data_CDQ # _chem_comp.id CDQ _chem_comp.name "6-[(5-chloro-2-oxo-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 H14 Cl N O5" _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 359.760 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CDQ _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 3NF8 _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 CDQ C1 C1 C 0 1 Y N N 1.324 -23.349 7.663 4.442 -1.012 -0.484 C1 CDQ 1 CDQ C2 C2 C 0 1 Y N N 1.463 -24.018 8.868 3.365 -1.123 -1.346 C2 CDQ 2 CDQ C3 C3 C 0 1 Y N N 2.182 -23.466 9.916 2.247 -0.334 -1.170 C3 CDQ 3 CDQ C4 C4 C 0 1 Y N N 2.754 -22.231 9.704 2.195 0.582 -0.120 C4 CDQ 4 CDQ C5 C5 C 0 1 Y N N 2.589 -21.569 8.518 3.282 0.683 0.738 C5 CDQ 5 CDQ C6 C6 C 0 1 Y N N 1.883 -22.103 7.467 4.397 -0.105 0.561 C6 CDQ 6 CDQ C7 C7 C 0 1 N N N 3.259 -20.251 8.553 2.924 1.744 1.754 C7 CDQ 7 CDQ C8 C8 C 0 1 N N N 3.709 -20.170 9.995 1.537 2.193 1.344 C8 CDQ 8 CDQ O9 O9 O 0 1 N N N 4.152 -19.152 10.520 0.863 3.040 1.891 O9 CDQ 9 CDQ N10 N10 N 0 1 N N N 3.507 -21.421 10.567 1.194 1.477 0.260 N10 CDQ 10 CDQ C11 C11 C 0 1 N N N 4.314 -21.915 11.658 -0.085 1.618 -0.441 C11 CDQ 11 CDQ C12 C12 C 0 1 Y N N 5.604 -22.592 11.248 -1.061 0.595 0.082 C12 CDQ 12 CDQ C13 C13 C 0 1 Y N N 6.433 -22.086 10.260 -0.717 -0.202 1.151 C13 CDQ 13 CDQ C14 C14 C 0 1 Y N N 7.610 -22.745 9.906 -1.608 -1.145 1.636 C14 CDQ 14 CDQ C15 C15 C 0 1 Y N N 7.898 -23.929 10.600 -2.855 -1.298 1.050 C15 CDQ 15 CDQ C16 C16 C 0 1 Y N N 7.081 -24.444 11.607 -3.217 -0.499 -0.028 C16 CDQ 16 CDQ C17 C17 C 0 1 Y N N 5.922 -23.757 11.934 -2.318 0.459 -0.515 C17 CDQ 17 CDQ C18 C18 C 0 1 N N N 4.968 -24.249 12.988 -2.692 1.314 -1.656 C18 CDQ 18 CDQ O19 O19 O 0 1 N N N 5.180 -23.959 14.198 -3.212 2.538 -1.438 O19 CDQ 19 CDQ O20 O20 O 0 1 N N N 3.988 -24.921 12.543 -2.533 0.915 -2.793 O20 CDQ 20 CDQ O21 O21 O 0 1 N N N 7.382 -25.612 12.327 -4.437 -0.627 -0.611 O21 CDQ 21 CDQ C22 C22 C 0 1 N N N 8.265 -26.424 11.535 -5.156 -1.835 -0.341 C22 CDQ 22 CDQ C23 C23 C 0 1 N N N 9.454 -25.597 11.226 -5.088 -2.107 1.168 C23 CDQ 23 CDQ O24 O24 O 0 1 N N N 9.060 -24.549 10.249 -3.711 -2.236 1.539 O24 CDQ 24 CDQ CL25 CL25 CL 0 0 N N N 0.433 -24.050 6.347 5.842 -2.014 -0.707 CL25 CDQ 25 CDQ H2 H2 H 0 1 N N N 1.003 -24.987 8.993 3.399 -1.831 -2.161 H2 CDQ 26 CDQ H3 H3 H 0 1 N N N 2.289 -23.982 10.859 1.411 -0.425 -1.847 H3 CDQ 27 CDQ H6 H6 H 0 1 N N N 1.771 -21.573 6.533 5.235 -0.015 1.237 H6 CDQ 28 CDQ H7 H7 H 0 1 N N N 4.105 -20.198 7.852 2.907 1.321 2.758 H7 CDQ 29 CDQ H7A H7A H 0 1 N N N 2.575 -19.432 8.286 3.626 2.576 1.700 H7A CDQ 30 CDQ H11 H11 H 0 1 N N N 4.576 -21.057 12.294 -0.483 2.619 -0.272 H11 CDQ 31 CDQ H11A H11A H 0 0 N N N 3.712 -22.652 12.211 