data_EC2 # _chem_comp.id EC2 _chem_comp.name "(2R,3R)-8-CYCLOPROPYL-7-(NAPHTHALEN-1-YLMETHYL)-5-OXO-2-PHENYL-2,3-DIHYDRO-5H-[1,3]THIAZOLO[3,2-A]PYRIDINE-3-CARBOXYLIC ACID" _chem_comp.type non-polymer _chem_comp.pdbx_type ? _chem_comp.formula "C28 H23 N O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-05-30 _chem_comp.pdbx_modified_date 2011-06-04 _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 453.552 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EC2 _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 2XG5 _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 EC2 O23 O23 O 0 1 N N N -48.211 -8.118 16.252 4.124 -3.035 0.171 O23 EC2 1 EC2 C21 C21 C 0 1 N N N -47.898 -7.472 15.220 3.073 -2.393 0.707 C21 EC2 2 EC2 O22 O22 O 0 1 N N N -46.922 -6.671 15.075 2.576 -2.798 1.732 O22 EC2 3 EC2 C28 C28 C 0 1 N N R -48.773 -7.681 14.037 2.513 -1.169 0.031 C28 EC2 4 EC2 C29 C29 C 0 1 N N R -48.167 -8.761 13.114 3.388 0.032 0.382 C29 EC2 5 EC2 C6 C6 C 0 1 Y N N -49.234 -9.600 12.525 3.965 0.648 -0.867 C6 EC2 6 EC2 C5 C5 C 0 1 Y N N -49.284 -10.966 12.786 5.335 0.718 -1.033 C5 EC2 7 EC2 C4 C4 C 0 1 Y N N -50.303 -11.744 12.234 5.864 1.283 -2.179 C4 EC2 8 EC2 C3 C3 C 0 1 Y N N -51.259 -11.150 11.417 5.022 1.778 -3.158 C3 EC2 9 EC2 C2 C2 C 0 1 Y N N -51.220 -9.775 11.137 3.652 1.707 -2.991 C2 EC2 10 EC2 C1 C1 C 0 1 Y N N -50.200 -8.998 11.703 3.123 1.138 -1.848 C1 EC2 11 EC2 S30 S30 S 0 1 N N N -47.454 -7.902 11.775 2.249 1.191 1.196 S30 EC2 12 EC2 N27 N27 N 0 1 N N N -48.855 -6.413 13.296 1.121 -0.996 0.444 N27 EC2 13 EC2 C26 C26 C 0 1 N N N -49.540 -5.262 13.761 0.131 -1.918 0.250 C26 EC2 14 EC2 O26 O26 O 0 1 N N N -50.105 -5.316 14.879 0.400 -2.972 -0.306 O26 EC2 15 EC2 C22 C22 C 0 1 N N N -48.195 -6.410 12.072 0.810 0.169 1.063 C22 EC2 16 EC2 C23 C23 C 0 1 N N N -48.209 -5.193 11.219 -0.481 0.432 1.494 C23 EC2 17 EC2 C18 C18 C 0 1 N N N -47.518 -5.135 9.902 -0.790 1.739 2.178 C18 EC2 18 EC2 C20 C20 C 0 1 N N N -46.022 -5.035 10.194 0.055 2.955 1.794 C20 EC2 19 EC2 C19 C19 C 0 1 N N N -46.776 -3.817 9.683 0.250 2.287 3.157 C19 EC2 20 EC2 C24 C24 C 0 1 N N N -48.948 -4.019 11.741 -1.491 -0.502 1.300 C24 EC2 21 EC2 C25 C25 C 0 1 N N N -49.588 -4.093 12.983 -1.175 -1.688 0.671 C25 EC2 22 EC2 C17 C17 C 0 1 N N N -49.037 -2.781 10.868 -2.898 -0.226 1.766 C17 EC2 23 EC2 C16 C16 C 0 1 Y N N -50.038 -3.173 9.767 -3.647 0.515 0.689 C16 EC2 24 EC2 C7 C7 C 0 1 Y N N -50.821 -4.328 9.901 -3.700 1.875 0.705 C7 EC2 25 EC2 C8 C8 C 0 1 Y N N -51.737 -4.709 8.916 -4.388 2.578 -0.282 C8 EC2 26 EC2 C9 C9 C 0 1 Y N N -51.880 -3.932 7.773 -5.028 1.925 -1.291 C9 EC2 27 EC2 C10 C10 C 0 1 Y N N -51.120 -2.775 7.635 -4.995 0.521 -1.340 C10 EC2 28 EC2 C15 C15 C 0 1 Y N N -50.206 -2.403 8.616 -4.291 -0.193 -0.339 C15 EC2 29 EC2 C11 C11 C 0 1 Y N N -51.274 -1.993 6.488 -5.643 -0.188 -2.366 C11 EC2 30 EC2 C12 C12 C 0 1 Y N N -50.516 -0.834 6.316 -5.590 -1.548 -2.382 C12 EC2 31 EC2 C13 C13 C 0 1 Y N N -49.604 -0.460 7.298 -4.902 -2.251 -1.395 C13 EC2 32 EC2 C14 C14 C 0 1 Y N N -49.456 -1.236 8.450 -4.254 -1.597 -0.392 C14 EC2 33 EC2 H28 H28 H 0 1 N N N -49.770 -8.008 14.366 2.541 -1.320 -1.049 H28 EC2 34 EC2 H29 H29 H 0 1 N N N -47.463 -9.386 13.683 4.186 -0.264 1.064 H29 EC2 35 EC2 H5 H5 H 0 1 N N N -48.535 -11.424 13.415 5.993 0.332 -0.269 H5 EC2 36 EC2 H1 H1 H 0 1 N N N -50.157 -7.937 11.507 2.052 1.079 -1.719 H1 EC2 37 EC2 H4 H4 H 0 1 N N N -50.349 -12.803 12.441 6.935 1.339 -2.309 H4 EC2 38 EC2 H3 H3 H 0 1 N N N -52.044 -11.757 10.991 5.435 2.220 -4.052 H3 EC2 39 EC2 H2 H2 H 0 1 N N N -51.963 -9.324 10.496 2.994 2.093 -3.756 H2 EC2 40 EC2 H25 H25 H 0 1 N N N -50.130 -3.234 13.351 -1.938 -2.435 0.505 H25 EC2 41 EC2 H18 H18 H 0 1 N N N -48.193 -5.734 9.273 -1.841 1.910 2.412 H18 EC2 42 EC2 H201 H201 H 0 0 N N N -45.460 -5.193 11.126 0.835 2.810 1.047 H201 EC2 43 EC2 H202 H202 H 0 0 N N N -45.120 -5.589 9.894 -0.440 3.926 1.776 H202 EC2 44 EC2 H191 H191 H 0 0 N N N -46.635 -3.213 8.774 -0.116 2.819 4.035 H191 EC2 45 EC2 H192 H192 H 0 0 N N N -46.905 -2.774 10.008 1.158 1.703 3.306 H192 EC2 46 EC2 H171 H171 H 0 0 N N N -49.392 -1.912 11.441 -3.402 -1.169 1.976 H171 EC2 47 EC2 H172 H172 H 0 0 N N N -48.060 -2.481 10.461 -2.868 0.380 2.671 H172 EC2 48 EC2 H7 H7 H 0 1 N N N -50.714 -4.938 10.786 -3.201 2.418 1.494 H7 EC2 49 EC2 H8 H8 H 0 1 N N N -52.330 -5.602 9.043 -4.415 3.657 -0.246 H8 EC2 50 EC2 H9 H9 H 0 1 N N N -52.575 -4.224 6.999 -5.557 2.483 -2.049 H9 EC2 51 EC2 H11 H11 H 0 1 N N N -51.984 -2.287 5.729 -6.181 0.343 -3.138 H11 EC2 52 EC2 H14 H14 H 0 1 N N N -48.758 -0.932 9.216 -3.725 -2.155 0.366 H14 EC2 53 EC2 H12 H12 H 0 1 N N N -50.636 -0.232 5.427 -6.089 -2.090 -3.172 H12 EC2 54 EC2 H13 H13 H 0 1 N N N -49.009 0.432 7.169 -4.876 -3.330 -1.430 H13 EC2 55 EC2 H23 H23 H 0 1 N N N -47.594 -7.923 16.948 4.448 -3.815 0.641 H23 EC2 56 # 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 EC2 O23 C21 SING N N 1 EC2 C21 O22 DOUB N N 2 EC2 C21 C28 SING N N 3 EC2 C28 C29 SING N N 4 EC2 C28 N27 SING N N 5 EC2 C29 C6 SING N N 6 EC2 C29 S30 SING N N 7 EC2 C6 C5 SING Y N 8 EC2 C6 C1 DOUB Y N 9 EC2 C5 C4 DOUB Y N 10 EC2 C4 C3 SING Y N 11 EC2 C3 C2 DOUB