data_RVN # _chem_comp.id RVN _chem_comp.name "5-[(E)-(2-oxidanylidene-1H-indol-3-ylidene)methyl]-1,3-benzodioxole-4-carboxylic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H11 N O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-12-20 _chem_comp.pdbx_modified_date 2014-04-15 _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 309.273 _chem_comp.one_letter_code ? _chem_comp.three_letter_code RVN _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 4CJF _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 RVN O1 O1 O 0 1 N N N -8.360 46.246 14.966 3.210 -2.754 1.005 O1 RVN 1 RVN C2 C2 C 0 1 N N N -8.535 45.120 14.521 3.093 -1.612 0.601 C2 RVN 2 RVN C4 C4 C 0 1 N N N -10.600 45.564 13.304 0.563 -1.328 0.689 C4 RVN 3 RVN C5 C5 C 0 1 Y N N -11.715 45.282 12.396 -0.566 -0.397 0.664 C5 RVN 4 RVN C6 C6 C 0 1 Y N N -11.338 44.917 11.114 -0.479 0.831 1.326 C6 RVN 5 RVN C7 C7 C 0 1 Y N N -12.269 44.624 10.137 -1.543 1.709 1.303 C7 RVN 6 RVN C8 C8 C 0 1 Y N N -13.598 44.710 10.465 -2.711 1.386 0.625 C8 RVN 7 RVN O9 O9 O 0 1 N N N -14.651 44.448 9.621 -3.877 2.075 0.462 O9 RVN 8 RVN C10 C10 C 0 1 N N N -15.728 44.530 10.553 -4.845 1.097 0.038 C10 RVN 9 RVN O11 O11 O 0 1 N N N -15.363 45.102 11.813 -4.052 0.093 -0.621 O11 RVN 10 RVN C12 C12 C 0 1 Y N N -13.988 45.079 11.712 -2.821 0.164 -0.043 C12 RVN 11 RVN C13 C13 C 0 1 Y N N -13.074 45.376 12.703 -1.750 -0.732 -0.034 C13 RVN 12 RVN C14 C14 C 0 1 N N N -13.625 45.751 14.026 -1.855 -2.019 -0.742 C14 RVN 13 RVN O15 O15 O 0 1 N N N -14.601 45.211 14.536 -2.285 -2.997 -0.163 O15 RVN 14 RVN O16 O16 O 0 1 N N N -12.926 46.764 14.583 -1.473 -2.113 -2.031 O16 RVN 15 RVN C17 C17 C 0 1 Y N N -9.390 43.288 13.287 2.220 0.454 -0.081 C17 RVN 16 RVN C18 C18 C 0 1 Y N N -8.250 42.921 13.947 3.617 0.440 -0.185 C18 RVN 17 RVN N19 N19 N 0 1 N N N -7.753 43.997 14.680 4.095 -0.799 0.225 N19 RVN 18 RVN C20 C20 C 0 1 Y N N -7.720 41.661 13.863 4.271 1.577 -0.648 C20 RVN 19 RVN C21 C21 C 0 1 Y N N -8.378 40.740 13.075 3.547 2.699 -0.997 C21 RVN 20 RVN C22 C22 C 0 1 Y N N -9.529 41.097 12.400 2.167 2.709 -0.893 C22 RVN 21 RVN C23 C23 C 0 1 Y N N -10.046 42.373 12.500 1.499 1.590 -0.436 C23 RVN 22 RVN C3 C3 C 0 1 N N N -9.630 44.681 13.625 1.826 -0.878 0.431 C3 RVN 23 RVN H19 H19 H 0 1 N N N -6.932 43.959 15.250 5.033 -1.045 0.240 H19 RVN 24 RVN H4 H4 H 0 1 N N N -10.550 46.547 13.748 0.398 -2.372 0.912 H4 RVN 25 RVN H6 H6 H 0 1 N N N -10.287 44.860 10.872 0.424 1.093 1.858 H6 RVN 26 RVN H7 H7 H 0 1 N N N -11.960 44.335 9.143 -1.468 2.655 1.817 H7 RVN 27 RVN H101 H101 H 0 0 