data_604 # _chem_comp.id 604 _chem_comp.name ;2-[(3-bromobenzene-1-carbonyl)amino]-6-{[(4-carboxy-5-methylfuran-2-yl)sulfonyl]amino}-2,6-dideoxy-alpha-D-glucopyranos e ; _chem_comp.type "D-saccharide, alpha linking" _chem_comp.pdbx_type ATOMS _chem_comp.formula "C19 H21 Br N2 O10 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;5-[[(2~{R},3~{S},4~{R},5~{R},6~{S})-5-[(3-bromophenyl)carbonylamino]-3,4,6-tris(oxidanyl)oxan-2-yl]methylsulfamoyl]-2-m ethyl-furan-3-carboxylic acid; 2-[(3-bromobenzene-1-carbonyl)amino]-6-{[(4-carboxy-5-methylfuran-2-yl)sulfonyl]amino}-2,6-dideoxy-alpha-D-glucose; 2-[(3-bromobenzene-1-carbonyl)amino]-6-{[(4-carboxy-5-methylfuran-2-yl)sulfonyl]amino}-2,6-dideoxy-D-glucose; 2-[(3-bromobenzene-1-carbonyl)amino]-6-{[(4-carboxy-5-methylfuran-2-yl)sulfonyl]amino}-2,6-dideoxy-glucose ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-01-07 _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 549.346 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 604 _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 5HEX _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 1 604 ;5-[[(2~{R},3~{S},4~{R},5~{R},6~{S})-5-[(3-bromophenyl)carbonylamino]-3,4,6-tris(oxidanyl)oxan-2-yl]methylsulfamoyl]-2-m ethyl-furan-3-carboxylic acid ; PDB ? 2 604 "2-[(3-bromobenzene-1-carbonyl)amino]-6-{[(4-carboxy-5-methylfuran-2-yl)sulfonyl]amino}-2,6-dideoxy-alpha-D-glucose" PDB ? 3 604 "2-[(3-bromobenzene-1-carbonyl)amino]-6-{[(4-carboxy-5-methylfuran-2-yl)sulfonyl]amino}-2,6-dideoxy-D-glucose" PDB ? 4 604 "2-[(3-bromobenzene-1-carbonyl)amino]-6-{[(4-carboxy-5-methylfuran-2-yl)sulfonyl]amino}-2,6-dideoxy-glucose" 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 604 C1A C1 C 0 1 Y N N 31.448 -4.150 -65.618 6.790 3.035 -0.380 C1A 604 1 604 C2A C2 C 0 1 Y N N 31.542 -3.005 -64.851 5.429 2.933 -0.176 C2A 604 2 604 C3A C3 C 0 1 Y N N 32.593 -4.778 -66.040 7.575 1.896 -0.408 C3A 604 3 604 C4A C4 C 0 1 Y N N 33.918 -3.103 -64.936 5.644 0.534 -0.015 C4A 604 4 604 C5A C5 C 0 1 Y N N 33.668 5.962 -57.100 -6.299 0.489 -1.031 C5A 604 5 604 C6A C6 C 0 1 Y N N 32.765 -2.482 -64.517 4.846 1.679 0.008 C6A 604 6 604 C7 C7 C 0 1 Y N N 34.258 7.174 -56.687 -7.048 1.227 -0.003 C7 604 7 604 C8 C8 C 0 1 Y N N 33.824 -4.254 -65.694 7.003 0.648 -0.232 C8 604 8 604 C9 C9 C 0 1 Y N N 34.771 7.804 -57.789 -6.905 0.504 1.146 C9 604 9 604 C10 C10 C 0 1 Y N N 33.857 5.918 -58.462 -5.793 -0.590 -0.414 C10 604 10 604 C11 C11 C 0 1 N N N 32.824 -1.263 -63.701 3.388 1.563 0.228 C11 604 11 604 C12 C12 C 0 1 N N N 34.296 7.670 -55.257 -7.794 2.484 -0.176 C12 604 12 604 C2 C13 C 0 1 N N R 34.262 0.592 -62.948 1.383 0.235 0.623 C2 604 13 604 C3 C14 C 0 1 N N R 35.447 1.358 -63.497 1.080 -1.060 1.382 C3 604 14 604 C4 C15 C 0 1 N N S 35.499 2.698 -62.796 -0.437 -1.206 1.535 C4 604 15 604 C5 C16 C 0 1 N N R 35.718 2.438 -61.325 -1.087 -1.179 0.149 C5 604 16 604 C1 C17 C 0 1 N N S 34.460 0.403 -61.463 0.663 