data_839
# 
_chem_comp.id                                    839 
_chem_comp.name                                  "3-(9-HYDROXY-1,3-DIOXO-4-PHENYL-2,3-DIHYDROPYRROLO[3,4-C]CARBAZOL-6(1H)-YL)PROPANOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H16 N2 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-10-09 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        400.384 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     839 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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 
839 O5   O5   O 0 1 N N N 0.166  51.571 21.892 1.426  -5.981  -3.297 O5   839 1  
839 C23  C23  C 0 1 N N N 1.145  50.984 22.402 2.099  -5.837  -2.286 C23  839 2  
839 O4   O4   O 0 1 N N N 1.195  49.736 22.544 3.442  -6.044  -2.257 O4   839 3  
839 C21  C21  C 0 1 N N N 2.318  51.807 22.901 1.581  -5.381  -0.939 C21  839 4  
839 C22  C22  C 0 1 N N N 1.981  53.279 23.130 0.078  -5.099  -0.927 C22  839 5  
839 N2   N2   N 0 1 Y N N 3.210  53.755 23.797 -0.407 -4.605  0.347  N2   839 6  
839 C14  C14  C 0 1 Y N N 3.291  53.819 25.150 -0.864 -5.403  1.367  C14  839 7  
839 C16  C16  C 0 1 Y N N 4.375  54.140 23.187 -0.471 -3.279  0.694  C16  839 8  
839 C18  C18  C 0 1 Y N N 4.734  54.233 21.821 -0.106 -2.147  -0.046 C18  839 9  
839 C20  C20  C 0 1 Y N N 6.013  54.691 21.518 -0.274 -0.897  0.549  C20  839 10 
839 C19  C19  C 0 1 Y N N 6.939  55.017 22.493 -0.787 -0.787  1.837  C19  839 11 
839 O3   O3   O 0 1 N N N 8.172  55.422 22.074 -0.942 0.445   2.400  O3   839 12 
839 C17  C17  C 0 1 Y N N 6.640  54.893 23.890 -1.147 -1.928  2.565  C17  839 13 
839 C15  C15  C 0 1 Y N N 5.320  54.485 24.157 -0.989 -3.209  1.990  C15  839 14 
839 C13  C13  C 0 1 Y N N 4.662  54.284 25.427 -1.241 -4.554  2.421  C13  839 15 
839 C4   C4   C 0 1 Y N N 5.058  54.471 26.832 -1.738 -5.195  3.562  C4   839 16 
839 C5   C5   C 0 1 N N N 6.303  54.878 27.471 -2.221 -4.662  4.834  C5   839 17 
839 O1   O1   O 0 1 N N N 7.319  55.283 26.883 -2.279 -3.488  5.143  O1   839 18 
839 C3   C3   C 0 1 Y N N 4.121  54.149 27.881 -1.841 -6.584  3.623  C3   839 19 
839 C6   C6   C 0 1 N N N 4.933  54.462 29.083 -2.389 -6.945  4.929  C6   839 20 
839 O2   O2   O 0 1 N N N 4.446  54.292 30.241 -2.611 -8.074  5.325  O2   839 21 
839 N1   N1   N 0 1 N N N 6.214  54.902 28.847 -2.586 -5.756  5.584  N1   839 22 
839 C2   C2   C 0 1 Y N N 2.772  53.703 27.517 -1.469 -7.407  2.584  C2   839 23 
839 C1   C1   C 0 1 Y N N 2.410  53.506 26.171 -0.967 -6.810  1.424  C1   839 24 
839 C7   C7   C 0 1 Y N N 1.775  53.418 28.540 -1.577 -8.848  2.649  C7   839 25 
839 C12  C12  C 0 1 Y N N 1.006  52.181 28.611 -0.511 -9.607  3.132  C12  839 26 
839 C11  C11  C 0 1 Y N N -0.010 52.071 29.714 -0.616 -10.997 3.195  C11  839 27 
839 C10  C10  C 0 1 Y N N -0.198 53.088 30.589 -1.787 -11.628 2.775  C10  839 28 
839 C9   C9   C 0 1 Y N N 0.483  54.263 30.516 -2.853 -10.869 2.292  C9   839 29 
839 C8   C8   C 0 1 Y N N 1.442  54.496 29.527 -2.748 -9.480  2.229  C8   839 30 
839 HO4  HO4  H 0 1 N N N 0.395  49.347 22.210 3.839  -6.320  -3.111 HO4  839 31 
839 H211 1H21 H 0 0 N N N 2.652  51.380 23.858 2.116  -4.458  -0.686 H211 839 32 
839 H212 2H21 H 0 0 N N N 3.095  51.770 22.123 1.828  -6.144  -0.192 H212 839 33 
839 H221 1H22 H 0 0 N N N 1.783  53.813 22.189 -0.500 -5.991  -1.193 H221 839 34 
839 H222 2H22 H 0 0 N N N 1.063  53.443 23.713 -0.162 -4.328  -1.670 H222 839 35 
839 H18  H18  H 0 1 N N N 4.040  53.958 21.041 0.294  -2.229  -1.052 H18  839 36 
839 H20  H20  H 0 1 N N N 6.294  54.796 20.480 0.002  -0.003  -0.006 H20  839 37 
839 HO3  HO3  H 0 1 N N N 8.171  55.516 21.129 -1.874 0.598   2.618  HO3  839 38 
839 H17  H17  H 0 1 N N N 7.363  55.095 24.667 -1.543 -1.809  3.567  H17  839 39 
839 HN1  HN1  H 0 1 N N N 6.911  55.173 29.511 -2.961 -5.690  6.524  HN1  839 40 
