data_H6T # _chem_comp.id H6T _chem_comp.name "2-[(S)-(2-chlorophenyl){2-[(2S)-1-methylpyrrolidin-2-yl]ethoxy}methyl]thieno[3,2-b]pyridine-7-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H23 Cl N2 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-06-26 _chem_comp.pdbx_modified_date 2018-11-16 _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 430.948 _chem_comp.one_letter_code ? _chem_comp.three_letter_code H6T _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 6DQ8 _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 H6T C02 C1 C 0 1 Y N N -28.230 22.426 4.189 0.258 3.187 -0.139 C02 H6T 1 H6T C03 C2 C 0 1 Y N N -29.371 22.733 4.901 0.269 4.290 -0.974 C03 H6T 2 H6T C04 C3 C 0 1 Y N N -29.329 23.649 5.929 0.510 4.131 -2.326 C04 H6T 3 H6T C05 C4 C 0 1 Y N N -28.137 24.261 6.247 0.740 2.870 -2.843 C05 H6T 4 H6T C06 C5 C 0 1 Y N N -26.996 23.959 5.536 0.729 1.767 -2.010 C06 H6T 5 H6T C07 C6 C 0 1 Y N N -27.014 23.044 4.489 0.489 1.925 -0.657 C07 H6T 6 H6T C08 C7 C 0 1 N N S -25.720 22.752 3.758 0.478 0.723 0.252 C08 H6T 7 H6T C10 C8 C 0 1 N N N -24.687 23.031 1.626 2.648 -0.278 0.065 C10 H6T 8 H6T C11 C9 C 0 1 N N N -24.991 23.757 0.350 3.399 -1.429 -0.606 C11 H6T 9 H6T C12 C10 C 0 1 N N S -25.927 23.025 -0.584 4.894 -1.310 -0.301 C12 H6T 10 H6T C14 C11 C 0 1 N N N -26.322 24.527 -2.501 5.190 -0.377 1.922 C14 H6T 11 H6T C15 C12 C 0 1 N N N -25.856 22.201 -2.795 6.430 -2.341 1.223 C15 H6T 12 H6T C16 C13 C 0 1 N N N -25.527 21.028 -1.906 6.967 -2.522 -0.212 C16 H6T 13 H6T C17 C14 C 0 1 N N N -25.849 21.496 -0.507 5.691 -2.383 -1.083 C17 H6T 14 H6T C18 C15 C 0 1 Y N N -25.095 21.460 4.229 -0.938 0.236 0.423 C18 H6T 15 H6T C20 C16 C 0 1 Y N N -24.809 20.332 3.510 -1.727 0.582 1.422 C20 H6T 16 H6T C21 C17 C 0 1 Y N N -24.225 19.277 4.228 -3.055 -0.008 1.388 C21 H6T 17 H6T C22 C18 C 0 1 Y N N -24.033 19.550 5.583 -3.221 -0.840 0.274 C22 H6T 18 H6T C23 C19 C 0 1 Y N N -23.436 18.515 6.413 -4.454 -1.498 0.082 C23 H6T 19 H6T C24 C20 C 0 1 N N N -23.185 18.713 7.866 -4.667 -2.384 -1.081 C24 H6T 20 H6T C27 C21 C 0 1 Y N N -23.092 17.321 5.804 -5.468 -1.290 1.018 C27 H6T 21 H6T C28 C22 C 0 1 Y N N -23.325 17.145 4.442 -5.227 -0.452 2.093 C28 H6T 22 H6T N13 N1 N 0 1 N N N -25.585 23.381 -1.980 5.154 -1.609 1.123 N13 H6T 23 H6T N29 N2 N 0 1 Y N N -23.879 18.095 3.662 -4.073 0.147 2.250 N29 H6T 24 H6T O09 