data_4F3 # _chem_comp.id 4F3 _chem_comp.name "[2-(1-AMINO-2-HYDROXY-PROPYL)-4-(4-FLUORO-1H-INDOL-3-YLMETHYL)-5-HYDROXY-IMIDAZOL-1-YL]-ACETIC ACID" _chem_comp.type "L-PEPTIDE LINKING" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C17 H19 F N4 O4" _chem_comp.mon_nstd_parent_comp_id "GLY, TYR, GLY" _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-12-16 _chem_comp.pdbx_modified_date 2023-11-03 _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 362.356 _chem_comp.one_letter_code GYG _chem_comp.three_letter_code 4F3 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1RM9 _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.pdbx_backbone_atom_flag _chem_comp_atom.pdbx_n_terminal_atom_flag _chem_comp_atom.pdbx_c_terminal_atom_flag _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 4F3 C12 C1 C 0 1 Y N N N N N 29.600 29.514 37.946 -4.724 1.778 1.995 C1 4F3 1 4F3 C22 C2 C 0 1 Y N N N N N 30.284 30.044 39.040 -3.729 1.006 1.364 C2 4F3 2 4F3 C9 C3 C 0 1 Y N N N N N 31.554 30.706 38.885 -3.750 0.871 -0.029 C3 4F3 3 4F3 C4 C4 C 0 1 Y N N N N N 32.147 30.841 37.625 -4.740 1.489 -0.790 C4 4F3 4 4F3 C5 C5 C 0 1 Y N N N N N 31.476 30.319 36.502 -5.738 2.260 -0.186 C5 4F3 5 4F3 C6 C6 C 0 1 Y N N N N N 30.232 29.674 36.671 -5.704 2.386 1.207 C6 4F3 6 4F3 C7 C7 C 0 1 Y N N N N N 28.394 28.829 37.671 -5.004 2.122 3.348 C7 4F3 7 4F3 C8 C8 C 0 1 Y N N N N N 28.387 28.638 36.288 -6.127 2.917 3.354 C8 4F3 8 4F3 N9 N9 N 0 1 Y N N N N N 29.479 29.141 35.731 -6.542 3.070 2.058 N9 4F3 9 4F3 F10 F10 F 0 1 N N N N N N 29.702 29.910 40.212 -2.767 0.404 2.077 F10 4F3 10 4F3 C11 C11 C 0 1 N N N N N N 27.385 28.422 38.551 -4.235 1.707 4.539 C11 4F3 11 4F3 CA2 C12 C 0 1 Y N N Y N N 26.187 27.787 38.225 -3.110 2.657 4.924 C12 4F3 12 4F3 N2 N13 N 0 1 Y N N Y N N 25.749 27.440 37.042 -1.886 2.456 4.396 N13 4F3 13 4F3 C1 C14 C 0 1 Y N N Y N N 24.599 26.907 37.072 -1.175 3.427 4.924 C14 4F3 14 4F3 N3 N15 N 0 1 Y N N Y N N 24.150 26.855 38.378 -1.925 4.211 5.756 N15 4F3 15 4F3 C2 C16 C 0 1 Y N N Y N N 25.154 27.401 39.134 -3.196 3.708 5.757 C16 4F3 16 4F3 O2 O17 O 0 1 N N N Y N N 25.145 27.548 40.380 -4.173 4.247 6.471 O17 4F3 17 4F3 CA3 C18 C 0 1 N N N Y N N 22.860 26.339 38.902 -1.463 5.361 6.499 C18 4F3 18 4F3 C3 C C 0 1 N N N Y N Y 22.840 24.976 39.458 -1.607 6.640 5.722 C 4F3 19 4F3 O3 O O 0 1 N N N Y N Y 21.757 24.881 40.351 -2.056 6.755 4.591 O 4F3 20 4F3 CA1 C22 C 0 1 N N R Y N N 23.898 26.444 35.797 0.259 3.683 4.681 C22 4F3 21 4F3 C23 C23 C 0 1 N N S N N N 24.886 26.051 34.694 0.717 3.274 3.241 C23 4F3 22 4F3 O24 O24 O 0 1 N N N N N N 25.686 24.928 35.134 -0.098 3.974 2.295 O24 4F3 23 4F3 C25 C25 C 0 1 N N N N N N 24.224 25.605 33.385 2.173 3.588 2.904 C25 4F3 24 4F3 N1 N N 0 1 N N N Y Y N 22.726 27.430 35.664 1.118 3.024 5.695 N 4F3 25 4F3 OXT OXT O 0 1 N Y N Y N Y ? ? ? -1.156 7.685 6.463 OXT 4F3 26 4F3 H91 H3 H 0 1 N N N N N N 32.087 31.121 39.756 -2.984 0.278 -0.521 H3 4F3 27 4F3 H4 H4 H 0 1 N N N N N N 33.121 31.347 37.519 -4.737 1.371 -1.871 H4 4F3 28 4F3 H5 H5 H 0 1 N N N N N N 31.921 30.414 35.497 -6.508 2.741 -0.780 H5 4F3 29 4F3 H8 H8 H 0 1 N N N N N N 27.599 28.140 35.696 -6.668 3.388 4.163 H8 4F3 30 4F3 H9 H9 H 0 1 N N N N N N 29.704 29.121 34.736 -7.347 3.608 1.768 H9 4F3 31 4F3 H111 H111 H 0 0 N N N N N N 27.881 27.770 39.307 -4.897 1.580 5.419 H111 4F3 32 4F3 H112 H112 H 0 0 N N N N N N 27.102 29.328 39.135 -3.802 0.695 4.404 