data_PH5 # _chem_comp.id PH5 _chem_comp.name "benzyl 3,5-dideoxy-5-(propanoylamino)-D-glycero-alpha-D-galacto-non-2-ulopyranosidonic acid" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C19 H27 N O9" _chem_comp.mon_nstd_parent_comp_id SIA _chem_comp.pdbx_synonyms ;2-PHENYL-PROP5AC; benzyl 3,5-dideoxy-5-(propanoylamino)-D-glycero-alpha-D-galacto-non-2-ulosidonic acid; benzyl 3,5-dideoxy-5-(propanoylamino)-D-glycero-D-galacto-non-2-ulosidonic acid; benzyl 3,5-dideoxy-5-(propanoylamino)-D-glycero-galacto-non-2-ulosidonic acid ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-06-27 _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 413.419 _chem_comp.one_letter_code ? _chem_comp.three_letter_code PH5 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2BVE _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # 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 PH5 2-PHENYL-PROP5AC PDB ? 2 PH5 "benzyl 3,5-dideoxy-5-(propanoylamino)-D-glycero-alpha-D-galacto-non-2-ulosidonic acid" PDB ? 3 PH5 "benzyl 3,5-dideoxy-5-(propanoylamino)-D-glycero-D-galacto-non-2-ulosidonic acid" PDB ? 4 PH5 "benzyl 3,5-dideoxy-5-(propanoylamino)-D-glycero-galacto-non-2-ulosidonic acid" 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 PH5 C1 C1 C 0 1 N N N 17.859 37.113 32.530 -0.572 -1.093 -1.724 C1 PH5 1 PH5 O1A O1A O 0 1 N N N 17.184 36.322 33.201 -0.268 -2.084 -2.345 O1A PH5 2 PH5 O1B O1B O 0 1 N N N 17.378 37.771 31.578 -0.823 0.054 -2.372 O1B PH5 3 PH5 C2 C2 C 0 1 N N R 19.320 37.353 32.926 -0.668 -1.146 -0.221 C2 PH5 4 PH5 O2 O2 O 0 1 N N N 19.351 38.281 33.973 -2.024 -1.390 0.160 O2 PH5 5 PH5 C3 C3 C 0 1 N N N 19.958 36.047 33.407 0.220 -2.275 0.307 C3 PH5 6 PH5 C4 C4 C 0 1 N N S 20.177 35.048 32.265 1.665 -2.022 -0.135 C4 PH5 7 PH5 O4 O4 O 0 1 N N N 20.926 33.927 32.723 2.531 -2.983 0.472 O4 PH5 8 PH5 C5 C5 C 0 1 N N R 20.892 35.691 31.067 2.073 -0.611 0.305 C5 PH5 9 PH5 N5 N5 N 0 1 N N N 20.919 34.701 29.999 3.395 -0.291 -0.239 N5 PH5 10 PH5 C10 C10 C 0 1 N N N 22.015 34.488 29.277 4.506 -0.673 0.421 C10 PH5 11 PH5 O10 O10 O 0 1 N N N 23.056 35.124 29.407 4.412 -1.282 1.465 O10 PH5 12 PH5 C11 C11 C 0 1 N N N 21.915 33.398 28.248 5.866 -0.343 -0.139 C11 PH5 13 PH5 C12 C12 C 0 1 N N N 22.649 32.183 28.754 6.948 -0.886 0.796 C12 PH5 14 PH5 C6 C6 C 0 1 N N R 20.105 36.941 30.654 1.045 0.393 -0.220 C6 PH5 15 PH5 O6 O6 O 0 1 N N N 20.002 37.848 31.775 -0.240 0.100 0.325 O6 PH5 16 PH5 C7 C7 C 0 1 N N R 20.738 37.690 29.463 1.460 1.808 0.188 C7 PH5 17 PH5 O7 O7 O 0 1 N N N 22.082 38.023 29.761 1.628 1.865 1.606 O7 