data_FR9 # _chem_comp.id FR9 _chem_comp.name "1-[(1R)-3-(6-{[(BENZYLAMINO)CARBONYL]AMINO}-1H-INDOL-1-YL)-1-(HYDROXYMETHYL)PROPYL]-1H-IMIDAZOLE-4-CARBOXAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H26 N6 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms FR236913 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-10-05 _chem_comp.pdbx_modified_date 2020-06-17 _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 446.502 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FR9 _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 1O5R _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 FR9 C1 C1 C 0 1 Y N N 51.984 54.514 20.752 1.067 0.392 5.931 C1 FR9 1 FR9 N2 N2 N 0 1 Y N N 52.053 55.575 21.770 0.845 0.533 4.603 N2 FR9 2 FR9 C3 C3 C 0 1 Y N N 51.793 54.907 22.885 1.757 -0.233 3.948 C3 FR9 3 FR9 N4 N4 N 0 1 Y N N 51.638 53.616 22.763 2.519 -0.824 4.822 N4 FR9 4 FR9 C5 C5 C 0 1 Y N N 51.766 53.308 21.342 2.119 -0.465 6.068 C5 FR9 5 FR9 C8 C8 C 0 1 N N N 51.738 51.964 20.795 2.715 -0.914 7.338 C8 FR9 6 FR9 O9 O9 O 0 1 N N N 51.908 51.920 19.697 2.268 -0.514 8.396 O9 FR9 7 FR9 N10 N10 N 0 1 N N N 51.415 51.014 21.523 3.758 -1.768 7.328 N10 FR9 8 FR9 C13 C13 C 0 1 N N R 52.085 57.033 21.613 -0.190 1.362 3.982 C13 FR9 9 FR9 C14 C14 C 0 1 N N N 53.512 57.668 21.627 0.466 2.412 3.084 C14 FR9 10 FR9 O15 O15 O 0 1 N N N 54.543 57.431 22.698 1.227 1.758 2.065 O15 FR9 11 FR9 C18 C18 C 0 1 N N N 51.382 57.453 20.335 -1.115 0.479 3.143 C18 FR9 12 FR9 C19 C19 C 0 1 N N N 49.871 57.546 20.530 -2.197 1.345 2.495 C19 FR9 13 FR9 N22 N22 N 0 1 Y N N 49.231 57.644 19.236 -3.083 0.500 1.691 N22 FR9 14 FR9 C27 C27 C 0 1 Y N N 48.735 58.810 18.700 -4.219 -0.111 2.151 C27 FR9 15 FR9 C28 C28 C 0 1 Y N N 48.268 58.568 17.442 -4.796 -0.809 1.161 C28 FR9 16 FR9 C29 C29 C 0 1 Y N N 48.475 57.179 17.226 -3.962 -0.632 -0.030 C29 FR9 17 FR9 C30 C30 C 0 1 Y N N 49.083 56.652 18.389 -2.901 0.205 0.358 C30 FR9 18 FR9 C31 C31 C 0 1 Y N N 48.154 56.337 16.195 -4.038 -1.100 -1.344 C31 FR9 19 FR9 C32 C32 C 0 1 Y N N 48.446 54.976 16.297 -3.078 -0.747 -2.248 C32 FR9 20 FR9 C33 C33 C 0 1 Y N N 49.083 54.502 17.447 -2.020 0.077 -1.869 C33 FR9 21 FR9 C34 C34 C 0 1 Y N N 49.370 55.357 18.479 -1.928 0.551 -0.572 C34 FR9 22 FR9 N1 N1 N 0 1 N N N 49.313 53.245 17.721 -1.043 0.429 -2.808 N1 FR9 23 FR9 C2 C2 C 0 1 N N N 49.256 52.202 16.853 -0.614 -0.477 -3.708 C2 FR9 24 FR9 O1 O1 O 0 1 N N N 48.746 52.328 15.766 -0.997 -1.629 -3.639 O1 FR9 25 FR9 N3 N3 N 0 1 N N N 49.519 51.081 17.443 0.239 -0.109 -4.683 N3 FR9 26 FR9 C6 C6 C 0 1 N N N 49.296 49.822 16.782 0.705 -1.095 -5.660 C6 FR9 27 FR9 C7 C7 C 0 1 Y N N 47.726 