data_LM2
# 
_chem_comp.id                                    LM2 
_chem_comp.name                                  
;4'-O-METHYL-MALTOSYL-ALPHA (1,4)-(Z, 3S,4S,5R,6R)-3,4,5-TRIHYDROXY-6-HYDROXYMETHYL-PIPERIDIN-2-ONE
;
_chem_comp.type                                  "D-SACCHARIDE 1,4 AND 1,4 LINKING" 
_chem_comp.pdbx_type                             ATOMS 
_chem_comp.formula                               "C19 H34 N2 O15" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         
;4'-O-METHYL-MALTOSYL-ALPHA (1,4)-D-GLUCONHYDROXIMO-1,5-LACTAM
;
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-08-05 
_chem_comp.pdbx_modified_date                    2008-10-15 
_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                        530.478 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LM2 
_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        1U33 
_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 
LM2 CA1  CA1  C 0 1 N N N 10.336 16.889 44.086 -5.581 1.384  0.219  CA1  LM2 1  
LM2 NA1  NA1  N 0 1 N N N 9.288  16.853 44.895 -6.688 1.858  0.685  NA1  LM2 2  
LM2 OA7  OA7  O 0 1 N N N 8.636  15.706 44.999 -7.890 1.125  0.537  OA7  LM2 3  
LM2 CA2  CA2  C 0 1 N N S 11.109 18.214 43.945 -5.549 0.092  -0.570 CA2  LM2 4  
LM2 OA2  OA2  O 0 1 N N N 10.390 19.263 44.375 -6.797 -0.589 -0.429 OA2  LM2 5  
LM2 CA3  CA3  C 0 1 N N R 11.625 18.338 42.468 -4.417 -0.783 -0.019 CA3  LM2 6  
LM2 OA3  OA3  O 0 1 N N N 12.306 19.468 42.324 -4.286 -1.957 -0.824 OA3  LM2 7  
LM2 CA4  CA4  C 0 1 N N R 12.468 17.069 42.079 -3.106 0.007  -0.049 CA4  LM2 8  
LM2 OA4  OA4  O 0 1 N N N 12.515 16.967 40.758 -2.039 -0.825 0.410  OA4  LM2 9  
LM2 CA5  CA5  C 0 1 N N R 11.866 15.744 42.426 -3.226 1.233  0.861  CA5  LM2 10 
LM2 NA5  NA5  N 0 1 N N N 10.744 15.713 43.383 -4.374 2.039  0.420  NA5  LM2 11 
LM2 CA6  CA6  C 0 1 N N N 12.978 14.844 43.054 -1.946 2.065  0.772  CA6  LM2 12 
LM2 OA6  OA6  O 0 1 N N N 13.442 15.389 44.224 -2.072 3.224  1.598  OA6  LM2 13 
LM2 CB1  CB1  C 0 1 N N S 13.591 17.686 40.172 -1.554 -1.541 -0.727 CB1  LM2 14 
LM2 CB2  CB2  C 0 1 N N R 13.243 17.925 38.626 -0.679 -2.706 -0.260 CB2  LM2 15 
LM2 CB3  CB3  C 0 1 N N R 13.291 16.600 37.780 0.486  -2.155 0.570  CB3  LM2 16 
LM2 CB4  CB4  C 0 1 N N S 14.735 16.016 37.919 1.210  -1.083 -0.253 CB4  LM2 17 
LM2 CB5  CB5  C 0 1 N N R 14.982 15.698 39.537 0.193  -0.040 -0.723 CB5  LM2 18 
LM2 CB6  CB6  C 0 1 N N N 16.354 15.118 39.818 0.912  1.050  -1.519 CB6  LM2 19 
LM2 OB2  OB2  O 0 1 N N N 11.950 18.571 38.559 -1.456 -3.599 0.540  OB2  LM2 20 
