data_FR1 # _chem_comp.id FR1 _chem_comp.name "2-[4-[[(S)-1-[[(S)-2-[[(RS)-3,3,3-TRIFLUORO-1-ISOPROPYL-2-OXOPROPYL]AMINOCARBONYL]PYRROLIDIN-1-YL-]CARBONYL]-2-METHYLPROPYL]AMINOCARBONYL]BENZOYLAMINO]ACETIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H33 F3 N4 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2002-09-06 _chem_comp.pdbx_modified_date 2011-06-04 _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 570.558 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FR1 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1MMJ _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 FR1 C1 C1 C 0 1 Y N N -17.672 18.511 41.046 -4.222 -0.345 -0.109 C1 FR1 1 FR1 C2 C2 C 0 1 Y N N -18.187 18.031 42.203 -5.459 0.259 -0.034 C2 FR1 2 FR1 C3 C3 C 0 1 Y N N -17.950 16.742 42.676 -6.618 -0.515 -0.107 C3 FR1 3 FR1 C4 C4 C 0 1 N N N -18.663 16.224 43.895 -7.947 0.133 -0.022 C4 FR1 4 FR1 N5 N5 N 0 1 N N N -18.293 14.991 44.523 -8.036 1.469 0.128 N5 FR1 5 FR1 O6 O6 O 0 1 N N N -19.593 16.874 44.338 -8.956 -0.540 -0.086 O6 FR1 6 FR1 C7 C7 C 0 1 Y N N -17.100 15.922 41.978 -6.525 -1.898 -0.262 C7 FR1 7 FR1 C8 C8 C 0 1 Y N N -16.571 16.405 40.772 -5.288 -2.501 -0.343 C8 FR1 8 FR1 C9 C9 C 0 1 Y N N -16.851 17.695 40.288 -4.129 -1.728 -0.269 C9 FR1 9 FR1 C10 C10 C 0 1 N N N -16.264 18.124 38.996 -2.801 -2.375 -0.356 C10 FR1 10 FR1 O11 O11 O 0 1 N N N -16.244 17.527 37.897 -2.720 -3.580 -0.491 O11 FR1 11 FR1 N12 N12 N 0 1 N N N -15.604 19.215 39.101 -1.681 -1.628 -0.285 N12 FR1 12 FR1 C13 C13 C 0 1 N N S -14.803 19.629 37.965 -0.366 -2.269 -0.371 C13 FR1 13 FR1 C14 C14 C 0 1 N N N -15.511 20.722 37.058 0.020 -2.446 -1.841 C14 FR1 14 FR1 C15 C15 C 0 1 N N N -14.530 21.229 36.011 0.041 -1.080 -2.530 C15 FR1 15 FR1 C16 C16 C 0 1 N N N -16.773 20.349 36.315 1.408 -3.083 -1.931 C16 FR1 16 FR1 C17 C17 C 0 1 N N N -13.537 20.348 38.512 0.659 -1.406 0.318 C17 FR1 17 FR1 O18 O18 O 0 1 N N N -13.534 21.560 38.758 0.543 -0.199 0.305 O18 FR1 18 FR1 N19 N19 N 0 1 N N N -12.387 19.619 38.645 1.705 -1.976 0.949 N19 FR1 19 FR1 C20 C20 C 0 1 N N S -11.072 20.327 38.963 2.813 -1.256 1.593 C20 FR1 20 FR1 C21 C21 C 0 1 N N N -10.057 19.222 38.750 3.754 -2.315 2.205 C21 FR1 21 FR1 C22 C22 C 0 1 N N N -10.862 17.910 38.974 2.834 -3.556 2.353 C22 FR1 22 FR1 C23 C23 C 0 1 N N N -12.302 18.175 38.515 1.931 -3.425 1.101 C23 FR1 23 FR1 C24 C24 C 0 1 N N N -10.607 21.478 38.017 3.561 -0.430 0.578 C24 FR1 24 FR1 O25 O25 O 0 1 N N N -10.426 21.271 36.821 3.205 -0.428 -0.582 O25 FR1 25 FR1 N26 N26 N 0 1 N N N -10.328 22.617 38.524 4.625 0.304 0.959 N26 FR1 26 FR1 C27 C27 C 0 1 N N S -10.014 23.738 37.606 5.352 1.106 -0.028 C27 FR1 27 FR1 C28 C28 C 0 1 N N N -10.940 24.957 38.024 4.661 2.461 -0.194 C28 FR1 28 FR1 C29 C29 C 0 1 N N N -12.373 24.589 37.659 4.760 3.247 1.115 C29 FR1 29 FR1 C30 C30 C 0 1 N N N -10.907 25.266 39.473 5.343 3.248 -1.314 C30 FR1 30 FR1 C31 C31 C 0 1 N N N -8.438 23.824 37.433 6.768 1.319 0.442 C31 FR1 31 FR1 O32 O32 O 0 1 N N N -8.103 24.991 36.831 7.024 1.285 1.622 O32 FR1 32 FR1 C33 C33 C 0 1 N N N -7.936 22.707 36.383 7.864 1.574 -0.560 C33 FR1 33 FR1 F34 F34 F 0 1 N N N -8.563 22.878 35.393 8.891 0.642 -0.375 F34 FR1 34 FR1 F35 F35 F 0 1 N N N -6.701 22.697 36.061 7.350 1.450 -1.855 F35 FR1 35 FR1 F36 F36 F 0 1 N N N -8.101 21.518 36.787 8.369 2.866 -0.380 F36 FR1 36 FR1 C37 C37 C 0 1 N N N -18.905 14.785 45.851 -9.351 2.110 0.213 C37 FR1 37 FR1 C38 C38 C 0 1 N N N -18.936 13.515 46.770 -9.175 3.598 0.377 C38 FR1 38 FR1 O39 O39 O 0 1 N N N -20.003 13.430 47.446 -8.065 4.074 0.419 O39 FR1 39 FR1 O40 O40 O 0 1 N N N -17.979 12.713 46.825 -10.251 4.394 0.477 O40 FR1 40 FR1 HC1 HC1 H 0 1 N N N -17.915 19.539 40.729 -3.325 0.254 -0.051 HC1 FR1 41 FR1 HC2 HC2 H 0 1 N N N -18.825 18.718 42.784 -5.531 1.330 0.086 HC2 FR1 42 FR1 HN5 HN5 H 0 1 N N N -17.661 14.330 44.072 -7.230 2.007 0.180 HN5 FR1 43 FR1 HC7 HC7 H 0 1 N N N -16.853 14.920 42.369 -7.422 -2.497 -0.320 HC7 FR1 44 FR1 HC8 HC8 H 0 1 N N N -15.911 15.747 40.183 -5.216 -3.572 -0.463 HC8 FR1 45 FR1 H12 H12 H 0 1 N N N -15.705 19.701 39.992 -1.746 -0.667 -0.178 H12 FR1 46 FR1 H13 H13 H 0 1 N N N -14.607 18.709 37.366 -0.405 -3.245 0.114 H13 FR1 47 FR1 H14 H14 H 0 1 N N N -15.830 21.474 37.817 -0.708 -3.090 -2.334 H14 FR1 48 FR1 H151 1H15 H 0 0 N N N -14.093 20.400 35.407 0.316 -1.205 -3.577 H151 FR1 49 FR1 H152 2H15 H 0 0 N N N -15.027 21.997 35.374 -0.947 -0.625 -2.466 H152 FR1 50 FR1 H153 3H15 H 0 0 N N N -13.586 21.608 36.468 0.770 -0.435 -2.038 H153 FR1 51 FR1 H161 1H16 H 0 0 N N N -17.516 19.952 37.045 2.150 -2.397 -1.524 H161 FR1 52 FR1 H162 2H16 H 0 0 N N N -17.270 21.117 35.678 1.419 -4.011 -1.359 H162 FR1 53 FR1 H163 3H16 H 0 0 N N N -16.571 19.444 35.696 1.643 -3.297 -2.973 H163 FR1 54 FR1 H20 H20 H 0 1 N N N -11.184 20.805 39.964 2.421 -0.610 