data_1CD
# 
_chem_comp.id                                    1CD 
_chem_comp.name                                  (13R,15S)-13-METHYL-16-OXA-8,9,12,22,24-PENTAAZAHEXACYCLO[15.6.2.16,9.1,12,15.0,2,7.0,21,25]HEPTACOSA-1(24),2,4,6,17(25),18,20-HEPTAENE-23,26-DIONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H21 N5 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         5H,10H-17,19-(IMINOMETHANO)-4,6:9,12-DIMETHANODIBENZ[B,F][1,4,8,9,12]OXATETRAAZACYCLOPENTADECINE-20,23-DIONE,7,8,11,12-TETRAHYDRO-10-METHYL-,(10R,12S) 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-06-21 
_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                        403.434 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     1CD 
_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        ? 
_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 
1CD C1   C1   C 0 1 N N N -6.781  10.008 12.824 5.656  5.084  2.487  C1   1CD 1  
1CD N2   N2   N 0 1 N N N -6.936  8.269  14.593 4.652  5.083  0.227  N2   1CD 2  
1CD C3   C3   C 0 1 N N N -7.664  6.990  14.374 3.311  4.678  -0.209 C3   1CD 3  
1CD C4   C4   C 0 1 N N S -8.139  7.052  12.918 2.707  4.102  1.064  C4   1CD 4  
1CD C5   C5   C 0 1 N N N -6.744  7.497  12.503 3.167  5.126  2.099  C5   1CD 5  
1CD C6   C6   C 0 1 N N R -6.241  8.670  13.341 4.538  5.619  1.592  C6   1CD 6  
1CD C7   C7   C 0 1 Y N N -10.420 9.577  11.536 3.769  0.951  0.046  C7   1CD 7  
1CD C8   C8   C 0 1 Y N N -9.758  8.279  11.548 2.825  1.760  0.699  C8   1CD 8  
1CD C9   C9   C 0 1 Y N N -11.241 9.978  10.376 3.330  -0.178 -0.643 C9   1CD 9  
1CD N10  N10  N 0 1 Y N N -10.214 10.395 12.626 5.123  1.305  0.067  N10  1CD 10 
1CD C11  C11  C 0 1 Y N N -9.858  7.343  10.413 1.472  1.411  0.694  C11  1CD 11 
1CD O12  O12  O 0 1 N N N -9.101  8.092  12.762 3.295  2.837  1.407  O12  1CD 12 
1CD C13  C13  C 0 1 Y N N -11.340 9.035  9.262  1.978  -0.525 -0.667 C13  1CD 13 
1CD N14  N14  N 0 1 Y N N -11.778 11.225 10.535 4.269  -0.955 -1.329 N14  1CD 14 
1CD C15  C15  C 0 1 Y N N -10.696 11.676 12.838 6.001  0.609  -0.589 C15  1CD 15 
1CD C16  C16  C 0 1 Y N N -10.659 7.726  9.251  1.052  0.271  0.006  C16  1CD 16 
1CD C17  C17  C 0 1 Y N N -11.592 12.095 11.642 5.607  -0.628 -1.376 C17  1CD 17 
1CD C18  C18  C 0 1 Y N N -10.115 12.516 13.930 7.409  1.082  -0.583 C18  1CD 18 
1CD O19  O19  O 0 1 N N N -12.129 13.197 11.708 6.451  -1.242 -2.012 O19  1CD 19 
1CD C20  C20  C 0 1 Y N N -9.181  11.871 14.983 7.671  2.441  -0.669 C20  1CD 20 
1CD C21  C21  C 0 1 Y N N -10.230 13.971 13.841 8.493  0.210  -0.426 C21  1CD 21 
1CD C22  C22  C 0 1 Y N N -8.365  12.748 15.874 8.975  2.915  -0.558 C22  1CD 22 
1CD N23  N23  N 0 1 Y N N -8.796  10.611 15.344 6.771  3.492  -0.761 N23  1CD 23 
1CD C24  C24  C 0 1 Y N N -9.421  14.774 14.744 9.809  0.713  -0.350 C24  1CD 24 
