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 2011-06-04 _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 Y 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 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" 839 InChI InChI 1.03 "InChI=1S/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)" 839 InChIKey InChI 1.03 JDARUOOLJCFUOY-UHFFFAOYSA-N # 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 839 "Create component" 2006-10-09 RCSB 839 "Modify aromatic_flag" 2011-06-04 RCSB 839 "Modify descriptor" 2011-06-04 RCSB #