data_DDI # _chem_comp.id DDI _chem_comp.name ;SPIRO[NAPHTHALENE-2(3H),3'(10'H)-PENTALENO[1,2-B]NAPHTHALENE]-3,10'-DIONE, 2'-[(2-AMINO-2-DEOXY-B-D-GULOPYRANOSYL)OXY]-1,1',2',3'A,4,10'A-HEXAHYDRO-,(2'R,3'AS,10'AR)-(9CI) ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C31 H31 N O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-05-12 _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 529.580 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DDI _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 1R4E _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 DDI N N N 0 1 N N N -7.458 -4.624 3.724 -3.480 2.354 1.348 N DDI 1 DDI C27 C27 C 0 1 N N R -6.536 -5.570 3.056 -3.919 1.132 0.661 C27 DDI 2 DDI C28 C28 C 0 1 N N R -6.092 -6.688 4.071 -4.785 0.293 1.608 C28 DDI 3 DDI O4 O4 O 0 1 N N N -7.189 -7.559 4.339 -6.002 0.989 1.887 O4 DDI 4 DDI C29 C29 C 0 1 N N S -4.904 -7.558 3.562 -5.097 -1.046 0.931 C29 DDI 5 DDI O5 O5 O 0 1 N N N -4.478 -8.412 4.620 -5.778 -1.900 1.852 O5 DDI 6 DDI C30 C30 C 0 1 N N R -3.729 -6.649 3.101 -3.785 -1.702 0.495 C30 DDI 7 DDI C31 C31 C 0 1 N N N -2.551 -7.413 2.473 -4.084 -3.055 -0.154 C31 DDI 8 DDI O6 O6 O 0 1 N N N -1.302 -6.955 2.971 -2.856 -3.720 -0.456 O6 DDI 9 DDI O7 O7 O 0 1 N N N -4.230 -5.734 2.082 -3.115 -0.864 -0.446 O7 DDI 10 DDI C26 C26 C 0 1 N N R -5.308 -4.804 2.457 -2.696 0.312 0.243 C26 DDI 11 DDI O3 O3 O 0 1 N N N -5.751 -4.109 1.270 -1.868 1.097 -0.617 O3 DDI 12 DDI C25 C25 C 0 1 N N S -4.880 -3.131 0.624 -0.689 0.329 -0.869 C25 DDI 13 DDI C24 C24 C 0 1 N N N -4.122 -3.842 -0.498 -0.833 -0.488 -2.178 C24 DDI 14 DDI C12 C12 C 0 1 N N S -4.062 -2.886 -1.692 0.619 -0.730 -2.639 C12 DDI 15 DDI C11 C11 C 0 1 N N S -4.924 -1.617 -1.362 1.477 0.376 -1.989 C11 DDI 16 DDI C23 C23 C 0 1 Y N N -3.893 -0.476 -1.533 2.431 -0.328 -1.053 C23 DDI 17 DDI C22 C22 C 0 1 Y N N -4.104 0.908 -1.365 3.388 0.188 -0.234 C22 DDI 18 DDI C21 C21 C 0 1 Y N N -3.042 1.818 -1.574 4.177 -0.661 0.562 C21 DDI 19 DDI C20 C20 C 0 1 Y N N -3.227 3.205 -1.417 5.167 -0.146 1.413 C20 DDI 20 DDI C19 C19 C 0 1 Y N N -2.154 4.088 -1.633 5.918 -0.995 2.168 C19 DDI 21 DDI C18 C18 C 0 1 Y N N -0.887 3.606 -2.006 5.719 -2.373 2.111 C18 DDI 22 DDI C17 C17 C 0 1 Y N N -0.662 2.227 -2.169 4.768 -2.910 1.299 C17 DDI 23 DDI C16 C16 C 0 1 Y N N -1.714 1.311 -1.962 3.971 -2.064 0.506 C16 DDI 24 DDI C15 C15 C 0 1 Y N N -1.515 -0.073 -2.121 2.980 -2.581 -0.336 C15 DDI 25 DDI C14 C14 C 0 1 Y N N -2.625 -0.955 -1.903 2.210 -1.715 -1.113 C14 DDI 26 DDI C13 C13 C 0 1 N N N -2.628 -2.424 -2.024 1.117 -2.033 -2.071 C13 DDI 27 DDI O2 O2 O 0 1 N N N -1.676 -3.142 -2.327 0.706 -3.143 -2.336 O2 DDI 28 DDI C9 C9 C 0 1 N N S -5.670 -1.909 0.014 0.510 1.251 -1.173 C9 DDI 29 DDI C10 C10 C 0 1 Y N N -5.804 -0.685 1.094 1.160 1.711 0.101 C10 DDI 30 DDI C1 C1 C 0 1 Y N N -4.692 -0.252 1.889 1.469 0.748 1.054 C1 DDI 31 DDI C2 C2 C 0 1 Y N N -4.825 0.796 2.823 2.082 1.101 2.238 C2 DDI 32 DDI C3 C3 C 0 1 Y N N -6.068 1.434 2.989 2.396 2.427 2.477 C3 DDI 33 DDI C4 C4 C 0 1 Y N N -7.173 1.043 2.227 2.086 3.384 1.535 C4 DDI 34 DDI C5 C5 C 0 1 Y N N -7.056 0.004 1.290 1.462 3.033 0.343 C5 DDI 35 DDI C6 C6 C 0 1 N N N -8.306 -0.375 0.478 1.148 4.146 -0.621 C6 DDI 36 DDI C7 C7 C 0 1 N N N -8.423 -1.890 0.208 0.979 3.625 -2.046 C7 DDI 37 DDI C8 C8 C 0 1 N N N -7.130 -2.455 -0.414 0.051 2.427 -1.991 C8 DDI 38 DDI O1 O1 O 0 1 N N N -7.257 -3.350 -1.254 -1.006 2.417 -2.576 O1 DDI 39 DDI HN1 1HN H 0 1 N N N -7.153 -3.657 3.881 -2.914 2.869 0.691 HN1 DDI 40 DDI HN2 2HN H 0 1 N N N -8.384 -4.954 4.017 -4.308 2.906 1.514 HN2 DDI 41 DDI H27 H27 H 0 1 N N N -7.088 -6.041 2.217 -4.499 1.399 -0.223 H27 DDI 42 DDI H28 H28 H 0 1 N N N -5.784 -6.213 5.022 -4.244 0.116 2.538 H28 DDI 43 DDI HO4 HO4 H 0 1 N N N -7.976 -7.090 4.053 -6.514 0.427 2.485 HO4 DDI 44 DDI H29 H29 H 0 1 N N N -5.243 -8.180 2.711 -5.727 -0.875 0.058 H29 DDI 45 DDI HO5 HO5 H 0 1 N N N -4.380 -9.285 4.232 -5.955 -2.729 1.386 HO5 DDI 46 DDI H30 H30 H 0 1 N N N -3.348 -6.062 3.960 -3.147 -1.851 1.366 H30 DDI 47 DDI H31A H31A H 0 0 N N N -2.560 -7.243 1.376 -4.669 -3.666 0.533 H31A DDI 48 DDI H31B H31B H 0 0 N N N -2.646 -8.504 2.626 -4.649 -2.900 -1.073 H31B DDI 49 DDI HO6 HO6 H 0 1 N N N -1.463 -6.681 3.876 -3.089 -4.566 -0.862 HO6 DDI 50 DDI H26 H26 H 0 1 N N N -4.919 -4.070 3.192 -2.131 0.030 1.132 H26 DDI 51 DDI H25 H25 H 0 1 N N N -4.095 -2.784 1.322 -0.469 -0.326 -0.026 H25 DDI 52 DDI H24A H24A H 0 0 N N N -3.101 -4.114 -0.152 -1.334 -1.436 -1.982 H24A DDI 53 DDI H24B H24B