data_GMY
# 
_chem_comp.id                                    GMY 
_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                     GMY 
_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        1A4H 
_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 
GMY C1   C1   C 0 1 N N N 11.362 -3.286 -6.025  0.466  -0.688 4.182  C1   GMY 1  
GMY C2   C2   C 0 1 N N N 11.080 -3.478 -4.551  -0.666 -0.896 3.271  C2   GMY 2  
GMY C3   C3   C 0 1 N N N 11.538 -4.718 -3.851  -2.035 -0.452 3.664  C3   GMY 3  
GMY C4   C4   C 0 1 N N N 12.204 -5.685 -4.540  -2.254 0.006  4.905  C4   GMY 4  
GMY C5   C5   C 0 1 N N N 12.456 -5.530 -6.018  -1.140 0.142  5.845  C5   GMY 5  
GMY C6   C6   C 0 1 N N N 11.723 -4.368 -6.823  0.242  -0.201 5.422  C6   GMY 6  
GMY C7   C7   C 0 1 N N N 11.223 -1.847 -6.504  1.856  -1.051 3.724  C7   GMY 7  
GMY C8   C8   C 0 1 N N S 12.371 -0.808 -6.199  2.331  -0.065 2.655  C8   GMY 8  
GMY C9   C9   C 0 1 N N N 12.942 -0.268 -7.526  1.972  -0.567 1.255  C9   GMY 9  
GMY C10  C10  C 0 1 N N S 14.432 0.062  -7.381  3.023  -0.080 0.249  C10  GMY 10 
GMY C11  C11  C 0 1 N N R 15.434 -0.654 -8.327  3.046  -1.006 -0.962 C11  GMY 11 
GMY C12  C12  C 0 1 N N S 16.041 -1.975 -7.800  2.846  -0.236 -2.269 C12  GMY 12 
GMY C13  C13  C 0 1 N N N 16.680 -2.360 -6.483  1.462  -0.501 -2.797 C13  GMY 13 
GMY C14  C14  C 0 1 N N N 16.481 -3.208 -5.457  0.789  0.348  -3.526 C14  GMY 14 
GMY C15  C15  C 0 1 N N S 17.452 -3.252 -4.295  -0.587 -0.030 -4.024 C15  GMY 15 
GMY C16  C16  C 0 1 N N S 17.005 -3.009 -2.825  -1.660 0.804  -3.325 C16  GMY 16 
GMY C17  C17  C 0 1 N N N 16.195 -1.727 -2.568  -2.975 0.074  -3.327 C17  GMY 17 
GMY C18  C18  C 0 1 N N N 14.902 -1.403 -2.237  -3.560 -0.348 -2.204 C18  GMY 18 
GMY C19  C19  C 0 1 N N N 13.818 -2.408 -2.034  -2.943 -0.120 -0.908 C19  GMY 19 
GMY C20  C20  C 0 1 N N N 12.587 -2.355 -1.405  -3.475 -0.551 0.261  C20  GMY 20 
GMY C21  C21  C 0 1 N N N 11.946 -3.771 -1.272  -2.719 -0.240 1.465  C21  GMY 21 
GMY N22  N22  N 0 1 N N N 11.419 -4.621 -2.308  -3.040 -0.565 2.717  N22  GMY 22 
GMY O23  O23  O 0 1 N N N 10.477 -2.628 -3.899  -0.484 -1.452 2.206  O23  GMY 23 
GMY O24  O24  O 0 1 N N N 13.201 -6.302 -6.597  -1.345 0.541  6.976  O24  GMY 24 
GMY O25  O25  O 0 1 N N N 11.438 -4.414 -8.256  1.271  -0.028 6.281  O25  GMY 25 
GMY C26  C26  C 0 1 N N N 10.642 -5.362 -9.133  1.394  1.378  6.500  C26  GMY 26 
