data_H6V # _chem_comp.id H6V _chem_comp.name "2-{(R)-(3-aminophenyl)[2-(piperidin-1-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 H25 N3 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-06-11 _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 411.517 _chem_comp.one_letter_code ? _chem_comp.three_letter_code H6V _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 6DQA _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 H6V C02 C1 C 0 1 N N N -23.270 17.939 7.826 3.535 2.600 1.482 C02 H6V 1 H6V C04 C2 C 0 1 Y N N -23.418 17.606 6.340 3.505 2.004 0.131 C04 H6V 2 H6V C05 C3 C 0 1 Y N N -24.001 18.530 5.497 2.490 1.096 -0.237 C05 H6V 3 H6V C06 C4 C 0 1 Y N N -24.129 18.231 4.139 2.492 0.551 -1.527 C06 H6V 4 H6V C07 C5 C 0 1 Y N N -24.751 19.286 3.378 1.376 -0.359 -1.726 C07 H6V 5 H6V C08 C6 C 0 1 Y N N -25.068 20.372 4.181 0.583 -0.504 -0.682 C08 H6V 6 H6V C09 C7 C 0 1 N N R -25.719 21.653 3.692 -0.634 -1.393 -0.657 C09 H6V 7 H6V C10 C8 C 0 1 Y N N -26.923 21.902 4.569 -0.295 -2.688 0.036 C10 H6V 8 H6V C11 C9 C 0 1 Y N N -26.794 22.640 5.743 -0.368 -2.773 1.415 C11 H6V 9 H6V C12 C10 C 0 1 Y N N -27.906 22.859 6.526 -0.059 -3.958 2.055 C12 H6V 10 H6V C13 C11 C 0 1 Y N N -29.142 22.350 6.148 0.324 -5.063 1.319 C13 H6V 11 H6V C14 C12 C 0 1 Y N N -29.258 21.627 4.968 0.398 -4.981 -0.066 C14 H6V 12 H6V C20 C13 C 0 1 Y N N -28.147 21.393 4.185 0.082 -3.789 -0.706 C20 H6V 13 H6V C22 C14 C 0 1 N N N -24.817 23.685 2.996 -2.998 -1.094 -0.401 C22 H6V 14 H6V C23 C15 C 0 1 N N N -23.622 24.592 3.270 -4.043 -0.336 0.420 C23 H6V 15 H6V C25 C16 C 0 1 N N N -23.428 25.074 0.941 -4.741 1.881 1.096 C25 H6V 16 H6V C26 C17 C 0 1 N N N -22.674 24.821 -0.362 -4.479 3.375 0.888 C26 H6V 17 H6V C27 C18 C 0 1 N N N -22.353 23.378 -0.541 -4.825 3.753 -0.554 C27 H6V 18 H6V C28 C19 C 0 1 N N N -21.614 22.841 0.633 -3.993 2.896 -1.512 C28 H6V 19 H6V C29 C20 C 0 1 N N N -22.378 23.081 1.931 -4.269 1.416 -1.235 C29 H6V 20 H6V C32 C21 C 0 1 Y N N -23.168 16.167 4.413 4.411 1.748 -2.072 C32 H6V 21 H6V C33 C22 C 0 1 Y N N -22.994 16.403 5.781 4.477 2.329 -0.817 C33 H6V 22 H6V N15 N1 N 0 1 N N N -30.537 21.080 4.551 0.786 -6.096 -0.813 N15 H6V 23 H6V N24 N2 N 0 1 N N N -22.727 24.515 2.132 -3.922 1.104 0.157 N24 H6V 24 H6V N31 N3 N 0 1 Y N N -23.731 17.068 3.633 3.461 0.903 -2.388 N31 H6V 25 H6V O01 O1 O 0 1 N N N -22.516 17.264 