H 0 0 N N N -4.619 -4.785 -0.778 -1.381 0.085 -2.926 H24B DDI 54 DDI H12 H12 H 0 1 N N N -4.463 -3.398 -2.588 0.700 -0.712 -3.726 H12 DDI 55 DDI H11 H11 H 0 1 N N N -5.666 -1.463 -2.173 2.014 0.955 -2.740 H11 DDI 56 DDI H22 H22 H 0 1 N N N -5.087 1.256 -1.079 3.543 1.256 -0.196 H22 DDI 57 DDI H20 H20 H 0 1 N N N -4.188 3.612 -1.134 5.334 0.920 1.470 H20 DDI 58 DDI H19 H19 H 0 1 N N N -2.302 5.145 -1.515 6.679 -0.595 2.821 H19 DDI 59 DDI H18 H18 H 0 1 N N N -0.083 4.303 -2.172 6.329 -3.025 2.719 H18 DDI 60 DDI H17 H17 H 0 1 N N N 0.326 1.891 -2.456 4.625 -3.980 1.264 H17 DDI 61 DDI H15 H15 H 0 1 N N N -0.550 -0.477 -2.400 2.812 -3.646 -0.385 H15 DDI 62 DDI H1 H1 H 0 1 N N N -3.721 -0.713 1.791 1.228 -0.287 0.866 H1 DDI 63 DDI H2 H2 H 0 1 N N N -3.975 1.112 3.409 2.317 0.346 2.974 H2 DDI 64 DDI H3 H3 H 0 1 N N N -6.180 2.218 3.717 2.881 2.711 3.400 H3 DDI 65 DDI H4 H4 H 0 1 N N N -8.116 1.537 2.384 2.332 4.418 1.725 H4 DDI 66 DDI H6A H6A H 0 1 N N N -8.232 0.170 -0.499 1.961 4.872 -0.602 H6A DDI 67 DDI H6B H6B H 0 1 N N N -9.237 -0.017 0.957 0.226 4.637 -0.309 H6B DDI 68 DDI H7A H7A H 0 1 N N N -9.270 -2.070 -0.487 1.947 3.326 -2.448 H7A DDI 69 DDI H7B H7B H 0 1 N N N -8.655 -2.438 1.140 0.542 4.402 -2.674 H7B DDI 70 # 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 DDI N C27 SING N N 1 DDI N HN1 SING N N 2 DDI N HN2 SING N N 3 DDI C27 C28 SING N N 4 DDI C27 C26 SING N N 5 DDI C27 H27 SING N N 6 DDI C28 O4 SING N N 7 DDI C28 C29 SING N N 8 DDI C28 H28 SING N N 9 DDI O4 HO4 SING N N 10 DDI C29 O5 SING N N 11 DDI C29 C30 SING N N 12 DDI C29 H29 SING N N 13 DDI O5 HO5 SING N N 14 DDI C30 C31 SING N N 15 DDI C30 O7 SING N N 16 DDI C30 H30 SING N N 17 DDI C31 O6 SING N N 18 DDI C31 H31A SING N N 19 DDI C31 H31B SING N N 20 DDI O6 HO6 SING N N 21 DDI O7 C26 SING N N 22 DDI C26 O3 SING N N 23 DDI C26 H26 SING N N 24 DDI O3 C25 SING N N 25 DDI C25 C24 SING N N 26 DDI C25 C9 SING N N 27 DDI C25 H25 SING N N 28 DDI C24 C12 SING N N 29 DDI C24 H24A SING N N 30 DDI C24 H24B SING N N 31 DDI C12 C11 SING N N 32 DDI C12 C13 SING N N 33 DDI C12 H12 SING N N 34 DDI C11 C23 SING N N 35 DDI C11 C9 SING N N 36 DDI C11 H11 SING N N 37 DDI C23 C22 DOUB Y N 38 DDI C23 C14 SING Y N 39 DDI C22 C21 SING Y N 40 DDI C22 H22 SING