data_3FU # _chem_comp.id 3FU _chem_comp.name "N~2~-[(2R)-2-(3,5-dichlorophenyl)-2-(dimethylamino)acetyl]-N-({2-[(Z)-iminomethyl]pyrimidin-4-yl}methyl)-L-isoleucinamide" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H28 Cl2 N6 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-08-11 _chem_comp.pdbx_modified_date 2014-09-05 _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 479.403 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3FU _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 4PIS _chem_comp.pdbx_subcomponent_list "3FK ILE 3FW" _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 3FU C11 C11 C 0 1 Y N N -38.091 17.590 -12.492 -5.086 0.064 -1.378 C11 3FK 1 3FU C12 C12 C 0 1 Y N N -37.467 18.702 -13.096 -5.429 1.237 -0.729 C12 3FK 2 3FU C13 C13 C 0 1 Y N N -37.984 19.218 -14.302 -4.883 1.526 0.509 C13 3FK 3 3FU C14 C14 C 0 1 Y N N -39.116 18.609 -14.897 -3.995 0.642 1.097 C14 3FK 4 3FU C22 C22 C 0 1 N N N -43.278 16.885 -15.729 -2.328 -3.816 1.659 C22 3FK 5 3FU C23 C23 C 0 1 N N N -42.408 18.816 -14.547 -4.578 -2.927 1.558 C23 3FK 6 3FU C7 C7 C 0 1 N N N -40.360 15.741 -15.771 -1.361 -1.423 0.372 C7 3FK 7 3FU C8 C8 C 0 1 N N R -40.972 16.741 -14.803 -2.686 -1.491 1.088 C8 3FK 8 3FU C9 C9 C 0 1 Y N N -39.734 17.490 -14.279 -3.653 -0.529 0.447 C9 3FK 9 3FU C10 C10 C 0 1 Y N N -39.205 16.995 -13.083 -4.202 -0.821 -0.788 C10 3FK 10 3FU CL1 CL1 CL 0 0 N N N -37.485 16.842 -11.037 -5.771 -0.299 -2.931 CL1 3FK 11 3FU CL2 CL2 CL 0 0 N N N -37.241 20.635 -15.029 -5.312 2.997 1.325 CL2 3FK 12 3FU O17 O17 O 0 1 N N N -40.089 14.641 -15.298 -1.119 -2.197 -0.530 O17 3FK 13 3FU N21 N21 N 0 1 N N N -42.031 17.635 -15.386 -3.221 -2.856 0.998 N21 3FK 14 3FU N3 N3 N 0 1 N N N -40.144 16.097 -17.073 -0.446 -0.502 0.734 N ILE 15 3FU C2 C2 C 0 1 N N S -39.537 15.222 -18.104 0.799 -0.369 -0.026 CA ILE 16 3FU C1 C1 C 0 1 N N N -38.249 15.837 -18.661 1.911 0.050 0.901 C ILE 17 3FU O4 O4 O 0 1 N N N -37.763 16.813 -18.094 1.677 0.261 2.072 O ILE 18 3FU C5 C5 C 0 1 N N S -40.553 14.832 -19.245 0.620 0.688 -1.118 CB ILE 19 3FU C18 C18 C 0 1 N N N -41.390 16.013 -19.841 0.071 1.974 -0.498 CG1 ILE 20 3FU C20 C20 C 0 1 N N N -41.480 13.689 -18.748 -0.361 0.170 -2.172 CG2 ILE 21 3FU C19 C19 C 0 1 N N N -40.712 16.822 -20.982 1.131 2.593 0.416 CD1 ILE 22 3FU C24 C24 C 0 1 N N N -36.448 15.887 -20.307 4.264 0.498 1.347 C24 3FW 23 3FU C25 C25 C 0 1 Y N N -36.141 15.279 -21.677 5.552 0.603 0.573 C25 3FW 24 3FU C27 C27 C 0 1 Y N N -34.613 14.067 -23.034 7.395 -0.395 -0.378 C27 3FW 25 3FU C29 C29 C 0 1 Y N N -36.655 14.818 -23.988 7.205 1.890 -0.570 C29 3FW 26 3FU C30 C30 C 0 1 Y N N -37.025 15.408 -22.765 6.013 1.838 0.140 C30 3FW 27 3FU N6 N6 N 0 1 N N N -37.664 15.297 -19.762 3.165 0.191 0.428 N6 3FW 28 3FU N26 N26 N 0 1 Y N N -34.957 14.643 -21.843 6.260 -0.479 0.302 N26 3FW 29 3FU N28 N28 N 0 1 Y N N -35.471 14.152 -24.093 7.861 0.769 -0.811 N28 3FW 30 3FU C31 C31 C 0 1 N N N -33.331 13.391 -23.180 8.161 -1.630 -0.662 C31 3FW 31 3FU N32 N32 N 0 1 N N N -32.636 13.433 -24.288 9.267 -1.565 -1.324 N32 3FW 32 3FU H2 H2 H 0 1 N N N -36.600 19.155 -12.638 -6.122 1.926 -1.188 H2 3FK 33 3FU H3 H3 H 0 1 N N N -39.511 18.997 -15.824 -3.568 0.868 2.063 H3 3FK 34 3FU H12 H12 H 0 1 N N N -44.020 17.579 -16.150 -2.223 -3.550 2.711 H12 3FK 35 3FU H13 H13 H 0 1 N N N -43.045 16.105 -16.468 -2.748 -4.819 1.578 H13 3FK 36 3FU H14 H14 H 0 1 N N N -43.687 16.419 -14.820 -1.349 -3.792 1.179 H14 3FK 37 3FU H15 H15 H 0 1 N N N -41.503 19.383 -14.283 -4.543 -2.699 2.623 H15 3FK 38 3FU H16 H16 H 0 1 N N N -43.094 19.464 -15.113 -5.218 -2.204 1.052 H16 3FK 39 3FU H17 H17 H 0 1 N N N -42.904 18.470 -13.629 -4.978 -3.930 1.414 H17 3FK 40 3FU H25 H25 H 0 1 N N N -41.412 16.182 -13.964 -2.547 -1.223 2.135 H25 3FK 41 3FU H26 H26 H 0 1 N N N -39.666 16.140 -12.610 -3.934 -1.736 -1.295 H26 3FK 42 3FU H22 H22 H 0 1 N N N -40.416 17.018 -17.351 -0.612 0.072 1.498 H ILE 43 3FU H1 H1 H 0 1 N N N -39.252 14.281 -17.610 1.049 -1.326 -0.484 HA ILE 44 3FU H23 H23 H 0 1 N N N -39.954 14.420 -20.071 1.582 0.892 -1.587 HB ILE 45 3FU H4 H4 H 0 1 N N N -41.617 16.712 -19.022 -0.183 2.679 -1.289 HG12 ILE 46 3FU H5 H5 H 0 1 N N N -42.328 15.595 -20.236 -0.822 1.744 0.084 HG13 ILE 47 3FU H9 H9 H 0 1 N N N -40.868 12.873 -18.335 -1.349 0.059 -1.725 HG21 ILE 48 3FU H10 H10 H 0 1 N N N -42.152 14.075 -17.967 -0.414 0.879 -2.998 HG22 ILE 49 3FU H11 H11 H 0 1 N N N -42.077 13.309 -19.590 -0.019 -0.796 -2.543 HG23 ILE 50 3FU H6 H6 H 0 1 N N N -41.390 17.620 -21.319 0.842 3.613 0.669 HD11 ILE 51 3FU H7 H7 H 0 1 N N N -39.778 17.267 -20.610 1.213 2.002 1.328 HD12 ILE 52 3FU H8 H8 H 0 1 N N N -40.488 16.151 -21.824 2.092 2.604 -0.098 HD13 ILE 53 3FU H18 H18 H 0 1 N N N -35.609 15.689 -19.624 4.350 -0.296 2.089 H18 3FW 54 3FU H19 H19 H 0 1 N N N -36.586 16.973 -20.413 4.064 1.445 1.850 H19 3FW 55 3FU H20 H20 H 0 1 N N N -37.310 14.893 -24.844 7.591 2.836 -0.922 H20 3FW 56 3FU H21 H21 H 0 1 N N N -37.958 15.943 -22.664 5.456 2.739 0.350 H21 3FW 57 3FU H24 H24 H 0 1 N N N -38.068 14.494 -20.199 3.341 0.090 -0.520 H24 3FW 58 3FU H28 H28 H 0 1 N N N -32.939 12.834 -22.342 7.793 -2.585 -0.316 H28 3FW 59 3FU H29 H29 H 0 1 N N N -31.783 12.916 -24.215 9.769 -2.374 -1.510 H29 3FW 60 # 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 3FU N32 C31 DOUB N N 1 3FU N28 C29 DOUB Y N 2 3FU N28 C27 SING Y N 3 3FU C29 C30 SING Y N 4 3FU C31 C27 SING N N 5 3FU C27 N26 DOUB Y N 6 3FU C30 C25 