data_ACR
# 
_chem_comp.id                                    ACR 
_chem_comp.name                                  ACARBOSE 
_chem_comp.type                                  SACCHARIDE 
_chem_comp.pdbx_type                             ATOMS 
_chem_comp.formula                               "C25 H43 N O18" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         1,4-DEOXY-4-((5-HYDROXYMETHYL-2,3,4-TRIHYDROXYCYCLOHEX-5,6-ENYL)AMINO)FRUCTOSE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        645.605 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ACR 
_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        1ESW 
_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 
ACR C1A  C1A  C 0 1 N N S -52.681 -16.972 -13.804 -0.340 0.461  -5.158 C1A  ACR 1  
ACR C2A  C2A  C 0 1 N N S -51.378 -16.762 -12.972 -1.643 1.109  -5.632 C2A  ACR 2  
ACR C3A  C3A  C 0 1 N N S -51.029 -15.255 -12.884 -1.591 1.247  -7.158 C3A  ACR 3  
ACR C4A  C4A  C 0 1 N N R -50.838 -14.589 -14.287 -1.629 -0.155 -7.769 C4A  ACR 4  
ACR C5A  C5A  C 0 1 N N N -51.729 -15.211 -15.417 -0.613 -1.036 -7.104 C5A  ACR 5  
ACR C6A  C6A  C 0 1 N N N -51.659 -14.625 -16.838 -0.217 -2.311 -7.804 C6A  ACR 6  
ACR C7A  C7A  C 0 1 N N N -52.560 -16.300 -15.175 -0.056 -0.771 -5.966 C7A  ACR 7  
ACR O2A  O2A  O 0 1 N N N -51.552 -17.352 -11.698 -2.756 0.293  -5.261 O2A  ACR 8  
ACR O3A  O3A  O 0 1 N N N -49.839 -15.043 -12.135 -0.384 1.907  -7.545 O3A  ACR 9  
ACR O4A  O4A  O 0 1 N N N -51.050 -13.193 -14.057 -2.932 -0.712 -7.588 O4A  ACR 10 
ACR O6A  O6A  O 0 1 N N N -50.287 -14.572 -17.294 0.751  -3.005 -7.017 O6A  ACR 11 
ACR C1B  C1B  C 0 1 N N R -57.557 -17.829 -11.560 2.412  0.580  -0.783 C1B  ACR 12 
ACR C2B  C2B  C 0 1 N N R -56.236 -18.258 -10.834 2.320  1.742  -1.774 C2B  ACR 13 
ACR C3B  C3B  C 0 1 N N S -55.079 -17.319 -11.185 0.987  1.653  -2.525 C3B  ACR 14 
ACR C4B  C4B  C 0 1 N N S -54.913 -17.258 -12.725 0.867  0.256  -3.145 C4B  ACR 15 
ACR C5B  C5B  C 0 1 N N R -56.251 -16.750 -13.338 1.068  -0.793 -2.049 C5B  ACR 16 
ACR C6B  C6B  C 0 1 N N N -56.200 -16.673 -14.847 0.914  -2.191 -2.651 C6B  ACR 17 
ACR N4B  N4B  N 0 1 N N N -53.810 -16.352 -13.086 -0.465 0.095  -3.741 N4B  ACR 18 
ACR O2B  O2B  O 0 1 N N N -56.438 -18.366 -9.439  2.390  2.981  -1.066 O2B  ACR 19 
ACR O3B  O3B  O 0 1 N N N -53.893 -17.804 -10.536 0.950  2.642  -3.556 O3B  ACR 20 
ACR O5B  O5B  O 0 1 N N N -57.333 -17.685 -12.969 2.371  -0.659 -1.487 O5B  ACR 21 