N N N -16.523 45.147 10.110 -5.363 0.673 0.898 H101 RVN 28 RVN H102 H102 H 0 0 N N N -16.109 43.514 10.732 -5.557 1.541 -0.659 H102 RVN 29 RVN H16 H16 H 0 1 N N N -13.308 46.988 15.424 -1.560 -2.979 -2.453 H16 RVN 30 RVN H23 H23 H 0 1 N N N -10.947 42.646 11.971 0.423 1.596 -0.355 H23 RVN 31 RVN H20 H20 H 0 1 N N N -6.818 41.398 14.395 5.348 1.581 -0.733 H20 RVN 32 RVN H21 H21 H 0 1 N N N -7.992 39.735 12.985 4.063 3.578 -1.355 H21 RVN 33 RVN H22 H22 H 0 1 N N N -10.032 40.366 11.784 1.611 3.593 -1.169 H22 RVN 34 # 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 RVN O1 C2 DOUB N N 1 RVN C2 N19 SING N N 2 RVN C2 C3 SING N N 3 RVN C4 C5 SING N N 4 RVN C4 C3 DOUB N E 5 RVN C5 C6 SING Y N 6 RVN C5 C13 DOUB Y N 7 RVN C6 C7 DOUB Y N 8 RVN C7 C8 SING Y N 9 RVN C8 O9 SING N N 10 RVN C8 C12 DOUB Y N 11 RVN O9 C10 SING N N 12 RVN C10 O11 SING N N 13 RVN O11 C12 SING N N 14 RVN C12 C13 SING Y N 15 RVN C13 C14 SING N N 16 RVN C14 O15 DOUB N N 17 RVN C14 O16 SING N N 18 RVN C17 C18 SING Y N 19 RVN C17 C23 DOUB Y N 20 RVN C17 C3 SING N N 21 RVN C18 N19 SING N N 22 RVN C18 C20 DOUB Y N 23 RVN C20 C21 SING Y N 24 RVN C21 C22 DOUB Y N 25 RVN C22 C23 SING Y N 26 RVN N19 H19 SING N N 27 RVN C4 H4 SING N N 28 RVN C6 H6 SING N N 29 RVN C7 H7 SING N N 30 RVN C10 H101 SING N N 31 RVN C10 H102 SING N N 32 RVN O16 H16 SING N N 33 RVN C23 H23 SING N N 34 RVN C20 H20 SING N N 35 RVN C21 H21 SING N N 36 RVN C22 H22 SING N N 37 # 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 RVN SMILES ACDLabs 12.01 "O=C2Nc1ccccc1/C2=C\c3ccc4OCOc4c3C(=O)O" RVN InChI InChI 1.03 "InChI=1S/C17H11NO5/c19-16-11(10-3-1-2-4-12(10)18-16)7-9-5-6-13-15(23-8-22-13)14(9)17(20)21/h1-7H,8H2,(H,18,19)(H,20,21)/b11-7+" RVN InChIKey InChI 1.03 GQWXHPXXCYSHJK-YRNVUSSQSA-N RVN SMILES_CANONICAL CACTVS 3.385 "OC(=O)c1c(ccc2OCOc12)\C=C3\C(=O)Nc4ccccc34" RVN SMILES CACTVS 3.385 "OC(=O)c1c(ccc2OCOc12)C=C3C(=O)Nc4ccccc34" RVN SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)/C(=C\c3ccc4c(c3C(=O)O)OCO4)/C(=O)N2" RVN SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)C(=Cc3ccc4c(c3C(=O)O)OCO4)C(=O)N2" # 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 RVN "SYSTEMATIC NAME" ACDLabs 12.01 "5-[(E)-(2-oxo-1,2-dihydro-3H-indol-3-ylidene)methyl]-1,3-benzodioxole-4-carboxylic acid" RVN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "5-[(E)-(2-oxidanylidene-1H-indol-3-ylidene)methyl]-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 RVN "Create component" 2013-12-20 EBI RVN "Initial release" 2014-01-08 RCSB RVN "Other modification" 2014-04-15 EBI #