data_2DN # _chem_comp.id 2DN _chem_comp.name "[2-({[5-(acetylamino)-1,3,4-thiadiazol-2-yl]sulfonyl}carbamoyl)-5-methoxy-1H-indol-1-yl]acetic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H15 N5 O7 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-09-25 _chem_comp.pdbx_modified_date 2014-08-22 _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 453.450 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2DN _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 4MUH _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # 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 2DN O O O 0 1 N N N 3.000 -14.760 38.796 -0.999 -2.770 3.047 O 2DN 1 2DN C C C 0 1 N N N 2.016 -13.987 38.778 -1.446 -2.011 2.035 C 2DN 2 2DN OXT OXT O 0 1 N N N 0.931 -14.366 38.409 -1.375 -2.415 0.898 OXT 2DN 3 2DN CA CA C 0 1 N N N 2.159 -12.593 39.261 -2.038 -0.654 2.316 CA 2DN 4 2DN N N N 0 1 Y N N 1.093 -11.566 38.857 -2.449 -0.029 1.056 N 2DN 5 2DN CBB CBB C 0 1 Y N N 0.435 -10.759 39.704 -3.662 -0.209 0.430 CBB 2DN 6 2DN CAJ CAJ C 0 1 Y N N 0.421 -10.714 41.071 -4.790 -0.961 0.744 CAJ 2DN 7 2DN CAI CAI C 0 1 Y N N -0.356 -9.780 41.767 -5.883 -0.944 -0.093 CAI 2DN 8 2DN CAW CAW C 0 1 Y N N -1.192 -8.930 40.983 -5.874 -0.179 -1.257 CAW 2DN 9 2DN OAR OAR O 0 1 N N N -1.980 -8.064 41.637 -6.963 -0.174 -2.072 OAR 2DN 10 2DN CAA CAA C 0 1 N N N -2.746 -6.904 41.123 -8.076 -0.975 -1.672 CAA 2DN 11 2DN CAK CAK C 0 1 Y N N -1.159 -9.044 39.585 -4.767 0.574 -1.587 CAK 2DN 12 2DN CBA CBA C 0 1 Y N N -0.379 -9.942 38.941 -3.647 0.567 -0.745 CBA 2DN 13 2DN CAL CAL C 0 1 Y N N -0.168 -10.211 37.587 -2.388 1.213 -0.798 CAL 2DN 14 2DN CAY CAY C 0 1 Y N N 0.733 -11.258 37.565 -1.685 0.841 0.303 CAY 2DN 15 2DN CAV CAV C 0 1 N N N 1.316 -11.831 36.438 -0.324 1.286 0.636 CAV 2DN 16 2DN OAE OAE O 0 1 N N N 2.466 -12.299 36.457 0.255 0.810 1.593 OAE 2DN 17 2DN NAQ NAQ N 0 1 N N N 0.609 -11.836 35.267 0.283 2.223 -0.121 NAQ 2DN 18 2DN SBD SBD S 0 1 N N N 1.335 -12.433 33.863 1.859 2.634 0.176 SBD 2DN 19 2DN OAF OAF O 0 1 N N N 0.407 -12.155 32.730 2.210 3.608 -0.798 OAF 2DN 20 2DN OAG OAG O 0 1 N N N 1.641 -13.951 33.875 1.957 2.864 1.575 OAG 2DN 21 2DN CAZ CAZ C 0 1 Y N N 2.803 -11.719 33.629 2.842 1.212 -0.164 CAZ 2DN 22 2DN SAS SAS S 0 1 Y N N 4.289 -12.639 33.583 4.596 1.099 -0.012 SAS 2DN 23 2DN NAO NAO N 0 1 Y N N 3.025 -10.439 33.389 2.406 0.060 -0.565 NAO 2DN 24 2DN NAN NAN N 0 1 Y N N 4.344 -10.156 33.178 3.274 -0.837 -0.755 NAN 2DN 25 2DN CAX CAX C 0 1 Y N N 5.163 -11.211 33.281 4.516 -0.531 -0.531 CAX 2DN 26 2DN NAP NAP N 0 1 N N N 6.482 -11.137 33.103 5.602 -1.387 -0.686 NAP 2DN 27 2DN CAT CAT C 0 1 N N N 7.225 -12.259 32.973 5.407 -2.654 -1.101 CAT 2DN 28 2DN OAC OAC O 0 1 N N N 6.823 -13.418 32.972 4.285 -3.049 -1.339 OAC 2DN 29 2DN CAB CAB C 0 1 N N N 8.700 -12.002 32.803 6.583 -3.581 -1.268 CAB 2DN 30 2DN H1 H1 H 0 1 N N N 2.734 -15.619 38.488 -0.627 -3.633 2.817 H1 2DN 31 2DN H2 H2 H 0 1 N N N 2.174 -12.630 40.360 -2.906 -0.763 2.967 H2 2DN 32 2DN H3 H3 H 0 1 N N N 3.126 -12.219 38.893 -1.293 -0.027 2.806 H3 2DN 33 2DN H4 H4 H 0 1 N N N 1.024 -11.416 41.627 -4.808 -1.558 1.643 H4 2DN 34 2DN H5 H5 H 0 1 N N N -0.324 -9.707 