data_809
# 
_chem_comp.id                                    809 
_chem_comp.name                                  4-(2-chlorophenyl)-8-(2-hydroxyethyl)-6-methylpyrrolo[3,4-e]indole-1,3(2H,6H)-dione 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H15 Cl N2 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-04-09 
_chem_comp.pdbx_modified_date                    2009-02-20 
_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                        354.787 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     809 
_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        3CR0 
_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 
809 O1   O1   O  0 1 N N N 7.154  55.296 26.658 -2.565 2.487  0.133  O1   809 1  
809 C5   C5   C  0 1 N N N 6.130  54.990 27.356 -1.431 2.077  -0.014 C5   809 2  
809 N1   N1   N  0 1 N N N 6.219  55.046 28.707 -0.341 2.839  -0.215 N1   809 3  
809 C6   C6   C  0 1 N N N 4.976  54.663 29.097 0.762  2.078  -0.339 C6   809 4  
809 O2   O2   O  0 1 N N N 4.658  54.582 30.331 1.890  2.489  -0.526 O2   809 5  
809 C3   C3   C  0 1 Y N N 4.037  54.442 28.039 0.372  0.662  -0.208 C3   809 6  
809 C4   C4   C  0 1 Y N N 4.821  54.653 26.907 -1.019 0.663  0.003  C4   809 7  
809 C13  C13  C  0 1 Y N N 4.212  54.495 25.629 -1.695 -0.553 0.172  C13  809 8  
809 C15  C15  C  0 1 Y N N 4.774  54.627 24.412 -3.051 -0.898 0.394  C15  809 9  
809 C17  C17  C  0 1 N N N 6.179  55.023 24.107 -4.203 0.067  0.511  C17  809 10 
809 C19  C19  C  0 1 N N N 6.919  53.947 23.386 -4.726 0.410  -0.885 C19  809 11 
809 O3   O3   O  0 1 N N N 7.882  54.853 22.802 -5.818 1.324  -0.774 O3   809 12 
809 C16  C16  C  0 1 Y N N 3.769  54.314 23.499 -3.129 -2.237 0.480  C16  809 13 
809 N2   N2   N  0 1 Y N N 2.632  54.033 24.133 -1.885 -2.783 0.325  N2   809 14 
809 C18  C18  C  0 1 N N N 1.311  53.686 23.496 -1.573 -4.214 0.357  C18  809 15 
809 C14  C14  C  0 1 Y N N 2.897  54.117 25.455 -0.972 -1.768 0.132  C14  809 16 
809 C1   C1   C  0 1 Y N N 2.136  53.906 26.601 0.398  -1.756 -0.074 C1   809 17 
809 C2   C2   C  0 1 Y N N 2.679  54.095 27.849 1.074  -0.549 -0.250 C2   809 18 
809 C7   C7   C  0 1 Y N N 1.766  53.861 28.981 2.539  -0.547 -0.466 C7   809 19 
809 C12  C12  C  0 1 Y N N 1.146  52.617 29.093 3.076  -1.111 -1.623 C12  809 20 
809 C8   C8   C  0 1 Y N N 1.467  54.897 29.886 3.387  0.024  0.484  C8   809 21 
809 CL1  CL1  CL 0 0 N N N 2.113  56.539 29.797 2.728  0.734  1.924  CL1  809 22 
809 C9   C9   C  0 1 Y N N 0.614  54.678 30.974 4.753  0.022  0.275  C9   809 23 
809 C10  C10  C  0 1 Y N N 0.029  53.432 31.115 5.279  -0.543 -0.872 C10  809 24 
809 C11  C11  C  0 1 Y N N 0.294  52.452 30.193 4.442  -1.106 -1.819 C11  809 25 
809 HN1  HN1  H  0 1 N N N 7.002  55.304 29.273 -0.348 3.808  -0.264 HN1  809 26 
809 H17  H17  H  0 1 N N N 6.161  55.922 23.474 -5.002 -0.390 1.096  H17  809 27 
809 H17A H17A H  0 0 N N N 6.695  55.212 25.060 -3.866 0.977  1.006  H17A 809 28 
809 H19  H19  H  0 1 N N N 7.349  53.167 24.032 -3.928 0.867  -1.470 H19  809 29 
809 H19A H19A H  0 0 N N N 6.348  53.296 22.707 -5.064 -0.501 -1.380 H19A 809 30 
809 HO3  HO3  H  0 1 N N N 7.629  55.052 21.908 -6.200 1.586  -1.623 HO3  809 31 
809 H16  H16  H  0 1 N N N 3.895  54.301 22.426 -4.037 -2.797 0.647  H16  809 32 
809 H18  H18  H  0 1 N N N 0.539  53.601 24.275 -1.648 -4.625 -0.649 H18  809 33 
809 H18A H18A H  0 0 N N N 1.029  54.476 22.784 -0.560 -4.357 0.734  H18A 809 34 
