data_FR5 # _chem_comp.id FR5 _chem_comp.name "1-((1R)-1-(HYDROXYMETHYL)-3-(6-((3-(1-METHYL-1H-BENZIMIDAZOL-2-YL)PROPANOYL)AMINO)-1H-INDOL-1-YL)PROPYL)-1H-IMIDAZOLE-4-CARBOXAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H29 N7 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms FR235999 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2002-12-13 _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 499.564 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FR5 _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 1NDZ _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 FR5 C1 C1 C 0 1 Y N N 51.262 54.394 21.046 2.591 -3.328 0.423 C1 FR5 1 FR5 N2 N2 N 0 1 Y N N 51.238 55.323 22.073 2.715 -2.449 -0.599 N2 FR5 2 FR5 C3 C3 C 0 1 Y N N 51.155 54.596 23.229 1.480 -1.953 -0.871 C3 FR5 3 FR5 N4 N4 N 0 1 Y N N 51.026 53.356 23.016 0.619 -2.489 -0.055 N4 FR5 4 FR5 C5 C5 C 0 1 Y N N 51.019 53.233 21.600 1.271 -3.348 0.770 C5 FR5 5 FR5 C8 C8 C 0 1 N N N 50.831 51.983 20.866 0.664 -4.159 1.839 C8 FR5 6 FR5 O9 O9 O 0 1 N N N 50.577 51.951 19.632 1.360 -4.895 2.514 O9 FR5 7 FR5 N10 N10 N 0 1 N N N 50.847 50.909 21.641 -0.661 -4.085 2.071 N10 FR5 8 FR5 C13 C13 C 0 1 N N R 51.141 56.802 21.888 3.957 -2.100 -1.293 C13 FR5 9 FR5 C14 C14 C 0 1 N N N 52.518 57.604 21.793 3.831 -2.455 -2.776 C14 FR5 10 FR5 O15 O15 O 0 1 N N N 53.600 57.321 22.690 5.076 -2.211 -3.432 O15 FR5 11 FR5 C18 C18 C 0 1 N N N 50.371 57.194 20.629 4.219 -0.600 -1.148 C18 FR5 12 FR5 C19 C19 C 0 1 N N N 48.892 56.616 20.612 4.480 -0.268 0.322 C19 FR5 13 FR5 N22 N22 N 0 1 Y N N 48.232 56.768 19.201 4.643 1.180 0.474 N22 FR5 14 FR5 C27 C27 C 0 1 Y N N 47.764 57.934 18.695 5.842 1.841 0.481 C27 FR5 15 FR5 C28 C28 C 0 1 Y N N 47.213 57.692 17.517 5.638 3.158 0.639 C28 FR5 16 FR5 C29 C29 C 0 1 Y N N 47.337 56.252 17.328 4.190 3.358 0.742 C29 FR5 17 FR5 C30 C30 C 0 1 Y N N 48.067 55.738 18.378 3.612 2.080 0.632 C30 FR5 18 FR5 C31 C31 C 0 1 Y N N 47.121 55.474 16.261 3.377 4.481 0.911 C31 FR5 19 FR5 C32 C32 C 0 1 Y N N 47.463 54.210 16.308 2.021 4.336 0.971 C32 FR5 20 FR5 C33 C33 C 0 1 Y N N 48.120 53.712 17.391 1.440 3.073 0.862 C33 FR5 21 FR5 C34 C34 C 0 1 Y N N 48.374 54.478 18.459 2.230 1.948 0.699 C34 FR5 22 FR5 N1 N1 N 0 1 N N N 48.440 52.484 17.557 0.048 2.941 0.924 N1 FR5 23 FR5 C2 C2 C 0 1 N N N 48.295 51.518 16.783 -0.571 1.984 0.205 C2 FR5 24 FR5 O1 O1 O 0 1 N N N 47.607 51.515 15.784 0.065 1.301 -0.569 O1 FR5 25 FR5 C4 C4 C 0 1 N N N 49.144 50.282 17.124 -2.053 1.763 0.364 C4 FR5 26 FR5 C6 C6 C 0 1 N N N 48.586 48.902 16.698 -2.501 0.627 -0.559 C6 FR5 27 FR5 C9 C9 C 0 1 Y N N 44.601 47.619 21.132 -8.221 -0.754 0.625 C9 FR5 28 FR5 C15 C15 C 0 1 Y N N 45.828 48.211 20.793 -6.929 -1.017 0.982 C15 FR5 29 FR5 C10 C10 C 0 1 Y N N 46.266 48.327 19.489 -5.879 -0.364 0.331 C10 FR5 30 FR5 C16 C16 C 0 1 Y N N 45.627 47.631 18.438 -6.167 0.564 -0.685 C16 FR5 31 FR5 C11 C11 C 0 1 Y N N 44.409 47.058 18.717 -7.485 0.814 -1.039 C11 FR5 32 FR5 C17 C17 C 0 1 Y N N 43.935 46.996 20.078 -8.505 0.158 -0.382 C17 FR5 33 FR5 N11 N11 N 0 1 Y N N 47.405 48.885 18.948 -4.528 -0.409 0.455 N11 FR5 34 FR5 C12 C12 C 0 1 Y N N 47.417 48.580 17.642 -3.983 0.406 -0.401 C12 FR5 35 FR5 N13 N13 N 0 1 Y N N 46.346 47.893 17.260 -4.946 1.030 -1.132 N13 FR5 36 FR5 C7 C7 C 0 1 N N N 46.004 47.439 15.925 -4.729 2.017 -2.192 C7 FR5 37 FR5 H1 H1 H 0 1 N N N 51.444 54.552 19.970 3.385 -3.898 0.882 H1 FR5 38 FR5 H3 H3 H 0 1 N N N 51.190 54.983 24.261 1.249 -1.230 -1.640 H3 FR5 39 FR5 H101 1H10 H 0 0 N N N 50.716 50.037 21.129 -1.216 -3.498 1.533 H101 FR5 40 FR5 H102 2H10 H 0 0 N N N 51.053 50.935 22.640 -1.061 -4.619 2.776 H102 FR5 41 FR5 H13 H13 H 0 1 N N N 50.617 57.088 22.830 4.786 -2.657 -0.856 H13 FR5 42 FR5 H141 1H14 H 0 0 N N N 52.290 58.693 21.859 3.567 -3.508 -2.876 H141 FR5 43 FR5 H142 2H14 H 0 0 N N N 52.900 57.513 20.750 3.053 -1.841 -3.231 H142 FR5 44 FR5 H15O OH15 H 0 0 N N N 54.420 57.798 22.634 4.953 -2.446 -4.362 H15O FR5 45 FR5 H181 1H18 H 0 0 N N N 50.928 56.896 19.710 3.348 -0.044 -1.497 H181 FR5 46 FR5 H182 2H18 H 0 0 N N N 50.370 58.300 20.488 5.089 -0.323 -1.743 H182 FR5 47 FR5 H191 1H19 H 0 0 N N N 48.264 57.080 21.408 5.388 -0.772 0.653 H191 FR5 48 FR5 H192 2H19 H 0 0 N N N 48.864 55.558 20.964 3.637 -0.604 0.926 H192 FR5 49 FR5 H27 H27 H 0 1 N N N 47.823 58.928 19.169 6.809 1.372 0.374 H27 FR5 50 FR5 H28 H28 H 0 1 N N N 46.773 58.472 16.873 6.397 3.925 0.681 H28 FR5 51 FR5 H31 H31 H 0 1 N N N 46.661 55.875 15.342 3.821 5.462 0.995 H31 FR5 52 FR5 H32 H32 H 0 1 N N N 47.201 53.573 15.447 1.394 5.205 1.102 H32 FR5 53 FR5 H34 H34 H 0 1 N N N 48.825 54.081 19.384 1.774 0.972 0.622 H34 FR5 54 FR5 HN1 HN1 H 0 1 N N N 48.879 52.237 18.444 -0.471 3.539 1.485 HN1 FR5 55 FR5 H41 1H4 H 0 1 N N N 49.363 50.272 18.217 -2.587 2.676 0.101 H41 FR5 56 FR5 H42 2H4 H 0 1 N N N 50.171 50.411 16.709 -2.273 1.499 1.398 H42 FR5 57 FR5 H61 1H6 H 0 1 N N N 49.364 48.103 16.675 -1.967 -0.286 -0.296 H61 FR5 58 FR5 H62 2H6 H 0 1 N N N 48.304 48.857 15.620 -2.281 0.892 -1.593 H62 FR5 59 FR5 H9 H9 H 0 1 N N N 44.189 47.642 22.155 -9.029 -1.261 1.130 H9 FR5 60 FR5 H15 H15 H 0 1 N N N 46.480 48.605 21.591 -6.719 -1.729 1.767 H15 FR5 61 FR5 H11 H11 H 0 1 N N N 43.827 46.658 17.870 -7.712 1.523 -1.822 H11 FR5 62 FR5 H17 H17 H 0 1 N N N 43.014 46.443 20.326 -9.532 0.355 -0.653 H17 FR5 63 FR5 H71 1H7 H 0 1 N N N 44.960 47.781 15.736 -4.637 1.506 -3.151 H71 FR5 64 FR5 H72 2H7 H 0 1 N N N 46.575 47.647 14.990 -5.574 2.704 -2.227 H72 FR5 65 FR5 H73 3H7 H 0 1 N N N 45.901 46.331 15.989 -3.815 2.574 -1.988 H73 FR5 66 # # 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 FR5 C1 N2 SING Y N 1 FR5 C1 C5 DOUB Y N 2 FR5 C1 H1 SING N N 3 FR5 N2 C3 SING Y N 4 FR5 N2 C13 SING N N 5 FR5 C3 N4 DOUB Y N 6 FR5 C3 H3 SING N N 7 FR5 N4 C5 SING Y N 8 FR5 C5 C8 SING N N 9 FR5 C8 O9 DOUB N N 10 FR5 C8 N10 SING N N 11 FR5 N10 