1CD C25  C25  C 0 1 Y N N -7.556  11.801 16.656 8.869  4.380  -0.612 C25  1CD 25 
1CD C26  C26  C 0 1 Y N N -8.501  14.204 15.738 10.065 2.086  -0.410 C26  1CD 26 
1CD N27  N27  N 0 1 Y N N -7.833  10.498 16.314 7.514  4.658  -0.749 N27  1CD 27 
1CD C28  C28  C 0 1 N N N -7.210  9.291  16.876 6.855  5.950  -0.639 C28  1CD 28 
1CD O29  O29  O 0 1 N N N -6.731  12.139 17.508 9.813  5.141  -0.516 O29  1CD 29 
1CD C30  C30  C 0 1 N N N -6.278  8.611  15.874 5.321  5.945  -0.752 C30  1CD 30 
1CD H11A 1H1  H 0 0 N N N -7.751  9.846  12.331 5.430  4.065  2.816  H11A 1CD 31 
1CD H12  2H1  H 0 1 N N N -6.070  10.436 12.103 6.607  5.069  1.946  H12  1CD 32 
1CD H13A 3H1  H 0 0 N N N -6.910  10.702 13.667 5.773  5.715  3.373  H13A 1CD 33 
1CD H31  1H3  H 0 1 N N N -8.502  6.867  15.076 3.370  3.944  -1.018 H31  1CD 34 
1CD H32  2H3  H 0 1 N N N -7.003  6.126  14.537 2.728  5.543  -0.548 H32  1CD 35 
1CD H4   H4   H 0 1 N N N -8.620  6.196  12.423 1.614  4.053  1.036  H4   1CD 36 
1CD H51  1H5  H 0 1 N N N -6.790  7.824  11.454 2.467  5.971  2.107  H51  1CD 37 
1CD H52  2H5  H 0 1 N N N -6.053  6.651  12.633 3.216  4.704  3.109  H52  1CD 38 
1CD H6   H6   H 0 1 N N N -5.153  8.826  13.383 4.552  6.715  1.613  H6   1CD 39 
1CD H11  H11  H 0 1 N N N -9.349  6.391  10.439 0.737  2.000  1.234  H11  1CD 40 
1CD H13  H13  H 0 1 N N N -11.940 9.310  8.407  1.637  -1.407 -1.202 H13  1CD 41 
1CD H14  H14  H 0 1 N N N -12.362 11.559 9.795  3.944  -1.773 -1.836 H14  1CD 42 
1CD H16  H16  H 0 1 N N N -10.750 7.064  8.402  0.000  0.000  -0.000 H16  1CD 43 
1CD H21  H21  H 0 1 N N N -10.895 14.435 13.127 8.343  -0.861 -0.326 H21  1CD 44 
1CD H23  H23  H 0 1 N N N -9.611  10.145 15.688 5.904  3.426  -1.274 H23  1CD 45 
1CD H24  H24  H 0 1 N N N -9.501  15.849 14.681 10.636 0.019  -0.221 H24  1CD 46 
1CD H26  H26  H 0 1 N N N -7.922  14.859 16.372 11.074 2.471  -0.329 H26  1CD 47 
1CD H281 1H28 H 0 0 N N N -8.010  8.582  17.135 7.280  6.588  -1.422 H281 1CD 48 
1CD H282 2H28 H 0 0 N N N -6.625  9.577  17.763 7.170  6.392  0.314  H282 1CD 49 
1CD H301 1H30 H 0 0 N N N -5.471  9.322  15.646 4.942  6.973  -0.688 H301 1CD 50 
1CD H302 2H30 H 0 0 N N N -5.908  7.680  16.328 5.080  5.593  -1.764 H302 1CD 51 
# 
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 
1CD C1  C6   SING N N 1  
1CD C1  H11A SING N N 2  
1CD C1  H12  SING N N 3  
1CD C1  H13A SING N N 4  
1CD N2  C3   SING N N 5  
1CD N2  C6   SING N N 6  
1CD N2  C30  SING N N 7  
1CD C3  C4   SING N N 8  
1CD C3  H31  SING N N 9  
1CD C3  H32  SING N N 10 
1CD C4  C5   SING N N 11 
1CD C4  O12  SING N N 12 
1CD C4  H4   SING N N 13 
1CD C5  C6   SING N N 14 
1CD C5  H51  SING N N 15 
1CD C5  H52  SING N N 16 
1CD C6  H6   SING N N 17 
1CD C7  C8   SING Y N 18 
1CD C7  C9   DOUB Y N 19 
1CD C7  N10  SING Y N 20 
1CD C8  C11  DOUB Y N 21 
1CD C8  O12  SING N N 22 
1CD C9  C13  SING Y N 23 
1CD C9  N14  SING Y N 24 
