data_FRH # _chem_comp.id FRH _chem_comp.name "5-[2,3-DICHLORO-4-(5-{1-[2-(2-GUANIDINO-4-METHYL-PENTANOYLAMINO)-ACETYL]-PIPERIDIN-4-YL}-1-METHYL-1H-PYRAZOL-3-YL)-PHENOXYMETHYL]-FURAN-2-CARBOXYLIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C30 H37 Cl2 N7 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-08-05 _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 662.564 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FRH _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 1PY2 _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 FRH O45 O45 O 0 1 N N N 32.968 9.661 -1.913 0.181 1.375 7.790 O45 FRH 1 FRH C26 C26 C 0 1 N N N 31.885 9.975 -1.440 0.445 0.192 7.791 C26 FRH 2 FRH C25 C25 C 0 1 N N R 30.621 9.741 -2.219 1.439 -0.358 8.781 C25 FRH 3 FRH C32 C32 C 0 1 N N N 30.559 10.621 -3.465 2.843 -0.307 8.176 C32 FRH 4 FRH C36 C36 C 0 1 N N N 29.883 11.967 -3.219 3.836 -0.967 9.135 C36 FRH 5 FRH C38 C38 C 0 1 N N N 28.368 11.841 -3.105 3.519 -2.460 9.248 C38 FRH 6 FRH C37 C37 C 0 1 N N N 30.246 12.952 -4.323 5.258 -0.787 8.600 C37 FRH 7 FRH N5 N5 N 0 1 N N N 30.514 8.350 -2.609 1.405 0.446 10.005 N5 FRH 8 FRH C17 C17 C 0 1 N N N 29.382 7.664 -2.507 1.804 1.762 9.974 C17 FRH 9 FRH N4 N4 N 0 1 N N N 28.653 7.726 -1.393 1.772 2.517 11.122 N4 FRH 10 FRH N1 N1 N 0 1 N N N 28.984 6.908 -3.528 2.212 2.293 8.856 N1 FRH 11 FRH N2 N2 N 0 1 N N N 31.732 10.524 -0.233 -0.150 -0.631 6.906 N2 FRH 12 FRH C28 C28 C 0 1 N N N 32.747 10.486 0.808 -1.117 -0.097 5.943 C28 FRH 13 FRH C14 C14 C 0 1 N N N 32.695 11.726 1.675 -1.633 -1.215 5.075 C14 FRH 14 FRH O44 O44 O 0 1 N N N 31.650 12.356 1.740 -1.233 -2.348 5.244 O44 FRH 15 FRH N6 N6 N 0 1 N N N 33.802 12.099 2.336 -2.539 -0.957 4.111 N6 FRH 16 FRH C22 C22 C 0 1 N N N 33.844 13.352 3.099 -3.037 0.407 3.899 C22 FRH 17 FRH C15 C15 C 0 1 N N N 34.167 12.997 4.552 -2.836 0.776 2.421 C15 FRH 18 FRH C19 C19 C 0 1 N N N 35.497 12.248 4.622 -3.506 -0.280 1.541 C19 FRH 19 FRH C27 C27 C 0 1 N N N 35.377 10.976 3.783 -2.854 -1.642 1.790 C27 FRH 20 FRH C29 C29 C 0 1 N N N 35.041 11.314 2.330 -3.051 -2.038 3.257 C29 FRH 21 FRH C23 C23 C 0 1 Y N N 35.903 11.919 6.040 -3.343 0.095 0.091 C23 FRH 22 FRH C11 C11 C 0 1 Y N N 35.261 11.804 7.129 -2.321 -0.267 -0.713 C11 FRH 23 FRH C13 C13 C 0 1 Y N N 36.020 11.488 8.102 -2.553 0.292 -1.985 C13 FRH 24 FRH N7 N7 N 0 1 Y N N 37.234 11.232 7.619 -3.682 0.967 -1.930 N7 FRH 25 FRH N3 N3 N 0 1 Y N N 37.157 11.668 6.395 -4.197 0.851 -0.633 N3 FRH 26 FRH C34 C34 C 0 1 N N N 38.383 11.828 5.623 -5.440 1.452 -0.144 C34 FRH 27 FRH C24 C24 C 0 1 Y N N 35.784 11.379 9.585 -1.679 0.147 -3.175 C24 FRH 28 FRH