data_3OA # _chem_comp.id 3OA _chem_comp.name "1,4-dihydroxy-5,8-bis{[2-(2-hydroxyethoxy)ethyl]amino}anthracene-9,10-dione" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H26 N2 O8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-09-30 _chem_comp.pdbx_modified_date 2015-03-13 _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 446.450 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3OA _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 4RC3 _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 3OA OAC OAC O 0 1 N N N -26.909 -38.618 -10.971 7.524 -1.680 1.880 OAC 3OA 1 3OA CAK CAK C 0 1 N N N -27.094 -38.299 -9.576 7.514 -0.761 0.785 CAK 3OA 2 3OA CAM CAM C 0 1 N N N -25.841 -37.789 -8.917 6.897 -1.437 -0.441 CAM 3OA 3 3OA O1 O1 O 0 1 N N N -25.200 -38.951 -8.388 5.523 -1.732 -0.182 O1 3OA 4 3OA CAO CAO C 0 1 N N N -25.427 -39.232 -7.019 4.849 -2.368 -1.270 CAO 3OA 5 3OA CAQ CAQ C 0 1 N N N -24.089 -39.565 -6.412 3.393 -2.635 -0.882 CAQ 3OA 6 3OA NAU NAU N 0 1 N N N -23.946 -38.671 -5.255 2.698 -1.360 -0.688 NAU 3OA 7 3OA CAY CAY C 0 1 Y N N -23.473 -37.391 -5.265 1.358 -1.349 -0.330 CAY 3OA 8 3OA CAI CAI C 0 1 Y N N -23.178 -36.652 -6.429 0.705 -2.545 -0.017 CAI 3OA 9 3OA CAJ CAJ C 0 1 Y N N -22.650 -35.340 -6.327 -0.622 -2.544 0.338 CAJ 3OA 10 3OA CBE CBE C 0 1 Y N N -23.232 -36.812 -3.995 0.657 -0.141 -0.274 CBE 3OA 11 3OA CBA CBA C 0 1 N N N -23.509 -37.526 -2.786 1.329 1.131 -0.592 CBA 3OA 12 3OA OAA OAA O 0 1 N N N -24.013 -38.825 -2.846 2.414 1.134 -1.141 OAA 3OA 13 3OA CBC CBC C 0 1 Y N N -23.292 -36.978 -1.522 0.668 2.401 -0.236 CBC 3OA 14 3OA CAW CAW C 0 1 Y N N -23.594 -37.639 -0.347 1.380 3.602 -0.255 CAW 3OA 15 3OA OAE OAE O 0 1 N N N -24.108 -38.904 -0.404 2.691 3.611 -0.604 OAE 3OA 16 3OA CAG CAG C 0 1 Y N N -23.386 -37.043 0.867 0.739 4.792 0.083 CAG 3OA 17 3OA CAH CAH C 0 1 Y N N -22.905 -35.751 0.903 -0.592 4.793 0.437 CAH 3OA 18 3OA CAX CAX C 0 1 Y N N -22.643 -35.105 -0.264 -1.319 3.604 0.463 CAX 3OA 19 3OA OAF OAF O 0 1 N N N -22.169 -33.828 -0.332 -2.629 3.615 0.814 OAF 3OA 20 3OA CBD CBD C 0 1 Y N N -22.814 -35.707 -1.478 -0.694 2.402 0.127 CBD 3OA 21 3OA CBB CBB C 0 1 N N N -22.505 -34.981 -2.634 -1.445 1.133 0.150 CBB 3OA 22 3OA OAB OAB O 0 1 N N N -22.017 -33.656 -2.481 -2.660 1.138 0.216 OAB 3OA 23 3OA CBF CBF C 0 1 Y N N -22.708 -35.494 -3.908 -0.706 -0.140 0.091 CBF 3OA 24 3OA CAZ CAZ C 0 1 Y N N -22.435 -34.732 -5.073 -1.342 -1.347 0.394 CAZ 3OA 25 3OA NAV NAV N 0 1 N N N -21.970 -33.463 -4.883 -2.682 -1.357 0.753 NAV 3OA 26 3OA CAR CAR C 0 