data_VSI # _chem_comp.id VSI _chem_comp.name "N-{N-[4-(acetylamino)-3,5-dichlorobenzyl]carbamimidoyl}-2-(6-cyano-1H-indol-1-yl)acetamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H18 Cl2 N6 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-01-28 _chem_comp.pdbx_modified_date 2013-11-08 _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 457.313 _chem_comp.one_letter_code ? _chem_comp.three_letter_code VSI _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 4IVS _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 VSI CBB CBB C 0 1 N N N 17.780 -19.456 2.162 -6.607 2.690 -1.024 CBB VSI 1 VSI CBA CBA C 0 1 N N N 18.527 -20.523 1.419 -5.732 1.513 -0.680 CBA VSI 2 VSI OBC OBC O 0 1 N N N 19.686 -20.334 1.084 -6.187 0.389 -0.710 OBC VSI 3 VSI NAZ NAZ N 0 1 N N N 17.824 -21.756 1.132 -4.443 1.709 -0.338 NAZ VSI 4 VSI CAU CAU C 0 1 Y N N 18.303 -22.952 0.437 -3.661 0.631 0.094 CAU VSI 5 VSI CAV CAV C 0 1 Y N N 17.951 -23.102 -0.895 -3.584 -0.525 -0.673 CAV VSI 6 VSI CLX CLX CL 0 0 N N N 17.048 -21.821 -1.586 -4.463 -0.637 -2.165 CLX VSI 7 VSI CAW CAW C 0 1 Y N N 18.321 -24.210 -1.654 -2.807 -1.585 -0.245 CAW VSI 8 VSI CAT CAT C 0 1 Y N N 19.032 -23.963 1.057 -2.956 0.717 1.288 CAT VSI 9 VSI CLY CLY CL 0 0 N N N 19.494 -23.843 2.737 -3.043 2.161 2.247 CLY VSI 10 VSI CAS CAS C 0 1 Y N N 19.406 -25.078 0.304 -2.185 -0.350 1.712 CAS VSI 11 VSI CAR CAR C 0 1 Y N N 19.055 -25.209 -1.050 -2.107 -1.497 0.944 CAR VSI 12 VSI CAQ CAQ C 0 1 N N N 19.458 -26.436 -1.827 -1.261 -2.655 1.406 CAQ VSI 13 VSI NAO NAO N 0 1 N N N 20.417 -26.142 -2.872 0.098 -2.510 0.879 NAO VSI 14 VSI CAN CAN C 0 1 N N N 21.767 -25.675 -2.616 1.053 -3.454 1.170 CAN VSI 15 VSI NAP NAP N 0 1 N N N 22.548 -25.436 -3.635 0.725 -4.531 1.824 NAP VSI 16 VSI NAL NAL N 0 1 N N N 22.211 -25.480 -1.243 2.361 -3.259 0.770 NAL VSI 17 VSI C C C 0 1 N N N 23.524 -25.005 -0.817 2.680 -2.199 0.002 C VSI 18 VSI O O O 0 1 N N N 24.423 -24.730 -1.605 1.840 -1.364 -0.258 O VSI 19 VSI CA CA C 0 1 N N N 23.836 -24.869 0.646 4.081 -2.050 -0.533 CA VSI 20 VSI N N N 0 1 Y N N 24.288 -26.164 1.054 4.172 -0.826 -1.332 N VSI 21 VSI CAD CAD C 0 1 Y N N 25.520 -26.560 1.478 4.416 0.433 -0.826 CAD VSI 22 VSI CAC CAC C 0 1 Y N N 26.765 -25.910 1.705 4.634 0.919 0.454 CAC VSI 23 VSI CAB CAB C 0 1 Y N N 27.877 -26.640 2.179 4.858 2.282 0.645 CAB VSI 24 VSI CBD CBD C 0 1 N N N 29.240 -26.037 2.467 5.084 2.788 1.966 CBD VSI 25 VSI NBE NBE N 0 1 N N N 30.286 -25.642 2.699 5.263 3.189 3.013 NBE VSI 26 VSI CAA CAA C 0 1 Y N N 27.749 -28.005 2.417 4.863 3.159 -0.449 CAA VSI 27 VSI CAF CAF C 0 1 Y N N 26.536 -28.655 2.191 4.650 2.689 -1.710 CAF VSI 28 VSI CAE CAE C 0 1 Y N N 25.434 -27.936 1.726 4.424 1.324 -1.918 CAE VSI 29 VSI CAI CAI C 0 1 Y N N 24.134 -28.355 1.428 4.168 0.509 -3.105 CAI VSI 30 VSI CAH CAH C 0 1 Y N N 23.462 -27.226 1.012 4.032 -0.762 -2.689 CAH VSI 31 VSI H1 H1 H 0 1 N N N 18.435 -18.585 2.311 -7.093 3.058 -0.120 H1 VSI 32 VSI H2 H2 H 0 1 N N N 16.896 -19.154 1.580 -5.997 3.483 -1.457 H2 VSI 33 VSI H3 H3 H 0 1 N N N 17.460 -19.846 3.140 -7.365 2.381 -1.743 H3 VSI 34 VSI H4 H4 H 0 1 N N N 16.878 -21.796 1.454 -4.056 2.598 -0.392 H4 VSI 35 VSI H5 H5 H 0 1 N N N 18.039 -24.285 -2.694 -2.747 -2.484 -0.841 H5 VSI 36 VSI H6 H6 H 0 1 N N N 19.981 -25.861 0.776 -1.636 -0.284 2.640 H6 VSI 37 VSI H7 H7 H 0 1 N N N 18.559 -26.873 -2.286 -1.228 -2.669 2.496 H7 VSI 38 VSI H8 H8 H 0 1 N N N 19.905 -27.162 -1.132 -1.694 -3.588 1.044 H8 VSI 39 VSI H9 H9 H 0 1 N N N 20.133 -26.268 -3.823 0.323 -1.747 0.323 H9 VSI 40 VSI H10 H10 H 0 1 N N N 23.451 -25.115 -3.348 1.411 -5.162 2.093 H10 VSI 41 VSI H11 H11 H 0 1 N N N 21.552 -25.692 -0.521 3.049 -3.886 1.042 H11 VSI 42 VSI H12 H12 H 0 1 N N N 24.624 -24.118 0.804 4.784 -1.995 0.298 H12 VSI 43 VSI H13 H13 H 0 1 N N N 22.935 -24.580 1.207 4.324 -2.910 -1.157 H13 VSI 44 VSI H14 H14 H 0 1 N N N 26.860 -24.851 1.514 4.630 0.246 1.298 H14 VSI 45 VSI H15 H15 H 0 1 N N N 28.597 -28.566 2.780 5.037 4.213 -0.291 H15 VSI 46 VSI H16 H16 H 0 1 N N N 26.449 -29.716 2.376 4.655 3.370 -2.548 H16 VSI 47 VSI H17 H17 H 0 1 N N N 23.738 -29.357 1.507 4.103 0.862 -4.124 H17 VSI 48 VSI H18 H18 H 0 1 N N N 22.429 -27.198 0.699 3.840 -1.607 -3.333 H18 VSI 49 # 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 VSI NAP CAN DOUB N N 1 VSI NAO CAN SING N N 2 VSI NAO CAQ SING N N 3 VSI CAN NAL SING N N 4 VSI CAQ CAR SING N N 5 VSI CAW CAR DOUB Y N 6 VSI CAW CAV SING Y N 7 VSI O C DOUB N N 8 VSI CLX CAV SING N N 9 VSI NAL C SING N N 10 VSI CAR CAS SING Y N 11 VSI CAV CAU DOUB Y N 12 VSI C CA SING N N 13 VSI CAS CAT DOUB Y N 14 VSI CAU CAT SING Y N 15 VSI CAU NAZ SING N N 16 VSI CA N SING N N 17 VSI CAH N SING Y N 18 VSI CAH CAI DOUB Y N 19 VSI N CAD SING Y N 20 VSI CAT CLY SING N N 21 VSI OBC CBA DOUB N N 22 VSI NAZ CBA SING N N 23 VSI CBA CBB SING N N 24 VSI CAI CAE SING Y N 25 VSI CAD CAC DOUB Y N 26 VSI CAD CAE SING Y N 27 VSI CAC CAB SING Y N 28 VSI CAE CAF DOUB Y N 29 VSI CAB CAA DOUB Y N 30 VSI CAB CBD SING N N 31 VSI CAF CAA SING Y N 32 VSI CBD NBE TRIP N N 33 VSI CBB H1 SING N N 34 VSI CBB H2 SING N N 35 VSI CBB H3 SING N N 36 VSI NAZ H4 SING N N 37 VSI CAW H5 SING N N 38 VSI CAS H6 SING N N 39 VSI CAQ H7 SING N N 40 VSI CAQ H8 SING N N 41 VSI NAO H9 SING N N 42 VSI NAP H10 SING N N 43 VSI NAL H11 SING N N 44 VSI CA H12 SING N N 45 VSI CA H13 SING N N 46 VSI CAC H14 SING N N 47 VSI CAA H15 SING N N 48 VSI CAF H16 SING N N 49 VSI CAI H17 SING N N 50 VSI CAH H18 SING N N 51 # 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 VSI SMILES ACDLabs 12.01 "Clc1cc(cc(Cl)c1NC(=O)C)CNC(=[N@H])NC(=O)Cn3c2cc(C#N)ccc2cc3" VSI InChI InChI 1.03 "InChI=1S/C21H18Cl2N6O2/c1-12(30)27-20-16(22)6-14(7-17(20)23)10-26-21(25)28-19(31)11-29-5-4-15-3-2-13(9-24)8-18(15)29/h2-8H,10-11H2,1H3,(H,27,30)(H3,25,26,28,31)" VSI InChIKey InChI 1.03 QNSBKNRQYCQXMO-UHFFFAOYSA-N VSI SMILES_CANONICAL CACTVS 3.370 "CC(=O)Nc1c(Cl)cc(CNC(=N)NC(=O)Cn2ccc3ccc(cc23)C#N)cc1Cl" VSI SMILES CACTVS 3.370 "CC(=O)Nc1c(Cl)cc(CNC(=N)NC(=O)Cn2ccc3ccc(cc23)C#N)cc1Cl" VSI SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "[H]/N=C(\NCc1cc(c(c(c1)Cl)NC(=O)C)Cl)/NC(=O)Cn2ccc3c2cc(cc3)C#N" VSI SMILES "OpenEye OEToolkits" 1.7.6 "CC(=O)Nc1c(cc(cc1Cl)CNC(=N)NC(=O)Cn2ccc3c2cc(cc3)C#N)Cl" # 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 VSI "SYSTEMATIC NAME" ACDLabs 12.01 "N-{N-[4-(acetylamino)-3,5-dichlorobenzyl]carbamimidoyl}-2-(6-cyano-1H-indol-1-yl)acetamide" VSI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[N-[[4-acetamido-3,5-bis(chloranyl)phenyl]methyl]carbamimidoyl]-2-(6-cyanoindol-1-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 VSI "Create component" 2013-01-28 PDBJ VSI "Initial release" 2013-11-13 RCSB #