2.379 H20 FR1 55 FR1 H211 1H21 H 0 0 N N N -9.145 19.312 39.386 4.123 -1.990 3.178 H211 FR1 56 FR1 H212 2H21 H 0 0 N N N -9.529 19.271 37.769 4.581 -2.527 1.528 H212 FR1 57 FR1 H221 1H22 H 0 0 N N N -10.800 17.534 40.022 2.244 -3.498 3.268 H221 FR1 58 FR1 H222 2H22 H 0 0 N N N -10.401 17.025 38.476 3.414 -4.478 2.321 H222 FR1 59 FR1 H231 1H23 H 0 0 N N N -12.562 17.772 37.508 0.985 -3.942 1.260 H231 FR1 60 FR1 H232 2H23 H 0 0 N N N -13.088 17.602 39.060 2.440 -3.824 0.223 H232 FR1 61 FR1 H26 H26 H 0 1 N N N -10.353 22.630 39.544 4.909 0.302 1.886 H26 FR1 62 FR1 H27 H27 H 0 1 N N N -10.288 23.646 36.529 5.361 0.584 -0.985 H27 FR1 63 FR1 H28 H28 H 0 1 N N N -10.563 25.860 37.489 3.612 2.305 -0.445 H28 FR1 64 FR1 H291 1H29 H 0 0 N N N -12.700 23.621 38.105 5.809 3.403 1.367 H291 FR1 65 FR1 H292 2H29 H 0 0 N N N -13.024 25.446 37.953 4.267 4.212 0.998 H292 FR1 66 FR1 H293 3H29 H 0 0 N N N -12.489 24.302 36.588 4.274 2.686 1.914 H293 FR1 67 FR1 H301 1H30 H 0 0 N N N -9.859 25.434 39.814 5.339 2.656 -2.229 H301 FR1 68 FR1 H302 2H30 H 0 0 N N N -11.558 26.123 39.767 4.805 4.181 -1.483 H302 FR1 69 FR1 H303 3H30 H 0 0 N N N -11.157 24.360 40.073 6.371 3.469 -1.029 H303 FR1 70 FR1 H371 1H37 H 0 0 N N N -19.974 15.073 45.722 -9.913 1.909 -0.699 H371 FR1 71 FR1 H372 2H37 H 0 0 N N N -18.480 15.593 46.492 -9.895 1.712 1.070 H372 FR1 72 FR1 H40 H40 H 0 1 N N N -17.998 11.944 47.382 -10.138 5.349 0.582 H40 FR1 73 # 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 FR1 C1 C2 DOUB Y N 1 FR1 C1 C9 SING Y N 2 FR1 C1 HC1 SING N N 3 FR1 C2 C3 SING Y N 4 FR1 C2 HC2 SING N N 5 FR1 C3 C4 SING N N 6 FR1 C3 C7 DOUB Y N 7 FR1 C4 N5 SING N N 8 FR1 C4 O6 DOUB N N 9 FR1 N5 C37 SING N N 10 FR1 N5 HN5 SING N N 11 FR1 C7 C8 SING Y N 12 FR1 C7 HC7 SING N N 13 FR1 C8 C9 DOUB Y N 14 FR1 C8 HC8 SING N N 15 FR1 C9 C10 SING N N 16 FR1 C10 O11 DOUB N N 17 FR1 C10 N12 SING N N 18 FR1 N12 C13 SING N N 19 FR1 N12 H12 SING N N 20 FR1 C13 C14 SING N N 21 FR1 C13 C17 SING N N 22 FR1 C13 H13 SING N N 23 FR1 C14 C15 SING N N 24 FR1 C14 C16 SING N N 25 FR1 C14 H14 SING N N 26 FR1 C15 H151 SING N N 27 FR1 C15 H152 SING N N 28 FR1 C15 H153 SING N N 29 FR1 C16 H161 SING N N 30 FR1 C16 H162 SING N N 31 FR1 C16 H163 SING N N 32 FR1 C17 O18 DOUB N N 33 FR1 C17 N19 SING N N 34 FR1 N19 C20 SING N N 35 FR1 N19 C23 SING N N 36 FR1 C20 C21 SING N N 37 FR1 C20 C24 SING N N 38 FR1 C20 H20 SING N N 39 FR1 C21 