data_D01 # _chem_comp.id D01 _chem_comp.name "2-({4-[(5-CHLORO-1H-INDOL-2-YL)SULFONYL]PIPERAZIN-1-YL}CARBONYL)THIENO[3,2-B]PYRIDINE 4-OXIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H17 Cl N4 O4 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "2-[[4-[(5-CHLOROINDOL-2-YL)SULFONYL]PIPERAZIN-1-YL] CARBONYL]THIENO[3,2-B]PYRIDINE N-OXIDE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-08-26 _chem_comp.pdbx_modified_date 2020-06-17 _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 476.956 _chem_comp.one_letter_code ? _chem_comp.three_letter_code D01 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2D1J _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 D01 N1 N1 N 0 1 Y N N 8.247 8.582 25.676 -3.615 0.050 -1.464 N1 D01 1 D01 C1 C1 C 0 1 Y N N 9.541 8.286 26.094 -4.706 0.777 -1.040 C1 D01 2 D01 C2 C2 C 0 1 Y N N 10.012 7.616 27.178 -5.376 1.883 -1.554 C2 D01 3 D01 C3 C3 C 0 1 Y N N 11.401 7.461 27.324 -6.464 2.398 -0.885 C3 D01 4 D01 C4 C4 C 0 1 Y N N 12.280 8.011 26.391 -6.904 1.825 0.301 C4 D01 5 D01 CL1 CL1 CL 0 0 N N N 13.989 7.815 26.643 -8.278 2.492 1.125 CL1 D01 6 D01 C5 C5 C 0 1 Y N N 11.804 8.729 25.304 -6.255 0.729 0.827 C5 D01 7 D01 C6 C6 C 0 1 Y N N 10.447 8.858 25.133 -5.150 0.196 0.161 C6 D01 8 D01 C7 C7 C 0 1 Y N N 9.636 9.498 24.108 -4.252 -0.932 0.422 C7 D01 9 D01 C8 C8 C 0 1 Y N N 8.350 9.272 24.540 -3.358 -0.961 -0.580 C8 D01 10 D01 S1 S1 S 0 1 N N N 6.882 9.746 23.868 -2.053 -2.134 -0.735 S1 D01 11 D01 O1 O1 O 0 1 N N N 5.995 9.999 24.999 -2.451 -3.260 0.034 O1 D01 12 D01 O2 O2 O 0 1 N N N 7.138 10.714 22.835 -1.718 -2.158 -2.116 O2 D01 13 D01 N2 N2 N 0 1 N N N 6.239 8.348 23.088 -0.729 -1.507 0.037 N2 D01 14 D01 C9 C9 C 0 1 N N N 7.055 7.734 22.052 -0.498 -1.775 1.464 C9 D01 15 D01 C10 C10 C 0 1 N N N 6.145 7.009 21.069 0.899 -2.385 1.628 C10 D01 16 D01 N3 N3 N 0 1 N N N 5.269 6.058 21.755 1.865 -1.550 0.899 N3 D01 17 D01 C11 C11 C 0 1 N N N 5.387 4.701 21.638 2.942 -1.039 1.528 C11 D01 18 D01 O3 O3 O 0 1 N N N 4.844 4.000 22.493 3.052 -1.152 2.734 O3 D01 19 D01 C12 C12 C 0 1 Y N N 6.158 4.061 20.670 3.984 -0.346 0.755 C12 D01 20 D01 C13 C13 C 0 1 Y N N 6.014 3.891 19.279 4.927 0.528 1.198 C13 D01 21 D01 C14 C14 C 0 1 Y N N 7.100 3.163 18.700 5.847 1.086 0.293 C14 D01 22 D01 C15 C15 C 0 1 Y N N 8.083 2.774 19.660 5.696 0.678 -1.052 C15 D01 23 D01 S2 S2 S 0 1 Y N N 7.618 3.327 21.172 4.322 -0.444 -0.994 S2 D01 24 D01 C16 C16 C 0 1 Y N N 9.207 2.030 19.190 6.523 1.145 -2.054 C16 D01 25 D01 C17 C17 C 0 1 Y N N 9.363 1.704 17.866 7.520 2.043 -1.708 C17 D01 26 D01 C18 C18 C 0 1 Y N N 8.376 2.101 17.007 7.635 2.425 -0.378 C18 D01 27 D01 N4 N4 N 1 1 Y N N 7.314 2.761 17.400 6.839 1.968 0.553 N4 D01 28 D01 O4 O4 O -1 1 N N N 6.453 3.063 16.467 7.026 2.409 1.886 O4 D01 29 D01 C19 C19 C 0 1 N N N 4.611 6.529 22.980 1.631 -1.277 -0.526 C19 D01 30 D01 C20 C20 C 0 1 N N N 5.587 7.304 23.887 0.236 -0.672 -0.691 C20 D01 31 D01 HN1 HN1 H 0 1 N N N 7.399 8.325 26.140 -3.106 0.228 -2.270 HN1 D01 32 D01 H2 H2 H 0 1 N N N 9.332 7.211 27.913 -5.042 2.337 -2.475 H2 D01 33 D01 H3 H3 H 0 1 N N N 11.792 6.911 28.167 -6.981 3.257 -1.287 H3 D01 34 D01 H5 H5 H 0 1 N N N 12.490 9.180 24.602 -6.599 0.286 1.750 H5 D01 35 D01 H7 H7 H 0 1 N N N 9.964 10.023 23.223 -4.299 -1.610 1.261 H7 D01 36 D01 H91 1H9 H 0 1 N N N 7.626 8.511 21.523 -1.249 -2.476 1.830 H91 D01 37 D01 H92 2H9 H 0 1 N N N 7.756 7.018 22.507 -0.559 -0.843 2.026 H92 D01 38 D01 H101 1H10 H 0 0 N N N 5.524 7.751 20.546 0.908 -3.395 