8.569 4.510 3.470 1.813 O01 H6V 26 H6V O03 O2 O 0 1 N N N -23.904 18.916 8.302 2.679 2.310 2.293 O03 H6V 27 H6V O21 O3 O 0 1 N N N -24.797 22.667 3.953 -1.689 -0.737 0.048 O21 H6V 28 H6V S30 S1 S 0 1 Y N N -24.641 20.078 5.809 1.122 0.470 0.672 S30 H6V 29 H6V H1 H1 H 0 1 N N N -24.946 19.237 2.317 1.209 -0.878 -2.658 H1 H6V 30 H6V H2 H2 H 0 1 N N N -26.000 21.581 2.631 -0.953 -1.601 -1.679 H2 H6V 31 H6V H3 H3 H 0 1 N N N -25.833 23.036 6.036 -0.667 -1.911 1.992 H3 H6V 32 H6V H4 H4 H 0 1 N N N -27.816 23.429 7.439 -0.117 -4.021 3.131 H4 H6V 33 H6V H5 H5 H 0 1 N N N -30.010 22.516 6.769 0.566 -5.989 1.819 H5 H6V 34 H6V H6 H6 H 0 1 N N N -28.234 20.815 3.277 0.135 -3.724 -1.783 H6 H6V 35 H6V H7 H7 H 0 1 N N N -25.752 24.259 3.078 -3.145 -2.167 -0.275 H7 H6V 36 H6V H8 H8 H 0 1 N N N -24.738 23.254 1.987 -3.104 -0.834 -1.454 H8 H6V 37 H6V H9 H9 H 0 1 N N N -23.100 24.256 4.178 -5.041 -0.674 0.138 H9 H6V 38 H6V H10 H10 H 0 1 N N N -23.964 25.629 3.406 -3.881 -0.527 1.480 H10 H6V 39 H6V H11 H11 H 0 1 N N N -23.540 26.160 1.077 -4.482 1.605 2.118 H11 H6V 40 H6V H12 H12 H 0 1 N N N -24.422 24.609 0.868 -5.796 1.670 0.919 H12 H6V 41 H6V H13 H13 H 0 1 N N N -21.736 25.396 -0.349 -5.098 3.952 1.575 H13 H6V 42 H6V H14 H14 H 0 1 N N N -23.297 25.155 -1.205 -3.427 3.589 1.079 H14 H6V 43 H6V H15 H15 H 0 1 N N N -23.290 22.815 -0.663 -5.885 3.575 -0.733 H15 H6V 44 H6V H16 H16 H 0 1 N N N -21.732 23.258 -1.441 -4.598 4.807 -0.719 H16 H6V 45 H6V H17 H17 H 0 1 N N N -21.468 21.759 0.499 -4.266 3.131 -2.541 H17 H6V 46 H6V H18 H18 H 0 1 N N N -20.635 23.338 0.697 -2.934 3.103 -1.360 H18 H6V 47 H6V H19 H19 H 0 1 N N N -23.307 22.492 1.907 -5.326 1.207 -1.401 H19 H6V 48 H6V H20 H20 H 0 1 N N N -21.754 22.748 2.774 -3.668 0.803 -1.906 H20 H6V 49 H6V H21 H21 H 0 1 N N N -22.835 15.231 3.989 5.161 1.997 -2.808 H21 H6V 50 H6V H22 H22 H 0 1 N N N -22.531 15.652 6.404 5.268 3.023 -0.575 H22 H6V 51 H6V H23 H23 H 0 1 N N N -31.241 21.332 5.215 1.003 -6.928 -0.365 H23 H6V 52 H6V H24 H24 H 0 1 N N N -30.780 21.447 3.653 0.837 -6.037 -1.780 H24 H6V 53 H6V H26 H26 H 0 1 N N N -22.538 17.619 9.450 4.485 3.837 2.707 H26 H6V 54 # 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 H6V C27 C26 SING N N 1 H6V C27 C28 SING N N 2 H6V C26 C25 SING N N 3 H6V C28 C29 SING N N 4 H6V C25 N24 SING N N 5 H6V C29 N24 SING N N 6 H6V N24 C23 SING N N 7 H6V C22 C23 