C10 C10 C 0 1 Y N N 36.753 11.885 10.452 -2.243 -0.031 -4.437 C10 FRH 29 FRH C21 C21 C 0 1 Y N N 34.640 10.781 10.110 -0.293 0.195 -3.034 C21 FRH 30 FRH CL8 CL8 CL 0 0 N N N 33.363 10.110 9.043 0.413 0.418 -1.465 CL8 FRH 31 FRH C16 C16 C 0 1 Y N N 34.469 10.699 11.485 0.516 0.054 -4.144 C16 FRH 32 FRH CL9 CL9 CL 0 0 N N N 32.991 9.931 12.157 2.243 0.108 -3.971 CL9 FRH 33 FRH C30 C30 C 0 1 Y N N 35.432 11.201 12.349 -0.049 -0.123 -5.400 C30 FRH 34 FRH C33 C33 C 0 1 Y N N 36.580 11.801 11.831 -1.429 -0.166 -5.542 C33 FRH 35 FRH O43 O43 O 0 1 N N N 35.231 11.105 13.704 0.749 -0.257 -6.491 O43 FRH 36 FRH C35 C35 C 0 1 N N N 36.290 10.801 14.613 -0.113 -0.422 -7.618 C35 FRH 37 FRH C18 C18 C 0 1 Y N N 36.356 11.900 15.646 0.714 -0.576 -8.867 C18 FRH 38 FRH C39 C39 C 0 1 Y N N 36.762 11.796 16.838 1.169 -1.745 -9.371 C39 FRH 39 FRH O42 O42 O 0 1 Y N N 35.950 13.272 15.455 1.125 0.422 -9.658 O42 FRH 40 FRH C31 C31 C 0 1 Y N N 35.868 13.758 16.807 1.843 -0.083 -10.682 C31 FRH 41 FRH C12 C12 C 0 1 Y N N 36.386 12.772 17.561 1.889 -1.441 -10.536 C12 FRH 42 FRH C20 C20 C 0 1 N N N 35.322 15.040 17.249 2.465 0.687 -11.761 C20 FRH 43 FRH O40 O40 O 0 1 N N N 34.610 15.692 16.454 2.342 2.030 -11.788 O40 FRH 44 FRH O41 O41 O 0 1 N N N 35.577 15.455 18.402 3.091 0.116 -12.634 O41 FRH 45 FRH H25 H25 H 0 1 N N N 29.768 10.009 -1.553 1.182 -1.390 9.018 H25 FRH 46 FRH H321 1H32 H 0 0 N N N 30.070 10.080 -4.308 3.131 0.731 8.013 H321 FRH 47 FRH H322 2H32 H 0 0 N N N 31.575 10.762 -3.902 2.848 -0.839 7.224 H322 FRH 48 FRH H36 H36 H 0 1 N N N 30.260 12.350 -2.242 3.755 -0.503 10.117 H36 FRH 49 FRH H381 1H38 H 0 0 N N N 28.083 11.099 -2.323 4.226 -2.930 9.931 H381 FRH 50 FRH H382 2H38 H 0 0 N N N 27.874 12.824 -2.925 2.506 -2.588 9.629 H382 FRH 51 FRH H383 3H38 H 0 0 N N N 27.938 11.332 -3.999 3.600 -2.924 8.265 H383 FRH 52 FRH H371 1H37 H 0 0 N N N 30.010 12.547 -5.335 5.364 -1.326 7.659 H371 FRH 53 FRH H372 2H37 H 0 0 N N N 29.752 13.935 -4.143 5.453 0.272 8.436 H372 FRH 54 FRH H373 3H37 H 0 0 N N N 31.350 13.057 -4.440 5.971 -1.179 9.325 H373 FRH 55 FRH HN5 HN5 H 0 1 N N N 31.234 7.833 -2.104 1.101 0.051 10.837 HN5 FRH 56 FRH HN41 1HN4 H 0 0 N N N 28.452 8.706 -1.196 2.053 3.445 11.100 HN41 FRH 57 FRH HN42 2HN4 H 0 0 N N N 27.783 7.199 -1.315 1.468 2.121 11.954 HN42 FRH 58 FRH HN1 HN1 H 0 1 N N N 28.330 6.883 -2.746 2.493 3.221 8.834 HN1 FRH 59 FRH HN2 HN2 H 0 1 N N N 30.828 10.978 -0.104 0.059 -1.578 6.907 HN2 FRH 60 FRH H281 1H28 H 0 0 N N N 33.765 10.328 0.381 -1.948 0.360 6.479 H281 FRH 61 FRH H282 2H28 H 0 0 N N N 32.671 9.557 1.419 -0.630 0.652 5.319 H282 FRH 62 FRH H221 1H22 H 0 0 N N N 