data_AB6
# 
_chem_comp.id                                    AB6 
_chem_comp.name                                  (2R)-4-AMINO-N-((1R,2S,3R,4R,5S)-5-AMINO-4-[(2-AMINO-2-DEOXY-ALPHA-D-GLUCOPYRANOSYL)OXY]-2-{2-[(3-AMINOPROPYL)AMINO]ETHOXY}-3-HYDROXYCYCLOHEXYL)-2-HYDROXYBUTANAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H44 N6 O9" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-01-05 
_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                        524.609 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AB6 
_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        2F4U 
_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 
AB6 C11  C11  C 0 1 N N S 37.887 9.183  5.380  -3.803 -1.224 0.427  C11  AB6 1  
AB6 C12  C12  C 0 1 N N R 42.020 5.598  6.132  0.689  1.177  -0.491 C12  AB6 2  
AB6 C21  C21  C 0 1 N N R 36.421 8.899  4.928  -4.884 -2.131 -0.166 C21  AB6 3  
AB6 C22  C22  C 0 1 N N N 42.233 6.695  5.030  -0.483 2.090  -0.124 C22  AB6 4  
AB6 C23  C23  C 0 1 N N N 43.831 3.590  6.221  2.607  2.670  -0.654 C23  AB6 5  
AB6 C24  C24  C 0 1 N N R 44.909 3.748  7.247  3.885  3.247  -0.102 C24  AB6 6  
AB6 C25  C25  C 0 1 N N N 45.721 2.448  7.255  4.946  2.147  -0.018 C25  AB6 7  
AB6 C26  C26  C 0 1 N N N 46.725 2.291  8.412  6.202  2.701  0.657  C26  AB6 8  
AB6 C29  C29  C 0 1 N N N 41.108 4.434  9.426  1.684  -2.015 0.821  C29  AB6 9  
AB6 C30  C30  C 0 1 N N N 39.840 4.601  10.250 2.845  -2.964 0.515  C30  AB6 10 
AB6 C31  C31  C 0 1 N N R 36.346 8.996  3.368  -5.949 -1.264 -0.843 C31  AB6 11 
AB6 C32  C32  C 0 1 N N S 40.891 7.136  4.411  -1.781 1.505  -0.684 C32  AB6 12 
AB6 C33  C33  C 0 1 N N N 36.877 4.553  10.638 6.521  -2.450 0.188  C33  AB6 13 
AB6 C34  C34  C 0 1 N N N 35.513 4.659  11.384 7.633  -3.454 -0.123 C34  AB6 14 
AB6 O11  O11  O 0 1 N N N 38.721 8.104  4.816  -3.224 -0.433 -0.612 O11  AB6 15 
AB6 N21  N21  N 0 1 N N N 35.933 7.582  5.377  -4.280 -3.031 -1.157 N21  AB6 16 
AB6 O31  O31  O 0 1 N N N 35.025 8.733  2.902  -7.039 -2.083 -1.271 O31  AB6 17 
AB6 C41  C41  C 0 1 N N S 36.821 10.402 2.950  -6.451 -0.227 0.169  C41  AB6 18 
AB6 O41  O41  O 0 1 N N N 36.798 10.588 1.537  -7.337 0.687  -0.481 O41  AB6 19 
AB6 C51  C51  C 0 1 N N R 38.242 10.679 3.473  -5.253 0.537  0.736  C51  AB6 20 
AB6 O51  O51  O 0 1 N N N 38.313 10.486 4.890  -4.379 -0.367 1.410  O51  AB6 21 
AB6 C61  C61  C 0 1 N N N 38.696 12.077 3.148  -5.748 1.597  1.723  C61  AB6 22 
AB6 O61  O61  O 0 1 N N N 39.973 12.290 3.616  -4.645 2.393  2.160  O61  AB6 23 
AB6 N12  N12  N 0 1 N N N 43.304 5.204  6.773  1.931  1.737  0.046  N12  AB6 24 
AB6 N32  N32  N 0 1 N N N 41.085 8.187  3.420  -2.906 2.381  -0.331 N32  AB6 25 
AB6 C42  C42  C 0 1 N N R 39.961 7.662  5.486  -2.012 0.114  -0.089 C42  AB6 26 