1.219 H101 D01 39 D01 H102 2H10 H 0 0 N N N 6.774 6.452 20.359 1.164 -2.413 2.685 H102 D01 40 D01 H13 H13 H 0 1 N N N 5.176 4.269 18.712 4.971 0.790 2.245 H13 D01 41 D01 H16 H16 H 0 1 N N N 9.958 1.714 19.899 6.397 0.821 -3.076 H16 D01 42 D01 H17 H17 H 0 1 N N N 10.227 1.158 17.518 8.191 2.437 -2.456 H17 D01 43 D01 H18 H18 H 0 1 N N N 8.476 1.860 15.959 8.410 3.125 -0.103 H18 D01 44 D01 H191 1H19 H 0 0 N N N 3.781 7.196 22.702 2.380 -0.575 -0.893 H191 D01 45 D01 H192 2H19 H 0 0 N N N 4.247 5.652 23.535 1.694 -2.209 -1.087 H192 D01 46 D01 H201 1H20 H 0 0 N N N 6.345 6.617 24.291 -0.029 -0.644 -1.748 H201 D01 47 D01 H202 2H20 H 0 0 N N N 5.039 7.760 24.725 0.228 0.339 -0.283 H202 D01 48 # # 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 D01 N1 C1 SING Y N 1 D01 N1 C8 SING Y N 2 D01 N1 HN1 SING N N 3 D01 C1 C2 DOUB Y N 4 D01 C1 C6 SING Y N 5 D01 C2 C3 SING Y N 6 D01 C2 H2 SING N N 7 D01 C3 C4 DOUB Y N 8 D01 C3 H3 SING N N 9 D01 C4 CL1 SING N N 10 D01 C4 C5 SING Y N 11 D01 C5 C6 DOUB Y N 12 D01 C5 H5 SING N N 13 D01 C6 C7 SING Y N 14 D01 C7 C8 DOUB Y N 15 D01 C7 H7 SING N N 16 D01 C8 S1 SING N N 17 D01 S1 O1 DOUB N N 18 D01 S1 O2 DOUB N N 19 D01 S1 N2 SING N N 20 D01 N2 C9 SING N N 21 D01 N2 C20 SING N N 22 D01 C9 C10 SING N N 23 D01 C9 H91 SING N N 24 D01 C9 H92 SING N N 25 D01 C10 N3 SING N N 26 D01 C10 H101 SING N N 27 D01 C10 H102 SING N N 28 D01 N3 C11 SING N N 29 D01 N3 C19 SING N N 30 D01 C11 O3 DOUB N N 31 D01 C11 C12 SING N N 32 D01 C12 C13 DOUB Y N 33 D01 C12 S2 SING Y N 34 D01 C13 C14 SING Y N 35 D01 C13 H13 SING N N 36 D01 C14 C15 DOUB Y N 37 D01 C14 N4 SING Y N 38 D01 C15 S2 SING Y N 39 D01 C15 C16 SING Y N 40 D01 C16 C17 DOUB Y N 41 D01 C16 H16 SING N N 42 D01 C17 C18 SING Y N 43 D01 C17 H17 SING N N 44 D01 C18 N4 DOUB Y N 45 D01 C18 H18 SING N N 46 D01 N4 O4 SING N N 47 D01 C19 C20 SING N N 48 D01 C19 H191 SING N N 49 D01 C19 H192 SING N N 50 D01 C20 H201 SING N N 51 D01 C20 H202 SING N N 52 # # 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 D01 SMILES ACDLabs 10.04 "Clc1cc2cc(nc2cc1)S(=O)(=O)N5CCN(C(=O)c4sc3ccc[n+]([O-])c3c4)CC5" D01 SMILES_CANONICAL CACTVS 3.341 "[O-][n+]1cccc2sc(cc12)C(=O)N3CCN(CC3)[S](=O)(=O)c4[nH]c5ccc(Cl)cc5c4" D01 SMILES CACTVS 3.341 "[O-][n+]1cccc2sc(cc12)C(=O)N3CCN(CC3)[S](=O)(=O)c4[nH]c5ccc(Cl)cc5c4" D01 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc2c(cc(s2)C(=O)N3CCN(CC3)S(=O)(=O)c4cc5cc(ccc5[nH]4)Cl)[n+](c1)[O-]" D01 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc2c(cc(s2)C(=O)N3CCN(CC3)S(=O)(=O)c4cc5cc(ccc5[nH]4)Cl)[n+](c1)[O-]" D01 InChI InChI 1.03 "InChI=1S/C20H17ClN4O4S2/c21-14-3-4-15-13(10-14)11-19(22-15)31(28,29)24-8-6-23(7-9-24)20(26)18-12-16-17(30-18)2-1-5-25(16)27/h1-5,10-12,22H,6-9H2" D01 InChIKey InChI 1.03 DHDQMXPAANQKDC-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 D01 "SYSTEMATIC NAME" ACDLabs 10.04 "2-({4-[(5-chloro-1H-indol-2-yl)sulfonyl]piperazin-1-yl}carbonyl)thieno[3,2-b]pyridine 4-oxide" D01 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[4-[(5-chloro-1H-indol-2-yl)sulfonyl]piperazin-1-yl]-(4-oxidothieno[4,5-b]pyridin-4-ium-2-yl)methanone" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site D01 "Create component" 2005-08-26 RCSB D01 "Modify descriptor" 2011-06-04 RCSB D01 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id D01 _pdbx_chem_comp_synonyms.name "2-[[4-[(5-CHLOROINDOL-2-YL)SULFONYL]PIPERAZIN-1-YL] CARBONYL]THIENO[3,2-B]PYRIDINE N-OXIDE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##