data_YFF # _chem_comp.id YFF _chem_comp.name "2-{[(2S)-1-amino-5-{[(1Z)-2-fluoroethanimidoyl]amino}-1-oxopentan-2-yl]carbamoyl}benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H19 F N4 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms o-F-amidine _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-08-16 _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 338.334 _chem_comp.one_letter_code ? _chem_comp.three_letter_code YFF _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 3B1U _chem_comp.pdbx_subcomponent_list ? _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 YFF F F F 0 1 N Y N -26.076 8.488 -21.335 7.594 -1.976 0.465 F YFF 1 YFF C1 C1 C 0 1 N N N -26.283 19.847 -21.930 -4.363 -0.573 1.235 C1 YFF 2 YFF O1 O1 O 0 1 N N N -26.115 20.999 -21.473 -4.681 -1.213 2.377 O1 YFF 3 YFF O2 O2 O 0 1 N N N -26.775 18.928 -21.239 -4.564 0.620 1.132 O2 YFF 4 YFF NAA NAA N 0 1 N N N -21.549 15.777 -22.780 -0.210 4.378 -0.144 NAA YFF 5 YFF NAC NAC N 0 1 N N N -23.643 9.476 -19.482 6.248 0.037 -0.553 NAC YFF 6 YFF OAE OAE O 0 1 N N N -21.753 15.531 -20.571 -1.628 3.088 -1.262 OAE YFF 7 YFF OAF OAF O 0 1 N N N -23.625 18.306 -21.735 -2.264 0.830 1.096 OAF YFF 8 YFF CAH CAH C 0 1 Y N N -26.144 20.105 -25.699 -3.847 -3.137 -1.462 CAH YFF 9 YFF CAI CAI C 0 1 Y N N -26.482 20.322 -24.365 -4.411 -2.441 -0.410 CAI YFF 10 YFF CAJ CAJ C 0 1 Y N N -25.202 19.134 -26.022 -2.641 -2.731 -2.005 CAJ YFF 11 YFF CAK CAK C 0 1 Y N N -25.884 19.573 -23.352 -3.764 -1.322 0.110 CAK YFF 12 YFF CAL CAL C 0 1 Y N N -24.604 18.387 -25.010 -1.985 -1.624 -1.501 CAL YFF 13 YFF CAM CAM C 0 1 N N N -23.238 12.942 -21.992 2.118 0.674 0.254 CAM YFF 14 YFF CAN CAN C 0 1 N N N -23.779 12.142 -20.813 3.589 0.638 -0.169 CAN YFF 15 YFF CAO CAO C 0 1 N N N -24.138 14.102 -22.418 1.432 1.880 -0.392 CAO YFF 16 YFF CAP CAP C 0 1 N N N -24.290 8.414 -21.572 6.250 -1.943 0.851 CAP YFF 17 YFF NAR NAR N 0 1 N N N -24.043 10.819 -21.355 4.246 -0.516 0.450 NAR YFF 18 YFF NAS NAS N 0 1 N N N -24.358 16.432 -22.735 -0.730 0.742 -0.507 NAS YFF 19 YFF CAU CAU C 0 1 N N N -22.264 15.597 -21.675 -0.683 3.169 -0.506 CAU YFF 20 YFF CAV CAV C 0 1 N N N -23.967 9.633 -20.757 5.574 -0.756 0.215 CAV YFF 21 YFF CAW CAW C 0 1 N N N -24.254 17.760 -22.629 -1.838 0.276 0.101 CAW YFF 22 YFF CAX CAX C 0 1 Y N N -24.938 18.601 -23.674 -2.537 -0.910 -0.442 CAX YFF 23 YFF CAZ CAZ C 0 1 N N S -23.759 15.460 -21.819 -0.038 1.916 0.030 CAZ YFF 24 YFF HNAA HNAA H 0 0 N N N -20.554 15.864 -22.723 -0.626 5.184 -0.489 HNAA YFF 25 YFF HNAB HNAB H 0 0 N N N -22.005 15.826 -23.668 0.545 4.442 0.461 HNAB YFF 26 YFF HNAC HNAC H 0 0 N N N -23.465 10.350 -19.030 5.813 0.801 -0.963 HNAC YFF 27 YFF HAH HAH H 0 1 N N N -26.611 20.688 -26.479 -4.350 -4.007 -1.860 HAH YFF 28 YFF HAI HAI H 0 1 N N N -27.213 21.076 -24.113 -5.353 -2.763 0.008 HAI YFF 29 YFF HAJ HAJ H 0 1 N N N -24.935 18.960 -27.054 -2.209 -3.283 -2.827 HAJ YFF 30 YFF HAL HAL H 0 1 N N N -23.873 17.633 -25.263 -1.043 -1.313 -1.929 HAL YFF 31 YFF HAM HAM H 0 1 N N N -22.262 13.357 -21.702 1.625 -0.242 -0.070 HAM YFF 32 YFF HAMA HAMA H 0 0 N N N -23.135 12.259 -22.848 2.054 0.758 1.339 HAMA YFF 33 YFF HAN HAN H 0 1 N N N -23.044 