data_DMY
# 
_chem_comp.id                                    DMY 
_chem_comp.name                                  "DISTAMYCIN A" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAD 
_chem_comp.formula                               "C22 H27 N9 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "DISTAMYCIN; STALLIMYCIN" 
_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                        481.508 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DMY 
_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        217D 
_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 
DMY C1   C1   C 0 1 N N N 10.426 -3.194 19.552 -1.576 -0.244 9.706   C1   DMY 1  
DMY O1   O1   O 0 1 N N N 11.033 -3.535 20.574 -2.291 -0.331 8.730   O1   DMY 2  
DMY N1   N1   N 0 1 N N N 10.842 -2.385 18.562 -0.254 -0.027 9.556   N1   DMY 3  
DMY C2   C2   C 0 1 Y N N 12.040 -1.777 18.485 0.295  0.099  8.267   C2   DMY 4  
DMY C3   C3   C 0 1 Y N N 12.456 -0.954 17.441 -0.407 0.022  7.057   C3   DMY 5  
DMY C4   C4   C 0 1 Y N N 13.747 -0.534 17.674 0.508  0.205  6.043   C4   DMY 6  
DMY N2   N2   N 0 1 Y N N 14.158 -1.084 18.850 1.743  0.381  6.623   N2   DMY 7  
DMY C5   C5   C 0 1 Y N N 13.163 -1.829 19.365 1.604  0.319  7.973   C5   DMY 8  
DMY C6   C6   C 0 1 N N N 15.517 -0.993 19.543 3.000  0.606  5.904   C6   DMY 9  
DMY C7   C7   C 0 1 N N N 14.589 0.260  16.806 0.219  0.204  4.605   C7   DMY 10 
DMY O2   O2   O 0 1 N N N 15.810 0.253  16.903 1.130  0.280  3.801   O2   DMY 11 
DMY N3   N3   N 0 1 N N N 13.899 1.035  15.923 -1.054 0.118  4.173   N3   DMY 12 
DMY C8   C8   C 0 1 Y N N 14.493 1.745  14.929 -1.324 0.000  2.798   C8   DMY 13 
DMY C9   C9   C 0 1 Y N N 13.842 2.565  14.016 -0.372 -0.033 1.768   C9   DMY 14 
DMY C10  C10  C 0 1 Y N N 14.757 3.124  13.161 -1.063 -0.160 0.582   C10  DMY 15 
DMY N4   N4   N 0 1 Y N N 15.977 2.647  13.490 -2.406 -0.192 0.881   N4   DMY 16 
DMY C11  C11  C 0 1 Y N N 15.856 1.816  14.535 -2.554 -0.093 2.228   C11  DMY 17 
DMY C12  C12  C 0 1 N N N 17.339 2.967  12.865 -3.495 -0.311 -0.090  C12  DMY 18 
DMY C13  C13  C 0 1 N N N 14.495 3.963  12.013 -0.474 -0.240 -0.758  C13  DMY 19 
DMY O3   O3   O 0 1 N N N 15.286 4.061  11.080 -1.193 -0.253 -1.740  O3   DMY 20 
DMY N5   N5   N 0 1 N N N 13.321 4.657  12.093 0.864  -0.298 -0.903  N5   DMY 21 
DMY C14  C14  C 0 1 Y N N 12.801 5.408  11.082 1.435  -0.258 -2.188  C14  DMY 22 
DMY C15  C15  C 0 1 Y N N 11.625 6.140  11.134 0.736  -0.165 -3.400  C15  DMY 23 
DMY C16  C16  C 0 1 Y N N 11.407 6.754  9.911  1.676  -0.152 -4.410  C16  DMY 24 
DMY N6   N6   N 0 1 Y N N 12.412 6.390  9.079  2.918  -0.244 -3.825  N6   DMY 25 
DMY C17  C17  C 0 1 Y N N 13.267 5.603  9.748  2.762  -0.308 -2.477  C17  DMY 26 
DMY C18  C18  C 0 1 N N N 12.586 6.715  7.558  4.198  -0.270 -4.539  C18  DMY 27 
DMY C19  C19  C 0 1 N N N 10.281 7.545  9.489  1.400  -0.062 -5.847  C19  DMY 28 
DMY O4   O4   O 0 1 N N N 9.882  7.634  8.320  2.311  -0.155 -6.648  O4   DMY 29 
