data_P53 # _chem_comp.id P53 _chem_comp.name "2-(hydroxymethyl)phenyl 6-O-phosphono-beta-D-glucopyranoside" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C13 H19 O10 P" _chem_comp.mon_nstd_parent_comp_id BGC _chem_comp.pdbx_synonyms ;Salicin-6-phosphate; 2-(hydroxymethyl)phenyl 6-O-phosphono-beta-D-glucoside; 2-(hydroxymethyl)phenyl 6-O-phosphono-D-glucoside; 2-(hydroxymethyl)phenyl 6-O-phosphono-glucoside ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-06-01 _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 366.258 _chem_comp.one_letter_code ? _chem_comp.three_letter_code P53 _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 4F79 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 P53 Salicin-6-phosphate PDB ? 2 P53 "2-(hydroxymethyl)phenyl 6-O-phosphono-beta-D-glucoside" PDB ? 3 P53 "2-(hydroxymethyl)phenyl 6-O-phosphono-D-glucoside" PDB ? 4 P53 "2-(hydroxymethyl)phenyl 6-O-phosphono-glucoside" PDB ? # # 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 P53 P P P 0 1 N N N 37.465 2.929 10.981 -3.652 -1.794 -0.218 P P53 1 P53 C1A C1 C 0 1 Y N N 34.777 4.915 6.843 3.631 -2.795 0.262 C1A P53 2 P53 C2A C2 C 0 1 Y N N 35.913 4.127 6.746 2.685 -3.350 1.105 C2A P53 3 P53 C4A C4 C 0 1 Y N N 35.913 2.823 7.233 1.607 -2.596 1.530 C4A P53 4 P53 C6A C6 C 0 1 Y N N 34.756 2.308 7.833 1.472 -1.286 1.113 C6A P53 5 P53 O6 O6 O 0 1 N N N 35.951 3.013 10.590 -2.508 -0.738 0.189 O6 P53 6 P53 C8 C8 C 0 1 Y N N 33.617 3.098 7.951 2.419 -0.727 0.268 C8 P53 7 P53 C10 C10 C 0 1 Y N N 33.621 4.408 7.435 3.500 -1.485 -0.157 C10 P53 8 P53 C13 C13 C 0 1 N N N 32.402 5.272 7.539 4.534 -0.879 -1.070 C13 P53 9 P53 O15 O15 O 0 1 N N N 31.626 5.517 6.442 5.543 -1.850 -1.358 O15 P53 10 P53 O1 O17 O 0 1 N N N 32.405 2.592 8.520 2.289 0.562 -0.142 O1 P53 11 P53 C1 C19 C 0 1 N N S 32.402 1.900 9.685 1.151 1.283 0.335 C1 P53 12 P53 O1P O1P O 0 1 N N N 37.729 4.128 11.880 -3.517 -2.156 -1.781 O1P P53 13 P53 C2 C21 C 0 1 N N R 32.768 0.421 9.463 1.238 2.740 -0.128 C2 P53 14 P53 C3 C23 C 0 1 N N S 33.312 -0.188 10.639 -0.013 3.491 0.336 C3 P53 15 P53 C4 C25 C 0 1 N N S 34.444 0.580 11.029 -1.255 2.780 -0.212 C4 P53 16 P53 C5 C27 C 0 1 N N R 33.982 1.930 11.550 -1.245 1.322 0.255 C5 P53 17 P53 O5 O29 O 0 1 N N N 33.049 2.629 10.693 -0.041 0.690 -0.184 O5 P53 18 P53 O2P O2P O 0 1 N N N 37.624 1.647 11.764 -3.483 -3.134 0.660 O2P P53 19 P53 O2 O32 O 0 1 N N N 31.611 -0.288 9.089 2.400 3.351 0.437 O2 P53 20 P53 O3 O34 O 0 1 N N N 33.595 -1.619 10.362 0.025 4.832 -0.154 O3 P53 21 P53 O4 O36 O 0 1 N N N 35.258 -0.104 12.023 -2.431 3.430 0.275 O4 P53 22 