ACR C1C  C1C  C 0 1 N N R -60.761 -14.366 -8.906  1.230  -1.000 3.901  C1C  ACR 22 
ACR C2C  C2C  C 0 1 N N R -60.486 -15.803 -8.415  2.621  -0.582 3.421  C2C  ACR 23 
ACR C3C  C3C  C 0 1 N N R -59.161 -16.341 -9.029  2.472  0.377  2.234  C3C  ACR 24 
ACR C4C  C4C  C 0 1 N N S -59.295 -16.294 -10.583 1.588  -0.287 1.174  C4C  ACR 25 
ACR C5C  C5C  C 0 1 N N R -59.499 -14.816 -10.926 0.274  -0.729 1.823  C5C  ACR 26 
ACR C6C  C6C  C 0 1 N N N -59.663 -14.669 -12.444 -0.628 -1.366 0.765  C6C  ACR 27 
ACR O2C  O2C  O 0 1 N N N -60.489 -15.835 -7.005  3.319  0.073  4.481  O2C  ACR 28 
ACR O3C  O3C  O 0 1 N N N -58.970 -17.666 -8.564  3.758  0.660  1.678  O3C  ACR 29 
ACR O4C  O4C  O 0 1 N N N -58.084 -16.578 -11.305 1.313  0.646  0.127  O4C  ACR 30 
ACR O5C  O5C  O 0 1 N N N -60.732 -14.332 -10.329 0.540  -1.679 2.854  O5C  ACR 31 
ACR O6C  O6C  O 0 1 N N N -59.826 -13.325 -12.829 -1.882 -1.714 1.356  O6C  ACR 32 
ACR C1D  C1D  C 0 1 N N S -59.634 -9.614  -6.677  -2.514 0.258  7.097  C1D  ACR 33 
ACR C2D  C2D  C 0 1 N N R -60.548 -10.685 -6.012  -1.461 -0.828 7.327  C2D  ACR 34 
ACR C3D  C3D  C 0 1 N N R -60.137 -12.089 -6.454  -0.213 -0.497 6.501  C3D  ACR 35 
ACR C4D  C4D  C 0 1 N N S -60.192 -12.184 -7.979  -0.631 -0.293 5.040  C4D  ACR 36 
ACR C5D  C5D  C 0 1 N N R -59.216 -11.108 -8.586  -1.748 0.751  4.981  C5D  ACR 37 
ACR C6D  C6D  C 0 1 N N N -59.215 -11.112 -10.108 -2.151 0.985  3.524  C6D  ACR 38 
ACR O1D  O1D  O 0 1 N Y N -58.332 -9.707  -6.194  -1.977 1.527  7.476  O1D  ACR 39 
ACR O2D  O2D  O 0 1 N N N -60.488 -10.555 -4.589  -1.118 -0.877 8.713  O2D  ACR 40 
ACR O3D  O3D  O 0 1 N N N -61.019 -13.050 -5.861  0.721  -1.575 6.586  O3D  ACR 41 
ACR O4D  O4D  O 0 1 N N N -59.790 -13.509 -8.391  0.490  0.161  4.281  O4D  ACR 42 
ACR O5D  O5D  O 0 1 N N N -59.633 -9.764  -8.139  -2.879 0.292  5.718  O5D  ACR 43 
ACR O6D  O6D  O 0 1 N N N -60.546 -11.139 -10.625 -3.136 2.018  3.462  O6D  ACR 44 
ACR H1A  H1A  H 0 1 N N N -52.844 -18.066 -13.941 0.479  1.168  -5.278 H1A  ACR 45 
ACR H2A  H2A  H 0 1 N N N -50.513 -17.258 -13.472 -1.745 2.095  -5.178 H2A  ACR 46 
ACR H3A  H3A  H 0 1 N N N -51.901 -14.781 -12.376 -2.450 1.821  -7.504 H3A  ACR 47 
ACR H4A  H4A  H 0 1 N N N -49.817 -14.775 -14.696 -1.409 -0.090 -8.835 H4A  ACR 48 
ACR H6A1 1H6A H 0 0 N N N -52.312 -15.182 -17.549 -1.097 -2.941 -7.937 H6A1 ACR 49 
ACR H6A2 2H6A H 0 0 N N N -52.156 -13.629 -16.901 0.208  -2.073 -8.779 H6A2 ACR 50 
