data_HN4 # _chem_comp.id HN4 _chem_comp.name "1-(4-tert-butylphenyl)-2-[(1S,2R,5R,8R,8aR)-1,2,8-trihydroxyoctahydroindolizin-5-yl]ethanone" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H29 N O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(1S,2R,5R,8R,8aR)-5-[2'-oxo-2'-(4-tert-butylphenyl)ethyl]-1,2,8-trihydroxy-indolizidine" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-09-25 _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 347.449 _chem_comp.one_letter_code ? _chem_comp.three_letter_code HN4 _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 3EJR _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 HN4 O10 O10 O 0 1 N N N 26.619 65.336 8.276 0.462 -2.079 -1.669 O10 HN4 1 HN4 C10 C10 C 0 1 N N N 27.114 66.307 8.845 0.586 -1.060 -1.024 C10 HN4 2 HN4 C11 C11 C 0 1 Y N N 26.204 67.236 9.593 1.927 -0.589 -0.642 C11 HN4 3 HN4 C12 C12 C 0 1 Y N N 26.717 68.293 10.344 3.061 -1.314 -1.022 C12 HN4 4 HN4 C13 C13 C 0 1 Y N N 25.857 69.165 11.019 4.314 -0.866 -0.661 C13 HN4 5 HN4 C14 C14 C 0 1 Y N N 24.469 68.981 10.958 4.451 0.298 0.076 C14 HN4 6 HN4 C17 C17 C 0 1 N N N 23.558 69.942 11.705 5.824 0.780 0.467 C17 HN4 7 HN4 C18 C18 C 0 1 N N N 23.808 71.364 11.198 6.651 1.039 -0.794 C18 HN4 8 HN4 C19 C19 C 0 1 N N N 22.078 69.654 11.430 5.700 2.076 1.270 C19 HN4 9 HN4 C20 C20 C 0 1 N N N 23.861 69.836 13.200 6.515 -0.285 1.321 C20 HN4 10 HN4 C15 C15 C 0 1 Y N N 23.966 67.921 10.202 3.333 1.021 0.456 C15 HN4 11 HN4 C16 C16 C 0 1 Y N N 24.819 67.045 9.527 2.074 0.589 0.097 C16 HN4 12 HN4 C9 C9 C 0 1 N N N 28.596 66.667 8.769 -0.633 -0.272 -0.618 C9 HN4 13 HN4 C5 C5 C 0 1 N N R 29.444 65.589 8.094 -1.894 -1.040 -1.020 C5 HN4 14 HN4 N4 N4 N 0 1 N N N 30.905 65.808 8.286 -3.071 -0.222 -0.768 N4 HN4 15 HN4 C3 C3 C 0 1 N N N 31.381 65.971 9.688 -3.225 0.993 -1.569 C3 HN4 16 HN4 C2 C2 C 0 1 N N R 32.816 66.490 9.492 -4.038 1.979 -0.694 C2 HN4 17 HN4 O2 O2 O 0 1 N N N 33.776 65.434 9.702 -5.306 2.247 -1.296 O2 HN4 18 HN4 C1 C1 C 0 1 N N S 32.910 67.037 8.061 -4.228 1.248 0.663 C1 HN4 19 HN4 O1 O1 O 0 1 N N N 33.796 66.207 7.262 -5.492 0.582 0.711 O1 HN4 20 HN4 C8A C8A C 0 1 N N R 31.461 67.001 7.576 -3.072 0.232 0.647 C8A HN4 21 HN4 C8 C8 C 0 1 N N R 31.219 66.918 6.077 -3.335 -0.992 1.516 C8 HN4 22 HN4 O8 O8 O 0 1 N N N 31.632 68.129 5.450 -3.401 -0.606 2.891 O8 HN4 23 HN4 C7 C7 C 0 1 N N N 29.724 66.698 5.797 -2.169 -1.970 1.306 C7 HN4 24 HN4 C6 C6 C 0 1 N N N 29.197 65.483 6.574 -2.018 -2.317 -0.175 C6 HN4 25 HN4 H12 H12 H 0 1 N N N 27.785 68.439 10.405 