data_AN9 # _chem_comp.id AN9 _chem_comp.name "1,5-BIS[3-(DIETHYLAMINO)PROPIONAMIDO]ANTHRACENE-9,10-DIONE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H36 N4 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-10-26 _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 492.610 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AN9 _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 1XCU _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 AN9 O19 O19 O 0 1 N N N 13.947 0.911 9.688 0.613 -4.407 -0.897 O19 AN9 1 AN9 C18 C18 C 0 1 N N N 14.746 0.120 9.205 1.829 -4.459 -1.050 C18 AN9 2 AN9 C20 C20 C 0 1 N N N 14.579 -0.451 7.842 2.509 -5.661 -1.697 C20 AN9 3 AN9 N17 N17 N 0 1 N N N 15.849 -0.307 9.811 2.778 -3.511 -0.683 N17 AN9 4 AN9 C14 C14 C 0 1 Y N N 15.900 -0.860 11.047 2.518 -2.284 -0.064 C14 AN9 5 AN9 C13 C13 C 0 1 Y N N 15.064 -0.430 12.075 1.290 -1.686 -0.352 C13 AN9 6 AN9 C12 C12 C 0 1 Y N N 15.134 -0.987 13.355 0.956 -0.463 0.226 C12 AN9 7 AN9 C3 C3 C 0 1 Y N N 16.893 -1.932 11.336 3.416 -1.654 0.806 C3 AN9 8 AN9 C2 C2 C 0 1 Y N N 16.927 -2.488 12.716 3.081 -0.428 1.384 C2 AN9 9 AN9 C37 C37 C 0 1 Y N N 16.046 -1.990 13.673 1.848 0.168 1.093 C37 AN9 10 AN9 C1 C1 C 0 1 N N N 17.896 -3.559 13.066 4.019 0.248 2.304 C1 AN9 11 AN9 O15 O15 O 0 1 N N N 17.915 -4.035 14.224 3.692 1.323 2.791 O15 AN9 12 AN9 C6 C6 C 0 1 Y N N 18.827 -4.068 12.018 5.317 -0.392 2.602 C6 AN9 13 AN9 C11 C11 C 0 1 Y N N 18.797 -3.510 10.640 5.652 -1.618 2.024 C11 AN9 14 AN9 C10 C10 C 0 1 Y N N 19.684 -3.996 9.674 6.885 -2.214 2.315 C10 AN9 15 AN9 C4 C4 C 0 1 N N N 17.829 -2.442 10.295 4.713 -2.294 1.104 C4 AN9 16 AN9 O16 O16 O 0 1 N N N 17.819 -1.979 9.133 5.042 -3.367 0.615 O16 AN9 17 AN9 C7 C7 C 0 1 Y N N 19.815 -5.137 12.303 6.215 0.238 3.472 C7 AN9 18 AN9 N27 N27 N 0 1 N N N 19.901 -5.702 13.531 5.955 1.465 4.091 N27 AN9 19 AN9 C8 C8 C 0 1 Y N N 20.654 -5.558 11.271 7.443 -0.359 3.759 C8 AN9 20 AN9 C9 C9 C 0 1 Y N N 20.593 -5.005 9.990 7.777 -1.583 3.182 C9 AN9 21 AN9 C5 C5 C 0 1 N N N ? ? ? 6.438 1.875 5.330 C5 AN9 22 AN9 O1 O1 O 0 1 N N N ? ? ? 7.159 1.252 6.101 O1 AN9 23 AN9 C15 C15 C 0 1 N N N ? ? ? 5.929 3.276 5.654 C15 AN9 24 AN9 C16 C16 C 0 1 N N N ? ? ? 6.413 3.805 6.998 C16 AN9 25 AN9 N1 N1 N 0 1 N N N ? ? ? 5.900 5.118 7.283 N1 AN9 26 AN9 C17 C17 C 0 1 N N N ? ? ? 6.379 5.609 8.584 C17 AN9 27 AN9 C19 C19 C 0 1 N N N ? ? ? 7.868 5.608 8.645 C19 AN9 28 AN9 C21 C21 C 0 1 N N N ? ? ? 4.429 5.135 7.262 C21 AN9 29 AN9 C22 C22 C 0 1 N N N ? ? ? 3.904 6.514 7.473 C22 AN9 30 AN9 C23 C23 C 0 1 N N N ? ? ? 1.539 -6.752 -2.131 C23 AN9 31 AN9 N2 N2 N 0 1 N N N ? ? ? 2.214 -7.878 -2.719 N2 AN9 32 AN9 C24 C24 C 0 1 N N N ? ? ? 1.259 -8.919 -3.130 C24 AN9 33 AN9 C25 C25 C 0 1 N N N ? ? ? 0.241 -8.373 -4.072 C25 AN9 34 AN9 C26 C26 C 0 1 N N N ? ? ? 