data_826 # _chem_comp.id 826 _chem_comp.name "1,3,4,9-TETRAHYDRO-2-(HYDROXYBENZOYL)-9-[(4-HYDROXYPHENYL)METHYL]-6-METHOXY-2H-PYRIDO[3,4-B]INDOLE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H22 N2 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2001-02-14 _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 398.454 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 826 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _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 826 O01 O01 O 0 1 N N N 128.442 2.418 22.895 8.245 2.826 -8.302 O01 826 1 826 C02 C02 C 0 1 Y N N 129.831 2.472 22.826 8.265 2.007 -7.215 C02 826 2 826 C03 C03 C 0 1 Y N N 130.614 2.639 24.013 9.089 2.308 -6.131 C03 826 3 826 C04 C04 C 0 1 Y N N 132.040 2.695 23.929 9.109 1.469 -5.017 C04 826 4 826 C05 C05 C 0 1 Y N N 132.679 2.579 22.652 8.306 0.333 -4.991 C05 826 5 826 C06 C06 C 0 1 Y N N 131.895 2.410 21.473 7.482 0.028 -6.071 C06 826 6 826 C07 C07 C 0 1 Y N N 130.473 2.359 21.562 7.461 0.867 -7.186 C07 826 7 826 C08 C08 C 0 1 N N N 134.173 2.633 22.541 8.327 -0.552 -3.816 C08 826 8 826 O09 O09 O 0 1 N N N 134.825 2.825 23.574 9.155 -1.462 -3.833 O09 826 9 826 N10 N10 N 0 1 N N N 134.743 2.473 21.282 7.425 -0.293 -2.777 N10 826 10 826 C11 C11 C 0 1 N N N ? ? ? 7.474 -1.132 -1.560 C11 826 11 826 C12 C12 C 0 1 N N N ? ? ? 6.121 -1.809 -1.282 C12 826 12 826 C13 C13 C 0 1 Y N N ? ? ? 5.023 -0.812 -1.402 C13 826 13 826 C14 C14 C 0 1 Y N N ? ? ? 5.197 0.365 -2.099 C14 826 14 826 C15 C15 C 0 1 N N N ? ? ? 6.436 0.816 -2.785 C15 826 15 826 N16 N16 N 0 1 Y N N ? ? ? 4.031 1.073 -2.046 N16 826 16 826 C17 C17 C 0 1 Y N N ? ? ? 3.091 0.368 -1.325 C17 826 17 826 C18 C18 C 0 1 Y N N ? ? ? 3.690 -0.826 -0.908 C18 826 18 826 C19 C19 C 0 1 Y N N ? ? ? 2.929 -1.736 -0.146 C19 826 19 826 C20 C20 C 0 1 Y N N ? ? ? 1.603 -1.421 0.170 C20 826 20 826 C21 C21 C 0 1 Y N N ? ? ? 1.032 -0.224 -0.258 C21 826 21 826 C22 C22 C 0 1 Y N N ? ? ? 1.766 0.694 -1.014 C22 826 22 826 C23 C23 C 0 1 N N N ? ? ? 3.809 2.368 -2.656 C23 826 23 826 C24 C24 C 0 1 Y N N ? ? ? 4.156 3.487 -1.712 C24 826 24 826 C25 C25 C 0 1 Y N N ? ? ? 5.448 3.994 -1.697 C25 826 25 826 C26 C26 C 0 1 Y N N ? ? ? 5.769 5.031 -0.821 C26 826 26 826 C27 C27 C 0 1 Y N N ? ? ? 4.795 5.551 0.032 C27 826 27 826 O28 O28 O 0 1 N N N ? ? ? 5.108 6.561 0.888 O28 826 28 826 C29 C29 C 0 1 Y N N ? ? ? 3.500 5.033 0.009 C29 826 29 826 C30 C30 C 0 1 Y N N ? ? ? 3.178 3.996 -0.867 C30 826 30 826 HO1 HO1 H 0 1 N N N 128.170 2.406 23.805 8.900 3.535 -8.201 HO1 826 31 826 HC3 HC3 H 0 1 N N N 130.127 2.723 24.973 9.716 3.195 -6.148 HC3 826 32 826 HC4 HC4 H 0 1 N N N 132.632 2.824 24.823 9.755 1.714 -4.177 HC4 826 33 826 HC6 HC6 H 0 1 N N N 132.379 2.321 20.512 6.852 -0.857 -6.059 HC6 826 34 826 HC7 HC7 H 0 1 N N N 129.882 2.234 20.667 6.817 0.628 -8.027 HC7 826 35 826 H111 1H11 H 0 0 N N N ? ? ? 7.747 -0.468 -0.731 H111 826 36 826 H112 2H11 H 0 0 N N N ? ? ? 8.258 -1.891 -1.642 H112 826 37 826 H121 1H12 H 0 0 N N N ? ? ? 6.131 -2.264 -0.286 H121 826 38 826 H122 2H12 H 0 0 N N N ? ? ? 5.952 -2.608 -2.015 H122 826 39 826 H151 1H15 H 0 0 N N N ? ? ? 6.220 1.128 -3.811 H151 826 40 826 H152 2H15 H 0 0 N N N ? ? ? 6.889 1.655 -2.247 H152 826 41 826 H19 H19 H 0 1 N N N ? ? ? 