data_0LP # _chem_comp.id 0LP _chem_comp.name "5-acetamido-2,6-anhydro-3,5-dideoxy-3-[(2E)-3-phenylprop-2-en-1-yl]-D-glycero-L-altro-non-2-enonic acid" _chem_comp.type L-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C20 H25 N O8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "5-(acetylamino)-2,6-anhydro-3,5-dideoxy-3-[(2E)-3-phenylprop-2-en-1-yl]-D-glycero-L-altro-non-2-enonic acid" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-08-16 _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 407.414 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0LP _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 4GB1 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 0LP _pdbx_chem_comp_synonyms.name "5-(acetylamino)-2,6-anhydro-3,5-dideoxy-3-[(2E)-3-phenylprop-2-en-1-yl]-D-glycero-L-altro-non-2-enonic 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 0LP C11 C11 C 0 1 N N N -16.009 26.190 6.898 2.707 4.596 0.891 C11 0LP 1 0LP C10 C10 C 0 1 N N N -16.563 25.661 8.212 2.250 3.504 -0.041 C10 0LP 2 0LP O10 O10 O 0 1 N N N -15.853 25.721 9.220 2.087 3.741 -1.219 O10 0LP 3 0LP N5 N5 N 0 1 N N N -17.827 25.148 8.138 2.021 2.264 0.435 N5 0LP 4 0LP C5 C5 C 0 1 N N R -18.565 24.593 9.305 1.576 1.202 -0.471 C5 0LP 5 0LP C4 C4 C 0 1 N N S -18.211 23.081 9.437 0.053 1.261 -0.627 C4 0LP 6 0LP O4 O4 O 0 1 N N N -16.857 22.966 9.950 -0.301 2.385 -1.435 O4 0LP 7 0LP C6 C6 C 0 1 N N R -20.105 24.836 9.131 1.947 -0.167 0.114 C6 0LP 8 0LP C7 C7 C 0 1 N N S -20.673 26.165 9.644 3.458 -0.237 0.346 C7 0LP 9 0LP O7 O7 O 0 1 N N N -19.658 27.049 10.155 3.847 0.790 1.260 O7 0LP 10 0LP C8 C8 C 0 1 N N R -21.673 26.797 8.607 3.822 -1.603 0.929 C8 0LP 11 0LP O8 O8 O 0 1 N N N -22.168 25.922 7.558 3.053 -1.837 2.111 O8 0LP 12 0LP C9 C9 C 0 1 N N N -21.059 28.021 7.956 5.312 -1.629 1.277 C9 0LP 13 0LP O9 O9 O 0 1 N N N -21.926 29.080 8.315 5.677 -2.940 1.713 O9 0LP 14 0LP O6 O6 O 0 1 N N N -20.935 23.949 9.873 1.556 -1.177 -0.821 O6 0LP 15 0LP C2 C2 C 0 1 N N N -20.510 22.769 10.443 0.307 -1.100 -1.340 C2 0LP 16 0LP C1 C1 C 0 1 N N N -21.605 22.227 11.179 -0.255 -2.294 -1.997 C1 0LP 17 0LP O1B O1B O 0 1 N N N -21.434 21.328 12.064 -0.126 -2.454 -3.329 O1B 0LP 18 0LP O1A O1A O 0 1 N N N -22.778 22.686 10.914 -0.835 -3.134 -1.338 O1A 0LP 19 0LP C3 C3 C 0 1 N N N -19.164 22.285 10.172 -0.433 -0.003 -1.285 C3 0LP 20 0LP CAQ CAQ C 0 1 N N N -18.719 20.837 10.439 -1.808 -0.020 -1.901 CAQ 0LP 21 0LP CAI CAI C 0 1 N N N -17.918 20.579 11.715 -2.829 -0.344 -0.842 CAI 0LP 22 0LP CAJ CAJ C 0 1 N N N -16.668 19.972 11.575 -3.854 0.471 -0.637 CAJ 0LP 23 0LP CAX CAX C 0 1 Y N N -15.893 19.739 12.883 -4.856 0.153 0.402 