data_LY5 # _chem_comp.id LY5 _chem_comp.name "(3S,4aR,6S,8aR)-6-{[(2S)-2-carboxy-4,4-difluoropyrrolidin-1-yl]methyl}decahydroisoquinoline-3-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H24 F2 N2 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms LY466195 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-09-11 _chem_comp.pdbx_modified_date 2020-06-17 _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 346.370 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LY5 _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 2QS4 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # 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 LY5 F2 F2 F 0 1 N N N -16.335 27.284 -17.551 -5.044 1.171 0.175 F2 LY5 1 LY5 C15 C15 C 0 1 N N N -17.650 27.079 -17.644 -4.343 0.374 -0.736 C15 LY5 2 LY5 F1 F1 F 0 1 N N N -17.878 27.349 -18.892 -4.992 0.353 -1.975 F1 LY5 3 LY5 C14 C14 C 0 1 N N N -18.496 27.907 -16.667 -4.162 -1.064 -0.182 C14 LY5 4 LY5 C12 C12 C 0 1 N N S -18.492 26.995 -15.445 -2.923 -0.894 0.731 C12 LY5 5 LY5 C13 C13 C 0 1 N N N -19.494 27.302 -14.327 -2.218 -2.214 0.910 C13 LY5 6 LY5 O4 O4 O 0 1 N N N -20.685 26.995 -14.402 -1.077 -2.345 0.536 O4 LY5 7 LY5 O3 O3 O 0 1 N N N -19.106 27.806 -13.278 -2.859 -3.245 1.484 O3 LY5 8 LY5 C16 C16 C 0 1 N N N -17.989 25.617 -17.309 -2.890 0.872 -0.890 C16 LY5 9 LY5 N2 N2 N 0 1 N N N -18.698 25.646 -16.012 -2.052 0.061 0.013 N2 LY5 10 LY5 C11 C11 C 0 1 N N N -18.185 24.686 -15.036 -1.316 0.914 0.955 C11 LY5 11 LY5 C7 C7 C 0 1 N N S -18.319 23.250 -15.532 -0.150 1.588 0.228 C7 LY5 12 LY5 C6 C6 C 0 1 N N N -19.726 22.650 -15.336 0.856 0.526 -0.217 C6 LY5 13 LY5 C8 C8 C 0 1 N N N -17.330 22.479 -14.655 0.537 2.576 1.173 C8 LY5 14 LY5 C9 C9 C 0 1 N N N -17.355 20.993 -15.064 1.698 3.253 0.443 C9 LY5 15 LY5 C4 C4 C 0 1 N N R -18.780 20.400 -14.905 2.705 2.196 -0.010 C4 LY5 16 LY5 C5 C5 C 0 1 N N R -19.791 21.172 -15.759 2.021 1.198 -0.948 C5 LY5 17 LY5 C3 C3 C 0 1 N N N -19.214 20.265 -13.456 3.255 1.450 1.207 C3 LY5 18 LY5 N1 N1 N 0 1 N N N -20.545 19.572 -13.396 4.218 0.434 0.764 N1 LY5 19 LY5 C1 C1 C 0 1 N N S -21.610 20.303 -14.153 3.580 -0.561 -0.108 C1 LY5 20 LY5 C2 C2 C 0 1 N N N -21.183 20.564 -15.609 3.037 0.129 -1.362 C2 LY5 21 LY5 C10 C10 C 0 1 N N N -22.850 19.461 -14.103 4.593 -1.603 -0.506 C10 LY5 22 LY5 O1 O1 O 0 1 N N N -23.914 19.957 -14.608 5.773 -1.359 -0.426 O1 LY5 23 LY5 O2 O2 O 0 1 N N N -22.820 18.326 -13.609 4.183 -2.801 -0.951 O2 LY5 24 LY5 H141 H141 H 0 0 N N N -18.028 28.879 -16.449 -5.034 -1.371 0.396 H141 LY5 25 LY5 H142 H142 H 0 0 N N N -19.515 28.068 -17.049 -3.961 -1.770 -0.987 H142 LY5 26 LY5 H12 H12 H 0 1 N N N -17.484 27.032 -15.006 -3.217 -0.488 1.699 H12 LY5 27 LY5 HO3 HO3 H 0 1 N N N -19.834 27.876 -12.671 -2.366 -4.071 1.577 HO3 LY5 28 LY5 H161 H161 H 0 0 N N N -18.636 25.187 -18.088 -2.560 0.740 -1.921 H161 LY5 29 LY5 H162 H162 H 0 0 N N N -17.068 25.021 -17.227 -2.826 1.923 -0.610 H162 LY5 30 LY5 H111 H111 H 0 0 N N N -17.122 24.901 -14.849 -1.985 1.676 1.355 H111 LY5 31 LY5 H112 H112 H 0 0 N N N -18.751 24.794 -14.099 -0.930 0.304 1.772 H112 LY5 32 LY5 H7 H7 H 0 1 N N N -18.023 23.182 -16.589 -0.526 2.122 -0.645 H7 LY5 33 LY5 H61 H61 H 0 1 N N N -20.443 23.224 -15.941 1.234 -0.005 0.657 H61 LY5 34 LY5 H62 H62 H 0 1 N N N -19.999 22.727 -14.273 0.366 -0.180 -0.887 H62 LY5 35 LY5 H81 H81 H 0 1 N N N -16.317 22.884 -14.796 -0.181 3.332 1.494 H81 LY5 36 LY5 H82 H82 H 0 1 N N N -17.620 22.576 -13.598 0.916 2.042 2.045 H82 LY5 37 LY5 H91 H91 H 0 1 N N N -16.658 20.432 -14.425 1.317 3.788 -0.427 H91 LY5 38 LY5 H92 H92 H 0 1 N N N -17.043 20.903 -16.115 2.189 3.957 1.115 H92 LY5 39 LY5 H4 H4 H 0 1 N N N -18.737 19.381 -15.317 3.526 2.681 -0.539 H4 LY5 40 LY5 H5 H5 H 0 1 N N N -19.487 21.098 -16.814 1.649 1.712 -1.834 H5 LY5 41 LY5 H31 H31 H 0 1 N N N -18.468 19.675 -12.903 3.752 2.156 1.872 H31 LY5 42 LY5 H32 H32 H 0 1 N N N -19.300 21.264 -13.004 2.435 0.967 1.738 H32 LY5 43 LY5 HN1 HN1 H 0 1 N N N -20.825 19.499 -12.439 4.664 -0.010 1.553 HN1 LY5 44 LY5 H1 H1 H 0 1 N N N -21.807 21.268 -13.664 2.759 -1.038 0.427 H1 LY5 45 LY5 H21 H21 H 0 1 N N N -21.910 21.254 -16.062 2.551 -0.608 -2.001 H21 LY5 46 LY5 H22 H22 H 0 1 N N N -21.200 19.606 -16.149 3.859 0.597 -1.904 H22 LY5 47 LY5 HO2 HO2 H 0 1 N N N -23.680 17.928 -13.675 4.870 -3.437 -1.195 HO2 LY5 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 LY5 F1 C15 SING N N 1 LY5 C15 F2 SING N N 2 LY5 C15 C16 SING N N 3 LY5 C15 C14 SING N N 4 LY5 C16 N2 SING N N 5 LY5 C14 C12 SING N N 6 LY5 N2 C12 SING N N 7 LY5 N2 C11 SING N N 8 LY5 C5 C2 SING N N 9 LY5 C5 C6 SING N N 10 LY5 C5 C4 SING N N 11 LY5 C2 C1 SING N N 12 LY5 C7 C6 SING N N 13 LY5 C7 C11 SING N N 14 LY5 C7 C8 SING N N 15 LY5 C12 C13 SING N N 16 LY5 C9 C4 SING N N 17 LY5 C9 C8 SING N N 18 LY5 C4 C3 SING N N 19 LY5 O1 C10 DOUB N N 20 LY5 O4 C13 DOUB N N 21 LY5 C13 O3 SING N N 22 LY5 C1 C10 SING N N 23 LY5 C1 N1 SING N N 24 LY5 C10 O2 SING N N 25 LY5 C3 N1 SING N N 26 LY5 C14 H141 SING N N 27 LY5 C14 H142 SING N N 28 LY5 C12 H12 SING N N 29 LY5 O3 HO3 SING N N 30 LY5 C16 H161 SING N N 31 LY5 C16 H162 SING N N 32 LY5 C11 H111 SING N N 33 LY5 C11 H112 SING N N 34 LY5 C7 H7 SING N N 35 LY5 C6 H61 SING N N 36 LY5 C6 H62 SING N N 37 LY5 C8 H81 SING N N 38 LY5 C8 H82 SING N N 39 LY5 C9 H91 SING N N 40 LY5 C9 H92 SING N N 41 LY5 C4 H4 SING N N 42 LY5 C5 H5 SING N N 43 LY5 C3 H31 SING N N 44 LY5 C3 H32 SING N N 45 LY5 N1 HN1 SING N N 46 LY5 C1 H1 SING N N 47 LY5 C2 H21 SING N N 48 LY5 C2 H22 SING N N 49 LY5 O2 HO2 SING N N 50 # # 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 LY5 SMILES ACDLabs 12.01 "FC1(CN(C(C1)C(O)=O)CC2CC3C(CC2)CNC(C(O)=O)C3)F" LY5 InChI InChI 1.03 "InChI=1S/C16H24F2N2O4/c17-16(18)5-13(15(23)24)20(8-16)7-9-1-2-10-6-19-12(14(21)22)4-11(10)3-9/h9-13,19H,1-8H2,(H,21,22)(H,23,24)/t9-,10-,11+,12-,13-/m0/s1" LY5 InChIKey InChI 1.03 OXQXJYQSWZFDBB-WJTVCTBASA-N LY5 SMILES_CANONICAL CACTVS 3.385 "OC(=O)[C@@H]1C[C@H]2C[C@H](CC[C@H]2CN1)CN3CC(F)(F)C[C@H]3C(O)=O" LY5 SMILES CACTVS 3.385 "OC(=O)[CH]1C[CH]2C[CH](CC[CH]2CN1)CN3CC(F)(F)C[CH]3C(O)=O" LY5 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C1C[C@H]2CN[C@@H](C[C@H]2C[C@H]1CN3CC(C[C@H]3C(=O)O)(F)F)C(=O)O" LY5 SMILES "OpenEye OEToolkits" 1.7.6 "C1CC2CNC(CC2CC1CN3CC(CC3C(=O)O)(F)F)C(=O)O" # # 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 LY5 "SYSTEMATIC NAME" ACDLabs 12.01 "(3S,4aR,6S,8aR)-6-{[(2S)-2-carboxy-4,4-difluoropyrrolidin-1-yl]methyl}decahydroisoquinoline-3-carboxylic acid" LY5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(3S,4aR,6S,8aR)-6-[[(2S)-2-carboxy-4,4-bis(fluoranyl)pyrrolidin-1-yl]methyl]-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline-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 LY5 "Create component" 2007-09-11 RCSB LY5 "Modify descriptor" 2011-06-04 RCSB LY5 "Modify synonyms" 2015-07-29 RCSB LY5 "Modify processing site" 2015-07-29 RCSB LY5 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id LY5 _pdbx_chem_comp_synonyms.name LY466195 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##