1 N N N -21.977 -32.329 -5.865 -3.378 -2.630 0.952 CAR 3OA 27 3OA CAP CAP C 0 1 N N N -23.077 -32.207 -7.001 -4.833 -2.361 1.340 CAP 3OA 28 3OA O2 O2 O 0 1 N N N -22.515 -31.725 -8.304 -5.507 -1.729 0.250 O2 3OA 29 3OA CAN CAN C 0 1 N N N -21.148 -32.131 -8.713 -6.881 -1.432 0.509 CAN 3OA 30 3OA CAL CAL C 0 1 N N N -20.905 -32.063 -10.217 -7.498 -0.761 -0.719 CAL 3OA 31 3OA OAD OAD O 0 1 N N N -19.823 -32.997 -10.420 -7.510 -1.683 -1.811 OAD 3OA 32 3OA H1 H1 H 0 1 N N N -27.728 -38.934 -11.335 7.903 -1.318 2.693 H1 3OA 33 3OA H2 H2 H 0 1 N N N -27.873 -37.526 -9.494 6.924 0.116 1.052 H2 3OA 34 3OA H3 H3 H 0 1 N N N -27.422 -39.207 -9.049 8.535 -0.456 0.557 H3 3OA 35 3OA H4 H4 H 0 1 N N N -25.192 -37.291 -9.653 6.969 -0.768 -1.299 H4 3OA 36 3OA H5 H5 H 0 1 N N N -26.089 -37.083 -8.110 7.433 -2.362 -0.655 H5 3OA 37 3OA H6 H6 H 0 1 N N N -25.861 -38.353 -6.519 4.879 -1.719 -2.145 H6 3OA 38 3OA H7 H7 H 0 1 N N N -26.112 -40.087 -6.917 5.343 -3.312 -1.501 H7 3OA 39 3OA H8 H8 H 0 1 N N N -24.065 -40.617 -6.090 2.904 -3.199 -1.676 H8 3OA 40 3OA H9 H9 H 0 1 N N N -23.283 -39.385 -7.138 3.363 -3.210 0.043 H9 3OA 41 3OA H10 H10 H 0 1 N N N -24.864 -38.604 -4.865 3.175 -0.524 -0.810 H10 3OA 42 3OA H11 H11 H 0 1 N N N -23.355 -37.087 -7.402 1.249 -3.477 -0.056 H11 3OA 43 3OA H12 H12 H 0 1 N N N -22.408 -34.796 -7.228 -1.113 -3.475 0.577 H12 3OA 44 3OA H14 H14 H 0 1 N N N -24.193 -39.171 -1.312 2.846 3.733 -1.550 H14 3OA 45 3OA H15 H15 H 0 1 N N N -23.595 -37.576 1.783 1.290 5.720 0.069 H15 3OA 46 3OA H16 H16 H 0 1 N N N -22.738 -35.257 1.849 -1.077 5.722 0.697 H16 3OA 47 3OA H17 H17 H 0 1 N N N -22.042 -33.585 -1.242 -3.234 3.738 0.070 H17 3OA 48 3OA H19 H19 H 0 1 N N N -21.008 -33.579 -4.634 -3.158 -0.520 0.872 H19 3OA 49 3OA H20 H20 H 0 1 N N N -21.005 -32.362 -6.380 -3.349 -3.208 0.029 H20 3OA 50 3OA H21 H21 H 0 1 N N N -22.046 -31.407 -5.270 -2.888 -3.191 1.748 H21 3OA 51 3OA H22 H22 H 0 1 N N N -23.849 -31.498 -6.668 -5.327 -3.304 1.574 H22 3OA 52 3OA H23 H23 H 0 1 N N N -23.531 -33.197 -7.159 -4.862 -1.709 2.213 H23 3OA 53 3OA H24 H24 H 0 1 N N N -20.981 -33.167 -8.382 -7.417 -2.356 0.726 H24 3OA 54 3OA H25 H25 H 0 1 N N N -20.426 -31.466 -8.216 -6.952 -0.761 1.365 H25 3OA 55 3OA H26 H26 H 0 1 N N N -20.612 -31.048 -10.524 -8.519 -0.454 -0.491 H26 3OA 56 3OA H27 H27 H 0 1 N N N -21.801 -32.371 -10.775 -6.909 0.115 -0.989 H27 3OA 57 3OA H28 H28 H 0 1 N N N -19.597 -33.025 -11.342 -7.889 -1.324 -2.625 H28 3OA 58 # 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 3OA OAC CAK SING N N 1 3OA OAD CAL