data_396
# 
_chem_comp.id                                    396 
_chem_comp.name                                  4-(2-chlorophenyl)-9-hydroxy-6-methyl-1,3-dioxo-N-(2-pyrrolidin-1-ylethyl)pyrrolo[3,4-g]carbazole-8-carboxamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H25 Cl N4 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-12-04 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        516.976 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     396 
_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        3BI6 
_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 
396 C26  C26  C  0 1 N N N 9.239  55.187 16.126 -9.036  -2.380 -0.485 C26  396 1  
396 C27  C27  C  0 1 N N N 10.035 53.893 16.136 -10.469 -2.266 0.079  C27  396 2  
396 C29  C29  C  0 1 N N N 10.271 53.866 17.627 -10.391 -1.158 1.149  C29  396 3  
396 C25  C25  C  0 1 N N N 8.818  54.106 18.152 -8.918  -0.695 1.142  C25  396 4  
396 N4   N4   N  0 1 N N N 8.188  54.994 17.154 -8.420  -1.056 -0.210 N4   396 5  
396 C24  C24  C  0 1 N N N 7.849  56.340 17.694 -6.953  -1.146 -0.224 C24  396 6  
396 C23  C23  C  0 1 N N N 6.492  56.335 18.356 -6.356  0.263  -0.187 C23  396 7  
396 N3   N3   N  0 1 N N N 6.482  55.806 19.764 -4.894  0.174  -0.200 N3   396 8  
396 C22  C22  C  0 1 N N N 5.783  54.720 20.025 -4.150  1.297  -0.173 C22  396 9  
396 O4   O4   O  0 1 N N N 5.109  54.182 19.167 -4.693  2.385  -0.137 O4   396 10 
396 C20  C20  C  0 1 Y N N 5.567  54.470 21.522 -2.678  1.207  -0.187 C20  396 11 
396 C18  C18  C  0 1 Y N N 4.268  54.099 21.872 -2.058  -0.041 -0.228 C18  396 12 
396 C19  C19  C  0 1 Y N N 6.576  54.695 22.468 -1.905  2.379  -0.164 C19  396 13 
396 O3   O3   O  0 1 N N N 7.877  55.046 22.105 -2.512  3.593  -0.129 O3   396 14 
396 C17  C17  C  0 1 Y N N 6.273  54.477 23.815 -0.526  2.297  -0.177 C17  396 15 
396 C15  C15  C  0 1 Y N N 4.977  54.112 24.219 0.095   1.048  -0.212 C15  396 16 
396 C16  C16  C  0 1 Y N N 3.986  53.899 23.238 -0.674  -0.128 -0.240 C16  396 17 
396 N2   N2   N  0 1 Y N N 2.874  53.552 23.859 0.188   -1.213 -0.278 N2   396 18 
396 C21  C21  C  0 1 N N N 1.611  53.253 23.143 -0.234  -2.615 -0.316 C21  396 19 
396 C14  C14  C  0 1 Y N N 3.063  53.573 25.199 1.500   -0.784 -0.275 C14  396 20 
396 C1   C1   C  0 1 Y N N 2.207  53.239 26.269 2.703   -1.479 -0.303 C1   396 21 
396 C13  C13  C  0 1 Y N N 4.407  53.882 25.472 1.505   0.626  -0.233 C13  396 22 
396 C4   C4   C  0 1 Y N N 4.848  53.942 26.830 2.716   1.320  -0.226 C4   396 23 
396 C5   C5   C  0 1 N N N 6.059  54.206 27.505 3.087   2.749  -0.193 C5   396 24 
396 O1   O1   O  0 1 N N N 7.094  54.621 26.982 2.311   3.683  -0.164 O1   396 25 
396 N1   N1   N  0 1 N N N 5.922  54.109 28.847 4.429   2.842  -0.201 N1   396 26 
396 C6   C6   C  0 1 N N N 4.677  53.735 29.060 4.997   1.623  -0.236 C6   396 27 
396 O2   O2   O  0 1 N N N 4.224  53.515 30.169 6.190   1.397  -0.250 O2   396 28 
396 C3   C3   C  0 1 Y N N 3.940  53.636 27.862 3.929   0.608  -0.252 C3   396 29 
