data_5GH # _chem_comp.id 5GH _chem_comp.name "ethyl (4S)-5-[(3S)-2-oxopyrrolidin-3-yl]-4-[(3-phenylpropanoyl)amino]pent-2-enoate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H26 N2 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-09-24 _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 358.431 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5GH _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 5DP3 _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 5GH N1 N1 N 0 1 N N N 2.063 8.083 -2.865 -4.261 2.271 1.599 N1 5GH 1 5GH N N2 N 0 1 N N N 6.492 6.195 -4.213 -0.285 0.293 -1.156 N 5GH 2 5GH C10 C1 C 0 1 N N S 5.908 6.897 -5.351 -1.708 0.220 -0.814 C10 5GH 3 5GH C11 C2 C 0 1 N N N 4.987 8.059 -4.887 -2.342 1.604 -0.970 C11 5GH 4 5GH C12 C3 C 0 1 N N S 4.246 7.833 -3.566 -3.820 1.534 -0.582 C12 5GH 5 5GH C13 C4 C 0 1 N N N 3.067 8.765 -3.404 -3.967 1.174 0.880 C13 5GH 6 5GH O1 O1 O 0 1 N N N 3.037 9.959 -3.713 -3.839 0.058 1.337 O1 5GH 7 5GH C25 C5 C 0 1 N N N 2.350 6.693 -2.599 -4.336 3.463 0.746 C25 5GH 8 5GH C26 C6 C 0 1 N N N 3.641 6.432 -3.369 -4.470 2.929 -0.697 C26 5GH 9 5GH C14 C7 C 0 1 N N N 7.074 7.379 -6.268 -2.397 -0.755 -1.733 C14 5GH 10 5GH C15 C8 C 0 1 N N N 8.114 6.278 -6.535 -2.284 -2.064 -1.520 C15 5GH 11 5GH H1 H1 H 0 1 N N N 1.177 8.500 -2.659 -4.409 2.274 2.558 H1 5GH 12 5GH H2 H2 H 0 1 N N N 7.432 6.323 -3.897 0.006 0.100 -2.061 H2 5GH 13 5GH H5 H5 H 0 1 N N N 5.294 6.192 -5.931 -1.816 -0.115 0.218 H5 5GH 14 5GH H6 H6 H 0 1 N N N 5.609 8.959 -4.776 -1.829 2.314 -0.322 H6 5GH 15 5GH H7 H7 H 0 1 N N N 4.235 8.228 -5.672 -2.254 1.929 -2.007 H7 5GH 16 5GH H8 H8 H 0 1 N N N 4.951 8.019 -2.742 -4.345 0.811 -1.207 H8 5GH 17 5GH H9 H9 H 0 1 N N N 1.538 6.048 -2.966 -5.208 4.061 1.009 H9 5GH 18 5GH H10 H10 H 0 1 N N N 2.495 6.522 -1.522 -3.428 4.057 0.848 H10 5GH 19 5GH H11 H11 H 0 1 N N N 3.429 5.958 -4.339 -3.923 3.557 -1.402 H11 5GH 20 5GH H12 H12 H 0 1 N N N 4.320 5.791 -2.788 -5.519 2.849 -0.981 H12 5GH 21 5GH H13 H13 H 0 1 N N N 7.144 8.378 -6.672 -2.981 -0.392 -2.566 H13 5GH 22 5GH H15 H15 H 0 1 N N N 9.060 6.137 -7.036 -2.862 -2.759 -2.112 H15 5GH 23 5GH C1 C9 C 0 1 N N N ? ? ? 0.618 0.629 -0.214 C1 5GH 24 5GH C2 C10 C 0 1 N N N ? ? ? 2.090 0.587 -0.534 C2 5GH 25 5GH C3 C11 C 0 1 N N N ? ? ? 2.892 1.011 0.699 C3 5GH 26 5GH C4 C12 C 0 1 Y N N ? ? ? 4.364 0.969 0.380 C4 5GH 27 5GH C5 C13 C 0 1 Y N N ? ? ? 4.993 2.090 -0.129 C5 5GH 28 5GH C6 C14 C 0 1 Y N N ? ? ? 6.344 2.051 -0.422 C6 5GH 29 5GH C7 C15 C 0 1 Y N N ? ? ? 7.065 0.892 -0.206 C7 5GH 30 5GH C8 C16 C 0 1 Y N N ? ? ? 6.436 -0.229 0.304 C8 5GH 31 5GH C9 C17 C 0 1 Y N N ? ? ? 5.086 -0.189 0.601 C9 5GH 32 5GH O2 O2 O 0 1 N N N ? ? ? 0.246 0.965 0.890 O2 5GH 33 5GH C16 C18 C 0 1 N N N ? ? ? -1.376 -2.563 -0.479 C16 5GH 34 5GH O3 O3 O 0 1 N N N ? ? ? -1.227 -3.890 -0.294 O3 5GH 35 5GH C18 C19 C 0 1 N N N ? ? ? -0.313 -4.312 0.753 C18 5GH 36 5GH C19 C20 C 0 1 N N N ? ? ? -0.276 -5.840 0.813 C19 5GH 37 5GH O4 O4 O 0 1 N N N ? ? ? -0.758 -1.780 0.215 O4 5GH 38 5GH H3 H3 H 0 1 N N N ? ? ? 2.372 -0.427 -0.819 H3 5GH 39 5GH H4 H4 H 0 1 N N N ? ? ? 2.303 1.268 -1.357 H4 5GH 40 5GH H14 H14 H 0 1 N N N ? ? ? 