data_SA3 # _chem_comp.id SA3 _chem_comp.name "2,10-DIHYDROXY-12-(BETA-D-GLUCOPYRANOSYL)-6,7,12,13-TETRAHYDROINDOLO[2,3-A]PYRROLO[3,4-C]CARBAZOLE-5,7-DIONE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H21 N3 O9" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-05-25 _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 519.460 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SA3 _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 1SEU _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 SA3 O1 O1 O 0 1 N N N 20.268 -9.760 26.987 5.793 1.460 0.705 O1 SA3 1 SA3 C6 C6 C 0 1 Y N N 20.659 -8.781 27.103 4.449 1.585 0.552 C6 SA3 2 SA3 C5 C5 C 0 1 Y N N 19.747 -7.756 27.198 3.906 2.812 0.183 C5 SA3 3 SA3 C4 C4 C 0 1 Y N N 20.190 -6.428 27.357 2.545 2.948 0.025 C4 SA3 4 SA3 C3 C3 C 0 1 Y N N 21.546 -6.110 27.426 1.709 1.852 0.236 C3 SA3 5 SA3 C2 C2 C 0 1 Y N N 22.598 -7.163 27.329 2.253 0.612 0.608 C2 SA3 6 SA3 N9 N9 N 0 1 Y N N 23.847 -6.448 27.438 1.217 -0.293 0.751 N9 SA3 7 SA3 C1 C1 C 0 1 Y N N 22.098 -8.498 27.169 3.629 0.490 0.763 C1 SA3 8 SA3 C11 C11 C 0 1 Y N N 22.120 -4.827 27.577 0.251 1.662 0.156 C11 SA3 9 SA3 C15 C15 C 0 1 Y N N 21.601 -3.503 27.710 -0.813 2.515 -0.162 C15 SA3 10 SA3 C18 C18 C 0 1 N N N 20.229 -2.995 27.741 -0.914 3.937 -0.531 C18 SA3 11 SA3 O37 O37 O 0 1 N N N 19.205 -3.629 27.662 0.018 4.709 -0.644 O37 SA3 12 SA3 N17 N17 N 0 1 N N N 20.306 -1.670 27.879 -2.211 4.239 -0.725 N17 SA3 13 SA3 C14 C14 C 0 1 Y N N 22.471 -2.382 27.842 -2.132 2.024 -0.150 C14 SA3 14 SA3 C16 C16 C 0 1 N N N 21.590 -1.211 27.948 -2.991 3.162 -0.519 C16 SA3 15 SA3 O38 O38 O 0 1 N N N 21.930 -0.019 28.078 -4.201 3.133 -0.620 O38 SA3 16 SA3 C13 C13 C 0 1 Y N N 23.896 -2.551 27.859 -2.373 0.682 0.172 C13 SA3 17 SA3 C21 C21 C 0 1 Y N N 25.084 -1.726 27.969 -3.598 -0.128 0.270 C21 SA3 18 SA3 C20 C20 C 0 1 Y N N 26.275 -2.602 27.918 -3.192 -1.422 0.637 C20 SA3 19 SA3 N19 N19 N 0 1 Y N N 25.786 -3.854 27.773 -1.815 -1.427 0.761 N19 SA3 20 SA3 C12 C12 C 0 1 Y N N 24.423 -3.873 27.734 -1.304 -0.173 0.486 C12 SA3 21 SA3 C10 C10 C 0 1 Y N N 23.532 -5.061 27.582 0.007 0.317 0.478 C10 SA3 22 SA3 C25 C25 C 0 1 Y N N 25.248 -0.348 28.107 -4.951 0.151 0.077 C25 SA3 23 SA3 C24 C24 C 0 1 Y N N 26.573 0.176 28.192 -5.882 -0.834 0.245 C24 SA3 24 SA3 C23 C23 C 0 1 Y N N 27.737 -0.670 28.149 -5.489 -2.119 0.608 C23 SA3 25 SA3 C22 C22 C 0 1 Y N N 27.582 -2.099 28.008 -4.151 -2.414 0.804 C22 SA3 26 SA3 O2 O2 O 0 1 N N N 28.750 -0.215 28.223 -6.425 -3.090 0.773 O2 SA3 27 SA3 C31 C31 C 0 1 N N S 25.257 -6.852 27.412 1.380 -1.698 1.131 C31 SA3 28 SA3 C32 C32 C 0 1 N N R 