DMY N7   N7   N 0 1 N N N 9.686  8.235  10.477 0.138  0.123  -6.281  N7   DMY 30 
DMY C20  C20  C 0 1 N N N 8.517  9.077  10.244 -0.153 0.101  -7.716  C20  DMY 31 
DMY C21  C21  C 0 1 N N N 7.214  8.320  10.206 -1.649 0.336  -7.936  C21  DMY 32 
DMY C22  C22  C 0 1 N N N 6.035  9.213  9.857  -1.949 0.314  -9.413  C22  DMY 33 
DMY N8   N8   N 0 1 N N N 5.744  9.542  8.598  -0.996 0.117  -10.264 N8   DMY 34 
DMY N9   N9   N 0 1 N N N 5.292  9.675  10.860 -3.233 0.503  -9.854  N9   DMY 35 
DMY H1   H1   H 0 1 N N N 9.423  -3.652 19.520 -1.998 -0.341 10.695  H1   DMY 36 
DMY HN1  HN1  H 0 1 N N N 10.187 -2.216 17.797 0.317  0.042  10.337  HN1  DMY 37 
DMY H3   H3   H 0 1 N N N 11.852 -0.676 16.560 -1.468 -0.145 6.941   H3   DMY 38 
DMY H5   H5   H 0 1 N N N 13.250 -2.374 20.319 2.401  0.426  8.693   H5   DMY 39 
DMY H61  1H6  H 0 1 N N N 15.853 -1.443 20.505 3.515  -0.344 5.766   H61  DMY 40 
DMY H62  2H6  H 0 1 N N N 16.256 -1.338 18.783 2.788  1.049  4.931   H62  DMY 41 
DMY H63  3H6  H 0 1 N N N 15.722 0.098  19.642 3.632  1.281  6.480   H63  DMY 42 
DMY HN3  HN3  H 0 1 N N N 12.884 1.086  16.010 -1.784 0.137  4.811   HN3  DMY 43 
DMY H9   H9   H 0 1 N N N 12.754 2.746  13.975 0.699  0.021  1.884   H9   DMY 44 
DMY H11  H11  H 0 1 N N N 16.714 1.290  14.985 -3.495 -0.091 2.759   H11  DMY 45 
DMY H121 1H12 H 0 0 N N N 18.346 2.573  13.136 -3.861 0.682  -0.350  H121 DMY 46 
DMY H122 2H12 H 0 0 N N N 17.222 2.755  11.776 -3.128 -0.809 -0.988  H122 DMY 47 
DMY H123 3H12 H 0 0 N N N 17.432 4.077  12.912 -4.307 -0.895 0.342   H123 DMY 48 
DMY HN5  HN5  H 0 1 N N N 12.797 4.611  12.967 1.434  -0.368 -0.121  HN5  DMY 49 
DMY H15  H15  H 0 1 N N N 10.964 6.221  12.013 -0.334 -0.107 -3.520  H15  DMY 50 
DMY H17  H17  H 0 1 N N N 14.181 5.193  9.287  3.561  -0.385 -1.754  H17  DMY 51 
DMY H181 1H18 H 0 0 N N N 13.413 6.415  6.873  4.418  -1.291 -4.852  H181 DMY 52 
DMY H182 2H18 H 0 0 N N N 11.649 6.360  7.067  4.138  0.373  -5.416  H182 DMY 53 
DMY H183 3H18 H 0 0 N N N 12.521 7.825  7.480  4.989  0.086  -3.879  H183 DMY 54 
DMY HN7  HN7  H 0 1 N N N 10.117 8.120  11.394 -0.577 0.270  -5.643  HN7  DMY 55 
DMY H201 1H20 H 0 0 N N N 8.470  9.898  10.996 0.414  0.887  -8.214  H201 DMY 56 
DMY H202 2H20 H 0 0 N N N 8.647  9.679  9.314  0.127  -0.866 -8.130  H202 DMY 57 
DMY H211 1H21 H 0 0 N N N 7.276  7.447  9.514  -2.217 -0.449 -7.438  H211 DMY 58 
DMY H212 2H21 H 0 0 N N N 7.036  7.776  11.163 -1.930 1.304  -7.523  H212 DMY 59 
DMY HN8  HN8  H 0 1 N N N 5.850  9.860  9.561  -1.189 0.103  -11.214 HN8  DMY 60 
DMY HN91 1HN9 H 0 0 N N N 4.500  10.274 10.625 -3.426 0.489  -10.804 HN91 DMY 61 
DMY HN92 2HN9 H 0 0 N N N 5.892  10.156 11.529 -3.948 0.650  -9.216  HN92 DMY 62 
# 
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 
DMY C1  O1   DOUB N N 1  
DMY C1  N1   SING N N 2  
DMY C1  H1   SING N N 3  
DMY N1  C2   SING N N 4  
DMY N1  HN1  SING N N 5  
DMY C2  C3   SING Y N 6  
