data_CNP # _chem_comp.id CNP _chem_comp.name "2-propenyl-N-acetyl-neuraminic acid" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C14 H23 N O8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "2-PROPENYL-N-ACETYL-NEURAMIC ACID" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _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 333.334 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CNP _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 4SLI _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id CNP _pdbx_chem_comp_synonyms.name "2-PROPENYL-N-ACETYL-NEURAMIC ACID" _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 CNP C1 C1 C 0 1 N N N 1.759 7.496 35.950 -1.671 -1.049 -1.326 C1 CNP 1 CNP O1A O1A O 0 1 N N N 1.749 7.159 34.743 -2.587 -1.716 -0.906 O1A CNP 2 CNP O1B O1B O 0 1 N N N 0.794 8.086 36.491 -0.689 -1.628 -2.035 O1B CNP 3 CNP C2 C2 C 0 1 N N R 2.969 7.123 36.808 -1.631 0.431 -1.053 C2 CNP 4 CNP C12 C12 C 0 1 N N N 2.677 5.714 37.343 -2.219 1.185 -2.248 C12 CNP 5 CNP C13 C13 C 0 1 N N N 2.090 4.625 36.420 -1.408 0.881 -3.482 C13 CNP 6 CNP C14 C14 C 0 1 N N N 1.641 3.407 36.826 -1.978 0.320 -4.519 C14 CNP 7 CNP C3 C3 C 0 1 N N N 4.254 7.155 35.934 -2.455 0.741 0.198 C3 CNP 8 CNP C4 C4 C 0 1 N N S 5.501 7.661 36.675 -1.879 -0.044 1.382 C4 CNP 9 CNP O4 O4 O 0 1 N N N 6.666 7.040 36.137 -2.541 0.345 2.587 O4 CNP 10 CNP C5 C5 C 0 1 N N R 5.424 7.365 38.171 -0.382 0.264 1.493 C5 CNP 11 CNP N5 N5 N 0 1 N N N 6.625 7.884 38.819 0.219 -0.590 2.520 N5 CNP 12 CNP C10 C10 C 0 1 N N N 7.193 7.255 39.848 0.271 -0.171 3.800 C10 CNP 13 CNP O10 O10 O 0 1 N N N 6.730 6.229 40.354 -0.179 0.913 4.102 O10 CNP 14 CNP C11 C11 C 0 1 N N N 8.451 7.880 40.436 0.890 -1.050 4.855 C11 CNP 15 CNP C6 C6 C 0 1 N N R 4.177 8.014 38.805 0.286 -0.007 0.144 C6 CNP 16 CNP O6 O6 O 0 1 N N N 3.041 8.101 37.880 -0.279 0.839 -0.854 O6 CNP 17 CNP C7 C7 C 0 1 N N R 3.784 7.309 40.126 1.787 0.269 0.254 C7 CNP 18 CNP O7 O7 O 0 1 N N N 3.959 5.906 40.016 1.995 1.636 0.614 O7 CNP 19 CNP C8 C8 C 0 1 N N R 2.355 7.581 40.610 2.457 -0.011 -1.091 C8 CNP 20 CNP O8 O8 O 0 1 N N N 1.399 7.023 39.722 2.249 -1.378 -1.451 O8 CNP 21 CNP C9 C9 C 0 1 N N N 2.091 9.060 40.776 3.958 0.264 -0.981 C9 CNP 22 CNP O9 O9 O 0 1 N N N 1.249 9.506 39.721 4.584 0.002 -2.239 O9 CNP 23 CNP HO1B HO1B H 0 0 N N N 0.801 8.341 37.406 -0.715 -2.579 -2.210 HO1B CNP 24 CNP H121 H121 H 0 0 N N N 3.612 5.315 37.800 -3.250 0.869 -2.405 H121 CNP 25 CNP H122 H122 H 0 0 N N N 2.012 5.810 38.233 -2.192 2.256 -2.051 H122 CNP 26 CNP H13 H13 H 0 1 N N N 1.976 4.731 35.328 -0.356 1.126 -3.510 H13 CNP 27 CNP H141 H141 H 0 0 N N N 1.754 3.301 37.918 -1.397 0.102 -5.403 H141 CNP 28 CNP H142 H142 H 0 0 N N N 1.221 2.628 36.166 -3.030 0.075 -4.490 H142 CNP 29 CNP H32 H31 H 0 1 N N N 4.445 6.153 35.483 -3.492 0.446 0.034 H32 CNP 30 CNP H31 H32 H 0 1 N N N 4.081 7.749 35.006 -2.408 1.809 0.411 H31 CNP 31 CNP H4 H4 H 0 1 N N N 5.552 8.766 36.536 -2.021 -1.112 1.216 H4 CNP 32 CNP HO4 HO4 H 0 1 N Y N 7.437 7.352 36.595 -3.477 0.134 2.473 HO4 CNP 33 CNP H5 H5 H 0 1 N N N 5.350 6.261 38.312 -0.245 1.311 1.764 H5 CNP 34 CNP HN5 HN5 H 0 1 N N N 7.097 8.741 38.534 0.579 -1.457 2.278 HN5 CNP 35 CNP H111 H111 H 0 0 N N N 8.926 7.353 41.296 0.842 -0.547 5.821 H111 CNP 36 CNP H113 H112 H 0 0 N N N 9.205 8.025 39.628 0.345 -1.992 4.909 H113 CNP 37 CNP H112 H113 H 0 0 N N N 8.242 8.938 40.717 1.931 -1.247 4.600 H112 