GMY C27  C27  C 0 1 N N N 12.302 0.291  -5.071  1.704  1.306  2.887  C27  GMY 27 
GMY O28  O28  O 0 1 N N N 14.563 1.448  -7.639  2.724  1.260  -0.128 O28  GMY 28 
GMY C29  C29  C 0 1 N N N 15.158 2.253  -6.638  3.899  2.033  0.126  C29  GMY 29 
GMY O30  O30  O 0 1 N N N 14.676 -1.045 -9.501  4.309  -1.685 -1.013 O30  GMY 30 
GMY C31  C31  C 0 1 N N N 17.263 -2.256 -8.665  3.872  -0.752 -3.293 C31  GMY 31 
GMY C32  C32  C 0 1 N N N 15.788 -4.524 -5.398  1.359  1.696  -3.889 C32  GMY 32 
GMY O33  O33  O 0 1 N N N 18.306 -4.396 -4.570  -0.654 0.203  -5.458 O33  GMY 33 
GMY C34  C34  C 0 1 N N N 19.521 -4.168 -5.003  -0.296 -0.770 -6.316 C34  GMY 34 
GMY O35  O35  O 0 1 N N N 19.821 -3.257 -5.713  0.082  -1.844 -5.892 O35  GMY 35 
GMY N36  N36  N 0 1 N N N 20.461 -5.093 -4.851  -0.358 -0.554 -7.645 N36  GMY 36 
GMY O37  O37  O 0 1 N N N 18.316 -2.734 -2.338  -1.822 2.038  -4.033 O37  GMY 37 
GMY C38  C38  C 0 1 N N N 18.522 -2.758 -0.942  -2.217 3.018  -3.070 C38  GMY 38 
GMY C39  C39  C 0 1 N N N 12.012 -1.067 -0.662  -4.767 -1.309 0.311  C39  GMY 39 
GMY O40  O40  O 0 1 N N N 11.898 -4.106 -0.077  -1.680 0.379  1.292  O40  GMY 40 
GMY H4   H4   H 0 1 N N N 12.522 -6.548 -3.932  -3.255 0.283  5.212  H4   GMY 41 
GMY H71  1H7  H 0 1 N N N 11.035 -1.855 -7.603  1.841  -2.061 3.306  H71  GMY 42 
GMY H72  2H7  H 0 1 N N N 10.260 -1.436 -6.118  2.543  -1.033 4.570  H72  GMY 43 
GMY H8   H8   H 0 1 N N N 13.055 -1.472 -5.621  3.419  0.030  2.726  H8   GMY 44 
GMY H91  1H9  H 0 1 N N N 12.754 -0.969 -8.372  0.995  -0.179 0.966  H91  GMY 45 
GMY H92  2H9  H 0 1 N N N 12.359 0.606  -7.900  1.948  -1.657 1.251  H92  GMY 46 
GMY H10  H10  H 0 1 N N N 14.702 -0.287 -6.357  4.006  -0.104 0.732  H10  GMY 47 
GMY H11  H11  H 0 1 N N N 16.273 0.063  -8.479  2.255  -1.755 -0.865 H11  GMY 48 
GMY H12  H12  H 0 1 N N N 15.044 -2.472 -7.753  3.016  0.822  -2.122 H12  GMY 49 
GMY H13  H13  H 0 1 N N N 17.603 -1.849 -6.162  0.996  -1.458 -2.563 H13  GMY 50 
GMY H15  H15  H 0 1 N N N 18.001 -2.282 -4.277  -0.762 -1.088 -3.824 H15  GMY 51 
GMY H16  H16  H 0 1 N N N 16.366 -3.825 -2.415  -1.344 1.020  -2.309 H16  GMY 52 
GMY H17  H17  H 0 1 N N N 16.690 -0.744 -2.643  -3.470 -0.117 -4.275 H17  GMY 53 
GMY H18  H18  H 0 1 N N N 14.731 -0.318 -2.132  -4.509 -0.867 -2.286 H18  GMY 54 
GMY H19  H19  H 0 1 N N N 13.959 -3.422 -2.442  -2.004 0.424  -0.844 H19  GMY 55 
GMY HN2  HN2  H 0 1 N N N 10.827 -5.310 -1.843  -3.932 -0.866 2.970  HN2  GMY 56 
