data_CZA
# 
_chem_comp.id                                    CZA 
_chem_comp.name                                  "(6AR,11AS,11BR)-10-ACETYL-9-HYDROXY-7,7-DIMETHYL-2,6,6A,7,11A,11B-HEXAHYDRO-11H-PYRROLO[1',2':2,3]ISOINDOLO[4,5,6-CD]INDOL-11-ONE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H20 N2 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-12-20 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        336.384 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CZA 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2O9J 
_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 
CZA O2   O2   O 0 1 N N N 34.308 10.523 13.553 -1.917 -7.123  2.160  O2   CZA 1  
CZA C6   C6   C 0 1 N N N 34.159 11.013 12.368 -0.984 -6.942  1.395  C6   CZA 2  
CZA C3   C3   C 0 1 N N N 35.319 11.073 11.434 -0.083 -8.018  0.909  C3   CZA 3  
CZA C2   C2   C 0 1 N N N 36.709 10.575 11.598 -0.085 -9.421  1.279  C2   CZA 4  
CZA O1   O1   O 0 1 N N N 37.329 10.838 12.620 0.248  -10.300 0.470  O1   CZA 5  
CZA C1   C1   C 0 1 N N N 37.265 9.764  10.459 -0.495 -9.796  2.688  C1   CZA 6  
CZA C5   C5   C 0 1 N N S 32.876 11.632 11.939 -0.559 -5.605  0.822  C5   CZA 7  
CZA C7   C7   C 0 1 N N S 31.682 10.867 11.381 -1.572 -4.858  -0.028 C7   CZA 8  
CZA C15  C15  C 0 1 Y N N 30.642 10.674 12.415 -2.430 -3.904  0.726  C15  CZA 9  
CZA C16  C16  C 0 1 Y N N 30.667 9.798  13.481 -3.604 -4.041  1.431  C16  CZA 10 
CZA N2   N2   N 0 1 Y N N 29.476 10.031 14.110 -3.968 -2.791  1.892  N2   CZA 11 
CZA C17  C17  C 0 1 Y N N 28.767 10.996 13.465 -3.047 -1.848  1.492  C17  CZA 12 
CZA C14  C14  C 0 1 Y N N 29.508 11.414 12.376 -2.090 -2.539  0.774  C14  CZA 13 
CZA C18  C18  C 0 1 Y N N 27.528 11.601 13.673 -2.951 -0.469  1.686  C18  CZA 14 
CZA C19  C19  C 0 1 Y N N 27.078 12.593 12.791 -1.832 0.171   1.123  C19  CZA 15 
CZA C20  C20  C 0 1 Y N N 27.854 12.991 11.699 -0.857 -0.534  0.402  C20  CZA 16 
CZA C13  C13  C 0 1 Y N N 29.088 12.380 11.501 -0.980 -1.912  0.203  C13  CZA 17 
CZA C12  C12  C 0 1 N N N 30.014 12.722 10.361 0.030  -2.789  -0.486 C12  CZA 18 
CZA C8   C8   C 0 1 N N R 31.212 11.762 10.193 -0.608 -4.119  -1.041 C8   CZA 19 
CZA C9   C9   C 0 1 N N N 32.414 12.606 9.753  0.438  -5.243  -1.383 C9   CZA 20 
CZA C10  C10  C 0 1 N N N 32.725 12.375 8.278  -0.088 -6.062  -2.579 C10  CZA 21 
CZA C11  C11  C 0 1 N N N 32.176 14.082 10.039 1.841  -4.721  -1.704 C11  CZA 22 
CZA N1   N1   N 0 1 N N N 33.440 12.024 10.632 0.450  -6.056  -0.149 N1   CZA 23 
CZA C4   C4   C 0 1 N N N 34.692 11.738 10.264 0.709  -7.413  0.010  C4   CZA 24 
CZA O3   O3   O 0 1 N N N 35.348 12.064 8.978  1.668  -8.072  -0.713 O3   CZA 25 
CZA HO3  HO3  H 0 1 N N N 34.691 12.134 8.296  2.460  -7.526  -0.797 HO3  CZA 26 
CZA H11  1H1  H 0 1 N N N 37.401 10.411 9.580  -0.832 -8.914  3.239  H11  CZA 27 
CZA H12  2H1  H 0 1 N N N 38.235 9.337  10.753 0.359  -10.232 3.214  H12  CZA 28 
CZA H13  3H1  H 0 1 N N N 36.566 8.952  10.212 -1.319 -10.514 2.651  H13  CZA 29 
CZA H5   H5   H 0 1 N N N 32.471 12.206 12.786 -0.089 -5.000  1.607  H5   CZA 30 
CZA H7   H7   H 0 1 N N N 31.921 9.845  11.053 -2.211 -5.559  -0.582 H7   CZA 31 
CZA H161 1H16 H 0 0 N N N 30.749 8.754  13.144 -4.222 -4.901  1.644  H161 CZA 32 
CZA HN2  HN2  H 0 1 N N N 29.656 10.331 15.047 -4.796 -2.598  2.439  HN2  CZA 33 
CZA H18  H18  H 0 1 N N N 26.916 11.306 14.512 -3.695 0.085   2.247  H18  CZA 34 
CZA H19  H19  H 0 1 N N N 26.117 13.057 12.958 -1.716 1.244   1.260  H19  CZA 35 
CZA H20  H20  H 0 1 N N N 27.503 13.757 11.023 -0.000 0.000   0.000  H20  CZA 36 
CZA H121 1H12 H 0 0 N N N 30.415 13.730 10.545 0.485  -2.242  -1.320 H121 CZA 37 
