data_H74 # _chem_comp.id H74 _chem_comp.name "2-{(R)-[3-(acryloylamino)phenyl][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 "C25 H27 N3 O4 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 465.565 _chem_comp.one_letter_code ? _chem_comp.three_letter_code H74 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 6DQ9 _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 H74 C17 C1 C 0 1 N N N -33.252 21.643 4.491 7.821 -0.665 0.233 C17 H74 1 H74 C10 C2 C 0 1 Y N N -26.989 22.113 4.519 1.891 0.630 0.171 C10 H74 2 H74 C11 C3 C 0 1 Y N N -26.776 22.875 5.659 1.796 1.052 -1.142 C11 H74 3 H74 C12 C4 C 0 1 Y N N -27.851 23.211 6.470 2.891 0.959 -1.982 C12 H74 4 H74 C13 C5 C 0 1 Y N N -29.130 22.783 6.141 4.083 0.444 -1.510 C13 H74 5 H74 C14 C6 C 0 1 Y N N -29.348 22.024 4.998 4.181 0.019 -0.192 C14 H74 6 H74 C16 C7 C 0 1 N N N -31.920 22.249 4.932 6.558 -0.040 -0.188 C16 H74 7 H74 C02 C8 C 0 1 N N N -23.281 18.061 7.826 -3.522 -2.906 -1.539 C02 H74 8 H74 C04 C9 C 0 1 Y N N -23.448 17.684 6.357 -2.756 -3.195 -0.309 C04 H74 9 H74 C05 C10 C 0 1 Y N N -24.039 18.596 5.499 -1.813 -2.273 0.191 C05 H74 10 H74 C06 C11 C 0 1 Y N N -24.196 18.259 4.160 -1.106 -2.580 1.359 C06 H74 11 H74 C07 C12 C 0 1 Y N N -24.828 19.313 3.391 -0.183 -1.518 1.722 C07 H74 12 H74 C08 C13 C 0 1 Y N N -25.154 20.454 4.132 -0.178 -0.481 0.906 C08 H74 13 H74 C09 C14 C 0 1 N N R -25.833 21.712 3.596 0.695 0.734 1.083 C09 H74 14 H74 C20 C15 C 0 1 Y N N -28.269 21.690 4.198 3.077 0.109 0.647 C20 H74 15 H74 C22 C16 C 0 1 N N N -24.662 23.096 2.151 -0.743 2.484 1.867 C22 H74 16 H74 C23 C17 C 0 1 N N N -23.434 22.352 1.624 -1.504 3.728 1.405 C23 H74 17 H74 C25 C18 C 0 1 N N N -21.312 22.539 0.483 -3.692 2.721 1.164 C25 H74 18 H74 C26 C19 C 0 1 N N N -21.697 21.927 -0.863 -4.702 2.194 0.142 C26 H74 19 H74 C27 C20 C 0 1 N N N -22.289 22.935 -1.789 -5.187 3.352 -0.734 C27 H74 20 H74 C28 C21 C 0 1 N N N -23.432 23.656 -1.163 -3.982 4.004 -1.417 C28 H74 21 H74 C29 C22 C 0 1 N N N -23.060 24.268 0.187 -2.992 4.479 -0.350 C29 H74 22 H74 C32 C23 C 0 1 Y N N -23.226 16.200 4.490 -2.214 -4.618 1.540 C32 H74 23 H74 C33 C24 C 0 1 Y N N -23.028 16.450 5.853 -2.951 -4.386 0.392 C33 H74 24 H74 N15 N1 N 0 1 N N N -30.678 21.549 4.623 5.386 -0.503 0.289 N15 H74 25 H74 N24 N2 N 0 1 N N N -22.436 23.284 1.117 -2.558 3.334 0.461 N24 H74 26 H74 N31 N3 N 0 1 Y N N -23.791 17.080 3.682 -1.339 -3.748 1.981 N31 H74 27 H74 O01 O1 O 0 1 N N N -22.506 17.402 8.558 -4.418 -3.799 -2.000 O01 H74 28 H74 O03 O2 O 0 1 N N N -23.924 19.041 8.295 -3.343 -1.862 -2.134 O03 H74 29 H74 O19 O3 O 0 1 N N N -31.928 23.281 5.512 6.572 0.895 -0.965 O19 H74 30 H74 O21 O4 O 0 1 N N N -24.892 22.740 3.485 -0.052 1.908 0.757 O21 H74 31 H74 S30 S1 S 0 1 Y N N -24.669 20.161 5.728 -1.316 -0.697 -0.410 S30 H74 32 H74 H1 H1 H 0 1 N N N -34.322 21.734 4.380 7.809 -1.495 0.923 H1 H74 33 H74 H4 H4 H 0 1 N N N -25.780 23.205 5.914 0.866 1.455 -1.513 H4 H74 34 H74 H5 H5 H 0 1 N N N -27.692 23.806 7.357 2.814 1.289 -3.007 H5 H74 35 H74 H6 H6 H 0 1 N N N -29.962 23.042 6.779 4.938 0.370 -2.167 H6 H74 36 H74 H7 H7 H 0 1 N N N -25.030 19.225 2.334 0.451 -1.573 2.595 H7 H74 37 H74 H8 H8 H 0 1 N N N -26.252 21.480 2.606 1.031 0.793 2.118 H8 H74 38 H74 H9 H9 H 0 1 N N N -28.427 21.092 3.312 3.150 -0.220 1.673 H9 H74 39 H74 H10 H10 H 0 1 N N N -24.488 24.180 2.087 -0.024 2.763 2.638 H10 H74 40 H74 H11 H11 H 0 1 N N N -25.540 22.829 1.544 -1.447 1.757 2.273 H11 H74 41 H74 H12 H12 H 0 1 N N N -23.743 21.679 0.811 -1.954 4.220 2.267 H12 H74 42 H74 H13 H13 H 0 1 N N N -22.993 21.762 2.441 -0.814 4.414 0.914 H13 H74 43 H74 H14 H14 H 0 1 N N N -20.999 21.731 1.160 -4.172 3.467 1.798 H14 H74 44 H74 H15 H15 H 0 1 N N N -20.473 23.233 0.327 -3.335 1.896 1.780 H15 H74 45 H74 H16 H16 H 0 1 N N N -22.433 21.128 -0.692 -4.227 1.438 -0.483 H16 H74 46 H74 H17 H17 H 0 1 N N N -20.796 21.502 -1.330 -5.551 1.752 0.664 H17 H74 47 H74 H18 H18 H 0 1 N N N -22.645 22.421 -2.694 -5.874 2.974 -1.491 H18 H74 48 H74 H19 H19 H 0 1 N N N -21.514 23.666 -2.063 -5.697 4.089 -0.114 H19 H74 49 H74 H20 H20 H 0 1 N N N -23.756 24.461 -1.839 -3.495 3.277 -2.067 H20 H74 50 H74 H21 H21 H 0 1 N N N -24.259 22.947 -1.014 -4.315 4.856 -2.009 H21 H74 51 H74 H22 H22 H 0 1 N N N -22.349 25.089 0.016 -2.126 4.931 -0.834 H22 H74 52 H74 H23 H23 H 0 1 N N N -23.972 24.665 0.656 -3.476 5.216 0.291 H23 H74 53 H74 H24 H24 H 0 1 N N N -22.905 15.252 4.083 -2.362 -5.539 2.085 H24 H74 54 H74 H25 H25 H 0 1 N N N -22.566 15.714 6.494 -3.668 -5.116 0.044 H25 H74 55 H74 H26 H26 H 0 1 N N N -30.741 20.686 4.121 5.378 -1.199 0.965 H26 H74 56 H74 H28 H28 H 0 1 N N N -22.514 17.765 9.436 -4.895 -3.566 -2.809 H28 H74 57 H74 C1 C25 C 0 1 N Y N ? ? ? 8.978 -0.211 -0.241 C1 H74 58 H74 H2 H2 H 0 1 N Y N ? ? ? 8.990 0.616 -0.935 H2 H74 59 H74 H3 H3 H 0 1 N Y N ? ? ? 