839 H1   H1   H 0 1 N N N 1.435  53.107 25.932 -0.659 -7.415  0.575  H1   839 41 
839 H12  H12  H 0 1 N N N 1.159  51.380 27.903 0.408  -9.129  3.464  H12  839 42 
839 H11  H11  H 0 1 N N N -0.597 51.170 29.810 0.214  -11.587 3.571  H11  839 43 
839 H10  H10  H 0 1 N N N -0.922 52.960 31.381 -1.868 -12.710 2.824  H10  839 44 
839 H9   H9   H 0 1 N N N 0.277  55.036 31.241 -3.764 -11.361 1.965  H9   839 45 
839 H8   H8   H 0 1 N N N 1.943  55.451 29.474 -3.588 -8.902  1.850  H8   839 46 
# 
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 
839 O5  C23  DOUB N N 1  
839 C23 O4   SING N N 2  
839 C23 C21  SING N N 3  
839 O4  HO4  SING N N 4  
839 C21 C22  SING N N 5  
839 C21 H211 SING N N 6  
839 C21 H212 SING N N 7  
839 C22 N2   SING N N 8  
839 C22 H221 SING N N 9  
839 C22 H222 SING N N 10 
839 N2  C16  SING Y N 11 
839 N2  C14  SING Y N 12 
839 C14 C13  DOUB Y N 13 
839 C14 C1   SING Y N 14 
839 C16 C18  SING Y N 15 
839 C16 C15  DOUB Y N 16 
839 C18 C20  DOUB Y N 17 
839 C18 H18  SING N N 18 
839 C20 C19  SING Y N 19 
839 C20 H20  SING N N 20 
839 C19 O3   SING N N 21 
839 C19 C17  DOUB Y N 22 
839 O3  HO3  SING N N 23 
839 C17 C15  SING Y N 24 
839 C17 H17  SING N N 25 
839 C15 C13  SING Y N 26 
839 C13 C4   SING Y N 27 
839 C4  C5   SING N N 28 
839 C4  C3   DOUB Y N 29 
839 C5  O1   DOUB N N 30 
839 C5  N1   SING N N 31 
839 C3  C2   SING Y N 32 
839 C3  C6   SING N N 33 
839 C6  N1   SING N N 34 
839 C6  O2   DOUB N N 35 
839 N1  HN1  SING N N 36 
839 C2  C1   DOUB Y N 37 
839 C2  C7   SING N N 38 
839 C1  H1   SING N N 39 
839 C7  C12  DOUB Y N 40 
839 C7  C8   SING Y N 41 
839 C12 C11  SING Y N 42 
839 C12 H12  SING N N 43 
839 C11 C10  DOUB Y N 44 
839 C11 H11  SING N N 45 
839 C10 C9   SING Y N 46 
839 C10 H10  SING N N 47 
839 C9  C8   DOUB Y N 48 
839 C9  H9   SING N N 49 
839 C8  H8   SING N N 50 
# 
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 
839 SMILES           ACDLabs              10.04 O=C5c4c2c1cc(O)ccc1n(c2cc(c3ccccc3)c4C(=O)N5)CCC(=O)O                                                                                                                    
839 InChI            InChI                1.02b InChI=1/C23H16N2O5/c26-13-6-7-16-15(10-13)19-17(25(16)9-8-18(27)28)11-14(12-4-2-1-3-5-12)20-21(19)23(30)24-22(20)29/h1-7,10-11,26H,8-9H2,(H,27,28)(H,24,29,30)/f/h24,27H 
839 InChIKey         InChI                1.02b JDARUOOLJCFUOY-LVDDXYSHCR                                                                                                                                                
839 SMILES_CANONICAL CACTVS               3.341 OC(=O)CCn1c2ccc(O)cc2c3c1cc(c4ccccc4)c5C(=O)NC(=O)c35                                                                                                                    
839 SMILES           CACTVS               3.341 OC(=O)CCn1c2ccc(O)cc2c3c1cc(c4ccccc4)c5C(=O)NC(=O)c35                                                                                                                    
839 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)c2cc3c(c4cc(ccc4n3CCC(=O)O)O)c5c2C(=O)NC5=O                                                                                                                    
839 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)c2cc3c(c4cc(ccc4n3CCC(=O)O)O)c5c2C(=O)NC5=O                                                                                                                    
# 
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 
839 "SYSTEMATIC NAME" ACDLabs              10.04 "3-(9-hydroxy-1,3-dioxo-4-phenyl-2,3-dihydropyrrolo[3,4-c]carbazol-6(1H)-yl)propanoic acid" 
839 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-(9-hydroxy-1,3-dioxo-4-phenyl-pyrrolo[3,4-c]carbazol-6-yl)propanoic acid"                
# 
