data_UCM
# 
_chem_comp.id                                    UCM 
_chem_comp.name                                  "REL-(9R,12S)-9,10,11,12-TETRAHYDRO-9,12-EPOXY-1H-DIINDOLO[1,2,3-FG:3',2',1'-KL]PYRROLO[3,4-I][1,6]BENZODIAZOCINE-1,3(2H)-DIONE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H15 N3 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         SB218078 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-02-13 
_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                        393.394 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     UCM 
_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        1NVS 
_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 
UCM N18  N18  N 0 1 N N N 6.337  10.263 19.453 -0.054 4.129  0.007  N18  UCM 1  
UCM C29  C29  C 0 1 N N N 4.927  9.693  19.487 -1.153 3.354  0.008  C29  UCM 2  
UCM O30  O30  O 0 1 N N N 3.987  10.213 20.068 -2.301 3.752  -0.009 O30  UCM 3  
UCM C10  C10  C 0 1 Y N N 4.880  8.445  18.722 -0.733 1.941  0.038  C10  UCM 4  
UCM C09  C09  C 0 1 Y N N 3.783  7.553  18.464 -1.425 0.723  0.053  C09  UCM 5  
UCM C15  C15  C 0 1 Y N N 2.387  7.476  18.799 -2.827 0.323  -0.029 C15  UCM 6  
UCM C16  C16  C 0 1 Y N N 1.874  6.292  18.193 -2.854 -1.092 0.026  C16  UCM 7  
UCM C34  C34  C 0 1 Y N N 0.490  5.922  18.335 -4.064 -1.780 -0.049 C34  UCM 8  
UCM C33  C33  C 0 1 Y N N -0.405 6.739  19.091 -5.217 -1.022 -0.167 C33  UCM 9  
UCM C32  C32  C 0 1 Y N N 0.085  7.928  19.709 -5.189 0.361  -0.211 C32  UCM 10 
UCM C31  C31  C 0 1 Y N N 1.460  8.287  19.560 -4.002 1.069  -0.143 C31  UCM 11 
UCM N17  N17  N 0 1 Y N N 2.928  5.675  17.519 -1.570 -1.552 0.182  N17  UCM 12 
UCM C08  C08  C 0 1 Y N N 4.093  6.417  17.669 -0.700 -0.475 0.143  C08  UCM 13 
UCM C07  C07  C 0 1 Y N N 5.364  6.165  17.160 0.726  -0.454 0.145  C07  UCM 14 
UCM N06  N06  N 0 1 Y N N 5.800  5.103  16.376 1.608  -1.521 0.191  N06  UCM 15 
UCM C14  C14  C 0 1 Y N N 7.148  5.239  16.086 2.887  -1.047 0.039  C14  UCM 16 
UCM C13  C13  C 0 1 Y N N 7.602  6.439  16.708 2.844  0.368  -0.027 C13  UCM 17 
UCM C22  C22  C 0 1 Y N N 8.995  6.787  16.534 4.008  1.127  -0.157 C22  UCM 18 
UCM C21  C21  C 0 1 Y N N 9.890  5.978  15.776 5.203  0.431  -0.230 C21  UCM 19 
UCM C20  C20  C 0 1 Y N N 9.412  4.783  15.167 5.247  -0.951 -0.176 C20  UCM 20 
UCM C19  C19  C 0 1 Y N N 8.042  4.413  15.319 4.104  -1.721 -0.040 C19  UCM 21 
UCM C12  C12  C 0 1 Y N N 6.474  7.015  17.386 1.395  0.755  0.058  C12  UCM 22 
UCM C11  C11  C 0 1 Y N N 6.208  8.180  18.189 0.675  1.958  0.044  C11  UCM 23 
UCM C27  C27  C 0 1 N N N 7.098  9.256  18.615 1.063  3.380  0.028  C27  UCM 24 
UCM O28  O28  O 0 1 N N N 8.280  9.347  18.344 2.201  3.804  0.034  O28  UCM 25 
UCM C05  C05  C 0 1 N N S 4.959  3.974  15.906 1.199  -2.911 0.416  C05  UCM 26 
UCM O01  O01  O 0 1 N N N 3.999  3.600  16.907 0.014  -2.970 1.243  O01  UCM 27 
UCM C02  C02  C 0 1 N N R 2.814  4.402  16.753 -1.147 -2.938 0.411  C02  UCM 28 
UCM C03  C03  C 0 1 N N N 2.722  4.673  15.246 -0.736 -3.567 -0.935 C03  UCM 29 
UCM C04  C04  C 0 1 N N N 4.119  4.391  14.692 0.807  -3.547 -0.933 C04  UCM 30 
UCM H18  H18  H 0 1 N N N 6.688  11.116 19.888 -0.065 5.099  -0.007 H18  UCM 31 
UCM H34  H34  H 0 1 N N N 0.111  5.002  17.859 -4.101 -2.859 -0.016 H34  UCM 32 
UCM H33  H33  H 0 1 N N N -1.465 6.454  19.196 -6.169 -1.527 -0.227 H33  UCM 33 
UCM H32  H32  H 0 1 N N N -0.595 8.565  20.298 -6.119 0.902  -0.299 H32  UCM 34 
UCM H31  H31  H 0 1 N N N 1.814  9.212  20.044 -3.984 2.148  -0.177 H31  UCM 35 
UCM H22  H22  H 0 1 N N N 9.390  7.706  16.997 3.978  2.205  -0.198 H22  UCM 36 
UCM H21  H21  H 0 1 N N N 10.946 6.274  15.661 6.127  0.982  -0.332 H21  UCM 37 
UCM H20  H20  H 0 1 N N N 10.098 4.148  14.581 6.205  -1.445 -0.242 H20  UCM 38 
