data_1S3 # _chem_comp.id 1S3 _chem_comp.name "(2R,3aR,5R,6S,7S,7aR)-5-(hydroxymethyl)tetrahydro-3aH-[1,3,2]dioxaphospholo[4,5-b]pyran-2,6,7-triol 2-oxide" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C6 H11 O8 P" _chem_comp.mon_nstd_parent_comp_id GLC _chem_comp.pdbx_synonyms "Glucose1,2cyclic phosphate" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-05-15 _chem_comp.pdbx_modified_date 2020-07-17 _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 242.121 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1S3 _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 4KQ2 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 1S3 _pdbx_chem_comp_synonyms.name "Glucose1,2cyclic phosphate" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? # # 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 1S3 C1 C1 C 0 1 N N R 72.618 44.551 66.597 0.171 0.948 1.020 C1 1S3 1 1S3 O1 O1 O 0 1 N N N 72.760 44.526 68.026 0.838 1.423 -0.163 O1 1S3 2 1S3 P P P 0 1 N N N 73.685 45.795 68.427 2.149 0.465 -0.287 P 1S3 3 1S3 O2P O2P O 0 1 N N N 73.022 46.685 69.456 2.148 -0.316 -1.695 O2P 1S3 4 1S3 O3P O3P O 0 1 N N N 75.043 45.328 68.888 3.389 1.259 -0.136 O3P 1S3 5 1S3 O5 O5 O 0 1 N N N 71.372 43.994 66.122 -1.234 1.102 0.917 O5 1S3 6 1S3 C5 C5 C 0 1 N N R 70.203 44.823 66.276 -1.859 0.346 -0.121 C5 1S3 7 1S3 C6 C6 C 0 1 N N N 68.972 44.084 65.754 -3.364 0.618 -0.118 C6 1S3 8 1S3 O6 O6 O 0 1 N N N 69.174 43.675 64.398 -3.602 1.987 -0.454 O6 1S3 9 1S3 C4 C4 C 0 1 N N S 70.391 46.203 65.620 -1.602 -1.143 0.131 C4 1S3 10 1S3 O4 O4 O 0 1 N N N 69.253 47.058 65.814 -2.210 -1.917 -0.906 O4 1S3 11 1S3 C3 C3 C 0 1 N N S 71.610 46.885 66.231 -0.092 -1.388 0.135 C3 1S3 12 1S3 O3 O3 O 0 1 N N N 71.891 48.129 65.587 0.166 -2.766 0.407 O3 1S3 13 1S3 C2 C2 C 0 1 N N R 72.854 46.004 66.153 0.551 -0.531 1.202 C2 1S3 14 1S3 O2 O2 O 0 1 N N N 73.817 46.586 67.030 1.984 -0.581 0.954 O2 1S3 15 1S3 H1 H1 H 0 1 N N N 73.436 43.954 66.167 0.529 1.515 1.880 H1 1S3 16 1S3 H2A H2 H 0 1 N N N 73.595 46.782 70.208 2.158 0.265 -2.467 H2A 1S3 17 1S3 H5 H3 H 0 1 N N N 70.045 44.997 67.351 -1.438 0.632 -1.086 H5 1S3 18 1S3 H61 H4 H 0 1 N N N 68.099 44.752 65.805 -3.851 -0.025 -0.851 H61 1S3 19 1S3 H62 H5 H 0 1 N N N 68.791 43.196 66.377 -3.769 0.411 0.872 H62 1S3 20 1S3 HO6 H6 H 0 1 N Y N 68.402 43.217 64.086 -4.538 2.231 -0.471 HO6 1S3 21 1S3 H4 H7 H 0 1 N N N 70.571 46.057 64.545 -2.021 -1.430 1.095 H4 1S3 22 1S3 HO4 H8 H 0 1 N Y N 68.482 46.649 65.439 -3.169 -1.810 -0.965 HO4 1S3 23 1S3 H3 H9 H 0 1 N N N 71.395 47.071 67.294 0.320 -1.127 -0.840 H3 1S3 24 1S3 HO3 H10 H 0 1 N Y N 72.654 48.529 65.989 -0.220 -3.374 -0.240 HO3 1S3 25 1S3 H2 H11 H 0 1 N N N 73.228 46.003 65.119 0.290 -0.881 2.201 H2 1S3 26 # # 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 1S3 O6 C6 SING N N 1 1S3 O3 C3 SING N N 2 1S3 C4 O4 SING N N 3 1S3 C4 C3 SING N N 4 1S3 C4 C5 SING N N 5 1S3 C6 C5 SING N N 6 1S3 O5 C5 SING N N 7 1S3 O5 C1 SING N N 8 1S3 C2 C3 SING N N 9 1S3 C2 C1 SING N N 10 1S3 C2 O2 SING N N 11 1S3 C1 O1 SING N N 12 1S3 O2 P SING N N 13 1S3 O1 P SING N N 14 1S3 P O3P DOUB N N 15 1S3 P O2P SING N N 16 1S3 C1 H1 SING N N 17 1S3 O2P H2A SING N N 18 1S3 C5 H5 SING N N 