3.360 -2.673 0.194 H19 826 42 826 H20 H20 H 0 1 N N N ? ? ? 1.012 -2.119 0.758 H20 826 43 826 H21 H21 H 0 1 N N N ? ? ? -0.000 -0.000 -0.000 H21 826 44 826 H22 H22 H 0 1 N N N ? ? ? 1.319 1.625 -1.348 H22 826 45 826 H231 1H23 H 0 0 N N N ? ? ? 2.760 2.424 -2.969 H231 826 46 826 H232 2H23 H 0 0 N N N ? ? ? 4.411 2.422 -3.572 H232 826 47 826 H25 H25 H 0 1 N N N ? ? ? 6.213 3.596 -2.357 H25 826 48 826 H26 H26 H 0 1 N N N ? ? ? 6.779 5.430 -0.807 H26 826 49 826 H28 H28 H 0 1 N N N ? ? ? 4.748 6.379 1.770 H28 826 50 826 H29 H29 H 0 1 N N N ? ? ? 2.736 5.433 0.671 H29 826 51 826 H30 H30 H 0 1 N N N ? ? ? 2.167 3.599 -0.878 H30 826 52 # 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 826 O01 C02 SING N N 1 826 O01 HO1 SING N N 2 826 C02 C03 DOUB Y N 3 826 C02 C07 SING Y N 4 826 C03 C04 SING Y N 5 826 C03 HC3 SING N N 6 826 C04 C05 DOUB Y N 7 826 C04 HC4 SING N N 8 826 C05 C06 SING Y N 9 826 C05 C08 SING N N 10 826 C06 C07 DOUB Y N 11 826 C06 HC6 SING N N 12 826 C07 HC7 SING N N 13 826 C08 O09 DOUB N N 14 826 C08 N10 SING N N 15 826 N10 C11 SING N N 16 826 N10 C15 SING N N 17 826 C11 C12 SING N N 18 826 C11 H111 SING N N 19 826 C11 H112 SING N N 20 826 C12 C13 SING N N 21 826 C12 H121 SING N N 22 826 C12 H122 SING N N 23 826 C13 C14 DOUB Y N 24 826 C13 C18 SING Y N 25 826 C14 C15 SING N N 26 826 C14 N16 SING Y N 27 826 C15 H151 SING N N 28 826 C15 H152 SING N N 29 826 N16 C17 SING Y N 30 826 N16 C23 SING N N 31 826 C17 C18 SING Y N 32 826 C17 C22 DOUB Y N 33 826 C18 C19 DOUB Y N 34 826 C19 C20 SING Y N 35 826 C19 H19 SING N N 36 826 C20 C21 DOUB Y N 37 826 C20 H20 SING N N 38 826 C21 C22 SING Y N 39 826 C21 H21 SING N N 40 826 C22 H22 SING N N 41 826 C23 C24 SING N N 42 826 C23 H231 SING N N 43 826 C23 H232 SING N N 44 826 C24 C25 SING Y N 45 826 C24 C30 DOUB Y N 46 826 C25 C26 DOUB Y N 47 826 C25 H25 SING N N 48 826 C26 C27 SING Y N 49 826 C26 H26 SING N N 50 826 C27 O28 SING N N 51 826 C27 C29 DOUB Y N 52 826 O28 H28 SING N N 53 826 C29 C30 SING Y N 54 826 C29 H29 SING N N 55 826 C30 H30 SING N N 56 # 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 826 SMILES ACDLabs 10.04 "O=C(N3CCc2c1c(cccc1)n(c2C3)Cc4ccc(O)cc4)c5ccc(O)cc5" 826 SMILES_CANONICAL CACTVS 3.341 "Oc1ccc(Cn2c3CN(CCc3c4ccccc24)C(=O)c5ccc(O)cc5)cc1" 826 SMILES CACTVS 3.341 "Oc1ccc(Cn2c3CN(CCc3c4ccccc24)C(=O)c5ccc(O)cc5)cc1" 826 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)c3c(n2Cc4ccc(cc4)O)CN(CC3)C(=O)c5ccc(cc5)O" 826 SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)c3c(n2Cc4ccc(cc4)O)CN(CC3)C(=O)c5ccc(cc5)O" 826 InChI InChI 1.03 "InChI=1S/C25H22N2O3/c28-19-9-5-17(6-10-19)15-27-23-4-2-1-3-21(23)22-13-14-26(16-24(22)27)25(30)18-7-11-20(29)12-8-18/h1-12,28-29H,13-16H2" 826 InChIKey InChI 1.03 ADXYEWMDAGIULV-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 826 "SYSTEMATIC NAME" ACDLabs 10.04 "4-{[9-(4-hydroxybenzyl)-1,3,4,9-tetrahydro-2H-beta-carbolin-2-yl]carbonyl}phenol" 826 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(4-hydroxyphenyl)-[9-[(4-hydroxyphenyl)methyl]-3,4-dihydro-1H-pyrido[3,4-b]indol-2-yl]methanone" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 826 "Create component" 2001-02-14 RCSB 826 "Modify descriptor" 2011-06-04 RCSB #