data_HU7 # _chem_comp.id HU7 _chem_comp.name "1-O-{6-chloro-5-[6-(dimethylamino)-2-methoxypyridin-3-yl]-1H-indole-3-carbonyl}-beta-D-glucopyranuronic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H24 Cl N3 O9" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-07-19 _chem_comp.pdbx_modified_date 2018-08-03 _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 521.904 _chem_comp.one_letter_code ? _chem_comp.three_letter_code HU7 _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 6E4U _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # 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 HU7 N3 N1 N 0 1 Y N N 43.102 -78.008 -39.905 -0.070 4.032 0.915 N3 HU7 1 HU7 C4 C1 C 0 1 Y N N 49.558 -82.151 -38.162 -4.434 -2.407 0.846 C4 HU7 2 HU7 N2 N2 N 0 1 Y N N 48.775 -83.314 -40.114 -5.450 -1.248 -0.946 N2 HU7 3 HU7 C7 C2 C 0 1 Y N N 47.823 -82.407 -40.267 -4.649 -0.212 -0.771 C7 HU7 4 HU7 C6 C3 C 0 1 Y N N 47.620 -81.344 -39.353 -3.685 -0.221 0.243 C6 HU7 5 HU7 C9 C4 C 0 1 Y N N 46.482 -80.378 -39.473 -2.787 0.943 0.437 C9 HU7 6 HU7 C13 C5 C 0 1 Y N N 45.599 -78.112 -39.661 -2.491 3.262 1.021 C13 HU7 7 HU7 C20 C6 C 0 1 N N S 37.593 -83.417 -39.663 6.491 -0.070 -1.133 C20 HU7 8 HU7 C21 C7 C 0 1 N N S 37.319 -83.658 -41.148 6.446 -1.154 -0.051 C21 HU7 9 HU7 C8 C8 C 0 1 N N N 47.456 -83.296 -42.435 -5.772 0.821 -2.592 C8 HU7 10 HU7 C18 C9 C 0 1 N N S 39.820 -82.486 -40.289 4.103 0.434 -0.610 C18 HU7 11 HU7 C16 C10 C 0 1 Y N N 42.669 -80.207 -39.867 0.868 2.120 0.273 C16 HU7 12 HU7 C19 C11 C 0 1 N N R 38.563 -82.255 -39.454 5.500 1.040 -0.769 C19 HU7 13 HU7 C1 C12 C 0 1 N N N 51.066 -84.676 -37.660 -6.232 -4.540 0.507 C1 HU7 14 HU7 N1 N3 N 0 1 N N N 50.584 -84.250 -38.962 -6.236 -3.390 -0.401 N1 HU7 15 HU7 C2 C13 C 0 1 N N N 51.085 -84.949 -40.134 -7.152 -3.363 -1.544 C2 HU7 16 HU7 C3 C14 C 0 1 Y N N 49.624 -83.200 -39.086 -5.371 -2.326 -0.179 C3 HU7 17 HU7 C5 C15 C 0 1 Y N N 48.529 -81.235 -38.298 -3.578 -1.344 1.067 C5 HU7 18 HU7 O1 O1 O 0 1 N N N 47.085 -82.391 -41.395 -4.765 0.872 -1.579 O1 HU7 19 HU7 C10 C16 C 0 1 Y N N 45.176 -80.875 -39.556 -1.420 0.808 0.228 C10 HU7 20 HU7 C11 C17 C 0 1 Y N N 44.089 -80.018 -39.705 -0.586 1.906 0.412 C11 HU7 21 HU7 C12 C18 C 0 1 Y N N 44.319 -78.632 -39.748 -1.120 3.142 0.812 C12 HU7 22 HU7 C14 C19 C 0 1 Y N N 46.663 -78.989 -39.531 -3.316 2.176 0.836 C14 HU7 23 HU7 CL1 CL1 CL 0 0 N N N 48.255 -78.319 -39.450 -5.024 2.337 1.099 CL1 HU7 24 HU7 C15 C20 C 0 1 Y N N 42.121 -78.952 -39.969 1.098 3.426 0.597 C15 HU7 25 HU7 C17 C21 C 0 1 N N N 41.957 -81.497 -39.978 1.868 1.124 -0.126 C17 HU7 26 HU7 O2 O2 O 0 1 N N N 42.494 -82.576 -39.911 1.525 -0.014 -0.381 O2 HU7 27 HU7 O3 O3 O 0 1 N N N 40.631 -81.315 -40.144 3.169 1.471 -0.209 O3 HU7 28 HU7 C22 C22 C 0 1 N N S 38.653 -83.744 -41.927 5.013 -1.675 0.080 C22 HU7 29 HU7 O4 O4 O 0 1 N N N 39.485 -82.607 -41.661 4.139 -0.587 0.389 O4 HU7 30 HU7 C23 C23 C 0 1 N N N 38.377 -83.741 -43.428 4.949 -2.699 1.183 C23 HU7 31 HU7 O5 O5 O 0 1 N N N 38.308 -82.714 -44.081 4.300 -2.477 2.178 O5 HU7 32 HU7 O6 O6 O 0 1 N N N 38.253 -84.943 -43.924 5.614 -3.859 1.061 O6 HU7 33 HU7 O7 O7 O 0 1 N N N 36.595 -84.875 -41.298 7.315 -2.229 -0.416 O7 HU7 34 HU7 O8 O8 O 0 1 N N N 36.370 -83.187 -38.969 7.810 0.473 -1.212 O8 HU7 35 HU7 O9 O9 O 0 1 N N N 38.901 -82.129 -38.075 5.480 2.021 -1.808 O9 HU7 36 HU7 H1 H1 H 0 1 N N N 42.960 -77.020 -39.963 -0.158 4.963 1.175 H1 HU7 37 HU7 H2 H2 H 0 1 N N N 50.286 -82.059 -37.369 -4.378 -3.290 1.465 H2 HU7 38 HU7 H3 H3 H 0 1 N N N 45.764 -77.045 -39.694 -2.908 4.210 1.329 H3 HU7 39 HU7 H4 H4 H 0 1 N N N 38.068 -84.324 -39.260 6.216 -0.503 -2.095 H4 HU7 40 HU7 H5 H5 H 0 1 N N N 36.734 -82.814 -41.544 6.769 -0.732 0.900 H5 HU7 41 HU7 H6 H6 H 0 1 N N N 46.773 -83.175 -43.288 -5.576 -0.021 -3.256 H6 HU7 42 HU7 H7 H7 H 0 1 N N N 48.486 -83.082 -42.757 -6.749 0.696 -2.126 H7 HU7 43 HU7 H8 H8 H 0 1 N N N 47.396 -84.329 -42.061 -5.757 1.747 -3.165 H8 HU7 44 HU7 H9 H9 H 0 1 N N N 40.348 -83.380 -39.926 3.783 0.004 -1.559 H9 HU7 45 HU7 H10 H10 H 0 1 N N N 38.079 -81.332 -39.804 5.804 1.506 0.168 H10 HU7 46 HU7 H11 H11 H 0 1 N N N 50.602 -84.059 -36.877 -5.518 -5.282 0.149 H11 HU7 47 HU7 H12 H12 H 0 1 N N N 50.803 -85.732 -37.499 -5.946 -4.213 1.506 H12 HU7 48 HU7 H13 H13 H 0 1 N N N 52.159 -84.560 -37.618 -7.228 -4.980 0.540 H13 HU7 49 HU7 H14 H14 H 0 1 N N N 51.810 -85.715 -39.822 -8.092 -2.898 -1.245 H14 HU7 50 HU7 H15 H15 H 0 1 N N N 50.247 -85.430 -40.660 -6.705 -2.788 -2.355 H15 HU7 51 HU7 H16 H16 H 0 1 N N N 51.577 -84.231 -40.807 -7.342 -4.381 -1.883 H16 HU7 52 HU7 H17 H17 H 0 1 N N N 48.428 -80.431 -37.584 -2.845 -1.380 1.859 H17 HU7 53 HU7 H18 H18 H 0 1 N N N 45.009 -81.941 -39.504 -1.008 -0.142 -0.076 H18 HU7 54 HU7 H19 H19 H 0 1 N N N 41.067 -78.744 -40.083 2.066 3.904 0.598 H19 HU7 55 HU7 H20 H20 H 0 1 N N N 39.170 -84.676 -41.653 4.705 -2.133 -0.860 H20 HU7 56 HU7 H21 H21 H 0 1 N N N 38.103 -84.886 -44.860 5.543 -4.485 1.795 H21 HU7 57 HU7 H22 H22 H 0 1 N N N 35.777 -84.818 -40.819 7.336 -2.952 0.225 H22 HU7 58 HU7 H23 H23 H 0 1 N N N 36.551 -83.039 -38.048 7.909 1.171 -1.873 H23 HU7 59 HU7 H24 H24 H 0 1 N N N 38.111 -81.986 -37.567 4.872 2.755 -1.643 H24 HU7 60 # 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 HU7 O5 C23 DOUB N N 1 HU7 O6 C23 SING N N 2 HU7 C23 C22 SING N N 3 HU7 C8 O1 SING N N 4 HU7 C22 O4 SING N N 5 HU7 C22 C21 SING N N 6 HU7 O4 C18 SING N N 7 HU7 O1 C7 SING N N 8 HU7 O7 C21 SING N N 9 HU7 C21 C20 