data_AHQ # _chem_comp.id AHQ _chem_comp.name "(2S,7R,9R)-4,5-dihydroxy-2,3,6,7,8,9-hexahydro-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H14 N2 O8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-06-02 _chem_comp.pdbx_modified_date 2011-06-04 _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 338.270 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AHQ _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 3HNH _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 AHQ O5 O5 O 0 1 N N N -3.364 -40.233 -19.281 0.995 3.447 0.206 O5 AHQ 1 AHQ C5 C5 C 0 1 Y N N -4.055 -40.737 -18.408 0.293 2.281 0.264 C5 AHQ 2 AHQ C4 C4 C 0 1 Y N N -4.128 -42.096 -18.294 -1.077 2.309 0.477 C4 AHQ 3 AHQ O4 O4 O 0 1 N N N -3.480 -42.750 -19.091 -1.719 3.499 0.625 O4 AHQ 4 AHQ C3A C3A C 0 1 Y N N -4.927 -42.661 -17.300 -1.791 1.125 0.537 C3A AHQ 5 AHQ C3 C3 C 0 1 N N N -5.162 -44.126 -16.991 -3.266 0.848 0.748 C3 AHQ 6 AHQ C2 C2 C 0 1 N N S -6.380 -44.024 -16.100 -3.410 -0.619 0.283 C2 AHQ 7 AHQ C2X C2X C 0 1 N N N -6.322 -45.096 -15.016 -3.796 -0.684 -1.172 C2X AHQ 8 AHQ O2B O2B O 0 1 N N N -6.675 -44.826 -13.889 -5.073 -0.495 -1.537 O2B AHQ 9 AHQ O2A O2A O 0 1 N N N -5.940 -46.185 -15.384 -2.954 -0.906 -2.010 O2A AHQ 10 AHQ N1 N1 N 0 1 N N N -6.313 -42.662 -15.566 -2.049 -1.159 0.490 N1 AHQ 11 AHQ C1A C1A C 0 1 Y N N -5.656 -41.865 -16.409 -1.143 -0.093 0.385 C1A AHQ 12 AHQ C9A C9A C 0 1 Y N N -5.577 -40.468 -16.548 0.237 -0.119 0.165 C9A AHQ 13 AHQ C6A C6A C 0 1 Y N N -4.762 -39.938 -17.544 0.955 1.060 0.104 C6A AHQ 14 AHQ N6 N6 N 0 1 N N N -4.618 -38.592 -17.741 2.337 1.097 -0.099 N6 AHQ 15 AHQ C7 C7 C 0 1 N N R -5.289 -37.602 -16.908 2.862 -0.127 -0.707 C7 AHQ 16 AHQ C7X C7X C 0 1 N N N -5.482 -36.310 -17.727 4.368 -0.071 -0.735 C7X AHQ 17 AHQ O7B O7B O 0 1 N N N -4.794 -36.205 -18.753 5.053 -0.858 -1.580 O7B AHQ 18 AHQ O7A O7A O 0 1 N N N -6.255 -35.451 -17.279 4.959 0.681 0.002 O7A AHQ 19 AHQ C8 C8 C 0 1 N N N -6.595 -38.185 -16.403 2.407 -1.327 0.133 C8 AHQ 20 AHQ C9 C9 C 0 1 N N R -6.278 -39.447 -15.631 0.893 -1.466 -0.014 C9 AHQ 21 AHQ C9X C9X C 0 1 N N N -7.495 -39.950 -14.863 0.363 -2.423 1.022 C9X AHQ 22 AHQ O9B O9B O 0 1 N N N -8.558 -39.377 -15.022 0.480 -2.168 2.197 O9B AHQ 23 AHQ O9A O9A O 0 1 N N N -7.288 -40.829 -14.035 -0.241 -3.559 0.638 O9A AHQ 24 AHQ HO5 HO5 H 0 1 N N N -3.887 -40.102 -20.063 1.332 3.746 1.062 HO5 AHQ 25 AHQ HO4 HO4 H 0 1 N N N -3.311 -42.228 -19.867 -2.039 3.880 -0.204 HO4 AHQ 26 AHQ H3 H3 H 0 1 N N N -5.348 -44.725 -17.895 -3.531 0.948 1.801 H3 AHQ 27 AHQ H3A H3A H 0 1 N N N -4.303 -44.639 -16.533 -3.875 1.510 0.131 H3A AHQ 28 AHQ H2 H2 H 0 1 N N N -7.333 -44.196 -16.621 -4.137 -1.150 0.898 H2 AHQ 29 AHQ HN1 HN1 H 0 1 N N N -7.241 -42.313 -15.440 -1.972 -1.612 1.389 HN1 AHQ 30 AHQ HN6 HN6 H 0 1 N N N -3.641 -38.412 -17.631 2.602 1.910 -0.636 HN6 AHQ 31 AHQ H7 H7 H 0 1 N N N -4.686 -37.343 -16.025 2.481 -0.223 -1.723 H7 AHQ 32 AHQ H8 H8 H 0 1 N N N -7.100 -37.461 -15.747 2.899 -2.232 -0.221 H8 AHQ 33 AHQ H8A H8A H 0 1 N N N -7.262 -38.413 -17.247 2.654 -1.158 1.181 H8A AHQ 34 AHQ H9 H9 H 0 1 N N N -5.547 -39.238 -14.836 0.670 -1.849 -1.009 H9 AHQ 35 AHQ HO2 HO2 H 0 1 N N N -6.606 -45.599 -13.341 -5.272 -0.546 -2.482 HO2 AHQ 36 AHQ HO7 HO7 H 0 1 N N N -4.948 -35.357 -19.152 6.017 -0.788 -1.562 HO7 AHQ 37 AHQ HO9 HO9 H 0 1 N N N -8.082 -40.992 -13.540 -0.565 -4.142 1.339 HO9 AHQ 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 AHQ O5 C5 SING N N 1 AHQ C5 C4 DOUB Y N 2 AHQ C5 C6A SING Y N 3 AHQ C4 O4 SING N N 4 AHQ C4 C3A SING Y N 5 AHQ C3A C3 SING N N 6 AHQ C3A C1A DOUB Y N 7 AHQ C3 C2 SING N N 8 AHQ C2 C2X SING N N 9 AHQ C2 N1 SING N N 10 AHQ C2X O2B SING N N 11 AHQ C2X O2A DOUB N N 12 AHQ N1 C1A SING N N 13 AHQ C1A C9A SING Y N 14 AHQ C9A C6A DOUB Y N 15 AHQ C9A C9 SING N N 16 AHQ C6A N6 SING N N 17 AHQ N6 C7 SING N N 18 AHQ C7 C7X SING N N 19 AHQ C7 C8 SING N N 20 AHQ C7X O7B SING N N 21 AHQ C7X O7A DOUB N N 22 AHQ C8 C9 SING N N 23 AHQ C9 C9X SING N N 24 AHQ C9X O9B DOUB N N 25 AHQ C9X O9A SING N N 26 AHQ O5 HO5 SING N N 27 AHQ O4 HO4 SING N N 28 AHQ C3 H3 SING N N 29 AHQ C3 H3A SING N N 30 AHQ C2 H2 SING N N 31 AHQ N1 HN1 SING N N 32 AHQ N6 HN6 SING N N 33 AHQ C7 H7 SING N N 34 AHQ C8 H8 SING N N 35 AHQ C8 H8A SING N N 36 AHQ C9 H9 SING N N 37 AHQ O2B HO2 SING N N 38 AHQ O7B HO7 SING N N 39 AHQ O9A HO9 SING N N 40 # 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 AHQ SMILES ACDLabs 10.04 "O=C(O)C3Nc1c(c(O)c(O)c2c1C(C(=O)O)CC(C(=O)O)N2)C3" AHQ SMILES_CANONICAL CACTVS 3.341 "OC(=O)[C@H]1C[C@@H](C(O)=O)c2c(N1)c(O)c(O)c3C[C@H](Nc23)C(O)=O" AHQ SMILES CACTVS 3.341 "OC(=O)[CH]1C[CH](C(O)=O)c2c(N1)c(O)c(O)c3C[CH](Nc23)C(O)=O" AHQ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1c2c(c3c(c(c2O)O)N[C@H](C[C@H]3C(=O)O)C(=O)O)N[C@@H]1C(=O)O" AHQ SMILES "OpenEye OEToolkits" 1.5.0 "C1c2c(c3c(c(c2O)O)NC(CC3C(=O)O)C(=O)O)NC1C(=O)O" AHQ InChI InChI 1.03 "InChI=1S/C14H14N2O8/c17-10-4-2-6(14(23)24)15-8(4)7-3(12(19)20)1-5(13(21)22)16-9(7)11(10)18/h3,5-6,15-18H,1-2H2,(H,19,20)(H,21,22)(H,23,24)/t3-,5-,6+/m1/s1" AHQ InChIKey InChI 1.03 AEQJGIAJKMGQCZ-PUFIMZNGSA-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 AHQ "SYSTEMATIC NAME" ACDLabs 10.04 "(2S,7R,9R)-4,5-dihydroxy-2,3,6,7,8,9-hexahydro-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid" AHQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,7R,9R)-4,5-dihydroxy-2,3,6,7,8,9-hexahydro-1H-pyrrolo[5,4-f]quinoline-2,7,9-tricarboxylic 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 AHQ "Create component" 2009-06-02 PDBJ AHQ "Modify aromatic_flag" 2011-06-04 RCSB AHQ "Modify descriptor" 2011-06-04 RCSB #