C22 SING N N 40 FR1 C21 H211 SING N N 41 FR1 C21 H212 SING N N 42 FR1 C22 C23 SING N N 43 FR1 C22 H221 SING N N 44 FR1 C22 H222 SING N N 45 FR1 C23 H231 SING N N 46 FR1 C23 H232 SING N N 47 FR1 C24 O25 DOUB N N 48 FR1 C24 N26 SING N N 49 FR1 N26 C27 SING N N 50 FR1 N26 H26 SING N N 51 FR1 C27 C28 SING N N 52 FR1 C27 C31 SING N N 53 FR1 C27 H27 SING N N 54 FR1 C28 C29 SING N N 55 FR1 C28 C30 SING N N 56 FR1 C28 H28 SING N N 57 FR1 C29 H291 SING N N 58 FR1 C29 H292 SING N N 59 FR1 C29 H293 SING N N 60 FR1 C30 H301 SING N N 61 FR1 C30 H302 SING N N 62 FR1 C30 H303 SING N N 63 FR1 C31 O32 DOUB N N 64 FR1 C31 C33 SING N N 65 FR1 C33 F34 SING N N 66 FR1 C33 F35 SING N N 67 FR1 C33 F36 SING N N 68 FR1 C37 C38 SING N N 69 FR1 C37 H371 SING N N 70 FR1 C37 H372 SING N N 71 FR1 C38 O39 DOUB N N 72 FR1 C38 O40 SING N N 73 FR1 O40 H40 SING N N 74 # 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 FR1 SMILES ACDLabs 10.04 "O=C(NC(C(=O)C(F)(F)F)C(C)C)C2N(C(=O)C(NC(=O)c1ccc(C(=O)NCC(=O)O)cc1)C(C)C)CCC2" FR1 SMILES_CANONICAL CACTVS 3.341 "CC(C)[C@H](NC(=O)c1ccc(cc1)C(=O)NCC(O)=O)C(=O)N2CCC[C@H]2C(=O)N[C@@H](C(C)C)C(=O)C(F)(F)F" FR1 SMILES CACTVS 3.341 "CC(C)[CH](NC(=O)c1ccc(cc1)C(=O)NCC(O)=O)C(=O)N2CCC[CH]2C(=O)N[CH](C(C)C)C(=O)C(F)(F)F" FR1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)[C@@H](C(=O)C(F)(F)F)NC(=O)[C@@H]1CCCN1C(=O)[C@H](C(C)C)NC(=O)c2ccc(cc2)C(=O)NCC(=O)O" FR1 SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)C(C(=O)C(F)(F)F)NC(=O)C1CCCN1C(=O)C(C(C)C)NC(=O)c2ccc(cc2)C(=O)NCC(=O)O" FR1 InChI InChI 1.03 "InChI=1S/C26H33F3N4O7/c1-13(2)19(21(36)26(27,28)29)31-24(39)17-6-5-11-33(17)25(40)20(14(3)4)32-23(38)16-9-7-15(8-10-16)22(37)30-12-18(34)35/h7-10,13-14,17,19-20H,5-6,11-12H2,1-4H3,(H,30,37)(H,31,39)(H,32,38)(H,34,35)/t17-,19-,20-/m0/s1" FR1 InChIKey InChI 1.03 MRTSIBBMOWLRPY-IHPCNDPISA-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 FR1 "SYSTEMATIC NAME" ACDLabs 10.04 "N-({4-[(carboxymethyl)carbamoyl]phenyl}carbonyl)-L-valyl-N-[(1S)-3,3,3-trifluoro-1-(1-methylethyl)-2-oxopropyl]-L-prolinamide" FR1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[[4-[[(2S)-3-methyl-1-oxo-1-[(2S)-2-[[(3S)-1,1,1-trifluoro-4-methyl-2-oxo-pentan-3-yl]carbamoyl]pyrrolidin-1-yl]butan-2-yl]carbamoyl]phenyl]carbonylamino]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 FR1 "Create component" 2002-09-06 RCSB FR1 "Modify descriptor" 2011-06-04 RCSB #