ACR H7A  H7A  H 0 1 N N N -53.120 -16.629 -16.066 0.657  -1.480 -5.574 H7A  ACR 51 
ACR HOA2 2HOA H 0 0 N N N -50.758 -17.224 -11.191 -3.550 0.736  -5.592 HOA2 ACR 52 
ACR HOA3 3HOA H 0 0 N N N -49.625 -14.119 -12.081 -0.390 1.955  -8.511 HOA3 ACR 53 
ACR HOA4 4HOA H 0 0 N N N -50.934 -12.788 -14.908 -2.919 -1.590 -7.994 HOA4 ACR 54 
ACR HOA6 6HOA H 0 0 N N N -50.243 -14.210 -18.171 0.977  -3.812 -7.500 HOA6 ACR 55 
ACR H1B  H1B  H 0 1 N N N -58.235 -18.633 -11.192 3.348  0.651  -0.228 H1B  ACR 56 
ACR H2B  H2B  H 0 1 N N N -55.948 -19.270 -11.201 3.144  1.681  -2.485 H2B  ACR 57 
ACR H3B  H3B  H 0 1 N N N -55.280 -16.281 -10.829 0.164  1.818  -1.830 H3B  ACR 58 
ACR H4B  H4B  H 0 1 N N N -54.669 -18.270 -13.122 1.628  0.132  -3.915 H4B  ACR 59 
ACR H5B  H5B  H 0 1 N N N -56.432 -15.725 -12.938 0.320  -0.650 -1.269 H5B  ACR 60 
ACR H6B1 1H6B H 0 0 N N N -57.158 -16.309 -15.286 1.179  -2.939 -1.904 H6B1 ACR 61 
ACR H6B2 2H6B H 0 0 N N N -55.339 -16.052 -15.189 -0.118 -2.341 -2.964 H6B2 ACR 62 
ACR H6B3 3H6B H 0 0 N N N -55.900 -17.651 -15.289 1.574  -2.290 -3.514 H6B3 ACR 63 
ACR HN4  HN4  H 0 1 N N N -54.170 -15.561 -13.620 -0.678 -0.890 -3.713 HN4  ACR 64 
ACR HOB2 2HOB H 0 0 N N N -55.637 -18.626 -8.998  3.239  2.992  -0.604 HOB2 ACR 65 
ACR HOB3 3HOB H 0 0 N N N -53.175 -17.221 -10.753 1.042  3.502  -3.122 HOB3 ACR 66 
ACR H1C  H1C  H 0 1 N N N -61.767 -14.037 -8.555  1.328  -1.664 4.760  H1C  ACR 67 
ACR H2C  H2C  H 0 1 N N N -61.297 -16.483 -8.762  3.180  -1.464 3.108  H2C  ACR 68 
ACR H3C  H3C  H 0 1 N N N -58.279 -15.727 -8.729  2.007  1.304  2.570  H3C  ACR 69 
ACR H4C  H4C  H 0 1 N N N -60.087 -17.030 -10.852 2.102  -1.155 0.762  H4C  ACR 70 
ACR H5C  H5C  H 0 1 N N N -58.620 -14.243 -10.547 -0.225 0.139  2.251  H5C  ACR 71 
ACR H6C1 1H6C H 0 0 N N N -58.816 -15.146 -12.990 -0.792 -0.657 -0.046 H6C1 ACR 72 
ACR H6C2 2H6C H 0 0 N N N -60.497 -15.302 -12.824 -0.150 -2.264 0.372  H6C2 ACR 73 
ACR HOC2 2HOC H 0 0 N N N -60.319 -16.719 -6.702  3.390  -0.563 5.205  HOC2 ACR 74 
ACR HOC3 3HOC H 0 0 N N N -58.161 -17.994 -8.938  4.280  1.076  2.377  HOC3 ACR 75 
ACR HOC6 6HOC H 0 0 N N N -59.927 -13.234 -13.769 -2.419 -2.111 0.657  HOC6 ACR 76 
ACR H1D  H1D  H 0 1 N N N -60.043 -8.609  -6.418  -3.395 0.042  7.700  H1D  ACR 77 
ACR H2D  H2D  H 0 1 N N N -61.601 -10.520 -6.338  -1.859 -1.794 7.015  H2D  ACR 78 
ACR H3D  H3D  H 0 1 N N N -59.094 -12.299 -6.120  0.245  0.415  6.881  H3D  ACR 79 
