data_5DP
# 
_chem_comp.id                                    5DP 
_chem_comp.name                                  5-(2,5-dioxopyrrolidin-1-yl)-N-[2-(2-{2-[(4-O-alpha-D-idopyranosyl-alpha-D-mannopyranosyl)oxy]ethoxy}ethoxy)ethyl]pentanamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H46 N2 O16" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-03-13 
_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                        654.658 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5DP 
_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        3CIU 
_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 
5DP C1   C1   C 0 1 N N R -9.434  -14.918 -29.705 4.977   -3.774 -0.176 C1   5DP 1  
5DP C2   C2   C 0 1 N N R -9.252  -16.172 -28.818 4.760   -2.984 -1.470 C2   5DP 2  
5DP C3   C3   C 0 1 N N S -12.549 -18.178 -29.745 4.786   0.746  0.635  C3   5DP 3  
5DP O1   O1   O 0 1 N N N -9.861  -16.497 -31.604 6.128   -1.869 0.766  O1   5DP 4  
5DP O2   O2   O 0 1 N N N -9.324  -12.879 -31.823 5.313   -2.679 3.401  O2   5DP 5  
5DP O14  O14  O 0 1 N N N -19.245 -19.129 -21.491 -4.029  -1.841 -0.709 O14  5DP 6  
5DP C15  C15  C 0 1 N N N -18.655 -18.058 -21.413 -4.290  -0.811 -1.294 C15  5DP 7  
5DP C16  C16  C 0 1 N N N -19.405 -16.751 -21.581 -5.661  -0.198 -1.164 C16  5DP 8  
5DP C17  C17  C 0 1 N N N -20.762 -16.796 -20.878 -6.523  -1.066 -0.245 C17  5DP 9  
5DP C18  C18  C 0 1 N N N -21.892 -16.418 -21.836 -7.914  -0.444 -0.112 C18  5DP 10 
5DP C19  C19  C 0 1 N N N -22.563 -15.096 -21.463 -8.776  -1.312 0.807  C19  5DP 11 
5DP N2   N2   N 0 1 N N N -21.608 -13.979 -21.487 -10.108 -0.717 0.933  N2   5DP 12 
5DP C23  C23  C 0 1 N N N -20.975 -13.415 -22.521 -11.117 -1.016 0.106  C23  5DP 13 
5DP O15  O15  O 0 1 N N N -21.135 -13.811 -23.736 -11.057 -1.794 -0.822 O15  5DP 14 
5DP C22  C22  C 0 1 N N N -20.126 -12.363 -22.193 -12.345 -0.231 0.513  C22  5DP 15 
5DP C21  C21  C 0 1 N N N -20.236 -12.256 -20.815 -11.865 0.583  1.732  C21  5DP 16 
5DP C20  C20  C 0 1 N N N -21.139 -13.252 -20.470 -10.418 0.168  1.889  C20  5DP 17 
5DP O16  O16  O 0 1 N N N -21.491 -13.457 -19.252 -9.660  0.574  2.743  O16  5DP 18 
5DP N1   N1   N 0 1 N N N -17.339 -17.960 -21.188 -3.356  -0.215 -2.060 N1   5DP 19 
5DP C14  C14  C 0 1 N N N -16.384 -19.048 -20.988 -2.023  -0.811 -2.187 C14  5DP 20 
5DP C13  C13  C 0 1 N N N -15.095 -18.664 -21.718 -1.162  0.057  -3.106 C13  5DP 21 
5DP O13  O13  O 0 1 N N N -15.324 -18.450 -23.114 -0.949  1.332  -2.496 O13  5DP 22 