9.906 -0.670 0.068 H3 H74 60 # 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 H74 C27 C28 SING N N 1 H74 C27 C26 SING N N 2 H74 C28 C29 SING N N 3 H74 C26 C25 SING N N 4 H74 C29 N24 SING N N 5 H74 C25 N24 SING N N 6 H74 N24 C23 SING N N 7 H74 C23 C22 SING N N 8 H74 C22 O21 SING N N 9 H74 C07 C08 DOUB Y N 10 H74 C07 C06 SING Y N 11 H74 O21 C09 SING N N 12 H74 C09 C08 SING N N 13 H74 C09 C10 SING N N 14 H74 N31 C06 DOUB Y N 15 H74 N31 C32 SING Y N 16 H74 C08 S30 SING Y N 17 H74 C06 C05 SING Y N 18 H74 C20 C10 DOUB Y N 19 H74 C20 C14 SING Y N 20 H74 C32 C33 DOUB Y N 21 H74 C17 C16 SING N N 22 H74 C10 C11 SING Y N 23 H74 N15 C16 SING N N 24 H74 N15 C14 SING N N 25 H74 C16 O19 DOUB N N 26 H74 C14 C13 DOUB Y N 27 H74 C05 S30 SING Y N 28 H74 C05 C04 DOUB Y N 29 H74 C11 C12 DOUB Y N 30 H74 C33 C04 SING Y N 31 H74 C13 C12 SING Y N 32 H74 C04 C02 SING N N 33 H74 C02 O03 DOUB N N 34 H74 C02 O01 SING N N 35 H74 C17 H1 SING N N 36 H74 C11 H4 SING N N 37 H74 C12 H5 SING N N 38 H74 C13 H6 SING N N 39 H74 C07 H7 SING N N 40 H74 C09 H8 SING N N 41 H74 C20 H9 SING N N 42 H74 C22 H10 SING N N 43 H74 C22 H11 SING N N 44 H74 C23 H12 SING N N 45 H74 C23 H13 SING N N 46 H74 C25 H14 SING N N 47 H74 C25 H15 SING N N 48 H74 C26 H16 SING N N 49 H74 C26 H17 SING N N 50 H74 C27 H18 SING N N 51 H74 C27 H19 SING N N 52 H74 C28 H20 SING N N 53 H74 C28 H21 SING N N 54 H74 C29 H22 SING N N 55 H74 C29 H23 SING N N 56 H74 C32 H24 SING N N 57 H74 C33 H25 SING N N 58 H74 N15 H26 SING N N 59 H74 O01 H28 SING N N 60 H74 C17 C1 DOUB N N 61 H74 C1 H2 SING N N 62 H74 C1 H3 SING N N 63 # 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 H74 SMILES ACDLabs 12.01 "[C@H](C(=O)Nc4cccc(C(c2cc1c(c(C(=O)O)ccn1)s2)OCCN3CCCCC3)c4)=C" H74 InChI InChI 1.03 "InChI=1S/C25H27N3O4S/c1-2-22(29)27-18-8-6-7-17(15-18)23(32-14-13-28-11-4-3-5-12-28)21-16-20-24(33-21)19(25(30)31)9-10-26-20/h2,6-10,15-16,23H,1,3-5,11-14H2,(H,27,29)(H,30,31)/t23-/m1/s1" H74 InChIKey InChI 1.03 GFSKHNOSSPZNTP-HSZRJFAPSA-N H74 SMILES_CANONICAL CACTVS 3.385 "OC(=O)c1ccnc2cc(sc12)[C@H](OCCN3CCCCC3)c4cccc(NC(=O)C=C)c4" H74 SMILES CACTVS 3.385 "OC(=O)c1ccnc2cc(sc12)[CH](OCCN3CCCCC3)c4cccc(NC(=O)C=C)c4" H74 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C=CC(=O)Nc1cccc(c1)[C@H](c2cc3c(s2)c(ccn3)C(=O)O)OCCN4CCCCC4" H74 SMILES "OpenEye OEToolkits" 2.0.6 "C=CC(=O)Nc1cccc(c1)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 H74 "SYSTEMATIC NAME" ACDLabs 12.01 "2-{(R)-[3-(acryloylamino)phenyl][2-(piperidin-1-yl)ethoxy]methyl}thieno[3,2-b]pyridine-7-carboxylic acid" H74 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-[(~{R})-2-piperidin-1-ylethoxy-[3-(prop-2-enoylamino)phenyl]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 H74 "Create component" 2018-06-11 RCSB H74 "Initial release" 2018-11-21 RCSB #