0.067 1.463 -1.509 H11A CDQ 32 CDQ H13 H13 H 0 1 N N N 6.164 -21.169 9.757 0.253 -0.091 1.613 H13 CDQ 33 CDQ H14 H14 H 0 1 N N N 8.266 -22.363 9.137 -1.329 -1.765 2.475 H14 CDQ 34 CDQ HO19 HO19 H 0 0 N N N 4.488 -24.323 14.737 -3.373 3.091 -2.215 HO19 CDQ 35 CDQ H22 H22 H 0 1 N N N 8.561 -27.324 12.095 -6.196 -1.720 -0.647 H22 CDQ 36 CDQ H22A H22A H 0 0 N N N 7.766 -26.736 10.606 -4.702 -2.663 -0.885 H22A CDQ 37 CDQ H23 H23 H 0 1 N N N 9.829 -25.126 12.146 -5.538 -1.276 1.712 H23 CDQ 38 CDQ H23A H23A H 0 0 N N N 10.245 -26.229 10.796 -5.620 -3.029 1.400 H23A CDQ 39 # 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 CDQ CL25 C1 SING N N 1 CDQ C6 C1 DOUB Y N 2 CDQ C1 C2 SING Y N 3 CDQ C2 C3 DOUB Y N 4 CDQ C2 H2 SING N N 5 CDQ C4 C3 SING Y N 6 CDQ C3 H3 SING N N 7 CDQ C5 C4 DOUB Y N 8 CDQ C4 N10 SING N N 9 CDQ C6 C5 SING Y N 10 CDQ C5 C7 SING N N 11 CDQ C6 H6 SING N N 12 CDQ C7 C8 SING N N 13 CDQ C7 H7 SING N N 14 CDQ C7 H7A SING N N 15 CDQ C8 O9 DOUB N N 16 CDQ C8 N10 SING N N 17 CDQ N10 C11 SING N N 18 CDQ C12 C11 SING N N 19 CDQ C11 H11 SING N N 20 CDQ C11 H11A SING N N 21 CDQ C13 C12 DOUB Y N 22 CDQ C12 C17 SING Y N 23 CDQ C14 C13 SING Y N 24 CDQ C13 H13 SING N N 25 CDQ C14 C15 DOUB Y N 26 CDQ C14 H14 SING N N 27 CDQ O24 C15 SING N N 28 CDQ C15 C16 SING Y N 29 CDQ C16 C17 DOUB Y N 30 CDQ C16 O21 SING N N 31 CDQ C17 C18 SING N N 32 CDQ O20 C18 DOUB N N 33 CDQ C18 O19 SING N N 34 CDQ O19 HO19 SING N N 35 CDQ C22 O21 SING N N 36 CDQ C23 C22 SING N N 37 CDQ C22 H22 SING N N 38 CDQ C22 H22A SING N N 39 CDQ O24 C23 SING N N 40 CDQ C23 H23 SING N N 41 CDQ C23 H23A SING N N 42 # 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 CDQ SMILES ACDLabs 12.01 "O=C(O)c2c(ccc1OCCOc12)CN4c3ccc(Cl)cc3CC4=O" CDQ SMILES_CANONICAL CACTVS 3.370 "OC(=O)c1c(CN2C(=O)Cc3cc(Cl)ccc23)ccc4OCCOc14" CDQ SMILES CACTVS 3.370 "OC(=O)c1c(CN2C(=O)Cc3cc(Cl)ccc23)ccc4OCCOc14" CDQ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc2c(cc1Cl)CC(=O)N2Cc3ccc4c(c3C(=O)O)OCCO4" CDQ SMILES "OpenEye OEToolkits" 1.7.0 "c1cc2c(cc1Cl)CC(=O)N2Cc3ccc4c(c3C(=O)O)OCCO4" CDQ InChI InChI 1.03 "InChI=1S/C18H14ClNO5/c19-12-2-3-13-11(7-12)8-15(21)20(13)9-10-1-4-14-17(16(10)18(22)23)25-6-5-24-14/h1-4,7H,5-6,8-9H2,(H,22,23)" CDQ InChIKey InChI 1.03 KBLBOZBAVQRJSU-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 CDQ "SYSTEMATIC NAME" ACDLabs 12.01 "6-[(5-chloro-2-oxo-2,3-dihydro-1H-indol-1-yl)methyl]-2,3-dihydro-1,4-benzodioxine-5-carboxylic acid" CDQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "6-[(5-chloro-2-oxo-3H-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 CDQ "Create component" 2010-07-05 PDBJ CDQ "Modify aromatic_flag" 2011-06-04 RCSB CDQ "Modify descriptor" 2011-06-04 RCSB #