data_GDM
# 
_chem_comp.id                                    GDM 
_chem_comp.name                                  GELDANAMYCIN 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H40 N2 O9" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_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                        560.636 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GDM 
_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        1YET 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
GDM O1   O1   O 0 1 N N N 38.435 -50.989 68.147 1.705  0.636  -1.266 O1   GDM 1  
GDM O2   O2   O 0 1 N N N 37.589 -47.387 62.638 1.793  1.918  4.186  O2   GDM 2  
GDM O3   O3   O 0 1 N N N 37.968 -44.717 63.248 0.583  0.045  5.545  O3   GDM 3  
GDM O4   O4   O 0 1 N N N 38.937 -43.256 61.763 -0.223 -1.993 5.885  O4   GDM 4  
GDM O5   O5   O 0 1 N N N 44.943 -43.478 64.421 -4.511 -1.193 0.882  O5   GDM 5  
GDM O6   O6   O 0 1 N N N 45.405 -46.265 63.758 -1.518 0.718  0.011  O6   GDM 6  
GDM O7   O7   O 0 1 N N N 43.245 -44.819 68.520 -1.147 -0.165 -6.473 O7   GDM 7  
GDM O8   O8   O 0 1 N N N 40.642 -44.516 69.253 1.534  0.075  -7.103 O8   GDM 8  
GDM O9   O9   O 0 1 N N N 42.112 -49.448 68.120 0.294  -1.032 -2.127 O9   GDM 9  
GDM N1   N1   N 0 1 N N N 39.589 -49.161 68.817 2.972  -0.481 -2.662 N1   GDM 10 
GDM N2   N2   N 0 1 N N N 36.729 -43.186 62.247 0.278  -0.809 7.694  N2   GDM 11 
GDM C1   C1   C 0 1 N N N 39.217 -50.118 67.848 2.657  -0.107 -1.422 C1   GDM 12 
GDM C2   C2   C 0 1 N N N 39.878 -50.073 66.504 3.358  -0.522 -0.215 C2   GDM 13 
GDM C3   C3   C 0 1 N N N 39.713 -48.980 65.714 2.863  -0.088 0.967  C3   GDM 14 
GDM C4   C4   C 0 1 N N N 40.293 -48.799 64.387 3.461  -0.420 2.250  C4   GDM 15 
GDM C5   C5   C 0 1 N N N 39.856 -47.939 63.444 2.883  -0.052 3.397  C5   GDM 16 
GDM C6   C6   C 0 1 N N S 38.709 -46.995 63.529 1.591  0.717  3.433  C6   GDM 17 
GDM C7   C7   C 0 1 N N S 39.111 -45.501 63.147 0.495  -0.112 4.105  C7   GDM 18 
GDM C8   C8   C 0 1 N N N 40.274 -44.880 64.112 -0.865 0.346  3.633  C8   GDM 19 
GDM C9   C9   C 0 1 N N N 41.406 -44.432 63.592 -1.551 -0.419 2.826  C9   GDM 20 
GDM C10  C10  C 0 1 N N S 42.567 -43.787 64.288 -2.913 -0.062 2.300  C10  GDM 21 
GDM C11  C11  C 0 1 N N R 43.932 -44.337 63.843 -3.142 -0.791 0.968  C11  GDM 22 
GDM C12  C12  C 0 1 N N S 44.143 -45.789 64.274 -2.814 0.152  -0.191 C12  GDM 23 
GDM C13  C13  C 0 1 N N N 44.198 -45.976 65.787 -2.838 -0.635 -1.503 C13  GDM 24 
GDM C14  C14  C 0 1 N N R 44.363 -47.432 66.283 -2.217 0.183  -2.633 C14  GDM 25 
GDM C15  C15  C 0 1 N N N 44.162 -47.582 67.831 -1.927 -0.723 -3.835 C15  GDM 26 
GDM C16  C16  C 0 1 N N N 42.782 -47.190 68.272 -0.489 -0.547 -4.256 C16  GDM 27 
