data_GC2 # _chem_comp.id GC2 _chem_comp.name 6-ACETAMIDO-6-DEOXY-CASTANOSPERMINE _chem_comp.type non-polymer _chem_comp.pdbx_type ? _chem_comp.formula "C10 H18 N2 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "N-[(1S,6S,7R,8R,8AR)-1,7,8-TRIHYDROXYOCTAHYDROINDOLIZIN-6-YL]ACETAMIDE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-07-02 _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 230.261 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GC2 _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 2XJ7 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # 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 GC2 O1 O1 O 0 1 N N N 0.947 -36.047 101.851 3.204 -1.240 -0.916 O1 GC2 1 GC2 C8 C8 C 0 1 N N N 2.130 -36.031 102.181 3.467 -0.315 -0.177 C8 GC2 2 GC2 C10 C10 C 0 1 N N N 2.490 -35.514 103.580 4.904 0.023 0.125 C10 GC2 3 GC2 N2 N2 N 0 1 N N N 3.103 -36.458 101.327 2.474 0.415 0.368 N2 GC2 4 GC2 C2 C2 C 0 1 N N S 3.017 -36.998 99.950 1.077 0.090 0.069 C2 GC2 5 GC2 C3 C3 C 0 1 N N R 2.726 -35.858 98.954 0.206 1.338 0.251 C3 GC2 6 GC2 O4 O4 O 0 1 N N N 4.014 -35.447 98.524 0.649 2.367 -0.636 O4 GC2 7 GC2 C4 C4 C 0 1 N N R 1.799 -36.379 97.823 -1.242 0.970 -0.071 C4 GC2 8 GC2 O2 O2 O 0 1 N N N 1.580 -35.366 96.819 -2.071 2.122 0.097 O2 GC2 9 GC2 C1 C1 C 0 1 N N N 1.982 -38.151 99.804 0.581 -0.988 1.034 C1 GC2 10 GC2 N1 N1 N 0 1 N N N 0.606 -37.660 99.676 -0.815 -1.303 0.800 N1 GC2 11 GC2 C5 C5 C 0 1 N N R 0.450 -36.781 98.447 -1.728 -0.145 0.858 C5 GC2 12 GC2 C9 C9 C 0 1 N N N -0.427 -38.697 99.667 -1.074 -1.930 -0.512 C9 GC2 13 GC2 C7 C7 C 0 1 N N N -1.415 -38.226 98.573 -2.612 -1.855 -0.662 C7 GC2 14 GC2 C6 C6 C 0 1 N N S -0.497 -37.585 97.538 -3.049 -0.694 0.257 C6 GC2 15 GC2 O3 O3 O 0 1 N N N 0.120 -38.685 96.835 -3.709 0.320 -0.503 O3 GC2 16 GC2 H101 H101 H 0 0 N N N 2.576 -36.363 104.274 5.559 -0.667 -0.406 H101 GC2 17 GC2 H102 H102 H 0 0 N N N 3.449 -34.977 103.537 5.113 1.043 -0.198 H102 GC2 18 GC2 H103 H103 H 0 0 N N N 1.703 -34.831 103.932 5.079 -0.061 1.197 H103 GC2 19 GC2 H2 H2 H 0 1 N N N 4.032 -36.396 101.692 2.684 1.155 0.959 H2 GC2 20 GC2 HA HA H 0 1 N N N 3.995 -37.444 99.717 0.995 -0.269 -0.956 HA GC2 21 GC2 H3 H3 H 0 1 N N N 2.181 -35.000 99.375 0.277 1.688 1.281 H3 GC2 22 GC2 H11C H11C H 0 0 N N N 2.230 -38.730 98.902 1.178 -1.890 0.899 H11C GC2 23 GC2 H12C H12C H 0 0 N N N 2.035 -38.766 100.714 0.700 -0.633 2.058 H12C GC2 24 GC2 H4 H4 H 0 1 N N N 4.018 -35.355 97.578 0.141 3.187 -0.574 H4 GC2 25 GC2 HB HB H 0 1 N N N 2.278 -37.242 97.336 -1.305 0.628 -1.104 HB GC2 26 GC2 HC HC H 0 1 N N N 1.532 -34.513 97.234 -1.831 2.866 -0.471 HC GC2 27 GC2 H5 H5 H 0 1 N N