LM2 OB3  OB3  O 0 1 N N N 12.989 16.923 36.400 1.394  -3.211 0.888  OB3  LM2 21 
LM2 OB4  OB4  O 0 1 N N N 14.815 14.820 37.162 2.205  -0.451 0.555  OB4  LM2 22 
LM2 OB5  OB5  O 0 1 N N N 14.886 16.970 40.291 -0.789 -0.662 -1.549 OB5  LM2 23 
LM2 OB6  OB6  O 0 1 N N N 17.349 15.947 39.321 -0.024 2.064  -1.890 OB6  LM2 24 
LM2 CD1  CD1  C 0 1 N N R 16.064 14.759 36.395 3.371  -1.275 0.494  CD1  LM2 25 
LM2 CD2  CD2  C 0 1 N N R 15.874 14.787 34.825 4.351  -0.850 1.591  CD2  LM2 26 
LM2 CD3  CD3  C 0 1 N N R 15.046 13.497 34.401 4.717  0.624  1.390  CD3  LM2 27 
LM2 CD4  CD4  C 0 1 N N S 15.867 12.228 34.795 5.222  0.813  -0.045 CD4  LM2 28 
LM2 CD5  CD5  C 0 1 N N R 16.096 12.236 36.416 4.177  0.263  -1.019 CD5  LM2 29 
LM2 CD6  CD6  C 0 1 N N N 16.937 11.005 36.865 4.658  0.475  -2.456 CD6  LM2 30 
LM2 OD2  OD2  O 0 1 N N N 15.170 16.002 34.499 3.741  -1.021 2.872  OD2  LM2 31 
LM2 OD3  OD3  O 0 1 N N N 14.868 13.495 33.007 5.744  0.997  2.312  OD3  LM2 32 
LM2 OD4  OD4  O 0 1 N N N 15.138 11.007 34.426 5.427  2.204  -0.301 OD4  LM2 33 
LM2 OD5  OD5  O 0 1 N N N 16.810 13.505 36.782 3.985  -1.131 -0.785 OD5  LM2 34 
LM2 OD6  OD6  O 0 1 N N N 18.247 11.020 36.286 3.631  0.076  -3.366 OD6  LM2 35 
LM2 CD7  CD7  C 0 1 N N N 15.847 10.133 33.507 6.779  2.495  0.061  CD7  LM2 36 
LM2 HA7  HA7  H 0 1 N N N 7.884  15.680 45.579 -8.590 1.649  0.949  HA7  LM2 37 
LM2 HA2  HA2  H 0 1 N N N 12.002 18.213 44.612 -5.366 0.309  -1.623 HA2  LM2 38 
LM2 H7   H7   H 0 1 N N N 10.866 20.080 44.288 -6.711 -1.431 -0.897 H7   LM2 39 
LM2 HA3  HA3  H 0 1 N N N 10.760 18.379 41.765 -4.646 -1.069 1.008  HA3  LM2 40 
LM2 H6   H6   H 0 1 N N N 12.618 19.543 41.430 -5.133 -2.422 -0.779 H6   LM2 41 
LM2 HA4  HA4  H 0 1 N N N 13.425 17.233 42.627 -2.901 0.331  -1.069 HA4  LM2 42 
LM2 H1   H1   H 0 1 N N N 11.445 15.400 41.452 -3.380 0.909  1.891  H1   LM2 43 
LM2 HA5  HA5  H 0 1 N N N 9.928  15.335 42.900 -4.291 2.995  0.276  HA5  LM2 44 
LM2 HA61 1HA6 H 0 0 N N N 12.627 13.795 43.197 -1.099 1.468  1.111  HA61 LM2 45 
LM2 HA62 2HA6 H 0 0 N N N 13.805 14.647 42.333 -1.783 2.372  -0.262 HA62 LM2 46 
LM2 HA6  HA6  H 0 1 N N N 14.118 14.841 44.605 -1.246 3.720  1.513  HA6  LM2 47 
LM2 HB1  HB1  H 0 1 N N N 13.708 18.652 40.715 -2.398 -1.928 -1.298 HB1  LM2 48 
LM2 HB2  HB2  H 0 1 N N N 14.020 18.580 38.168 -0.289 -3.240 -1.127 HB2  LM2 49 
LM2 HB3  HB3  H 0 1 N N N 12.547 15.848 38.133 0.102  -1.713 1.489  HB3  LM2 50 
LM2 HB4  HB4  H 0 1 N N N 15.508 16.727 37.545 1.684  -1.546 -1.119 HB4  LM2 51 
LM2 HB5  HB5  H 0 1 N N N 14.210 14.954 39.845 -0.293 0.405  0.145  HB5  LM2 52 
