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 2011-06-04 _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 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" CZA InChI InChI 1.03 "InChI=1S/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 1.03 RLOAZVAJNNPPDI-DQYPLSBCSA-N # 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 CZA "SYSTEMATIC NAME" ACDLabs 10.04 "(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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site CZA "Create component" 2006-12-20 RCSB CZA "Modify descriptor" 2011-06-04 RCSB #