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 2011-06-04 _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 Y N 12 396 C20 C19 SING Y N 13 396 C18 C16 SING Y N 14 396 C19 O3 SING N N 15 396 C19 C17 DOUB Y N 16 396 C17 C15 SING Y N 17 396 C15 C16 DOUB Y N 18 396 C15 C13 SING Y N 19 396 C16 N2 SING Y N 20 396 N2 C21 SING N N 21 396 N2 C14 SING Y N 22 396 C14 C1 DOUB Y N 23 396 C14 C13 SING Y N 24 396 C1 C2 SING Y N 25 396 C13 C4 DOUB Y N 26 396 C4 C5 SING N N 27 396 C4 C3 SING Y N 28 396 C5 O1 DOUB N N 29 396 C5 N1 SING N N 30 396 N1 C6 SING N N 31 396 C6 O2 DOUB N 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 Y N 37 396 C12 C11 SING Y N 38 396 C11 C10 DOUB Y N 39 396 C10 C9 SING Y N 40 396 C9 C8 DOUB Y N 41 396 C8 CL5 SING N N 42 396 C26 H26 SING N N 43 396 C26 H26A SING N N 44 396 C27 H27 SING N N 45 396 C27 H27A SING N N 46 396 C29 H29 SING N N 47 396 C29 H29A SING N 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 N N 55 396 C18 H18 SING N N 56 396 O3 HO3 SING N N 57 396 C17 H17 SING N N 58 396 C21 H21 SING N N 59 396 C21 H21A SING N N 60 396 C21 H21B SING N N 61 396 C1 H1 SING N N 62 396 N1 HN1 SING N N 63 396 C12 H12 SING N N 64 396 C11 H11 SING N 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 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" 396 InChI InChI 1.03 "InChI=1S/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)" 396 InChIKey InChI 1.03 LFRLUVCEFWYSFT-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 396 "Create component" 2007-12-04 PDBJ 396 "Modify aromatic_flag" 2011-06-04 RCSB 396 "Modify descriptor" 2011-06-04 RCSB #