data_2RR # _chem_comp.id 2RR _chem_comp.name "3-[(4-{1-[2-(4-aminophenyl)-2-oxoethyl]-1H-benzimidazol-2-yl}-1,2,5-oxadiazol-3-yl)amino]propanenitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H17 N7 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-01-14 _chem_comp.pdbx_modified_date 2014-02-28 _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 387.395 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2RR _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 4O2A _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 2RR C20 C20 C 0 1 N N N 17.336 63.576 43.586 1.591 -0.609 -0.874 C20 2RR 1 2RR C21 C21 C 0 1 N N N 16.228 64.293 42.870 2.288 -0.178 0.390 C21 2RR 2 2RR O21 O21 O 0 1 N N N 15.681 65.245 43.422 1.796 -0.430 1.470 O21 2RR 3 2RR C25 C25 C 0 1 Y N N 15.421 63.327 38.840 5.963 1.906 0.175 C25 2RR 4 2RR C26 C26 C 0 1 Y N N 16.334 62.544 39.565 5.399 1.619 1.416 C26 2RR 5 2RR C27 C27 C 0 1 Y N N 16.595 62.866 40.885 4.213 0.946 1.490 C27 2RR 6 2RR C24 C24 C 0 1 Y N N 14.771 64.424 39.427 5.320 1.510 -0.996 C24 2RR 7 2RR C23 C23 C 0 1 Y N N 15.041 64.734 40.748 4.133 0.837 -0.931 C23 2RR 8 2RR C22 C22 C 0 1 Y N N 15.954 63.961 41.484 3.563 0.545 0.315 C22 2RR 9 2RR N28 N28 N 0 1 N N N 15.157 63.007 37.514 7.167 2.595 0.104 N28 2RR 10 2RR C2 C2 C 0 1 Y N N 17.973 65.133 45.506 -0.885 -0.736 -0.371 C2 2RR 11 2RR C4 C4 C 0 1 Y N N 17.287 63.982 47.196 -1.156 -2.869 -0.022 C4 2RR 12 2RR N1 N1 N 0 1 Y N N 17.371 63.988 45.002 0.349 -1.306 -0.534 N1 2RR 13 2RR C9 C9 C 0 1 Y N N 16.929 63.239 46.083 0.204 -2.662 -0.318 C9 2RR 14 2RR C5 C5 C 0 1 Y N N 16.967 63.480 48.476 -1.612 -4.164 0.247 C5 2RR 15 2RR C8 C8 C 0 1 Y N N 16.259 62.005 46.111 1.077 -3.740 -0.340 C8 2RR 16 2RR C6 C6 C 0 1 Y N N 16.307 62.265 48.539 -0.737 -5.212 0.220 C6 2RR 17 2RR C7 C7 C 0 1 Y N N 15.955 61.532 47.373 0.605 -5.008 -0.071 C7 2RR 18 2RR N3 N3 N 0 1 Y N N 17.922 65.132 46.840 -1.764 -1.660 -0.070 N3 2RR 19 2RR C18 C18 C 0 1 N N N 17.259 70.239 46.718 -7.286 1.809 0.572 C18 2RR 20 2RR C14 C14 C 0 1 Y N N 19.187 67.318 45.016 -2.475 1.409 -0.344 C14 2RR 21 2RR N13 N13 N 0 1 Y N N 19.564 67.970 43.950 -2.151 2.660 -0.571 N13 2RR 22 2RR C10 C10 C 0 1 Y N N 18.551 66.139 44.614 -1.180 0.707 -0.507 C10 2RR 23 2RR N11 N11 N 0 1 Y N N 18.570 66.080 43.307 -0.358 1.691 -0.803 N11 2RR 24 2RR N19 N19 N 0 1 N N N 16.278 70.108 47.288 -8.189 2.491 0.665 N19 2RR 25 2RR O12 O12 O 0 1 Y N N 19.191 67.197 42.898 -0.971 2.733 -0.818 O12 2RR 26 2RR N15 N15 N 0 1 N N N 18.864 67.974 46.216 -3.717 0.877 -0.025 N15 2RR 27 2RR C16 C16 C 0 1 N N N 19.500 69.292 46.392 -4.882 1.757 0.095 C16 2RR 28 2RR C17 C17 C 0 1 N N N 18.523 70.397 45.983 -6.115 0.924 0.452 C17 2RR 29 2RR H1 H1 H 0 1 N N N 17.166 62.491 43.526 1.360 0.269 -1.479 H1 2RR 30 2RR H2 H2 H 0 1 N N N 18.297 63.823 43.111 2.241 -1.278 -1.438 H2 2RR 31 2RR H3 H3 H 0 1 N N N 16.825 61.703 39.099 5.901 1.928 2.321 H3 2RR 32 2RR H4 H4 H 0 1 N N N 17.294 62.273 41.456 3.777 0.723 2.453 H4 2RR 33 2RR H5 H5 H 0 1 N N N 14.071 65.017 38.856 5.760 1.735 -1.956 H5 2RR 34 2RR H6 H6 H 0 1 N N N 14.548 65.574 41.215 3.635 0.529 -1.839 H6 2RR 35 2RR H7 H7 H 0 1 N N N 15.696 62.207 