SING N N 2 3OA CAL CAN SING N N 3 3OA CAK CAM SING N N 4 3OA CAM O1 SING N N 5 3OA CAN O2 SING N N 6 3OA O1 CAO SING N N 7 3OA O2 CAP SING N N 8 3OA CAO CAQ SING N N 9 3OA CAP CAR SING N N 10 3OA CAI CAJ DOUB Y N 11 3OA CAI CAY SING Y N 12 3OA CAQ NAU SING N N 13 3OA CAJ CAZ SING Y N 14 3OA CAR NAV SING N N 15 3OA CAY NAU SING N N 16 3OA CAY CBE DOUB Y N 17 3OA CAZ NAV SING N N 18 3OA CAZ CBF DOUB Y N 19 3OA CBE CBF SING Y N 20 3OA CBE CBA SING N N 21 3OA CBF CBB SING N N 22 3OA OAA CBA DOUB N N 23 3OA CBA CBC SING N N 24 3OA CBB OAB DOUB N N 25 3OA CBB CBD SING N N 26 3OA CBC CBD DOUB Y N 27 3OA CBC CAW SING Y N 28 3OA CBD CAX SING Y N 29 3OA OAE CAW SING N N 30 3OA CAW CAG DOUB Y N 31 3OA OAF CAX SING N N 32 3OA CAX CAH DOUB Y N 33 3OA CAG CAH SING Y N 34 3OA OAC H1 SING N N 35 3OA CAK H2 SING N N 36 3OA CAK H3 SING N N 37 3OA CAM H4 SING N N 38 3OA CAM H5 SING N N 39 3OA CAO H6 SING N N 40 3OA CAO H7 SING N N 41 3OA CAQ H8 SING N N 42 3OA CAQ H9 SING N N 43 3OA NAU H10 SING N N 44 3OA CAI H11 SING N N 45 3OA CAJ H12 SING N N 46 3OA OAE H14 SING N N 47 3OA CAG H15 SING N N 48 3OA CAH H16 SING N N 49 3OA OAF H17 SING N N 50 3OA NAV H19 SING N N 51 3OA CAR H20 SING N N 52 3OA CAR H21 SING N N 53 3OA CAP H22 SING N N 54 3OA CAP H23 SING N N 55 3OA CAN H24 SING N N 56 3OA CAN H25 SING N N 57 3OA CAL H26 SING N N 58 3OA CAL H27 SING N N 59 3OA OAD H28 SING N N 60 # 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 3OA SMILES ACDLabs 12.01 "O=C2c1c(c(NCCOCCO)ccc1NCCOCCO)C(=O)c3c2c(O)ccc3O" 3OA InChI InChI 1.03 "InChI=1S/C22H26N2O8/c25-7-11-31-9-5-23-13-1-2-14(24-6-10-32-12-8-26)18-17(13)21(29)19-15(27)3-4-16(28)20(19)22(18)30/h1-4,23-28H,5-12H2" 3OA InChIKey InChI 1.03 PMHSWCVRSMQFMZ-UHFFFAOYSA-N 3OA SMILES_CANONICAL CACTVS 3.385 "OCCOCCNc1ccc(NCCOCCO)c2C(=O)c3c(O)ccc(O)c3C(=O)c12" 3OA SMILES CACTVS 3.385 "OCCOCCNc1ccc(NCCOCCO)c2C(=O)c3c(O)ccc(O)c3C(=O)c12" 3OA SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(c2c(c1NCCOCCO)C(=O)c3c(ccc(c3C2=O)O)O)NCCOCCO" 3OA SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(c2c(c1NCCOCCO)C(=O)c3c(ccc(c3C2=O)O)O)NCCOCCO" # 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 3OA "SYSTEMATIC NAME" ACDLabs 12.01 "1,4-dihydroxy-5,8-bis{[2-(2-hydroxyethoxy)ethyl]amino}anthracene-9,10-dione" 3OA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "1,4-bis[2-(2-hydroxyethyloxy)ethylamino]-5,8-bis(oxidanyl)anthracene-9,10-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 3OA "Create component" 2014-09-30 RCSB 3OA "Initial release" 2015-03-18 RCSB #