data_1VL # _chem_comp.id 1VL _chem_comp.name "(3S)-1-{[4-(1,3-benzodioxol-5-ylmethyl)piperazin-1-yl]methyl}-3-hydroxy-1,3-dihydro-2H-indol-2-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H23 N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-06-20 _chem_comp.pdbx_modified_date 2014-04-11 _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 381.425 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1VL _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4L1O _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 1VL O10 O10 O 0 1 N N N 10.368 17.240 66.550 -3.371 2.851 0.650 O10 1VL 1 1VL C8 C8 C 0 1 N N N 10.979 16.451 65.453 -3.830 1.769 0.349 C8 1VL 2 1VL C7 C7 C 0 1 N N S 10.498 16.766 64.101 -5.231 1.274 0.643 C7 1VL 3 1VL O11 O11 O 0 1 N N N 10.715 18.129 63.695 -6.201 2.115 0.016 O11 1VL 4 1VL N9 N9 N 0 1 N N N 11.885 15.469 65.703 -3.195 0.788 -0.314 N9 1VL 5 1VL C5 C5 C 0 1 Y N N 12.206 15.003 64.482 -4.005 -0.332 -0.503 C5 1VL 6 1VL C4 C4 C 0 1 Y N N 13.067 14.024 63.994 -3.744 -1.549 -1.130 C4 1VL 7 1VL C3 C3 C 0 1 Y N N 13.146 13.778 62.630 -4.722 -2.520 -1.191 C3 1VL 8 1VL C2 C2 C 0 1 Y N N 12.374 14.505 61.724 -5.968 -2.294 -0.633 C2 1VL 9 1VL C1 C1 C 0 1 Y N N 11.498 15.502 62.162 -6.234 -1.088 -0.009 C1 1VL 10 1VL C6 C6 C 0 1 Y N N 11.386 15.780 63.509 -5.262 -0.114 0.046 C6 1VL 11 1VL C12 C12 C 0 1 N N N 12.453 15.012 66.983 -1.811 0.884 -0.784 C12 1VL 12 1VL N13 N13 N 0 1 N N N 12.036 13.672 67.463 -0.903 0.392 0.261 N13 1VL 13 1VL C14 C14 C 0 1 N N N 12.750 12.600 66.761 -0.830 -1.076 0.246 C14 1VL 14 1VL C15 C15 C 0 1 N N N 12.628 11.274 67.489 0.061 -1.551 1.397 C15 1VL 15 1VL N16 N16 N 0 1 N N N 13.111 11.362 68.843 1.398 -0.958 1.254 N16 1VL 16 1VL C17 C17 C 0 1 N N N 12.285 12.319 69.532 1.325 0.510 1.269 C17 1VL 17 1VL C18 C18 C 0 1 N N N 12.342 13.687 68.888 0.434 0.985 0.118 C18 1VL 18 1VL H1 H1 H 0 1 N N N 9.444 16.474 63.981 -5.402 1.231 1.719 H1 1VL 19 1VL H2 H2 H 0 1 N N N 10.089 18.694 64.133 -6.183 3.032 0.321 H2 1VL 20 1VL H3 H3 H 0 1 N N N 13.676 13.453 64.679 -2.775 -1.733 -1.568 H3 1VL 21 1VL H4 H4 H 0 1 N N N 13.815 13.013 62.265 -4.515 -3.461 -1.678 H4 1VL 22 1VL H5 H5 H 0 1 N N N 12.454 14.294 60.668 -6.728 -3.060 -0.677 H5 1VL 23 1VL H6 H6 H 0 1 N N N 10.908 16.055 61.446 -7.205 -0.908 0.428 H6 1VL 24 1VL H7 H7 H 0 1 N N N 13.548 15.000 66.875 -1.690 0.281 -1.684 H7 1VL 25 1VL H8 H8 H 0 1 N N N 12.168 15.744 67.753 -1.575 1.924 -1.010 H8 1VL 26 1VL H10 H10 H 0 1 N N N 12.328 12.492 65.751 -1.831 -1.491 0.366 H10 1VL 27 1VL H11 H11 H 0 1 N N N 13.814 12.869 66.687 -0.408 -1.409 -0.702 H11 1VL 28 1VL H12 H12 H 0 1 N N N 11.570 10.973 67.507 -0.375 -1.240 2.346 H12 1VL 29 1VL H13 H13 H 0 1 N N N 13.215 10.516 66.950 0.140 -2.637 1.370 H13 1VL 30 1VL H16 H16 H 0 1 N N N 11.244 11.964 69.519 0.903 0.843 2.217 H16 1VL 31 1VL H17 H17 H 0 1 N N N 12.631 12.402 70.573 2.326 0.925 1.150 H17 1VL 32 1VL H18 H18 H 0 1 N N N 13.355 14.093 69.022 0.870 0.674 -0.831 H18 1VL 33 1VL H19 H19 H 0 1 N N N 11.615 14.340 69.393 0.355 2.072 0.145 H19 1VL 34 1VL C19 C19 C 0 1 N N N ? ? ? 2.060 -1.440 0.035 C19 1VL 35 1VL C20 C20 C 0 1 Y N N ? ? ? 3.505 -1.012 0.046 C20 1VL 36 1VL C21 C21 C 0 1 Y N N ? ? ? 4.463 -1.832 0.613 C21 1VL 37 1VL C22 C22 C 0 1 Y N N ? ? ? 5.790 -1.444 0.625 C22 1VL 38 1VL C23 C23 C 0 1 Y N N ? ? ? 