data_AMY
# 
_chem_comp.id                                    AMY 
_chem_comp.name                                  ANTIMYCIN 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H38 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                        534.599 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AMY 
_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        3BCC 
_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 
AMY C1   C1   C 0 1 Y N N 27.851 109.936 69.283 -0.650 -0.473 -5.626  C1   AMY 1  
AMY C2   C2   C 0 1 Y N N 27.069 109.060 68.496 -0.651 0.005  -6.934  C2   AMY 2  
AMY C3   C3   C 0 1 Y N N 26.622 107.814 69.017 -0.302 1.322  -7.190  C3   AMY 3  
AMY C5   C5   C 0 1 Y N N 27.782 108.356 71.185 0.042  1.710  -4.850  C5   AMY 4  
AMY O5   O5   O 0 1 N N N 32.124 113.238 72.331 1.713  -1.093 0.349   O5   AMY 5  
AMY C6   C6   C 0 1 Y N N 28.232 109.597 70.658 -0.306 0.384  -4.575  C6   AMY 6  
AMY C7   C7   C 0 1 N N N 29.083 110.495 71.509 -0.308 -0.108 -3.185  C7   AMY 7  
AMY C8   C8   C 0 1 N N N 25.624 109.221 66.638 -0.399 -0.710 -9.191  C8   AMY 8  
AMY C9   C9   C 0 1 N N S 29.521 112.628 72.528 0.027  0.229  -0.795  C9   AMY 9  
AMY O9   O9   O 0 1 N N N 30.786 116.755 77.498 -2.214 -1.204 4.855   O9   AMY 10 
AMY C11  C11  C 0 1 N N R 29.933 114.695 74.604 -1.284 -0.568 1.711   C11  AMY 11 
AMY C12  C12  C 0 1 N N R 31.313 115.176 75.225 -0.415 -0.615 2.956   C12  AMY 12 
AMY C13  C13  C 0 1 N N R 32.486 114.826 74.208 1.005  -0.243 2.567   C13  AMY 13 
AMY C14  C14  C 0 1 N N N 32.558 113.332 73.805 1.469  -1.319 1.630   C14  AMY 14 
AMY C4   C4   C 0 1 Y N N 26.974 107.464 70.356 0.042  2.168  -6.149  C4   AMY 15 
AMY N1   N1   N 0 1 N N N 26.756 109.449 67.191 -0.999 -0.845 -7.992  N1   AMY 16 
AMY N2   N2   N 0 1 N N N 28.704 111.745 71.754 0.028  0.719  -2.175  N2   AMY 17 
AMY O1   O1   O 0 1 N N N 28.228 111.083 68.702 -0.990 -1.762 -5.371  O1   AMY 18 
AMY O2   O2   O 0 1 N N N 25.617 108.767 65.541 0.513  0.077  -9.327  O2   AMY 19 
AMY O3   O3   O 0 1 N N N 30.183 109.979 71.947 -0.612 -1.261 -2.949  O3   AMY 20 
AMY C10  C10  C 0 1 N N S 30.921 112.446 71.904 1.454  0.136  -0.328  C10  AMY 21 
AMY O4   O4   O 0 1 N N N 29.838 115.016 73.195 -1.382 0.769  1.178   O4   AMY 22 
AMY O6   O6   O 0 1 N N N 31.577 112.522 74.622 1.627  -2.437 2.062   O6   AMY 23 
AMY C15  C15  C 0 1 N N N 33.902 115.256 74.848 1.899  -0.203 3.808   C15  AMY 24 
AMY C16  C16  C 0 1 N N N 35.239 115.021 74.082 3.334  0.129  3.392   C16  AMY 25 
AMY C17  C17  C 0 1 N N N 36.471 115.573 74.934 4.228  0.169  4.633   C17  AMY 26 
