data_GC3 # _chem_comp.id GC3 _chem_comp.name "(3AR,5R,6S,7R,7AR)-2,5-BIS(HYDROXYMETHYL)-5,6,7,7A-TETRAHYDRO-3AH-PYRANO[3,2-D][1,3]OXAZOLE-6,7-DIOL" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C8 H13 N O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-11-02 _chem_comp.pdbx_modified_date 2012-06-15 _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 219.192 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GC3 _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 2XWF _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 GC3 C1 C1 C 0 1 N N R -8.139 -10.479 8.749 0.263 0.799 1.066 C1 GC3 1 GC3 C2 C2 C 0 1 N N R -8.586 -11.843 9.308 0.674 -0.669 0.958 C2 GC3 2 GC3 C3 C3 C 0 1 N N R -9.446 -11.655 10.582 -0.158 -1.467 -0.032 C3 GC3 3 GC3 C4 C4 C 0 1 N N S -8.845 -10.670 11.591 -1.636 -1.102 0.045 C4 GC3 4 GC3 C5 C5 C 0 1 N N R -8.651 -9.343 10.887 -1.775 0.408 -0.180 C5 GC3 5 GC3 C6 C6 C 0 1 N N N -8.037 -8.312 11.862 -3.255 0.797 -0.172 C6 GC3 6 GC3 C7 C7 C 0 1 N N N -9.936 -11.183 7.563 2.193 0.640 -0.058 C7 GC3 7 GC3 C8 C8 C 0 1 N N N -11.084 -11.141 6.563 3.472 1.124 -0.691 C8 GC3 8 GC3 N2 N2 N 0 1 N N N -9.459 -12.270 8.199 2.050 -0.549 0.416 N2 GC3 9 GC3 O1 O1 O 0 1 N N N -9.230 -9.991 7.941 1.094 1.414 0.065 O1 GC3 10 GC3 O3 O3 O 0 1 N N N -9.625 -12.886 11.262 -0.007 -2.860 0.250 O3 GC3 11 GC3 O4 O4 O 0 1 N N N -9.656 -10.475 12.772 -2.358 -1.808 -0.967 O4 GC3 12 GC3 O5 O5 O 0 1 N N N -7.778 -9.506 9.743 -1.097 1.078 0.877 O5 GC3 13 GC3 O6 O6 O 0 1 N N N -6.679 -8.688 12.095 -3.384 2.183 -0.497 O6 GC3 14 GC3 O10 O10 O 0 1 N N N -11.460 -12.448 6.176 4.442 0.074 -0.668 O10 GC3 15 GC3 H1 H1 H 0 1 N N N -7.214 -10.630 8.174 0.559 1.174 2.045 H1 GC3 16 GC3 H2 H2 H 0 1 N N N -7.770 -12.526 9.586 0.671 -1.146 1.938 H2 GC3 17 GC3 H3 H3 H 0 1 N N N -10.401 -11.251 10.215 0.205 -1.269 -1.041 H3 GC3 18 GC3 H4 H4 H 0 1 N N N -7.894 -11.095 11.944 -2.028 -1.365 1.027 H4 GC3 19 GC3 HA HA H 0 1 N N N -9.665 -13.594 10.630 -0.509 -3.437 -0.341 HA GC3 20 GC3 H5 H5 H 0 1 N N N -9.631 -8.981 10.544 -1.328 0.680 -1.136 H5 GC3 21 GC3 HB HB H 0 1 N N N -9.096 -10.432 13.538 -3.307 -1.622 -0.974 HB GC3 22 GC3 H61C H61C H 0 0 N N N -8.079 -7.305 11.422 -3.791 0.199 -0.909 H61C GC3 23 GC3 H62C H62C H 0 0 N N N -8.599 -8.296 12.808 -3.673 0.615 0.818 H62C GC3 24 GC3 H6 H6 H 0 1 N N N -6.226 -8.771 11.264 -4.298 2.500 -0.511 H6 GC3 25 GC3 H81C H81C H 0 0 N N N -11.947 -10.642 7.028 3.278 1.418 -1.723 H81C GC3 26 GC3 H82C H82C H 0 0 N N N -10.755 -10.589 5.670 3.852 1.981 -0.134 H82C GC3 27 GC3 H10 H10 H 0 1 N N N -11.544 -12.487 5.231 5.292 0.316 -1.061 H10 GC3 28 # 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 GC3 C1 C2 SING N N 1 GC3 C1 O1 SING N N 2 GC3 C1 O5 SING N N 3 GC3 C2 C3 SING N N 4 GC3 C2 N2 SING N N 5 GC3 C3 C4 SING N N 6 GC3 C3 O3 SING N N 7 GC3 C4 C5 SING N N 8 GC3 C4 O4 SING N N 9 GC3 C5 C6 SING N N 10 GC3 C5 O5 SING N N 11 GC3 C6 O6 SING N N 12 GC3 C7 C8 SING N N 13 GC3 C7 N2 DOUB N N 14 GC3 C7 O1 SING N N 15 GC3 C8 O10 SING N N 16 GC3 C1 H1 SING N N 17 GC3 C2 H2 SING N N 18 GC3 C3 H3 SING N N 19 GC3 C4 H4 SING N N 20 GC3 O3 HA SING N N 21 GC3 C5 H5 SING N N 22 GC3 O4 HB SING N N 23 GC3 C6 H61C SING N N 24 GC3 C6 H62C SING N N 25 GC3 O6 H6 SING N N 26 GC3 C8 H81C SING N N 27 GC3 C8 H82C SING N N 28 GC3 O10 H10 SING N N 29 # 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 GC3 SMILES ACDLabs 10.04 "N1=C(OC2OC(C(O)C(O)C12)CO)CO" GC3 SMILES_CANONICAL CACTVS 3.352 "OC[C@H]1O[C@@H]2OC(=N[C@@H]2[C@@H](O)[C@@H]1O)CO" GC3 SMILES CACTVS 3.352 "OC[CH]1O[CH]2OC(=N[CH]2[CH](O)[CH]1O)CO" GC3 SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "C([C@@H]1[C@H]([C@@H]([C@@H]2[C@H](O1)OC(=N2)CO)O)O)O" GC3 SMILES "OpenEye OEToolkits" 1.6.1 "C(C1C(C(C2C(O1)OC(=N2)CO)O)O)O" GC3 InChI InChI 1.03 "InChI=1S/C8H13NO6/c10-1-3-6(12)7(13)5-8(14-3)15-4(2-11)9-5/h3,5-8,10-13H,1-2H2/t3-,5-,6-,7-,8-/m1/s1" GC3 InChIKey InChI 1.03 FAUNLXBEFZYFSG-PNAXYBNRSA-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 GC3 "SYSTEMATIC NAME" ACDLabs 10.04 "(3aR,5R,6S,7R,7aR)-2,5-bis(hydroxymethyl)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d][1,3]oxazole-6,7-diol" GC3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(3aR,5R,6S,7R,7aR)-2,5-bis(hydroxymethyl)-5,6,7,7a-tetrahydro-3aH-pyrano[5,6-d][1,3]oxazole-6,7-diol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site GC3 "Create component" 2010-11-02 EBI GC3 "Modify descriptor" 2011-06-04 RCSB #