CZA H122 2H12 H 0 0 N N N 29.419 12.645 9.439  0.824  -3.019  0.235  H122 CZA 38 
CZA H8   H8   H 0 1 N N N 30.830 11.023 9.473  -1.186 -3.843  -1.935 H8   CZA 39 
CZA H101 1H10 H 0 0 N N N 31.785 12.319 7.709  -0.949 -6.667  -2.281 H101 CZA 40 
CZA H102 2H10 H 0 0 N N N 33.335 13.207 7.897  -0.398 -5.398  -3.392 H102 CZA 41 
CZA H103 3H10 H 0 0 N N N 33.279 11.432 8.164  0.690  -6.731  -2.958 H103 CZA 42 
CZA H111 1H11 H 0 0 N N N 32.119 14.241 11.126 1.973  -4.615  -2.785 H111 CZA 43 
CZA H112 2H11 H 0 0 N N N 33.006 14.674 9.625  2.002  -3.743  -1.240 H112 CZA 44 
CZA H113 3H11 H 0 0 N N N 31.231 14.398 9.572  2.603  -5.410  -1.330 H113 CZA 45 
# 
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 
CZA O2  C6   DOUB N N 1  
CZA C6  C3   SING N N 2  
CZA C6  C5   SING N N 3  
CZA C3  C4   DOUB N N 4  
CZA C3  C2   SING N N 5  
CZA C2  C1   SING N N 6  
CZA C2  O1   DOUB N N 7  
CZA C1  H11  SING N N 8  
CZA C1  H12  SING N N 9  
CZA C1  H13  SING N N 10 
CZA C5  N1   SING N N 11 
CZA C5  C7   SING N N 12 
CZA C5  H5   SING N N 13 
CZA C7  C8   SING N N 14 
CZA C7  C15  SING N N 15 
CZA C7  H7   SING N N 16 
CZA C15 C14  SING Y N 17 
CZA C15 C16  DOUB Y N 18 
CZA C16 N2   SING Y N 19 
CZA C16 H161 SING N N 20 
CZA N2  C17  SING Y N 21 
CZA N2  HN2  SING N N 22 
CZA C17 C14  SING Y N 23 
CZA C17 C18  DOUB Y N 24 
CZA C14 C13  DOUB Y N 25 
CZA C18 C19  SING Y N 26 
CZA C18 H18  SING N N 27 
CZA C19 C20  DOUB Y N 28 
CZA C19 H19  SING N N 29 
CZA C20 C13  SING Y N 30 
CZA C20 H20  SING N N 31 
CZA C13 C12  SING N N 32 
CZA C12 C8   SING N N 33 
CZA C12 H121 SING N N 34 
CZA C12 H122 SING N N 35 
CZA C8  C9   SING N N 36 
CZA C8  H8   SING N N 37 
CZA C9  C10  SING N N 38 
CZA C9  C11  SING N N 39 
CZA C9  N1   SING N N 40 
CZA C10 H101 SING N N 41 
CZA C10 H102 SING N N 42 
CZA C10 H103 SING N N 43 
CZA C11 H111 SING N N 44 
CZA C11 H112 SING N N 45 
CZA C11 H113 SING N N 46 
CZA N1  C4   SING N N 47 
CZA C4  O3   SING N N 48 
CZA O3  HO3  SING N N 49 
# 
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 
CZA SMILES           ACDLabs              10.04 O=C4C(C(=O)C)=C(O)N5C(C3Cc2c1c(cnc1ccc2)C3C45)(C)C                                                                                                       
CZA InChI            InChI                1.02b InChI=1/C20H20N2O3/c1-9(23)14-18(24)17-16-11-8-21-13-6-4-5-10(15(11)13)7-12(16)20(2,3)22(17)19(14)25/h4-6,8,12,16-17,21,25H,7H2,1-3H3/t12-,16+,17+/m1/s1 
CZA InChIKey         InChI                1.02b RLOAZVAJNNPPDI-DQYPLSBCBE                                                                                                                                
CZA SMILES_CANONICAL CACTVS               3.341 CC(=O)C1=C(O)N2[C@@H]([C@@H]3[C@@H](Cc4cccc5[nH]cc3c45)C2(C)C)C1=O                                                                                       
CZA SMILES           CACTVS               3.341 CC(=O)C1=C(O)N2[CH]([CH]3[CH](Cc4cccc5[nH]cc3c45)C2(C)C)C1=O                                                                                             
CZA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=O)C1=C(N2[C@H](C1=O)[C@H]3c4c[nH]c5c4c(ccc5)C[C@H]3C2(C)C)O                                                                                          
CZA SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)C1=C(N2C(C1=O)C3c4c[nH]c5c4c(ccc5)CC3C2(C)C)O                                                                                                      
# 
_pdbx_chem_comp_identifier.comp_id           CZA 
_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        "(6aR,11aS,11bR)-10-acetyl-9-hydroxy-7,7-dimethyl-2,6,6a,7,11a,11b-hexahydro-11H-pyrrolo[1',2':2,3]isoindolo[4,5,6-cd]indol-11-one" 
# 