32.912 13.955 2.996 -4.097 0.458 4.147 H221 FRH 63 FRH H222 2H22 H 0 0 N N N 34.550 14.100 2.668 -2.479 1.101 4.528 H222 FRH 64 FRH H151 1H15 H 0 0 N N N 33.340 12.428 5.037 -1.770 0.815 2.195 H151 FRH 65 FRH H152 2H15 H 0 0 N N N 34.157 13.894 5.214 -3.285 1.750 2.226 H152 FRH 66 FRH H19 H19 H 0 1 N N N 36.299 12.908 4.217 -4.567 -0.336 1.785 H19 FRH 67 FRH H271 1H27 H 0 0 N N N 34.642 10.261 4.221 -1.788 -1.581 1.571 H271 FRH 68 FRH H272 2H27 H 0 0 N N N 36.292 10.344 3.859 -3.316 -2.390 1.147 H272 FRH 69 FRH H291 1H29 H 0 0 N N N 35.877 11.825 1.798 -2.504 -2.958 3.464 H291 FRH 70 FRH H292 2H29 H 0 0 N N N 34.982 10.413 1.676 -4.112 -2.188 3.456 H292 FRH 71 FRH H11 H11 H 0 1 N N N 34.173 11.960 7.219 -1.476 -0.878 -0.432 H11 FRH 72 FRH H341 1H34 H 0 0 N N N 38.380 12.890 5.282 -6.266 0.759 -0.304 H341 FRH 73 FRH H342 2H34 H 0 0 N N N 39.437 11.617 5.921 -5.346 1.665 0.920 H342 FRH 74 FRH H343 3H34 H 0 0 N N N 38.220 11.245 4.686 -5.633 2.378 -0.685 H343 FRH 75 FRH H10 H10 H 0 1 N N N 37.663 12.355 10.044 -3.316 -0.065 -4.550 H10 FRH 76 FRH H33 H33 H 0 1 N N N 37.349 12.208 12.510 -1.866 -0.304 -6.520 H33 FRH 77 FRH H351 1H35 H 0 0 N N N 37.265 10.637 14.098 -0.727 -1.312 -7.477 H351 FRH 78 FRH H352 2H35 H 0 0 N N N 36.188 9.789 15.069 -0.757 0.451 -7.714 H352 FRH 79 FRH H39 H39 H 0 1 N N N 37.372 10.953 17.204 1.004 -2.729 -8.957 H39 FRH 80 FRH H12 H12 H 0 1 N N N 36.492 12.765 18.659 2.387 -2.143 -11.188 H12 FRH 81 FRH H40 H40 H 0 1 N N N 34.255 16.525 16.741 2.753 2.539 -12.501 H40 FRH 82 # 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 FRH O45 C26 DOUB N N 1 FRH C26 C25 SING N N 2 FRH C26 N2 SING N N 3 FRH C25 C32 SING N N 4 FRH C25 N5 SING N N 5 FRH C25 H25 SING N N 6 FRH C32 C36 SING N N 7 FRH C32 H321 SING N N 8 FRH C32 H322 SING N N 9 FRH C36 C38 SING N N 10 FRH C36 C37 SING N N 11 FRH C36 H36 SING N N 12 FRH C38 H381 SING N N 13 FRH C38 H382 SING N N 14 FRH C38 H383 SING N N 15 FRH C37 H371 SING N N 16 FRH C37 H372 SING N N 17 FRH C37 H373 SING N N 18 FRH N5 C17 SING N N 19 FRH N5 HN5 SING N N 20 FRH C17 N4 SING N N 21 FRH C17 N1 DOUB N N 22 FRH N4 HN41 SING N N 23 FRH N4 HN42 SING N N 24 FRH N1 HN1 SING N N 25 FRH N2 C28 SING N N 26 FRH N2 HN2 SING N N 27 FRH C28 C14 SING N N 28 FRH C28 H281 SING N N 29 FRH C28 H282 SING N N 30 FRH C14 O44 DOUB N N 31 FRH C14 N6 SING N N 32 FRH N6 C22 SING N N 33 FRH N6 C29 SING N N 34 FRH C22 C15 SING N N 35 FRH C22 H221 SING N N 36 FRH C22 H222 SING N N 37 FRH C15 C19 SING N N 38 FRH C15 H151 SING N N 39 FRH C15 H152 SING N N 40 FRH C19 C27 SING N N 41 FRH C19 C23 SING N N 42 FRH C19 H19 SING N N 43 FRH C27 C29 SING N N 