LM2 HB61 1HB6 H 0 0 N N N 16.497 14.904 40.902 1.699  1.489  -0.906 HB61 LM2 53 
LM2 HB62 2HB6 H 0 0 N N N 16.450 14.077 39.428 1.351  0.615  -2.417 HB62 LM2 54 
LM2 H5   H5   H 0 1 N N N 11.743 18.712 37.642 -2.176 -3.922 -0.019 H5   LM2 55 
LM2 H4   H4   H 0 1 N N N 13.018 16.122 35.889 0.898  -3.860 1.404  H4   LM2 56 
LM2 HB6  HB6  H 0 1 N N N 18.208 15.583 39.497 0.468  2.731  -2.389 HB6  LM2 57 
LM2 HD1  HD1  H 0 1 N N N 16.635 15.682 36.650 3.087  -2.316 0.645  HD1  LM2 58 
LM2 HD2  HD2  H 0 1 N N N 16.845 14.771 34.278 5.251  -1.461 1.531  HD2  LM2 59 
LM2 HD3  HD3  H 0 1 N N N 14.054 13.500 34.911 3.836  1.246  1.553  HD3  LM2 60 
LM2 HD4  HD4  H 0 1 N N N 16.843 12.243 34.256 6.161  0.276  -0.175 HD4  LM2 61 
LM2 HD5  HD5  H 0 1 N N N 15.109 12.180 36.932 3.234  0.789  -0.872 HD5  LM2 62 
LM2 HD61 1HD6 H 0 0 N N N 16.984 10.928 37.976 4.890  1.529  -2.610 HD61 LM2 63 
LM2 HD62 2HD6 H 0 0 N N N 16.406 10.048 36.647 5.552  -0.124 -2.632 HD62 LM2 64 
LM2 H3   H3   H 0 1 N N N 15.055 16.018 33.556 3.527  -1.961 2.957  H3   LM2 65 
LM2 H2   H2   H 0 1 N N N 14.373 12.724 32.753 5.384  0.863  3.199  H2   LM2 66 
LM2 HD6  HD6  H 0 1 N N N 18.760 10.268 36.560 3.974  0.225  -4.258 HD6  LM2 67 
LM2 HD71 1HD7 H 0 0 N N N 15.293 9.206  33.227 6.984  3.551  -0.118 HD71 LM2 68 
LM2 HD72 2HD7 H 0 0 N N N 16.148 10.695 32.592 6.929  2.269  1.116  HD72 LM2 69 
LM2 HD73 3HD7 H 0 0 N N N 16.852 9.875  33.914 7.455  1.887  -0.541 HD73 LM2 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 
LM2 CA1 NA1  DOUB N Z 1  
LM2 CA1 CA2  SING N N 2  
LM2 CA1 NA5  SING N N 3  
LM2 NA1 OA7  SING N N 4  
LM2 OA7 HA7  SING N N 5  
LM2 CA2 OA2  SING N N 6  
LM2 CA2 CA3  SING N N 7  
LM2 CA2 HA2  SING N N 8  
LM2 OA2 H7   SING N N 9  
LM2 CA3 OA3  SING N N 10 
LM2 CA3 CA4  SING N N 11 
LM2 CA3 HA3  SING N N 12 
LM2 OA3 H6   SING N N 13 
LM2 CA4 OA4  SING N N 14 
LM2 CA4 CA5  SING N N 15 
LM2 CA4 HA4  SING N N 16 
LM2 OA4 CB1  SING N N 17 
LM2 CA5 NA5  SING N N 18 
LM2 CA5 CA6  SING N N 19 
LM2 CA5 H1   SING N N 20 
LM2 NA5 HA5  SING N N 21 
LM2 CA6 OA6  SING N N 22 
LM2 CA6 HA61 SING N N 23 
LM2 CA6 HA62 SING N N 24 
LM2 OA6 HA6  SING N N 25 
LM2 CB1 CB2  SING N N 26 
LM2 CB1 OB5  SING N N 27 
LM2 CB1 HB1  SING N N 28 
LM2 CB2 CB3  SING N N 29 
LM2 CB2 OB2  SING N N 30 
LM2 CB2 HB2  SING N N 31 
LM2 CB3 CB4  SING N N 32 
LM2 CB3 OB3  SING N N 33 
LM2 CB3 HB3  SING N N 34 
LM2 CB4 CB5  SING N N 35 
LM2 CB4 OB4  SING N N 36 
LM2 CB4 HB4  SING N N 37 
LM2 CB5 CB6  SING N N 38 
LM2 CB5 OB5  SING N N 39 