SING N N 10 HU7 C18 O3 SING N N 11 HU7 C18 C19 SING N N 12 HU7 C7 N2 DOUB Y N 13 HU7 C7 C6 SING Y N 14 HU7 O3 C17 SING N N 15 HU7 C2 N1 SING N N 16 HU7 N2 C3 SING Y N 17 HU7 C17 O2 DOUB N N 18 HU7 C17 C16 SING N N 19 HU7 C15 N3 SING Y N 20 HU7 C15 C16 DOUB Y N 21 HU7 N3 C12 SING Y N 22 HU7 C16 C11 SING Y N 23 HU7 C12 C11 DOUB Y N 24 HU7 C12 C13 SING Y N 25 HU7 C11 C10 SING Y N 26 HU7 C20 C19 SING N N 27 HU7 C20 O8 SING N N 28 HU7 C13 C14 DOUB Y N 29 HU7 C10 C9 DOUB Y N 30 HU7 C14 C9 SING Y N 31 HU7 C14 CL1 SING N N 32 HU7 C9 C6 SING N N 33 HU7 C19 O9 SING N N 34 HU7 C6 C5 DOUB Y N 35 HU7 C3 N1 SING N N 36 HU7 C3 C4 DOUB Y N 37 HU7 N1 C1 SING N N 38 HU7 C5 C4 SING Y N 39 HU7 N3 H1 SING N N 40 HU7 C4 H2 SING N N 41 HU7 C13 H3 SING N N 42 HU7 C20 H4 SING N N 43 HU7 C21 H5 SING N N 44 HU7 C8 H6 SING N N 45 HU7 C8 H7 SING N N 46 HU7 C8 H8 SING N N 47 HU7 C18 H9 SING N N 48 HU7 C19 H10 SING N N 49 HU7 C1 H11 SING N N 50 HU7 C1 H12 SING N N 51 HU7 C1 H13 SING N N 52 HU7 C2 H14 SING N N 53 HU7 C2 H15 SING N N 54 HU7 C2 H16 SING N N 55 HU7 C5 H17 SING N N 56 HU7 C10 H18 SING N N 57 HU7 C15 H19 SING N N 58 HU7 C22 H20 SING N N 59 HU7 O6 H21 SING N N 60 HU7 O7 H22 SING N N 61 HU7 O8 H23 SING N N 62 HU7 O9 H24 SING N N 63 # 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 HU7 SMILES ACDLabs 12.01 "n2c4cc(c(c1c(nc(cc1)N(C)C)OC)cc4c(c2)C(=O)OC3C(C(O)C(C(O3)C(=O)O)O)O)Cl" HU7 InChI InChI 1.03 "InChI=1S/C23H24ClN3O9/c1-27(2)15-5-4-9(20(26-15)34-3)10-6-11-12(8-25-14(11)7-13(10)24)22(33)36-23-18(30)16(28)17(29)19(35-23)21(31)32/h4-8,16-19,23,25,28-30H,1-3H3,(H,31,32)/t16-,17-,18+,19-,23-/m0/s1" HU7 InChIKey InChI 1.03 YJKYSCKYOBZSRV-ZFXLNCEJSA-N HU7 SMILES_CANONICAL CACTVS 3.385 "COc1nc(ccc1c2cc3c([nH]cc3C(=O)O[C@@H]4O[C@@H]([C@@H](O)[C@H](O)[C@H]4O)C(O)=O)cc2Cl)N(C)C" HU7 SMILES CACTVS 3.385 "COc1nc(ccc1c2cc3c([nH]cc3C(=O)O[CH]4O[CH]([CH](O)[CH](O)[CH]4O)C(O)=O)cc2Cl)N(C)C" HU7 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CN(C)c1ccc(c(n1)OC)c2cc3c(cc2Cl)[nH]cc3C(=O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C(=O)O)O)O)O" HU7 SMILES "OpenEye OEToolkits" 2.0.6 "CN(C)c1ccc(c(n1)OC)c2cc3c(cc2Cl)[nH]cc3C(=O)OC4C(C(C(C(O4)C(=O)O)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 HU7 "SYSTEMATIC NAME" ACDLabs 12.01 "1-O-{6-chloro-5-[6-(dimethylamino)-2-methoxypyridin-3-yl]-1H-indole-3-carbonyl}-beta-D-glucopyranuronic acid" HU7 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S},3~{S},4~{S},5~{R},6~{S})-6-[[6-chloranyl-5-[6-(dimethylamino)-2-methoxy-pyridin-3-yl]-1~{H}-indol-3-yl]carbonyloxy]-3,4,5-tris(oxidanyl)oxane-2-carboxylic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site HU7 "Create component" 2018-07-19 RCSB HU7 "Initial release" 2018-08-08 RCSB #