2.955 -2.222 -1.597 H12 HN4 26 HN4 H13 H13 H 0 1 N N N 26.265 69.985 11.591 5.190 -1.424 -0.953 H13 HN4 27 HN4 H18 H18 H 0 1 N N N 23.868 72.053 12.053 6.159 1.798 -1.402 H18 HN4 28 HN4 H18A H18A H 0 0 N N N 24.754 71.392 10.637 7.645 1.388 -0.511 H18A HN4 29 HN4 H18B H18B H 0 0 N N N 22.982 71.669 10.539 6.740 0.115 -1.366 H18B HN4 30 HN4 H19 H19 H 0 1 N N N 21.534 69.585 12.384 5.110 1.892 2.168 H19 HN4 31 HN4 H19A H19A H 0 0 N N N 21.653 70.467 10.824 6.693 2.425 1.553 H19A HN4 32 HN4 H19B H19B H 0 0 N N N 21.985 68.703 10.885 5.207 2.835 0.662 H19B HN4 33 HN4 H20 H20 H 0 1 N N N 24.950 69.811 13.353 6.603 -1.208 0.749 H20 HN4 34 HN4 H20A H20A H 0 0 N N N 23.438 70.707 13.722 7.508 0.064 1.604 H20A HN4 35 HN4 H20B H20B H 0 0 N N N 23.413 68.914 13.600 5.925 -0.469 2.219 H20B HN4 36 HN4 H15 H15 H 0 1 N N N 22.898 67.776 10.138 3.448 1.928 1.031 H15 HN4 37 HN4 H16 H16 H 0 1 N N N 24.412 66.224 8.956 1.203 1.157 0.390 H16 HN4 38 HN4 H9 H9 H 0 1 N N N 28.695 67.596 8.189 -0.628 -0.125 0.462 H9 HN4 39 HN4 H9A H9A H 0 1 N N N 28.962 66.775 9.801 -0.623 0.697 -1.117 H9A HN4 40 HN4 H5 H5 H 0 1 N N N 29.128 64.658 8.586 -1.845 -1.300 -2.078 H5 HN4 41 HN4 H3 H3 H 0 1 N N N 30.761 66.683 10.252 -2.248 1.416 -1.801 H3 HN4 42 HN4 H3A H3A H 0 1 N N N 31.329 65.044 10.277 -3.768 0.771 -2.487 H3A HN4 43 HN4 H2 H2 H 0 1 N N N 33.044 67.280 10.223 -3.483 2.906 -0.552 H2 HN4 44 HN4 HO2 HO2 H 0 1 N N N 33.987 65.027 8.870 -5.248 2.661 -2.167 HO2 HN4 45 HN4 H1 H1 H 0 1 N N N 33.335 68.049 7.992 -4.125 1.943 1.497 H1 HN4 46 HN4 HO1 HO1 H 0 1 N N N 33.390 66.026 6.423 -6.252 1.175 0.633 HO1 HN4 47 HN4 H8A H8A H 0 1 N N N 30.977 67.963 7.801 -2.128 0.710 0.907 H8A HN4 48 HN4 H8 H8 H 0 1 N N N 31.799 66.075 5.674 -4.272 -1.463 1.219 H8 HN4 49 HN4 HO8 HO8 H 0 1 N N N 31.724 68.810 6.106 -3.567 -1.340 3.498 HO8 HN4 50 HN4 H7 H7 H 0 1 N N N 29.165 67.593 6.108 -1.246 -1.511 1.663 H7 HN4 51 HN4 H7A H7A H 0 1 N N N 29.589 66.515 4.721 -2.358 -2.882 1.871 H7A HN4 52 HN4 H6 H6 H 0 1 N N N 29.711 64.584 6.202 -2.891 -2.881 -0.502 H6 HN4 53 HN4 H6A H6A H 0 1 N N N 28.109 65.435 6.417 -1.125 -2.927 -0.312 H6A HN4 54 # # 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 HN4 O10 C10 DOUB N N 1 HN4 C10 C11 SING N N 2 HN4 C10 C9 SING N N 3 HN4 C11 C12 DOUB Y N 4 HN4 C11 C16 SING Y N 5 HN4 C12 C13 SING Y N 6 HN4 C13 C14 DOUB Y N 7 HN4 C14 C17 SING N N 8 HN4 C14 C15 SING Y N 9 HN4 C17 C18 SING N N 10 HN4 C17 C19 SING N N 11 HN4 C17 C20 SING N N 12 HN4 C15 C16 DOUB Y N 13 HN4 C9 C5 SING N N 14 HN4 C5 N4 