data_HN2 # _chem_comp.id HN2 _chem_comp.name "1-phenyl-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 "C16 H21 N O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(1S,2R,5R,8R,8aR)-5-[2'-oxo-2'-(phenyl)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 291.342 _chem_comp.one_letter_code ? _chem_comp.three_letter_code HN2 _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 3EJP _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 HN2 O10 O10 O 0 1 N N N 26.665 64.974 8.237 2.053 -0.298 -2.113 O10 HN2 1 HN2 C10 C10 C 0 1 N N N 27.059 65.960 8.834 1.973 0.055 -0.956 C10 HN2 2 HN2 C11 C11 C 0 1 Y N N 26.072 66.792 9.597 3.193 0.206 -0.146 C11 HN2 3 HN2 C16 C16 C 0 1 Y N N 24.731 66.386 9.610 4.446 -0.058 -0.708 C16 HN2 4 HN2 C15 C15 C 0 1 Y N N 23.782 67.152 10.296 5.585 0.085 0.057 C15 HN2 5 HN2 C14 C14 C 0 1 Y N N 24.180 68.312 10.956 5.489 0.488 1.377 C14 HN2 6 HN2 C13 C13 C 0 1 Y N N 25.515 68.739 10.930 4.253 0.751 1.941 C13 HN2 7 HN2 C12 C12 C 0 1 Y N N 26.477 67.961 10.251 3.105 0.618 1.187 C12 HN2 8 HN2 C9 C9 C 0 1 N N N 28.508 66.414 8.747 0.625 0.346 -0.348 C9 HN2 9 HN2 C5 C5 C 0 1 N N R 29.437 65.360 8.119 -0.474 -0.014 -1.350 C5 HN2 10 HN2 C6 C6 C 0 1 N N N 29.254 65.226 6.598 -0.492 -1.532 -1.580 C6 HN2 11 HN2 C7 C7 C 0 1 N N N 29.761 66.463 5.842 -0.815 -2.271 -0.282 C7 HN2 12 HN2 C8 C8 C 0 1 N N R 31.237 66.728 6.122 -2.117 -1.738 0.335 C8 HN2 13 HN2 O8 O8 O 0 1 N N N 31.627 67.965 5.535 -2.350 -2.368 1.596 O8 HN2 14 HN2 C8A C8A C 0 1 N N R 31.443 66.822 7.629 -1.953 -0.237 0.529 C8A HN2 15 HN2 C1 C1 C 0 1 N N S 32.891 66.878 8.116 -3.203 0.459 1.079 C1 HN2 16 HN2 O1 O1 O 0 1 N N N 33.810 66.068 7.321 -4.377 -0.281 0.739 O1 HN2 17 HN2 N4 N4 N 0 1 N N N 30.895 65.635 8.319 -1.773 0.371 -0.816 N4 HN2 18 HN2 C3 C3 C 0 1 N N N 31.351 65.812 9.725 -1.988 1.808 -0.580 C3 HN2 19 HN2 C2 C2 C 0 1 N N R 32.791 66.334 9.553 -3.209 1.840 0.376 C2 HN2 20 HN2 O2 O2 O 0 1 N N N 33.765 65.282 9.752 -4.418 2.014 -0.367 O2 HN2 21 HN2 H16 H16 H 0 1 N N N 24.431 65.486 9.093 4.523 -0.373 -1.738 H16 HN2 22 HN2 H15 H15 H 0 1 N N N 22.747 66.845 10.314 6.553 -0.118 -0.376 H15 HN2 23 HN2 H14 H14 H 0 1 N N N 23.448 68.893 11.497 6.384 0.598 1.972 H14 HN2 24 HN2 H13 H13 H 0 1 N N N 25.804 69.654 11.425 4.186 1.064 2.972 H13 HN2 25 HN2 H12 H12 H 0 1 N N N 27.513 68.264 10.236 2.141 0.828 1.627 H12 HN2 26 HN2 H9 H9 H 0 1 N N N 28.548 67.322 8.127 0.499 -0.247 0.558 H9 HN2 27 HN2 H9A H9A H 0 1 N N N 28.859 66.592 9.774 0.559 1.406 -0.101 H9A HN2 28 HN2 H5 H5 H 0 1 N N N 29.141 64.440 8.645 -0.295 0.501 -2.294 H5 HN2 29 HN2 H6 H6 H 0 1 N N N 29.820 64.348 6.253 -1.247 -1.773 -2.328 H6 HN2 30 HN2 H6A H6A H 0 1 N N N 28.178 65.121 6.394 0.485 -1.852 -1.942 H6A HN2 31 HN2 H7 H7 H 0 1 N N N 29.630 66.296 4.763 -0.926 -3.335 -0.492 H7 HN2 32 HN2 H7A H7A H 0 1 N N N 29.184 67.335 6.182 0.002 -2.129 0.426 H7A HN2 33 HN2 H8 H8 H 0 1 N N N 31.840 65.911 5.698 -2.953 -1.936 -0.337 H8 HN2 34 HN2 HO8 HO8 H 0 1 N N N 31.714 