Y N 12 EC2 C2 C1 SING Y N 13 EC2 S30 C22 SING N N 14 EC2 N27 C26 SING N N 15 EC2 N27 C22 SING N N 16 EC2 C26 O26 DOUB N N 17 EC2 C26 C25 SING N N 18 EC2 C22 C23 DOUB N N 19 EC2 C23 C18 SING N N 20 EC2 C23 C24 SING N N 21 EC2 C18 C20 SING N N 22 EC2 C18 C19 SING N N 23 EC2 C20 C19 SING N N 24 EC2 C24 C25 DOUB N N 25 EC2 C24 C17 SING N N 26 EC2 C17 C16 SING N N 27 EC2 C16 C7 SING Y N 28 EC2 C16 C15 DOUB Y N 29 EC2 C7 C8 DOUB Y N 30 EC2 C8 C9 SING Y N 31 EC2 C9 C10 DOUB Y N 32 EC2 C10 C15 SING Y N 33 EC2 C10 C11 SING Y N 34 EC2 C15 C14 SING Y N 35 EC2 C11 C12 DOUB Y N 36 EC2 C12 C13 SING Y N 37 EC2 C13 C14 DOUB Y N 38 EC2 C28 H28 SING N N 39 EC2 C29 H29 SING N N 40 EC2 C5 H5 SING N N 41 EC2 C1 H1 SING N N 42 EC2 C4 H4 SING N N 43 EC2 C3 H3 SING N N 44 EC2 C2 H2 SING N N 45 EC2 C25 H25 SING N N 46 EC2 C18 H18 SING N N 47 EC2 C20 H201 SING N N 48 EC2 C20 H202 SING N N 49 EC2 C19 H191 SING N N 50 EC2 C19 H192 SING N N 51 EC2 C17 H171 SING N N 52 EC2 C17 H172 SING N N 53 EC2 C7 H7 SING N N 54 EC2 C8 H8 SING N N 55 EC2 C9 H9 SING N N 56 EC2 C11 H11 SING N N 57 EC2 C14 H14 SING N N 58 EC2 C12 H12 SING N N 59 EC2 C13 H13 SING N N 60 EC2 O23 H23 SING N N 61 # 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 EC2 SMILES ACDLabs 10.04 "O=C3C=C(C(=C2SC(c1ccccc1)C(N23)C(=O)O)C4CC4)Cc6c5ccccc5ccc6" EC2 SMILES_CANONICAL CACTVS 3.352 "OC(=O)[C@@H]1[C@H](SC2=C(C3CC3)C(=CC(=O)N12)Cc4cccc5ccccc45)c6ccccc6" EC2 SMILES CACTVS 3.352 "OC(=O)[CH]1[CH](SC2=C(C3CC3)C(=CC(=O)N12)Cc4cccc5ccccc45)c6ccccc6" EC2 SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "c1ccc(cc1)[C@@H]2[C@H](N3C(=O)C=C(C(=C3S2)C4CC4)Cc5cccc6c5cccc6)C(=O)O" EC2 SMILES "OpenEye OEToolkits" 1.6.1 "c1ccc(cc1)C2C(N3C(=O)C=C(C(=C3S2)C4CC4)Cc5cccc6c5cccc6)C(=O)O" EC2 InChI InChI 1.03 "InChI=1S/C28H23NO3S/c30-23-16-21(15-20-11-6-10-17-7-4-5-12-22(17)20)24(18-13-14-18)27-29(23)25(28(31)32)26(33-27)19-8-2-1-3-9-19/h1-12,16,18,25-26H,13-15H2,(H,31,32)/t25-,26+/m0/s1" EC2 InChIKey InChI 1.03 QSGWJHVTILGJTA-IZZNHLLZSA-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 EC2 "SYSTEMATIC NAME" ACDLabs 10.04 "(2R,3R)-8-cyclopropyl-7-(naphthalen-1-ylmethyl)-5-oxo-2-phenyl-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyridine-3-carboxylic acid" EC2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(2R,3R)-8-cyclopropyl-7-(naphthalen-1-ylmethyl)-5-oxo-2-phenyl-2,3-dihydro-[1,3]thiazolo[3,2-a]pyridine-3-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 EC2 "Create component" 2010-05-30 EBI EC2 "Modify aromatic_flag" 2011-06-04 RCSB EC2 "Modify descriptor" 2011-06-04 RCSB #