data_5F2 # _chem_comp.id 5F2 _chem_comp.name "ethyl (2Z,4S)-4-[(N-acetyl-L-phenylalanyl)amino]-5-[(3S)-2-oxopyrrolidin-3-yl]pent-2-enoate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H29 N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-09-18 _chem_comp.pdbx_modified_date 2016-03-25 _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 415.483 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5F2 _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 5DPA _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 5F2 N1 N1 N 0 1 N N N -1.884 -8.680 -3.174 -4.404 3.144 0.713 N1 5F2 1 5F2 C2 C1 C 0 1 N N S -8.152 -7.334 -1.331 2.078 0.768 -0.305 C2 5F2 2 5F2 C3 C2 C 0 1 N N N -9.453 -6.605 -1.547 2.764 -0.599 -0.283 C3 5F2 3 5F2 C4 C3 C 0 1 Y N N -10.507 -7.016 -0.559 4.230 -0.431 -0.588 C4 5F2 4 5F2 C5 C4 C 0 1 Y N N -10.748 -8.364 -0.253 5.130 -0.221 0.440 C5 5F2 5 5F2 C6 C5 C 0 1 Y N N -11.776 -8.710 0.634 6.475 -0.066 0.161 C6 5F2 6 5F2 C7 C6 C 0 1 Y N N -12.547 -7.715 1.226 6.920 -0.122 -1.147 C7 5F2 7 5F2 C8 C7 C 0 1 Y N N -12.305 -6.363 0.922 6.020 -0.333 -2.175 C8 5F2 8 5F2 C9 C8 C 0 1 Y N N -11.291 -6.012 0.018 4.676 -0.492 -1.895 C9 5F2 9 5F2 C19 C9 C 0 1 N N N -6.498 -2.609 -4.615 -3.276 -5.520 1.484 C19 5F2 10 5F2 C20 C10 C 0 1 N N N -6.445 -7.363 0.419 2.483 1.191 2.060 C20 5F2 11 5F2 C22 C11 C 0 1 N N N -6.025 -6.788 1.746 3.027 2.044 3.177 C22 5F2 12 5F2 O3 O1 O 0 1 N N N -6.142 -5.608 -7.324 -1.610 -1.924 0.318 O3 5F2 13 5F2 C16 C12 C 0 1 N N N -7.010 -5.600 -6.443 -2.340 -2.520 -0.449 C16 5F2 14 5F2 O2 O2 O 0 1 N N N -7.442 -4.331 -5.900 -2.890 -3.695 -0.080 O2 5F2 15 5F2 C18 C13 C 0 1 N N N -6.645 -3.164 -6.015 -2.566 -4.186 1.247 C18 5F2 16 5F2 C15 C14 C 0 1 N N N -7.748 -6.814 -5.882 -2.623 -1.962 -1.778 C15 5F2 17 5F2 C14 C15 C 0 1 N N N -6.927 -8.084 -5.691 -2.205 -0.737 -2.088 C14 5F2 18 5F2 C10 C16 C 0 1 N N S -6.006 -7.998 -4.438 -1.631 0.156 -1.018 C10 5F2 19 5F2 C11 C17 C 0 1 N N N -4.914 -9.074 -4.569 -2.223 1.561 -1.155 C11 5F2 20 5F2 C12 C18 C 0 1 N N S -4.110 -9.413 -3.306 -3.718 1.518 -0.829 C12 5F2 21 5F2 C26 C19 C 0 1 N N N -3.986 -8.254 -2.309 -4.478 2.609 -1.623 C26 5F2 22 5F2 C25 C20 C 0 1 N N N -2.626 -7.618 -2.549 -4.499 3.774 -0.609 C25 5F2 23 5F2 C13 C21 C 0 1 N N N -2.653 -9.675 -3.601 -3.962 1.878 0.620 C13 5F2 24 5F2 O1 O3 O 0 1 N N N -2.245 -10.672 -4.158 -3.781 1.135 1.561 O1 5F2 25 5F2 N N2 N 0 1 N N N -6.876 -8.108 -3.271 -0.175 0.224 -1.168 N 5F2 26 5F2 C17 C22 C 0 1 N N N -7.237 -7.064 -2.485 0.593 0.589 -0.122 C17 5F2 27 5F2 O4 O4 O 0 1 N N N -6.847 -5.908 -2.607 0.089 0.772 0.966 O4 5F2 28 5F2 N2 N3 N 0 1 N N N -7.602 -6.896 -0.054 2.607 1.597 0.781 N2 5F2 29 5F2 O21 O5 O 0 1 N N N -5.779 -8.183 -0.185 1.934 0.140 2.312 O21 5F2 30 5F2 H1 H1 H 0 1 N N N -0.889 -8.670 -3.277 -4.627 3.586 1.547 H1 5F2 31 5F2 H2 H2 H 0 1 N N N -8.357 -8.414 -1.287 2.270 1.256 -1.261 H2 5F2 32 5F2 H3 H3 H 0 1 N N N -9.274 -5.524 -1.445 2.647 -1.048 0.703 H3 5F2 33 5F2 H4 H4 H 0 1 N N N -9.816 -6.822 -2.562 2.309 -1.246 -1.033 H4 5F2 34 5F2 H5 H5 H 0 1 N N N -10.140 -9.136 -0.702 4.782 -0.177 1.462 H5 5F2 35 5F2 H6 H6 H 0 1 N N N -11.970 -9.749 0.858 7.178 0.099 0.964 H6 5F2 36 5F2 H7 H7 H 0 1 N N N -13.332 -7.980 1.919 7.971 -0.001 -1.365 H7 5F2 37 5F2 H8 H8 H 0 1 N N N -12.902 -5.592 1.386 6.368 -0.376 -3.196 H8 5F2 38 5F2 H9 H9 H 0 1 N N N -11.117 -4.975 -0.230 3.973 -0.660 -2.698 H9 5F2 39 5F2 H10 H10 H 0 1 N N N -5.884 -1.696 -4.644 -3.033 -5.890 2.481 H10 5F2 40 5F2 H11 H11 H 0 1 N N N -7.492 -2.369 -4.209 -4.354 -5.378 1.403 H11 5F2 41 5F2 H12 H12 H 0 1 N N N -6.011 -3.358 -3.973 -2.948 -6.245 0.738 H12 5F2 42 5F2 H13 H13 H 0 1 N N N -5.061 -7.224 2.046 2.256 2.737 3.514 H13 5F2 43 5F2 H14 H14 H 0 1 N N N -5.922 -5.697 1.656 3.329 1.406 4.008 H14 5F2 44 5F2 H15 H15 H 0 1 N N N -6.786 -7.023 2.505 3.889 2.606 2.819 H15 5F2 45 5F2 H16 H16 H 0 1 N N N -5.658 -3.416 -6.430 -2.894 -3.462 1.993 H16 5F2 46 5F2 H17 H17 H 0 1 N N N -7.139 -2.428 -6.666 -1.488 -4.329 1.329 H17 5F2 47 5F2 H18 H18 H 0 1 N N N -8.798 -6.775 -5.633 -3.171 -2.545 -2.503 H18 5F2 48 5F2 H20 H20 H 0 1 N N N -6.978 -8.941 -6.346 -2.276 -0.383 -3.106 H20 5F2 49 5F2 H22 H22 H 0 1 N N N -5.520 -7.011 -4.438 -1.877 -0.248 -0.037 H22 5F2 50 5F2 H23 H23 H 0 1 N N N -5.400 -10.000 -4.910 -1.720 2.236 -0.464 H23 5F2 51 5F2 H24 H24 H 0 1 N N N -4.201 -8.731 -5.333 -2.085 1.916 -2.176 H24 5F2 52 5F2 H25 H25 H 0 1 N N N -4.556 -10.286 -2.806 -4.127 0.532 -1.048 H25 5F2 53 5F2 H26 H26 H 0 1 N N N -4.785 -7.518 -2.482 -3.932 2.886 -2.526 H26 5F2 54 5F2 H27 H27 H 0 1 N N N -4.052 -8.632 -1.278 -5.489 2.282 -1.866 H27 5F2 55 5F2 H28 H28 H 0 1 N N N -2.159 -7.312 -1.601 -5.432 4.332 -0.695 H28 5F2 56 5F2 H29 H29 H 0 1 N N N -2.708 -6.747 -3.215 -3.648 4.435 -0.775 H29 5F2 57 5F2 H30 H30 H 0 1 N N N -7.229 -9.013 -3.036 0.236 0.006 -2.019 H30 5F2 58 5F2 H31 H31 H 0 1 N N N -8.109 -6.223 0.485 3.046 2.438 0.580 H31 5F2 59 # 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 5F2 O3 C16 DOUB N N 1 5F2 C16 O2 SING N N 2 5F2 C16 C15 SING N N 3 5F2 C18 O2 SING N N 4 5F2 C18 C19 SING N N 5 5F2 C15 C14 DOUB N Z 6 5F2 C14 C10 