DMY C2  C5   DOUB Y N 7  
DMY C3  C4   DOUB Y N 8  
DMY C3  H3   SING N N 9  
DMY C4  N2   SING Y N 10 
DMY C4  C7   SING N N 11 
DMY N2  C5   SING Y N 12 
DMY N2  C6   SING N N 13 
DMY C5  H5   SING N N 14 
DMY C6  H61  SING N N 15 
DMY C6  H62  SING N N 16 
DMY C6  H63  SING N N 17 
DMY C7  O2   DOUB N N 18 
DMY C7  N3   SING N N 19 
DMY N3  C8   SING N N 20 
DMY N3  HN3  SING N N 21 
DMY C8  C9   SING Y N 22 
DMY C8  C11  DOUB Y N 23 
DMY C9  C10  DOUB Y N 24 
DMY C9  H9   SING N N 25 
DMY C10 N4   SING Y N 26 
DMY C10 C13  SING N N 27 
DMY N4  C11  SING Y N 28 
DMY N4  C12  SING N N 29 
DMY C11 H11  SING N N 30 
DMY C12 H121 SING N N 31 
DMY C12 H122 SING N N 32 
DMY C12 H123 SING N N 33 
DMY C13 O3   DOUB N N 34 
DMY C13 N5   SING N N 35 
DMY N5  C14  SING N N 36 
DMY N5  HN5  SING N N 37 
DMY C14 C15  SING Y N 38 
DMY C14 C17  DOUB Y N 39 
DMY C15 C16  DOUB Y N 40 
DMY C15 H15  SING N N 41 
DMY C16 N6   SING Y N 42 
DMY C16 C19  SING N N 43 
DMY N6  C17  SING Y N 44 
DMY N6  C18  SING N N 45 
DMY C17 H17  SING N N 46 
DMY C18 H181 SING N N 47 
DMY C18 H182 SING N N 48 
DMY C18 H183 SING N N 49 
DMY C19 O4   DOUB N N 50 
DMY C19 N7   SING N N 51 
DMY N7  C20  SING N N 52 
DMY N7  HN7  SING N N 53 
DMY C20 C21  SING N N 54 
DMY C20 H201 SING N N 55 
DMY C20 H202 SING N N 56 
DMY C21 C22  SING N N 57 
DMY C21 H211 SING N N 58 
DMY C21 H212 SING N N 59 
DMY C22 N8   DOUB N N 60 
DMY C22 N9   SING N N 61 
DMY N8  HN8  SING N N 62 
DMY N9  HN91 SING N N 63 
DMY N9  HN92 SING N N 64 
# 
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 
DMY SMILES           ACDLabs              10.04 O=C(Nc1cc(C(=O)NCCC(=[N@H])N)n(c1)C)c3cc(NC(=O)c2cc(NC=O)cn2C)cn3C 
DMY InChI            InChI                1.02b 
InChI=1/C22H27N9O4/c1-29-9-13(26-12-32)6-17(29)21(34)28-15-8-18(31(3)11-15)22(35)27-14-7-16(30(2)10-14)20(33)25-5-4-19(23)24/h6-12H,4-5H2,1-3H3,(H3,23,24)(H,25,33)(H,26,32)(H,27,35)(H,28,34)/f/h23,25-28H,24H2/b23-19- 
DMY InChIKey         InChI                1.02b UPBAOYRENQEPJO-ITSSEUGADX 
DMY SMILES_CANONICAL CACTVS               3.341 Cn1cc(NC=O)cc1C(=O)Nc2cn(C)c(c2)C(=O)Nc3cn(C)c(c3)C(=O)NCCC(N)=N 
DMY SMILES           CACTVS               3.341 Cn1cc(NC=O)cc1C(=O)Nc2cn(C)c(c2)C(=O)Nc3cn(C)c(c3)C(=O)NCCC(N)=N 
DMY SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cn1cc(cc1C(=O)Nc2cc(n(c2)C)C(=O)Nc3cc(n(c3)C)C(=O)NCCC(=N)N)NC=O 
DMY SMILES           "OpenEye OEToolkits" 1.5.0 Cn1cc(cc1C(=O)Nc2cc(n(c2)C)C(=O)Nc3cc(n(c3)C)C(=O)NCCC(=N)N)NC=O 
# 
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 
DMY "SYSTEMATIC NAME" ACDLabs              10.04 N-[5-({5-[(3-amino-3-iminopropyl)carbamoyl]-1-methyl-1H-pyrrol-3-yl}carbamoyl)-1-methyl-1H-pyrrol-3-yl]-4-(formylamino)-1-methyl-1H-pyrrole-2-carboxamide 
DMY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[5-[[5-[(3-amino-3-imino-propyl)carbamoyl]-1-methyl-pyrrol-3-yl]carbamoyl]-1-methyl-pyrrol-3-yl]-4-formamido-1-methyl-pyrrole-2-carboxamide             
# 
