data_FRX # _chem_comp.id FRX _chem_comp.name "(S)-2-CHLORO-N-(1-(2-(2-HYDROXYETHYLAMINO)-2-OXOETHYL)-2-OXO-1,2,3,4-TETRAHYDROQUINOLIN-3-YL)-6H-THIENO[2,3-B]PYRROLE-5-CARBOXAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H19 Cl N4 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-11-02 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 446.907 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FRX _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2IEI _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 FRX O26 O26 O 0 1 N N N 75.235 20.444 24.082 -2.048 -4.422 -1.913 O26 FRX 1 FRX C22 C22 C 0 1 N N N 75.183 19.582 23.217 -0.956 -4.474 -2.472 C22 FRX 2 FRX N22 N22 N 0 1 N N N 74.888 18.300 23.459 -0.757 -4.439 -3.845 N22 FRX 3 FRX C24 C24 C 0 1 N N N 74.565 17.625 24.714 -1.837 -4.336 -4.800 C24 FRX 4 FRX C25 C25 C 0 1 N N N 74.138 16.222 24.273 -2.310 -5.725 -5.186 C25 FRX 5 FRX O25 O25 O 0 1 N N N 74.238 15.289 25.347 -1.241 -6.435 -5.799 O25 FRX 6 FRX C21 C21 C 0 1 N N N 75.473 19.968 21.783 0.351 -4.588 -1.730 C21 FRX 7 FRX N17 N17 N 0 1 N N N 74.634 19.298 20.783 0.097 -4.625 -0.292 N17 FRX 8 FRX C19 C19 C 0 1 N N N 73.366 19.665 20.484 -0.089 -5.869 0.334 C19 FRX 9 FRX O19 O19 O 0 1 N N N 72.828 20.625 21.005 0.013 -6.952 -0.246 O19 FRX 10 FRX C17 C17 C 0 1 Y N N 75.250 18.257 20.057 0.055 -3.389 0.436 C17 FRX 11 FRX C31 C31 C 0 1 Y N N 76.394 17.613 20.544 0.040 -2.144 -0.213 C31 FRX 12 FRX C30 C30 C 0 1 Y N N 77.001 16.596 19.801 0.017 -0.954 0.519 C30 FRX 13 FRX C29 C29 C 0 1 Y N N 76.468 16.216 18.574 0.020 -0.988 1.909 C29 FRX 14 FRX C16 C16 C 0 1 Y N N 74.730 17.877 18.822 0.056 -3.412 1.841 C16 FRX 15 FRX C28 C28 C 0 1 Y N N 75.331 16.857 18.082 0.047 -2.213 2.569 C28 FRX 16 FRX C15 C15 C 0 1 N N N 73.495 18.575 18.287 0.159 -4.723 2.565 C15 FRX 17 FRX C13 C13 C 0 1 N N S 72.570 18.907 19.450 -0.571 -5.795 1.779 C13 FRX 18 FRX N11 N11 N 0 1 N N N 71.381 19.633 18.993 -0.397 -7.087 2.390 N11 FRX 19 FRX C11 C11 C 0 1 N N N 70.139 19.146 19.127 -1.274 -7.590 3.342 C11 FRX 20 FRX O13 O13 O 0 1 N N N 69.955 17.995 19.499 -2.269 -7.001 3.756 O13 FRX 21 FRX C7 C7 C 0 1 Y N N 68.917 19.926 18.849 -0.940 -8.927 3.895 C7 FRX 22 FRX N8 N8 N 0 1 Y N N 67.662 19.578 19.262 -1.726 -9.519 4.832 N8 FRX 23 FRX C3 C3 C 0 1 Y N N 66.797 20.517 18.776 -1.132 -10.705 5.103 C3 FRX 24 FRX C4 C4 C 0 1 Y N N 67.465 21.421 18.097 -0.030 -10.812 4.349 C4 FRX 25 FRX C6 C6 C 0 1 Y N N 68.597 20.954 18.241 0.133 -9.686 3.553 C6 FRX 26 FRX C5 C5 C 0 1 Y N N 66.742 22.412 17.577 0.695 -11.989 4.517 C5 FRX 27 FRX S2 S2 S 0 1 Y N N 65.151 20.757 18.868 -1.404 -12.014 6.090 S2 FRX 28 FRX C1 C1 C 0 1 Y N N 65.457 22.149 17.952 0.045 -12.772 5.468 C1 FRX 29 FRX CL CL CL 0 0 N N N 64.092 23.187 17.521 0.506 -14.317 6.051 CL FRX 30 FRX HN22 HN22 H 0 0 N N N 74.889 17.709 22.652 0.195 -4.489 -4.196 HN22 FRX 31 FRX H241 1H24 H 0 0 N N N 75.435 17.588 25.386 -1.471 -3.785 -5.672 H241 FRX 32 FRX H242 2H24 H 0 0 N N N 73.783 18.146 25.286 -2.651 -3.772 -4.335 H242 FRX 33 FRX H251 1H25 H 0 0 N N N 73.093 16.259 23.930 -3.128 -5.655 -5.910 H251 FRX 34 FRX H252 2H25 H 0 0 N N N 74.805 15.893 23.463 -2.653 -6.291 -4.313 H252 FRX 35 FRX HO25 HO25 H 0 0 N N N 74.260 14.406 24.999 -0.588 -5.772 -6.077 HO25 FRX 36 FRX H211 1H21 H 0 0 N N N 76.520 19.706 21.571 0.865 -5.507 -2.028 H211 FRX 37 FRX H212 2H21 H 0 0 N N N 75.259 21.044 21.700 0.985 -3.727 -1.960 H212 FRX 38 FRX H31 H31 H 0 1 