SING N N 7 5F2 C11 C10 SING N N 8 5F2 C11 C12 SING N N 9 5F2 C10 N SING N N 10 5F2 O1 C13 DOUB N N 11 5F2 C13 C12 SING N N 12 5F2 C13 N1 SING N N 13 5F2 C12 C26 SING N N 14 5F2 N C17 SING N N 15 5F2 N1 C25 SING N N 16 5F2 O4 C17 DOUB N N 17 5F2 C25 C26 SING N N 18 5F2 C17 C2 SING N N 19 5F2 C3 C2 SING N N 20 5F2 C3 C4 SING N N 21 5F2 C2 N2 SING N N 22 5F2 C4 C5 DOUB Y N 23 5F2 C4 C9 SING Y N 24 5F2 C5 C6 SING Y N 25 5F2 O21 C20 DOUB N N 26 5F2 N2 C20 SING N N 27 5F2 C9 C8 DOUB Y N 28 5F2 C20 C22 SING N N 29 5F2 C6 C7 DOUB Y N 30 5F2 C8 C7 SING Y N 31 5F2 N1 H1 SING N N 32 5F2 C2 H2 SING N N 33 5F2 C3 H3 SING N N 34 5F2 C3 H4 SING N N 35 5F2 C5 H5 SING N N 36 5F2 C6 H6 SING N N 37 5F2 C7 H7 SING N N 38 5F2 C8 H8 SING N N 39 5F2 C9 H9 SING N N 40 5F2 C19 H10 SING N N 41 5F2 C19 H11 SING N N 42 5F2 C19 H12 SING N N 43 5F2 C22 H13 SING N N 44 5F2 C22 H14 SING N N 45 5F2 C22 H15 SING N N 46 5F2 C18 H16 SING N N 47 5F2 C18 H17 SING N N 48 5F2 C15 H18 SING N N 49 5F2 C14 H20 SING N N 50 5F2 C10 H22 SING N N 51 5F2 C11 H23 SING N N 52 5F2 C11 H24 SING N N 53 5F2 C12 H25 SING N N 54 5F2 C26 H26 SING N N 55 5F2 C26 H27 SING N N 56 5F2 C25 H28 SING N N 57 5F2 C25 H29 SING N N 58 5F2 N H30 SING N N 59 5F2 N2 H31 SING N N 60 # 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 5F2 SMILES ACDLabs 12.01 "N2CCC(CC(/C=C\C(=O)OCC)NC(C(NC(C)=O)Cc1ccccc1)=O)C2=O" 5F2 InChI InChI 1.03 "InChI=1S/C22H29N3O5/c1-3-30-20(27)10-9-18(14-17-11-12-23-21(17)28)25-22(29)19(24-15(2)26)13-16-7-5-4-6-8-16/h4-10,17-19H,3,11-14H2,1-2H3,(H,23,28)(H,24,26)(H,25,29)/t17-,18+,19-/m0/s1" 5F2 InChIKey InChI 1.03 YYPCDXRHVHVVTA-OTWHNJEPSA-N 5F2 SMILES_CANONICAL CACTVS 3.385 "CCOC(=O)\C=C/[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@H](Cc2ccccc2)NC(C)=O" 5F2 SMILES CACTVS 3.385 "CCOC(=O)C=C[CH](C[CH]1CCNC1=O)NC(=O)[CH](Cc2ccccc2)NC(C)=O" 5F2 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCOC(=O)C=C[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@H](Cc2ccccc2)NC(=O)C" 5F2 SMILES "OpenEye OEToolkits" 1.9.2 "CCOC(=O)C=CC(CC1CCNC1=O)NC(=O)C(Cc2ccccc2)NC(=O)C" # 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 5F2 "SYSTEMATIC NAME" ACDLabs 12.01 "ethyl (2Z,4S)-4-[(N-acetyl-L-phenylalanyl)amino]-5-[(3S)-2-oxopyrrolidin-3-yl]pent-2-enoate" 5F2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "ethyl (4S)-4-[[(2S)-2-acetamido-3-phenyl-propanoyl]amino]-5-[(3S)-2-oxidanylidenepyrrolidin-3-yl]pent-2-enoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5F2 "Create component" 2015-09-18 RCSB 5F2 "Initial release" 2016-03-30 RCSB #