1CD N10 C15  DOUB Y N 25 
1CD C11 C16  SING Y N 26 
1CD C11 H11  SING N N 27 
1CD C13 C16  DOUB Y N 28 
1CD C13 H13  SING N N 29 
1CD N14 C17  SING Y N 30 
1CD N14 H14  SING N N 31 
1CD C15 C17  SING Y N 32 
1CD C15 C18  SING N N 33 
1CD C16 H16  SING N N 34 
1CD C17 O19  DOUB N N 35 
1CD C18 C20  DOUB Y N 36 
1CD C18 C21  SING Y N 37 
1CD C20 C22  SING Y N 38 
1CD C20 N23  SING Y N 39 
1CD C21 C24  DOUB Y N 40 
1CD C21 H21  SING N N 41 
1CD C22 C25  SING Y N 42 
1CD C22 C26  DOUB Y N 43 
1CD N23 N27  SING Y N 44 
1CD N23 H23  SING N N 45 
1CD C24 C26  SING Y N 46 
1CD C24 H24  SING N N 47 
1CD C25 N27  SING Y N 48 
1CD C25 O29  DOUB N N 49 
1CD C26 H26  SING N N 50 
1CD N27 C28  SING N N 51 
1CD C28 C30  SING N N 52 
1CD C28 H281 SING N N 53 
1CD C28 H282 SING N N 54 
1CD C30 H301 SING N N 55 
1CD C30 H302 SING N N 56 
# 
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 
1CD SMILES           ACDLabs              10.04 O=C5Nc3cccc4OC6CN(CCN2Nc1c(cccc1C2=O)C5=Nc34)C(C)C6                                                                                                                              
1CD InChI            InChI                1.02b InChI=1/C22H21N5O3/c1-12-10-13-11-26(12)8-9-27-22(29)15-5-2-4-14(18(15)25-27)19-21(28)23-16-6-3-7-17(30-13)20(16)24-19/h2-7,12-13,25H,8-11H2,1H3,(H,23,28)/t12-,13+/m1/s1/f/h23H 
1CD InChIKey         InChI                1.02b KBLPHMRCKHFBJB-HAVAMPTNDZ                                                                                                                                                        
1CD SMILES_CANONICAL CACTVS               3.341 C[C@@H]1C[C@H]2CN1CCN3Nc4c(cccc4C5=Nc6c(NC5=O)cccc6O2)C3=O                                                                                                                       
1CD SMILES           CACTVS               3.341 C[CH]1C[CH]2CN1CCN3Nc4c(cccc4C5=Nc6c(NC5=O)cccc6O2)C3=O                                                                                                                          
1CD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@H]1C[C@H]2C[N@]1CCN3C(=O)c4cccc(c4N3)C5=Nc6c(cccc6O2)NC5=O                                                                                                                  
1CD SMILES           "OpenEye OEToolkits" 1.5.0 CC1CC2CN1CCN3C(=O)c4cccc(c4N3)C5=Nc6c(cccc6O2)NC5=O                                                                                                                              
# 
_pdbx_chem_comp_identifier.comp_id           1CD 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           ACDLabs 
_pdbx_chem_comp_identifier.program_version   10.04 
_pdbx_chem_comp_identifier.identifier        "(13R,15S)-13-methyl-16-oxa-8,9,12,22,24-pentaazahexacyclo[15.6.2.1~6,9~.1~12,15~.0~2,7~.0~21,25~]heptacosa-1(24),2,4,6,17(25),18,20-heptaene-23,27-dione (non-preferred name)" 
# 
