data_HN5 # _chem_comp.id HN5 _chem_comp.name "(1S,2R,5S,8R,8aR)-5-[2-(4-tert-butylphenyl)ethyl]octahydroindolizine-1,2,8-triol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H31 N O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(1S,2R,5S,8R,8aR)-5-[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 2020-06-17 _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 333.465 _chem_comp.one_letter_code ? _chem_comp.three_letter_code HN5 _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 3EJS _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 HN5 O8 O8 O 0 1 N N N 31.727 68.307 5.580 3.489 -1.946 -2.089 O8 HN5 1 HN5 C8 C8 C 0 1 N N R 31.345 67.101 6.258 3.419 -1.575 -0.711 C8 HN5 2 HN5 C8A C8A C 0 1 N N R 31.610 67.237 7.755 2.949 -0.131 -0.587 C8A HN5 3 HN5 N4 N4 N 0 1 N N N 31.042 66.086 8.486 2.952 0.213 0.859 N4 HN5 4 HN5 C3 C3 C 0 1 N N N 31.526 66.278 9.877 2.898 1.674 0.914 C3 HN5 5 HN5 C2 C2 C 0 1 N N R 32.978 66.810 9.664 3.599 2.174 -0.373 C2 HN5 6 HN5 O2 O2 O 0 1 N N N 33.882 65.742 9.892 4.789 2.893 -0.043 O2 HN5 7 HN5 C1 C1 C 0 1 N N S 33.067 67.296 8.200 3.949 0.886 -1.166 C1 HN5 8 HN5 O1 O1 O 0 1 N N N 33.948 66.520 7.337 5.295 0.480 -0.912 O1 HN5 9 HN5 C7 C7 C 0 1 N N N 29.847 66.821 5.995 2.396 -2.461 0.016 C7 HN5 10 HN5 C6 C6 C 0 1 N N N 29.286 65.658 6.828 2.233 -2.014 1.468 C6 HN5 11 HN5 C5 C5 C 0 1 N N S 29.561 65.908 8.312 1.894 -0.518 1.540 C5 HN5 12 HN5 C9 C9 C 0 1 N N N 28.691 67.058 8.887 0.555 -0.257 0.847 C9 HN5 13 HN5 C10 C10 C 0 1 N N N 28.310 66.923 10.379 -0.571 -0.913 1.648 C10 HN5 14 HN5 C11 C11 C 0 1 Y N N 27.315 67.985 10.855 -1.900 -0.549 1.038 C11 HN5 15 HN5 C16 C16 C 0 1 Y N N 27.710 68.805 11.908 -2.450 -1.347 0.052 C16 HN5 16 HN5 C15 C15 C 0 1 Y N N 26.831 69.787 12.416 -3.669 -1.013 -0.508 C15 HN5 17 HN5 C14 C14 C 0 1 Y N N 25.561 69.988 11.847 -4.338 0.119 -0.081 C14 HN5 18 HN5 C17 C17 C 0 1 N N N 24.622 71.049 12.404 -5.667 0.484 -0.692 C17 HN5 19 HN5 C20 C20 C 0 1 N N N 24.011 71.866 11.270 -6.666 -0.650 -0.452 C20 HN5 20 HN5 C19 C19 C 0 1 N N N 25.314 71.966 13.399 -6.189 1.769 -0.047 C19 HN5 21 HN5 C18 C18 C 0 1 N N N 23.507 70.300 13.122 -5.494 0.702 -2.196 C18 HN5 22 HN5 C13 C13 C 0 1 Y N N 25.074 69.110 10.710 -3.789 0.916 0.906 C13 HN5 23 HN5 C12 C12 C 0 1 Y N N 26.056 68.101 10.260 -2.572 0.580 1.468 C12 HN5 24 HN5 HO8 HO8 H 0 1 N N N 31.811 69.012 6.211 3.782 -2.855 -2.238 HO8 HN5 25 HN5 H8 H8 H 0 1 N N N 31.941 66.258 5.877 4.400 -1.686 -0.248 H8 HN5 26 HN5 H8A H8A H 0 1 N N N 31.145 68.208 