68.624 6.213 -2.435 -3.329 1.546 HO8 HN2 35 HN2 H8A H8A H 0 1 N N N 30.937 67.771 7.862 -1.094 -0.031 1.168 H8A HN2 36 HN2 H1 H1 H 0 1 N N N 33.303 67.895 8.040 -3.128 0.579 2.160 H1 HN2 37 HN2 HO1 HO1 H 0 1 N N N 33.424 65.892 6.471 -5.198 0.115 1.063 HO1 HN2 38 HN2 H3 H3 H 0 1 N N N 30.720 66.528 10.271 -1.115 2.253 -0.103 H3 HN2 39 HN2 H3A H3A H 0 1 N N N 31.293 64.888 10.319 -2.218 2.319 -1.515 H3A HN2 40 HN2 H2 H2 H 0 1 N N N 33.006 67.112 10.300 -3.096 2.639 1.109 H2 HN2 41 HN2 HO2 HO2 H 0 1 N N N 33.978 64.885 8.916 -4.477 2.862 -0.828 HO2 HN2 42 # # 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 HN2 O10 C10 DOUB N N 1 HN2 C10 C11 SING N N 2 HN2 C10 C9 SING N N 3 HN2 C11 C16 DOUB Y N 4 HN2 C11 C12 SING Y N 5 HN2 C16 C15 SING Y N 6 HN2 C15 C14 DOUB Y N 7 HN2 C14 C13 SING Y N 8 HN2 C13 C12 DOUB Y N 9 HN2 C9 C5 SING N N 10 HN2 C5 C6 SING N N 11 HN2 C5 N4 SING N N 12 HN2 C6 C7 SING N N 13 HN2 C7 C8 SING N N 14 HN2 C8 O8 SING N N 15 HN2 C8 C8A SING N N 16 HN2 C8A C1 SING N N 17 HN2 C8A N4 SING N N 18 HN2 C1 O1 SING N N 19 HN2 C1 C2 SING N N 20 HN2 N4 C3 SING N N 21 HN2 C3 C2 SING N N 22 HN2 C2 O2 SING N N 23 HN2 C16 H16 SING N N 24 HN2 C15 H15 SING N N 25 HN2 C14 H14 SING N N 26 HN2 C13 H13 SING N N 27 HN2 C12 H12 SING N N 28 HN2 C9 H9 SING N N 29 HN2 C9 H9A SING N N 30 HN2 C5 H5 SING N N 31 HN2 C6 H6 SING N N 32 HN2 C6 H6A SING N N 33 HN2 C7 H7 SING N N 34 HN2 C7 H7A SING N N 35 HN2 C8 H8 SING N N 36 HN2 O8 HO8 SING N N 37 HN2 C8A H8A SING N N 38 HN2 C1 H1 SING N N 39 HN2 O1 HO1 SING N N 40 HN2 C3 H3 SING N N 41 HN2 C3 H3A SING N N 42 HN2 C2 H2 SING N N 43 HN2 O2 HO2 SING N N 44 # # 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 HN2 SMILES ACDLabs 10.04 "O=C(c1ccccc1)CC2N3C(C(O)CC2)C(O)C(O)C3" HN2 SMILES_CANONICAL CACTVS 3.341 "O[C@@H]1CC[C@H](CC(=O)c2ccccc2)N3C[C@@H](O)[C@@H](O)[C@@H]13" HN2 SMILES CACTVS 3.341 "O[CH]1CC[CH](CC(=O)c2ccccc2)N3C[CH](O)[CH](O)[CH]13" HN2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)C(=O)C[C@H]2CC[C@H]([C@H]3[N@]2C[C@H]([C@H]3O)O)O" HN2 SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)C(=O)CC2CCC(C3N2CC(C3O)O)O" HN2 InChI InChI 1.03 "InChI=1S/C16H21NO4/c18-12-7-6-11(17-9-14(20)16(21)15(12)17)8-13(19)10-4-2-1-3-5-10/h1-5,11-12,14-16,18,20-21H,6-9H2/t11-,12-,14-,15-,16-/m1/s1" HN2 InChIKey InChI 1.03 HEBIMHSFXQMUTK-CCECPURYSA-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 HN2 "SYSTEMATIC NAME" ACDLabs 10.04 "1-phenyl-2-[(1S,2R,5R,8R,8aR)-1,2,8-trihydroxyoctahydroindolizin-5-yl]ethanone" HN2 "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-phenyl-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 HN2 "Create component" 2008-09-25 RCSB HN2 "Modify aromatic_flag" 2011-06-04 RCSB HN2 "Modify descriptor" 2011-06-04 RCSB HN2 "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id HN2 _pdbx_chem_comp_synonyms.name "(1S,2R,5R,8R,8aR)-5-[2'-oxo-2'-(phenyl)ethyl]-1,2,8-trihydroxy-indolizidine" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##