data_8E9 # _chem_comp.id 8E9 _chem_comp.name "1-AMINO-4-(3-METHYLPHENYL)AMINO-9,10-DIOXO-9,10-DIHYDROANTHRACENE-2-SULFONATE" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H16 N2 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-10-29 _chem_comp.pdbx_modified_date 2014-04-16 _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 408.427 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8E9 _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 4CD1 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 8E9 O16 O16 O 0 1 N N N 28.112 34.555 26.036 -2.283 0.423 -1.428 O16 8E9 1 8E9 C10 C10 C 0 1 N N N 29.150 35.086 25.637 -1.425 1.047 -0.833 C10 8E9 2 8E9 C14 C14 C 0 1 Y N N 29.164 35.864 24.342 -1.699 2.415 -0.343 C14 8E9 3 8E9 C5 C5 C 0 1 Y N N 28.010 35.983 23.544 -3.002 2.902 -0.295 C5 8E9 4 8E9 C6 C6 C 0 1 Y N N 28.097 36.694 22.338 -3.240 4.185 0.166 C6 8E9 5 8E9 C7 C7 C 0 1 Y N N 29.301 37.278 21.890 -2.192 4.987 0.580 C7 8E9 6 8E9 C8 C8 C 0 1 Y N N 30.462 37.183 22.653 -0.891 4.519 0.540 C8 8E9 7 8E9 C13 C13 C 0 1 Y N N 30.434 36.481 23.879 -0.634 3.231 0.080 C13 8E9 8 8E9 C9 C9 C 0 1 N N N 31.658 36.335 24.716 0.750 2.711 0.031 C9 8E9 9 8E9 O9 O9 O 0 1 N N N 32.726 36.854 24.363 1.696 3.466 0.153 O9 8E9 10 8E9 C11 C11 C 0 1 Y N N 30.371 34.955 26.485 -0.103 0.449 -0.587 C11 8E9 11 8E9 C12 C12 C 0 1 Y N N 31.622 35.590 26.006 0.969 1.269 -0.167 C12 8E9 12 8E9 C1 C1 C 0 1 Y N N 32.819 35.458 26.860 2.224 0.699 0.061 C1 8E9 13 8E9 N1 N1 N 0 1 N N N 34.007 35.960 26.481 3.282 1.491 0.479 N1 8E9 14 8E9 C4 C4 C 0 1 Y N N 30.347 34.195 27.791 0.106 -0.922 -0.769 C4 8E9 15 8E9 C3 C3 C 0 1 Y N N 31.521 34.109 28.540 1.370 -1.469 -0.529 C3 8E9 16 8E9 C2 C2 C 0 1 Y N N 32.757 34.671 28.140 2.409 -0.674 -0.133 C2 8E9 17 8E9 S2 S2 S 0 1 N N N 34.108 34.566 29.068 3.993 -1.389 0.155 S2 8E9 18 8E9 OS2 OS2 O 0 1 N N N 35.187 33.823 28.405 3.961 -1.918 1.474 OS2 8E9 19 8E9 OS1 OS1 O 0 1 N N N 33.696 33.871 30.360 4.127 -2.581 -0.783 OS1 8E9 20 8E9 OS3 OS3 O 0 1 N N N 34.582 35.909 29.411 4.951 -0.431 -0.275 OS3 8E9 21 8E9 N4 N4 N 0 1 N N N 29.143 33.647 28.127 -0.937 -1.735 -1.186 N4 8E9 22 8E9 "C1'" C1* C 0 1 Y N N 28.935 32.845 29.215 -1.913 -2.141 -0.273 C1* 8E9 23 8E9 "C6'" C6* C 0 1 Y N N 27.736 33.025 29.924 -1.774 -1.840 1.076 C6* 8E9 24 8E9 "C5'" C5* C 0 1 Y N N 27.377 32.256 31.058 -2.741 -2.243 1.975 C5* 8E9 25 8E9 "C4'" C4* C 0 1 Y N N 28.308 31.316 31.455 -3.847 -2.946 1.535 C4* 8E9 26 8E9 "C3'" C3* C 0 1 Y N N 29.488 31.131 30.777 -3.989 -3.248 0.193 C3* 8E9 27 8E9 "C7'" C7* C 0 1 N N N 30.426 30.101 31.273 -5.197 -4.014 -0.282 C7* 8E9 28 8E9 "C2'" C2* C 0 1 Y N N 29.843 31.858 29.618 -3.029 -2.842 -0.713 C2* 8E9 29 8E9 H5 H5 H 0 1 N N N 27.077 35.536 23.854 -3.825 2.282 -0.618 H5 8E9 30 8E9 H6 H6 H 0 1 N N N 27.210 36.798 21.730 -4.251 4.562 0.203 H6 8E9 31 8E9 H7 H7 H 0 1 N N N 29.322 37.803 20.947 -2.391 5.987 0.937 H7 8E9 32 8E9 H8 H8 H 0 1 N N N 31.377 37.643 22.310 -0.077 5.150 0.864 H8 8E9 33 8E9 H11N H11N H 0 0 N N N 34.690 35.772 27.187 4.027 1.094 0.957 H11N 8E9 34 8E9 H12N H12N H 0 0 N N N 34.290 35.534 25.622 3.278 2.444 0.293 H12N 8E9 35 8E9 H3 H3 H 0 1 N N N 31.484 33.582 29.482 1.530 -2.528 -0.670 H3 8E9 36 8E9 H4 H4 H 0 1 N N N 28.360 33.845 27.538 -0.989 -2.022 -2.111 H4 8E9 37 8E9 HS1 HS1 H 0 1 N N N 33.837 34.457 31.094 4.969 -3.050 -0.705 HS1 8E9 38 8E9 "H6'" H6* H 0 1 N N N 27.052 33.790 29.587 -0.910 -1.291 1.421 H6* 8E9 39 8E9 "H2'" H2* H 0 1 N N N 30.757 31.664 29.077 -3.143 -3.074 -1.762 H2* 8E9 40 8E9 "H5'" H5* H 0 1 N N N 26.440 32.395 31.577 -2.633 -2.009 3.024 H5* 8E9 41 8E9 "H4'" H4* H 0 1 N N N 28.102 30.709 32.324 -4.602 -3.260 2.240 H4* 8E9 42 8E9 "H7'1" H7*1 H 0 0 N N N 30.195 29.135 30.799 -5.991 -3.315 -0.543 H7*1 8E9 43 8E9 "H7'2" H7*2 H 0 0 N N N 31.457 30.394 31.025 -4.930 -4.604 -1.160 H7*2 8E9 44 8E9 "H7'3" H7*3 H 0 0 N N N 30.324 30.007 32.364 -5.541 -4.677 0.511 H7*3 8E9 45 # 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 8E9 O16 C10 DOUB N N 1 8E9 C10 C14 SING N N 2 8E9 C10 C11 SING N N 3 8E9 C14 C5 SING Y N 4 8E9 C14 C13 DOUB Y N 5 8E9 C5 C6 DOUB Y N 6 8E9 C6 C7 SING Y N 7 8E9 C7 C8 DOUB Y N 8 8E9 C8 C13 SING Y N 9 8E9 C13 C9 SING N N 10 8E9 C9 O9 DOUB N N 11 8E9 C9 C12 SING N N 12 8E9 C11 C12 SING Y N 13 8E9 C11 C4 DOUB Y N 14 8E9 C12 C1 DOUB Y N 15 8E9 C1 N1 SING N N 16 8E9 C1 C2 SING Y N 17 8E9 C4 C3 SING Y N 18 8E9 C4 N4 SING N N 19 8E9 C3 C2 DOUB Y N 20 8E9 C2 S2 SING N N 21 8E9 S2 OS2 DOUB N N 22 8E9 S2 OS1 SING N N 23 8E9 S2 OS3 DOUB N N 24 8E9 N4 "C1'" SING N N 25 8E9 "C1'" "C6'" SING Y N 26 8E9 "C1'" "C2'" DOUB Y N 27 8E9 "C6'" "C5'" DOUB Y N 28 8E9 "C5'" "C4'" SING Y N 29 8E9 "C4'" "C3'" DOUB Y N 30 8E9 "C3'" "C7'" SING N N 31 8E9 "C3'" "C2'" SING Y N 32 8E9 C5 H5 SING N N 33 8E9 C6 H6 SING N N 34 8E9 C7 H7 SING N N 35 8E9 C8 H8 SING N N 36 8E9 N1 H11N SING N N 37 8E9 N1 H12N SING N N 38 8E9 C3 H3 SING N N 39 8E9 N4 H4 SING N N 40 8E9 OS1 HS1 SING N N 41 8E9 "C6'" "H6'" SING N N 42 8E9 "C2'" "H2'" SING N N 43 8E9 "C5'" "H5'" SING N N 44 8E9 "C4'" "H4'" SING N N 45 8E9 "C7'" "H7'1" SING N N 46 8E9 "C7'" "H7'2" SING N N 47 8E9 "C7'" "H7'3" SING N N 48 # 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 8E9 SMILES ACDLabs 12.01 "O=S(=O)(O)c3cc(c2C(=O)c1ccccc1C(=O)c2c3N)Nc4cc(ccc4)C" 8E9 InChI InChI 1.03 "InChI=1S/C21H16N2O5S/c1-11-5-4-6-12(9-11)23-15-10-16(29(26,27)28)19(22)18-17(15)20(24)13-7-2-3-8-14(13)21(18)25/h2-10,23H,22H2,1H3,(H,26,27,28)" 8E9 InChIKey InChI 1.03 AYMOWRNYHLSUHI-UHFFFAOYSA-N 8E9 SMILES_CANONICAL CACTVS 3.385 "Cc1cccc(Nc2cc(c(N)c3C(=O)c4ccccc4C(=O)c23)[S](O)(=O)=O)c1" 8E9 SMILES CACTVS 3.385 "Cc1cccc(Nc2cc(c(N)c3C(=O)c4ccccc4C(=O)c23)[S](O)(=O)=O)c1" 8E9 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1cccc(c1)Nc2cc(c(c3c2C(=O)c4ccccc4C3=O)N)S(=O)(=O)O" 8E9 SMILES "OpenEye OEToolkits" 1.7.6 "Cc1cccc(c1)Nc2cc(c(c3c2C(=O)c4ccccc4C3=O)N)S(=O)(=O)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 8E9 "SYSTEMATIC NAME" ACDLabs 12.01 "1-amino-4-[(3-methylphenyl)amino]-9,10-dioxo-9,10-dihydroanthracene-2-sulfonic acid" 8E9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "1-azanyl-4-[(3-methylphenyl)amino]-9,10-bis(oxidanylidene)anthracene-2-sulfonic 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 8E9 "Create component" 2013-10-29 EBI 8E9 "Initial release" 2014-02-12 RCSB 8E9 "Other modification" 2014-04-16 EBI #