12.096 -19.996 3.653 0.554 -1.254 HAN YFF 34 YFF HANA HANA H 0 0 N N N -24.698 12.597 -20.414 4.083 1.554 0.155 HANA YFF 35 YFF HAO HAO H 0 1 N N N -24.077 14.189 -23.513 1.926 2.796 -0.069 HAO YFF 36 YFF HAOA HAOA H 0 0 N N N -25.163 13.867 -22.095 1.497 1.796 -1.477 HAOA YFF 37 YFF HAP HAP H 0 1 N N N -23.972 8.478 -22.623 5.756 -2.859 0.527 HAP YFF 38 YFF HAPA HAPA H 0 0 N N N -23.825 7.489 -21.202 6.186 -1.859 1.936 HAPA YFF 39 YFF HNAS HNAS H 0 0 N N N -24.888 16.073 -23.503 -0.390 0.300 -1.301 HNAS YFF 40 YFF HAZ HAZ H 0 1 N N N -24.131 15.606 -20.794 -0.104 1.911 1.118 HAZ YFF 41 YFF HO1 HO1 H 0 1 N N N -26.412 21.029 -20.571 -5.067 -0.680 3.086 HO1 YFF 42 YFF HNAR HNAR H 0 0 N N N -24.322 10.797 -22.315 3.740 -1.111 1.026 HNAR YFF 43 # # 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 YFF C1 O1 SING N N 1 YFF C1 O2 DOUB N N 2 YFF C1 CAK SING N N 3 YFF NAA CAU SING N N 4 YFF NAC CAV DOUB N N 5 YFF OAE CAU DOUB N N 6 YFF OAF CAW DOUB N N 7 YFF CAH CAI DOUB Y N 8 YFF CAH CAJ SING Y N 9 YFF CAI CAK SING Y N 10 YFF CAJ CAL DOUB Y N 11 YFF CAK CAX DOUB Y N 12 YFF CAL CAX SING Y N 13 YFF CAM CAN SING N N 14 YFF CAM CAO SING N N 15 YFF CAN NAR SING N N 16 YFF CAO CAZ SING N N 17 YFF CAP CAV SING N N 18 YFF NAR CAV SING N N 19 YFF NAS CAW SING N N 20 YFF NAS CAZ SING N N 21 YFF CAU CAZ SING N N 22 YFF CAW CAX SING N N 23 YFF NAA HNAA SING N N 24 YFF NAA HNAB SING N N 25 YFF NAC HNAC SING N N 26 YFF CAH HAH SING N N 27 YFF CAI HAI SING N N 28 YFF CAJ HAJ SING N N 29 YFF CAL HAL SING N N 30 YFF CAM HAM SING N N 31 YFF CAM HAMA SING N N 32 YFF CAN HAN SING N N 33 YFF CAN HANA SING N N 34 YFF CAO HAO SING N N 35 YFF CAO HAOA SING N N 36 YFF CAP HAP SING N N 37 YFF CAP HAPA SING N N 38 YFF NAS HNAS SING N N 39 YFF CAZ HAZ SING N N 40 YFF O1 HO1 SING N N 41 YFF CAP F SING N N 42 YFF NAR HNAR SING N N 43 # # 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 YFF SMILES ACDLabs 12.01 "FCC(=[N@H])NCCCC(C(=O)N)NC(=O)c1ccccc1C(=O)O" YFF InChI InChI 1.03 "InChI=1S/C15H19FN4O4/c16-8-12(17)19-7-3-6-11(13(18)21)20-14(22)9-4-1-2-5-10(9)15(23)24/h1-2,4-5,11H,3,6-8H2,(H2,17,19)(H2,18,21)(H,20,22)(H,23,24)/t11-/m0/s1" YFF InChIKey InChI 1.03 HBEIARVCIYYMOR-NSHDSACASA-N YFF SMILES_CANONICAL CACTVS 3.370 "NC(=O)[C@H](CCCNC(=N)CF)NC(=O)c1ccccc1C(O)=O" YFF SMILES CACTVS 3.370 "NC(=O)[CH](CCCNC(=N)CF)NC(=O)c1ccccc1C(O)=O" YFF SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "[H]/N=C(/CF)\NCCC[C@@H](C(=O)N)NC(=O)c1ccccc1C(=O)O" YFF SMILES "OpenEye OEToolkits" 1.7.2 "c1ccc(c(c1)C(=O)NC(CCCNC(=N)CF)C(=O)N)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 YFF "SYSTEMATIC NAME" ACDLabs 12.01 "2-{[(2S)-1-amino-5-{[(1Z)-2-fluoroethanimidoyl]amino}-1-oxopentan-2-yl]carbamoyl}benzoic acid" YFF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "2-[[(2S)-1-azanyl-5-(2-fluoranylethanimidoylamino)-1-oxidanylidene-pentan-2-yl]carbamoyl]benzoic 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 YFF "Create component" 2011-08-16 PDBJ YFF "Modify synonyms" 2011-10-18 PDBJ YFF "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id YFF _pdbx_chem_comp_synonyms.name o-F-amidine _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##