3.200 -8.455 -1.792 C26 AN9 35 AN9 C27 C27 C 0 1 N N N ? ? ? 3.956 -9.567 -2.435 C27 AN9 36 AN9 H201 1H20 H 0 0 N N N 15.278 0.104 7.200 3.207 -6.078 -0.960 H201 AN9 37 AN9 H202 2H20 H 0 0 N N N 14.734 -1.527 8.007 3.095 -5.312 -2.556 H202 AN9 38 AN9 H17 H17 H 0 1 N N N 16.712 -0.212 9.314 3.750 -3.730 -0.883 H17 AN9 39 AN9 H13 H13 H 0 1 N N N 14.345 0.352 11.878 0.583 -2.164 -1.026 H13 AN9 40 AN9 H12 H12 H 0 1 N N N 14.461 -0.629 14.120 0.000 0.000 0.000 H12 AN9 41 AN9 H37 H37 H 0 1 N N N 16.071 -2.388 14.677 1.562 1.122 1.529 H37 AN9 42 AN9 H10 H10 H 0 1 N N N 19.665 -3.586 8.675 7.171 -3.168 1.879 H10 AN9 43 AN9 H27 H27 H 0 1 N N N 20.380 -6.059 14.333 5.357 2.118 3.590 H27 AN9 44 AN9 H8 H8 H 0 1 N N N 21.375 -6.338 11.469 8.150 0.119 4.433 H8 AN9 45 AN9 H9 H9 H 0 1 N N N 21.265 -5.367 9.226 8.733 -2.046 3.407 H9 AN9 46 AN9 H151 1H15 H 0 0 N N N ? ? ? 4.834 3.233 5.663 H151 AN9 47 AN9 H152 2H15 H 0 0 N N N ? ? ? 6.234 3.955 4.849 H152 AN9 48 AN9 H161 1H16 H 0 0 N N N ? ? ? 7.505 3.859 7.039 H161 AN9 49 AN9 H162 2H16 H 0 0 N N N ? ? ? 6.070 3.149 7.805 H162 AN9 50 AN9 H171 1H17 H 0 0 N N N ? ? ? 5.990 6.623 8.722 H171 AN9 51 AN9 H172 2H17 H 0 0 N N N ? ? ? 5.958 4.962 9.360 H172 AN9 52 AN9 H191 1H19 H 0 0 N N N ? ? ? 8.263 4.593 8.525 H191 AN9 53 AN9 H192 2H19 H 0 0 N N N ? ? ? 8.291 6.254 7.868 H192 AN9 54 AN9 H193 3H19 H 0 0 N N N ? ? ? 8.201 5.987 9.619 H193 AN9 55 AN9 H211 1H21 H 0 0 N N N ? ? ? 4.105 4.745 6.293 H211 AN9 56 AN9 H212 2H21 H 0 0 N N N ? ? ? 4.077 4.462 8.049 H212 AN9 57 AN9 H221 1H22 H 0 0 N N N ? ? ? 4.211 6.905 8.449 H221 AN9 58 AN9 H222 2H22 H 0 0 N N N ? ? ? 4.257 7.191 6.686 H222 AN9 59 AN9 H223 3H22 H 0 0 N N N ? ? ? 2.808 6.503 7.443 H223 AN9 60 AN9 H231 1H23 H 0 0 N N N ? ? ? 0.817 -6.379 -2.864 H231 AN9 61 AN9 H232 2H23 H 0 0 N N N ? ? ? 0.987 -7.130 -1.265 H232 AN9 62 AN9 H241 1H24 H 0 0 N N N ? ? ? 1.828 -9.724 -3.605 H241 AN9 63 AN9 H242 2H24 H 0 0 N N N ? ? ? 0.782 -9.309 -2.227 H242 AN9 64 AN9 H251 1H25 H 0 0 N N N ? ? ? -0.344 -7.577 -3.598 H251 AN9 65 AN9 H252 2H25 H 0 0 N N N ? ? ? 0.717 -7.980 -4.977 H252 AN9 66 AN9 H253 3H25 H 0 0 N N N ? ? ? -0.452 -9.168 -4.372 H253 AN9 67 AN9 H261 1H26 H 0 0 N N N ? ? ? 3.880 -7.654 -1.488 H261 AN9 68 AN9 H262 2H26 H 0 0 N N N ? ? ? 2.660 -8.812 -0.911 H262 AN9 69 AN9 H271 1H27 H 0 0 N N N ? ? ? 3.283 -10.380 -2.727 H271 AN9 70 AN9 H272 2H27 H 0 0 N N N ? ? ? 4.497 -9.211 -3.319 H272 AN9 71 AN9 H273 3H27 H 0 0 N N N ? ? ? 