5DP C12  C12  C 0 1 N N N -15.571 -19.652 -23.847 -0.152  2.224  -3.277 C12  5DP 23 
5DP C11  C11  C 0 1 N N N -16.658 -19.394 -24.893 0.009   3.550  -2.530 C11  5DP 24 
5DP O12  O12  O 0 1 N N N -17.145 -20.603 -25.492 0.751   3.333  -1.328 O12  5DP 25 
5DP C10  C10  C 0 1 N N N -16.277 -21.155 -26.490 0.959   4.515  -0.552 C10  5DP 26 
5DP C9   C9   C 0 1 N N N -16.678 -20.717 -27.901 1.759   4.166  0.704  C9   5DP 27 
5DP O11  O11  O 0 1 N N N -16.292 -19.362 -28.165 3.066   3.726  0.329  O11  5DP 28 
5DP C6   C6   C 0 1 N N S -14.896 -19.200 -28.447 3.900   3.373  1.435  C6   5DP 29 
5DP C5   C5   C 0 1 N N S -14.455 -17.769 -28.127 5.334   3.160  0.945  C5   5DP 30 
5DP O10  O10  O 0 1 N N N -14.770 -17.421 -26.772 6.179   2.859  2.057  O10  5DP 31 
5DP C4   C4   C 0 1 N N R -12.955 -17.615 -28.379 5.358   1.992  -0.047 C4   5DP 32 
5DP O9   O9   O 0 1 N N N -12.202 -18.266 -27.346 6.704   1.739  -0.454 O9   5DP 33 
5DP C7   C7   C 0 1 N N R -13.791 -18.599 -30.547 3.372   1.053  1.137  C7   5DP 34 
5DP C8   C8   C 0 1 N N N -13.456 -19.190 -31.918 2.816   -0.169 1.872  C8   5DP 35 
5DP O7   O7   O 0 1 N N N -12.867 -20.492 -31.781 1.463   0.083  2.257  O7   5DP 36 
5DP O6   O6   O 0 1 N N N -14.604 -19.535 -29.816 3.417   2.167  2.030  O6   5DP 37 
5DP O8   O8   O 0 1 N N N -11.803 -17.165 -30.434 4.736   -0.331 -0.303 O8   5DP 38 
5DP C29  C29  C 0 1 N N R -10.424 -17.471 -30.715 5.955   -1.069 -0.406 C29  5DP 39 
5DP C30  C30  C 0 1 N N R -9.944  -15.134 -31.153 5.067   -2.798 0.999  C30  5DP 40 
5DP C31  C31  C 0 1 N N N -9.228  -14.263 -32.185 5.345   -3.575 2.288  C31  5DP 41 
5DP O3   O3   O 0 1 N N N -8.209  -14.159 -29.699 6.192   -4.521 -0.271 O3   5DP 42 
5DP O4   O4   O 0 1 N N N -10.045 -16.028 -27.627 3.514   -2.289 -1.402 O4   5DP 43 
5DP C28  C28  C 0 1 N N S -9.560  -17.538 -29.450 5.901   -1.976 -1.638 C28  5DP 44 
5DP O5   O5   O 0 1 N N N -8.335  -18.224 -29.751 7.140   -2.675 -1.771 O5   5DP 45 
5DP H1   H1   H 0 1 N N N -10.265 -14.367 -29.241 4.141   -4.456 -0.021 H1   5DP 46 
5DP H2   H2   H 0 1 N N N -8.170  -16.199 -28.623 4.750   -3.669 -2.318 H2   5DP 47 
5DP H3   H3   H 0 1 N N N -11.928 -19.077 -29.621 5.419   0.468  1.477  H3   5DP 48 
5DP HO2  HO2  H 0 1 N N N -9.345  -12.800 -30.877 5.481   -3.104 4.253  HO2  5DP 49 
5DP H16  H16  H 0 1 N N N -18.805 -15.938 -21.146 -5.573  0.802  -0.741 H16  5DP 50 
5DP H16A H16A H 0 0 N N N -19.574 -16.582 -22.655 -6.127  -0.137 -2.147 H16A 5DP 51 
5DP H17  H17  H 0 1 N N N -20.937 -17.816 -20.505 -6.611  -2.067 -0.668 H17  5DP 52 