N N N 76.809 17.903 21.498 0.040 -2.075 -1.298 H31 FRX 39 FRX H30 H30 H 0 1 N N N 77.885 16.105 20.180 0.001 -0.000 -0.000 H30 FRX 40 FRX H29 H29 H 0 1 N N N 76.933 15.426 18.003 0.010 -0.063 2.477 H29 FRX 41 FRX H28 H28 H 0 1 N N N 74.916 16.564 17.129 0.067 -2.230 3.656 H28 FRX 42 FRX H151 1H15 H 0 0 N N N 73.788 19.502 17.772 1.221 -4.974 2.684 H151 FRX 43 FRX H152 2H15 H 0 0 N N N 72.975 17.917 17.575 -0.274 -4.647 3.570 H152 FRX 44 FRX H13 H13 H 0 1 N N N 72.187 17.985 19.912 -1.650 -5.597 1.757 H13 FRX 45 FRX HN11 HN11 H 0 0 N N N 71.501 20.528 18.564 0.441 -7.610 2.145 HN11 FRX 46 FRX HN8 HN8 H 0 1 N N N 67.421 18.782 19.818 -2.576 -9.158 5.244 HN8 FRX 47 FRX H6 H6 H 0 1 N N N 69.403 21.507 17.783 0.913 -9.460 2.840 H6 FRX 48 FRX H5 H5 H 0 1 N N N 67.097 23.244 16.986 1.608 -12.273 4.011 H5 FRX 49 # 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 FRX O26 C22 DOUB N N 1 FRX C22 C21 SING N N 2 FRX C22 N22 SING N N 3 FRX N22 C24 SING N N 4 FRX N22 HN22 SING N N 5 FRX C24 C25 SING N N 6 FRX C24 H241 SING N N 7 FRX C24 H242 SING N N 8 FRX C25 O25 SING N N 9 FRX C25 H251 SING N N 10 FRX C25 H252 SING N N 11 FRX O25 HO25 SING N N 12 FRX C21 N17 SING N N 13 FRX C21 H211 SING N N 14 FRX C21 H212 SING N N 15 FRX N17 C17 SING N N 16 FRX N17 C19 SING N N 17 FRX C19 C13 SING N N 18 FRX C19 O19 DOUB N N 19 FRX C17 C16 DOUB Y N 20 FRX C17 C31 SING Y N 21 FRX C31 C30 DOUB Y N 22 FRX C31 H31 SING N N 23 FRX C30 C29 SING Y N 24 FRX C30 H30 SING N N 25 FRX C29 C28 DOUB Y N 26 FRX C29 H29 SING N N 27 FRX C16 C28 SING Y N 28 FRX C16 C15 SING N N 29 FRX C28 H28 SING N N 30 FRX C15 C13 SING N N 31 FRX C15 H151 SING N N 32 FRX C15 H152 SING N N 33 FRX C13 N11 SING N N 34 FRX C13 H13 SING N N 35 FRX N11 C11 SING N N 36 FRX N11 HN11 SING N N 37 FRX C11 C7 SING N N 38 FRX C11 O13 DOUB N N 39 FRX C7 C6 DOUB Y N 40 FRX C7 N8 SING Y N 41 FRX N8 C3 SING Y N 42 FRX N8 HN8 SING N N 43 FRX C3 C4 DOUB Y N 44 FRX C3 S2 SING Y N 45 FRX C4 C5 SING Y N 46 FRX C4 C6 SING Y N 47 FRX C6 H6 SING N N 48 FRX C5 C1 DOUB Y N 49 FRX C5 H5 SING N N 50 FRX S2 C1 SING Y N 51 FRX C1 CL SING N N 52 # 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 FRX SMILES ACDLabs 10.04 "Clc2sc1nc(cc1c2)C(=O)NC4C(=O)N(c3ccccc3C4)CC(=O)NCCO" FRX SMILES_CANONICAL CACTVS 3.341 "OCCNC(=O)CN1C(=O)[C@H](Cc2ccccc12)NC(=O)c3[nH]c4sc(Cl)cc4c3" FRX SMILES CACTVS 3.341 "OCCNC(=O)CN1C(=O)[CH](Cc2ccccc12)NC(=O)c3[nH]c4sc(Cl)cc4c3" FRX SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)C[C@@H](C(=O)N2CC(=O)NCCO)NC(=O)c3cc4cc(sc4[nH]3)Cl" FRX SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)CC(C(=O)N2CC(=O)NCCO)NC(=O)c3cc4cc(sc4[nH]3)Cl" FRX InChI InChI 1.03 "InChI=1S/C20H19ClN4O4S/c21-16-9-12-8-13(24-19(12)30-16)18(28)23-14-7-11-3-1-2-4-15(11)25(20(14)29)10-17(27)22-5-6-26/h1-4,8-9,14,24,26H,5-7,10H2,(H,22,27)(H,23,28)/t14-/m0/s1" FRX InChIKey InChI 1.03 VUKPNWLGSLOHIF-AWEZNQCLSA-N # 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 FRX "SYSTEMATIC NAME" ACDLabs 10.04 "2-chloro-N-[(3S)-1-{2-[(2-hydroxyethyl)amino]-2-oxoethyl}-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl]-6H-thieno[2,3-b]pyrrole-5-carboxamide" FRX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-chloro-N-[(3S)-1-[2-(2-hydroxyethylamino)-2-oxo-ethyl]-2-oxo-3,4-dihydroquinolin-3-yl]-6H-thieno[3,2-d]pyrrole-5-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 FRX "Create component" 2006-11-02 EBI FRX "Modify descriptor" 2011-06-04 RCSB #