data_KHP # _chem_comp.id KHP _chem_comp.name "4-nitrophenyl alpha-L-arabinofuranoside" _chem_comp.type L-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C11 H13 N O7" _chem_comp.mon_nstd_parent_comp_id AHR _chem_comp.pdbx_synonyms ;2-HYDROXYMETHYL-5-(4-NITRO-PHENOXY)-TETRAHYDRO-FURAN-3,4-DIOL; 4-NITROPHENYL-ARA; 4-nitrophenyl alpha-L-arabinoside; 4-nitrophenyl L-arabinoside; 4-nitrophenyl arabinoside ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-09-12 _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 271.223 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KHP _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 1QW9 _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 KHP "2-HYDROXYMETHYL-5-(4-NITRO-PHENOXY)-TETRAHYDRO-FURAN-3,4-DIOL" PDB ? 2 KHP 4-NITROPHENYL-ARA PDB ? 3 KHP "4-nitrophenyl alpha-L-arabinoside" PDB ? 4 KHP "4-nitrophenyl L-arabinoside" PDB ? 5 KHP "4-nitrophenyl arabinoside" 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 KHP O5 "O5'" O 0 1 N N N 86.247 24.738 35.532 -2.311 3.302 0.639 O5 KHP 1 KHP C5 C5B C 0 1 N N N 87.510 24.958 35.590 -3.088 2.351 -0.092 C5 KHP 2 KHP C4 C4B C 0 1 N N S 88.008 26.192 36.352 -2.770 0.941 0.407 C4 KHP 3 KHP O4 "O4'" O 0 1 N N N 87.694 26.006 37.733 -1.424 0.580 0.059 O4 KHP 4 KHP C1 C1B C 0 1 N N S 87.769 27.290 38.337 -1.362 -0.810 -0.283 C1 KHP 5 KHP C2 C2B C 0 1 N N R 87.492 28.304 37.235 -2.794 -1.378 -0.184 C2 KHP 6 KHP O2 O2B O 0 1 N N N 86.441 29.217 37.532 -3.056 -2.286 -1.255 O2 KHP 7 KHP C3 C3B C 0 1 N N R 87.324 27.500 35.966 -3.668 -0.099 -0.309 C3 KHP 8 KHP O3 O3B O 0 1 N N N 87.917 28.169 34.889 -4.917 -0.260 0.367 O3 KHP 9 KHP O1 "O1'" O 0 1 N N N 89.110 27.585 38.797 -0.502 -1.495 0.630 O1 KHP 10 KHP "C1'" "C1'" C 0 1 Y N N 89.583 26.874 39.958 0.753 -1.021 0.417 "C1'" KHP 11 KHP "C2'" "C2'" C 0 1 Y N N 90.869 26.476 39.927 1.815 -1.507 1.166 "C2'" KHP 12 KHP "C3'" "C3'" C 0 1 Y N N 91.387 25.800 40.966 3.091 -1.024 0.949 "C3'" KHP 13 KHP "C4'" "C4'" C 0 1 Y N N 90.630 25.519 42.038 3.310 -0.056 -0.015 "C4'" KHP 14 KHP "N1'" "N1'" N 1 1 N N N 91.167 24.848 43.068 4.677 0.461 -0.245 "N1'" KHP 15 KHP "O3'" "O3'" O -1 1 N N N 90.495 24.577 44.056 5.609 0.034 0.413 "O3'" KHP 16 KHP "O2'" "O2'" O 0 1 N N N 92.339 24.493 43.022 4.871 1.313 -1.093 "O2'" KHP 17 KHP "C5'" "C5'" C 0 1 Y N N 89.344 25.912 42.071 2.253 0.430 -0.762 "C5'" KHP 18 KHP "C6'" "C6'" C 0 1 Y N N 88.822 26.587 41.026 0.976 -0.054 -0.552 "C6'" KHP 19 KHP HO5 H5B H 0 1 N Y N 85.939 23.974 35.060 -2.542 4.176 0.294 HO5 KHP 20 KHP H51 "H5'1" H 0 1 N N N 87.920 24.984 34.553 -4.148 2.558 0.055 H51 KHP 21 KHP H52 "H5'2" H 0 1 N N N 88.016 24.053 35.999 -2.848 2.424 -1.153 H52 KHP 22 KHP H4 "H4'" H 0 1 N N N 89.094 26.277 36.115 -2.910 0.881 1.487 H4 KHP 23 KHP H1 "H1'" H 0 1 N N N 87.056 27.325 39.194 -0.989 -0.924 -1.300 H1 KHP 24 KHP H2 H2B H 0 1 N N N 88.344 29.014 37.117 -2.954 -1.862 0.780 H2 KHP 25 KHP HO2 H1 H 0 1 N Y N 86.268 29.850 36.845 -2.423 -3.012 -1.168 HO2 KHP 26 KHP H3 H3B H 0 1 N N N 86.276 27.337 35.622 -3.822 0.171 -1.354 H3 KHP 27 KHP HO3 H2 H 0 1 N Y N 87.491 28.984 34.649 -5.375 -0.994 -0.064 HO3 KHP 28 KHP "H2'" "H2'" H 0 1 N N N 91.498 26.704 39.050 1.645 -2.262 1.919 "H2'" KHP 29 KHP "H3'" "H3'" H 0 1 N N N 92.440 25.474 40.939 3.918 -1.402 1.531 "H3'" KHP 30 KHP "H5'" "H5'" H 0 1 N N N 88.720 25.682 42.951 2.427 1.186 -1.514 "H5'" KHP 31 KHP "H6'" "H6'" H 0 1 N N N 