UCM H19  H19  H 0 1 N N N 7.674  3.488  14.843 4.154  -2.799 0.003  H19  UCM 39 
UCM H05  H05  H 0 1 N N N 5.659  3.140  15.666 2.009  -3.474 0.879  H05  UCM 40 
UCM H02  H02  H 0 1 N N N 1.904  3.889  17.144 -1.956 -3.511 0.866  H02  UCM 41 
UCM H031 1H03 H 0 0 N N N 1.913  4.098  14.736 -1.101 -4.592 -1.002 H031 UCM 42 
UCM H032 2H03 H 0 0 N N N 2.338  5.689  14.996 -1.120 -2.972 -1.764 H032 UCM 43 
UCM H041 1H04 H 0 0 N N N 4.553  5.240  14.114 1.198  -4.562 -1.000 H041 UCM 44 
UCM H042 2H04 H 0 0 N N N 4.131  3.648  13.860 1.179  -2.942 -1.759 H042 UCM 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 
UCM N18 C29  SING N N 1  
UCM N18 C27  SING N N 2  
UCM N18 H18  SING N N 3  
UCM C29 O30  DOUB N N 4  
UCM C29 C10  SING N N 5  
UCM C10 C09  DOUB Y N 6  
UCM C10 C11  SING Y N 7  
UCM C09 C15  SING Y N 8  
UCM C09 C08  SING Y N 9  
UCM C15 C16  DOUB Y N 10 
UCM C15 C31  SING Y N 11 
UCM C16 C34  SING Y N 12 
UCM C16 N17  SING Y N 13 
UCM C34 C33  DOUB Y N 14 
UCM C34 H34  SING N N 15 
UCM C33 C32  SING Y N 16 
UCM C33 H33  SING N N 17 
UCM C32 C31  DOUB Y N 18 
UCM C32 H32  SING N N 19 
UCM C31 H31  SING N N 20 
UCM N17 C08  SING Y N 21 
UCM N17 C02  SING N N 22 
UCM C08 C07  DOUB Y N 23 
UCM C07 N06  SING Y N 24 
UCM C07 C12  SING Y N 25 
UCM N06 C14  SING Y N 26 
UCM N06 C05  SING N N 27 
UCM C14 C13  DOUB Y N 28 
UCM C14 C19  SING Y N 29 
UCM C13 C22  SING Y N 30 
UCM C13 C12  SING Y N 31 
UCM C22 C21  DOUB Y N 32 
UCM C22 H22  SING N N 33 
UCM C21 C20  SING Y N 34 
UCM C21 H21  SING N N 35 
UCM C20 C19  DOUB Y N 36 
UCM C20 H20  SING N N 37 
UCM C19 H19  SING N N 38 
UCM C12 C11  DOUB Y N 39 
UCM C11 C27  SING N N 40 
UCM C27 O28  DOUB N N 41 
UCM C05 O01  SING N N 42 
UCM C05 C04  SING N N 43 
UCM C05 H05  SING N N 44 
UCM O01 C02  SING N N 45 
UCM C02 C03  SING N N 46 
UCM C02 H02  SING N N 47 
UCM C03 C04  SING N N 48 
UCM C03 H031 SING N N 49 
UCM C03 H032 SING N N 50 
UCM C04 H041 SING N N 51 
UCM C04 H042 SING N N 52 
# 
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 
UCM SMILES           ACDLabs              10.04 O=C5c4c2c3n(c1ccccc12)C8OC(n6c3c(c4C(=O)N5)c7ccccc67)CC8                                                                                                                     
UCM InChI            InChI                1.02b InChI=1/C24H15N3O3/c28-23-19-17-11-5-1-3-7-13(11)26-15-9-10-16(30-15)27-14-8-4-2-6-12(14)18(22(27)21(17)26)20(19)24(29)25-23/h1-8,15-16H,9-10H2,(H,25,28,29)/t15-,16+/f/h25H 
UCM InChIKey         InChI                1.02b OTPNDVKVEAIXTI-HONKEPEJDQ                                                                                                                                                    
UCM SMILES_CANONICAL CACTVS               3.341 O=C1NC(=O)c2c1c3c4ccccc4n5[C@H]6CC[C@H](O6)n7c8ccccc8c2c7c35                                                                                                                 
UCM SMILES           CACTVS               3.341 O=C1NC(=O)c2c1c3c4ccccc4n5[CH]6CC[CH](O6)n7c8ccccc8c2c7c35                                                                                                                   
UCM SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)c3c4c(c5c6ccccc6n7c5c3n2[C@H]8CC[C@@H]7O8)C(=O)NC4=O                                                                                                              
UCM SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)c3c4c(c5c6ccccc6n7c5c3n2C8CCC7O8)C(=O)NC4=O                                                                                                                       
# 
_pdbx_chem_comp_identifier.comp_id           UCM 
_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        (5R,8S)-5,6,7,8-tetrahydro-13H-5,8-epoxy-4b,8a,14-triazadibenzo[b,h]cycloocta[1,2,3,4-jkl]cyclopenta[e]-as-indacene-13,15(14H)-dione 
# 