P53 C6 C38 C 0 1 N N N 35.105 2.854 11.698 -2.451 0.589 -0.338 C6 P53 23 P53 O3P O3P O 0 1 N N N 38.393 2.928 9.758 -4.984 -1.202 0.038 O3P P53 24 P53 H1A H1 H 0 1 N N N 34.787 5.924 6.459 4.474 -3.385 -0.064 H1A P53 25 P53 H2A H2 H 0 1 N N N 36.806 4.528 6.289 2.789 -4.375 1.431 H2A P53 26 P53 H4A H4 H 0 1 N N N 36.799 2.212 7.149 0.869 -3.032 2.188 H4A P53 27 P53 H6 H6 H 0 1 N N N 34.749 1.294 8.205 0.629 -0.698 1.445 H6 P53 28 P53 H13 H13 H 0 1 N N N 31.748 4.803 8.289 4.058 -0.563 -1.998 H13 P53 29 P53 H1 H19 H 0 1 N N N 31.348 1.860 9.998 1.130 1.248 1.424 H1 P53 30 P53 HO1P HO1P H 0 0 N N N 38.427 4.655 11.509 -2.667 -2.550 -2.021 HO1P P53 31 P53 H2 H21 H 0 1 N N N 33.510 0.374 8.652 1.301 2.773 -1.216 H2 P53 32 P53 H3 H23 H 0 1 N N N 32.559 -0.140 11.440 -0.049 3.500 1.426 H3 P53 33 P53 H4 H25 H 0 1 N N N 35.067 0.765 10.142 -1.243 2.814 -1.301 H4 P53 34 P53 H5 H27 H 0 1 N N N 33.517 1.775 12.535 -1.298 1.288 1.343 H5 P53 35 P53 HO2P HO2P H 0 0 N N N 38.270 1.094 11.340 -4.141 -3.816 0.467 HO2P P53 36 P53 HO2 HO32 H 0 1 N Y N 31.830 -1.202 8.950 3.230 2.923 0.188 HO2 P53 37 P53 HO3 HO34 H 0 1 N Y N 33.956 -2.027 11.140 0.791 5.340 0.148 HO3 P53 38 P53 HO4 HO36 H 0 1 N Y N 36.000 0.441 12.255 -2.500 4.360 0.021 HO4 P53 39 P53 H61 H38 H 0 1 N N N 35.721 2.496 12.536 -2.352 0.546 -1.422 H61 P53 40 P53 H62 H38A H 0 1 N N N 34.691 3.843 11.943 -3.365 1.123 -0.077 H62 P53 41 P53 H18 H18 H 0 1 N N N 32.741 6.251 7.909 4.989 -0.017 -0.582 H18 P53 42 P53 H191 H191 H 0 0 N N N 30.900 6.079 6.686 6.243 -1.528 -1.942 H191 P53 43 # # 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 P53 P O2P SING N N 1 P53 P O1P SING N N 2 P53 C1A C10 SING Y N 3 P53 C1A H1A SING N N 4 P53 C2A C1A DOUB Y N 5 P53 C2A C4A SING Y N 6 P53 C2A H2A SING N N 7 P53 C4A C6A DOUB Y N 8 P53 C4A H4A SING N N 9 P53 C6A C8 SING Y N 10 P53 C6A H6 SING N N 11 P53 O6 P SING N N 12 P53 O6 C6 SING N N 13 P53 C8 O1 SING N N 14 P53 C10 C8 DOUB Y N 15 P53 C10 C13 SING N N 16 P53 C13 H13 SING N N 17 P53 O15 C13 SING N N 18 P53 O1 C1 SING N N 19 P53 C1 O5 SING N N 20 P53 C1 H1 SING N N 21 P53 O1P HO1P SING N N 22 P53 C2 C1 SING N N 23 P53 C2 C3 SING N N 24 P53 C2 H2 SING N N 25 P53 C3 C4 SING N N 26 P53 C3 H3 SING N N 27 P53 C4 C5 SING N N 28 P53 C4 O4 SING N N 29 P53 C4 H4 SING N N 30 P53 C5 C6 SING N N 31 P53 C5 H5 SING N N 32 P53 O5 C5 SING N N 33 P53 O2P HO2P SING N N 34 P53 O2 C2 SING N N 35 P53 O2 HO2 SING N N 36 P53 O3 C3 SING N N 37 P53 O3 HO3 SING N N 38 P53 O4 HO4 SING N N 39 P53 C6 H61 SING N N 40 P53 C6 H62 SING N N 41 P53 O3P P DOUB N N 42 P53 C13 H18 SING N N 43 