26.162 -7.817 28.209 2.871 -2.034 1.207 C32 SA3 29 SA3 O32 O32 O 0 1 N N N 27.235 -7.114 28.799 3.494 -1.219 2.202 O32 SA3 30 SA3 C33 C33 C 0 1 N N S 26.557 -8.847 27.161 3.515 -1.764 -0.157 C33 SA3 31 SA3 O33 O33 O 0 1 N N N 25.269 -9.264 26.728 4.872 -2.211 -0.145 O33 SA3 32 SA3 C34 C34 C 0 1 N N S 27.316 -8.246 25.921 2.728 -2.527 -1.229 C34 SA3 33 SA3 O34 O34 O 0 1 N N N 28.624 -7.858 26.269 3.218 -2.173 -2.524 O34 SA3 34 SA3 C35 C35 C 0 1 N N R 26.557 -7.021 25.347 1.248 -2.152 -1.122 C35 SA3 35 SA3 C36 C36 C 0 1 N N N 25.408 -7.401 24.376 0.459 -2.882 -2.211 C36 SA3 36 SA3 O36 O36 O 0 1 N N N 25.931 -8.175 23.303 -0.901 -2.443 -2.189 O36 SA3 37 SA3 O5 O5 O 0 1 N N N 26.057 -6.228 26.422 0.747 -2.529 0.159 O5 SA3 38 SA3 HO1 HO1 H 0 1 N N N 20.898 -10.468 26.921 6.150 1.202 -0.156 HO1 SA3 39 SA3 H5 H5 H 0 1 N N N 18.671 -7.996 27.147 4.555 3.660 0.021 H5 SA3 40 SA3 H4 H4 H 0 1 N N N 19.452 -5.611 27.429 2.126 3.902 -0.260 H4 SA3 41 SA3 H1 H1 H 0 1 N N N 22.830 -9.319 27.095 4.059 -0.459 1.049 H1 SA3 42 SA3 H17 H17 H 0 1 N N N 19.478 -1.076 27.926 -2.540 5.115 -0.979 H17 SA3 43 SA3 H19 H19 H 0 1 N N N 26.143 -4.476 28.498 -1.284 -2.201 1.006 H19 SA3 44 SA3 H25 H25 H 0 1 N N N 24.360 0.305 28.147 -5.262 1.146 -0.206 H25 SA3 45 SA3 H24 H24 H 0 1 N N N 26.701 1.266 28.293 -6.929 -0.615 0.095 H24 SA3 46 SA3 H22 H22 H 0 1 N N N 28.441 -2.789 27.970 -3.853 -3.413 1.085 H22 SA3 47 SA3 HO2 HO2 H 0 1 N N N 29.518 -0.773 28.194 -6.698 -3.061 1.700 HO2 SA3 48 SA3 H31 H31 H 0 1 N N N 24.466 -7.231 28.100 0.920 -1.866 2.105 H31 SA3 49 SA3 H32 H32 H 0 1 N N N 25.680 -8.312 29.083 2.995 -3.086 1.467 H32 SA3 50 SA3 H6 H6 H 0 1 N N N 27.791 -7.707 29.289 4.398 -1.547 2.306 H6 SA3 51 SA3 H33 H33 H 0 1 N N N 27.247 -9.621 27.569 3.484 -0.695 -0.371 H33 SA3 52 SA3 H3 H3 H 0 1 N N N 25.515 -9.907 26.073 5.236 -2.022 -1.020 H3 SA3 53 SA3 H34 H34 H 0 1 N N N 27.366 -9.044 25.143 2.846 -3.599 -1.074 H34 SA3 54 SA3 H2 H2 H 0 1 N N N 29.082 -7.495 25.520 4.153 -2.419 -2.546 H2 SA3 55 SA3 H35 H35 H 0 1 N N N 27.289 -6.438 24.741 1.136 -1.076 -1.253 H35 SA3 56 SA3 H361 1H36 H 0 0 N N N 24.568 -7.916 24.897 0.497 -3.956 -2.030 H361 SA3 57 SA3 H362 2H36 H 0 0 N N N 24.846 -6.507 24.016 0.896 -2.662 -3.185 H362 SA3 58 SA3 H36 H36 H 0 1 N N N 25.227 -8.407 22.708 -1.362 -2.926 -2.889 H36 SA3 59 # 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 SA3 O1 C6 SING N N 1 SA3 O1 HO1 SING N N 2 SA3 C6 C5 DOUB Y N 3 SA3 C6 C1 SING Y N 4 SA3 C5 C4 SING Y N 5 SA3 C5 H5 SING N N 6 SA3 C4 C3 DOUB Y N 7 SA3 C4 H4 SING N N 8 SA3 C3 C2 SING Y N 9 SA3 C3 C11 SING Y N 10 SA3 C2 N9 SING Y N 11 SA3 C2 C1 