data_FRY # _chem_comp.id FRY _chem_comp.name "(2S)-N-[(3S)-1-(2-AMINO-2-OXOETHYL)-2-OXO-1,2,3,4-TETRAHYDROQUINOLIN-3-YL]-2-CHLORO-2H-THIENO[2,3-B]PYRROLE-5-CARBOXAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H15 Cl N4 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-11-01 _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 402.855 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FRY _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 ? _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 FRY C1 C1 C 0 1 N N N 23.065 13.603 73.922 0.240 -12.927 5.244 C1 FRY 1 FRY C7 C7 C 0 1 N N N 19.322 12.930 75.943 -0.871 -8.940 3.809 C7 FRY 2 FRY C6 C6 C 0 1 N N N 19.504 13.668 74.737 -1.582 -9.616 4.734 C6 FRY 3 FRY C5 C5 C 0 1 N N N 21.846 14.090 73.542 -0.885 -11.977 5.558 C5 FRY 4 FRY C4 C4 C 0 1 N N N 20.861 13.605 74.514 -0.866 -10.831 4.888 C4 FRY 5 FRY C3 C3 C 0 1 N N N 21.445 12.816 75.532 0.254 -10.707 3.966 C3 FRY 6 FRY C10 C10 C 0 1 N N N 18.021 12.651 76.671 -1.264 -7.599 3.339 C10 FRY 7 FRY C12 C12 C 0 1 N N S 15.596 12.772 76.993 -0.571 -5.795 1.779 C12 FRY 8 FRY C16 C16 C 0 1 Y N N 12.875 12.052 77.378 0.055 -3.389 0.436 C16 FRY 9 FRY C14 C14 C 0 1 N N N 14.576 13.889 77.018 0.159 -4.723 2.565 C14 FRY 10 FRY C15 C15 C 0 1 Y N N 13.330 13.337 77.691 0.056 -3.412 1.841 C15 FRY 11 FRY C18 C18 C 0 1 N N N 14.942 11.550 76.375 -0.089 -5.869 0.334 C18 FRY 12 FRY O19 O19 O 0 1 N N N 15.771 10.576 75.690 0.013 -6.952 -0.246 O19 FRY 13 FRY C20 C20 C 0 1 N N N 12.983 10.196 75.706 0.351 -4.588 -1.730 C20 FRY 14 FRY O22 O22 O 0 1 N N N 13.576 7.940 75.186 -2.047 -4.560 -2.062 O22 FRY 15 FRY C21 C21 C 0 1 N N N 13.605 8.846 76.022 -0.927 -4.259 -2.465 C21 FRY 16 FRY N23 N23 N 0 1 N N N 14.216 8.731 77.204 -0.692 -3.626 -3.667 N23 FRY 17 FRY N17 N17 N 0 1 N N N 13.624 11.281 76.465 0.097 -4.625 -0.292 N17 FRY 18 FRY C24 C24 C 0 1 Y N N 11.729 11.538 78.008 0.040 -2.144 -0.213 C24 FRY 19 FRY C25 C25 C 0 1 Y N N 11.044 12.320 78.933 0.017 -0.954 0.519 C25 FRY 20 FRY C26 C26 C 0 1 Y N N 11.505 13.596 79.230 0.020 -0.988 1.909 C26 FRY 21 FRY C27 C27 C 0 1 Y N N 12.648 14.111 78.619 0.047 -2.213 2.569 C27 FRY 22 FRY N11 N11 N 0 1 N N N 16.823 13.104 76.256 -0.397 -7.087 2.390 N11 FRY 23 FRY O13 O13 O 0 1 N N N 18.090 11.968 77.681 -2.267 -7.051 3.783 O13 FRY 24 FRY N8 N8 N 0 1 N N N 20.528 12.417 76.408 0.265 -9.582 3.314 N8 FRY 25 FRY S2 S2 S 0 1 N N N 23.165 12.664 75.341 1.278 -12.082 3.971 S2 FRY 26 FRY CL CL CL 0 0 N N N 24.546 13.850 72.955 1.194 -13.259 6.702 CL FRY 27 FRY H1 H1 H 0 1 N N N 23.142 14.672 73.675 -0.141 -13.871 4.844 H1 FRY 28 FRY H6 H6 H 0 1 N N N 18.753 14.161 74.138 -2.480 -9.316 5.243 H6 FRY 29 FRY H5 H5 H 0 1 N N N 21.645 14.716 72.685 -1.658 -12.225 6.275 H5 FRY 30 FRY H12 H12 H 0 1 N N N 15.910 12.587 78.031 -1.650 -5.597 1.757 H12 FRY 31 FRY H141 1H14 H 0 0 N N N 14.965 14.749 77.582 1.221 -4.974 2.684 H141 FRY 32 FRY H142 2H14 H 0 0 N N N 14.350 14.236 75.999 -0.274 -4.647 3.570 H142 FRY 33 FRY H201 1H20 H 0 0 N N N 13.103 10.398 74.631 