data_P91
# 
_chem_comp.id                                    P91 
_chem_comp.name                                  8-bromo-4-(2-chlorophenyl)-N-(2-hydroxyethyl)-6-methyl-1,3-dioxo-1,2,3,6-tetrahydropyrrolo[3,4-e]indole-7-carboxamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H15 Br Cl N3 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-04-10 
_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                        476.708 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     P91 
_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        3CQE 
_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 
P91 C1   C1   C  0 1 Y N N 2.597  52.702 26.648 -1.179 -1.555 -0.154 C1   P91 1  
P91 C2   C2   C  0 1 Y N N 3.035  52.990 27.954 -2.265 -0.758 0.194  C2   P91 2  
P91 C3   C3   C  0 1 Y N N 4.356  53.393 28.195 -2.085 0.612  0.437  C3   P91 3  
P91 C4   C4   C  0 1 Y N N 5.216  53.553 27.123 -0.807 1.181  0.331  C4   P91 4  
P91 C5   C5   C  0 1 N N N 6.454  53.959 27.690 -0.972 2.614  0.646  C5   P91 5  
P91 C6   C6   C  0 1 N N N 5.150  53.697 29.333 -2.990 1.714  0.815  C6   P91 6  
P91 C7   C7   C  0 1 Y N N 2.095  52.812 29.102 -3.615 -1.357 0.307  C7   P91 7  
P91 O1   O1   O  0 1 N N N 7.548  54.261 27.080 -0.086 3.444  0.660  O1   P91 8  
P91 O2   O2   O  0 1 N N N 4.695  53.663 30.543 -4.186 1.616  1.003  O2   P91 9  
P91 O3   O3   O  0 1 N N N 6.613  51.189 19.706 6.062  -3.277 1.419  O3   P91 10 
P91 O4   O4   O  0 1 N N N 4.121  51.909 21.583 4.145  -0.416 -1.918 O4   P91 11 
P91 C8   C8   C  0 1 Y N N 1.809  53.836 30.000 -4.628 -0.972 -0.572 C8   P91 12 
P91 N1   N1   N  0 1 N N N 6.422  54.046 29.060 -2.269 2.845  0.917  N1   P91 13 
P91 C9   C9   C  0 1 Y N N 0.904  53.593 31.050 -5.885 -1.535 -0.462 C9   P91 14 
P91 C10  C10  C  0 1 Y N N 0.304  52.322 31.205 -6.139 -2.478 0.518  C10  P91 15 
P91 C11  C11  C  0 1 Y N N 0.567  51.288 30.285 -5.138 -2.863 1.392  C11  P91 16 
P91 C22  C22  C  0 1 N N N 4.691  52.866 22.038 3.700  -0.711 -0.826 C22  P91 17 
P91 N3   N3   N  0 1 N N N 5.465  53.658 21.232 4.519  -1.197 0.127  N3   P91 18 
P91 C17  C17  C  0 1 N N N 5.649  53.499 19.764 5.923  -1.476 -0.186 C17  P91 19 
P91 C18  C18  C  0 1 N N N 6.859  52.599 19.435 6.627  -2.015 1.061  C18  P91 20 
P91 C16  C16  C  0 1 Y N N 4.426  52.973 23.518 2.266  -0.538 -0.544 C16  P91 21 
P91 C15  C15  C  0 1 Y N N 5.397  53.364 24.555 1.666  0.635  -0.206 C15  P91 22 
P91 BR   BR   BR 0 0 N N N 7.294  53.792 24.155 2.520  2.311  -0.017 BR   P91 23 
P91 N2   N2   N  0 1 Y N N 3.263  52.703 24.189 1.317  -1.540 -0.582 N2   P91 24 
P91 C21  C21  C  0 1 N N N 1.980  52.261 23.581 1.573  -2.945 -0.908 C21  P91 25 
P91 C14  C14  C  0 1 Y N N 3.444  52.877 25.541 0.092  -1.004 -0.263 C14  P91 26 
P91 C13  C13  C  0 1 Y N N 4.764  53.292 25.801 0.287  0.375  -0.020 C13  P91 27 
P91 C12  C12  C  0 1 Y N N 1.473  51.536 29.246 -3.877 -2.312 1.288  C12  P91 28 
P91 CL   CL   CL 0 0 N N N 2.533  55.465 29.864 -4.311 0.212  -1.802 CL   P91 29 
P91 H1   H1   H  0 1 N N N 1.591  52.340 26.494 -1.323 -2.610 -0.337 H1   P91 30 
P91 HO3  HO3  H  0 1 N N N 6.559  50.713 18.886 6.461  -3.679 2.203  HO3  P91 31 
P91 HN1  HN1  H  0 1 N N N 7.154  54.302 29.692 -2.636 3.711  1.155  HN1  P91 32 
P91 H9   H9   H  0 1 N N N 0.665  54.385 31.744 -6.670 -1.239 -1.141 H9   P91 33 
P91 H10  H10  H  0 1 N N N -0.362 52.142 32.036 -7.123 -2.915 0.601  H10  P91 34 
P91 H11  H11  H  0 1 N N N 0.082  50.328 30.379 -5.343 -3.600 2.155  H11  P91 35 
P91 HN3  HN3  H  0 1 N N N 5.952  54.413 21.671 4.180  -1.362 1.021  HN3  P91 36 
P91 H17  H17  H  0 1 N N N 4.743  53.041 19.342 5.977  -2.218 -0.983 H17  P91 37 
P91 H17A H17A H  0 0 N N N 5.831  54.493 19.330 6.412  -0.558 -0.512 H17A P91 38 
