data_37U # _chem_comp.id 37U _chem_comp.name "D-phenylalanyl-N-(3-fluorobenzyl)-L-prolinamide" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H24 F N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(2S)-1-((2R)-2-amino-3-phenyl-propanoyl)-N-((3-fluorophenyl)methyl)pyrrolidine-2-carboxamide" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-11-30 _chem_comp.pdbx_modified_date 2021-03-01 _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 369.433 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 37U _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 2ZDV _chem_comp.pdbx_subcomponent_list "DPN PRO ZDV" _chem_comp.pdbx_processing_site PDBJ # # 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 37U N25 N25 N 0 1 N N N 16.404 -15.978 23.139 -3.373 -1.945 0.821 N DPN 1 37U C7 C7 C 0 1 N N R 17.656 -15.178 23.298 -3.074 -0.603 0.303 CA DPN 2 37U C6 C6 C 0 1 N N N 17.489 -13.817 22.664 -1.631 -0.543 -0.129 C DPN 3 37U O27 O27 O 0 1 N N N 16.514 -13.172 23.099 -1.025 -1.566 -0.364 O DPN 4 37U C8 C8 C 0 1 N N N 18.106 -15.086 24.776 -3.978 -0.305 -0.895 CB DPN 5 37U C9 C9 C 0 1 Y N N 19.539 -14.519 24.841 -5.413 -0.245 -0.438 CG DPN 6 37U C10 C10 C 0 1 Y N N 20.609 -15.132 24.184 -5.956 0.957 -0.023 CD1 DPN 7 37U C14 C14 C 0 1 Y N N 19.785 -13.353 25.581 -6.187 -1.390 -0.439 CD2 DPN 8 37U C11 C11 C 0 1 Y N N 21.897 -14.579 24.271 -7.272 1.013 0.396 CE1 DPN 9 37U C13 C13 C 0 1 Y N N 21.066 -12.795 25.674 -7.502 -1.335 -0.016 CE2 DPN 10 37U C12 C12 C 0 1 Y N N 22.132 -13.424 25.006 -8.045 -0.133 0.400 CZ DPN 11 37U N15 N15 N 0 1 N N N 18.287 -13.270 21.711 -1.015 0.649 -0.255 N PRO 12 37U C5 C5 C 0 1 N N S 17.994 -11.964 21.114 0.382 0.853 -0.667 CA PRO 13 37U C4 C4 C 0 1 N N N 16.559 -11.878 20.638 1.309 0.197 0.324 C PRO 14 37U O26 O26 O 0 1 N N N 16.090 -12.840 20.041 0.854 -0.387 1.285 O PRO 15 37U C17 C17 C 0 1 N N N 18.979 -11.945 19.914 0.635 2.375 -0.694 CB PRO 16 37U C16 C16 C 0 1 N N N 20.065 -12.959 20.319 -0.794 2.962 -0.844 CG PRO 17 37U C15 C15 C 0 1 N N N 19.249 -14.093 20.968 -1.630 1.965 -0.003 CD PRO 18 37U C1 C1 C 0 1 Y N N 12.632 -11.615 21.577 5.666 0.948 1.113 C1 ZDV 19 37U C2 C2 C 0 1 Y N N 13.519 -10.539 21.424 4.972 -0.165 0.675 C2 ZDV 20 37U C3 C3 C 0 1 N N N 14.543 -10.576 20.292 3.543 -0.379 1.106 C3 ZDV 21 37U N9 N9 N 0 1 N N N 15.861 -10.756 20.896 2.643 0.259 0.142 N9 ZDV 22 37U C18 C18 C 0 1 Y N N 13.428 -9.470 22.315 5.587 -1.081 -0.157 C18 ZDV 23 