H101 SING N N 12 FR5 N10 H102 SING N N 13 FR5 C13 C14 SING N N 14 FR5 C13 C18 SING N N 15 FR5 C13 H13 SING N N 16 FR5 C14 O15 SING N N 17 FR5 C14 H141 SING N N 18 FR5 C14 H142 SING N N 19 FR5 O15 H15O SING N N 20 FR5 C18 C19 SING N N 21 FR5 C18 H181 SING N N 22 FR5 C18 H182 SING N N 23 FR5 C19 N22 SING N N 24 FR5 C19 H191 SING N N 25 FR5 C19 H192 SING N N 26 FR5 N22 C27 SING Y N 27 FR5 N22 C30 SING Y N 28 FR5 C27 C28 DOUB Y N 29 FR5 C27 H27 SING N N 30 FR5 C28 C29 SING Y N 31 FR5 C28 H28 SING N N 32 FR5 C29 C30 DOUB Y N 33 FR5 C29 C31 SING Y N 34 FR5 C30 C34 SING Y N 35 FR5 C31 C32 DOUB Y N 36 FR5 C31 H31 SING N N 37 FR5 C32 C33 SING Y N 38 FR5 C32 H32 SING N N 39 FR5 C33 C34 DOUB Y N 40 FR5 C33 N1 SING N N 41 FR5 C34 H34 SING N N 42 FR5 N1 C2 SING N N 43 FR5 N1 HN1 SING N N 44 FR5 C2 O1 DOUB N N 45 FR5 C2 C4 SING N N 46 FR5 C4 C6 SING N N 47 FR5 C4 H41 SING N N 48 FR5 C4 H42 SING N N 49 FR5 C6 C12 SING N N 50 FR5 C6 H61 SING N N 51 FR5 C6 H62 SING N N 52 FR5 C9 C15 DOUB Y N 53 FR5 C9 C17 SING Y N 54 FR5 C9 H9 SING N N 55 FR5 C15 C10 SING Y N 56 FR5 C15 H15 SING N N 57 FR5 C10 C16 DOUB Y N 58 FR5 C10 N11 SING Y N 59 FR5 C16 C11 SING Y N 60 FR5 C16 N13 SING Y N 61 FR5 C11 C17 DOUB Y N 62 FR5 C11 H11 SING N N 63 FR5 C17 H17 SING N N 64 FR5 N11 C12 DOUB Y N 65 FR5 C12 N13 SING Y N 66 FR5 N13 C7 SING N N 67 FR5 C7 H71 SING N N 68 FR5 C7 H72 SING N N 69 FR5 C7 H73 SING N N 70 # # 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 FR5 SMILES ACDLabs 10.04 "O=C(N)c1ncn(c1)C(CO)CCn3c2cc(ccc2cc3)NC(=O)CCc4nc5ccccc5n4C" FR5 SMILES_CANONICAL CACTVS 3.341 "Cn1c(CCC(=O)Nc2ccc3ccn(CC[C@H](CO)n4cnc(c4)C(N)=O)c3c2)nc5ccccc15" FR5 SMILES CACTVS 3.341 "Cn1c(CCC(=O)Nc2ccc3ccn(CC[CH](CO)n4cnc(c4)C(N)=O)c3c2)nc5ccccc15" FR5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cn1c2ccccc2nc1CCC(=O)Nc3ccc4ccn(c4c3)CC[C@H](CO)n5cc(nc5)C(=O)N" FR5 SMILES "OpenEye OEToolkits" 1.5.0 "Cn1c2ccccc2nc1CCC(=O)Nc3ccc4ccn(c4c3)CCC(CO)n5cc(nc5)C(=O)N" FR5 InChI InChI 1.03 "InChI=1S/C27H29N7O3/c1-32-23-5-3-2-4-21(23)31-25(32)8-9-26(36)30-19-7-6-18-10-12-33(24(18)14-19)13-11-20(16-35)34-15-22(27(28)37)29-17-34/h2-7,10,12,14-15,17,20,35H,8-9,11,13,16H2,1H3,(H2,28,37)(H,30,36)/t20-/m1/s1" FR5 InChIKey InChI 1.03 MBHAURHGCAJBCN-HXUWFJFHSA-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 FR5 "SYSTEMATIC NAME" ACDLabs 10.04 "1-[(1R)-1-(hydroxymethyl)-3-(6-{[3-(1-methyl-1H-benzimidazol-2-yl)propanoyl]amino}-1H-indol-1-yl)propyl]-1H-imidazole-4-carboxamide" FR5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "1-[(2R)-1-hydroxy-4-[6-[3-(1-methylbenzimidazol-2-yl)propanoylamino]indol-1-yl]butan-2-yl]imidazole-4-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site FR5 "Create component" 2002-12-13 RCSB FR5 "Modify descriptor" 2011-06-04 RCSB FR5 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id FR5 _pdbx_chem_comp_synonyms.name FR235999 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##