7.982 1.956 -0.007 -1.018 H8A HN5 27 HN5 H3 H3 H 0 1 N N N 30.904 66.997 10.430 1.862 2.012 0.932 H3 HN5 28 HN5 H3A H3A H 0 1 N N N 31.484 65.360 10.482 3.427 2.037 1.795 H3A HN5 29 HN5 H2 H2 H 0 1 N N N 33.226 67.633 10.350 2.924 2.806 -0.951 H2 HN5 30 HN5 HO2 HO2 H 0 1 N N N 34.084 65.316 9.067 4.636 3.683 0.493 HO2 HN5 31 HN5 H1 H1 H 0 1 N N N 33.527 68.293 8.129 3.783 1.029 -2.234 H1 HN5 32 HN5 HO1 HO1 H 0 1 N N N 33.513 66.351 6.509 5.962 1.088 -1.258 HO1 HN5 33 HN5 H7 H7 H 0 1 N N N 29.279 67.729 6.248 1.434 -2.389 -0.492 H7 HN5 34 HN5 H7A H7A H 0 1 N N N 29.749 66.541 4.936 2.737 -3.496 -0.006 H7A HN5 35 HN5 H6 H6 H 0 1 N N N 28.201 65.582 6.665 1.431 -2.588 1.933 H6 HN5 36 HN5 H6A H6A H 0 1 N N N 29.772 64.721 6.520 3.163 -2.198 2.007 H6A HN5 37 HN5 H5 H5 H 0 1 N N N 29.254 65.041 8.915 1.838 -0.202 2.582 H5 HN5 38 HN5 H9 H9 H 0 1 N N N 29.261 67.992 8.774 0.380 0.817 0.787 H9 HN5 39 HN5 H9A H9A H 0 1 N N N 27.745 67.034 8.327 0.579 -0.678 -0.159 H9A HN5 40 HN5 H10 H10 H 0 1 N N N 27.852 65.934 10.527 -0.447 -1.996 1.629 H10 HN5 41 HN5 H10A H10A H 0 0 N N N 29.232 67.056 10.964 -0.536 -0.561 2.679 H10A HN5 42 HN5 H16 H16 H 0 1 N N N 28.694 68.690 12.339 -1.927 -2.231 -0.282 H16 HN5 43 HN5 H15 H15 H 0 1 N N N 27.139 70.393 13.255 -4.098 -1.635 -1.279 H15 HN5 44 HN5 H20 H20 H 0 1 N N N 23.864 72.904 11.603 -6.789 -0.805 0.620 H20 HN5 45 HN5 H20A H20A H 0 0 N N N 24.687 71.852 10.402 -7.628 -0.386 -0.893 H20A HN5 46 HN5 H20B H20B H 0 0 N N N 23.041 71.431 10.987 -6.294 -1.565 -0.911 H20B HN5 47 HN5 H19 H19 H 0 1 N N N 25.481 71.425 14.342 -5.477 2.576 -0.218 H19 HN5 48 HN5 H19A H19A H 0 0 N N N 26.281 72.291 12.987 -7.150 2.033 -0.488 H19A HN5 49 HN5 H19B H19B H 0 0 N N N 24.681 72.845 13.588 -6.312 1.614 1.025 H19B HN5 50 HN5 H18 H18 H 0 1 N N N 23.800 70.119 14.167 -5.122 -0.214 -2.656 H18 HN5 51 HN5 H18A H18A H 0 0 N N N 22.587 70.902 13.098 -6.455 0.965 -2.638 H18A HN5 52 HN5 H18B H18B H 0 0 N N N 23.330 69.338 12.620 -4.782 1.509 -2.367 H18B HN5 53 HN5 H13 H13 H 0 1 N N N 24.094 69.213 10.267 -4.312 1.800 1.239 H13 HN5 54 HN5 H12 H12 H 0 1 N N N 25.794 67.436 9.450 -2.145 1.201 2.242 H12 HN5 55 # # 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 HN5 O8 C8 SING N N 1 HN5 C8 C8A SING N N 2 HN5 C8 C7 SING N N 3 HN5 C8A N4 SING N N 4 HN5 C8A C1 SING N N 5 HN5 N4 C3 SING N N 6 HN5 N4 C5 SING N N 7 HN5 C3 C2 SING N N 8 HN5 C2 O2 SING N N 9 HN5 C2 C1 SING N N 10 HN5 C1 O1 SING N N 11 HN5 C7 C6 SING N N 12 HN5 C6 C5 SING N N 13 HN5 C5 C9 SING N N 14 HN5 