P91 H18  H18  H  0 1 N N N 7.710  52.926 20.051 6.497  -1.312 1.883  H18  P91 39 
P91 H18A H18A H  0 0 N N N 7.061  52.698 18.358 7.690  -2.139 0.853  H18A P91 40 
P91 H21  H21  H  0 1 N N N 1.219  52.152 24.368 1.721  -3.510 0.012  H21  P91 41 
P91 H21A H21A H  0 0 N N N 1.645  53.010 22.848 0.721  -3.353 -1.452 H21A P91 42 
P91 H21B H21B H  0 0 N N N 2.127  51.294 23.077 2.468  -3.017 -1.527 H21B P91 43 
P91 H12  H12  H  0 1 N N N 1.704  50.749 28.543 -3.096 -2.618 1.969  H12  P91 44 
# 
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 
P91 C1  C2   DOUB Y N 1  
P91 C1  C14  SING Y N 2  
P91 C2  C3   SING N N 3  
P91 C2  C7   SING Y N 4  
P91 C3  C4   DOUB N N 5  
P91 C3  C6   SING Y N 6  
P91 C4  C5   SING N N 7  
P91 C4  C13  SING N N 8  
P91 C5  O1   DOUB Y N 9  
P91 C5  N1   SING N N 10 
P91 C6  O2   DOUB N N 11 
P91 C6  N1   SING N N 12 
P91 C7  C8   DOUB N N 13 
P91 C7  C12  SING Y N 14 
P91 O3  C18  SING Y N 15 
P91 O4  C22  DOUB N N 16 
P91 C8  C9   SING N N 17 
P91 C8  CL   SING N N 18 
P91 C9  C10  DOUB Y N 19 
P91 C10 C11  SING N N 20 
P91 C11 C12  DOUB N N 21 
P91 C22 N3   SING Y N 22 
P91 C22 C16  SING N N 23 
P91 N3  C17  SING Y N 24 
P91 C17 C18  SING N N 25 
P91 C16 C15  DOUB Y N 26 
P91 C16 N2   SING N N 27 
P91 C15 BR   SING N N 28 
P91 C15 C13  SING N N 29 
P91 N2  C21  SING N N 30 
P91 N2  C14  SING N N 31 
P91 C14 C13  DOUB N N 32 
P91 C1  H1   SING N N 33 
P91 O3  HO3  SING N N 34 
P91 N1  HN1  SING N N 35 
P91 C9  H9   SING N N 36 
P91 C10 H10  SING Y N 37 
P91 C11 H11  SING Y N 38 
P91 N3  HN3  SING N N 39 
P91 C17 H17  SING Y N 40 
P91 C17 H17A SING N N 41 
P91 C18 H18  SING Y N 42 
P91 C18 H18A SING N N 43 
P91 C21 H21  SING N N 44 
P91 C21 H21A SING N N 45 
P91 C21 H21B SING Y N 46 
P91 C12 H12  SING N N 47 
# 
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 
P91 SMILES           ACDLabs              10.04 Clc4ccccc4c2c1C(=O)NC(=O)c1c3c(c2)n(c(c3Br)C(=O)NCCO)C                                                                                                                
P91 InChI            InChI                1.02b InChI=1/C20H15BrClN3O4/c1-25-12-8-10(9-4-2-3-5-11(9)22)13-15(19(28)24-18(13)27)14(12)16(21)17(25)20(29)23-6-7-26/h2-5,8,26H,6-7H2,1H3,(H,23,29)(H,24,27,28)/f/h23-24H 
P91 InChIKey         InChI                1.02b XUAHLMVOYLUYSB-DVIAZDKACF                                                                                                                                             
P91 SMILES_CANONICAL CACTVS               3.341 Cn1c2cc(c3ccccc3Cl)c4C(=O)NC(=O)c4c2c(Br)c1C(=O)NCCO                                                                                                                  
P91 SMILES           CACTVS               3.341 Cn1c2cc(c3ccccc3Cl)c4C(=O)NC(=O)c4c2c(Br)c1C(=O)NCCO                                                                                                                  
P91 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cn1c2cc(c3c(c2c(c1C(=O)NCCO)Br)C(=O)NC3=O)c4ccccc4Cl                                                                                                                  
P91 SMILES           "OpenEye OEToolkits" 1.5.0 Cn1c2cc(c3c(c2c(c1C(=O)NCCO)Br)C(=O)NC3=O)c4ccccc4Cl                                                                                                                  
# 
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 
P91 "SYSTEMATIC NAME" ACDLabs              10.04 8-bromo-4-(2-chlorophenyl)-N-(2-hydroxyethyl)-6-methyl-1,3-dioxo-1,2,3,6-tetrahydropyrrolo[3,4-e]indole-7-carboxamide 
P91 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 8-bromo-4-(2-chlorophenyl)-N-(2-hydroxyethyl)-6-methyl-1,3-dioxo-pyrrolo[3,4-e]indole-7-carboxamide                   
# 