SING N N 15 HN4 C5 C6 SING N N 16 HN4 N4 C3 SING N N 17 HN4 N4 C8A SING N N 18 HN4 C3 C2 SING N N 19 HN4 C2 O2 SING N N 20 HN4 C2 C1 SING N N 21 HN4 C1 O1 SING N N 22 HN4 C1 C8A SING N N 23 HN4 C8A C8 SING N N 24 HN4 C8 O8 SING N N 25 HN4 C8 C7 SING N N 26 HN4 C7 C6 SING N N 27 HN4 C12 H12 SING N N 28 HN4 C13 H13 SING N N 29 HN4 C18 H18 SING N N 30 HN4 C18 H18A SING N N 31 HN4 C18 H18B SING N N 32 HN4 C19 H19 SING N N 33 HN4 C19 H19A SING N N 34 HN4 C19 H19B SING N N 35 HN4 C20 H20 SING N N 36 HN4 C20 H20A SING N N 37 HN4 C20 H20B SING N N 38 HN4 C15 H15 SING N N 39 HN4 C16 H16 SING N N 40 HN4 C9 H9 SING N N 41 HN4 C9 H9A SING N N 42 HN4 C5 H5 SING N N 43 HN4 C3 H3 SING N N 44 HN4 C3 H3A SING N N 45 HN4 C2 H2 SING N N 46 HN4 O2 HO2 SING N N 47 HN4 C1 H1 SING N N 48 HN4 O1 HO1 SING N N 49 HN4 C8A H8A SING N N 50 HN4 C8 H8 SING N N 51 HN4 O8 HO8 SING N N 52 HN4 C7 H7 SING N N 53 HN4 C7 H7A SING N N 54 HN4 C6 H6 SING N N 55 HN4 C6 H6A SING N N 56 # # 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 HN4 SMILES ACDLabs 10.04 "O=C(c1ccc(cc1)C(C)(C)C)CC2N3C(C(O)CC2)C(O)C(O)C3" HN4 SMILES_CANONICAL CACTVS 3.341 "CC(C)(C)c1ccc(cc1)C(=O)C[C@H]2CC[C@@H](O)[C@@H]3[C@H](O)[C@H](O)CN23" HN4 SMILES CACTVS 3.341 "CC(C)(C)c1ccc(cc1)C(=O)C[CH]2CC[CH](O)[CH]3[CH](O)[CH](O)CN23" HN4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)(C)c1ccc(cc1)C(=O)C[C@H]2CC[C@H]([C@H]3[N@]2C[C@H]([C@H]3O)O)O" HN4 SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)(C)c1ccc(cc1)C(=O)CC2CCC(C3N2CC(C3O)O)O" HN4 InChI InChI 1.03 "InChI=1S/C20H29NO4/c1-20(2,3)13-6-4-12(5-7-13)16(23)10-14-8-9-15(22)18-19(25)17(24)11-21(14)18/h4-7,14-15,17-19,22,24-25H,8-11H2,1-3H3/t14-,15-,17-,18-,19-/m1/s1" HN4 InChIKey InChI 1.03 PKZGDTMZYSPKOW-POGZOPGASA-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 HN4 "SYSTEMATIC NAME" ACDLabs 10.04 "1-(4-tert-butylphenyl)-2-[(1S,2R,5R,8R,8aR)-1,2,8-trihydroxyoctahydroindolizin-5-yl]ethanone" HN4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[(1S,2R,4S,5R,8R,8aR)-1,2,8-trihydroxy-1,2,3,5,6,7,8,8a-octahydroindolizin-5-yl]-1-(4-tert-butylphenyl)ethanone" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site HN4 "Create component" 2008-09-25 RCSB HN4 "Modify aromatic_flag" 2011-06-04 RCSB HN4 "Modify descriptor" 2011-06-04 RCSB HN4 "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id HN4 _pdbx_chem_comp_synonyms.name "(1S,2R,5R,8R,8aR)-5-[2'-oxo-2'-(4-tert-butylphenyl)ethyl]-1,2,8-trihydroxy-indolizidine" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##