data_09B # _chem_comp.id 09B _chem_comp.name ;4-cyanobenzyl (3S,5'R)-2-oxo-1,2-dihydrospiro[indole-3,3'-pyrrolidine]-5'-carboxylate ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H17 N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-11-01 _chem_comp.pdbx_modified_date 2012-04-13 _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 347.367 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 09B _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 3UDN _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 09B C4 C4 C 0 1 N N N 16.826 42.371 44.184 7.019 1.899 -0.393 C4 09B 1 09B C13 C13 C 0 1 Y N N 26.351 37.111 39.906 -3.702 2.998 1.413 C13 09B 2 09B C14 C14 C 0 1 Y N N 26.952 37.209 41.152 -4.684 3.375 0.515 C14 09B 3 09B C2 C2 C 0 1 Y N N 17.052 40.801 42.330 5.631 0.417 0.980 C2 09B 4 09B C3 C3 C 0 1 Y N N 17.373 40.104 44.608 5.190 0.604 -1.387 C3 09B 5 09B C12 C12 C 0 1 Y N N 25.009 36.812 39.789 -3.109 1.753 1.301 C12 09B 6 09B C5 C5 C 0 1 Y N N 17.330 39.507 41.911 4.586 -0.476 1.096 C5 09B 7 09B C6 C6 C 0 1 Y N N 17.643 38.822 44.193 4.144 -0.286 -1.255 C6 09B 8 09B C15 C15 C 0 1 Y N N 26.231 36.979 42.305 -5.078 2.515 -0.489 C15 09B 9 09B C1 C1 C 0 1 Y N N 17.089 41.083 43.686 5.939 0.967 -0.266 C1 09B 10 09B C11 C11 C 0 1 Y N N 24.305 36.592 40.954 -3.495 0.893 0.297 C11 09B 11 09B C8 C8 C 0 1 Y N N 17.619 38.525 42.850 3.844 -0.827 -0.018 C8 09B 12 09B C10 C10 C 0 1 Y N N 24.900 36.669 42.174 -4.490 1.258 -0.605 C10 09B 13 09B C18 C18 C 0 1 N N N 22.770 36.065 42.611 -3.910 -0.832 -1.299 C18 09B 14 09B C24 C24 C 0 1 N N N 19.601 36.281 41.059 0.361 -1.808 0.557 C24 09B 15 09B C21 C21 C 0 1 N N N 21.948 37.325 40.696 -1.571 -0.541 -0.437 C21 09B 16 09B C20 C20 C 0 1 N N N 22.553 34.961 40.380 -3.280 -1.495 1.038 C20 09B 17 09B C22 C22 C 0 1 N N R 20.755 36.577 40.132 -0.948 -1.126 0.858 C22 09B 18 09B C16 C16 C 0 1 N N S 22.891 36.234 41.115 -3.069 -0.492 -0.099 C16 09B 19 09B C9 C9 C 0 1 N N N 17.933 37.135 42.423 2.704 -1.803 0.117 C9 09B 20 09B N7 N7 N 0 1 N N N 16.577 43.423 44.594 7.875 2.639 -0.494 N7 09B 21 09B N17 N17 N 0 1 N N N 23.975 36.385 43.177 -4.707 0.230 -1.526 N17 09B 22 09B N19 N19 N 0 1 N N N 21.273 35.262 39.686 -1.962 -2.114 1.310 N19 09B 23 09B O23 O23 O 0 1 N N N 21.750 35.717 43.192 -3.879 -1.863 -1.937 O23 09B 24 09B O25 O25 O 0 1 N N N 19.175 35.155 41.235 0.406 -3.011 0.451 O25 09B 25 09B O26 O26 O 0 1 N N N 19.090 37.376 41.627 1.479 -1.079 0.406 O26 09B 26 09B H1 H1 H 0 1 N N N 26.941 37.271 39.016 -3.396 3.675 2.196 H1 09B 27 09B H2 H2 H 0 1 N N N 27.998 37.469 41.220 -5.145 4.348 0.600 H2 09B 28 09B H3 H3 H 0 1 N N N 16.812 41.572 41.613 6.207 0.693 1.851 H3 09B 29 09B H4 H4 H 0 1 N N N 17.384 40.343 45.661 5.424 1.026 -2.353 H4 09B 30 09B H5 H5 H 0 1 N N N 24.529 36.753 38.823 -2.341 1.456 2.000 H5 09B 31 09B H6 H6 H 0 1 N N N 17.322 39.265 40.859 4.346 -0.902 2.059 H6 09B 32 09B H7 H7 H 0 1 N N N 17.872 38.053 44.916 3.559 -0.561 -2.120 H7 09B 33 09B H8 H8 H 0 1 N N N 26.697 37.041 