PH5 18 PH5 C8 C8 C 0 1 N N R 19.962 38.989 29.178 0.376 2.800 -0.237 C8 PH5 19 PH5 O8 O8 O 0 1 N N N 18.567 38.740 29.243 0.207 2.744 -1.654 O8 PH5 20 PH5 C9 C9 C 0 1 N N N 20.334 39.534 27.792 0.790 4.215 0.172 C9 PH5 21 PH5 O9 O9 O 0 1 N N N 19.782 40.829 27.603 -0.272 5.126 -0.119 O9 PH5 22 PH5 CB CB C 0 1 N N N 19.161 39.618 33.593 -2.779 -0.246 -0.244 CB PH5 23 PH5 CG CG C 0 1 Y N N 19.684 40.600 34.592 -4.198 -0.383 0.244 CG PH5 24 PH5 CD1 CD1 C 0 1 Y N N 18.878 41.038 35.644 -4.552 0.110 1.486 CD1 PH5 25 PH5 CD2 CD2 C 0 1 Y N N 20.974 41.083 34.487 -5.147 -0.996 -0.552 CD2 PH5 26 PH5 CE1 CE1 C 0 1 Y N N 19.351 41.949 36.573 -5.854 -0.016 1.934 CE1 PH5 27 PH5 CE2 CE2 C 0 1 Y N N 21.466 41.996 35.408 -6.448 -1.125 -0.103 CE2 PH5 28 PH5 CZ CZ C 0 1 Y N N 20.656 42.435 36.458 -6.802 -0.634 1.140 CZ PH5 29 PH5 HO1B H1B H 0 0 N N N 16.457 37.559 31.479 -0.761 0.088 -3.337 HO1B PH5 30 PH5 H32 H3C1 H 0 1 N N N 19.273 35.584 34.132 -0.123 -3.228 -0.097 H32 PH5 31 PH5 H31 H3C2 H 0 1 N N N 20.934 36.281 33.858 0.170 -2.300 1.396 H31 PH5 32 PH5 H4 H4 H 0 1 N N N 19.183 34.717 31.929 1.735 -2.101 -1.220 H4 PH5 33 PH5 HO4 HA H 0 1 N Y N 21.093 33.339 31.996 2.240 -3.853 0.169 HO4 PH5 34 PH5 H5 H5 H 0 1 N N N 21.922 35.995 31.306 2.105 -0.564 1.394 H5 PH5 35 PH5 HN5 HB H 0 1 N N N 20.095 34.169 29.804 3.470 0.197 -1.074 HN5 PH5 36 PH5 H111 H111 H 0 0 N N N 22.361 33.736 27.301 5.970 0.739 -0.226 H111 PH5 37 PH5 H113 H112 H 0 0 N N N 20.858 33.147 28.075 5.974 -0.799 -1.123 H113 PH5 38 PH5 H121 H121 H 0 0 N N N 22.043 31.683 29.524 6.840 -0.430 1.781 H121 PH5 39 PH5 H122 H122 H 0 0 N N N 23.612 32.491 29.188 6.843 -1.967 0.884 H122 PH5 40 PH5 H123 H123 H 0 0 N N N 22.828 31.488 27.920 7.931 -0.647 0.392 H123 PH5 41 PH5 H6 H6 H 0 1 N N N 19.111 36.594 30.336 1.001 0.328 -1.307 H6 PH5 42 PH5 H7 H7 H 0 1 N N N 20.700 37.034 28.581 2.400 2.066 -0.300 H7 PH5 43 PH5 HO7 HC H 0 1 N Y N 22.577 38.098 28.953 0.776 1.630 1.998 HO7 PH5 44 PH5 H8 H8 H 0 1 N N N 20.230 39.739 29.937 -0.564 2.542 0.252 H8 PH5 45 PH5 HO8 HD H 0 1 N Y N 18.297 38.684 30.152 1.059 2.978 -2.047 HO8 PH5 46 PH5 H92 H9C1 H 0 1 N N N 19.931 38.859 27.023 1.005 4.237 1.240 H92 PH5 47 PH5 H91 H9C2 H 0 1 N N N 21.429 39.593 27.710 1.682 4.507 -0.384 H91 PH5 48 PH5 HO9 H9 H 0 1 N Y N 19.659 41.247 28.447 0.030 6.003 0.153 HO9 PH5 49 PH5 HBC1 HBC1 H 0 0 N N N 18.077 39.783 33.510 -2.333 0.652 0.182 HBC1 PH5 50 PH5 HBC2 HBC2 H 0 0 N N N 19.688 39.783 32.642 -2.774 -0.174 -1.331 HBC2 PH5 51 PH5 HD1 HD1 H 0 1 N N N 17.870 40.661 35.735 -3.812 0.592 2.107 HD1 PH5 