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 
# 