O1 O 0 1 N N N -25.894 22.781 2.336 1.273 -0.316 -0.323 O09 H6T 25 H6T O25 O2 O 0 1 N N N -22.346 18.044 8.463 -3.774 -2.555 -1.887 O25 H6T 26 H6T O26 O3 O 0 1 N N N -23.864 19.631 8.520 -5.852 -3.004 -1.248 O26 H6T 27 H6T S19 S1 S 0 1 Y N N -24.627 21.209 5.911 -1.747 -0.856 -0.684 S19 H6T 28 H6T CL CL1 CL 0 0 N N N -28.348 21.270 2.909 -0.037 3.387 1.560 CL H6T 29 H6T H1 H1 H 0 1 N N N -30.305 22.251 4.650 0.089 5.275 -0.570 H1 H6T 30 H6T H2 H2 H 0 1 N N N -30.226 23.886 6.482 0.518 4.992 -2.977 H2 H6T 31 H6T H3 H3 H 0 1 N N N -28.097 24.978 7.054 0.928 2.746 -3.899 H3 H6T 32 H6T H4 H4 H 0 1 N N N -26.067 24.444 5.798 0.909 0.782 -2.415 H4 H6T 33 H6T H5 H5 H 0 1 N N N -25.019 23.557 4.024 0.887 0.999 1.223 H5 H6T 34 H6T H6 H6 H 0 1 N N N -24.195 22.075 1.394 2.723 -0.377 1.148 H6 H6T 35 H6T H7 H7 H 0 1 N N N -24.019 23.646 2.246 3.086 0.671 -0.244 H7 H6T 36 H6T H8 H8 H 0 1 N N N -24.043 23.930 -0.181 3.025 -2.379 -0.223 H8 H6T 37 H6T H9 H9 H 0 1 N N N -25.449 24.724 0.606 3.243 -1.386 -1.684 H9 H6T 38 H6T H10 H10 H 0 1 N N N -26.960 23.336 -0.371 5.253 -0.312 -0.553 H10 H6T 39 H6T H11 H11 H 0 1 N N N -26.112 25.411 -1.881 5.930 0.306 1.503 H11 H6T 40 H6T H12 H12 H 0 1 N N N -26.010 24.723 -3.537 4.208 0.097 1.905 H12 H6T 41 H6T H13 H13 H 0 1 N N N -27.400 24.311 -2.478 5.459 -0.618 2.950 H13 H6T 42 H6T H14 H14 H 0 1 N N N -26.914 22.173 -3.096 6.263 -3.316 1.682 H14 H6T 43 H6T H15 H15 H 0 1 N N N -25.220 22.196 -3.692 7.141 -1.767 1.816 H15 H6T 44 H6T H16 H16 H 0 1 N N N -26.142 20.156 -2.173 7.687 -1.740 -0.455 H16 H6T 45 H6T H17 H17 H 0 1 N N N -24.462 20.766 -1.990 7.413 -3.509 -0.335 H17 H6T 46 H6T H18 H18 H 0 1 N N N -26.812 21.080 -0.176 5.143 -3.324 -1.125 H18 H6T 47 H6T H19 H19 H 0 1 N N N -25.057 21.188 0.191 5.939 -2.033 -2.085 H19 H6T 48 H6T H20 H20 H 0 1 N N N -25.020 20.258 2.453 -1.410 1.253 2.207 H20 H6T 49 H6T H21 H21 H 0 1 N N N -22.644 16.527 6.383 -6.426 -1.776 0.905 H21 H6T 50 H6T H22 H22 H 0 1 N N N -23.049 16.204 3.990 -6.009 -0.289 2.820 H22 H6T 51 H6T H23 H23 H 0 1 N N N -23.586 19.644 9.428 -5.944 -3.574 -2.024 H23 H6T 52 # 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 H6T C15 N13 SING N N 1 H6T C15 C16 SING N N 2 H6T C14 N13 SING N N 3 H6T N13 C12 SING N N 4 H6T C16 C17 SING N N 5 H6T C12 C17 SING N N 6 H6T C12 C11 SING N N 7 H6T C11 C10 SING N N 8 H6T C10 O09 SING N N 9 