49.349 18.700 2.999 -0.394 -6.373 C7 FR9 28 FR9 C11 C11 C 0 1 Y N N 48.032 49.219 17.355 1.643 -0.432 -6.636 C11 FR9 29 FR9 C9 C9 C 0 1 Y N N 47.168 48.514 16.536 1.148 0.132 -7.796 C9 FR9 30 FR9 C12 C12 C 0 1 Y N N 45.994 47.986 17.060 2.007 0.744 -8.688 C12 FR9 31 FR9 C10 C10 C 0 1 Y N N 45.659 48.138 18.415 3.364 0.783 -8.425 C10 FR9 32 FR9 C15 C15 C 0 1 Y N N 46.570 48.772 19.201 3.860 0.214 -7.267 C15 FR9 33 FR9 H1 H1 H 0 1 N N N 52.085 54.613 19.658 0.515 0.867 6.729 H1 FR9 34 FR9 H3 H3 H 0 1 N N N 51.710 55.402 23.867 1.838 -0.332 2.876 H3 FR9 35 FR9 H101 1H10 H 0 0 N N N 51.395 50.069 21.139 4.151 -2.064 8.164 H101 FR9 36 FR9 H102 2H10 H 0 0 N N N 51.259 51.054 22.530 4.112 -2.091 6.484 H102 FR9 37 FR9 H13 H13 H 0 1 N N N 51.553 57.419 22.514 -0.770 1.860 4.759 H13 FR9 38 FR9 H141 1H14 H 0 0 N N N 53.376 58.772 21.548 -0.304 3.029 2.622 H141 FR9 39 FR9 H142 2H14 H 0 0 N N N 53.991 57.409 20.654 1.126 3.041 3.682 H142 FR9 40 FR9 H15 H15 H 0 1 N N N 55.411 57.817 22.707 1.623 2.454 1.523 H15 FR9 41 FR9 H181 1H18 H 0 0 N N N 51.643 56.779 19.486 -1.583 -0.268 3.783 H181 FR9 42 FR9 H182 2H18 H 0 0 N N N 51.800 58.406 19.934 -0.535 -0.019 2.366 H182 FR9 43 FR9 H191 1H19 H 0 0 N N N 49.582 58.381 21.210 -1.729 2.093 1.855 H191 FR9 44 FR9 H192 2H19 H 0 0 N N N 49.470 56.702 21.138 -2.777 1.843 3.272 H192 FR9 45 FR9 H27 H27 H 0 1 N N N 48.715 59.791 19.203 -4.595 -0.040 3.161 H27 FR9 46 FR9 H28 H28 H 0 1 N N N 47.828 59.317 16.762 -5.703 -1.392 1.230 H28 FR9 47 FR9 H31 H31 H 0 1 N N N 47.667 56.749 15.295 -4.855 -1.739 -1.644 H31 FR9 48 FR9 H32 H32 H 0 1 N N N 48.177 54.285 15.481 -3.138 -1.109 -3.263 H32 FR9 49 FR9 H34 H34 H 0 1 N N N 49.844 54.993 19.406 -1.106 1.190 -0.285 H34 FR9 50 FR9 HN1 HN1 H 0 1 N N N 48.693 53.005 18.495 -0.675 1.327 -2.812 HN1 FR9 51 FR9 HN3 HN3 H 0 1 N N N 49.886 51.185 18.389 0.545 0.809 -4.738 HN3 FR9 52 FR9 H61 1H6 H 0 1 N N N 50.173 49.136 16.849 -0.149 -1.505 -6.199 H61 FR9 53 FR9 H62 2H6 H 0 1 N N N 49.267 49.915 15.671 1.228 -1.900 -5.143 H62 FR9 54 FR9 H7 H7 H 0 1 N N N 48.400 49.910 19.369 3.387 -0.839 -5.468 H7 FR9 55 FR9 H9 H9 H 0 1 N N N 47.414 48.374 15.470 0.088 0.102 -8.002 H9 FR9 56 FR9 H12 H12 H 0 1 N N N 45.315 47.436 16.387 1.620 1.190 -9.593 H12 FR9 57 FR9 H10 H10 H 0 1 N N N 44.713 47.772 18.847 4.036 1.259 -9.124 H10 FR9 58 FR9 H2 H2 H 0 1 N N N 46.364 48.820 20.284 4.920 0.244 -7.062 H2 FR9 59 # # 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 FR9 C1 N2 SING Y N 1 FR9 C1 C5 DOUB Y N 2 FR9 C1 H1 SING N N 3 FR9 N2 C3 SING Y N 4 FR9 N2 C13 SING N N 5 FR9 C3 N4 DOUB Y N 6 FR9 C3 H3 SING N N 7 FR9 N4 C5 SING Y N 8 FR9 C5 C8 SING N N 9 FR9 