DOUB Y N 12 SA3 N9 C10 SING Y N 13 SA3 N9 C31 SING N N 14 SA3 C1 H1 SING N N 15 SA3 C11 C15 DOUB Y N 16 SA3 C11 C10 SING Y N 17 SA3 C15 C18 SING N N 18 SA3 C15 C14 SING Y N 19 SA3 C18 O37 DOUB N N 20 SA3 C18 N17 SING N N 21 SA3 N17 C16 SING N N 22 SA3 N17 H17 SING N N 23 SA3 C14 C16 SING N N 24 SA3 C14 C13 DOUB Y N 25 SA3 C16 O38 DOUB N N 26 SA3 C13 C21 SING Y N 27 SA3 C13 C12 SING Y N 28 SA3 C21 C20 DOUB Y N 29 SA3 C21 C25 SING Y N 30 SA3 C20 N19 SING Y N 31 SA3 C20 C22 SING Y N 32 SA3 N19 C12 SING Y N 33 SA3 N19 H19 SING N N 34 SA3 C12 C10 DOUB Y N 35 SA3 C25 C24 DOUB Y N 36 SA3 C25 H25 SING N N 37 SA3 C24 C23 SING Y N 38 SA3 C24 H24 SING N N 39 SA3 C23 C22 DOUB Y N 40 SA3 C23 O2 SING N N 41 SA3 C22 H22 SING N N 42 SA3 O2 HO2 SING N N 43 SA3 C31 C32 SING N N 44 SA3 C31 O5 SING N N 45 SA3 C31 H31 SING N N 46 SA3 C32 O32 SING N N 47 SA3 C32 C33 SING N N 48 SA3 C32 H32 SING N N 49 SA3 O32 H6 SING N N 50 SA3 C33 O33 SING N N 51 SA3 C33 C34 SING N N 52 SA3 C33 H33 SING N N 53 SA3 O33 H3 SING N N 54 SA3 C34 O34 SING N N 55 SA3 C34 C35 SING N N 56 SA3 C34 H34 SING N N 57 SA3 O34 H2 SING N N 58 SA3 C35 C36 SING N N 59 SA3 C35 O5 SING N N 60 SA3 C35 H35 SING N N 61 SA3 C36 O36 SING N N 62 SA3 C36 H361 SING N N 63 SA3 C36 H362 SING N N 64 SA3 O36 H36 SING N N 65 # 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 SA3 SMILES ACDLabs 10.04 "O=C2c1c6c(c4c(c1C(=O)N2)c3ccc(O)cc3n4)n(c5cc(O)ccc56)C7OC(C(O)C(O)C7O)CO" SA3 SMILES_CANONICAL CACTVS 3.341 "OC[C@H]1O[C@@H]([C@H](O)[C@@H](O)[C@@H]1O)n2c3cc(O)ccc3c4c2c5[nH]c6cc(O)ccc6c5c7C(=O)NC(=O)c47" SA3 SMILES CACTVS 3.341 "OC[CH]1O[CH]([CH](O)[CH](O)[CH]1O)n2c3cc(O)ccc3c4c2c5[nH]c6cc(O)ccc6c5c7C(=O)NC(=O)c47" SA3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc2c(cc1O)[nH]c3c2c4c(c5c3n(c6c5ccc(c6)O)C7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C(=O)NC4=O" SA3 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc2c(cc1O)[nH]c3c2c4c(c5c3n(c6c5ccc(c6)O)C7C(C(C(C(O7)CO)O)O)O)C(=O)NC4=O" SA3 InChI InChI 1.03 "InChI=1S/C26H21N3O9/c30-7-14-21(33)22(34)23(35)26(38-14)29-13-6-9(32)2-4-11(13)16-18-17(24(36)28-25(18)37)15-10-3-1-8(31)5-12(10)27-19(15)20(16)29/h1-6,14,21-23,26-27,30-35H,7H2,(H,28,36,37)/t14-,21-,22+,23-,26?/m1/s1" SA3 InChIKey InChI 1.03 URWNZLQOQBNPOF-FQCBRIBZSA-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 SA3 "SYSTEMATIC NAME" ACDLabs 10.04 "12-alpha-D-glucopyranosyl-2,10-dihydroxy-12,13-dihydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7(6H)-dione" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site SA3 "Create component" 2004-05-25 RCSB SA3 "Modify descriptor" 2011-06-04 RCSB #