ACR H4D  H4D  H 0 1 N N N -61.229 -11.993 -8.341  -0.992 -1.236 4.629  H4D  ACR 80 
ACR H5D  H5D  H 0 1 N N N -58.190 -11.363 -8.231  -1.389 1.686  5.412  H5D  ACR 81 
ACR H6D1 1H6D H 0 0 N N N -58.632 -10.255 -10.519 -1.275 1.283  2.948  H6D1 ACR 82 
ACR H6D2 2H6D H 0 0 N N N -58.599 -11.948 -10.515 -2.562 0.065  3.109  H6D2 ACR 83 
ACR HOD1 1HOD H 0 0 N N N -57.774 -9.053  -6.599  -2.670 2.182  7.316  HOD1 ACR 84 
ACR HOD2 2HOD H 0 0 N N N -61.045 -11.208 -4.183  -1.929 -1.088 9.195  HOD2 ACR 85 
ACR HOD3 3HOD H 0 0 N N N -60.763 -13.922 -6.135  0.956  -1.668 7.519  HOD3 ACR 86 
ACR HOD6 6HOD H 0 0 N N N -60.545 -11.141 -11.575 -3.362 2.134  2.529  HOD6 ACR 87 
# 
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 
ACR C1A C2A  SING N N 1  
ACR C1A C7A  SING N N 2  
ACR C1A N4B  SING N N 3  
ACR C1A H1A  SING N N 4  
ACR C2A C3A  SING N N 5  
ACR C2A O2A  SING N N 6  
ACR C2A H2A  SING N N 7  
ACR C3A C4A  SING N N 8  
ACR C3A O3A  SING N N 9  
ACR C3A H3A  SING N N 10 
ACR C4A C5A  SING N N 11 
ACR C4A O4A  SING N N 12 
ACR C4A H4A  SING N N 13 
ACR C5A C6A  SING N N 14 
ACR C5A C7A  DOUB N N 15 
ACR C6A O6A  SING N N 16 
ACR C6A H6A1 SING N N 17 
ACR C6A H6A2 SING N N 18 
ACR C7A H7A  SING N N 19 
ACR O2A HOA2 SING N N 20 
ACR O3A HOA3 SING N N 21 
ACR O4A HOA4 SING N N 22 
ACR O6A HOA6 SING N N 23 
ACR C1B C2B  SING N N 24 
ACR C1B O5B  SING N N 25 
ACR C1B O4C  SING N N 26 
ACR C1B H1B  SING N N 27 
ACR C2B C3B  SING N N 28 
ACR C2B O2B  SING N N 29 
ACR C2B H2B  SING N N 30 
ACR C3B C4B  SING N N 31 
ACR C3B O3B  SING N N 32 
ACR C3B H3B  SING N N 33 
ACR C4B C5B  SING N N 34 
ACR C4B N4B  SING N N 35 
ACR C4B H4B  SING N N 36 
ACR C5B C6B  SING N N 37 
ACR C5B O5B  SING N N 38 
ACR C5B H5B  SING N N 39 
ACR C6B H6B1 SING N N 40 
ACR C6B H6B2 SING N N 41 
ACR C6B H6B3 SING N N 42 
ACR N4B HN4  SING N N 43 
ACR O2B HOB2 SING N N 44 
ACR O3B HOB3 SING N N 45 
ACR C1C C2C  SING N N 46 
ACR C1C O5C  SING N N 47 
ACR C1C O4D  SING N N 48 
ACR C1C H1C  SING N N 49 
ACR C2C C3C  SING N N 50 
ACR C2C O2C  SING N N 51 
ACR C2C H2C  SING N N 52 
ACR C3C C4C  SING N N 53 
ACR C3C O3C  SING N N 54 
ACR C3C H3C  SING N N 55 
ACR C4C C5C  SING N N 56 
ACR C4C O4C  SING N N 57 
ACR C4C H4C  SING N N 58 
ACR C5C C6C  SING N N 59 
ACR C5C O5C  SING N N 60 
ACR C5C H5C  SING N N 61 
ACR C6C O6C  SING N N 62 
ACR C6C H6C1 SING N N 63 
ACR C6C H6C2 SING N N 64 
ACR O2C HOC2 SING N N 65 
ACR O3C HOC3 SING N N 66 
ACR O6C HOC6 SING N N 67 
ACR C1D C2D  SING N N 68 
