data_D46 # _chem_comp.id D46 _chem_comp.name "N-[2-({[(5-chlorothiophen-2-yl)carbonyl]amino}methyl)phenyl]-5-methyl-4,5,6,7-tetrahydro[1,3]thiazolo[5,4-c]pyridine-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H19 Cl N4 O2 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-09-28 _chem_comp.pdbx_modified_date 2012-08-24 _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 446.973 _chem_comp.one_letter_code ? _chem_comp.three_letter_code D46 _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 3TK6 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 D46 C1 C1 C 0 1 Y N N 3.367 8.423 25.914 -1.858 5.372 0.344 C1 D46 1 D46 CL1 CL1 CL 0 0 N N N 13.862 7.646 27.072 -5.397 -3.551 1.853 CL1 D46 2 D46 C2 C2 C 0 1 Y N N 4.699 8.575 25.530 -2.135 4.371 -0.568 C2 D46 3 D46 C3 C3 C 0 1 Y N N 5.214 7.823 24.475 -1.342 3.241 -0.618 C3 D46 4 D46 C4 C4 C 0 1 Y N N 4.396 6.903 23.805 -0.265 3.112 0.249 C4 D46 5 D46 C5 C5 C 0 1 Y N N 3.055 6.728 24.216 0.010 4.120 1.165 C5 D46 6 D46 C6 C6 C 0 1 Y N N 2.566 7.489 25.270 -0.786 5.246 1.209 C6 D46 7 D46 C7 C7 C 0 1 N N N 6.686 8.047 24.069 -1.645 2.150 -1.612 C7 D46 8 D46 N8 N8 N 0 1 N N N 7.576 8.049 25.229 -2.363 1.063 -0.942 N8 D46 9 D46 C9 C9 C 0 1 N N N 8.819 8.547 25.041 -2.740 -0.027 -1.639 C9 D46 10 D46 C10 C10 C 0 1 Y N N 9.913 8.102 25.986 -3.458 -1.113 -0.968 C10 D46 11 D46 O11 O11 O 0 1 N N N 9.129 9.218 24.051 -2.484 -0.109 -2.826 O11 D46 12 D46 N12 N12 N 0 1 N N N 4.964 6.122 22.723 0.540 1.969 0.202 N12 D46 13 D46 C13 C13 C 0 1 N N N 5.018 4.795 22.679 1.862 2.065 0.445 C13 D46 14 D46 C14 C14 C 0 1 Y N N 5.901 4.245 21.613 2.725 0.882 0.298 C14 D46 15 D46 O15 O15 O 0 1 N N N 4.450 4.058 23.480 2.341 3.130 0.786 O15 D46 16 D46 S16 S16 S 0 1 Y N N 11.469 8.557 25.448 -3.901 -1.145 0.733 S16 D46 17 D46 C17 C17 C 0 1 Y N N 12.127 7.779 26.796 -4.632 -2.677 0.563 C17 D46 18 D46 C18 C18 C 0 1 Y N N 11.198 7.212 27.629 -4.537 -3.115 -0.700 C18 D46 19 D46 C19 C19 C 0 1 Y N N 9.893 7.394 27.146 -3.895 -2.262 -1.566 C19 D46 20 D46 N20 N20 N 0 1 Y N N 6.524 5.024 20.724 4.010 0.853 0.505 N20 D46 21 D46 C21 C21 C 0 1 Y N N 7.299 4.228 19.935 4.613 -0.300 0.322 C21 D46 22 D46 C22 C22 C 0 1 Y N N 7.217 2.887 20.220 3.788 -1.306 -0.063 C22 D46 23 D46 S23 S23 S 0 1 Y N N 6.202 2.562 21.570 2.187 -0.725 -0.178 S23 D46 24 D46 C24 C24 C 0 1 N N N 8.005 1.819 19.436 4.244 -2.722 -0.338 C24 D46 25 D46 N25 N25 N 0 1 N N N 8.539 2.328 18.106 5.706 -2.719 -0.499 N25 D46 26 D46 C26 C26 C 0 1 N N N 9.101 3.729 18.110 6.355 -2.031 0.626 C26 D46 27 D46 C27 C27 C 0 1 N N N 8.150 4.769 18.765 6.107 -0.523 0.517 C27 D46 28 D46 C28 C28 C 0 1 N N N 9.465 1.397 17.432 6.223 -4.086 -0.648 C28 D46 29 D46 H1 H1 H 0 1 N N N 2.960 9.030 26.709 -2.477 6.256 0.378 H1 D46 30 D46 H2 H2 H 0 1 N N N 5.333 9.277 26.051 -2.973 4.472 -1.242 H2 D46 31 D46 H5 H5 H 0 1 N N N 2.419 6.012 23.717 0.847 4.022 1.841 H5 D46 32 D46 H6 H6 H 0 1 N N N 1.545 7.352 25.594 -0.572 6.030 1.921 H6 D46 33 D46 H7 H7 H 0 1 N N N 6.992 7.236 23.391 -2.262 2.552 -2.416 H7 D46 34 D46 H7A H7A H 0 1 N N N 6.767 9.019 23.561 -0.712 1.767 -2.027 H7A D46 35 D46 HN8 HN8 H 0 1 N N N 7.280 7.699 26.118 -2.567 1.128 0.005 HN8 D46 36 D46 HN12 HN12 H 0 0 N N N 5.346 6.623 21.947 0.146 1.107 -0.007 HN12 D46 37 D46 H18 H18 H 0 1 N N N 11.440 6.690 