5DP H17A H17A H 0 0 N N N -20.750 -16.074 -20.048 -6.057  -1.128 0.739  H17A 5DP 53 
5DP H18  H18  H 0 1 N N N -21.472 -16.321 -22.848 -7.826  0.556  0.310  H18  5DP 54 
5DP H18A H18A H 0 0 N N N -22.656 -17.208 -21.781 -8.380  -0.383 -1.096 H18A 5DP 55 
5DP H19  H19  H 0 1 N N N -23.366 -14.890 -22.186 -8.864  -2.313 0.384  H19  5DP 56 
5DP H19A H19A H 0 0 N N N -22.962 -15.187 -20.442 -8.310  -1.373 1.790  H19A 5DP 57 
5DP H22  H22  H 0 1 N N N -19.090 -12.576 -22.496 -12.660 0.433  -0.292 H22  5DP 58 
5DP H22A H22A H 0 0 N N N -20.395 -11.430 -22.709 -13.154 -0.904 0.796  H22A 5DP 59 
5DP H21  H21  H 0 1 N N N -19.264 -12.410 -20.323 -11.941 1.652  1.534  H21  5DP 60 
5DP H21A H21A H 0 0 N N N -20.570 -11.257 -20.496 -12.436 0.316  2.621  H21A 5DP 61 
5DP HN1  HN1  H 0 1 N N N -16.965 -17.033 -21.153 -3.565  0.609  -2.528 HN1  5DP 62 
5DP H14  H14  H 0 1 N N N -16.186 -19.186 -19.915 -1.558  -0.872 -1.203 H14  5DP 63 
5DP H14A H14A H 0 0 N N N -16.785 -19.994 -21.381 -2.111  -1.812 -2.610 H14A 5DP 64 
5DP H13  H13  H 0 1 N N N -14.702 -17.736 -21.278 -0.201  -0.431 -3.271 H13  5DP 65 
5DP H13A H13A H 0 0 N N N -14.377 -19.490 -21.609 -1.670  0.191  -4.061 H13A 5DP 66 
5DP H12  H12  H 0 1 N N N -14.646 -19.972 -24.349 0.830   1.781  -3.446 H12  5DP 67 
5DP H12A H12A H 0 0 N N N -15.904 -20.441 -23.157 -0.639  2.404  -4.235 H12A 5DP 68 
5DP H11  H11  H 0 1 N N N -17.500 -18.886 -24.401 0.541   4.261  -3.163 H11  5DP 69 
5DP H11A H11A H 0 0 N N N -16.216 -18.779 -25.691 -0.975  3.950  -2.283 H11A 5DP 70 
5DP H10  H10  H 0 1 N N N -15.251 -20.812 -26.293 1.510   5.246  -1.143 H10  5DP 71 
5DP H10A H10A H 0 0 N N N -16.350 -22.251 -26.438 -0.005  4.935  -0.264 H10A 5DP 72 
5DP H9   H9   H 0 1 N N N -16.181 -21.374 -28.630 1.841   5.048  1.339  H9   5DP 73 
5DP H9A  H9A  H 0 1 N N N -17.773 -20.786 -27.985 1.250   3.372  1.250  H9A  5DP 74 
5DP H6   H6   H 0 1 N N N -14.329 -19.891 -27.807 3.883   4.175  2.173  H6   5DP 75 
5DP H5   H5   H 0 1 N N N -15.004 -17.083 -28.789 5.689   4.065  0.452  H5   5DP 76 
5DP HO10 HO10 H 0 0 N N N -14.840 -18.211 -26.250 6.208   3.554  2.728  HO10 5DP 77 
5DP H4   H4   H 0 1 N N N -12.732 -16.538 -28.371 4.753   2.242  -0.919 H4   5DP 78 
5DP HO9  HO9  H 0 1 N N N -11.312 -18.410 -27.645 7.130   2.487  -0.894 HO9  5DP 79 
5DP H7   H7   H 0 1 N N N -14.355 -17.669 -30.710 2.729   1.291  0.290  H7   5DP 80 
5DP H8   H8   H 0 1 N N N -14.381 -19.275 -32.508 2.851   -1.036 1.213  H8   5DP 81 