AMY C18  C18  C 0 1 N N N 36.992 116.959 74.321 5.662  0.501  4.217   C18  AMY 27 
AMY C19  C19  C 0 1 N N N 38.202 117.573 75.087 6.556  0.542  5.458   C19  AMY 28 
AMY C20  C20  C 0 1 N N N 29.009 114.070 72.414 -0.848 1.116  0.014   C20  AMY 29 
AMY O7   O7   O 0 1 N N N 27.641 114.128 72.942 -1.087 2.220  -0.413  O7   AMY 30 
AMY O8   O8   O 0 1 N N N 31.453 116.617 75.381 -0.917 0.331  3.937   O8   AMY 31 
AMY C21  C21  C 0 1 N N N 30.595 117.289 76.239 -1.819 -0.062 4.849   C21  AMY 32 
AMY C22  C22  C 0 1 N N N 31.011 118.744 76.191 -2.339 0.919  5.867   C22  AMY 33 
AMY C23  C23  C 0 1 N N N 30.104 119.643 77.101 -3.347 0.221  6.781   C23  AMY 34 
AMY C24  C24  C 0 1 N N N 30.592 121.072 76.966 -3.876 1.218  7.814   C24  AMY 35 
AMY C25  C25  C 0 1 N N N 30.271 119.279 78.445 -4.512 -0.310 5.944   C25  AMY 36 
AMY C26  C26  C 0 1 N N N 31.399 111.160 72.216 2.382  0.238  -1.540  C26  AMY 37 
AMY C27  C27  C 0 1 N N N 28.872 114.989 75.343 -2.686 -1.068 2.061   C27  AMY 38 
AMY H3   H3   H 0 1 N N N 26.015 107.133 68.395 -0.300 1.690  -8.205  H3   AMY 39 
AMY H5   H5   H 0 1 N N N 28.055 108.089 72.219 0.311  2.375  -4.043  H5   AMY 40 
AMY H8   H8   H 0 1 N N N 24.646 109.417 67.110 -0.730 -1.303 -10.031 H8   AMY 41 
AMY H9   H9   H 0 1 N N N 29.518 112.408 73.621 -0.401 -0.772 -0.789  H9   AMY 42 
AMY H11  H11  H 0 1 N N N 29.928 113.580 74.640 -0.853 -1.222 0.952   H11  AMY 43 
AMY H12  H12  H 0 1 N N N 31.351 114.673 76.219 -0.430 -1.620 3.376   H12  AMY 44 
AMY H13  H13  H 0 1 N N N 32.261 115.398 73.278 1.017  0.723  2.064   H13  AMY 45 
AMY H4   H4   H 0 1 N N N 26.619 106.497 70.752 0.312  3.193  -6.357  H4   AMY 46 
AMY HN1  HN1  H 0 1 N N N 27.413 109.943 66.587 -1.672 -1.531 -7.861  HN1  AMY 47 
AMY HN2  HN2  H 0 1 N N N 27.805 112.020 71.356 0.270  1.639  -2.363  HN2  AMY 48 
AMY HO1  HO1  H 0 1 N N N 28.753 111.671 69.230 -0.174 -2.280 -5.412  HO1  AMY 49 
AMY H10  H10  H 0 1 N N N 30.654 112.752 70.865 1.661  0.965  0.348   H10  AMY 50 
AMY H151 1H15 H 0 0 N N N 33.844 116.336 75.118 1.880  -1.174 4.302   H151 AMY 51 
AMY H152 2H15 H 0 0 N N N 33.988 114.773 75.849 1.534  0.561  4.494   H152 AMY 52 
AMY H161 1H16 H 0 0 N N N 35.374 113.950 73.801 3.353  1.100  2.898   H161 AMY 53 
AMY H162 2H16 H 0 0 N N N 35.213 115.458 73.056 3.699  -0.635 2.706   H162 AMY 54 
AMY H171 1H17 H 0 0 N N N 36.220 115.664 76.016 4.208  -0.801 5.127   H171 AMY 55 
AMY H172 2H17 H 0 0 N N N 37.289 114.820 75.017 3.862  0.933  5.319   H172 AMY 56 
AMY H181 1H18 H 0 0 N N N 37.231 116.843 73.238 5.682  1.473  3.723   H181 AMY 57 