4.691 -9.973 -1.730 H273 AN9 72 # 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 AN9 O19 C18 DOUB N N 1 AN9 C18 C20 SING N N 2 AN9 C18 N17 SING N N 3 AN9 C20 C23 SING N N 4 AN9 C20 H201 SING N N 5 AN9 C20 H202 SING N N 6 AN9 N17 C14 SING N N 7 AN9 N17 H17 SING N N 8 AN9 C14 C13 DOUB Y N 9 AN9 C14 C3 SING Y N 10 AN9 C13 C12 SING Y N 11 AN9 C13 H13 SING N N 12 AN9 C12 C37 DOUB Y N 13 AN9 C12 H12 SING N N 14 AN9 C3 C2 DOUB Y N 15 AN9 C3 C4 SING N N 16 AN9 C2 C37 SING Y N 17 AN9 C2 C1 SING N N 18 AN9 C37 H37 SING N N 19 AN9 C1 O15 DOUB N N 20 AN9 C1 C6 SING N N 21 AN9 C6 C11 DOUB Y N 22 AN9 C6 C7 SING Y N 23 AN9 C11 C10 SING Y N 24 AN9 C11 C4 SING N N 25 AN9 C10 C9 DOUB Y N 26 AN9 C10 H10 SING N N 27 AN9 C4 O16 DOUB N N 28 AN9 C7 N27 SING N N 29 AN9 C7 C8 DOUB Y N 30 AN9 N27 C5 SING N N 31 AN9 N27 H27 SING N N 32 AN9 C8 C9 SING Y N 33 AN9 C8 H8 SING N N 34 AN9 C9 H9 SING N N 35 AN9 C5 O1 DOUB N N 36 AN9 C5 C15 SING N N 37 AN9 C15 C16 SING N N 38 AN9 C15 H151 SING N N 39 AN9 C15 H152 SING N N 40 AN9 C16 N1 SING N N 41 AN9 C16 H161 SING N N 42 AN9 C16 H162 SING N N 43 AN9 N1 C17 SING N N 44 AN9 N1 C21 SING N N 45 AN9 C17 C19 SING N N 46 AN9 C17 H171 SING N N 47 AN9 C17 H172 SING N N 48 AN9 C19 H191 SING N N 49 AN9 C19 H192 SING N N 50 AN9 C19 H193 SING N N 51 AN9 C21 C22 SING N N 52 AN9 C21 H211 SING N N 53 AN9 C21 H212 SING N N 54 AN9 C22 H221 SING N N 55 AN9 C22 H222 SING N N 56 AN9 C22 H223 SING N N 57 AN9 C23 N2 SING N N 58 AN9 C23 H231 SING N N 59 AN9 C23 H232 SING N N 60 AN9 N2 C24 SING N N 61 AN9 N2 C26 SING N N 62 AN9 C24 C25 SING N N 63 AN9 C24 H241 SING N N 64 AN9 C24 H242 SING N N 65 AN9 C25 H251 SING N N 66 AN9 C25 H252 SING N N 67 AN9 C25 H253 SING N N 68 AN9 C26 C27 SING N N 69 AN9 C26 H261 SING N N 70 AN9 C26 H262 SING N N 71 AN9 C27 H271 SING N N 72 AN9 C27 H272 SING N N 73 AN9 C27 H273 SING N N 74 # 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 AN9 SMILES ACDLabs 10.04 "O=C(Nc3c2C(=O)c1cccc(c1C(=O)c2ccc3)NC(=O)CCN(CC)CC)CCN(CC)CC" AN9 SMILES_CANONICAL CACTVS 3.341 "CCN(CC)CCC(=O)Nc1cccc2C(=O)c3c(NC(=O)CCN(CC)CC)cccc3C(=O)c12" AN9 SMILES CACTVS 3.341 "CCN(CC)CCC(=O)Nc1cccc2C(=O)c3c(NC(=O)CCN(CC)CC)cccc3C(=O)c12" AN9 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCN(CC)CCC(=O)Nc1cccc2c1C(=O)c3cccc(c3C2=O)NC(=O)CCN(CC)CC" AN9 SMILES "OpenEye OEToolkits" 1.5.0 "CCN(CC)CCC(=O)Nc1cccc2c1C(=O)c3cccc(c3C2=O)NC(=O)CCN(CC)CC" AN9 InChI InChI 1.03 "InChI=1S/C28H36N4O4/c1-5-31(6-2)17-15-23(33)29-21-13-9-11-19-25(21)27(35)20-12-10-14-22(26(20)28(19)36)30-24(34)16-18-32(7-3)8-4/h9-14H,5-8,15-18H2,1-4H3,(H,29,33)(H,30,34)" AN9 InChIKey InChI 1.03 VJLWMFJSEUYNRS-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 AN9 "SYSTEMATIC NAME" ACDLabs 10.04 ;N,N'-(9,10-dioxo-9,10-dihydroanthracene-1,5-diyl)bis[3-(diethylamino)propanamide] (non-preferred name) ; AN9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-diethylamino-N-[5-(3-diethylaminopropanoylamino)-9,10-dioxo-anthracen-1-yl]propanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AN9 "Create component" 2004-10-26 RCSB AN9 "Modify descriptor" 2011-06-04 RCSB #