37U C19 C19 C 0 1 Y N N 12.486 -9.455 23.339 6.899 -0.884 -0.552 C19 ZDV 24 37U F7 F7 F 0 1 N N N 12.403 -8.420 24.197 7.502 -1.779 -1.366 F7 ZDV 25 37U C20 C20 C 0 1 Y N N 11.611 -10.534 23.480 7.594 0.231 -0.113 C20 ZDV 26 37U C21 C21 C 0 1 Y N N 11.687 -11.614 22.595 6.977 1.145 0.719 C21 ZDV 27 37U HN25 HN25 H 0 0 N N N 16.526 -16.876 23.562 -3.217 -2.648 0.115 H DPN 28 37U HN2A HN2A H 0 0 N N N 15.645 -15.501 23.583 -2.835 -2.140 1.652 H2 DPN 29 37U H7 H7 H 0 1 N N N 18.466 -15.702 22.770 -3.250 0.136 1.084 HA DPN 30 37U H8 H8 H 0 1 N N N 17.423 -14.422 25.327 -3.696 0.651 -1.334 HB2 DPN 31 37U H8A H8A H 0 1 N N N 18.087 -16.088 25.229 -3.867 -1.094 -1.639 HB3 DPN 32 37U H10 H10 H 0 1 N N N 20.445 -16.031 23.609 -5.352 1.852 -0.026 HD1 DPN 33 37U H14 H14 H 0 1 N N N 18.964 -12.873 26.093 -5.764 -2.328 -0.767 HD2 DPN 34 37U H11 H11 H 0 1 N N N 22.717 -15.059 23.759 -7.696 1.951 0.721 HE1 DPN 35 37U H13 H13 H 0 1 N N N 21.233 -11.896 26.249 -8.106 -2.230 -0.012 HE2 DPN 36 37U H12 H12 H 0 1 N N N 23.128 -13.011 25.064 -9.073 -0.090 0.728 HZ DPN 37 37U H5 H5 H 0 1 N N N 18.110 -11.121 21.811 0.541 0.430 -1.659 HA PRO 38 37U H17 H17 H 0 1 N N N 18.480 -12.241 18.979 1.092 2.707 0.238 HB2 PRO 39 37U H17A H17A H 0 0 N N N 19.403 -10.942 19.757 1.255 2.648 -1.547 HB3 PRO 40 37U H16 H16 H 0 1 N N N 20.788 -12.522 21.024 -1.111 2.954 -1.887 HG2 PRO 41 37U H16A H16A H 0 0 N N N 20.636 -13.314 19.448 -0.849 3.967 -0.428 HG3 PRO 42 37U H15 H15 H 0 1 N N N 19.852 -14.748 21.614 -2.669 1.968 -0.332 HD2 PRO 43 37U H15A H15A H 0 0 N N N 18.775 -14.762 20.235 -1.566 2.217 1.056 HD3 PRO 44 37U H1 H1 H 0 1 N N N 12.684 -12.452 20.897 5.183 1.666 1.759 H1 ZDV 45 37U H3 H3 H 0 1 N N N 14.323 -11.410 19.609 3.333 -1.447 1.148 H3 ZDV 46 37U H3A H3A H 0 1 N N N 14.513 -9.635 19.724 3.391 0.061 2.092 H3A ZDV 47 37U HN9 HN9 H 0 1 N N N 16.241 -10.052 21.496 3.006 0.726 -0.626 HN9 ZDV 48 37U H18 H18 H 0 1 N N N 14.104 -8.635 22.208 5.045 -1.950 -0.498 H18 ZDV 49 37U H20 H20 H 0 1 N N N 10.876 -10.534 24.272 8.618 0.385 -0.420 H20 ZDV 50 37U H21 H21 H 0 1 N N N 11.010 -12.448 22.703 7.518 2.015 1.061 H21 ZDV 51 # # 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 37U C1 C2 DOUB Y N 1 37U C1 C21 SING Y N 2 37U C2 C3 SING N N 3 37U C2 C18 SING Y N 4 37U C3 N9 SING N N 5 37U N9 C4 SING N N 6 37U C4 O26 DOUB N N 7 37U C4 C5 SING N N 8 37U C5 N15 SING N N 9 37U C5 C17 SING N N 10 37U N15 C6 SING N N 11 37U N15 C15 