42.844 -6.756 -1.530 0.155 H5 2DN 35 2DN H6 H6 H 0 1 N N N -3.282 -6.421 41.953 -8.436 -0.637 -0.700 H6 2DN 36 2DN H7 H7 H 0 1 N N N -2.054 -6.182 40.664 -8.875 -0.881 -2.408 H7 2DN 37 2DN H8 H8 H 0 1 N N N -3.470 -7.248 40.370 -7.767 -2.018 -1.602 H8 2DN 38 2DN H9 H9 H 0 1 N N N -1.783 -8.387 38.998 -4.763 1.166 -2.491 H9 2DN 39 2DN H10 H10 H 0 1 N N N -0.613 -9.709 36.740 -2.049 1.884 -1.574 H10 2DN 40 2DN H11 H11 H 0 1 N N N -0.329 -11.490 35.242 -0.205 2.656 -0.839 H11 2DN 41 2DN H12 H12 H 0 1 N N N 6.927 -10.242 33.065 6.499 -1.071 -0.495 H12 2DN 42 2DN H13 H13 H 0 1 N N N 9.230 -12.960 32.696 7.097 -3.693 -0.313 H13 2DN 43 2DN H14 H14 H 0 1 N N N 8.864 -11.390 31.904 6.233 -4.556 -1.608 H14 2DN 44 2DN H15 H15 H 0 1 N N N 9.083 -11.468 33.685 7.272 -3.166 -2.005 H15 2DN 45 # 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 2DN OAF SBD DOUB N N 1 2DN CAB CAT SING N N 2 2DN OAC CAT DOUB N N 3 2DN CAT NAP SING N N 4 2DN NAP CAX SING N N 5 2DN NAN CAX DOUB Y N 6 2DN NAN NAO SING Y N 7 2DN CAX SAS SING Y N 8 2DN NAO CAZ DOUB Y N 9 2DN SAS CAZ SING Y N 10 2DN CAZ SBD SING N N 11 2DN SBD OAG DOUB N N 12 2DN SBD NAQ SING N N 13 2DN NAQ CAV SING N N 14 2DN CAV OAE DOUB N N 15 2DN CAV CAY SING N N 16 2DN CAY CAL DOUB Y N 17 2DN CAY N SING Y N 18 2DN CAL CBA SING Y N 19 2DN OXT C DOUB N N 20 2DN C O SING N N 21 2DN C CA SING N N 22 2DN N CA SING N N 23 2DN N CBB SING Y N 24 2DN CBA CAK DOUB Y N 25 2DN CBA CBB SING Y N 26 2DN CAK CAW SING Y N 27 2DN CBB CAJ DOUB Y N 28 2DN CAW OAR SING N N 29 2DN CAW CAI DOUB Y N 30 2DN CAJ CAI SING Y N 31 2DN CAA OAR SING N N 32 2DN O H1 SING N N 33 2DN CA H2 SING N N 34 2DN CA H3 SING N N 35 2DN CAJ H4 SING N N 36 2DN CAI H5 SING N N 37 2DN CAA H6 SING N N 38 2DN CAA H7 SING N N 39 2DN CAA H8 SING N N 40 2DN CAK H9 SING N N 41 2DN CAL H10 SING N N 42 2DN NAQ H11 SING N N 43 2DN NAP H12 SING N N 44 2DN CAB H13 SING N N 45 2DN CAB H14 SING N N 46 2DN CAB H15 SING N N 47 # 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 2DN SMILES ACDLabs 12.01 "O=S(=O)(c1nnc(s1)NC(=O)C)NC(=O)c3cc2cc(OC)ccc2n3CC(=O)O" 2DN InChI InChI 1.03 "InChI=1S/C16H15N5O7S2/c1-8(22)17-15-18-19-16(29-15)30(26,27)20-14(25)12-6-9-5-10(28-2)3-4-11(9)21(12)7-13(23)24/h3-6H,7H2,1-2H3,(H,20,25)(H,23,24)(H,17,18,22)" 2DN InChIKey InChI 1.03 VIHSTBSIMXHLDH-UHFFFAOYSA-N 2DN SMILES_CANONICAL CACTVS 3.385 "COc1ccc2n(CC(O)=O)c(cc2c1)C(=O)N[S](=O)(=O)c3sc(NC(C)=O)nn3" 2DN SMILES CACTVS 3.385 "COc1ccc2n(CC(O)=O)c(cc2c1)C(=O)N[S](=O)(=O)c3sc(NC(C)=O)nn3" 2DN SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(=O)Nc1nnc(s1)S(=O)(=O)NC(=O)c2cc3cc(ccc3n2CC(=O)O)OC" 2DN SMILES "OpenEye OEToolkits" 1.7.6 "CC(=O)Nc1nnc(s1)S(=O)(=O)NC(=O)c2cc3cc(ccc3n2CC(=O)O)OC" # 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 2DN "SYSTEMATIC NAME" ACDLabs 12.01 "[2-({[5-(acetylamino)-1,3,4-thiadiazol-2-yl]sulfonyl}carbamoyl)-5-methoxy-1H-indol-1-yl]acetic acid" 2DN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[2-[(5-acetamido-1,3,4-thiadiazol-2-yl)sulfonylcarbamoyl]-5-methoxy-indol-1-yl]ethanoic 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 2DN "Create component" 2013-09-25 RCSB 2DN "Initial release" 2014-08-27 RCSB #