CAX 0LP 24 0LP CAN CAN C 0 1 Y N N -16.535 19.165 13.997 -4.723 -1.003 1.173 CAN 0LP 25 0LP CAL CAL C 0 1 Y N N -15.880 18.922 15.209 -5.662 -1.294 2.141 CAL 0LP 26 0LP CAK CAK C 0 1 Y N N -14.537 19.262 15.331 -6.733 -0.444 2.348 CAK 0LP 27 0LP CAM CAM C 0 1 Y N N -13.865 19.831 14.238 -6.871 0.703 1.587 CAM 0LP 28 0LP CAO CAO C 0 1 Y N N -14.538 20.069 13.021 -5.935 1.009 0.620 CAO 0LP 29 0LP H111 H111 H 0 0 N N N -14.990 26.572 7.056 2.839 5.521 0.330 H111 0LP 30 0LP H112 H112 H 0 0 N N N -15.985 25.378 6.157 1.960 4.746 1.670 H112 0LP 31 0LP H113 H113 H 0 0 N N N -16.652 27.003 6.530 3.655 4.310 1.348 H113 0LP 32 0LP HN5 HN5 H 0 1 N N N -18.283 25.145 7.248 2.151 2.074 1.377 HN5 0LP 33 0LP H5 H5 H 0 1 N N N -18.236 25.107 10.220 2.050 1.327 -1.445 H5 0LP 34 0LP H4 H4 H 0 1 N N N -18.195 22.691 8.409 -0.409 1.360 0.355 H4 0LP 35 0LP HO4 HO4 H 0 1 N N N -16.627 22.048 10.036 -1.252 2.484 -1.576 HO4 0LP 36 0LP H6 H6 H 0 1 N N N -20.339 24.753 8.059 1.423 -0.317 1.058 H6 0LP 37 0LP H7 H7 H 0 1 N N N -21.301 25.893 10.505 3.978 -0.096 -0.602 H7 0LP 38 0LP HO7 HO7 H 0 1 N N N -19.107 26.578 10.770 3.422 0.728 2.126 HO7 0LP 39 0LP H8 H8 H 0 1 N N N -22.540 27.145 9.188 3.607 -2.380 0.196 H8 0LP 40 0LP HO8 HO8 H 0 1 N N N -22.557 25.148 7.948 3.194 -1.183 2.808 HO8 0LP 41 0LP H91 H91 H 0 1 N N N -21.020 27.903 6.863 5.895 -1.363 0.396 H91 0LP 42 0LP H92 H92 H 0 1 N N N -20.045 28.200 8.342 5.511 -0.913 2.075 H92 0LP 43 0LP HO9 HO9 H 0 1 N N N -21.606 29.892 7.941 6.610 -3.030 1.951 HO9 0LP 44 0LP HO1B HO1B H 0 0 N N N -22.272 21.095 12.445 -0.511 -3.252 -3.715 HO1B 0LP 45 0LP H17 H17 H 0 1 N N N -19.625 20.215 10.485 -2.026 0.959 -2.329 H17 0LP 46 0LP H18 H18 H 0 1 N N N -18.099 20.519 9.588 -1.845 -0.776 -2.686 H18 0LP 47 0LP H19 H19 H 0 1 N N N -18.303 20.855 12.686 -2.727 -1.242 -0.250 H19 0LP 48 0LP H20 H20 H 0 1 N N N -16.272 19.685 10.612 -3.957 1.369 -1.229 H20 0LP 49 0LP H21 H21 H 0 1 N N N -17.579 18.901 13.912 -3.887 -1.668 1.011 H21 0LP 50 0LP H22 H22 H 0 1 N N N -16.410 18.477 16.038 -5.560 -2.188 2.738 H22 0LP 51 0LP H23 H23 H 0 1 N N N -14.015 19.089 16.260 -7.465 -0.677 3.107 H23 0LP 52 0LP H24 H24 H 0 1 N N N -12.820 20.090 14.330 -7.710 1.362 1.753 H24 0LP 53 0LP H25 H25 H 0 1 N N N -14.006 20.508 12.190 -6.041 1.908 0.030 H25 0LP 54 # # 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 0LP C11 C10 SING N N 1 0LP O8 C8 SING N N 2 0LP C9 O9 SING N N 3 0LP C9 C8 SING N N 4 0LP N5 C10 SING N N 5 0LP N5 C5 SING N N 6 0LP C10 O10 DOUB N N 7 0LP C8 C7 SING N N 8 0LP C6 C5 SING N N 9 0LP C6 C7 SING N N 10 0LP C6 O6 SING N N 11 0LP C5 C4 SING N N 12 0LP C4 O4 SING N N 13 0LP C4 