C9 C10 SING N N 15 HN5 C10 C11 SING N N 16 HN5 C11 C16 DOUB Y N 17 HN5 C11 C12 SING Y N 18 HN5 C16 C15 SING Y N 19 HN5 C15 C14 DOUB Y N 20 HN5 C14 C17 SING N N 21 HN5 C14 C13 SING Y N 22 HN5 C17 C20 SING N N 23 HN5 C17 C19 SING N N 24 HN5 C17 C18 SING N N 25 HN5 C13 C12 DOUB Y N 26 HN5 O8 HO8 SING N N 27 HN5 C8 H8 SING N N 28 HN5 C8A H8A SING N N 29 HN5 C3 H3 SING N N 30 HN5 C3 H3A SING N N 31 HN5 C2 H2 SING N N 32 HN5 O2 HO2 SING N N 33 HN5 C1 H1 SING N N 34 HN5 O1 HO1 SING N N 35 HN5 C7 H7 SING N N 36 HN5 C7 H7A SING N N 37 HN5 C6 H6 SING N N 38 HN5 C6 H6A SING N N 39 HN5 C5 H5 SING N N 40 HN5 C9 H9 SING N N 41 HN5 C9 H9A SING N N 42 HN5 C10 H10 SING N N 43 HN5 C10 H10A SING N N 44 HN5 C16 H16 SING N N 45 HN5 C15 H15 SING N N 46 HN5 C20 H20 SING N N 47 HN5 C20 H20A SING N N 48 HN5 C20 H20B SING N N 49 HN5 C19 H19 SING N N 50 HN5 C19 H19A SING N N 51 HN5 C19 H19B SING N N 52 HN5 C18 H18 SING N N 53 HN5 C18 H18A SING N N 54 HN5 C18 H18B SING N N 55 HN5 C13 H13 SING N N 56 HN5 C12 H12 SING N N 57 # # 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 HN5 SMILES ACDLabs 10.04 "OC1CCC(N2C1C(O)C(O)C2)CCc3ccc(cc3)C(C)(C)C" HN5 SMILES_CANONICAL CACTVS 3.341 "CC(C)(C)c1ccc(CC[C@H]2CC[C@@H](O)[C@@H]3[C@H](O)[C@H](O)CN23)cc1" HN5 SMILES CACTVS 3.341 "CC(C)(C)c1ccc(CC[CH]2CC[CH](O)[CH]3[CH](O)[CH](O)CN23)cc1" HN5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)(C)c1ccc(cc1)CC[C@H]2CC[C@H]([C@H]3[N@]2C[C@H]([C@H]3O)O)O" HN5 SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)(C)c1ccc(cc1)CCC2CCC(C3N2CC(C3O)O)O" HN5 InChI InChI 1.03 "InChI=1S/C20H31NO3/c1-20(2,3)14-7-4-13(5-8-14)6-9-15-10-11-16(22)18-19(24)17(23)12-21(15)18/h4-5,7-8,15-19,22-24H,6,9-12H2,1-3H3/t15-,16+,17+,18+,19+/m0/s1" HN5 InChIKey InChI 1.03 QXPSLCODOUKVQZ-UURKPOQGSA-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 HN5 "SYSTEMATIC NAME" ACDLabs 10.04 "(1S,2R,5S,8R,8aR)-5-[2-(4-tert-butylphenyl)ethyl]octahydroindolizine-1,2,8-triol" HN5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1S,2R,4S,5S,8R,8aR)-5-[2-(4-tert-butylphenyl)ethyl]-1,2,3,5,6,7,8,8a-octahydroindolizine-1,2,8-triol" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site HN5 "Create component" 2008-09-25 RCSB HN5 "Modify aromatic_flag" 2011-06-04 RCSB HN5 "Modify descriptor" 2011-06-04 RCSB HN5 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id HN5 _pdbx_chem_comp_synonyms.name "(1S,2R,5S,8R,8aR)-5-[2'-(4-tert-butylphenyl)ethyl]-1,2,8-trihydroxy-indolizidine" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##