43.277 -5.846 2.817 -1.186 H8 09B 34 09B H9 H9 H 0 1 N N N 22.404 37.981 39.940 -1.186 0.460 -0.633 H9 09B 35 09B H10 H10 H 0 1 N N N 21.659 37.955 41.550 -1.388 -1.197 -1.288 H10 09B 36 09B H11 H11 H 0 1 N N N 22.438 34.118 41.077 -3.641 -0.979 1.928 H11 09B 37 09B H12 H12 H 0 1 N N N 23.342 34.696 39.661 -3.996 -2.259 0.734 H12 09B 38 09B H13 H13 H 0 1 N N N 20.337 37.241 39.361 -0.810 -0.344 1.605 H13 09B 39 09B H14 H14 H 0 1 N N N 17.115 36.669 41.854 2.588 -2.357 -0.814 H14 09B 40 09B H15 H15 H 0 1 N N N 18.132 36.464 43.271 2.915 -2.498 0.930 H15 09B 41 09B H16 H16 H 0 1 N N N 24.162 36.411 44.159 -5.358 0.275 -2.243 H16 09B 42 09B H17 H17 H 0 1 N N N 20.604 34.552 39.903 -1.863 -2.987 0.813 H17 09B 43 # 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 09B N19 C22 SING N N 1 09B N19 C20 SING N N 2 09B C12 C13 DOUB Y N 3 09B C12 C11 SING Y N 4 09B C13 C14 SING Y N 5 09B C22 C21 SING N N 6 09B C22 C24 SING N N 7 09B C20 C16 SING N N 8 09B C21 C16 SING N N 9 09B C11 C16 SING N N 10 09B C11 C10 DOUB Y N 11 09B C24 O25 DOUB N N 12 09B C24 O26 SING N N 13 09B C16 C18 SING N N 14 09B C14 C15 DOUB Y N 15 09B O26 C9 SING N N 16 09B C5 C2 DOUB Y N 17 09B C5 C8 SING Y N 18 09B C10 C15 SING Y N 19 09B C10 N17 SING N N 20 09B C2 C1 SING Y N 21 09B C9 C8 SING N N 22 09B C18 N17 SING N N 23 09B C18 O23 DOUB N N 24 09B C8 C6 DOUB Y N 25 09B C1 C4 SING N N 26 09B C1 C3 DOUB Y N 27 09B C4 N7 TRIP N N 28 09B C6 C3 SING Y N 29 09B C13 H1 SING N N 30 09B C14 H2 SING N N 31 09B C2 H3 SING N N 32 09B C3 H4 SING N N 33 09B C12 H5 SING N N 34 09B C5 H6 SING N N 35 09B C6 H7 SING N N 36 09B C15 H8 SING N N 37 09B C21 H9 SING N N 38 09B C21 H10 SING N N 39 09B C20 H11 SING N N 40 09B C20 H12 SING N N 41 09B C22 H13 SING N N 42 09B C9 H14 SING N N 43 09B C9 H15 SING N N 44 09B N17 H16 SING N N 45 09B N19 H17 SING N N 46 # 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 09B SMILES ACDLabs 12.01 "N#Cc1ccc(cc1)COC(=O)C4NCC2(c3c(NC2=O)cccc3)C4" 09B InChI InChI 1.03 "InChI=1S/C20H17N3O3/c21-10-13-5-7-14(8-6-13)11-26-18(24)17-9-20(12-22-17)15-3-1-2-4-16(15)23-19(20)25/h1-8,17,22H,9,11-12H2,(H,23,25)/t17-,20-/m1/s1" 09B InChIKey InChI 1.03 QVGGPTMZUCXDDT-YLJYHZDGSA-N 09B SMILES_CANONICAL CACTVS 3.370 "O=C1Nc2ccccc2[C@@]13CN[C@H](C3)C(=O)OCc4ccc(cc4)C#N" 09B SMILES CACTVS 3.370 "O=C1Nc2ccccc2[C]13CN[CH](C3)C(=O)OCc4ccc(cc4)C#N" 09B SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "c1ccc2c(c1)[C@]3(C[C@@H](NC3)C(=O)OCc4ccc(cc4)C#N)C(=O)N2" 09B SMILES "OpenEye OEToolkits" 1.7.2 "c1ccc2c(c1)C3(CC(NC3)C(=O)OCc4ccc(cc4)C#N)C(=O)N2" # 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 09B "SYSTEMATIC NAME" ACDLabs 12.01 ;4-cyanobenzyl (3S,5'R)-2-oxo-1,2-dihydrospiro[indole-3,3'-pyrrolidine]-5'-carboxylate ; 09B "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 ;(4-cyanophenyl)methyl (2'R,3S)-2-oxidanylidenespiro[1H-indole-3,4'-pyrrolidine]-2'-carboxylate ; # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 09B "Create component" 2011-11-01 RCSB #