DOUB Y N 7 3FU N26 C25 SING Y N 8 3FU C25 C24 SING N N 9 3FU C19 C18 SING N N 10 3FU C24 N6 SING N N 11 3FU C18 C5 SING N N 12 3FU N6 C1 SING N N 13 3FU C5 C20 SING N N 14 3FU C5 C2 SING N N 15 3FU C1 C2 SING N N 16 3FU C1 O4 DOUB N N 17 3FU C2 N3 SING N N 18 3FU N3 C7 SING N N 19 3FU C7 O17 DOUB N N 20 3FU C7 C8 SING N N 21 3FU C22 N21 SING N N 22 3FU N21 C8 SING N N 23 3FU N21 C23 SING N N 24 3FU CL2 C13 SING N N 25 3FU C14 C13 DOUB Y N 26 3FU C14 C9 SING Y N 27 3FU C8 C9 SING N N 28 3FU C13 C12 SING Y N 29 3FU C9 C10 DOUB Y N 30 3FU C12 C11 DOUB Y N 31 3FU C10 C11 SING Y N 32 3FU C11 CL1 SING N N 33 3FU C2 H1 SING N N 34 3FU C12 H2 SING N N 35 3FU C14 H3 SING N N 36 3FU C18 H4 SING N N 37 3FU C18 H5 SING N N 38 3FU C19 H6 SING N N 39 3FU C19 H7 SING N N 40 3FU C19 H8 SING N N 41 3FU C20 H9 SING N N 42 3FU C20 H10 SING N N 43 3FU C20 H11 SING N N 44 3FU C22 H12 SING N N 45 3FU C22 H13 SING N N 46 3FU C22 H14 SING N N 47 3FU C23 H15 SING N N 48 3FU C23 H16 SING N N 49 3FU C23 H17 SING N N 50 3FU C24 H18 SING N N 51 3FU C24 H19 SING N N 52 3FU C29 H20 SING N N 53 3FU C30 H21 SING N N 54 3FU N3 H22 SING N N 55 3FU C5 H23 SING N N 56 3FU N6 H24 SING N N 57 3FU C8 H25 SING N N 58 3FU C10 H26 SING N N 59 3FU C31 H28 SING N N 60 3FU N32 H29 SING N N 61 # 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 3FU SMILES ACDLabs 12.01 "Clc1cc(cc(Cl)c1)C(N(C)C)C(=O)NC(C(=O)NCc2nc(ncc2)C=[N@H])C(C)CC" 3FU InChI InChI 1.03 "InChI=1S/C22H28Cl2N6O2/c1-5-13(2)19(21(31)27-12-17-6-7-26-18(11-25)28-17)29-22(32)20(30(3)4)14-8-15(23)10-16(24)9-14/h6-11,13,19-20,25H,5,12H2,1-4H3,(H,27,31)(H,29,32)/b25-11-/t13-,19-,20+/m0/s1" 3FU InChIKey InChI 1.03 XBUAFLLXSYLZPV-GKZFGAONSA-N 3FU SMILES_CANONICAL CACTVS 3.385 "CC[C@H](C)[C@H](NC(=O)[C@H](N(C)C)c1cc(Cl)cc(Cl)c1)C(=O)NCc2ccnc(C=N)n2" 3FU SMILES CACTVS 3.385 "CC[CH](C)[CH](NC(=O)[CH](N(C)C)c1cc(Cl)cc(Cl)c1)C(=O)NCc2ccnc(C=N)n2" 3FU SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "[H]/N=C\c1nccc(n1)CNC(=O)[C@H]([C@@H](C)CC)NC(=O)[C@@H](c2cc(cc(c2)Cl)Cl)N(C)C" 3FU SMILES "OpenEye OEToolkits" 1.7.6 "CCC(C)C(C(=O)NCc1ccnc(n1)C=N)NC(=O)C(c2cc(cc(c2)Cl)Cl)N(C)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 3FU "SYSTEMATIC NAME" ACDLabs 12.01 "N~2~-[(2R)-2-(3,5-dichlorophenyl)-2-(dimethylamino)acetyl]-N-({2-[(Z)-iminomethyl]pyrimidin-4-yl}methyl)-L-isoleucinamide" 3FU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S,3S)-2-[[(2R)-2-[3,5-bis(chloranyl)phenyl]-2-(dimethylamino)ethanoyl]amino]-N-[[2-(iminomethyl)pyrimidin-4-yl]methyl]-3-methyl-pentanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3FU "Create component" 2014-08-11 RCSB 3FU "Modify subcomponent list" 2014-08-12 RCSB 3FU "Initial release" 2014-09-10 RCSB #