396 C2   C2   C  0 1 Y N N 2.603  53.288 27.590 3.915   -0.793 -0.292 C2   396 30 
396 C7   C7   C  0 1 Y N N 1.633  53.001 28.610 5.191   -1.545 -0.322 C7   396 31 
396 C12  C12  C  0 1 Y N N 0.982  51.763 28.650 5.528   -2.308 -1.439 C12  396 32 
396 C11  C11  C  0 1 Y N N 0.011  51.548 29.643 6.717   -3.007 -1.462 C11  396 33 
396 C10  C10  C  0 1 Y N N -0.335 52.484 30.617 7.576   -2.952 -0.378 C10  396 34 
396 C9   C9   C  0 1 Y N N 0.263  53.755 30.564 7.248   -2.197 0.734  C9   396 35 
396 C8   C8   C  0 1 Y N N 1.241  53.997 29.567 6.064   -1.488 0.766  C8   396 36 
396 CL5  CL5  CL 0 0 N N N 1.848  55.610 29.615 5.657   -0.535 2.159  CL5  396 37 
396 H26  H26  H  0 1 N N N 9.879  56.047 16.372 -8.487  -3.169 0.028  H26  396 38 
396 H26A H26A H  0 0 N N N 8.813  55.402 15.135 -9.064  -2.570 -1.558 H26A 396 39 
396 H27  H27  H  0 1 N N N 9.486  53.022 15.750 -11.165 -1.982 -0.710 H27  396 40 
396 H27A H27A H  0 0 N N N 10.924 53.850 15.490 -10.773 -3.210 0.532  H27A 396 41 
396 H29  H29  H  0 1 N N N 10.691 52.909 17.970 -11.050 -0.330 0.886  H29  396 42 
396 H29A H29A H  0 0 N N N 11.010 54.599 17.983 -10.658 -1.558 2.128  H29A 396 43 
396 H25  H25  H  0 1 N N N 8.269  53.157 18.236 -8.858  0.383  1.294  H25  396 44 
396 H25A H25A H  0 0 N N N 8.814  54.552 19.157 -8.351  -1.221 1.910  H25A 396 45 
396 H24  H24  H  0 1 N N N 8.607  56.628 18.437 -6.615  -1.706 0.648  H24  396 46 
396 H24A H24A H  0 0 N N N 7.829  57.057 16.860 -6.629  -1.654 -1.131 H24A 396 47 
396 H23  H23  H  0 1 N N N 6.129  57.373 18.385 -6.694  0.823  -1.058 H23  396 48 
396 H23A H23A H  0 0 N N N 5.856  55.661 17.763 -6.681  0.771  0.721  H23A 396 49 
396 HN3  HN3  H  0 1 N N N 6.995  56.269 20.487 -4.461  -0.694 -0.229 HN3  396 50 
396 H18  H18  H  0 1 N N N 3.504  53.969 21.120 -2.656  -0.940 -0.250 H18  396 51 
396 HO3  HO3  H  0 1 N N N 7.932  55.126 21.160 -2.681  3.923  0.764  HO3  396 52 
396 H17  H17  H  0 1 N N N 7.048  54.591 24.558 0.070   3.197  -0.160 H17  396 53 
396 H21  H21  H  0 1 N N N 0.787  53.179 23.868 -0.345  -2.933 -1.353 H21  396 54 
396 H21A H21A H  0 0 N N N 1.397  54.059 22.425 0.518   -3.234 0.174  H21A 396 55 
396 H21B H21B H  0 0 N N N 1.712  52.299 22.604 -1.187  -2.722 0.201  H21B 396 56 
396 H1   H1   H  0 1 N N N 1.196  52.931 26.044 2.698   -2.558 -0.335 H1   396 57 
396 HN1  HN1  H  0 1 N N N 6.624  54.285 29.537 4.922   3.678  -0.185 HN1  396 58 
396 H12  H12  H  0 1 N N N 1.220  50.990 27.934 4.858   -2.352 -2.286 H12  396 59 
396 H11  H11  H  0 1 N N N -0.500 50.597 29.652 6.979   -3.598 -2.327 H11  396 60 
396 H10  H10  H  0 1 N N N -1.045 52.238 31.393 8.506   -3.501 -0.401 H10  396 61 
396 H9   H9   H  0 1 N N N -0.016 54.528 31.265 7.922   -2.159 1.577  H9   396 62 
# 
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 
396 C26 C27  SING N N 1  
396 C26 N4   SING N N 2  
396 C27 C29  SING N N 3  
396 C29 C25  SING N N 4  
396 C25 N4   SING N N 5  
396 N4  C24  SING N N 6  