52 PH5 HD2 HD2 H 0 1 N N N 21.606 40.746 33.679 -4.870 -1.380 -1.523 HD2 PH5 53 PH5 HE1 HE1 H 0 1 N N N 18.716 42.282 37.381 -6.130 0.368 2.905 HE1 PH5 54 PH5 HE2 HE2 H 0 1 N N N 22.476 42.368 35.313 -7.188 -1.608 -0.723 HE2 PH5 55 PH5 HZ HZ H 0 1 N N N 21.036 43.146 37.177 -7.818 -0.732 1.490 HZ PH5 56 # # 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 PH5 C1 O1A DOUB N N 1 PH5 C1 O1B SING N N 2 PH5 C1 C2 SING N N 3 PH5 O1B HO1B SING N N 4 PH5 C2 O2 SING N N 5 PH5 C2 C3 SING N N 6 PH5 C2 O6 SING N N 7 PH5 O2 CB SING N N 8 PH5 C3 C4 SING N N 9 PH5 C3 H32 SING N N 10 PH5 C3 H31 SING N N 11 PH5 C4 O4 SING N N 12 PH5 C4 C5 SING N N 13 PH5 C4 H4 SING N N 14 PH5 O4 HO4 SING N N 15 PH5 C5 N5 SING N N 16 PH5 C5 C6 SING N N 17 PH5 C5 H5 SING N N 18 PH5 N5 C10 SING N N 19 PH5 N5 HN5 SING N N 20 PH5 C10 O10 DOUB N N 21 PH5 C10 C11 SING N N 22 PH5 C11 C12 SING N N 23 PH5 C11 H111 SING N N 24 PH5 C11 H113 SING N N 25 PH5 C12 H121 SING N N 26 PH5 C12 H122 SING N N 27 PH5 C12 H123 SING N N 28 PH5 C6 O6 SING N N 29 PH5 C6 C7 SING N N 30 PH5 C6 H6 SING N N 31 PH5 C7 O7 SING N N 32 PH5 C7 C8 SING N N 33 PH5 C7 H7 SING N N 34 PH5 O7 HO7 SING N N 35 PH5 C8 O8 SING N N 36 PH5 C8 C9 SING N N 37 PH5 C8 H8 SING N N 38 PH5 O8 HO8 SING N N 39 PH5 C9 O9 SING N N 40 PH5 C9 H92 SING N N 41 PH5 C9 H91 SING N N 42 PH5 O9 HO9 SING N N 43 PH5 CB CG SING N N 44 PH5 CB HBC1 SING N N 45 PH5 CB HBC2 SING N N 46 PH5 CG CD1 DOUB Y N 47 PH5 CG CD2 SING Y N 48 PH5 CD1 CE1 SING Y N 49 PH5 CD1 HD1 SING N N 50 PH5 CD2 CE2 DOUB Y N 51 PH5 CD2 HD2 SING N N 52 PH5 CE1 CZ DOUB Y N 53 PH5 CE1 HE1 SING N N 54 PH5 CE2 CZ SING Y N 55 PH5 CE2 HE2 SING N N 56 PH5 CZ HZ 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 PH5 SMILES ACDLabs 10.04 "O=C(O)C2(OCc1ccccc1)OC(C(O)C(O)CO)C(NC(=O)CC)C(O)C2" PH5 SMILES_CANONICAL CACTVS 3.341 "CCC(=O)N[C@@H]1[C@@H](O)C[C@@](OCc2ccccc2)(O[C@H]1[C@H](O)[C@H](O)CO)C(O)=O" PH5 SMILES CACTVS 3.341 "CCC(=O)N[CH]1[CH](O)C[C](OCc2ccccc2)(O[CH]1[CH](O)[CH](O)CO)C(O)=O" PH5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCC(=O)N[C@@H]1[C@H](C[C@@](O[C@H]1[C@@H]([C@@H](CO)O)O)(C(=O)O)OCc2ccccc2)O" PH5 SMILES "OpenEye OEToolkits" 1.5.0 "CCC(=O)NC1C(CC(OC1C(C(CO)O)O)(C(=O)O)OCc2ccccc2)O" PH5 InChI InChI 1.03 "InChI=1S/C19H27NO9/c1-2-14(24)20-15-12(22)8-19(18(26)27,28-10-11-6-4-3-5-7-11)29-17(15)16(25)13(23)9-21/h3-7,12-13,15-17,21-23,25H,2,8-10H2,1H3,(H,20,24)(H,26,27)/t12-,13+,15+,16+,17+,19+/m0/s1" PH5 InChIKey InChI 1.03 XDURJXFZCXMSHL-YZKZVDITSA-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 PH5 "SYSTEMATIC