P53 O15 H191 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 P53 SMILES ACDLabs 12.01 "O=P(O)(O)OCC2OC(Oc1c(cccc1)CO)C(O)C(O)C2O" P53 InChI InChI 1.03 "InChI=1S/C13H19O10P/c14-5-7-3-1-2-4-8(7)22-13-12(17)11(16)10(15)9(23-13)6-21-24(18,19)20/h1-4,9-17H,5-6H2,(H2,18,19,20)/t9-,10-,11+,12-,13-/m1/s1" P53 InChIKey InChI 1.03 FSJKOMDYZYBBLV-UJPOAAIJSA-N P53 SMILES_CANONICAL CACTVS 3.370 "OCc1ccccc1O[C@@H]2O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H](O)[C@H]2O" P53 SMILES CACTVS 3.370 "OCc1ccccc1O[CH]2O[CH](CO[P](O)(O)=O)[CH](O)[CH](O)[CH]2O" P53 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(c(c1)CO)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O)O" P53 SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(c(c1)CO)OC2C(C(C(C(O2)COP(=O)(O)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 P53 "SYSTEMATIC NAME" ACDLabs 12.01 "2-(hydroxymethyl)phenyl 6-O-phosphono-beta-D-glucopyranoside" P53 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(2R,3S,4S,5R,6S)-6-[2-(hydroxymethyl)phenoxy]-3,4,5-tris(oxidanyl)oxan-2-yl]methyl dihydrogen phosphate" # _pdbx_chem_comp_related.comp_id P53 _pdbx_chem_comp_related.related_comp_id BGC _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 P53 C1 BGC C1 "Carbohydrate core" 2 P53 C2 BGC C2 "Carbohydrate core" 3 P53 C3 BGC C3 "Carbohydrate core" 4 P53 C4 BGC C4 "Carbohydrate core" 5 P53 C5 BGC C5 "Carbohydrate core" 6 P53 C6 BGC C6 "Carbohydrate core" 7 P53 O1 BGC O1 "Carbohydrate core" 8 P53 O5 BGC O5 "Carbohydrate core" 9 P53 O2 BGC O2 "Carbohydrate core" 10 P53 O3 BGC O3 "Carbohydrate core" 11 P53 O4 BGC O4 "Carbohydrate core" 12 P53 O6 BGC O6 "Carbohydrate core" 13 P53 H1 BGC H1 "Carbohydrate core" 14 P53 H2 BGC H2 "Carbohydrate core" 15 P53 H3 BGC H3 "Carbohydrate core" 16 P53 H4 BGC H4 "Carbohydrate core" 17 P53 H5 BGC H5 "Carbohydrate core" 18 P53 H61 BGC H61 "Carbohydrate core" 19 P53 H62 BGC H62 "Carbohydrate core" 20 P53 HO2 BGC HO2 "Carbohydrate core" 21 P53 HO3 BGC HO3 "Carbohydrate core" 22 P53 HO4 BGC HO4 "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 P53 "CARBOHYDRATE ISOMER" D PDB ? P53 "CARBOHYDRATE RING" pyranose PDB ? P53 "CARBOHYDRATE ANOMER" beta PDB ? P53 "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 P53 "Create component" 2012-06-01 RCSB P53 "Other modification" 2020-07-03 RCSB P53 "Modify parent residue" 2020-07-17 RCSB P53 "Modify synonyms" 2020-07-17 RCSB P53 "Modify linking type" 2020-07-17 RCSB P53 "Modify atom id" 2020-07-17 RCSB P53 "Modify component atom id" 2020-07-17 RCSB P53 "Modify leaving atom flag" 2020-07-17 RCSB ##