0.207 -0.728 C1 604 17 604 C18 C18 C 0 1 N N N 35.485 9.073 -57.945 -7.495 0.854 2.488 C18 604 18 604 C6 C19 C 0 1 N N N 35.777 3.708 -60.495 -2.607 -1.264 0.297 C6 604 19 604 N2 N20 N 0 1 N N N 34.060 -0.657 -63.645 2.828 0.350 0.405 N2 604 20 604 N21 N21 N 0 1 N N N 34.611 4.569 -60.766 -3.222 -1.358 -1.030 N21 604 21 604 O22 O22 O 0 1 N N N 34.711 8.853 -55.092 -8.370 2.985 0.771 O22 604 22 604 O23 O23 O 0 1 N N N 31.822 -0.892 -63.115 2.695 2.561 0.248 O23 604 23 604 O24 O24 O 0 1 N N N 33.895 6.806 -54.428 -7.840 3.080 -1.384 O24 604 24 604 O25 O25 O 0 1 N N N 33.176 3.518 -58.781 -4.946 -3.003 -0.386 O25 604 25 604 O26 O26 O 0 1 N N N 32.193 5.329 -60.164 -5.105 -1.789 -2.566 O26 604 26 604 O27 O27 O 0 1 Y N N 34.527 7.031 -58.886 -6.154 -0.568 0.878 O27 604 27 604 O5 O28 O 0 1 N N N 34.655 1.655 -60.813 -0.740 0.038 -0.514 O5 604 28 604 O3 O29 O 0 1 N N N 35.319 1.520 -64.905 1.689 -1.011 2.674 O3 604 29 604 O4 O30 O 0 1 N N N 36.612 3.410 -63.299 -0.735 -2.447 2.178 O4 604 30 604 O1 O31 O 0 1 N Y N 35.511 -0.499 -61.162 1.161 -0.881 -1.510 O1 604 31 604 S32 S32 S 0 1 N N N 33.361 4.707 -59.587 -4.802 -1.831 -1.178 S32 604 32 604 BR BR BR 0 1 N N N 35.406 -5.149 -66.281 8.086 -0.901 -0.272 BR 604 33 604 H1A H1 H 0 1 N N N 30.480 -4.548 -65.884 7.242 4.005 -0.523 H1A 604 34 604 H2A H2 H 0 1 N N N 30.641 -2.516 -64.510 4.817 3.822 -0.159 H2A 604 35 604 H3A H3 H 0 1 N N N 32.532 -5.675 -66.638 8.640 1.982 -0.568 H3A 604 36 604 H4A H4 H 0 1 N N N 34.884 -2.696 -64.676 5.198 -0.440 0.127 H4A 604 37 604 H5A H5 H 0 1 N N N 33.175 5.227 -56.481 -6.185 0.757 -2.070 H5A 604 38 604 H2 H6 H 0 1 N N N 33.368 1.218 -63.088 1.034 1.088 1.204 H2 604 39 604 H3 H7 H 0 1 N N N 36.367 0.801 -63.264 1.474 -1.910 0.824 H3 604 40 604 H4 H8 H 0 1 N N N 34.559 3.247 -62.952 -0.823 -0.382 2.135 H4 604 41 604 H5 H9 H 0 1 N N N 36.669 1.899 -61.203 -0.730 -2.026 -0.436 H5 604 42 604 H1 H10 H 0 1 N N N 33.527 -0.031 -61.075 0.841 1.145 -1.254 H1 604 43 604 H11 H11 H 0 1 N N N 35.737 9.225 -59.005 -8.483 0.403 2.579 H11 604 44 604 H12 H12 H 0 1 N N N 34.846 9.898 -57.599 -6.848 0.475 3.279 H12 604 45 604 H13 H13 H 0 1 N N N 36.409 9.050 -57.348 -7.580 1.937 2.576 H13 604 46 604 H61 H14 H 0 1 N N N 35.787 3.441 -59.428 -2.867 -2.147 0.881 H61 604 47 604 H62 H15 H 0 1 N N N 36.696 4.258 -60.744 -2.973 -0.371 0.805 H62 604 48 604 HN21 H16 H 0 0 N N N 34.837 -1.093 -64.099 3.381 -0.447 0.389 HN21 604 49 604 H17 H17 H 0 1 N N N 34.962 5.492 -60.926 -2.704 -1.143 -1.821 H17 604 50 604 H18 H18 H 0 1 N N N 33.936 7.166 -53.550 -8.343 3.903 -1.449 H18 604 51 604 HO3 H19 H 0 1 N Y N 36.067 2.001 -65.238 1.537 -1.801 3.211 HO3 604 52 604 HO4 H20 H 0 1 N Y N 36.666 4.257 -62.873 -0.350 -2.535 3.060 HO4 604 53 604 HO1 H21 H 0 1 N Y N 35.596 -0.584 -60.220 0.748 -0.960 -2.381 HO1 604 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 604 BR C8 SING N N 1 604 C3A C8 DOUB Y N 2 604 C3A C1A SING Y N 3 604 C8 C4A SING