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                    2008-10-14 
_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 InChI            InChI                1.02b 
InChI=1/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                1.02b QJIOPAVNMIETIF-DERWUGRYBF 
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 
# 
_pdbx_chem_comp_identifier.comp_id           DDI 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           ACDLabs 
_pdbx_chem_comp_identifier.program_version   10.04 
_pdbx_chem_comp_identifier.identifier        
;(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
;
# 