GMY H261 1H26 H 0 0 N N N 10.424 -5.397 -10.226 2.275  1.575  7.110  H261 GMY 57 
GMY H262 2H26 H 0 0 N N N 11.082 -6.362 -8.914  1.494  1.888  5.542  H262 GMY 58 
GMY H263 3H26 H 0 0 N N N 9.633  -5.383 -8.658  0.506  1.744  7.016  H263 GMY 59 
GMY H271 1H27 H 0 0 N N N 13.113 1.025  -4.855  2.029  1.696  3.852  H271 GMY 60 
GMY H272 2H27 H 0 0 N N N 11.370 0.878  -5.247  2.017  1.987  2.096  H272 GMY 61 
GMY H273 3H27 H 0 0 N N N 12.081 -0.238 -4.115  0.618  1.216  2.879  H273 GMY 62 
GMY H291 1H29 H 0 0 N N N 15.261 3.344  -6.841  3.748  3.052  -0.228 H291 GMY 63 
GMY H292 2H29 H 0 0 N N N 14.609 2.109  -5.677  4.100  2.047  1.197  H292 GMY 64 
GMY H293 3H29 H 0 0 N N N 16.156 1.832  -6.375  4.747  1.588  -0.396 H293 GMY 65 
GMY HO0  HO0  H 0 1 N N N 15.289 -1.483 -10.079 4.272  -2.287 -1.769 HO0  GMY 66 
GMY H311 1H31 H 0 0 N N N 17.700 -3.208 -8.285  3.732  -0.233 -4.242 H311 GMY 67 
GMY H312 2H31 H 0 0 N N N 17.038 -2.275 -9.757  4.880  -0.566 -2.923 H312 GMY 68 
GMY H313 3H31 H 0 0 N N N 17.991 -1.412 -8.690  3.732  -1.823 -3.441 H313 GMY 69 
GMY H321 1H32 H 0 0 N N N 15.623 -5.226 -4.548  2.351  1.801  -3.450 H321 GMY 70 
GMY H322 2H32 H 0 0 N N N 14.768 -4.326 -5.804  1.431  1.780  -4.974 H322 GMY 71 
GMY H323 3H32 H 0 0 N N N 16.283 -5.140 -6.183  0.707  2.481  -3.506 H323 GMY 72 
GMY HN61 1HN6 H 0 0 N N N 20.204 -5.871 -4.244  -0.100 -1.255 -8.263 HN61 GMY 73 
GMY HN62 2HN6 H 0 0 N N N 21.407 -4.915 -5.188  -0.661 0.303  -7.983 HN62 GMY 74 
GMY H381 1H38 H 0 0 N N N 19.547 -2.542 -0.561  -2.353 3.979  -3.565 H381 GMY 75 
GMY H382 2H38 H 0 0 N N N 17.797 -2.065 -0.453  -3.154 2.712  -2.605 H382 GMY 76 
GMY H383 3H38 H 0 0 N N N 18.180 -3.739 -0.538  -1.444 3.109  -2.307 H383 GMY 77 
GMY H391 1H39 H 0 0 N N N 11.019 -1.024 -0.155  -5.158 -1.429 -0.698 H391 GMY 78 
GMY H392 2H39 H 0 0 N N N 12.775 -0.757 0.089   -4.596 -2.291 0.753  H392 GMY 79 
GMY H393 3H39 H 0 0 N N N 12.038 -0.228 -1.396  -5.488 -0.759 0.917  H393 GMY 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 
GMY C1  C2   SING N N 1  
GMY C1  C6   DOUB N N 2  
GMY C1  C7   SING N N 3  
GMY C2  C3   SING N N 4  
GMY C2  O23  DOUB N N 5  
GMY C3  C4   DOUB N N 6  
GMY C3  N22  SING N N 7  
GMY C4  C5   SING N N 8  
GMY C4  H4   SING N N 9  
GMY C5  C6   SING N N 10 
GMY C5  O24  DOUB N N 11 
GMY C6  O25  SING N N 12 
GMY C7  C8   SING N N 13 
GMY C7  H71  SING N N 14 
GMY C7  H72  SING N N 15 
GMY C8  C9   SING N N 16 