Y N 4 604 C1A C2A DOUB Y N 5 604 C4A C6A DOUB Y N 6 604 O3 C3 SING N N 7 604 C2A C6A SING Y N 8 604 C6A C11 SING N N 9 604 C11 N2 SING N N 10 604 C11 O23 DOUB N N 11 604 N2 C2 SING N N 12 604 C3 C2 SING N N 13 604 C3 C4 SING N N 14 604 O4 C4 SING N N 15 604 C2 C1 SING N N 16 604 C4 C5 SING N N 17 604 C1 O1 SING N N 18 604 C1 O5 SING N N 19 604 C5 O5 SING N N 20 604 C5 C6 SING N N 21 604 N21 C6 SING N N 22 604 N21 S32 SING N N 23 604 O26 S32 DOUB N N 24 604 S32 O25 DOUB N N 25 604 S32 C10 SING N N 26 604 O27 C10 SING Y N 27 604 O27 C9 SING Y N 28 604 C10 C5A DOUB Y N 29 604 C18 C9 SING N N 30 604 C9 C7 DOUB Y N 31 604 C5A C7 SING Y N 32 604 C7 C12 SING N N 33 604 C12 O22 DOUB N N 34 604 C12 O24 SING N N 35 604 C1A H1A SING N N 36 604 C2A H2A SING N N 37 604 C3A H3A SING N N 38 604 C4A H4A SING N N 39 604 C5A H5A SING N N 40 604 C2 H2 SING N N 41 604 C3 H3 SING N N 42 604 C4 H4 SING N N 43 604 C5 H5 SING N N 44 604 C1 H1 SING N N 45 604 C18 H11 SING N N 46 604 C18 H12 SING N N 47 604 C18 H13 SING N N 48 604 C6 H61 SING N N 49 604 C6 H62 SING N N 50 604 N2 HN21 SING N N 51 604 N21 H17 SING N N 52 604 O24 H18 SING N N 53 604 O3 HO3 SING N N 54 604 O4 HO4 SING N N 55 604 O1 HO1 SING N N 56 # # 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 604 InChI InChI 1.03 "InChI=1S/C19H21BrN2O10S/c1-8-11(18(26)27)6-13(31-8)33(29,30)21-7-12-15(23)16(24)14(19(28)32-12)22-17(25)9-3-2-4-10(20)5-9/h2-6,12,14-16,19,21,23-24,28H,7H2,1H3,(H,22,25)(H,26,27)/t12-,14-,15-,16-,19+/m1/s1" 604 InChIKey InChI 1.03 GEVMYBPXLUPCSS-OREGDWJXSA-N 604 SMILES_CANONICAL CACTVS 3.385 "Cc1oc(cc1C(O)=O)[S](=O)(=O)NC[C@H]2O[C@H](O)[C@H](NC(=O)c3cccc(Br)c3)[C@@H](O)[C@@H]2O" 604 SMILES CACTVS 3.385 "Cc1oc(cc1C(O)=O)[S](=O)(=O)NC[CH]2O[CH](O)[CH](NC(=O)c3cccc(Br)c3)[CH](O)[CH]2O" 604 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "Cc1c(cc(o1)S(=O)(=O)NC[C@@H]2[C@H]([C@@H]([C@H]([C@H](O2)O)NC(=O)c3cccc(c3)Br)O)O)C(=O)O" 604 SMILES "OpenEye OEToolkits" 2.0.4 "Cc1c(cc(o1)S(=O)(=O)NCC2C(C(C(C(O2)O)NC(=O)c3cccc(c3)Br)O)O)C(=O)O" # _pdbx_chem_comp_identifier.comp_id 604 _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.4 _pdbx_chem_comp_identifier.identifier ;5-[[(2~{R},3~{S},4~{R},5~{R},6~{S})-5-[(3-bromophenyl)carbonylamino]-3,4,6-tris(oxidanyl)oxan-2-yl]methylsulfamoyl]-2-m ethyl-furan-3-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 604 "CARBOHYDRATE ISOMER" D PDB ? 604 "CARBOHYDRATE RING" pyranose PDB ? 604 "CARBOHYDRATE ANOMER" alpha PDB ? 604 "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 604 "Create component" 2016-01-07 RCSB 604 "Initial release" 2016-03-30 RCSB 604 "Other modification" 2020-07-03 RCSB 604 "Modify name" 2020-07-17 RCSB 604 "Modify synonyms" 2020-07-17 RCSB 604 "Modify internal type" 2020-07-17 RCSB 604 "Modify linking type" 2020-07-17 RCSB 604 "Modify atom id" 2020-07-17 RCSB 604 "Modify component atom id" 2020-07-17 RCSB 604 "Modify leaving atom flag" 2020-07-17 RCSB ##