AMY H182 2H18 H 0 0 N N N 36.157 117.695 74.251 6.028  -0.262 3.531   H182 AMY 58 
AMY H191 1H19 H 0 0 N N N 38.564 118.537 74.660 7.578  0.779  5.162   H191 AMY 59 
AMY H192 2H19 H 0 0 N N N 37.962 117.688 76.169 6.191  1.306  6.145   H192 AMY 60 
AMY H193 3H19 H 0 0 N N N 39.036 116.836 75.156 6.537  -0.428 5.952   H193 AMY 61 
AMY H221 1H22 H 0 0 N N N 32.089 118.865 76.447 -1.509 1.298  6.463   H221 AMY 62 
AMY H222 2H22 H 0 0 N N N 31.036 119.123 75.143 -2.827 1.749  5.355   H222 AMY 63 
AMY H23  H23  H 0 1 N N N 29.037 119.528 76.798 -2.859 -0.608 7.293   H23  AMY 64 
AMY H241 1H24 H 0 0 N N N 29.947 121.711 77.613 -4.594 0.720  8.465   H241 AMY 65 
AMY H242 2H24 H 0 0 N N N 31.678 121.182 77.191 -3.046 1.597  8.411   H242 AMY 66 
AMY H243 3H24 H 0 0 N N N 30.625 121.420 75.907 -4.364 2.047  7.302   H243 AMY 67 
AMY H251 1H25 H 0 0 N N N 29.626 119.918 79.092 -5.000 0.518  5.431   H251 AMY 68 
AMY H252 2H25 H 0 0 N N N 30.085 118.192 78.611 -4.136 -1.021 5.208   H252 AMY 69 
AMY H253 3H25 H 0 0 N N N 31.340 119.309 78.758 -5.230 -0.808 6.595   H253 AMY 70 
AMY H261 1H26 H 0 0 N N N 30.506 110.572 71.899 3.419  0.256  -1.203  H261 AMY 71 
AMY H262 2H26 H 0 0 N N N 32.373 110.867 71.760 2.226  -0.621 -2.191  H262 AMY 72 
AMY H263 3H26 H 0 0 N N N 31.753 111.001 73.261 2.163  1.154  -2.089  H263 AMY 73 
AMY H271 1H27 H 0 0 N N N 27.903 114.651 74.906 -3.316 -1.037 1.172   H271 AMY 74 
AMY H272 2H27 H 0 0 N N N 28.994 114.590 76.377 -2.626 -2.092 2.428   H272 AMY 75 
AMY H273 3H27 H 0 0 N N N 28.840 116.081 75.563 -3.117 -0.430 2.833   H273 AMY 76 
# 
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 
AMY C1  C2   DOUB Y N 1  
AMY C1  C6   SING Y N 2  
AMY C1  O1   SING N N 3  
AMY C2  C3   SING Y N 4  
AMY C2  N1   SING N N 5  
AMY C3  C4   DOUB Y N 6  
AMY C3  H3   SING N N 7  
AMY C5  C6   DOUB Y N 8  
AMY C5  C4   SING Y N 9  
AMY C5  H5   SING N N 10 
AMY O5  C14  SING N N 11 
AMY O5  C10  SING N N 12 
AMY C6  C7   SING N N 13 
AMY C7  N2   SING N N 14 
AMY C7  O3   DOUB N N 15 
AMY C8  N1   SING N N 16 
AMY C8  O2   DOUB N N 17 
AMY C8  H8   SING N N 18 
AMY C9  N2   SING N N 19 
AMY C9  C10  SING N N 20 
AMY C9  C20  SING N N 21 
AMY C9  H9   SING N N 22 
AMY O9  C21  DOUB N N 23 
AMY C11 C12  SING N N 24 
AMY C11 O4   SING N N 25 
AMY C11 C27  SING N N 26 
AMY C11 H11  SING N N 27 
AMY C12 C13  SING N N 28 
AMY C12 O8   SING N N 29 
AMY C12 H12  SING N N 30 
AMY C13 C14  SING N N 31 
AMY C13 C15  SING N N 32 
AMY C13 H13  SING N N 33 
AMY C14 O6   DOUB N N 34 
AMY C4  H4   SING N N 35 
AMY N1  HN1  SING N N 36 
AMY N2  HN2  SING N N 37 