GMY C8  C27  SING N N 17 
GMY C8  H8   SING N N 18 
GMY C9  C10  SING N N 19 
GMY C9  H91  SING N N 20 
GMY C9  H92  SING N N 21 
GMY C10 C11  SING N N 22 
GMY C10 O28  SING N N 23 
GMY C10 H10  SING N N 24 
GMY C11 C12  SING N N 25 
GMY C11 O30  SING N N 26 
GMY C11 H11  SING N N 27 
GMY C12 C13  SING N N 28 
GMY C12 C31  SING N N 29 
GMY C12 H12  SING N N 30 
GMY C13 C14  DOUB N E 31 
GMY C13 H13  SING N N 32 
GMY C14 C15  SING N N 33 
GMY C14 C32  SING N N 34 
GMY C15 C16  SING N N 35 
GMY C15 O33  SING N N 36 
GMY C15 H15  SING N N 37 
GMY C16 C17  SING N N 38 
GMY C16 O37  SING N N 39 
GMY C16 H16  SING N N 40 
GMY C17 C18  DOUB N Z 41 
GMY C17 H17  SING N N 42 
GMY C18 C19  SING N N 43 
GMY C18 H18  SING N N 44 
GMY C19 C20  DOUB N E 45 
GMY C19 H19  SING N N 46 
GMY C20 C21  SING N N 47 
GMY C20 C39  SING N N 48 
GMY C21 N22  SING N N 49 
GMY C21 O40  DOUB N N 50 
GMY N22 HN2  SING N N 51 
GMY O25 C26  SING N N 52 
GMY C26 H261 SING N N 53 
GMY C26 H262 SING N N 54 
GMY C26 H263 SING N N 55 
GMY C27 H271 SING N N 56 
GMY C27 H272 SING N N 57 
GMY C27 H273 SING N N 58 
GMY O28 C29  SING N N 59 
GMY C29 H291 SING N N 60 
GMY C29 H292 SING N N 61 
GMY C29 H293 SING N N 62 
GMY O30 HO0  SING N N 63 
GMY C31 H311 SING N N 64 
GMY C31 H312 SING N N 65 
GMY C31 H313 SING N N 66 
GMY C32 H321 SING N N 67 
GMY C32 H322 SING N N 68 
GMY C32 H323 SING N N 69 
GMY O33 C34  SING N N 70 
GMY C34 O35  DOUB N N 71 
GMY C34 N36  SING N N 72 
GMY N36 HN61 SING N N 73 
GMY N36 HN62 SING N N 74 
GMY O37 C38  SING N N 75 
GMY C38 H381 SING N N 76 
GMY C38 H382 SING N N 77 
GMY C38 H383 SING N N 78 
GMY C39 H391 SING N N 79 
GMY C39 H392 SING N N 80 
GMY C39 H393 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 
GMY 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 
GMY 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-/m0/s1/f/h31H,30H2
;
GMY InChIKey         InChI                1.02b QTQAWLPCGQOSGP-QYVASPSQDI 
GMY 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 
GMY 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 
GMY 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 
GMY 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 
GMY "SYSTEMATIC NAME" ACDLabs              10.04 "(4E,6Z,8S,9S,10E,12S,13R,14S,16S)-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"   
GMY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(3S,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" 
# 
