data_D58 # _chem_comp.id D58 _chem_comp.name "4-[[(2~{R},3~{S})-2-methylpiperidin-3-yl]amino]-2-phenyl-thieno[3,2-c]pyridine-7-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H22 N4 O S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-12-21 _chem_comp.pdbx_modified_date 2018-01-12 _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 366.480 _chem_comp.one_letter_code ? _chem_comp.three_letter_code D58 _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 6FCF _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 D58 C1 C1 C 0 1 N N N 7.681 -4.283 16.262 -3.464 -2.187 2.059 C1 D58 1 D58 C2 C2 C 0 1 N N R 7.830 -5.782 16.095 -3.977 -2.010 0.629 C2 D58 2 D58 C3 C3 C 0 1 N N N 6.270 -7.784 16.018 -5.980 -1.838 -0.724 C3 D58 3 D58 C7 C4 C 0 1 Y N N 10.041 -4.581 13.881 -1.232 0.415 0.040 C7 D58 4 D58 C8 C5 C 0 1 Y N N 9.446 -2.901 12.391 -1.219 2.727 0.113 C8 D58 5 D58 C9 C6 C 0 1 Y N N 10.548 -2.117 12.653 0.171 2.771 0.090 C9 D58 6 D58 C10 C7 C 0 1 N N N 10.737 -0.796 12.030 0.879 4.061 0.119 C10 D58 7 D58 C11 C8 C 0 1 Y N N 11.436 -2.629 13.575 0.897 1.554 0.033 C11 D58 8 D58 C12 C9 C 0 1 Y N N 13.244 -3.199 15.205 2.366 -0.503 -0.049 C12 D58 9 D58 C13 C10 C 0 1 Y N N 12.248 -4.151 15.107 1.066 -0.798 -0.034 C13 D58 10 D58 C14 C11 C 0 1 Y N N 11.200 -3.860 14.188 0.186 0.352 0.013 C14 D58 11 D58 C15 C12 C 0 1 Y N N 14.435 -3.162 16.035 3.450 -1.507 -0.093 C15 D58 12 D58 C16 C13 C 0 1 Y N N 14.732 -4.225 16.872 4.785 -1.098 -0.105 C16 D58 13 D58 C19 C14 C 0 1 Y N N 16.394 -2.008 16.832 4.161 -3.801 -0.156 C19 D58 14 D58 C20 C15 C 0 1 Y N N 15.277 -2.063 16.019 3.144 -2.869 -0.116 C20 D58 15 D58 N1 N1 N 0 1 N N N 6.427 -6.310 16.237 -5.445 -1.966 0.637 N1 D58 16 D58 C4 C16 C 0 1 N N N 6.721 -8.069 14.598 -5.493 -0.527 -1.344 C4 D58 17 D58 C5 C17 C 0 1 N N N 8.168 -7.619 14.417 -3.962 -0.521 -1.375 C5 D58 18 D58 C6 C18 C 0 1 N N S 8.363 -6.135 14.700 -3.430 -0.703 0.049 C6 D58 19 D58 N2 N2 N 0 1 N N N 9.787 -5.828 14.522 -1.966 -0.756 0.021 N2 D58 20 D58 N3 N3 N 0 1 Y N N 9.188 -4.079 12.971 -1.860 1.575 0.088 N3 D58 21 D58 O1 O1 O 0 1 N N N 11.798 -0.197 12.137 2.095 4.089 0.098 O1 D58 22 D58 N4 N4 N 0 1 N N N 9.631 -0.292 11.402 0.179 5.212 0.168 N4 D58 23 D58 S1 S1 S 0 1 Y N N 12.896 -1.902 14.136 2.622 1.231 -0.009 S1 D58 24 D58 C17 C19 C 0 1 Y N N 15.843 -4.173 17.697 5.792 -2.040 -0.145 C17 D58 25 D58 C18 C20 C 0 1 Y N N 16.668 -3.062 17.680 5.481 -3.388 -0.174 C18 D58 26 D58 H1 H1 H 0 1 N N N 7.298 -4.062 17.269 -3.853 -3.118 2.472 H1 D58 27 D58 H2 H2 H 0 1 N N N 8.660 -3.800 16.128 -2.375 -2.219 2.053 H2 D58 28 D58 H3 H3 H 0 1 N N N 6.977 -3.899 15.510 -3.799 -1.350 2.672 H3 D58 29 D58 H4 H4 H 0 1 N N N 8.486 -6.197 16.874 -3.642 -2.847 0.017 H4 D58 30 D58 H5 H5 H 0 1 N N N 5.217 -8.075 16.146 -5.636 -2.677 -1.330 H5 D58 31 D58 H6 H6 H 0 1 N N N 6.894 -8.341 16.732 -7.070 -1.840 -0.688 H6 D58 32 D58 H7 H7 H 0 1 N N N 8.737 -2.537 11.662 -1.780 3.649 0.157 H7 D58 33 D58 H8 H8 H 0 1 N N N 12.263 -5.059 15.691 0.699 -1.814 -0.054 H8 D58 34 D58 H9 H9 H 0 1 N N N 14.095 -5.097 16.881 5.028 -0.046 -0.083 H9 D58 35 D58 H10 H10 H 0 1 N N N 17.046 -1.148 16.804 