AMY O1  HO1  SING N N 38 
AMY C10 C26  SING N N 39 
AMY C10 H10  SING N N 40 
AMY O4  C20  SING N N 41 
AMY C15 C16  SING N N 42 
AMY C15 H151 SING N N 43 
AMY C15 H152 SING N N 44 
AMY C16 C17  SING N N 45 
AMY C16 H161 SING N N 46 
AMY C16 H162 SING N N 47 
AMY C17 C18  SING N N 48 
AMY C17 H171 SING N N 49 
AMY C17 H172 SING N N 50 
AMY C18 C19  SING N N 51 
AMY C18 H181 SING N N 52 
AMY C18 H182 SING N N 53 
AMY C19 H191 SING N N 54 
AMY C19 H192 SING N N 55 
AMY C19 H193 SING N N 56 
AMY C20 O7   DOUB N N 57 
AMY O8  C21  SING N N 58 
AMY C21 C22  SING N N 59 
AMY C22 C23  SING N N 60 
AMY C22 H221 SING N N 61 
AMY C22 H222 SING N N 62 
AMY C23 C24  SING N N 63 
AMY C23 C25  SING N N 64 
AMY C23 H23  SING N N 65 
AMY C24 H241 SING N N 66 
AMY C24 H242 SING N N 67 
AMY C24 H243 SING N N 68 
AMY C25 H251 SING N N 69 
AMY C25 H252 SING N N 70 
AMY C25 H253 SING N N 71 
AMY C26 H261 SING N N 72 
AMY C26 H262 SING N N 73 
AMY C26 H263 SING N N 74 
AMY C27 H271 SING N N 75 
AMY C27 H272 SING N N 76 
AMY C27 H273 SING N N 77 
# 
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 
AMY SMILES           ACDLabs              10.04 O=CNc1cccc(c1O)C(=O)NC2C(=O)OC(C(OC(=O)CC(C)C)C(C(=O)OC2C)CCCCC)C 
AMY InChI            InChI                1.02b 
InChI=1/C27H38N2O9/c1-6-7-8-10-19-24(38-21(31)13-15(2)3)17(5)37-27(35)22(16(4)36-26(19)34)29-25(33)18-11-9-12-20(23(18)32)28-14-30/h9,11-12,14-17,19,22,24,32H,6-8,10,13H2,1-5H3,(H,28,30)(H,29,33)/t16-,17+,19+,22-,24-/m0/s1/f/h28-29H 
AMY InChIKey         InChI                1.02b ZVYMCLIDNNTNCL-GFJNWPHKDU 
AMY SMILES_CANONICAL CACTVS               3.341 CCCCC[C@@H]1[C@@H](OC(=O)CC(C)C)[C@@H](C)OC(=O)[C@@H](NC(=O)c2cccc(NC=O)c2O)[C@H](C)OC1=O 
AMY SMILES           CACTVS               3.341 CCCCC[CH]1[CH](OC(=O)CC(C)C)[CH](C)OC(=O)[CH](NC(=O)c2cccc(NC=O)c2O)[CH](C)OC1=O 
AMY SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCC[C@@H]1[C@H]([C@H](OC(=O)[C@H]([C@@H](OC1=O)C)NC(=O)c2cccc(c2O)NC=O)C)OC(=O)CC(C)C 
AMY SMILES           "OpenEye OEToolkits" 1.5.0 CCCCCC1C(C(OC(=O)C(C(OC1=O)C)NC(=O)c2cccc(c2O)NC=O)C)OC(=O)CC(C)C 
# 
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 
AMY "SYSTEMATIC NAME" ACDLabs              10.04 "(2S,3S,6R,7R,8R)-3-({[3-(formylamino)-2-hydroxyphenyl]carbonyl}amino)-2,6-dimethyl-4,9-dioxo-8-pentyl-1,5-dioxonan-7-yl 3-methylbutanoate (non-preferred name)" 
AMY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2S,3S,6R,7R,8R)-3-[(3-formamido-2-hydroxy-phenyl)carbonylamino]-2,6-dimethyl-4,9-dioxo-8-pentyl-1,5-dioxonan-7-yl] 3-methylbutanoate"                         
# 