ACR C1D O1D  SING N N 69 
ACR C1D O5D  SING N N 70 
ACR C1D H1D  SING N N 71 
ACR C2D C3D  SING N N 72 
ACR C2D O2D  SING N N 73 
ACR C2D H2D  SING N N 74 
ACR C3D C4D  SING N N 75 
ACR C3D O3D  SING N N 76 
ACR C3D H3D  SING N N 77 
ACR C4D C5D  SING N N 78 
ACR C4D O4D  SING N N 79 
ACR C4D H4D  SING N N 80 
ACR C5D C6D  SING N N 81 
ACR C5D O5D  SING N N 82 
ACR C5D H5D  SING N N 83 
ACR C6D O6D  SING N N 84 
ACR C6D H6D1 SING N N 85 
ACR C6D H6D2 SING N N 86 
ACR O1D HOD1 SING N N 87 
ACR O2D HOD2 SING N N 88 
ACR O3D HOD3 SING N N 89 
ACR O6D HOD6 SING N N 90 
# 
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 
ACR SMILES           ACDLabs              10.04 O(C1C(OC(O)C(O)C1O)CO)C4OC(C(OC3OC(C)C(NC2C=C(CO)C(O)C(O)C2O)C(O)C3O)C(O)C4O)CO 
ACR InChI            InChI                1.02b 
InChI=1/C25H43NO18/c1-6-11(26-8-2-7(3-27)12(30)15(33)13(8)31)14(32)19(37)24(40-6)43-22-10(5-29)42-25(20(38)17(22)35)44-21-9(4-28)41-23(39)18(36)16(21)34/h2,6,8-39H,3-5H2,1H3/t6-,8+,9-,10-,11-,12-,13+,14+,15+,16-,17-,18-,19-,20-,21-,22-,23+,24-,25-/m1/s1 
ACR InChIKey         InChI                1.02b XUFXOAAUWZOOIT-WVJZLWNXBR 
ACR SMILES_CANONICAL CACTVS               3.341 C[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O[C@@H]2CO)O[C@H]3[C@H](O)[C@@H](O)[C@@H](O)O[C@@H]3CO)[C@H](O)[C@@H](O)[C@@H]1N[C@H]4C=C(CO)[C@@H](O)[C@H](O)[C@H]4O 
ACR SMILES           CACTVS               3.341 C[CH]1O[CH](O[CH]2[CH](O)[CH](O)[CH](O[CH]2CO)O[CH]3[CH](O)[CH](O)[CH](O)O[CH]3CO)[CH](O)[CH](O)[CH]1N[CH]4C=C(CO)[CH](O)[CH](O)[CH]4O 
ACR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@@H]2[C@H](O[C@@H]([C@@H]([C@H]2O)O)O[C@@H]3[C@H](O[C@@H]([C@@H]([C@H]3O)O)O)CO)CO)O)O)N[C@H]4C=C([C@H]([C@@H]([C@H]4O)O)O)CO 
ACR SMILES           "OpenEye OEToolkits" 1.5.0 CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3C(OC(C(C3O)O)O)CO)CO)O)O)NC4C=C(C(C(C4O)O)O)CO 
# 
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 
ACR "SYSTEMATIC NAME" ACDLabs              10.04 4,6-dideoxy-4-{[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl]amino}-alpha-D-glucopyranosyl-(1->4)-alpha-D-glucopyranosyl-(1->4)-alpha-D-glucopyranose 
ACR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
(2S,3R,4R,5S,6R)-5-[(2R,3R,4R,5S,6R)-5-[(2R,3R,4S,5S,6R)-3,4-dihydroxy-6-methyl-5-[[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)-1-cyclohex-2-enyl]amino]oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-(hydroxymethyl)oxane-2,3,4-triol 
# 