AB6 C52  C52  C 0 1 N N R 39.708 6.540  6.573  -0.840 -0.799 -0.456 C52  AB6 27 
AB6 O52  O52  O 0 1 N N N 38.824 7.080  7.605  -1.056 -2.098 0.099  O52  AB6 28 
AB6 C62  C62  C 0 1 N N S 41.082 6.125  7.200  0.458  -0.214 0.104  C62  AB6 29 
AB6 O62  O62  O 0 1 N N N 40.935 5.136  8.177  1.552  -1.066 -0.239 O62  AB6 30 
AB6 N31  N31  N 0 1 N N N 39.051 3.362  10.403 4.105  -2.209 0.509  N31  AB6 31 
AB6 C35  C35  C 0 1 N N N 37.770 3.395  11.155 5.173  -3.173 0.210  C35  AB6 32 
AB6 N35  N35  N 0 1 N N N 34.660 5.754  10.832 8.928  -2.760 -0.144 N35  AB6 33 
AB6 O36  O36  O 0 1 N N N 43.473 2.852  5.522  2.186  3.046  -1.728 O36  AB6 34 
AB6 N27  N27  N 0 1 N N N 47.414 1.008  8.260  7.221  1.646  0.738  N27  AB6 35 
AB6 O28  O28  O 0 1 N N N 45.776 4.788  6.885  4.348  4.290  -0.962 O28  AB6 36 
AB6 H11  H11  H 0 1 N N N 37.976 9.203  6.476  -3.029 -1.837 0.890  H11  AB6 37 
AB6 H12  H12  H 0 1 N N N 41.590 4.712  5.641  0.763  1.100  -1.576 H12  AB6 38 
AB6 H21  H21  H 0 1 N N N 35.770 9.653  5.395  -5.343 -2.719 0.629  H21  AB6 39 
AB6 H221 1H22 H 0 0 N N N 42.861 6.270  4.233  -0.318 3.081  -0.548 H221 AB6 40 
AB6 H222 2H22 H 0 0 N N N 42.718 7.570  5.488  -0.558 2.167  0.961  H222 AB6 41 
AB6 H24  H24  H 0 1 N N N 44.462 3.969  8.227  3.701  3.651  0.893  H24  AB6 42 
AB6 H251 1H25 H 0 0 N N N 46.322 2.461  6.334  4.558  1.312  0.566  H251 AB6 43 
AB6 H252 2H25 H 0 0 N N N 45.007 1.614  7.324  5.194  1.804  -1.022 H252 AB6 44 
AB6 H261 1H26 H 0 0 N N N 46.196 2.322  9.376  6.590  3.536  0.073  H261 AB6 45 
AB6 H262 2H26 H 0 0 N N N 47.457 3.112  8.384  5.954  3.044  1.661  H262 AB6 46 
AB6 H291 1H29 H 0 0 N N N 41.297 3.367  9.236  0.761  -2.588 0.914  H291 AB6 47 
AB6 H292 2H29 H 0 0 N N N 41.966 4.851  9.973  1.881  -1.490 1.756  H292 AB6 48 
AB6 H301 1H30 H 0 0 N N N 39.204 5.321  9.714  2.691  -3.422 -0.462 H301 AB6 49 
AB6 H302 2H30 H 0 0 N N N 40.131 4.943  11.254 2.890  -3.741 1.278  H302 AB6 50 
AB6 H3   H3   H 0 1 N N N 36.998 8.236  2.912  -5.514 -0.755 -1.703 H3   AB6 51 
AB6 H32  H32  H 0 1 N N N 40.451 6.253  3.925  -1.706 1.428  -1.769 H32  AB6 52 
AB6 H331 1H33 H 0 0 N N N 37.422 5.492  10.815 6.705  -1.995 1.161  H331 AB6 53 
AB6 H332 2H33 H 0 0 N N N 36.673 4.380  9.571  6.506  -1.676 -0.579 H332 AB6 54 
AB6 H341 1H34 H 0 0 N N N 35.718 4.884  12.441 7.449  -3.910 -1.096 H341 AB6 55 
AB6 H342 2H34 H 0 0 N N N 34.976 3.705  11.274 7.648  -4.229 0.644  H342 AB6 56 
AB6 H211 1H21 H 0 0 N N N 36.593 7.181  6.012  -3.588 -3.579 -0.668 H211 AB6 57 
AB6 H212 2H21 H 0 0 N N N 35.823 6.980  4.586  -5.005 -3.671 -1.447 H212 AB6 58 
AB6 H4   H4   H 0 1 N N N 34.433 8.674  3.643  -7.688 -1.494 -1.678 H4   AB6 59 