5DP H8A  H8A  H 0 1 N N N -12.737 -18.528 -32.422 3.417   -0.363 2.760  H8A  5DP 82 
5DP HO7  HO7  H 0 1 N N N -12.737 -20.873 -32.641 1.046   -0.650 2.729  HO7  5DP 83 
5DP H29  H29  H 0 1 N N N -10.422 -18.466 -31.184 6.792   -0.377 -0.500 H29  5DP 84 
5DP H30  H30  H 0 1 N N N -11.002 -14.839 -31.085 4.126   -2.258 1.096  H30  5DP 85 
5DP H31  H31  H 0 1 N N N -9.695  -14.412 -33.170 6.327   -4.043 2.226  H31  5DP 86 
5DP H31A H31A H 0 0 N N N -8.167  -14.550 -32.221 4.583   -4.344 2.419  H31A 5DP 87 
5DP HO3  HO3  H 0 1 N N N -7.935  -13.992 -30.593 6.207   -5.157 -0.999 HO3  5DP 88 
5DP HO4  HO4  H 0 1 N N N -9.474  -15.996 -26.868 3.311   -1.766 -2.190 HO4  5DP 89 
5DP H28  H28  H 0 1 N N N -10.150 -18.086 -28.700 5.725   -1.371 -2.528 H28  5DP 90 
5DP HO5  HO5  H 0 1 N N N -8.278  -18.376 -30.687 7.908   -2.097 -1.881 HO5  5DP 91 
# 
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 
5DP C1  C2   SING N N 1  
5DP C1  C30  SING N N 2  
5DP C1  O3   SING N N 3  
5DP C2  O4   SING N N 4  
5DP C2  C28  SING N N 5  
5DP C3  C4   SING N N 6  
5DP C3  C7   SING N N 7  
5DP C3  O8   SING N N 8  
5DP O1  C29  SING N N 9  
5DP O1  C30  SING N N 10 
5DP O2  C31  SING N N 11 
5DP O14 C15  DOUB N N 12 
5DP C15 C16  SING N N 13 
5DP C15 N1   SING N N 14 
5DP C16 C17  SING N N 15 
5DP C17 C18  SING N N 16 
5DP C18 C19  SING N N 17 
5DP C19 N2   SING N N 18 
5DP N2  C23  SING N N 19 
5DP N2  C20  SING N N 20 
5DP C23 O15  DOUB N N 21 
5DP C23 C22  SING N N 22 
5DP C22 C21  SING N N 23 
5DP C21 C20  SING N N 24 
5DP C20 O16  DOUB N N 25 
5DP N1  C14  SING N N 26 
5DP C14 C13  SING N N 27 
5DP C13 O13  SING N N 28 
5DP O13 C12  SING N N 29 
5DP C12 C11  SING N N 30 
5DP C11 O12  SING N N 31 
5DP O12 C10  SING N N 32 
5DP C10 C9   SING N N 33 
5DP C9  O11  SING N N 34 
5DP O11 C6   SING N N 35 
5DP C6  C5   SING N N 36 
5DP C6  O6   SING N N 37 
5DP C5  O10  SING N N 38 
5DP C5  C4   SING N N 39 
5DP C4  O9   SING N N 40 
5DP C7  C8   SING N N 41 
5DP C7  O6   SING N N 42 
5DP C8  O7   SING N N 43 
5DP O8  C29  SING N N 44 
5DP C29 C28  SING N N 45 
5DP C30 C31  SING N N 46 
5DP C28 O5   SING N N 47 
5DP C1  H1   SING N N 48 
5DP C2  H2   SING N N 49 
5DP C3  H3   SING N N 50 
5DP O2  HO2  SING N N 51 
5DP C16 H16  SING N N 52 
5DP C16 H16A SING N N 53 
5DP C17 H17  SING N N 54 
5DP C17 H17A SING N N 55 
5DP C18 H18  SING N N 56 
5DP C18 H18A SING N N 57 
5DP C19 H19  SING N N 58 
5DP C19 H19A SING N N 59 
5DP C22 H22  SING N N 60 
5DP C22 H22A SING N N 61 
5DP C21 H21  SING N N 62 