44 FRH C27 H271 SING N N 45 FRH C27 H272 SING N N 46 FRH C29 H291 SING N N 47 FRH C29 H292 SING N N 48 FRH C23 C11 DOUB Y N 49 FRH C23 N3 SING Y N 50 FRH C11 C13 SING Y N 51 FRH C11 H11 SING N N 52 FRH C13 N7 DOUB Y N 53 FRH C13 C24 SING Y N 54 FRH N7 N3 SING Y N 55 FRH N3 C34 SING N N 56 FRH C34 H341 SING N N 57 FRH C34 H342 SING N N 58 FRH C34 H343 SING N N 59 FRH C24 C10 DOUB Y N 60 FRH C24 C21 SING Y N 61 FRH C10 C33 SING Y N 62 FRH C10 H10 SING N N 63 FRH C21 CL8 SING N N 64 FRH C21 C16 DOUB Y N 65 FRH C16 CL9 SING N N 66 FRH C16 C30 SING Y N 67 FRH C30 C33 DOUB Y N 68 FRH C30 O43 SING N N 69 FRH C33 H33 SING N N 70 FRH O43 C35 SING N N 71 FRH C35 C18 SING N N 72 FRH C35 H351 SING N N 73 FRH C35 H352 SING N N 74 FRH C18 C39 DOUB Y N 75 FRH C18 O42 SING Y N 76 FRH C39 C12 SING Y N 77 FRH C39 H39 SING N N 78 FRH O42 C31 SING Y N 79 FRH C31 C12 DOUB Y N 80 FRH C31 C20 SING N N 81 FRH C12 H12 SING N N 82 FRH C20 O40 SING N N 83 FRH C20 O41 DOUB N N 84 FRH O40 H40 SING N N 85 # 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 FRH SMILES ACDLabs 10.04 "O=C(NCC(=O)N4CCC(c1cc(nn1C)c3ccc(OCc2oc(cc2)C(=O)O)c(Cl)c3Cl)CC4)C(NC(=[N@H])N)CC(C)C" FRH SMILES_CANONICAL CACTVS 3.341 "CC(C)C[C@@H](NC(N)=N)C(=O)NCC(=O)N1CCC(CC1)c2cc(nn2C)c3ccc(OCc4oc(cc4)C(O)=O)c(Cl)c3Cl" FRH SMILES CACTVS 3.341 "CC(C)C[CH](NC(N)=N)C(=O)NCC(=O)N1CCC(CC1)c2cc(nn2C)c3ccc(OCc4oc(cc4)C(O)=O)c(Cl)c3Cl" FRH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "[H]/N=C(\N)/N[C@H](CC(C)C)C(=O)NCC(=O)N1CCC(CC1)c2cc(nn2C)c3ccc(c(c3Cl)Cl)OCc4ccc(o4)C(=O)O" FRH SMILES "OpenEye OEToolkits" 1.5.0 "[H]N=C(N)NC(CC(C)C)C(=O)NCC(=O)N1CCC(CC1)c2cc(nn2C)c3ccc(c(c3Cl)Cl)OCc4ccc(o4)C(=O)O" FRH InChI InChI 1.03 "InChI=1S/C30H37Cl2N7O6/c1-16(2)12-21(36-30(33)34)28(41)35-14-25(40)39-10-8-17(9-11-39)22-13-20(37-38(22)3)19-5-7-23(27(32)26(19)31)44-15-18-4-6-24(45-18)29(42)43/h4-7,13,16-17,21H,8-12,14-15H2,1-3H3,(H,35,41)(H,42,43)(H4,33,34,36)/t21-/m1/s1" FRH InChIKey InChI 1.03 VNZHOIDQBPFEJU-OAQYLSRUSA-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 FRH "SYSTEMATIC NAME" ACDLabs 10.04 "N~2~-carbamimidoyl-N-{2-[4-(3-{4-[(5-carboxyfuran-2-yl)methoxy]-2,3-dichlorophenyl}-1-methyl-1H-pyrazol-5-yl)piperidin-1-yl]-2-oxoethyl}-D-leucinamide" FRH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-[[4-[5-[1-[2-[[(2R)-2-carbamimidamido-4-methyl-pentanoyl]amino]ethanoyl]piperidin-4-yl]-1-methyl-pyrazol-3-yl]-2,3-dichloro-phenoxy]methyl]furan-2-carboxylic 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 FRH "Create component" 2003-08-05 RCSB FRH "Modify aromatic_flag" 2011-06-04 RCSB FRH "Modify descriptor" 2011-06-04 RCSB #