AB6 H41  H41  H 0 1 N N N 36.113 11.113 3.400  -6.978 -0.732 0.978  H41  AB6 60 
AB6 H2   H2   H 0 1 N N N 36.793 11.517 1.340  -7.623 1.324  0.189  H2   AB6 61 
AB6 H51  H51  H 0 1 N N N 38.908 9.964  2.968  -4.715 1.023  -0.077 H51  AB6 62 
AB6 H611 1H61 H 0 0 N N N 38.015 12.794 3.630  -6.484 2.234  1.232  H611 AB6 63 
AB6 H612 2H61 H 0 0 N N N 38.684 12.215 2.057  -6.207 1.107  2.582  H612 AB6 64 
AB6 H61  H61  H 0 1 N N N 40.575 12.339 2.883  -5.000 3.046  2.779  H61  AB6 65 
AB6 H5   H5   H 0 1 N N N 43.806 5.769  7.427  2.268  1.437  0.904  H5   AB6 66 
AB6 H321 1H32 H 0 0 N N N 41.939 8.025  2.925  -2.644 3.315  -0.609 H321 AB6 67 
AB6 H322 2H32 H 0 0 N N N 41.129 9.074  3.879  -3.680 2.110  -0.919 H322 AB6 68 
AB6 H42  H42  H 0 1 N N N 40.397 8.517  6.024  -2.086 0.191  0.996  H42  AB6 69 
AB6 H52  H52  H 0 1 N N N 39.238 5.656  6.117  -0.766 -0.876 -1.541 H52  AB6 70 
AB6 H1   H1   H 0 1 N N N 39.312 7.197  8.411  -1.811 -2.480 -0.369 H1   AB6 71 
AB6 H62  H62  H 0 1 N N N 41.499 7.030  7.665  0.383  -0.137 1.189  H62  AB6 72 
AB6 H31  H31  H 0 1 N N N 38.824 3.060  9.477  4.258  -1.892 1.454  H31  AB6 73 
AB6 H11A 1H1  H 0 0 N N N 37.242 2.441  11.009 4.989  -3.629 -0.763 H11A AB6 74 
AB6 H12A 2H1  H 0 0 N N N 37.981 3.549  12.224 5.188  -3.948 0.977  H12A AB6 75 
AB6 H351 1H35 H 0 0 N N N 35.140 6.202  10.078 9.103  -2.445 0.798  H351 AB6 76 
AB6 H352 2H35 H 0 0 N N N 34.469 6.423  11.550 9.627  -3.457 -0.352 H352 AB6 77 
AB6 H271 1H27 H 0 0 N N N 48.291 1.042  8.739  8.027  2.054  1.187  H271 AB6 78 
AB6 H272 2H27 H 0 0 N N N 47.571 0.826  7.289  6.862  0.944  1.368  H272 AB6 79 
AB6 H28  H28  H 0 1 N N N 45.972 5.318  7.649  4.498  3.891  -1.830 H28  AB6 80 
# 
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 
AB6 C11 C21  SING N N 1  
AB6 C11 O11  SING N N 2  
AB6 C11 O51  SING N N 3  
AB6 C11 H11  SING N N 4  
AB6 C12 C22  SING N N 5  
AB6 C12 N12  SING N N 6  
AB6 C12 C62  SING N N 7  
AB6 C12 H12  SING N N 8  
AB6 C21 C31  SING N N 9  
AB6 C21 N21  SING N N 10 
AB6 C21 H21  SING N N 11 
AB6 C22 C32  SING N N 12 
AB6 C22 H221 SING N N 13 
AB6 C22 H222 SING N N 14 
AB6 C23 C24  SING N N 15 
AB6 C23 N12  SING N N 16 
AB6 C23 O36  DOUB N N 17 
AB6 C24 C25  SING N N 18 
AB6 C24 O28  SING N N 19 
AB6 C24 H24  SING N N 20 
AB6 C25 C26  SING N N 21 
AB6 C25 H251 SING N N 22 
AB6 C25 H252 SING N N 23 
AB6 C26 N27  SING N N 24 
AB6 C26 H261 SING N N 25 
AB6 C26 H262 SING N N 26 
AB6 C29 C30  SING N N 27 
AB6 C29 O62  SING N N 28 
AB6 C29 H291 SING N N 29 
AB6 C29 H292 SING N N 30 
AB6 C30 N31  SING N N 31 
AB6 C30 H301 SING N N 32 
AB6 C30 H302 SING N N 33 
AB6 C31 O31  SING N N 34 
AB6 C31 C41  SING N N 35 
AB6 C31 H3   SING N N 36 
AB6 C32 N32  SING N N 37 
AB6 C32 C42  SING N N 38 
AB6 C32 H32  SING N N 39 