H6T O09 C08 SING N N 10 H6T CL C02 SING N N 11 H6T C20 C21 SING Y N 12 H6T C20 C18 DOUB Y N 13 H6T N29 C21 DOUB Y N 14 H6T N29 C28 SING Y N 15 H6T C08 C18 SING N N 16 H6T C08 C07 SING N N 17 H6T C02 C07 DOUB Y N 18 H6T C02 C03 SING Y N 19 H6T C21 C22 SING Y N 20 H6T C18 S19 SING Y N 21 H6T C28 C27 DOUB Y N 22 H6T C07 C06 SING Y N 23 H6T C03 C04 DOUB Y N 24 H6T C06 C05 DOUB Y N 25 H6T C22 S19 SING Y N 26 H6T C22 C23 DOUB Y N 27 H6T C27 C23 SING Y N 28 H6T C04 C05 SING Y N 29 H6T C23 C24 SING N N 30 H6T C24 O25 DOUB N N 31 H6T C24 O26 SING N N 32 H6T C03 H1 SING N N 33 H6T C04 H2 SING N N 34 H6T C05 H3 SING N N 35 H6T C06 H4 SING N N 36 H6T C08 H5 SING N N 37 H6T C10 H6 SING N N 38 H6T C10 H7 SING N N 39 H6T C11 H8 SING N N 40 H6T C11 H9 SING N N 41 H6T C12 H10 SING N N 42 H6T C14 H11 SING N N 43 H6T C14 H12 SING N N 44 H6T C14 H13 SING N N 45 H6T C15 H14 SING N N 46 H6T C15 H15 SING N N 47 H6T C16 H16 SING N N 48 H6T C16 H17 SING N N 49 H6T C17 H18 SING N N 50 H6T C17 H19 SING N N 51 H6T C20 H20 SING N N 52 H6T C27 H21 SING N N 53 H6T C28 H22 SING N N 54 H6T O26 H23 SING N N 55 # 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 H6T SMILES ACDLabs 12.01 "c1(c(cccc1)C(c2sc3c(c2)nccc3C(=O)O)OCCC4CCCN4C)Cl" H6T InChI InChI 1.03 "InChI=1S/C22H23ClN2O3S/c1-25-11-4-5-14(25)9-12-28-20(15-6-2-3-7-17(15)23)19-13-18-21(29-19)16(22(26)27)8-10-24-18/h2-3,6-8,10,13-14,20H,4-5,9,11-12H2,1H3,(H,26,27)/t14-,20-/m0/s1" H6T InChIKey InChI 1.03 CKHGFLIUOABPPV-XOBRGWDASA-N H6T SMILES_CANONICAL CACTVS 3.385 "CN1CCC[C@H]1CCO[C@H](c2sc3c(c2)nccc3C(O)=O)c4ccccc4Cl" H6T SMILES CACTVS 3.385 "CN1CCC[CH]1CCO[CH](c2sc3c(c2)nccc3C(O)=O)c4ccccc4Cl" H6T SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CN1CCC[C@H]1CCO[C@@H](c2ccccc2Cl)c3cc4c(s3)c(ccn4)C(=O)O" H6T SMILES "OpenEye OEToolkits" 2.0.6 "CN1CCCC1CCOC(c2ccccc2Cl)c3cc4c(s3)c(ccn4)C(=O)O" # 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 H6T "SYSTEMATIC NAME" ACDLabs 12.01 "2-[(S)-(2-chlorophenyl){2-[(2S)-1-methylpyrrolidin-2-yl]ethoxy}methyl]thieno[3,2-b]pyridine-7-carboxylic acid" H6T "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-[(~{S})-(2-chlorophenyl)-[2-[(2~{S})-1-methylpyrrolidin-2-yl]ethoxy]methyl]thieno[3,2-b]pyridine-7-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 H6T "Create component" 2018-06-26 RCSB H6T "Initial release" 2018-11-21 RCSB #