87.766 26.906 41.045 0.151 0.326 -1.136 "H6'" KHP 32 # # 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 KHP O5 C5 SING N N 1 KHP O5 HO5 SING N N 2 KHP C5 C4 SING N N 3 KHP C5 H51 SING N N 4 KHP C5 H52 SING N N 5 KHP C4 O4 SING N N 6 KHP C4 C3 SING N N 7 KHP C4 H4 SING N N 8 KHP O4 C1 SING N N 9 KHP C1 C2 SING N N 10 KHP C1 O1 SING N N 11 KHP C1 H1 SING N N 12 KHP C2 O2 SING N N 13 KHP C2 C3 SING N N 14 KHP C2 H2 SING N N 15 KHP O2 HO2 SING N N 16 KHP C3 O3 SING N N 17 KHP C3 H3 SING N N 18 KHP O3 HO3 SING N N 19 KHP O1 "C1'" SING N N 20 KHP "C1'" "C2'" DOUB Y N 21 KHP "C1'" "C6'" SING Y N 22 KHP "C2'" "C3'" SING Y N 23 KHP "C2'" "H2'" SING N N 24 KHP "C3'" "C4'" DOUB Y N 25 KHP "C3'" "H3'" SING N N 26 KHP "C4'" "N1'" SING N N 27 KHP "C4'" "C5'" SING Y N 28 KHP "N1'" "O3'" SING N N 29 KHP "N1'" "O2'" DOUB N N 30 KHP "C5'" "C6'" DOUB Y N 31 KHP "C5'" "H5'" SING N N 32 KHP "C6'" "H6'" SING N N 33 # # 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 KHP SMILES ACDLabs 10.04 "[O-][N+](=O)c2ccc(OC1OC(C(O)C1O)CO)cc2" KHP SMILES_CANONICAL CACTVS 3.341 "OC[C@@H]1O[C@@H](Oc2ccc(cc2)[N+]([O-])=O)[C@H](O)[C@H]1O" KHP SMILES CACTVS 3.341 "OC[CH]1O[CH](Oc2ccc(cc2)[N+]([O-])=O)[CH](O)[CH]1O" KHP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1[N+](=O)[O-])O[C@H]2[C@@H]([C@H]([C@@H](O2)CO)O)O" KHP SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1[N+](=O)[O-])OC2C(C(C(O2)CO)O)O" KHP InChI InChI 1.03 "InChI=1S/C11H13NO7/c13-5-8-9(14)10(15)11(19-8)18-7-3-1-6(2-4-7)12(16)17/h1-4,8-11,13-15H,5H2/t8-,9-,10+,11+/m0/s1" KHP InChIKey InChI 1.03 DUYYBTBDYZXISX-UKKRHICBSA-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 KHP "SYSTEMATIC NAME" ACDLabs 10.04 "4-nitrophenyl alpha-L-arabinofuranoside" KHP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,3R,4R,5S)-2-(hydroxymethyl)-5-(4-nitrophenoxy)oxolane-3,4-diol" KHP "IUPAC CARBOHYDRATE SYMBOL" PDB-CARE 1.0 4-nitrophenyl-Ara # _pdbx_chem_comp_related.comp_id KHP _pdbx_chem_comp_related.related_comp_id AHR _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 KHP C1 AHR C1 "Carbohydrate core" 2 KHP C2 AHR C2 "Carbohydrate core" 3 KHP C3 AHR C3 "Carbohydrate core" 4 KHP C4 AHR C4 "Carbohydrate core" 5 KHP C5 AHR C5 "Carbohydrate core" 6 KHP O1 AHR O1 "Carbohydrate core" 7 KHP O2 AHR O2 "Carbohydrate core" 8 KHP O3 AHR O3 "Carbohydrate core" 9 KHP O4 AHR O4 "Carbohydrate core" 10 KHP O5 AHR O5 "Carbohydrate core" 11 KHP HO2 AHR HO2 "Carbohydrate core" 12 KHP H1 AHR H1 "Carbohydrate core" 13 KHP HO3 AHR HO3 "Carbohydrate core" 14 KHP H2 AHR H2 "Carbohydrate core" 15 KHP H3 AHR H3 "Carbohydrate core" 16 KHP H4 AHR H4 "Carbohydrate core" 17 KHP H51 AHR H51 "Carbohydrate core" 18 KHP H52 AHR H52 "Carbohydrate core" 19 KHP HO5 AHR HO5 "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 KHP "CARBOHYDRATE ISOMER" L PDB ? KHP "CARBOHYDRATE RING" furanose PDB ? KHP "CARBOHYDRATE ANOMER" alpha PDB ? KHP "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 KHP "Create component" 2003-09-12 RCSB KHP "Modify descriptor" 2011-06-04 RCSB KHP "Other modification" 2020-07-03 RCSB KHP "Modify parent residue" 2020-07-17 RCSB KHP "Modify name" 2020-07-17 RCSB KHP "Modify synonyms" 2020-07-17 RCSB KHP "Modify internal type" 2020-07-17 RCSB KHP "Modify linking type" 2020-07-17 RCSB KHP "Modify atom id" 2020-07-17 RCSB KHP "Modify component atom id" 2020-07-17 RCSB KHP "Modify leaving atom flag" 2020-07-17 RCSB ##