N 0.022 -35.792 98.667 -1.854 0.214 1.880 H5 GC2 28 GC2 H91C H91C H 0 0 N N N -0.003 -39.683 99.427 -0.585 -1.369 -1.307 H91C GC2 29 GC2 H92C H92C H 0 0 N N N -0.910 -38.821 100.648 -0.740 -2.967 -0.512 H92C GC2 30 GC2 H6 H6 H 0 1 N N N -0.932 -36.934 96.766 -3.702 -1.062 1.048 H6 GC2 31 GC2 H71C H71C H 0 0 N N N -1.983 -39.067 98.148 -2.881 -1.641 -1.696 H71C GC2 32 GC2 H72C H72C H 0 0 N N N -2.184 -37.538 98.953 -3.070 -2.789 -0.336 H72C GC2 33 GC2 HD HD H 0 1 N N N 0.256 -38.444 95.926 -4.542 0.032 -0.903 HD GC2 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 GC2 O1 C8 DOUB N N 1 GC2 C8 C10 SING N N 2 GC2 C8 N2 SING N N 3 GC2 N2 C2 SING N N 4 GC2 C2 C3 SING N N 5 GC2 C2 C1 SING N N 6 GC2 C3 O4 SING N N 7 GC2 C3 C4 SING N N 8 GC2 C4 O2 SING N N 9 GC2 C4 C5 SING N N 10 GC2 C1 N1 SING N N 11 GC2 N1 C5 SING N N 12 GC2 N1 C9 SING N N 13 GC2 C5 C6 SING N N 14 GC2 C9 C7 SING N N 15 GC2 C7 C6 SING N N 16 GC2 C6 O3 SING N N 17 GC2 C10 H101 SING N N 18 GC2 C10 H102 SING N N 19 GC2 C10 H103 SING N N 20 GC2 N2 H2 SING N N 21 GC2 C2 HA SING N N 22 GC2 C3 H3 SING N N 23 GC2 C1 H11C SING N N 24 GC2 C1 H12C SING N N 25 GC2 O4 H4 SING N N 26 GC2 C4 HB SING N N 27 GC2 O2 HC SING N N 28 GC2 C5 H5 SING N N 29 GC2 C9 H91C SING N N 30 GC2 C9 H92C SING N N 31 GC2 C6 H6 SING N N 32 GC2 C7 H71C SING N N 33 GC2 C7 H72C SING N N 34 GC2 O3 HD 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 GC2 SMILES ACDLabs 10.04 "O=C(NC2C(O)C(O)C1N(CCC1O)C2)C" GC2 SMILES_CANONICAL CACTVS 3.352 "CC(=O)N[C@H]1CN2CC[C@H](O)[C@@H]2[C@@H](O)[C@@H]1O" GC2 SMILES CACTVS 3.352 "CC(=O)N[CH]1CN2CC[CH](O)[CH]2[CH](O)[CH]1O" GC2 SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "CC(=O)N[C@H]1C[N@@]2CC[C@@H]([C@@H]2[C@H]([C@@H]1O)O)O" GC2 SMILES "OpenEye OEToolkits" 1.6.1 "CC(=O)NC1CN2CCC(C2C(C1O)O)O" GC2 InChI InChI 1.03 "InChI=1S/C10H18N2O4/c1-5(13)11-6-4-12-3-2-7(14)8(12)10(16)9(6)15/h6-10,14-16H,2-4H2,1H3,(H,11,13)/t6-,7-,8+,9+,10+/m0/s1" GC2 InChIKey InChI 1.03 IHKWXDCSAKJQKM-SRQGCSHVSA-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 GC2 "SYSTEMATIC NAME" ACDLabs 10.04 "N-[(1S,6S,7R,8R,8aR)-1,7,8-trihydroxyoctahydroindolizin-6-yl]acetamide" GC2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "N-[(1S,4S,6S,7R,8R,8aR)-1,7,8-trihydroxy-1,2,3,5,6,7,8,8a-octahydroindolizin-6-yl]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 GC2 "Create component" 2010-07-02 EBI GC2 "Modify descriptor" 2011-06-04 RCSB GC2 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id GC2 _pdbx_chem_comp_synonyms.name "N-[(1S,6S,7R,8R,8AR)-1,7,8-TRIHYDROXYOCTAHYDROINDOLIZIN-6-YL]ACETAMIDE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##