H112 4F3 33 4F3 H17 H17 H 0 1 N N N Y N N 24.458 27.291 40.984 -4.571 5.030 6.027 H17 4F3 34 4F3 HA31 H181 H 0 0 N N N Y N N 22.462 27.050 39.662 -0.410 5.197 6.750 H181 4F3 35 4F3 HA32 H182 H 0 0 N N N Y N N 22.082 26.422 38.107 -2.048 5.420 7.423 H182 4F3 36 4F3 HA1 H22 H 0 1 N N N Y N N 23.402 25.446 35.755 0.476 4.771 4.773 H22 4F3 37 4F3 H23 H23 H 0 1 N N N N N N 25.482 26.973 34.500 0.545 2.203 3.079 H23 4F3 38 4F3 HO42 HO42 H 0 0 N N N N N N 26.298 24.684 34.450 0.498 4.263 1.588 HO42 4F3 39 4F3 H251 H251 H 0 0 N N N N N N 24.943 25.319 32.582 2.868 2.983 3.493 H251 4F3 40 4F3 H252 H252 H 0 0 N N N N N N 23.502 24.776 33.575 2.395 4.647 3.074 H252 4F3 41 4F3 H253 H253 H 0 0 N N N N N N 23.520 26.388 33.017 2.368 3.394 1.843 H253 4F3 42 4F3 H H H 0 1 N N N Y Y N 22.257 27.120 34.812 2.047 3.347 5.770 H 4F3 43 4F3 H2 HN2 H 0 1 N Y N Y Y N 22.996 28.413 35.666 0.783 2.182 6.084 HN2 4F3 44 4F3 HXT HXT H 0 1 N Y N Y N Y -0.012 -0.879 0.358 -1.236 8.536 5.981 HXT 4F3 45 # 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 4F3 C12 C22 DOUB Y N 1 4F3 C12 C6 SING Y N 2 4F3 C12 C7 SING Y N 3 4F3 C22 C9 SING Y N 4 4F3 C22 F10 SING N N 5 4F3 C9 C4 DOUB Y N 6 4F3 C9 H91 SING N N 7 4F3 C4 C5 SING Y N 8 4F3 C4 H4 SING N N 9 4F3 C5 C6 DOUB Y N 10 4F3 C5 H5 SING N N 11 4F3 C6 N9 SING Y N 12 4F3 C7 C8 DOUB Y N 13 4F3 C7 C11 SING N N 14 4F3 C8 N9 SING Y N 15 4F3 C8 H8 SING N N 16 4F3 N9 H9 SING N N 17 4F3 C11 CA2 SING N N 18 4F3 C11 H111 SING N N 19 4F3 C11 H112 SING N N 20 4F3 CA2 N2 SING Y N 21 4F3 CA2 C2 DOUB Y N 22 4F3 N2 C1 DOUB Y N 23 4F3 C1 N3 SING Y N 24 4F3 C1 CA1 SING N N 25 4F3 N3 C2 SING Y N 26 4F3 N3 CA3 SING N N 27 4F3 C2 O2 SING N N 28 4F3 O2 H17 SING N N 29 4F3 CA3 C3 SING N N 30 4F3 CA3 HA31 SING N N 31 4F3 CA3 HA32 SING N N 32 4F3 C3 O3 DOUB N N 33 4F3 C3 OXT SING N N 34 4F3 CA1 C23 SING N N 35 4F3 CA1 N1 SING N N 36 4F3 CA1 HA1 SING N N 37 4F3 C23 O24 SING N N 38 4F3 C23 C25 SING N N 39 4F3 C23 H23 SING N N 40 4F3 O24 HO42 SING N N 41 4F3 C25 H251 SING N N 42 4F3 C25 H252 SING N N 43 4F3 C25 H253 SING N N 44 4F3 N1 H SING N N 45 4F3 N1 H2 SING N N 46 4F3 OXT HXT SING N N 47 # 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 4F3 SMILES ACDLabs 10.04 "O=C(O)Cn1c(O)c(nc1C(N)C(O)C)Cc3c2c(F)cccc2nc3" 4F3 SMILES_CANONICAL CACTVS 3.341 "C[C@H](O)[C@H](N)c1nc(Cc2c[nH]c3cccc(F)c23)c(O)n1CC(O)=O" 4F3 SMILES CACTVS 3.341 "C[CH](O)[CH](N)c1nc(Cc2c[nH]c3cccc(F)c23)c(O)n1CC(O)=O" 4F3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H]([C@@H](c1nc(c(n1CC(=O)O)O)Cc2c[nH]c3c2c(ccc3)F)N)O" 4F3 SMILES "OpenEye OEToolkits" 1.5.0 "CC(C(c1nc(c(n1CC(=O)O)O)Cc2c[nH]c3c2c(ccc3)F)N)O" 4F3 InChI InChI 1.03 "InChI=1S/C17H19FN4O4/c1-8(23)15(19)16-21-12(17(26)22(16)7-13(24)25)5-9-6-20-11-4-2-3-10(18)14(9)11/h2-4,6,8,15,20,23,26H,5,7,19H2,1H3,(H,24,25)/t8-,15-/m0/s1" 4F3 InChIKey InChI 1.03 AYMRQIHECFEMIQ-AYVTZFPOSA-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 4F3 "SYSTEMATIC NAME" ACDLabs 10.04 "{2-[(1R,2S)-1-amino-2-hydroxypropyl]-4-[(4-fluoro-1H-indol-3-yl)methyl]-5-hydroxy-1H-imidazol-1-yl}acetic acid" 4F3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[2-[(1R,2S)-1-amino-2-hydroxy-propyl]-4-[(4-fluoro-1H-indol-3-yl)methyl]-5-hydroxy-imidazol-1-yl]ethanoic 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 4F3 "Create component" 2003-12-16 RCSB 4F3 "Modify descriptor" 2011-06-04 RCSB 4F3 "Modify backbone" 2023-11-03 PDBE #