2.611 2.024 0.984 H14 5GH 41 5GH H16 H16 H 0 1 N N N ? ? ? 2.679 0.329 1.523 H16 5GH 42 5GH H17 H17 H 0 1 N N N ? ? ? 4.430 2.995 -0.298 H17 5GH 43 5GH H18 H18 H 0 1 N N N ? ? ? 6.835 2.927 -0.820 H18 5GH 44 5GH H19 H19 H 0 1 N N N ? ? ? 8.120 0.862 -0.435 H19 5GH 45 5GH H20 H20 H 0 1 N N N ? ? ? 6.999 -1.134 0.472 H20 5GH 46 5GH H21 H21 H 0 1 N N N ? ? ? 4.595 -1.064 0.999 H21 5GH 47 5GH H22 H22 H 0 1 N N N ? ? ? 0.686 -3.932 0.537 H22 5GH 48 5GH H23 H23 H 0 1 N N N ? ? ? -0.651 -3.918 1.711 H23 5GH 49 5GH H24 H24 H 0 1 N N N ? ? ? -1.275 -6.219 1.029 H24 5GH 50 5GH H25 H25 H 0 1 N N N ? ? ? 0.063 -6.233 -0.146 H25 5GH 51 5GH H26 H26 H 0 1 N N N ? ? ? 0.411 -6.156 1.598 H26 5GH 52 # 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 5GH C15 C14 DOUB N Z 1 5GH C14 C10 SING N N 2 5GH C10 C11 SING N N 3 5GH C10 N SING N N 4 5GH C11 C12 SING N N 5 5GH O1 C13 DOUB N N 6 5GH C12 C13 SING N N 7 5GH C12 C26 SING N N 8 5GH C13 N1 SING N N 9 5GH C26 C25 SING N N 10 5GH N1 C25 SING N N 11 5GH N1 H1 SING N N 12 5GH N H2 SING N N 13 5GH C10 H5 SING N N 14 5GH C11 H6 SING N N 15 5GH C11 H7 SING N N 16 5GH C12 H8 SING N N 17 5GH C25 H9 SING N N 18 5GH C25 H10 SING N N 19 5GH C26 H11 SING N N 20 5GH C26 H12 SING N N 21 5GH C14 H13 SING N N 22 5GH C15 H15 SING N N 23 5GH N C1 SING N N 24 5GH C1 C2 SING N N 25 5GH C2 C3 SING N N 26 5GH C3 C4 SING N N 27 5GH C4 C5 SING Y N 28 5GH C5 C6 DOUB Y N 29 5GH C6 C7 SING Y N 30 5GH C7 C8 DOUB Y N 31 5GH C8 C9 SING Y N 32 5GH C9 C4 DOUB Y N 33 5GH C1 O2 DOUB N N 34 5GH C15 C16 SING N N 35 5GH C16 O3 SING N N 36 5GH O3 C18 SING N N 37 5GH C18 C19 SING N N 38 5GH C16 O4 DOUB N N 39 5GH C2 H3 SING N N 40 5GH C2 H4 SING N N 41 5GH C3 H14 SING N N 42 5GH C3 H16 SING N N 43 5GH C5 H17 SING N N 44 5GH C6 H18 SING N N 45 5GH C7 H19 SING N N 46 5GH C8 H20 SING N N 47 5GH C9 H21 SING N N 48 5GH C18 H22 SING N N 49 5GH C18 H23 SING N N 50 5GH C19 H24 SING N N 51 5GH C19 H25 SING N N 52 5GH C19 H26 SING N N 53 # 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 5GH SMILES ACDLabs 12.01 "N2CCC(CC(NC(CCc1ccccc1)=O)[C@H]=[C@H]C(OCC)=O)C2=O" 5GH InChI InChI 1.03 "InChI=1S/C20H26N2O4/c1-2-26-19(24)11-9-17(14-16-12-13-21-20(16)25)22-18(23)10-8-15-6-4-3-5-7-15/h3-7,9,11,16-17H,2,8,10,12-14H2,1H3,(H,21,25)(H,22,23)/b11-9-/t16-,17+/m0/s1" 5GH InChIKey InChI 1.03 QZQFSCIYJVNTSL-UMYABFQBSA-N 5GH SMILES_CANONICAL CACTVS 3.385 "CCOC(=O)\C=C/[C@H](C[C@@H]1CCNC1=O)NC(=O)CCc2ccccc2" 5GH SMILES CACTVS 3.385 "CCOC(=O)C=C[CH](C[CH]1CCNC1=O)NC(=O)CCc2ccccc2" 5GH SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCOC(=O)C=C[C@H](C[C@@H]1CCNC1=O)NC(=O)CCc2ccccc2" 5GH SMILES "OpenEye OEToolkits" 1.9.2 "CCOC(=O)C=CC(CC1CCNC1=O)NC(=O)CCc2ccccc2" # 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 5GH "SYSTEMATIC NAME" ACDLabs 12.01 "ethyl (4S)-5-[(3S)-2-oxopyrrolidin-3-yl]-4-[(3-phenylpropanoyl)amino]pent-2-enoate" 5GH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "ethyl (4S)-5-[(3S)-2-oxidanylidenepyrrolidin-3-yl]-4-(3-phenylpropanoylamino)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 5GH "Create component" 2015-09-24 RCSB 5GH "Initial release" 2016-03-30 RCSB #