C3 SING N N 14 0LP C7 O7 SING N N 15 0LP O6 C2 SING N N 16 0LP C3 CAQ SING N N 17 0LP C3 C2 DOUB N N 18 0LP CAQ CAI SING N N 19 0LP C2 C1 SING N N 20 0LP O1A C1 DOUB N N 21 0LP C1 O1B SING N N 22 0LP CAJ CAI DOUB N E 23 0LP CAJ CAX SING N N 24 0LP CAX CAO DOUB Y N 25 0LP CAX CAN SING Y N 26 0LP CAO CAM SING Y N 27 0LP CAN CAL DOUB Y N 28 0LP CAM CAK DOUB Y N 29 0LP CAL CAK SING Y N 30 0LP C11 H111 SING N N 31 0LP C11 H112 SING N N 32 0LP C11 H113 SING N N 33 0LP N5 HN5 SING N N 34 0LP C5 H5 SING N N 35 0LP C4 H4 SING N N 36 0LP O4 HO4 SING N N 37 0LP C6 H6 SING N N 38 0LP C7 H7 SING N N 39 0LP O7 HO7 SING N N 40 0LP C8 H8 SING N N 41 0LP O8 HO8 SING N N 42 0LP C9 H91 SING N N 43 0LP C9 H92 SING N N 44 0LP O9 HO9 SING N N 45 0LP O1B HO1B SING N N 46 0LP CAQ H17 SING N N 47 0LP CAQ H18 SING N N 48 0LP CAI H19 SING N N 49 0LP CAJ H20 SING N N 50 0LP CAN H21 SING N N 51 0LP CAL H22 SING N N 52 0LP CAK H23 SING N N 53 0LP CAM H24 SING N N 54 0LP CAO H25 SING N N 55 # # 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 0LP SMILES ACDLabs 12.01 "CC(=O)NC1C(O)C(=C(OC1C(O)C(O)CO)C(O)=O)C[C@H]=Cc2ccccc2" 0LP InChI InChI 1.03 "InChI=1S/C20H25NO8/c1-11(23)21-15-16(25)13(9-5-8-12-6-3-2-4-7-12)18(20(27)28)29-19(15)17(26)14(24)10-22/h2-8,14-17,19,22,24-26H,9-10H2,1H3,(H,21,23)(H,27,28)/b8-5+/t14-,15-,16+,17+,19-/m1/s1" 0LP InChIKey InChI 1.03 LRXKGKMIXXSWGY-KXNCHKOWSA-N 0LP SMILES_CANONICAL CACTVS 3.385 "CC(=O)N[C@@H]1[C@@H](O)C(=C(O[C@H]1[C@@H](O)[C@H](O)CO)C(O)=O)C/C=C/c2ccccc2" 0LP SMILES CACTVS 3.385 "CC(=O)N[CH]1[CH](O)C(=C(O[CH]1[CH](O)[CH](O)CO)C(O)=O)CC=Cc2ccccc2" 0LP SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(=O)N[C@@H]1[C@H](C(=C(O[C@H]1[C@H]([C@@H](CO)O)O)C(=O)O)C/C=C/c2ccccc2)O" 0LP SMILES "OpenEye OEToolkits" 2.0.7 "CC(=O)NC1C(C(=C(OC1C(C(CO)O)O)C(=O)O)CC=Cc2ccccc2)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 0LP "SYSTEMATIC NAME" ACDLabs 12.01 "5-(acetylamino)-2,6-anhydro-3,5-dideoxy-3-[(2E)-3-phenylprop-2-en-1-yl]-D-glycero-L-altro-non-2-enonic acid" 0LP "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 ;(2~{R},3~{R},4~{S})-3-acetamido-4-oxidanyl-5-[(~{E})-3-phenylprop-2-enyl]-2-[(1~{S},2~{R})-1,2,3-tris(oxidanyl)propyl]- 3,4-dihydro-2~{H}-pyran-6-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 0LP "CARBOHYDRATE ISOMER" L PDB ? 0LP "CARBOHYDRATE RING" dihydropyran PDB ? 0LP "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 0LP "Create component" 2012-08-16 RCSB 0LP "Initial release" 2012-09-21 RCSB 0LP "Other modification" 2020-04-12 RCSB 0LP "Other modification" 2020-07-03 RCSB 0LP "Modify name" 2020-07-17 RCSB 0LP "Modify synonyms" 2020-07-17 RCSB ##