809 H18B H18B H  0 0 N N N 1.401  52.727 22.964 -2.279 -4.725 1.012  H18B 809 35 
809 H1   H1   H  0 1 N N N 1.107  53.590 26.508 0.945  -2.687 -0.103 H1   809 36 
809 H12  H12  H  0 1 N N N 1.313  51.828 28.375 2.425  -1.551 -2.364 H12  809 37 
809 H9   H9   H  0 1 N N N 0.417  55.464 31.688 5.410  0.464  1.010  H9   809 38 
809 H10  H10  H  0 1 N N N -0.632 53.233 31.946 6.347  -0.542 -1.031 H10  809 39 
809 H11  H11  H  0 1 N N N -0.184 51.492 30.323 4.859  -1.543 -2.715 H11  809 40 
# 
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 
809 O1  C5   DOUB N N 1  
809 C5  N1   SING N N 2  
809 C5  C4   SING N N 3  
809 N1  C6   SING N N 4  
809 C6  O2   DOUB N N 5  
809 C6  C3   SING N N 6  
809 C3  C4   DOUB N N 7  
809 C3  C2   SING Y N 8  
809 C4  C13  SING Y N 9  
809 C13 C15  SING Y N 10 
809 C13 C14  DOUB Y N 11 
809 C15 C17  SING Y N 12 
809 C15 C16  DOUB N N 13 
809 C17 C19  SING Y N 14 
809 C19 O3   SING N N 15 
809 C16 N2   SING N N 16 
809 N2  C18  SING N N 17 
809 N2  C14  SING N N 18 
809 C14 C1   SING N N 19 
809 C1  C2   DOUB N N 20 
809 C2  C7   SING N N 21 
809 C7  C12  DOUB Y N 22 
809 C7  C8   SING N N 23 
809 C12 C11  SING N N 24 
809 C8  CL1  SING Y N 25 
809 C8  C9   DOUB N N 26 
809 C9  C10  SING N N 27 
809 C10 C11  DOUB N N 28 
809 N1  HN1  SING Y N 29 
809 C17 H17  SING Y N 30 
809 C17 H17A SING N N 31 
809 C19 H19  SING N N 32 
809 C19 H19A SING Y N 33 
809 O3  HO3  SING Y N 34 
809 C16 H16  SING Y N 35 
809 C18 H18  SING N N 36 
809 C18 H18A SING N N 37 
809 C18 H18B SING Y N 38 
809 C1  H1   SING Y N 39 
809 C12 H12  SING N N 40 
809 C9  H9   SING Y N 41 
809 C10 H10  SING N N 42 
809 C11 H11  SING N N 43 
# 
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 
809 SMILES           ACDLabs              10.04 Clc4ccccc4c2c1C(=O)NC(=O)c1c3c(c2)n(cc3CCO)C                                                                                                   
809 InChI            InChI                1.02b InChI=1/C19H15ClN2O3/c1-22-9-10(6-7-23)15-14(22)8-12(11-4-2-3-5-13(11)20)16-17(15)19(25)21-18(16)24/h2-5,8-9,23H,6-7H2,1H3,(H,21,24,25)/f/h21H 
809 InChIKey         InChI                1.02b WHMQZCPGFZBLBG-PKSOQXRJCJ                                                                                                                      
809 SMILES_CANONICAL CACTVS               3.341 Cn1cc(CCO)c2c1cc(c3ccccc3Cl)c4C(=O)NC(=O)c24                                                                                                   
809 SMILES           CACTVS               3.341 Cn1cc(CCO)c2c1cc(c3ccccc3Cl)c4C(=O)NC(=O)c24                                                                                                   
809 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cn1cc(c2c1cc(c3c2C(=O)NC3=O)c4ccccc4Cl)CCO                                                                                                     
809 SMILES           "OpenEye OEToolkits" 1.5.0 Cn1cc(c2c1cc(c3c2C(=O)NC3=O)c4ccccc4Cl)CCO                                                                                                     
# 
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 
809 "SYSTEMATIC NAME" ACDLabs              10.04 4-(2-chlorophenyl)-8-(2-hydroxyethyl)-6-methylpyrrolo[3,4-e]indole-1,3(2H,6H)-dione 
809 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-(2-chlorophenyl)-8-(2-hydroxyethyl)-6-methyl-pyrrolo[3,4-e]indole-1,3-dione       
# 