28.543 -4.939 -4.066 -1.015 H18 D46 38 D46 H19 H19 H 0 1 N N N 9.000 7.024 27.628 -3.748 -2.479 -2.613 H19 D46 39 D46 H24 H24 H 0 1 N N N 8.859 1.500 20.051 3.968 -3.364 0.498 H24 D46 40 D46 H24A H24A H 0 0 N N N 7.333 0.972 19.236 3.776 -3.086 -1.253 H24A D46 41 D46 H26 H26 H 0 1 N N N 10.044 3.720 18.676 5.942 -2.400 1.565 H26 D46 42 D46 H26A H26A H 0 0 N N N 9.277 4.032 17.067 7.427 -2.225 0.601 H26A D46 43 D46 H27 H27 H 0 1 N N N 7.459 5.127 17.987 6.654 -0.121 -0.335 H27 D46 44 D46 H27A H27A H 0 0 N N N 8.770 5.590 19.155 6.436 -0.030 1.432 H27A D46 45 D46 H28 H28 H 0 1 N N N 9.803 1.838 16.483 5.724 -4.573 -1.486 H28 D46 46 D46 H28A H28A H 0 0 N N N 10.334 1.211 18.080 7.296 -4.051 -0.835 H28A D46 47 D46 H28B H28B H 0 0 N N N 8.948 0.447 17.231 6.031 -4.648 0.266 H28B D46 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 D46 C1 C2 DOUB Y N 1 D46 C1 C6 SING Y N 2 D46 CL1 C17 SING N N 3 D46 C2 C3 SING Y N 4 D46 C3 C4 DOUB Y N 5 D46 C3 C7 SING N N 6 D46 C4 C5 SING Y N 7 D46 C4 N12 SING N N 8 D46 C5 C6 DOUB Y N 9 D46 C7 N8 SING N N 10 D46 N8 C9 SING N N 11 D46 C9 C10 SING N N 12 D46 C9 O11 DOUB N N 13 D46 C10 S16 SING Y N 14 D46 C10 C19 DOUB Y N 15 D46 N12 C13 SING N N 16 D46 C13 C14 SING N N 17 D46 C13 O15 DOUB N N 18 D46 C14 N20 DOUB Y N 19 D46 C14 S23 SING Y N 20 D46 S16 C17 SING Y N 21 D46 C17 C18 DOUB Y N 22 D46 C18 C19 SING Y N 23 D46 N20 C21 SING Y N 24 D46 C21 C22 DOUB Y N 25 D46 C21 C27 SING N N 26 D46 C22 S23 SING Y N 27 D46 C22 C24 SING N N 28 D46 C24 N25 SING N N 29 D46 N25 C26 SING N N 30 D46 N25 C28 SING N N 31 D46 C26 C27 SING N N 32 D46 C1 H1 SING N N 33 D46 C2 H2 SING N N 34 D46 C5 H5 SING N N 35 D46 C6 H6 SING N N 36 D46 C7 H7 SING N N 37 D46 C7 H7A SING N N 38 D46 N8 HN8 SING N N 39 D46 N12 HN12 SING N N 40 D46 C18 H18 SING N N 41 D46 C19 H19 SING N N 42 D46 C24 H24 SING N N 43 D46 C24 H24A SING N N 44 D46 C26 H26 SING N N 45 D46 C26 H26A SING N N 46 D46 C27 H27 SING N N 47 D46 C27 H27A SING N N 48 D46 C28 H28 SING N N 49 D46 C28 H28A SING N N 50 D46 C28 H28B 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 D46 SMILES ACDLabs 12.01 "Clc1sc(cc1)C(=O)NCc2ccccc2NC(=O)c3nc4c(s3)CN(CC4)C" D46 InChI InChI 1.03 "InChI=1S/C20H19ClN4O2S2/c1-25-9-8-14-16(11-25)29-20(24-14)19(27)23-13-5-3-2-4-12(13)10-22-18(26)15-6-7-17(21)28-15/h2-7H,8-11H2,1H3,(H,22,26)(H,23,27)" D46 InChIKey InChI 1.03 LMUFNFLXBDOGET-UHFFFAOYSA-N D46 SMILES_CANONICAL CACTVS 3.370 "CN1CCc2nc(sc2C1)C(=O)Nc3ccccc3CNC(=O)c4sc(Cl)cc4" D46 SMILES CACTVS 3.370 "CN1CCc2nc(sc2C1)C(=O)Nc3ccccc3CNC(=O)c4sc(Cl)cc4" D46 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "C[N@@]1CCc2c(sc(n2)C(=O)Nc3ccccc3CNC(=O)c4ccc(s4)Cl)C1" D46 SMILES "OpenEye OEToolkits" 1.7.2 "CN1CCc2c(sc(n2)C(=O)Nc3ccccc3CNC(=O)c4ccc(s4)Cl)C1" # 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 D46 "SYSTEMATIC NAME" ACDLabs 12.01 "N-[2-({[(5-chlorothiophen-2-yl)carbonyl]amino}methyl)phenyl]-5-methyl-4,5,6,7-tetrahydro[1,3]thiazolo[5,4-c]pyridine-2-carboxamide" D46 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "(5R)-N-[2-[[(5-chloranylthiophen-2-yl)carbonylamino]methyl]phenyl]-5-methyl-6,7-dihydro-4H-[1,3]thiazolo[5,4-c]pyridine-2-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 D46 "Create component" 2011-09-28 PDBJ D46 "Initial release" 2012-08-24 RCSB #