C8 O9 DOUB N N 10 FR9 C8 N10 SING N N 11 FR9 N10 H101 SING N N 12 FR9 N10 H102 SING N N 13 FR9 C13 C14 SING N N 14 FR9 C13 C18 SING N N 15 FR9 C13 H13 SING N N 16 FR9 C14 O15 SING N N 17 FR9 C14 H141 SING N N 18 FR9 C14 H142 SING N N 19 FR9 O15 H15 SING N N 20 FR9 C18 C19 SING N N 21 FR9 C18 H181 SING N N 22 FR9 C18 H182 SING N N 23 FR9 C19 N22 SING N N 24 FR9 C19 H191 SING N N 25 FR9 C19 H192 SING N N 26 FR9 N22 C27 SING Y N 27 FR9 N22 C30 SING Y N 28 FR9 C27 C28 DOUB Y N 29 FR9 C27 H27 SING N N 30 FR9 C28 C29 SING Y N 31 FR9 C28 H28 SING N N 32 FR9 C29 C30 DOUB Y N 33 FR9 C29 C31 SING Y N 34 FR9 C30 C34 SING Y N 35 FR9 C31 C32 DOUB Y N 36 FR9 C31 H31 SING N N 37 FR9 C32 C33 SING Y N 38 FR9 C32 H32 SING N N 39 FR9 C33 C34 DOUB Y N 40 FR9 C33 N1 SING N N 41 FR9 C34 H34 SING N N 42 FR9 N1 C2 SING N N 43 FR9 N1 HN1 SING N N 44 FR9 C2 O1 DOUB N N 45 FR9 C2 N3 SING N N 46 FR9 N3 C6 SING N N 47 FR9 N3 HN3 SING N N 48 FR9 C6 C11 SING N N 49 FR9 C6 H61 SING N N 50 FR9 C6 H62 SING N N 51 FR9 C7 C11 DOUB Y N 52 FR9 C7 C15 SING Y N 53 FR9 C7 H7 SING N N 54 FR9 C11 C9 SING Y N 55 FR9 C9 C12 DOUB Y N 56 FR9 C9 H9 SING N N 57 FR9 C12 C10 SING Y N 58 FR9 C12 H12 SING N N 59 FR9 C10 C15 DOUB Y N 60 FR9 C10 H10 SING N N 61 FR9 C15 H2 SING N N 62 # # 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 FR9 SMILES ACDLabs 10.04 "O=C(N)c1ncn(c1)C(CO)CCn3c2cc(ccc2cc3)NC(=O)NCc4ccccc4" FR9 SMILES_CANONICAL CACTVS 3.341 "NC(=O)c1cn(cn1)[C@@H](CO)CCn2ccc3ccc(NC(=O)NCc4ccccc4)cc23" FR9 SMILES CACTVS 3.341 "NC(=O)c1cn(cn1)[CH](CO)CCn2ccc3ccc(NC(=O)NCc4ccccc4)cc23" FR9 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)CNC(=O)Nc2ccc3ccn(c3c2)CC[C@H](CO)n4cc(nc4)C(=O)N" FR9 SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)CNC(=O)Nc2ccc3ccn(c3c2)CCC(CO)n4cc(nc4)C(=O)N" FR9 InChI InChI 1.03 "InChI=1S/C24H26N6O3/c25-23(32)21-14-30(16-27-21)20(15-31)9-11-29-10-8-18-6-7-19(12-22(18)29)28-24(33)26-13-17-4-2-1-3-5-17/h1-8,10,12,14,16,20,31H,9,11,13,15H2,(H2,25,32)(H2,26,28,33)/t20-/m1/s1" FR9 InChIKey InChI 1.03 KCCUBLLGAMGDJL-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 FR9 "SYSTEMATIC NAME" ACDLabs 10.04 "1-[(1R)-3-{6-[(benzylcarbamoyl)amino]-1H-indol-1-yl}-1-(hydroxymethyl)propyl]-1H-imidazole-4-carboxamide" FR9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "1-[(2R)-1-hydroxy-4-[6-(phenylmethylcarbamoylamino)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 FR9 "Create component" 2003-10-05 RCSB FR9 "Modify descriptor" 2011-06-04 RCSB FR9 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id FR9 _pdbx_chem_comp_synonyms.name FR236913 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##