GDM C17  C17  C 0 1 N N N 42.359 -45.958 68.576 -0.175 -0.282 -5.541 C17  GDM 28 
GDM C18  C18  C 0 1 N N N 40.973 -45.667 68.987 1.249  -0.121 -5.937 C18  GDM 29 
GDM C19  C19  C 0 1 N N N 40.001 -46.762 69.066 2.305  -0.196 -4.927 C19  GDM 30 
GDM C20  C20  C 0 1 N N N 40.371 -48.009 68.782 1.994  -0.431 -3.639 C20  GDM 31 
GDM C21  C21  C 0 1 N N N 41.783 -48.291 68.373 0.577  -0.683 -3.256 C21  GDM 32 
GDM C22  C22  C 0 1 N N N 40.664 -51.289 66.124 4.576  -1.397 -0.285 C22  GDM 33 
GDM C23  C23  C 0 1 N N N 37.854 -48.536 61.758 2.211  2.922  3.259  C23  GDM 34 
GDM C24  C24  C 0 1 N N N 37.970 -43.672 62.356 0.197  -0.956 6.357  C24  GDM 35 
GDM C25  C25  C 0 1 N N N 39.940 -44.815 65.604 -1.404 1.671  4.106  C25  GDM 36 
GDM C26  C26  C 0 1 N N N 42.479 -42.276 63.978 -3.986 -0.517 3.296  C26  GDM 37 
GDM C27  C27  C 0 1 N N N 45.400 -46.454 62.308 -1.690 2.135  0.060  C27  GDM 38 
GDM C28  C28  C 0 1 N N N 43.452 -48.342 65.511 -3.196 1.280  -3.064 C28  GDM 39 
GDM C29  C29  C 0 1 N N N 44.622 -44.825 68.924 -1.151 1.199  -6.897 C29  GDM 40 
GDM HO5  HO5  H 0 1 N N N 45.786 -43.817 64.146 -4.677 -1.782 1.630  HO5  GDM 41 
GDM HN1  HN1  H 0 1 N N N 39.209 -49.341 69.746 3.876  -0.780 -2.892 HN1  GDM 42 
GDM HN21 1HN2 H 0 0 N N N 35.912 -43.537 62.747 0.000  -1.531 8.280  HN21 GDM 43 
GDM HN22 2HN2 H 0 0 N N N 36.730 -42.410 61.584 0.614  0.018  8.072  HN22 GDM 44 
GDM H3   H3   H 0 1 N N N 39.078 -48.202 66.171 1.976  0.540  0.928  H3   GDM 45 
GDM H4   H4   H 0 1 N N N 41.168 -49.383 64.056 4.393  -0.971 2.303  H4   GDM 46 
GDM H5   H5   H 0 1 N N N 40.481 -48.013 62.538 3.367  -0.318 4.330  H5   GDM 47 
GDM H6   H6   H 0 1 N N N 38.389 -47.041 64.596 1.276  0.980  2.428  H6   GDM 48 
GDM H7   H7   H 0 1 N N N 39.526 -45.508 62.112 0.629  -1.163 3.846  H7   GDM 49 
GDM H9   H9   H 0 1 N N N 41.380 -44.608 62.503 -1.110 -1.368 2.521  H9   GDM 50 
GDM H10  H10  H 0 1 N N N 42.502 -44.004 65.379 -2.998 1.008  2.135  H10  GDM 51 
GDM H11  H11  H 0 1 N N N 43.990 -44.339 62.729 -2.500 -1.668 0.921  H11  GDM 52 
GDM H12  H12  H 0 1 N N N 43.268 -46.352 63.874 -3.558 0.947  -0.225 H12  GDM 53 
GDM H131 1H13 H 0 0 N N N 45.001 -45.335 66.219 -2.274 -1.561 -1.376 H131 GDM 54 
GDM H132 2H13 H 0 0 N N N 43.299 -45.514 66.258 -3.870 -0.879 -1.760 H132 GDM 55 
GDM H14  H14  H 0 1 N N N 45.419 -47.732 66.091 -1.290 0.641  -2.295 H14  GDM 56 
GDM H151 1H15 H 0 0 N N N 44.413 -48.614 68.170 -2.103 -1.762 -3.555 H151 GDM 57 
GDM H152 2H15 H 0 0 N N N 44.939 -47.014 68.393 -2.591 -0.454 -4.657 H152 GDM 58 
GDM H19  H19  H 0 1 N N N 38.942 -46.642 69.352 3.339  -0.065 -5.215 H19  GDM 59 
GDM H221 1H22 H 0 0 N N N 41.155 -51.255 65.123 4.944  -1.588 0.722  H221 GDM 60 