SING N N 12 37U C6 O27 DOUB N N 13 37U C6 C7 SING N N 14 37U C7 N25 SING N N 15 37U C7 C8 SING N N 16 37U C8 C9 SING N N 17 37U C9 C10 DOUB Y N 18 37U C9 C14 SING Y N 19 37U C10 C11 SING Y N 20 37U C11 C12 DOUB Y N 21 37U C12 C13 SING Y N 22 37U C13 C14 DOUB Y N 23 37U C15 C16 SING N N 24 37U C16 C17 SING N N 25 37U C18 C19 DOUB Y N 26 37U C19 F7 SING N N 27 37U C19 C20 SING Y N 28 37U C20 C21 DOUB Y N 29 37U C1 H1 SING N N 30 37U C3 H3 SING N N 31 37U C3 H3A SING N N 32 37U N9 HN9 SING N N 33 37U C5 H5 SING N N 34 37U C7 H7 SING N N 35 37U N25 HN25 SING N N 36 37U N25 HN2A SING N N 37 37U C8 H8 SING N N 38 37U C8 H8A SING N N 39 37U C10 H10 SING N N 40 37U C11 H11 SING N N 41 37U C12 H12 SING N N 42 37U C13 H13 SING N N 43 37U C14 H14 SING N N 44 37U C15 H15 SING N N 45 37U C15 H15A SING N N 46 37U C16 H16 SING N N 47 37U C16 H16A SING N N 48 37U C17 H17 SING N N 49 37U C17 H17A SING N N 50 37U C18 H18 SING N N 51 37U C20 H20 SING N N 52 37U C21 H21 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 37U SMILES ACDLabs 12.01 "O=C(NCc1cccc(F)c1)C3N(C(=O)C(N)Cc2ccccc2)CCC3" 37U SMILES_CANONICAL CACTVS 3.370 "N[C@H](Cc1ccccc1)C(=O)N2CCC[C@H]2C(=O)NCc3cccc(F)c3" 37U SMILES CACTVS 3.370 "N[CH](Cc1ccccc1)C(=O)N2CCC[CH]2C(=O)NCc3cccc(F)c3" 37U SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1ccc(cc1)C[C@H](C(=O)N2CCC[C@H]2C(=O)NCc3cccc(c3)F)N" 37U SMILES "OpenEye OEToolkits" 1.7.0 "c1ccc(cc1)CC(C(=O)N2CCCC2C(=O)NCc3cccc(c3)F)N" 37U InChI InChI 1.03 "InChI=1S/C21H24FN3O2/c22-17-9-4-8-16(12-17)14-24-20(26)19-10-5-11-25(19)21(27)18(23)13-15-6-2-1-3-7-15/h1-4,6-9,12,18-19H,5,10-11,13-14,23H2,(H,24,26)/t18-,19+/m1/s1" 37U InChIKey InChI 1.03 JGZSVYZIJHGHMA-MOPGFXCFSA-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 37U "SYSTEMATIC NAME" ACDLabs 12.01 "D-phenylalanyl-N-(3-fluorobenzyl)-L-prolinamide" 37U "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2S)-1-[(2R)-2-azanyl-3-phenyl-propanoyl]-N-[(3-fluorophenyl)methyl]pyrrolidine-2-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 37U "Create component" 2007-11-30 PDBJ 37U "Modify subcomponent list" 2010-11-15 RCSB 37U "Modify aromatic_flag" 2011-06-04 RCSB 37U "Modify descriptor" 2011-06-04 RCSB 37U "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 37U _pdbx_chem_comp_synonyms.name "(2S)-1-((2R)-2-amino-3-phenyl-propanoyl)-N-((3-fluorophenyl)methyl)pyrrolidine-2-carboxamide" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##