AB6 C33 C34  SING N N 40 
AB6 C33 C35  SING N N 41 
AB6 C33 H331 SING N N 42 
AB6 C33 H332 SING N N 43 
AB6 C34 N35  SING N N 44 
AB6 C34 H341 SING N N 45 
AB6 C34 H342 SING N N 46 
AB6 O11 C42  SING N N 47 
AB6 N21 H211 SING N N 48 
AB6 N21 H212 SING N N 49 
AB6 O31 H4   SING N N 50 
AB6 C41 O41  SING N N 51 
AB6 C41 C51  SING N N 52 
AB6 C41 H41  SING N N 53 
AB6 O41 H2   SING N N 54 
AB6 C51 O51  SING N N 55 
AB6 C51 C61  SING N N 56 
AB6 C51 H51  SING N N 57 
AB6 C61 O61  SING N N 58 
AB6 C61 H611 SING N N 59 
AB6 C61 H612 SING N N 60 
AB6 O61 H61  SING N N 61 
AB6 N12 H5   SING N N 62 
AB6 N32 H321 SING N N 63 
AB6 N32 H322 SING N N 64 
AB6 C42 C52  SING N N 65 
AB6 C42 H42  SING N N 66 
AB6 C52 O52  SING N N 67 
AB6 C52 C62  SING N N 68 
AB6 C52 H52  SING N N 69 
AB6 O52 H1   SING N N 70 
AB6 C62 O62  SING N N 71 
AB6 C62 H62  SING N N 72 
AB6 N31 C35  SING N N 73 
AB6 N31 H31  SING N N 74 
AB6 C35 H11A SING N N 75 
AB6 C35 H12A SING N N 76 
AB6 N35 H351 SING N N 77 
AB6 N35 H352 SING N N 78 
AB6 N27 H271 SING N N 79 
AB6 N27 H272 SING N N 80 
AB6 O28 H28  SING N N 81 
# 
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 
AB6 SMILES           ACDLabs              10.04 O=C(NC2CC(N)C(OC1OC(C(O)C(O)C1N)CO)C(O)C2OCCNCCCN)C(O)CCN 
AB6 InChI            InChI                1.02b 
InChI=1/C21H44N6O9/c22-3-1-5-26-6-7-34-19-11(27-20(33)12(29)2-4-23)8-10(24)18(17(19)32)36-21-14(25)16(31)15(30)13(9-28)35-21/h10-19,21,26,28-32H,1-9,22-25H2,(H,27,33)/t10-,11+,12+,13+,14+,15+,16+,17-,18+,19-,21+/m0/s1/f/h27H 
AB6 InChIKey         InChI                1.02b MJKNCJCIMZKDAF-GUUIQFEYDX 
AB6 SMILES_CANONICAL CACTVS               3.341 NCCCNCCO[C@@H]1[C@@H](O)[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2N)[C@@H](N)C[C@H]1NC(=O)[C@H](O)CCN 
AB6 SMILES           CACTVS               3.341 NCCCNCCO[CH]1[CH](O)[CH](O[CH]2O[CH](CO)[CH](O)[CH](O)[CH]2N)[CH](N)C[CH]1NC(=O)[CH](O)CCN 
AB6 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C1[C@@H]([C@H]([C@@H]([C@H]([C@@H]1NC(=O)[C@@H](CCN)O)OCCNCCCN)O)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)N)N 
AB6 SMILES           "OpenEye OEToolkits" 1.5.0 C1C(C(C(C(C1NC(=O)C(CCN)O)OCCNCCCN)O)OC2C(C(C(C(O2)CO)O)O)N)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 
AB6 "SYSTEMATIC NAME" ACDLabs              10.04 (2R)-4-amino-N-[(1R,2S,3R,4R,5S)-5-amino-4-[(2-amino-2-deoxy-alpha-D-glucopyranosyl)oxy]-2-{2-[(3-aminopropyl)amino]ethoxy}-3-hydroxycyclohexyl]-2-hydroxybutanamide                          
AB6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R)-4-amino-N-[(1R,2S,3R,4R,5S)-5-amino-4-[(2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-[2-(3-aminopropylamino)ethoxy]-3-hydroxy-cyclohexyl]-2-hydroxy-butanamide 
# 