6.163 -0.232 0.068 C23 1VL 39 1VL C24 C24 C 0 1 Y N N ? ? ? 5.198 0.594 -0.503 C24 1VL 40 1VL C25 C25 C 0 1 Y N N ? ? ? 3.871 0.196 -0.517 C25 1VL 41 1VL O27 O27 O 0 1 N N N ? ? ? 5.811 1.718 -0.977 O27 1VL 42 1VL O28 O28 O 0 1 N N N ? ? ? 7.380 0.375 -0.047 O28 1VL 43 1VL C26 C26 C 0 1 N N N ? ? ? 7.211 1.388 -1.056 C26 1VL 44 1VL H9 H9 H 0 1 N N N ? ? ? 2.004 -2.528 -0.004 H9 1VL 45 1VL H14 H14 H 0 1 N N N ? ? ? 1.564 -1.019 -0.839 H14 1VL 46 1VL H15 H15 H 0 1 N N N ? ? ? 4.174 -2.777 1.048 H15 1VL 47 1VL H20 H20 H 0 1 N N N ? ? ? 6.536 -2.086 1.070 H20 1VL 48 1VL H21 H21 H 0 1 N N N ? ? ? 3.121 0.835 -0.960 H21 1VL 49 1VL H22 H22 H 0 1 N N N ? ? ? 7.457 0.993 -2.041 H22 1VL 50 1VL H23 H23 H 0 1 N N N ? ? ? 7.823 2.261 -0.828 H23 1VL 51 # 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 1VL C2 C1 DOUB Y N 1 1VL C2 C3 SING Y N 2 1VL C1 C6 SING Y N 3 1VL C3 C4 DOUB Y N 4 1VL C6 C7 SING N N 5 1VL C6 C5 DOUB Y N 6 1VL O11 C7 SING N N 7 1VL C4 C5 SING Y N 8 1VL C7 C8 SING N N 9 1VL C5 N9 SING N N 10 1VL C8 N9 SING N N 11 1VL C8 O10 DOUB N N 12 1VL N9 C12 SING N N 13 1VL C14 N13 SING N N 14 1VL C14 C15 SING N N 15 1VL C12 N13 SING N N 16 1VL N13 C18 SING N N 17 1VL C15 N16 SING N N 18 1VL N16 C17 SING N N 19 1VL C18 C17 SING N N 20 1VL C7 H1 SING N N 21 1VL O11 H2 SING N N 22 1VL C4 H3 SING N N 23 1VL C3 H4 SING N N 24 1VL C2 H5 SING N N 25 1VL C1 H6 SING N N 26 1VL C12 H7 SING N N 27 1VL C12 H8 SING N N 28 1VL C14 H10 SING N N 29 1VL C14 H11 SING N N 30 1VL C15 H12 SING N N 31 1VL C15 H13 SING N N 32 1VL C17 H16 SING N N 33 1VL C17 H17 SING N N 34 1VL C18 H18 SING N N 35 1VL C18 H19 SING N N 36 1VL N16 C19 SING N N 37 1VL C19 C20 SING N N 38 1VL C20 C21 SING Y N 39 1VL C21 C22 DOUB Y N 40 1VL C22 C23 SING Y N 41 1VL C23 C24 DOUB Y N 42 1VL C24 C25 SING Y N 43 1VL C25 C20 DOUB Y N 44 1VL C24 O27 SING N N 45 1VL C23 O28 SING N N 46 1VL O27 C26 SING N N 47 1VL O28 C26 SING N N 48 1VL C19 H9 SING N N 49 1VL C19 H14 SING N N 50 1VL C21 H15 SING N N 51 1VL C22 H20 SING N N 52 1VL C25 H21 SING N N 53 1VL C26 H22 SING N N 54 1VL C26 H23 SING N N 55 # 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 1VL SMILES ACDLabs 12.01 "O=C2N(c1ccccc1C2O)CN3CCN(CC3)Cc4ccc5OCOc5c4" 1VL InChI InChI 1.03 "InChI=1S/C21H23N3O4/c25-20-16-3-1-2-4-17(16)24(21(20)26)13-23-9-7-22(8-10-23)12-15-5-6-18-19(11-15)28-14-27-18/h1-6,11,20,25H,7-10,12-14H2/t20-/m0/s1" 1VL InChIKey InChI 1.03 DHRNQNFHGGYALM-FQEVSTJZSA-N 1VL SMILES_CANONICAL CACTVS 3.385 "O[C@@H]1C(=O)N(CN2CCN(CC2)Cc3ccc4OCOc4c3)c5ccccc15" 1VL SMILES CACTVS 3.385 "O[CH]1C(=O)N(CN2CCN(CC2)Cc3ccc4OCOc4c3)c5ccccc15" 1VL SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)[C@@H](C(=O)N2CN3CCN(CC3)Cc4ccc5c(c4)OCO5)O" 1VL SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)C(C(=O)N2CN3CCN(CC3)Cc4ccc5c(c4)OCO5)O" # 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 1VL "SYSTEMATIC NAME" ACDLabs 12.01 "(3S)-1-{[4-(1,3-benzodioxol-5-ylmethyl)piperazin-1-yl]methyl}-3-hydroxy-1,3-dihydro-2H-indol-2-one" 1VL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(3S)-1-[[4-(1,3-benzodioxol-5-ylmethyl)piperazin-1-yl]methyl]-3-oxidanyl-3H-indol-2-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1VL "Create component" 2013-06-20 RCSB 1VL "Initial release" 2014-04-16 RCSB #