NAME" ACDLabs 10.04 "benzyl 3,5-dideoxy-5-(propanoylamino)-D-glycero-alpha-D-galacto-non-2-ulopyranosidonic acid" PH5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,4S,5R,6R)-4-hydroxy-2-phenylmethoxy-5-(propanoylamino)-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid" # _pdbx_chem_comp_related.comp_id PH5 _pdbx_chem_comp_related.related_comp_id SIA _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 PH5 C1 SIA C1 "Carbohydrate core" 2 PH5 C10 SIA C10 "Carbohydrate core" 3 PH5 C11 SIA C11 "Carbohydrate core" 4 PH5 C2 SIA C2 "Carbohydrate core" 5 PH5 C3 SIA C3 "Carbohydrate core" 6 PH5 C4 SIA C4 "Carbohydrate core" 7 PH5 C5 SIA C5 "Carbohydrate core" 8 PH5 C6 SIA C6 "Carbohydrate core" 9 PH5 C7 SIA C7 "Carbohydrate core" 10 PH5 C8 SIA C8 "Carbohydrate core" 11 PH5 C9 SIA C9 "Carbohydrate core" 12 PH5 N5 SIA N5 "Carbohydrate core" 13 PH5 O10 SIA O10 "Carbohydrate core" 14 PH5 O1A SIA O1A "Carbohydrate core" 15 PH5 O1B SIA O1B "Carbohydrate core" 16 PH5 O2 SIA O2 "Carbohydrate core" 17 PH5 O4 SIA O4 "Carbohydrate core" 18 PH5 O6 SIA O6 "Carbohydrate core" 19 PH5 O7 SIA O7 "Carbohydrate core" 20 PH5 O8 SIA O8 "Carbohydrate core" 21 PH5 O9 SIA O9 "Carbohydrate core" 22 PH5 H111 SIA H111 "Carbohydrate core" 23 PH5 H113 SIA H113 "Carbohydrate core" 24 PH5 HO1B SIA HO1B "Carbohydrate core" 25 PH5 H32 SIA H32 "Carbohydrate core" 26 PH5 H31 SIA H31 "Carbohydrate core" 27 PH5 H4 SIA H4 "Carbohydrate core" 28 PH5 H5 SIA H5 "Carbohydrate core" 29 PH5 H6 SIA H6 "Carbohydrate core" 30 PH5 H7 SIA H7 "Carbohydrate core" 31 PH5 H8 SIA H8 "Carbohydrate core" 32 PH5 HO9 SIA HO9 "Carbohydrate core" 33 PH5 H92 SIA H92 "Carbohydrate core" 34 PH5 H91 SIA H91 "Carbohydrate core" 35 PH5 HO4 SIA HO4 "Carbohydrate core" 36 PH5 HN5 SIA HN5 "Carbohydrate core" 37 PH5 HO7 SIA HO7 "Carbohydrate core" 38 PH5 HO8 SIA HO8 "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 PH5 "CARBOHYDRATE ISOMER" D PDB ? PH5 "CARBOHYDRATE RING" pyranose PDB ? PH5 "CARBOHYDRATE ANOMER" alpha PDB ? PH5 "CARBOHYDRATE PRIMARY CARBONYL GROUP" ketose 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 PH5 "Create component" 2005-06-27 EBI PH5 "Modify descriptor" 2011-06-04 RCSB PH5 "Other modification" 2020-07-03 RCSB PH5 "Modify parent residue" 2020-07-17 RCSB PH5 "Modify name" 2020-07-17 RCSB PH5 "Modify synonyms" 2020-07-17 RCSB PH5 "Modify internal type" 2020-07-17 RCSB PH5 "Modify linking type" 2020-07-17 RCSB PH5 "Modify atom id" 2020-07-17 RCSB PH5 "Modify component atom id" 2020-07-17 RCSB PH5 "Modify leaving atom flag" 2020-07-17 RCSB ##