LM2 CB5 HB5  SING N N 40 
LM2 CB6 OB6  SING N N 41 
LM2 CB6 HB61 SING N N 42 
LM2 CB6 HB62 SING N N 43 
LM2 OB2 H5   SING N N 44 
LM2 OB3 H4   SING N N 45 
LM2 OB4 CD1  SING N N 46 
LM2 OB6 HB6  SING N N 47 
LM2 CD1 CD2  SING N N 48 
LM2 CD1 OD5  SING N N 49 
LM2 CD1 HD1  SING N N 50 
LM2 CD2 CD3  SING N N 51 
LM2 CD2 OD2  SING N N 52 
LM2 CD2 HD2  SING N N 53 
LM2 CD3 CD4  SING N N 54 
LM2 CD3 OD3  SING N N 55 
LM2 CD3 HD3  SING N N 56 
LM2 CD4 CD5  SING N N 57 
LM2 CD4 OD4  SING N N 58 
LM2 CD4 HD4  SING N N 59 
LM2 CD5 CD6  SING N N 60 
LM2 CD5 OD5  SING N N 61 
LM2 CD5 HD5  SING N N 62 
LM2 CD6 OD6  SING N N 63 
LM2 CD6 HD61 SING N N 64 
LM2 CD6 HD62 SING N N 65 
LM2 OD2 H3   SING N N 66 
LM2 OD3 H2   SING N N 67 
LM2 OD4 CD7  SING N N 68 
LM2 OD6 HD6  SING N N 69 
LM2 CD7 HD71 SING N N 70 
LM2 CD7 HD72 SING N N 71 
LM2 CD7 HD73 SING N N 72 
# 
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 
LM2 SMILES           ACDLabs              10.04 O(C1C(O)C(O)C(=N\O)\NC1CO)C3OC(C(OC2OC(CO)C(OC)C(O)C2O)C(O)C3O)CO 
LM2 InChI            InChI                1.02b 
InChI=1/C19H34N2O15/c1-32-15-6(3-23)33-19(12(29)9(15)26)36-16-7(4-24)34-18(13(30)10(16)27)35-14-5(2-22)20-17(21-31)11(28)8(14)25/h5-16,18-19,22-31H,2-4H2,1H3,(H,20,21)/t5-,6-,7-,8-,9-,10-,11-,12-,13-,14-,15-,16-,18-,19-/m1/s1/f/h20H/b21-17- 
LM2 InChIKey         InChI                1.02b INFXBQXKGPGIEV-JSCIYFMDDC 
LM2 SMILES_CANONICAL CACTVS               3.341 CO[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@@H]1CO)O[C@H]2[C@H](O)[C@@H](O)[C@H](O[C@@H]2CO)O[C@@H]3[C@@H](CO)NC(=N\O)/[C@H](O)[C@H]3O 
LM2 SMILES           CACTVS               3.341 CO[CH]1[CH](O)[CH](O)[CH](O[CH]1CO)O[CH]2[CH](O)[CH](O)[CH](O[CH]2CO)O[CH]3[CH](CO)NC(=NO)[CH](O)[CH]3O 
LM2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CO[C@@H]1[C@H](O[C@@H]([C@@H]([C@H]1O)O)O[C@@H]2[C@H](O[C@@H]([C@@H]([C@H]2O)O)O[C@@H]3[C@H](N/C(=N\O)/[C@@H]([C@H]3O)O)CO)CO)CO 
LM2 SMILES           "OpenEye OEToolkits" 1.5.0 COC1C(OC(C(C1O)O)OC2C(OC(C(C2O)O)OC3C(NC(=NO)C(C3O)O)CO)CO)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 
LM2 "SYSTEMATIC NAME" ACDLabs              10.04 "(2R,3R,4R,5S,6Z)-4,5-dihydroxy-6-(hydroxyimino)-2-(hydroxymethyl)piperidin-3-yl 4-O-(4-O-methyl-alpha-D-glucopyranosyl)-alpha-D-glucopyranoside" 
LM2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
(2Z,3S,4R,5R,6R)-5-[(2S,3R,4R,5S,6R)-5-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-methoxy-oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-hydroxyimino-6-(hydroxymethyl)piperidine-3,4-diol 
# 
