data_FVQ # _chem_comp.id FVQ _chem_comp.name "3-(pyridin-3-yl)prop-2-yn-1-yl alpha-D-mannopyranoside" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C14 H17 N O6" _chem_comp.mon_nstd_parent_comp_id MAN _chem_comp.pdbx_synonyms ;3-pyridin-3-ylprop-2-yn-1-yl alpha-D-mannopyranoside; D-MANNOSE ALPHA1O-PROPYNYL PYRIDINE; 3-(pyridin-3-yl)prop-2-yn-1-yl alpha-D-mannoside; 3-(pyridin-3-yl)prop-2-yn-1-yl D-mannoside; 3-(pyridin-3-yl)prop-2-yn-1-yl mannoside ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-05-23 _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 295.288 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FVQ _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 4AV4 _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 FVQ "3-pyridin-3-ylprop-2-yn-1-yl alpha-D-mannopyranoside" PDB ? 2 FVQ "D-MANNOSE ALPHA1O-PROPYNYL PYRIDINE" PDB ? 3 FVQ "3-(pyridin-3-yl)prop-2-yn-1-yl alpha-D-mannoside" PDB ? 4 FVQ "3-(pyridin-3-yl)prop-2-yn-1-yl D-mannoside" PDB ? 5 FVQ "3-(pyridin-3-yl)prop-2-yn-1-yl mannoside" 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 FVQ O6 O6 O 0 1 N N N -14.667 3.978 -9.589 2.222 3.404 0.632 O6 FVQ 1 FVQ C6 C6 C 0 1 N N N -15.385 3.732 -10.803 3.061 2.313 1.017 C6 FVQ 2 FVQ C5 C5 C 0 1 N N R -15.204 2.490 -11.506 2.455 1.001 0.514 C5 FVQ 3 FVQ O5 O5 O 0 1 N N N -13.729 2.232 -11.509 2.455 0.993 -0.915 O5 FVQ 4 FVQ C4 C4 C 0 1 N N S -15.988 1.395 -10.858 3.286 -0.177 1.030 C4 FVQ 5 FVQ O4 O4 O 0 1 N N N -17.414 1.757 -10.845 3.239 -0.204 2.458 O4 FVQ 6 FVQ C3 C3 C 0 1 N N S -15.670 0.089 -11.438 2.708 -1.482 0.474 C3 FVQ 7 FVQ O3 O3 O 0 1 N N N -16.212 -0.944 -10.673 3.521 -2.580 0.891 O3 FVQ 8 FVQ C2 C2 C 0 1 N N S -14.187 -0.141 -11.547 2.692 -1.408 -1.056 C2 FVQ 9 FVQ O2 O2 O 0 1 N N N -13.657 -0.371 -10.286 4.030 -1.296 -1.543 O2 FVQ 10 FVQ C1 C1 C 0 1 N N S -13.446 1.010 -12.148 1.884 -0.183 -1.492 C1 FVQ 11 FVQ O1 O1 O 0 1 N N N -13.817 1.090 -13.473 0.532 -0.322 -1.050 O1 FVQ 12 FVQ C7 C7 C 0 1 N N N -13.069 2.018 -14.287 -0.360 0.654 -1.592 C7 FVQ 13 FVQ C8 C8 C 0 1 N N N -13.636 2.113 -15.637 -1.718 0.419 -1.074 C8 FVQ 14 FVQ C9 C9 C 0 1 N N N -14.117 2.293 -16.722 -2.800 0.233 -0.660 C9 FVQ 15 FVQ C10 C10 C 0 1 Y N N -14.698 2.579 -18.073 -4.121 0.004 -0.156 C10 FVQ 16 FVQ C15 C15 C 0 1 Y N N -13.836 3.159 -19.053 -5.182 0.832 -0.541 C15 FVQ 17 FVQ C14 C14 C 0 1 Y N N -14.375 3.450 -20.312 -6.439 0.569 -0.025 C14 FVQ 18 FVQ C13 C13 C 0 1 Y N N -15.725 3.138 -20.546 -6.605 -0.493 0.846 C13 FVQ 19 FVQ N12 N12 N 0 1 Y N N -16.517 2.588 -19.580 -5.586 -1.256 1.191 N12 FVQ 20 FVQ C11 C11 C 0 1 Y N N -16.019 2.304 -18.344 -4.373 -1.050 0.722 C11 FVQ 21 FVQ HO6 H6 H 0 1 N Y N -14.897 4.836 -9.253 2.546 4.269 0.918 HO6 FVQ 22 FVQ H61 H61C H 0 1 N N N -16.455 3.806 -10.560 4.052 2.445 0.582 H61 FVQ 23 FVQ H62 H62C H 0 1 N N N -15.111 4.536 -11.502 3.142 2.282 2.103 H62 FVQ 24 FVQ H5 H5 H 0 1 N N N -15.545 2.603 -12.546 1.431 0.911 0.877 H5 FVQ 25 FVQ H4 H4 H 0 1 N N N -15.663 1.362 -9.808 4.319 -0.065 0.702 H4 FVQ 26 FVQ H1 H1 H 0 1 N N N -12.369 0.801 -12.075 1.904 -0.102 -2.579 H1 FVQ 27 FVQ HO4 HA H 0 1 N Y N -17.914 1.062 -10.433 3.745 -0.927 2.854 HO4 FVQ 28 FVQ H3 H3 H 0 1 N N N -16.092 0.049 -12.453 1.692 -1.618 0.845 H3 FVQ 29 FVQ HO3 HB H 0 1 N Y N -15.993 -1.780 -11.068 3.213 -3.440 0.574 HO3 FVQ 30 FVQ H2 H2 H 0 1 N N N -14.025 -1.024 -12.183 2.232 -2.311 -1.459 H2 FVQ 31 FVQ HO2 HC H 0 1 N Y N -12.721 -0.516 -10.357 4.095 -1.244 -2.507 HO2 FVQ 32 FVQ H71C H71C H 0 0 N N N -13.095 3.012 -13.816 -0.028 1.651 -1.302 H71C FVQ 33 FVQ H72C H72C H 0 0 N N N -12.027 1.674 -14.359 -0.368 0.575 -2.679 H72C FVQ 34 FVQ H15 H15 H 0 1 N N N -12.800 3.367 -18.830 -5.024 1.655 -1.222 H15 FVQ 35 FVQ H11 H11 H 0 1 N N N -16.653 1.868 -17.586 -3.565 -1.699 1.024 H11 FVQ 36 FVQ H14 H14 H 0 1 N N N -13.769 3.902 -21.083 -7.282 1.187 -0.299 H14 FVQ 37 FVQ H13 H13 H 0 1 N N N -16.148 3.339 -21.519 -7.585 -0.700 1.250 H13 FVQ 38 # # 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 FVQ O6 C6 SING N N 1 FVQ C6 C5 SING N N 2 FVQ C5 O5 SING N N 3 FVQ C5 C4 SING N N 4 FVQ O5 C1 SING N N 5 FVQ C4 O4 SING N N 6 FVQ C4 C3 SING N N 7 FVQ C3 O3 SING N N 8 FVQ C3 C2 SING N N 9 FVQ C2 O2 SING N N 10 FVQ C2 C1 SING N N 11 FVQ C1 O1 SING N N 12 FVQ O1 C7 SING N N 13 FVQ C7 C8 SING N N 14 FVQ C8 C9 TRIP N N 15 FVQ C9 C10 SING N N 16 FVQ C10 C15 SING Y N 17 FVQ C10 C11 DOUB Y N 18 FVQ C15 C14 DOUB Y N 19 FVQ C14 C13 SING Y N 20 FVQ C13 N12 DOUB Y N 21 FVQ C11 N12 SING Y N 22 FVQ O6 HO6 SING N N 23 FVQ C6 H61 SING N N 24 FVQ C6 H62 SING N N 25 FVQ C5 H5 SING N N 26 FVQ C4 H4 SING N N 27 FVQ C1 H1 SING N N 28 FVQ O4 HO4 SING N N 29 FVQ C3 H3 SING N N 30 FVQ O3 HO3 SING N N 31 FVQ C2 H2 SING N N 32 FVQ O2 HO2 SING N N 33 FVQ C7 H71C SING N N 34 FVQ C7 H72C SING N N 35 FVQ C15 H15 SING N N 36 FVQ C11 H11 SING N N 37 FVQ C14 H14 SING N N 38 FVQ C13 H13 SING N N 39 # # 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 FVQ SMILES ACDLabs 12.01 "C(#Cc1cccnc1)COC2OC(C(O)C(O)C2O)CO" FVQ InChI InChI 1.03 "InChI=1S/C14H17NO6/c16-8-10-11(17)12(18)13(19)14(21-10)20-6-2-4-9-3-1-5-15-7-9/h1,3,5,7,10-14,16-19H,6,8H2/t10-,11-,12+,13+,14+/m1/s1" FVQ InChIKey InChI 1.03 GMPRLXFHQUHVDW-DGTMBMJNSA-N FVQ SMILES_CANONICAL CACTVS 3.385 "OC[C@H]1O[C@H](OCC#Cc2cccnc2)[C@@H](O)[C@@H](O)[C@@H]1O" FVQ SMILES CACTVS 3.385 "OC[CH]1O[CH](OCC#Cc2cccnc2)[CH](O)[CH](O)[CH]1O" FVQ SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(cnc1)C#CCO[C@@H]2[C@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O" FVQ SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(cnc1)C#CCOC2C(C(C(C(O2)CO)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 FVQ "SYSTEMATIC NAME" ACDLabs 12.01 "3-(pyridin-3-yl)prop-2-yn-1-yl alpha-D-mannopyranoside" FVQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-(3-pyridin-3-ylprop-2-ynoxy)oxane-3,4,5-triol" # _pdbx_chem_comp_related.comp_id FVQ _pdbx_chem_comp_related.related_comp_id MAN _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 FVQ C1 MAN C1 "Carbohydrate core" 2 FVQ C2 MAN C2 "Carbohydrate core" 3 FVQ C3 MAN C3 "Carbohydrate core" 4 FVQ C4 MAN C4 "Carbohydrate core" 5 FVQ C5 MAN C5 "Carbohydrate core" 6 FVQ C6 MAN C6 "Carbohydrate core" 7 FVQ O1 MAN O1 "Carbohydrate core" 8 FVQ O2 MAN O2 "Carbohydrate core" 9 FVQ O3 MAN O3 "Carbohydrate core" 10 FVQ O4 MAN O4 "Carbohydrate core" 11 FVQ O5 MAN O5 "Carbohydrate core" 12 FVQ O6 MAN O6 "Carbohydrate core" 13 FVQ H1 MAN H1 "Carbohydrate core" 14 FVQ H2 MAN H2 "Carbohydrate core" 15 FVQ H3 MAN H3 "Carbohydrate core" 16 FVQ H4 MAN H4 "Carbohydrate core" 17 FVQ H5 MAN H5 "Carbohydrate core" 18 FVQ HO6 MAN HO6 "Carbohydrate core" 19 FVQ H61 MAN H61 "Carbohydrate core" 20 FVQ H62 MAN H62 "Carbohydrate core" 21 FVQ HO4 MAN HO4 "Carbohydrate core" 22 FVQ HO3 MAN HO3 "Carbohydrate core" 23 FVQ HO2 MAN HO2 "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 FVQ "CARBOHYDRATE ISOMER" D PDB ? FVQ "CARBOHYDRATE RING" pyranose PDB ? FVQ "CARBOHYDRATE ANOMER" alpha PDB ? FVQ "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 FVQ "Create component" 2012-05-23 EBI FVQ "Modify descriptor" 2014-09-05 RCSB FVQ "Other modification" 2020-07-03 RCSB FVQ "Modify parent residue" 2020-07-17 RCSB FVQ "Modify name" 2020-07-17 RCSB FVQ "Modify synonyms" 2020-07-17 RCSB FVQ "Modify internal type" 2020-07-17 RCSB FVQ "Modify linking type" 2020-07-17 RCSB FVQ "Modify atom id" 2020-07-17 RCSB FVQ "Modify component atom id" 2020-07-17 RCSB FVQ "Modify leaving atom flag" 2020-07-17 RCSB ##