data_C5Q # _chem_comp.id C5Q _chem_comp.name "5-(1H-indol-3-ylmethyl)-1,3-benzodioxole-4-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H13 N O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-12-05 _chem_comp.pdbx_modified_date 2013-12-13 _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 295.289 _chem_comp.one_letter_code ? _chem_comp.three_letter_code C5Q _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 ? _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 C5Q C1 C1 C 0 1 Y N N -4.120 43.884 16.349 4.074 2.071 0.192 C1 C5Q 1 C5Q C2 C2 C 0 1 Y N N -4.684 44.468 17.459 4.816 1.452 -0.804 C2 C5Q 2 C5Q C3 C3 C 0 1 Y N N -4.875 43.470 15.274 2.996 1.442 0.748 C3 C5Q 3 C5Q C4 C4 C 0 1 Y N N -9.085 41.516 12.189 -0.713 1.567 1.226 C4 C5Q 4 C5Q C5 C5 C 0 1 Y N N -6.043 44.663 17.551 4.477 0.195 -1.254 C5 C5Q 5 C5Q C6 C6 C 0 1 Y N N -10.290 41.431 11.520 -1.764 2.270 0.663 C6 C5Q 6 C5Q C7 C7 C 0 1 Y N N -6.243 43.656 15.346 2.638 0.165 0.311 C7 C5Q 7 C5Q C8 C8 C 0 1 Y N N -8.452 42.734 12.390 -0.646 0.197 1.103 C8 C5Q 8 C5Q C9 C9 C 0 1 Y N N -9.027 43.901 11.908 -1.646 -0.492 0.411 C9 C5Q 9 C5Q C10 C10 C 0 1 Y N N -6.784 44.243 16.473 3.380 -0.463 -0.706 C10 C5Q 10 C5Q C11 C11 C 0 1 Y N N -10.849 42.597 11.062 -2.760 1.604 -0.031 C11 C5Q 11 C5Q C12 C12 C 0 1 Y N N -10.232 43.792 11.250 -2.712 0.218 -0.155 C12 C5Q 12 C5Q C13 C13 C 0 1 Y N N -8.463 43.777 15.075 1.733 -1.863 -0.095 C13 C5Q 13 C5Q C14 C14 C 0 1 Y N N -7.305 43.358 14.453 1.574 -0.775 0.674 C14 C5Q 14 C5Q C15 C15 C 0 1 N N N -7.137 42.717 13.124 0.506 -0.560 1.714 C15 C5Q 15 C5Q C16 C16 C 0 1 N N N -8.415 45.244 12.075 -1.578 -1.959 0.276 C16 C5Q 16 C5Q C17 C17 C 0 1 N N N -12.151 44.142 10.346 -4.291 0.986 -1.535 C17 C5Q 17 C5Q N18 N18 N 0 1 Y N N -8.135 44.307 16.290 2.806 -1.694 -0.928 N18 C5Q 18 C5Q O19 O19 O 0 1 N N N -9.177 46.190 12.411 -0.943 -2.510 -0.777 O19 C5Q 19 C5Q O20 O20 O 0 1 N N N -7.179 45.346 11.857 -2.095 -2.670 1.114 O20 C5Q 20 C5Q O21 O21 O 0 1 N N N -12.040 42.723 10.384 -3.880 2.059 -0.666 O21 C5Q 21 C5Q O22 O22 O 0 1 N N N -10.960 44.828 10.715 -3.793 -0.195 -0.873 O22 C5Q 22 C5Q H1 H1 H 0 1 N N N -3.049 43.745 16.319 4.353 3.057 0.534 H1 C5Q 23 C5Q H2 H2 H 0 1 N N N -4.048 44.780 18.274 5.668 1.960 -1.231 H2 C5Q 24 C5Q H3 H3 H 0 1 N N N -4.416 43.017 14.408 2.424 1.930 1.523 H3 C5Q 25 C5Q H4 H4 H 0 1 N N N -8.625 40.614 12.564 0.062 2.097 1.762 H4 C5Q 26 C5Q H5 H5 H 0 1 N N N -6.499 45.118 18.418 5.061 -0.279 -2.030 H5 C5Q 27 C5Q H6 H6 H 0 1 N N N -10.776 40.479 11.363 -1.808 3.344 0.764 H6 C5Q 28 C5Q H13 H13 H 0 1 N N N -9.461 43.699 14.669 1.105 -2.741 -0.064 H13 C5Q 29 C5Q H15 H15 H 0 1 N N N -6.805 41.677 13.258 0.917 0.014 2.545 H15 C5Q 30 C5Q H15A H15A H 0 0 N N N -6.385 43.270 12.542 0.154 -1.525 2.079 H15A C5Q 31 C5Q H17 H17 H 0 1 N N N -12.418 44.440 9.321 -5.378 0.949 -1.610 H17 C5Q 32 C5Q H17A H17A H 0 0 N N N -12.952 44.444 11.037 -3.841 1.098 -2.521 H17A C5Q 33 C5Q HO19 HO19 H 0 0 N N N -8.675 46.994 12.475 -0.925 -3.476 -0.822 HO19 C5Q 34 C5Q HN18 HN18 H 0 0 N N N -8.787 44.685 16.947 3.116 -2.346 -1.576 HN18 C5Q 35 # 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 C5Q C3 C1 DOUB Y N 1 C5Q C1 C2 SING Y N 2 C5Q C1 H1 SING N N 3 C5Q C2 C5 DOUB Y N 4 C5Q C2 H2 SING N N 5 C5Q C3 C7 SING Y N 6 C5Q C3 H3 SING N N 7 C5Q C6 C4 DOUB Y N 8 C5Q C4 C8 SING Y N 9 C5Q C4 H4 SING N N 10 C5Q C10 C5 SING Y N 11 C5Q C5 H5 SING N N 12 C5Q C11 C6 SING Y N 13 C5Q C6 H6 SING N N 14 C5Q C14 C7 SING Y N 15 C5Q C7 C10 DOUB Y N 16 C5Q C9 C8 DOUB Y N 17 C5Q C8 C15 SING N N 18 C5Q C12 C9 SING Y N 19 C5Q C9 C16 SING N N 20 C5Q N18 C10 SING Y N 21 C5Q O21 C11 SING N N 22 C5Q C11 C12 DOUB Y N 23 C5Q O22 C12 SING N N 24 C5Q C14 C13 DOUB Y N 25 C5Q C13 N18 SING Y N 26 C5Q C13 H13 SING N N 27 C5Q C15 C14 SING N N 28 C5Q C15 H15 SING N N 29 C5Q C15 H15A SING N N 30 C5Q O20 C16 DOUB N N 31 C5Q C16 O19 SING N N 32 C5Q C17 O21 SING N N 33 C5Q C17 O22 SING N N 34 C5Q C17 H17 SING N N 35 C5Q C17 H17A SING N N 36 C5Q O19 HO19 SING N N 37 C5Q N18 HN18 SING N N 38 # 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 C5Q SMILES ACDLabs 12.01 "O=C(O)c1c(ccc2OCOc12)Cc4c3ccccc3nc4" C5Q InChI InChI 1.03 "InChI=1S/C17H13NO4/c19-17(20)15-10(5-6-14-16(15)22-9-21-14)7-11-8-18-13-4-2-1-3-12(11)13/h1-6,8,18H,7,9H2,(H,19,20)" C5Q InChIKey InChI 1.03 AKNDWQUYZFSAIW-UHFFFAOYSA-N C5Q SMILES_CANONICAL CACTVS 3.385 "OC(=O)c1c(Cc2c[nH]c3ccccc23)ccc4OCOc14" C5Q SMILES CACTVS 3.385 "OC(=O)c1c(Cc2c[nH]c3ccccc23)ccc4OCOc14" C5Q SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)c(c[nH]2)Cc3ccc4c(c3C(=O)O)OCO4" C5Q SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)c(c[nH]2)Cc3ccc4c(c3C(=O)O)OCO4" # 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 C5Q "SYSTEMATIC NAME" ACDLabs 12.01 "5-(1H-indol-3-ylmethyl)-1,3-benzodioxole-4-carboxylic acid" C5Q "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "5-(1H-indol-3-ylmethyl)-1,3-benzodioxole-4-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 C5Q "Create component" 2013-12-05 EBI C5Q "Initial release" 2013-12-18 RCSB #