SING N N 8 H6V C22 O21 SING N N 9 H6V C07 C06 SING Y N 10 H6V C07 C08 DOUB Y N 11 H6V N31 C06 DOUB Y N 12 H6V N31 C32 SING Y N 13 H6V C09 O21 SING N N 14 H6V C09 C08 SING N N 15 H6V C09 C10 SING N N 16 H6V C06 C05 SING Y N 17 H6V C08 S30 SING Y N 18 H6V C20 C10 DOUB Y N 19 H6V C20 C14 SING Y N 20 H6V C32 C33 DOUB Y N 21 H6V N15 C14 SING N N 22 H6V C10 C11 SING Y N 23 H6V C14 C13 DOUB Y N 24 H6V C05 S30 SING Y N 25 H6V C05 C04 DOUB Y N 26 H6V C11 C12 DOUB Y N 27 H6V C33 C04 SING Y N 28 H6V C13 C12 SING Y N 29 H6V C04 C02 SING N N 30 H6V C02 O03 DOUB N N 31 H6V C02 O01 SING N N 32 H6V C07 H1 SING N N 33 H6V C09 H2 SING N N 34 H6V C11 H3 SING N N 35 H6V C12 H4 SING N N 36 H6V C13 H5 SING N N 37 H6V C20 H6 SING N N 38 H6V C22 H7 SING N N 39 H6V C22 H8 SING N N 40 H6V C23 H9 SING N N 41 H6V C23 H10 SING N N 42 H6V C25 H11 SING N N 43 H6V C25 H12 SING N N 44 H6V C26 H13 SING N N 45 H6V C26 H14 SING N N 46 H6V C27 H15 SING N N 47 H6V C27 H16 SING N N 48 H6V C28 H17 SING N N 49 H6V C28 H18 SING N N 50 H6V C29 H19 SING N N 51 H6V C29 H20 SING N N 52 H6V C32 H21 SING N N 53 H6V C33 H22 SING N N 54 H6V N15 H23 SING N N 55 H6V N15 H24 SING N N 56 H6V O01 H26 SING N N 57 # 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 H6V SMILES ACDLabs 12.01 "C(=O)(O)c2c1sc(cc1ncc2)C(OCCN3CCCCC3)c4cccc(c4)N" H6V InChI InChI 1.03 "InChI=1S/C22H25N3O3S/c23-16-6-4-5-15(13-16)20(28-12-11-25-9-2-1-3-10-25)19-14-18-21(29-19)17(22(26)27)7-8-24-18/h4-8,13-14,20H,1-3,9-12,23H2,(H,26,27)/t20-/m1/s1" H6V InChIKey InChI 1.03 FTKYSFLMVOPKTH-HXUWFJFHSA-N H6V SMILES_CANONICAL CACTVS 3.385 "Nc1cccc(c1)[C@@H](OCCN2CCCCC2)c3sc4c(c3)nccc4C(O)=O" H6V SMILES CACTVS 3.385 "Nc1cccc(c1)[CH](OCCN2CCCCC2)c3sc4c(c3)nccc4C(O)=O" H6V SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(cc(c1)N)[C@H](c2cc3c(s2)c(ccn3)C(=O)O)OCCN4CCCCC4" H6V SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(cc(c1)N)C(c2cc3c(s2)c(ccn3)C(=O)O)OCCN4CCCCC4" # 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 H6V "SYSTEMATIC NAME" ACDLabs 12.01 "2-{(R)-(3-aminophenyl)[2-(piperidin-1-yl)ethoxy]methyl}thieno[3,2-b]pyridine-7-carboxylic acid" H6V "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-[(~{R})-(3-aminophenyl)-(2-piperidin-1-ylethoxy)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 H6V "Create component" 2018-06-11 RCSB H6V "Initial release" 2018-11-21 RCSB #