19 1S3 C6 H61 SING N N 20 1S3 C6 H62 SING N N 21 1S3 O6 HO6 SING N N 22 1S3 C4 H4 SING N N 23 1S3 O4 HO4 SING N N 24 1S3 C3 H3 SING N N 25 1S3 O3 HO3 SING N N 26 1S3 C2 H2 SING N N 27 # # 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 1S3 SMILES ACDLabs 12.01 "O=P1(OC2C(O)C(O)C(OC2O1)CO)O" 1S3 InChI InChI 1.03 "InChI=1S/C6H11O8P/c7-1-2-3(8)4(9)5-6(12-2)14-15(10,11)13-5/h2-9H,1H2,(H,10,11)/t2-,3-,4+,5-,6-/m1/s1" 1S3 InChIKey InChI 1.03 PUJJEEQZLDDQPG-VFUOTHLCSA-N 1S3 SMILES_CANONICAL CACTVS 3.370 "OC[C@H]1O[C@@H]2O[P](O)(=O)O[C@@H]2[C@@H](O)[C@@H]1O" 1S3 SMILES CACTVS 3.370 "OC[CH]1O[CH]2O[P](O)(=O)O[CH]2[CH](O)[CH]1O" 1S3 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C([C@@H]1[C@H]([C@@H]([C@@H]2[C@H](O1)OP(=O)(O2)O)O)O)O" 1S3 SMILES "OpenEye OEToolkits" 1.7.6 "C(C1C(C(C2C(O1)OP(=O)(O2)O)O)O)O" # # 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 1S3 "SYSTEMATIC NAME" ACDLabs 12.01 "(2R,3aR,5R,6S,7S,7aR)-5-(hydroxymethyl)tetrahydro-3aH-[1,3,2]dioxaphospholo[4,5-b]pyran-2,6,7-triol 2-oxide" 1S3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 ;(3aR,5R,6S,7S,7aR)-5-(hydroxymethyl)-2-oxidanyl-2-oxidanylidene-5,6,7,7a-tetrahydro-3aH-[1,3,2]dioxaphospholo[4,5-b]pyr an-6,7-diol ; # _pdbx_chem_comp_related.comp_id 1S3 _pdbx_chem_comp_related.related_comp_id GLC _pdbx_chem_comp_related.relationship_type "Carbohydrate core" _pdbx_chem_comp_related.details ? # # loop_ _pdbx_chem_comp_atom_related.ordinal _pdbx_chem_comp_atom_related.comp_id _pdbx_chem_comp_atom_related.atom_id _pdbx_chem_comp_atom_related.related_comp_id _pdbx_chem_comp_atom_related.related_atom_id _pdbx_chem_comp_atom_related.related_type 1 1S3 C1 GLC C1 "Carbohydrate core" 2 1S3 C2 GLC C2 "Carbohydrate core" 3 1S3 C3 GLC C3 "Carbohydrate core" 4 1S3 C4 GLC C4 "Carbohydrate core" 5 1S3 C5 GLC C5 "Carbohydrate core" 6 1S3 C6 GLC C6 "Carbohydrate core" 7 1S3 O1 GLC O1 "Carbohydrate core" 8 1S3 O2 GLC O2 "Carbohydrate core" 9 1S3 O3 GLC O3 "Carbohydrate core" 10 1S3 O4 GLC O4 "Carbohydrate core" 11 1S3 O5 GLC O5 "Carbohydrate core" 12 1S3 O6 GLC O6 "Carbohydrate core" 13 1S3 H1 GLC H1 "Carbohydrate core" 14 1S3 HO3 GLC HO3 "Carbohydrate core" 15 1S3 H2 GLC H2 "Carbohydrate core" 16 1S3 H5 GLC H5 "Carbohydrate core" 17 1S3 H61 GLC H61 "Carbohydrate core" 18 1S3 H62 GLC H62 "Carbohydrate core" 19 1S3 HO6 GLC HO6 "Carbohydrate core" 20 1S3 H4 GLC H4 "Carbohydrate core" 21 1S3 HO4 GLC HO4 "Carbohydrate core" 22 1S3 H3 GLC H3 "Carbohydrate core" # # loop_ _pdbx_chem_comp_feature.comp_id _pdbx_chem_comp_feature.type _pdbx_chem_comp_feature.value _pdbx_chem_comp_feature.source _pdbx_chem_comp_feature.support 1S3 "CARBOHYDRATE ISOMER" D PDB ? 1S3 "CARBOHYDRATE RING" pyranose PDB ? 1S3 "CARBOHYDRATE ANOMER" alpha PDB ? 1S3 "CARBOHYDRATE PRIMARY CARBONYL GROUP" aldose PDB ? # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1S3 "Create component" 2013-05-15 RCSB 1S3 "Initial release" 2013-12-11 RCSB 1S3 "Other modification" 2020-07-03 RCSB 1S3 "Modify parent residue" 2020-07-17 RCSB 1S3 "Modify linking type" 2020-07-17 RCSB 1S3 "Modify atom id" 2020-07-17 RCSB 1S3 "Modify component atom id" 2020-07-17 RCSB 1S3 "Modify leaving atom flag" 2020-07-17 RCSB ##