396 C24 C23  SING N N 7  
396 C23 N3   SING N N 8  
396 N3  C22  SING N N 9  
396 C22 O4   DOUB N N 10 
396 C22 C20  SING N N 11 
396 C20 C18  DOUB N N 12 
396 C20 C19  SING N N 13 
396 C18 C16  SING N N 14 
396 C19 O3   SING N N 15 
396 C19 C17  DOUB N N 16 
396 C17 C15  SING N N 17 
396 C15 C16  DOUB N N 18 
396 C15 C13  SING N N 19 
396 C16 N2   SING N N 20 
396 N2  C21  SING N N 21 
396 N2  C14  SING N N 22 
396 C14 C1   DOUB N N 23 
396 C14 C13  SING N N 24 
396 C1  C2   SING Y N 25 
396 C13 C4   DOUB Y N 26 
396 C4  C5   SING Y N 27 
396 C4  C3   SING N N 28 
396 C5  O1   DOUB N N 29 
396 C5  N1   SING Y N 30 
396 N1  C6   SING N N 31 
396 C6  O2   DOUB Y N 32 
396 C6  C3   SING N N 33 
396 C3  C2   DOUB Y N 34 
396 C2  C7   SING Y N 35 
396 C7  C12  DOUB Y N 36 
396 C7  C8   SING N N 37 
396 C12 C11  SING Y N 38 
396 C11 C10  DOUB N N 39 
396 C10 C9   SING N N 40 
396 C9  C8   DOUB N N 41 
396 C8  CL5  SING Y N 42 
396 C26 H26  SING Y N 43 
396 C26 H26A SING Y N 44 
396 C27 H27  SING N N 45 
396 C27 H27A SING Y N 46 
396 C29 H29  SING N N 47 
396 C29 H29A SING Y N 48 
396 C25 H25  SING N N 49 
396 C25 H25A SING N N 50 
396 C24 H24  SING N N 51 
396 C24 H24A SING N N 52 
396 C23 H23  SING N N 53 
396 C23 H23A SING N N 54 
396 N3  HN3  SING Y N 55 
396 C18 H18  SING N N 56 
396 O3  HO3  SING Y N 57 
396 C17 H17  SING Y N 58 
396 C21 H21  SING Y N 59 
396 C21 H21A SING N N 60 
396 C21 H21B SING Y N 61 
396 C1  H1   SING N N 62 
396 N1  HN1  SING Y N 63 
396 C12 H12  SING N N 64 
396 C11 H11  SING Y N 65 
396 C10 H10  SING N N 66 
396 C9  H9   SING N N 67 
# 
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 
396 SMILES           ACDLabs              10.04 Clc1ccccc1c2cc6c(c3c2C(=O)NC3=O)c5c(cc(C(=O)NCCN4CCCC4)c(O)c5)n6C 
396 InChI            InChI                1.02b 
InChI=1/C28H25ClN4O4/c1-32-20-13-18(26(35)30-8-11-33-9-4-5-10-33)22(34)14-17(20)23-21(32)12-16(15-6-2-3-7-19(15)29)24-25(23)28(37)31-27(24)36/h2-3,6-7,12-14,34H,4-5,8-11H2,1H3,(H,30,35)(H,31,36,37)/f/h30-31H 
396 InChIKey         InChI                1.02b LFRLUVCEFWYSFT-PUXXYCQMCY 
396 SMILES_CANONICAL CACTVS               3.341 Cn1c2cc(c(O)cc2c3c1cc(c4ccccc4Cl)c5C(=O)NC(=O)c35)C(=O)NCCN6CCCC6 
396 SMILES           CACTVS               3.341 Cn1c2cc(c(O)cc2c3c1cc(c4ccccc4Cl)c5C(=O)NC(=O)c35)C(=O)NCCN6CCCC6 
396 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cn1c2cc(c3c(c2c4c1cc(c(c4)O)C(=O)NCCN5CCCC5)C(=O)NC3=O)c6ccccc6Cl 
396 SMILES           "OpenEye OEToolkits" 1.5.0 Cn1c2cc(c3c(c2c4c1cc(c(c4)O)C(=O)NCCN5CCCC5)C(=O)NC3=O)c6ccccc6Cl 
# 
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 
396 "SYSTEMATIC NAME" ACDLabs              10.04 4-(2-chlorophenyl)-9-hydroxy-6-methyl-1,3-dioxo-N-(2-pyrrolidin-1-ylethyl)-1,2,3,6-tetrahydropyrrolo[3,4-c]carbazole-8-carboxamide 
396 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-(2-chlorophenyl)-9-hydroxy-6-methyl-1,3-dioxo-N-(2-pyrrolidin-1-ylethyl)pyrrolo[3,4-g]carbazole-8-carboxamide                    
# 