37.250 7.558 2.800 -0.760 H7 2RR 36 2RR H8 H8 H 0 1 N N N 14.184 62.803 37.408 7.616 2.872 0.918 H8 2RR 37 2RR H9 H9 H 0 1 N N N 17.227 64.023 49.372 -2.654 -4.335 0.474 H9 2RR 38 2RR H10 H10 H 0 1 N N N 16.000 61.465 45.212 2.122 -3.588 -0.566 H10 2RR 39 2RR H11 H11 H 0 1 N N N 16.051 61.860 49.507 -1.092 -6.211 0.428 H11 2RR 40 2RR H12 H12 H 0 1 N N N 15.440 60.588 47.476 1.284 -5.848 -0.088 H12 2RR 41 2RR H13 H13 H 0 1 N N N 17.872 68.101 46.244 -3.813 -0.078 0.119 H13 2RR 42 2RR H14 H14 H 0 1 N N N 20.401 69.350 45.763 -4.702 2.493 0.878 H14 2RR 43 2RR H15 H15 H 0 1 N N N 19.780 69.424 47.447 -5.050 2.268 -0.853 H15 2RR 44 2RR H16 H16 H 0 1 N N N 18.962 71.378 46.217 -5.947 0.413 1.399 H16 2RR 45 2RR H17 H17 H 0 1 N N N 18.328 70.331 44.902 -6.296 0.188 -0.332 H17 2RR 46 # 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 2RR N28 C25 SING N N 1 2RR C25 C24 DOUB Y N 2 2RR C25 C26 SING Y N 3 2RR C24 C23 SING Y N 4 2RR C26 C27 DOUB Y N 5 2RR C23 C22 DOUB Y N 6 2RR C27 C22 SING Y N 7 2RR C22 C21 SING N N 8 2RR C21 O21 DOUB N N 9 2RR C21 C20 SING N N 10 2RR O12 N11 SING Y N 11 2RR O12 N13 SING Y N 12 2RR N11 C10 DOUB Y N 13 2RR C20 N1 SING N N 14 2RR N13 C14 DOUB Y N 15 2RR C10 C14 SING Y N 16 2RR C10 C2 SING N N 17 2RR N1 C2 SING Y N 18 2RR N1 C9 SING Y N 19 2RR C14 N15 SING N N 20 2RR C2 N3 DOUB Y N 21 2RR C17 C16 SING N N 22 2RR C17 C18 SING N N 23 2RR C9 C8 DOUB Y N 24 2RR C9 C4 SING Y N 25 2RR C8 C7 SING Y N 26 2RR N15 C16 SING N N 27 2RR C18 N19 TRIP N N 28 2RR N3 C4 SING Y N 29 2RR C4 C5 DOUB Y N 30 2RR C7 C6 DOUB Y N 31 2RR C5 C6 SING Y N 32 2RR C20 H1 SING N N 33 2RR C20 H2 SING N N 34 2RR C26 H3 SING N N 35 2RR C27 H4 SING N N 36 2RR C24 H5 SING N N 37 2RR C23 H6 SING N N 38 2RR N28 H7 SING N N 39 2RR N28 H8 SING N N 40 2RR C5 H9 SING N N 41 2RR C8 H10 SING N N 42 2RR C6 H11 SING N N 43 2RR C7 H12 SING N N 44 2RR N15 H13 SING N N 45 2RR C16 H14 SING N N 46 2RR C16 H15 SING N N 47 2RR C17 H16 SING N N 48 2RR C17 H17 SING N N 49 # 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 2RR SMILES ACDLabs 12.01 "O=C(c1ccc(N)cc1)Cn3c4ccccc4nc3c2nonc2NCCC#N" 2RR InChI InChI 1.03 "InChI=1S/C20H17N7O2/c21-10-3-11-23-19-18(25-29-26-19)20-24-15-4-1-2-5-16(15)27(20)12-17(28)13-6-8-14(22)9-7-13/h1-2,4-9H,3,11-12,22H2,(H,23,26)" 2RR InChIKey InChI 1.03 LSFOZQQVTWFMNS-UHFFFAOYSA-N 2RR SMILES_CANONICAL CACTVS 3.385 "Nc1ccc(cc1)C(=O)Cn2c3ccccc3nc2c4nonc4NCCC#N" 2RR SMILES CACTVS 3.385 "Nc1ccc(cc1)C(=O)Cn2c3ccccc3nc2c4nonc4NCCC#N" 2RR SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)nc(n2CC(=O)c3ccc(cc3)N)c4c(non4)NCCC#N" 2RR SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)nc(n2CC(=O)c3ccc(cc3)N)c4c(non4)NCCC#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 2RR "SYSTEMATIC NAME" ACDLabs 12.01 "3-[(4-{1-[2-(4-aminophenyl)-2-oxoethyl]-1H-benzimidazol-2-yl}-1,2,5-oxadiazol-3-yl)amino]propanenitrile" 2RR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "3-[[4-[1-[2-(4-aminophenyl)-2-oxidanylidene-ethyl]benzimidazol-2-yl]-1,2,5-oxadiazol-3-yl]amino]propanenitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 2RR "Create component" 2014-01-14 RCSB 2RR "Initial release" 2014-03-05 RCSB #