GDM H222 2H22 H 0 0 N N N 41.420 -51.514 66.911 4.317  -2.342 -0.763 H222 GDM 61 
GDM H223 3H22 H 0 0 N N N 40.020 -52.196 66.200 5.350  -0.897 -0.866 H223 GDM 62 
GDM H231 1H23 H 0 0 N N N 37.012 -48.830 61.088 2.378  3.860  3.789  H231 GDM 63 
GDM H232 2H23 H 0 0 N N N 38.774 -48.352 61.156 3.136  2.608  2.776  H232 GDM 64 
GDM H233 3H23 H 0 0 N N N 38.185 -49.412 62.362 1.437  3.064  2.504  H233 GDM 65 
GDM H251 1H25 H 0 0 N N N 40.733 -44.391 66.262 -2.389 1.839  3.670  H251 GDM 66 
GDM H252 2H25 H 0 0 N N N 38.985 -44.259 65.754 -1.485 1.664  5.193  H252 GDM 67 
GDM H253 3H25 H 0 0 N N N 39.642 -45.825 65.970 -0.729 2.469  3.797  H253 GDM 68 
GDM H261 1H26 H 0 0 N N N 43.342 -41.796 64.495 -3.827 -0.020 4.253  H261 GDM 69 
GDM H262 2H26 H 0 0 N N N 42.437 -42.050 62.886 -4.972 -0.256 2.911  H262 GDM 70 
GDM H263 3H26 H 0 0 N N N 41.495 -41.825 64.249 -3.922 -1.596 3.431  H263 GDM 71 
GDM H271 1H27 H 0 0 N N N 46.374 -46.821 61.909 -0.741 2.608  0.311  H271 GDM 72 
GDM H272 2H27 H 0 0 N N N 44.566 -47.126 61.998 -2.029 2.494  -0.911 H272 GDM 73 
GDM H273 3H27 H 0 0 N N N 45.085 -45.519 61.787 -2.432 2.385  0.818  H273 GDM 74 
GDM H281 1H28 H 0 0 N N N 43.570 -49.391 65.868 -2.754 1.865  -3.870 H281 GDM 75 
GDM H282 2H28 H 0 0 N N N 42.390 -48.003 65.551 -4.123 0.823  -3.411 H282 GDM 76 
GDM H283 3H28 H 0 0 N N N 43.608 -48.254 64.410 -3.407 1.931  -2.216 H283 GDM 77 
GDM H291 1H29 H 0 0 N N N 45.306 -43.945 68.880 -1.887 1.331  -7.689 H291 GDM 78 
GDM H292 2H29 H 0 0 N N N 44.646 -45.198 69.974 -1.405 1.840  -6.053 H292 GDM 79 
GDM H293 3H29 H 0 0 N N N 45.119 -45.645 68.356 -0.162 1.465  -7.271 H293 GDM 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 
GDM O1  C1   DOUB N N 1  
GDM O2  C6   SING N N 2  
GDM O2  C23  SING N N 3  
GDM O3  C7   SING N N 4  
GDM O3  C24  SING N N 5  
GDM O4  C24  DOUB N N 6  
GDM O5  C11  SING N N 7  
GDM O5  HO5  SING N N 8  
GDM O6  C12  SING N N 9  
GDM O6  C27  SING N N 10 
GDM O7  C17  SING N N 11 
GDM O7  C29  SING N N 12 
GDM O8  C18  DOUB N N 13 
GDM O9  C21  DOUB N N 14 
GDM N1  C1   SING N N 15 
GDM N1  C20  SING N N 16 
GDM N1  HN1  SING N N 17 
GDM N2  C24  SING N N 18 
GDM N2  HN21 SING N N 19 
GDM N2  HN22 SING N N 20 
GDM C1  C2   SING N N 21 
GDM C2  C3   DOUB N E 22 
GDM C2  C22  SING N N 23 
GDM C3  C4   SING N N 24 
GDM C3  H3   SING N N 25 
GDM C4  C5   DOUB N Z 26 
GDM C4  H4   SING N N 27 
GDM C5  C6   SING N N 28 
GDM C5  H5   SING N N 29 
GDM C6  C7   SING N N 30 
GDM C6  H6   SING N N 31 
GDM C7  C8   SING N N 32 
GDM C7  H7   SING N N 33 
GDM C8  C9   DOUB N E 34 
GDM C8  C25  SING N N 35 
GDM C9  C10  SING N N 36 
GDM C9  H9   SING N N 37 
GDM C10 C11  SING N N 38 
GDM C10 C26  SING N N 39 
GDM C10 H10  SING N N 40 
GDM C11 C12  SING N N 41 
GDM C11 H11  SING N N 42 
GDM C12 C13  SING N N 43 
GDM C12 H12  SING N N 44 
GDM C13 C14  SING N N 45 
GDM C13 H131 SING N N 46 
GDM C13 H132 SING N N 47 
GDM C14 C15  SING N N 48 
GDM C14 C28  SING N N 49 
GDM C14 H14  SING N N 50 
GDM C15 C16  SING N N 51 
GDM C15 H151 SING N N 52 
GDM C15 H152 SING N N 53 
GDM C16 C17  DOUB N N 54 
GDM C16 C21  SING N N 55 
GDM C17 C18  SING N N 56 
GDM C18 C19  SING N N 57 
GDM C19 C20  DOUB N N 58 
GDM C19 H19  SING N N 59 
GDM C20 C21  SING N N 60 
GDM C22 H221 SING N N 61 
GDM C22 H222 SING N N 62 
GDM C22 H223 SING N N 63 
GDM C23 H231 SING N N 64 
GDM C23 H232 SING N N 65 
GDM C23 H233 SING N N 66 
GDM C25 H251 SING N N 67 
GDM C25 H252 SING N N 68 
GDM C25 H253 SING N N 69 
GDM C26 H261 SING N N 70 
GDM C26 H262 SING N N 71 
GDM C26 H263 SING N N 72 
GDM C27 H271 SING N N 73 
GDM C27 H272 SING N N 74 
GDM C27 H273 SING N N 75 
GDM C28 H281 SING N N 76 
GDM C28 H282 SING N N 77 
GDM C28 H283 SING N N 78 
GDM C29 H291 SING N N 79 
GDM C29 H292 SING N N 80 
GDM C29 H293 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 
GDM SMILES           ACDLabs              10.04 O=C1C(OC)=C2C(=O)C(=C1)NC(=O)C(=CC=CC(OC)C(OC(=O)N)C(=CC(C)C(O)C(OC)CC(C)C2)C)C 
GDM InChI            InChI                1.02b 
;InChI=1/C29H40N2O9/c1-15-11-19-25(34)20(14-21(32)27(19)39-7)31-28(35)16(2)9-8-10-22(37-5)26(40-29(30)36)18(4)13-17(3)24(33)23(12-15)38-6/h8-10,13-15,17,22-24,26,33H,11-12H2,1-7H3,(H2,30,36)(H,31,35)/b10-8-,16-9+,18-13+/t15-,17+,22+,23+,24-,26+/m1/s1/f/h31H,30H2
;
GDM InChIKey         InChI                1.02b QTQAWLPCGQOSGP-XOKYBCOZDJ 
GDM SMILES_CANONICAL CACTVS               3.341 CO[C@H]1C[C@H](C)CC2=C(OC)C(=O)C=C(NC(=O)\C(=C\C=C/[C@H](OC)[C@@H](OC(N)=O)\C(=C\[C@H](C)[C@H]1O)C)C)C2=O 
GDM SMILES           CACTVS               3.341 CO[CH]1C[CH](C)CC2=C(OC)C(=O)C=C(NC(=O)C(=CC=C[CH](OC)[CH](OC(N)=O)C(=C[CH](C)[CH]1O)C)C)C2=O 
GDM SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@H]1C[C@@H]([C@@H]([C@H](\C=C(\[C@@H]([C@H](\C=C/C=C(/C(=O)NC2=CC(=O)C(=C(C1)C2=O)OC)\C)OC)OC(=O)N)/C)C)O)OC 
GDM SMILES           "OpenEye OEToolkits" 1.5.0 CC1CC(C(C(C=C(C(C(C=CC=C(C(=O)NC2=CC(=O)C(=C(C1)C2=O)OC)C)OC)OC(=O)N)C)C)O)OC 
# 
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 
GDM "SYSTEMATIC NAME" ACDLabs              10.04 "(4E,6Z,8S,9S,10E,12S,13R,14S,16R)-13-hydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl carbamate"   
GDM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(3R,5S,6R,7S,8E,10S,11S,12Z,14E)-6-hydroxy-5,11,21-trimethoxy-3,7,9,15-tetramethyl-16,20,22-trioxo-17-azabicyclo[16.3.1]docosa-1(21),8,12,14,18-pentaen-10-yl] carbamate" 
# 