1.117 -3.831 -1.919 H201 FRY 34 FRY H202 2H20 H 0 0 N N N 11.920 10.160 75.988 0.712 -5.571 -2.045 H202 FRY 35 FRY H231 1H23 H 0 0 N N N 14.602 7.813 77.294 -1.459 -3.358 -4.274 H231 FRY 36 FRY H232 2H23 H 0 0 N N N 14.278 9.453 77.893 0.244 -3.404 -3.990 H232 FRY 37 FRY H24 H24 H 0 1 N N N 11.382 10.542 77.776 0.040 -2.075 -1.298 H24 FRY 38 FRY H25 H25 H 0 1 N N N 10.158 11.937 79.418 0.001 -0.000 -0.000 H25 FRY 39 FRY H26 H26 H 0 1 N N N 10.969 14.200 79.947 0.010 -0.063 2.477 H26 FRY 40 FRY H27 H27 H 0 1 N N N 12.999 15.102 78.866 0.067 -2.230 3.656 H27 FRY 41 FRY HN11 HN11 H 0 0 N N N 16.768 13.674 75.436 0.403 -7.652 2.109 HN11 FRY 42 # 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 FRY C1 CL SING N N 1 FRY C1 C5 SING N N 2 FRY C1 S2 SING N N 3 FRY C1 H1 SING N N 4 FRY C7 C6 DOUB N N 5 FRY C7 N8 SING N N 6 FRY C7 C10 SING N N 7 FRY C6 C4 SING N N 8 FRY C6 H6 SING N N 9 FRY C5 C4 DOUB N N 10 FRY C5 H5 SING N N 11 FRY C4 C3 SING N N 12 FRY C3 S2 SING N N 13 FRY C3 N8 DOUB N N 14 FRY C10 N11 SING N N 15 FRY C10 O13 DOUB N N 16 FRY C12 N11 SING N N 17 FRY C12 C18 SING N N 18 FRY C12 C14 SING N N 19 FRY C12 H12 SING N N 20 FRY C16 N17 SING N N 21 FRY C16 C15 DOUB Y N 22 FRY C16 C24 SING Y N 23 FRY C14 C15 SING N N 24 FRY C14 H141 SING N N 25 FRY C14 H142 SING N N 26 FRY C15 C27 SING Y N 27 FRY C18 O19 DOUB N N 28 FRY C18 N17 SING N N 29 FRY C20 C21 SING N N 30 FRY C20 N17 SING N N 31 FRY C20 H201 SING N N 32 FRY C20 H202 SING N N 33 FRY O22 C21 DOUB N N 34 FRY C21 N23 SING N N 35 FRY N23 H231 SING N N 36 FRY N23 H232 SING N N 37 FRY C24 C25 DOUB Y N 38 FRY C24 H24 SING N N 39 FRY C25 C26 SING Y N 40 FRY C25 H25 SING N N 41 FRY C26 C27 DOUB Y N 42 FRY C26 H26 SING N N 43 FRY C27 H27 SING N N 44 FRY N11 HN11 SING N N 45 # 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 FRY SMILES ACDLabs 10.04 "ClC2SC1=NC(=CC1=C2)C(=O)NC4C(=O)N(c3ccccc3C4)CC(=O)N" FRY SMILES_CANONICAL CACTVS 3.341 "NC(=O)CN1C(=O)[C@H](Cc2ccccc12)NC(=O)C3=CC4=C[C@H](Cl)SC4=N3" FRY SMILES CACTVS 3.341 "NC(=O)CN1C(=O)[CH](Cc2ccccc12)NC(=O)C3=CC4=C[CH](Cl)SC4=N3" FRY SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)C[C@@H](C(=O)N2CC(=O)N)NC(=O)C3=CC4=CC(SC4=N3)Cl" FRY SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)CC(C(=O)N2CC(=O)N)NC(=O)C3=CC4=CC(SC4=N3)Cl" FRY InChI InChI 1.03 "InChI=1S/C18H15ClN4O3S/c19-14-7-10-6-11(22-17(10)27-14)16(25)21-12-5-9-3-1-2-4-13(9)23(18(12)26)8-15(20)24/h1-4,6-7,12,14H,5,8H2,(H2,20,24)(H,21,25)/t12-,14+/m0/s1" FRY InChIKey InChI 1.03 ACSGSLPOHKRZCY-GXTWGEPZSA-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 FRY "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-N-[(3S)-1-(2-amino-2-oxoethyl)-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl]-2-chloro-2H-thieno[2,3-b]pyrrole-5-carboxamide" FRY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-[(3S)-1-(2-amino-2-oxo-ethyl)-2-oxo-3,4-dihydroquinolin-3-yl]-2-chloro-2H-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 FRY "Create component" 2006-11-01 EBI FRY "Modify descriptor" 2011-06-04 RCSB #