CNP 38 CNP H6 H6 H 0 1 N N N 4.459 9.065 39.047 0.129 -1.049 -0.132 H6 CNP 39 CNP H7 H7 H 0 1 N N N 4.470 7.749 40.886 2.220 -0.377 1.017 H7 CNP 40 CNP HO7 HO7 H 0 1 N Y N 3.717 5.473 40.826 1.598 2.172 -0.085 HO7 CNP 41 CNP H8 H8 H 0 1 N N N 2.254 7.092 41.607 2.024 0.634 -1.855 H8 CNP 42 CNP HO8 HO8 H 0 1 N Y N 0.513 7.191 40.021 2.647 -1.915 -0.752 HO8 CNP 43 CNP H92 H91 H 0 1 N N N 1.676 9.305 41.781 4.117 1.307 -0.707 H92 CNP 44 CNP H91 H92 H 0 1 N N N 3.032 9.652 40.845 4.391 -0.382 -0.218 H91 CNP 45 CNP HO9 HO9 H 0 1 N Y N 1.083 10.435 39.825 5.526 0.188 -2.126 HO9 CNP 46 # # 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 CNP C1 O1A DOUB N N 1 CNP C1 O1B SING N N 2 CNP C1 C2 SING N N 3 CNP O1B HO1B SING N N 4 CNP C2 C12 SING N N 5 CNP C2 C3 SING N N 6 CNP C2 O6 SING N N 7 CNP C12 C13 SING N N 8 CNP C12 H121 SING N N 9 CNP C12 H122 SING N N 10 CNP C13 C14 DOUB N N 11 CNP C13 H13 SING N N 12 CNP C14 H141 SING N N 13 CNP C14 H142 SING N N 14 CNP C3 C4 SING N N 15 CNP C3 H32 SING N N 16 CNP C3 H31 SING N N 17 CNP C4 O4 SING N N 18 CNP C4 C5 SING N N 19 CNP C4 H4 SING N N 20 CNP O4 HO4 SING N N 21 CNP C5 N5 SING N N 22 CNP C5 C6 SING N N 23 CNP C5 H5 SING N N 24 CNP N5 C10 SING N N 25 CNP N5 HN5 SING N N 26 CNP C10 O10 DOUB N N 27 CNP C10 C11 SING N N 28 CNP C11 H111 SING N N 29 CNP C11 H113 SING N N 30 CNP C11 H112 SING N N 31 CNP C6 O6 SING N N 32 CNP C6 C7 SING N N 33 CNP C6 H6 SING N N 34 CNP C7 O7 SING N N 35 CNP C7 C8 SING N N 36 CNP C7 H7 SING N N 37 CNP O7 HO7 SING N N 38 CNP C8 O8 SING N N 39 CNP C8 C9 SING N N 40 CNP C8 H8 SING N N 41 CNP O8 HO8 SING N N 42 CNP C9 O9 SING N N 43 CNP C9 H92 SING N N 44 CNP C9 H91 SING N N 45 CNP O9 HO9 SING N N 46 # # 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 CNP SMILES ACDLabs 10.04 "O=C(O)C1(OC(C(O)C(O)CO)C(NC(=O)C)C(O)C1)C\C=C" CNP SMILES_CANONICAL CACTVS 3.341 "CC(=O)N[C@@H]1[C@@H](O)C[C@@](CC=C)(O[C@H]1[C@H](O)[C@H](O)CO)C(O)=O" CNP SMILES CACTVS 3.341 "CC(=O)N[CH]1[CH](O)C[C](CC=C)(O[CH]1[CH](O)[CH](O)CO)C(O)=O" CNP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(=O)N[C@@H]1[C@H](C[C@](O[C@H]1[C@@H]([C@@H](CO)O)O)(CC=C)C(=O)O)O" CNP SMILES "OpenEye OEToolkits" 1.5.0 "CC(=O)NC1C(CC(OC1C(C(CO)O)O)(CC=C)C(=O)O)O" CNP InChI InChI 1.03 "InChI=1S/C14H23NO8/c1-3-4-14(13(21)22)5-8(18)10(15-7(2)17)12(23-14)11(20)9(19)6-16/h3,8-12,16,18-20H,1,4-6H2,2H3,(H,15,17)(H,21,22)/t8-,9+,10+,11+,12+,14+/m0/s1" CNP InChIKey InChI 1.03 IUGVDRFIVSPVGO-KXEMTNKZSA-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 CNP "SYSTEMATIC NAME" ACDLabs 10.04 "5-(acetylamino)-2,6-anhydro-3,5-dideoxy-2-prop-2-en-1-yl-D-erythro-L-manno-nononic acid" CNP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,4S,5R,6R)-5-acetamido-4-hydroxy-2-prop-2-enyl-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid" # # 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 CNP "CARBOHYDRATE ISOMER" D PDB ? CNP "CARBOHYDRATE RING" pyranose PDB ? CNP "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 CNP "Create component" 1999-07-08 RCSB CNP "Modify descriptor" 2011-06-04 RCSB CNP "Other modification" 2020-07-03 RCSB CNP "Modify name" 2020-07-17 RCSB CNP "Modify synonyms" 2020-07-17 RCSB CNP "Modify internal type" 2020-07-17 RCSB CNP "Modify linking type" 2020-07-17 RCSB CNP "Modify atom id" 2020-07-17 RCSB CNP "Modify component atom id" 2020-07-17 RCSB CNP "Modify leaving atom flag" 2020-07-17 RCSB ##