N 69.029 5.101 0.973 -0.935 -2.569 1.265 O21 4WS 16 4WS H3 H3 H 0 1 N N N 74.750 4.952 3.554 5.736 1.120 -0.380 H3 4WS 17 4WS H4 H4 H 0 1 N N N 74.546 4.858 1.772 4.347 2.227 -0.506 H4 4WS 18 4WS H5 H5 H 0 1 N N N 74.169 6.385 2.640 4.821 1.570 1.079 H5 4WS 19 4WS H6 H6 H 0 1 N N N 72.547 4.484 0.779 2.213 1.047 0.636 H6 4WS 20 4WS H8 H8 H 0 1 N N N 70.904 2.886 0.806 1.581 -1.109 -1.075 H8 4WS 21 4WS H9 H9 H 0 1 N N N 71.670 2.338 2.336 2.046 -1.770 0.511 H9 4WS 22 4WS H10 H10 H 0 1 N N N 69.193 2.911 2.327 0.306 -0.454 1.622 H10 4WS 23 4WS H12 H12 H 0 1 N N N 69.279 1.632 3.847 -1.069 1.098 1.841 H12 4WS 24 4WS H13 H13 H 0 1 N N N 70.703 1.755 4.936 0.223 2.228 1.322 H13 4WS 25 4WS H14 H14 H 0 1 N N N 68.055 1.784 5.810 -2.362 2.968 1.055 H14 4WS 26 4WS H15 H15 H 0 1 N N N 69.431 2.496 6.720 -1.213 3.310 -0.278 H15 4WS 27 4WS H16 H16 H 0 1 N N N 70.104 5.781 2.613 -0.382 -2.231 -0.713 H16 4WS 28 4WS H17 H17 H 0 1 N N N 67.494 4.231 3.044 -2.581 -0.664 0.748 H17 4WS 29 4WS H18 H18 H 0 1 N N N 66.935 6.113 4.239 -3.150 -2.493 -0.735 H18 4WS 30 4WS H19 H19 H 0 1 N N N 69.527 5.438 4.960 -1.269 0.220 -1.887 H19 4WS 31 4WS H20 H20 H 0 1 N N N 68.332 4.495 6.594 -2.711 2.011 -1.539 H20 4WS 32 4WS H21 H21 H 0 1 N N N 66.411 3.305 6.070 -4.285 1.756 0.240 H21 4WS 33 4WS H2 H2 H 0 1 N Y N 68.653 5.957 0.803 -1.551 -3.292 1.081 H2 4WS 34 # 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 4WS O21 C21 SING N N 1 4WS N22 C28 SING N N 2 4WS N22 C29 SING N N 3 4WS C28 C27 SING N N 4 4WS C21 C27 SING N N 5 4WS C21 C22 SING N N 6 4WS C27 N21 SING N N 7 4WS C30 C29 SING N N 8 4WS C29 O25 DOUB N N 9 4WS C22 O22 SING N N 10 4WS C22 C23 SING N N 11 4WS N21 C23 SING N N 12 4WS N21 C26 SING N N 13 4WS C23 C24 SING N N 14 4WS C26 C25 SING N N 15 4WS O24 C24 SING N N 16 4WS C24 C25 SING N N 17 4WS C30 H3 SING N N 18 4WS C30 H4 SING N N 19 4WS C30 H5 SING N N 20 4WS N22 H6 SING N N 21 4WS C28 H8 SING N N 22 4WS C28 H9 SING N N 23 4WS C27 H10 SING N N 24 4WS C26 H12 SING N N 25 4WS C26 H13 SING N N 26 4WS C25 H14 SING N N 27 4WS C25 H15 SING N N 28 4WS C21 H16 SING N N 29 4WS C22 H17 SING N N 30 4WS O22 H18 SING N N 31 4WS C23 H19 SING N N 32 4WS C24 H20 SING N N 33 4WS O24 H21 SING N N 34 4WS O21 H2 SING N N 35 # 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 4WS SMILES ACDLabs 12.01 "O=C(C)NCC1N2C(C(C1O)O)C(CC2)O" 4WS InChI InChI 1.03 "InChI=1S/C10H18N2O4/c1-5(13)11-4-6-9(15)10(16)8-7(14)2-3-12(6)8/h6-10,14-16H,2-4H2,1H3,(H,11,13)/t6-,7+,8-,9-,10-/m1/s1" 4WS InChIKey InChI 1.03 HSDCYPQIPOCAJF-JDDHQFAOSA-N 4WS SMILES_CANONICAL CACTVS 3.385 "CC(=O)NC[C@@H]1[C@@H](O)[C@H](O)[C@H]2[C@@H](O)CCN12" 4WS SMILES CACTVS 3.385 "CC(=O)NC[CH]1[CH](O)[CH](O)[CH]2[CH](O)CCN12" 4WS SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(=O)NC[C@@H]1[C@H]([C@@H]([C@@H]2N1CC[C@@H]2O)O)O" 4WS SMILES "OpenEye OEToolkits" 1.9.2 "CC(=O)NCC1C(C(C2N1CCC2O)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 4WS "SYSTEMATIC NAME" ACDLabs 12.01 "N-{[(1R,2R,3R,7S,7aR)-1,2,7-trihydroxyhexahydro-1H-pyrrolizin-3-yl]methyl}acetamide" 4WS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-[[(1R,2R,3R,7S,8R)-1,2,7-tris(oxidanyl)-2,3,5,6,7,8-hexahydro-1H-pyrrolizin-3-yl]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 4WS "Create component" 2015-06-15 RCSB 4WS "Initial release" 2015-09-09 RCSB #