3.925 -4.854 -0.179 H10 D58 36 D58 H11 H11 H 0 1 N N N 15.058 -1.235 15.361 2.114 -3.192 -0.102 H11 D58 37 D58 H12 H12 H 0 1 N N N 5.850 -5.836 15.572 -5.781 -1.221 1.230 H12 D58 38 D58 H14 H14 H 0 1 N N N 6.077 -7.522 13.893 -5.878 -0.440 -2.360 H14 D58 39 D58 H15 H15 H 0 1 N N N 6.647 -9.149 14.401 -5.849 0.313 -0.747 H15 D58 40 D58 H16 H16 H 0 1 N N N 8.804 -8.195 15.105 -3.607 -1.337 -2.004 H16 D58 41 D58 H17 H17 H 0 1 N N N 8.472 -7.822 13.380 -3.609 0.430 -1.776 H17 D58 42 D58 H18 H18 H 0 1 N N N 7.781 -5.566 13.960 -3.753 0.133 0.669 H18 D58 43 D58 H19 H19 H 0 1 N N N 10.197 -6.554 13.970 -1.512 -1.613 -0.010 H19 D58 44 D58 H20 H20 H 0 1 N N N 9.660 0.621 10.995 0.646 6.062 0.187 H20 D58 45 D58 H21 H21 H 0 1 N N N 8.794 -0.836 11.350 -0.790 5.190 0.185 H21 D58 46 D58 H22 H22 H 0 1 N N N 16.066 -5.000 18.354 6.824 -1.725 -0.155 H22 D58 47 D58 H23 H23 H 0 1 N N N 17.528 -3.020 18.332 6.273 -4.122 -0.205 H23 D58 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 D58 N4 C10 SING N N 1 D58 C10 O1 DOUB N N 2 D58 C10 C9 SING N N 3 D58 C8 C9 DOUB Y N 4 D58 C8 N3 SING Y N 5 D58 C9 C11 SING Y N 6 D58 N3 C7 DOUB Y N 7 D58 C11 S1 SING Y N 8 D58 C11 C14 DOUB Y N 9 D58 C7 C14 SING Y N 10 D58 C7 N2 SING N N 11 D58 S1 C12 SING Y N 12 D58 C14 C13 SING Y N 13 D58 C5 C4 SING N N 14 D58 C5 C6 SING N N 15 D58 N2 C6 SING N N 16 D58 C4 C3 SING N N 17 D58 C6 C2 SING N N 18 D58 C13 C12 DOUB Y N 19 D58 C12 C15 SING N N 20 D58 C3 N1 SING N N 21 D58 C20 C15 DOUB Y N 22 D58 C20 C19 SING Y N 23 D58 C15 C16 SING Y N 24 D58 C2 N1 SING N N 25 D58 C2 C1 SING N N 26 D58 C19 C18 DOUB Y N 27 D58 C16 C17 DOUB Y N 28 D58 C18 C17 SING Y N 29 D58 C1 H1 SING N N 30 D58 C1 H2 SING N N 31 D58 C1 H3 SING N N 32 D58 C2 H4 SING N N 33 D58 C3 H5 SING N N 34 D58 C3 H6 SING N N 35 D58 C8 H7 SING N N 36 D58 C13 H8 SING N N 37 D58 C16 H9 SING N N 38 D58 C19 H10 SING N N 39 D58 C20 H11 SING N N 40 D58 N1 H12 SING N N 41 D58 C4 H14 SING N N 42 D58 C4 H15 SING N N 43 D58 C5 H16 SING N N 44 D58 C5 H17 SING N N 45 D58 C6 H18 SING N N 46 D58 N2 H19 SING N N 47 D58 N4 H20 SING N N 48 D58 N4 H21 SING N N 49 D58 C17 H22 SING N N 50 D58 C18 H23 SING N N 51 # 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 D58 InChI InChI 1.03 "InChI=1S/C20H22N4OS/c1-12-16(8-5-9-22-12)24-20-14-10-17(13-6-3-2-4-7-13)26-18(14)15(11-23-20)19(21)25/h2-4,6-7,10-12,16,22H,5,8-9H2,1H3,(H2,21,25)(H,23,24)/t12-,16+/m1/s1" D58 InChIKey InChI 1.03 LMQOZGSVTQQPFU-WBMJQRKESA-N D58 SMILES_CANONICAL CACTVS 3.385 "C[C@H]1NCCC[C@@H]1Nc2ncc(C(N)=O)c3sc(cc23)c4ccccc4" D58 SMILES CACTVS 3.385 "C[CH]1NCCC[CH]1Nc2ncc(C(N)=O)c3sc(cc23)c4ccccc4" D58 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@@H]1[C@H](CCCN1)Nc2c3cc(sc3c(cn2)C(=O)N)c4ccccc4" D58 SMILES "OpenEye OEToolkits" 2.0.6 "CC1C(CCCN1)Nc2c3cc(sc3c(cn2)C(=O)N)c4ccccc4" # 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 D58 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "4-[[(2~{R},3~{S})-2-methylpiperidin-3-yl]amino]-2-phenyl-thieno[3,2-c]pyridine-7-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site D58 "Create component" 2017-12-21 EBI D58 "Initial release" 2018-01-17 RCSB #