data_CBJ # _chem_comp.id CBJ _chem_comp.name "6-[(5-bromo-2,3-dioxo-2,3-dihydro-1H-indol-1-yl)methyl]-2,3-dihydro-1,4-benzodioxine-5-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H12 Br N O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-07-05 _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 418.195 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CBJ _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 3NFA _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 CBJ O1 O1 O 0 1 N N N 34.921 -32.651 -2.365 -0.386 -3.255 1.062 O1 CBJ 1 CBJ C2 C2 C 0 1 N N N 34.097 -32.092 -1.614 0.438 -2.432 0.721 C2 CBJ 2 CBJ C3 C3 C 0 1 N N N 33.505 -30.900 -2.157 1.832 -2.299 1.258 C3 CBJ 3 CBJ O4 O4 O 0 1 N N N 33.690 -30.578 -3.321 2.365 -2.978 2.110 O4 CBJ 4 CBJ C5 C5 C 0 1 Y N N 32.684 -30.323 -1.102 2.412 -1.161 0.521 C5 CBJ 5 CBJ C6 C6 C 0 1 Y N N 32.037 -29.154 -1.249 3.660 -0.540 0.557 C6 CBJ 6 CBJ C7 C7 C 0 1 Y N N 31.312 -28.761 -0.165 3.916 0.533 -0.275 C7 CBJ 7 CBJ BR8 BR8 BR 0 0 N N N 30.591 -27.146 -0.837 5.606 1.380 -0.232 BR8 CBJ 8 CBJ C9 C9 C 0 1 Y N N 31.188 -29.481 1.041 2.935 0.988 -1.140 C9 CBJ 9 CBJ C10 C10 C 0 1 Y N N 31.881 -30.718 1.141 1.694 0.379 -1.184 C10 CBJ 10 CBJ C11 C11 C 0 1 Y N N 32.634 -31.095 0.020 1.416 -0.700 -0.356 C11 CBJ 11 CBJ N12 N12 N 0 1 N N N 33.460 -32.200 -0.333 0.269 -1.479 -0.211 N12 CBJ 12 CBJ C13 C13 C 0 1 N N N 34.156 -32.683 0.753 -0.964 -1.281 -0.976 C13 CBJ 13 CBJ C14 C14 C 0 1 Y N N 34.860 -33.955 0.508 -1.907 -0.406 -0.192 C14 CBJ 14 CBJ C15 C15 C 0 1 Y N N 36.142 -33.907 1.022 -1.494 0.166 0.991 C15 CBJ 15 CBJ C16 C16 C 0 1 Y N N 36.971 -34.995 0.931 -2.356 0.970 1.718 C16 CBJ 16 CBJ C17 C17 C 0 1 Y N N 36.480 -36.124 0.323 -3.643 1.209 1.264 C17 CBJ 17 CBJ O18 O18 O 0 1 N N N 37.374 -37.189 0.279 -4.473 2.000 1.998 O18 CBJ 18 CBJ C19 C19 C 0 1 N N N 36.830 -38.230 -0.531 -5.628 2.518 1.328 C19 CBJ 19 CBJ C20 C20 C 0 1 N N N 35.401 -38.396 -0.140 -6.284 1.371 0.547 C20 CBJ 20 CBJ O21 O21 O 0 1 N N N 34.724 -37.325 -0.797 -5.330 0.865 -0.393 O21 CBJ 21 CBJ C22 C22 C 0 1 Y N N 35.189 -36.168 -0.191 -4.075 0.641 0.072 C22 CBJ 22 CBJ C23 C23 C 0 1 Y N N 34.333 -35.081 -0.126 -3.201 -0.169 -0.666 C23 CBJ 23 CBJ C24 C24 C 0 1 N N N 32.932 -35.199 -0.708 -3.646 -0.774 -1.935 C24 CBJ 24 CBJ O25 O25 O 0 1 N N N 32.029 -35.341 0.111 -4.253 -1.827 -1.926 O25 CBJ 25 CBJ O26 O26 O 0 1 N N N 32.692 -35.202 -1.947 -3.380 -0.160 -3.104 O26 CBJ 26 CBJ H6 H6 H 0 1 N N N 32.088 -28.571 -2.157 4.424 -0.897 1.233 H6 CBJ 27 CBJ H9 H9 H 0 1 N N N 30.589 -29.107 1.858 3.141 1.827 -1.788 H9 CBJ 28 CBJ H10 H10 H 0 1 N N N 31.830 -31.331 2.028 0.938 0.745 -1.863 H10 CBJ 29 CBJ H13 H13 H 0 1 N N N 34.907 -31.930 1.034 -0.729 -0.801 -1.927 H13 CBJ 30 CBJ H13A H13A H 0 0 N N N 33.437 -32.847 