5DP C21 H21A SING N N 63 
5DP N1  HN1  SING N N 64 
5DP C14 H14  SING N N 65 
5DP C14 H14A SING N N 66 
5DP C13 H13  SING N N 67 
5DP C13 H13A SING N N 68 
5DP C12 H12  SING N N 69 
5DP C12 H12A SING N N 70 
5DP C11 H11  SING N N 71 
5DP C11 H11A SING N N 72 
5DP C10 H10  SING N N 73 
5DP C10 H10A SING N N 74 
5DP C9  H9   SING N N 75 
5DP C9  H9A  SING N N 76 
5DP C6  H6   SING N N 77 
5DP C5  H5   SING N N 78 
5DP O10 HO10 SING N N 79 
5DP C4  H4   SING N N 80 
5DP O9  HO9  SING N N 81 
5DP C7  H7   SING N N 82 
5DP C8  H8   SING N N 83 
5DP C8  H8A  SING N N 84 
5DP O7  HO7  SING N N 85 
5DP C29 H29  SING N N 86 
5DP C30 H30  SING N N 87 
5DP C31 H31  SING N N 88 
5DP C31 H31A SING N N 89 
5DP O3  HO3  SING N N 90 
5DP O4  HO4  SING N N 91 
5DP C28 H28  SING N N 92 
5DP O5  HO5  SING N N 93 
# 
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 
5DP SMILES           ACDLabs              10.04 O=C1N(C(=O)CC1)CCCCC(=O)NCCOCCOCCOC3OC(C(OC2OC(CO)C(O)C(O)C2O)C(O)C3O)CO 
5DP InChI            InChI                1.02b 
InChI=1/C27H46N2O16/c30-13-15-20(35)21(36)23(38)27(43-15)45-25-16(14-31)44-26(24(39)22(25)37)42-12-11-41-10-9-40-8-6-28-17(32)3-1-2-7-29-18(33)4-5-19(29)34/h15-16,20-27,30-31,35-39H,1-14H2,(H,28,32)/t15-,16-,20+,21-,22-,23+,24+,25-,26+,27-/m1/s1/f/h28H 
5DP InChIKey         InChI                1.02b GIIWJKKPIBKANP-BLJYWJMLDC 
5DP SMILES_CANONICAL CACTVS               3.341 OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@H](O)[C@@H](OCCOCCOCCNC(=O)CCCCN3C(=O)CCC3=O)O[C@@H]2CO)[C@@H](O)[C@H](O)[C@H]1O 
5DP SMILES           CACTVS               3.341 OC[CH]1O[CH](O[CH]2[CH](O)[CH](O)[CH](OCCOCCOCCNC(=O)CCCCN3C(=O)CCC3=O)O[CH]2CO)[CH](O)[CH](O)[CH]1O 
5DP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C1CC(=O)N(C1=O)CCCCC(=O)NCCOCCOCCO[C@@H]2[C@H]([C@H]([C@@H]([C@H](O2)CO)O[C@@H]3[C@H]([C@@H]([C@H]([C@H](O3)CO)O)O)O)O)O 
5DP SMILES           "OpenEye OEToolkits" 1.5.0 C1CC(=O)N(C1=O)CCCCC(=O)NCCOCCOCCOC2C(C(C(C(O2)CO)OC3C(C(C(C(O3)CO)O)O)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 
5DP "SYSTEMATIC NAME" ACDLabs              10.04 5-(2,5-dioxopyrrolidin-1-yl)-N-[2-(2-{2-[(4-O-alpha-D-idopyranosyl-alpha-D-mannopyranosyl)oxy]ethoxy}ethoxy)ethyl]pentanamide                                                                              
5DP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[2-[2-[2-[(2S,3S,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-oxan-2-yl]oxyethoxy]ethoxy]ethyl]-5-(2,5-dioxopyrrolidin-1-yl)pentanamide 
# 