N N 41 DDI C21 C20 DOUB Y N 42 DDI C21 C16 SING Y N 43 DDI C20 C19 SING Y N 44 DDI C20 H20 SING N N 45 DDI C19 C18 DOUB Y N 46 DDI C19 H19 SING N N 47 DDI C18 C17 SING Y N 48 DDI C18 H18 SING N N 49 DDI C17 C16 DOUB Y N 50 DDI C17 H17 SING N N 51 DDI C16 C15 SING Y N 52 DDI C15 C14 DOUB Y N 53 DDI C15 H15 SING N N 54 DDI C14 C13 SING N N 55 DDI C13 O2 DOUB N N 56 DDI C9 C10 SING N N 57 DDI C9 C8 SING N N 58 DDI C10 C1 DOUB Y N 59 DDI C10 C5 SING Y N 60 DDI C1 C2 SING Y N 61 DDI C1 H1 SING N N 62 DDI C2 C3 DOUB Y N 63 DDI C2 H2 SING N N 64 DDI C3 C4 SING Y N 65 DDI C3 H3 SING N N 66 DDI C4 C5 DOUB Y N 67 DDI C4 H4 SING N N 68 DDI C5 C6 SING N N 69 DDI C6 C7 SING N N 70 DDI C6 H6A SING N N 71 DDI C6 H6B SING N N 72 DDI C7 C8 SING N N 73 DDI C7 H7A SING N N 74 DDI C7 H7B SING N N 75 DDI C8 O1 DOUB N N 76 # 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 DDI SMILES ACDLabs 10.04 "O=C6c2cc1ccccc1cc2C7C4(c3ccccc3CCC4=O)C(OC5OC(C(O)C(O)C5N)CO)CC67" DDI SMILES_CANONICAL CACTVS 3.341 "N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@H]2C[C@H]3[C@H](c4cc5ccccc5cc4C3=O)[C@@]26C(=O)CCc7ccccc67" DDI SMILES CACTVS 3.341 "N[CH]1[CH](O)[CH](O)[CH](CO)O[CH]1O[CH]2C[CH]3[CH](c4cc5ccccc5cc4C3=O)[C]26C(=O)CCc7ccccc67" DDI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc2cc3c(cc2c1)[C@H]4[C@@H](C3=O)C[C@@H]([C@@]45c6ccccc6CCC5=O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)N" DDI SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc2cc3c(cc2c1)C4C(C3=O)CC(C45c6ccccc6CCC5=O)OC7C(C(C(C(O7)CO)O)O)N" DDI InChI InChI 1.03 "InChI=1S/C31H31NO7/c32-26-29(37)28(36)22(14-33)38-30(26)39-24-13-20-25(31(24)21-8-4-3-5-15(21)9-10-23(31)34)18-11-16-6-1-2-7-17(16)12-19(18)27(20)35/h1-8,11-12,20,22,24-26,28-30,33,36-37H,9-10,13-14,32H2/t20-,22+,24-,25-,26+,28+,29+,30-,31-/m0/s1" DDI InChIKey InChI 1.03 QJIOPAVNMIETIF-DERWUGRYSA-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 DDI "SYSTEMATIC NAME" ACDLabs 10.04 ;(1S,2'S,3a'R,10a'S)-2,10'-dioxo-1',3,3a',4,10',10a'-hexahydro-2H,2'H-spiro[naphthalene-1,3'-pentaleno[1,2-b]naphthalen]-2'-yl 2-amino-2-deoxy-beta-D-glucopyranoside ; # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site DDI "Create component" 2003-05-12 RCSB DDI "Modify descriptor" 2011-06-04 RCSB #