data_372 # _chem_comp.id 372 _chem_comp.name "N-[(3R)-3-(cyanomethyl)-1-methyl-2-oxo-2,3-dihydro-1H-indol-5-yl]acetamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H13 N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-08-31 _chem_comp.pdbx_modified_date 2013-07-05 _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 243.261 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 372 _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 4GR9 _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 372 N14 N14 N 0 1 N N N -6.242 -6.054 -13.466 -3.856 -3.106 0.213 N14 372 1 372 C13 C13 C 0 1 N N N -5.897 -6.846 -14.246 -2.933 -2.494 0.462 C13 372 2 372 C12 C12 C 0 1 N N N -5.457 -7.850 -15.231 -1.735 -1.700 0.783 C12 372 3 372 C7 C7 C 0 1 N N R -3.955 -7.695 -15.316 -1.470 -0.699 -0.343 C7 372 4 372 C8 C8 C 0 1 N N N -3.209 -8.678 -16.126 -2.552 0.359 -0.379 C8 372 5 372 O11 O11 O 0 1 N N N -3.524 -9.951 -15.981 -3.735 0.172 -0.570 O11 372 6 372 N9 N9 N 0 1 N N N -2.208 -8.267 -16.945 -1.956 1.542 -0.157 N9 372 7 372 C10 C10 C 0 1 N N N -1.294 -9.096 -17.785 -2.670 2.821 -0.112 C10 372 8 372 C2 C2 C 0 1 Y N N -3.298 -6.500 -15.880 -0.201 0.077 -0.073 C2 372 9 372 C1 C1 C 0 1 Y N N -3.496 -5.157 -15.572 1.114 -0.303 0.072 C1 372 10 372 C3 C3 C 0 1 Y N N -2.222 -6.897 -16.846 -0.577 1.414 0.027 C3 372 11 372 C4 C4 C 0 1 Y N N -1.453 -5.877 -17.430 0.401 2.375 0.279 C4 372 12 372 C5 C5 C 0 1 Y N N -1.680 -4.552 -17.084 1.719 2.000 0.427 C5 372 13 372 C6 C6 C 0 1 Y N N -2.669 -4.194 -16.183 2.088 0.657 0.321 C6 372 14 372 N15 N15 N 0 1 N N N -2.762 -2.845 -15.994 3.428 0.281 0.473 N15 372 15 372 C16 C16 C 0 1 N N N -3.606 -2.220 -15.140 3.919 -0.763 -0.224 C16 372 16 372 O17 O17 O 0 1 N N N -4.458 -2.803 -14.443 3.228 -1.316 -1.053 O17 372 17 372 C18 C18 C 0 1 N N N -3.397 -0.723 -15.036 5.326 -1.242 0.026 C18 372 18 372 H1 H1 H 0 1 N N N -5.920 -7.658 -16.210 -1.896 -1.162 1.717 H1 372 19 372 H2 H2 H 0 1 N N N -5.721 -8.863 -14.893 -0.877 -2.364 0.889 H2 372 20 372 H3 H3 H 0 1 N N N -3.582 -7.796 -14.286 -1.406 -1.213 -1.302 H3 372 21 372 H4 H4 H 0 1 N N N -1.533 -10.161 -17.647 -2.701 3.255 -1.111 H4 372 22 372 H5 H5 H 0 1 N N N -1.423 -8.826 -18.843 -3.687 2.656 0.244 H5 372 23 372 H6 H6 H 0 1 N N N -0.252 -8.912 -17.484 -2.154 3.502 0.564 H6 372 24 372 H7 H7 H 0 1 N N N -4.268 -4.859 -14.878 1.388 -1.344 -0.008 H7 372 25 372 H8 H8 H 0 1 N N N -0.685 -6.124 -18.148 0.124 3.415 0.362 H8 372 26 372 H9 H9 H 0 1 N N N -1.069 -3.780 -17.529 2.472 2.750 0.622 H9 372 27 372 H10 H10 H 0 1 N N N -2.152 -2.267 -16.535 4.004 0.772 1.080 H10 372 28 372 H11 H11 H 0 1 N N N -4.089 -0.307 -14.289 5.787 -0.627 0.799 H11 372 29 372 H12 H12 H 0 1 N N N -2.361 -0.518 -14.730 5.302 -2.281 0.354 H12 372 30 372 H13 H13 H 0 1 N N N -3.589 -0.257 -16.014 5.905 -1.164 -0.894 H13 372 31 # 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 372 C10 N9 SING N N 1 372 C4 C5 DOUB Y N 2 372 C4 C3 SING Y N 3 372 C5 C6 SING Y N 4 372 N9 C3 SING N N 5 372 N9 C8 SING N N 6 372 C3 C2 DOUB Y N 7 372 C6 N15 SING N N 8 372 C6 C1 DOUB Y N 9 372 C8 O11 DOUB N N 10 372 C8 C7 SING N N 11 372 N15 C16 SING N N 12 372 C2 C1 SING Y N 13 372 C2 C7 SING N N 14 372 C7 C12 SING N N 15 372 C12 C13 SING N N 16 372 C16 C18 SING N N 17 372 C16 O17 DOUB N N 18 372 C13 N14 TRIP N N 19 372 C12 H1 SING N N 20 372 C12 H2 SING N N 21 372 C7 H3 SING N N 22 372 C10 H4 SING N N 23 372 C10 H5 SING N N 24 372 C10 H6 SING N N 25 372 C1 H7 SING N N 26 372 C4 H8 SING N N 27 372 C5 H9 SING N N 28 372 N15 H10 SING N N 29 372 C18 H11 SING N N 30 372 C18 H12 SING N N 31 372 C18 H13 SING N N 32 # 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 372 SMILES ACDLabs 12.01 "O=C(Nc1cc2c(cc1)N(C(=O)C2CC#N)C)C" 372 InChI InChI 1.03 "InChI=1S/C13H13N3O2/c1-8(17)15-9-3-4-12-11(7-9)10(5-6-14)13(18)16(12)2/h3-4,7,10H,5H2,1-2H3,(H,15,17)/t10-/m1/s1" 372 InChIKey InChI 1.03 PFJVUECMVVMLTI-SNVBAGLBSA-N 372 SMILES_CANONICAL CACTVS 3.370 "CN1C(=O)[C@H](CC#N)c2cc(NC(C)=O)ccc12" 372 SMILES CACTVS 3.370 "CN1C(=O)[CH](CC#N)c2cc(NC(C)=O)ccc12" 372 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(=O)Nc1ccc2c(c1)[C@H](C(=O)N2C)CC#N" 372 SMILES "OpenEye OEToolkits" 1.7.6 "CC(=O)Nc1ccc2c(c1)C(C(=O)N2C)CC#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 372 "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(3R)-3-(cyanomethyl)-1-methyl-2-oxo-2,3-dihydro-1H-indol-5-yl]acetamide" 372 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[(3R)-3-(cyanomethyl)-1-methyl-2-oxidanylidene-3H-indol-5-yl]ethanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 372 "Create component" 2012-08-31 RCSB 372 "Initial release" 2013-07-10 RCSB #