1.569 -1.435 -2.246 -1.163 H13A CBJ 31 CBJ H15 H15 H 0 1 N N N 36.494 -33.004 1.500 -0.492 -0.014 1.353 H15 CBJ 32 CBJ H16 H16 H 0 1 N N N 37.976 -34.965 1.324 -2.022 1.414 2.645 H16 CBJ 33 CBJ H19 H19 H 0 1 N N N 36.904 -37.961 -1.595 -6.332 2.914 2.060 H19 CBJ 34 CBJ H19A H19A H 0 0 N N N 37.381 -39.168 -0.365 -5.330 3.308 0.639 H19A CBJ 35 CBJ H20 H20 H 0 1 N N N 35.011 -39.372 -0.466 -6.577 0.578 1.235 H20 CBJ 36 CBJ H20A H20A H 0 0 N N N 35.278 -38.333 0.951 -7.162 1.742 0.018 H20A CBJ 37 CBJ HO26 HO26 H 0 0 N N N 31.761 -35.325 -2.089 -3.626 -0.630 -3.913 HO26 CBJ 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 CBJ O1 C2 DOUB N N 1 CBJ C2 C3 SING N N 2 CBJ C2 N12 SING N N 3 CBJ C3 O4 DOUB N N 4 CBJ C3 C5 SING N N 5 CBJ C5 C6 DOUB Y N 6 CBJ C5 C11 SING Y N 7 CBJ C6 C7 SING Y N 8 CBJ C7 BR8 SING N N 9 CBJ C7 C9 DOUB Y N 10 CBJ C9 C10 SING Y N 11 CBJ C10 C11 DOUB Y N 12 CBJ C11 N12 SING N N 13 CBJ N12 C13 SING N N 14 CBJ C13 C14 SING N N 15 CBJ C14 C15 DOUB Y N 16 CBJ C14 C23 SING Y N 17 CBJ C15 C16 SING Y N 18 CBJ C16 C17 DOUB Y N 19 CBJ C17 O18 SING N N 20 CBJ C17 C22 SING Y N 21 CBJ O18 C19 SING N N 22 CBJ C19 C20 SING N N 23 CBJ C20 O21 SING N N 24 CBJ O21 C22 SING N N 25 CBJ C22 C23 DOUB Y N 26 CBJ C23 C24 SING N N 27 CBJ C24 O25 DOUB N N 28 CBJ C24 O26 SING N N 29 CBJ C6 H6 SING N N 30 CBJ C9 H9 SING N N 31 CBJ C10 H10 SING N N 32 CBJ C13 H13 SING N N 33 CBJ C13 H13A SING N N 34 CBJ C15 H15 SING N N 35 CBJ C16 H16 SING N N 36 CBJ C19 H19 SING N N 37 CBJ C19 H19A SING N N 38 CBJ C20 H20 SING N N 39 CBJ C20 H20A SING N N 40 CBJ O26 HO26 SING N N 41 # 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 CBJ SMILES ACDLabs 12.01 "O=C(O)c2c(ccc1OCCOc12)CN4c3ccc(Br)cc3C(=O)C4=O" CBJ SMILES_CANONICAL CACTVS 3.370 "OC(=O)c1c(CN2C(=O)C(=O)c3cc(Br)ccc23)ccc4OCCOc14" CBJ SMILES CACTVS 3.370 "OC(=O)c1c(CN2C(=O)C(=O)c3cc(Br)ccc23)ccc4OCCOc14" CBJ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc2c(cc1Br)C(=O)C(=O)N2Cc3ccc4c(c3C(=O)O)OCCO4" CBJ SMILES "OpenEye OEToolkits" 1.7.0 "c1cc2c(cc1Br)C(=O)C(=O)N2Cc3ccc4c(c3C(=O)O)OCCO4" CBJ InChI InChI 1.03 "InChI=1S/C18H12BrNO6/c19-10-2-3-12-11(7-10)15(21)17(22)20(12)8-9-1-4-13-16(14(9)18(23)24)26-6-5-25-13/h1-4,7H,5-6,8H2,(H,23,24)" CBJ InChIKey InChI 1.03 ALXMSKACQCRMOE-UHFFFAOYSA-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 CBJ "SYSTEMATIC NAME" ACDLabs 12.01 "6-[(5-bromo-2,3-dioxo-2,3-dihydro-1H-indol-1-yl)methyl]-2,3-dihydro-1,4-benzodioxine-5-carboxylic acid" CBJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "6-[(5-bromo-2,3-dioxo-indol-1-yl)methyl]-2,3-dihydro-1,4-benzodioxine-5-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 CBJ "Create component" 2010-07-05 PDBJ CBJ "Modify aromatic_flag" 2011-06-04 RCSB CBJ "Modify descriptor" 2011-06-04 RCSB #