data_A25
# 
_chem_comp.id                                    A25 
_chem_comp.name                                  18-CHLORO-11,12,13,14-TETRAHYDRO-1H,10H-8,4-(AZENO)-9,15,1,3,6-BENZODIOXATRIAZACYCLOHEPTADECIN-2-ONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H17 Cl N4 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         7-CHLORO-11,17-DIOXA-2,4,20,22-TETRAAZA-TRICYCLO[16.3.1.0*5,10*]DOCOSA-1(22),5(10),6,8,18,20-HEXAEN-3-ONE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-02-01 
_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                        348.784 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A25 
_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        ? 
_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 
A25 C1   C1   C  0 1 Y N N -0.722 8.062  -18.409 -1.119 -1.653 -0.806 C1   A25 1  
A25 C2   C2   C  0 1 Y N N -2.089 8.499  -18.299 -1.777 -2.174 -1.927 C2   A25 2  
A25 C3   C3   C  0 1 Y N N -2.522 9.635  -19.055 -1.833 -1.431 -3.126 C3   A25 3  
A25 C4   C4   C  0 1 Y N N -1.584 10.310 -19.900 -1.220 -0.173 -3.170 C4   A25 4  
A25 C5   C5   C  0 1 Y N N -0.253 9.853  -19.982 -0.560 0.335  -2.049 C5   A25 5  
A25 C6   C6   C  0 1 Y N N 0.191  8.738  -19.249 -0.509 -0.402 -0.871 C6   A25 6  
A25 CL7  CL7  CL 0 0 N N N 0.858  10.687 -21.010 0.188  1.885  -2.122 CL7  A25 7  
A25 O8   O8   O  0 1 N N N -3.067 7.888  -17.489 -2.417 -3.387 -1.936 O8   A25 8  
A25 C9   C9   C  0 1 N N N -2.623 7.116  -16.381 -1.976 -4.361 -0.985 C9   A25 9  
A25 N10  N10  N  0 1 N N N -3.857 10.063 -18.946 -2.509 -2.015 -4.232 N10  A25 10 
A25 C11  C11  C  0 1 N N N -4.491 11.021 -19.727 -2.559 -1.556 -5.539 C11  A25 11 
A25 N12  N12  N  0 1 N N N -5.798 11.277 -19.434 -3.318 -2.313 -6.427 N12  A25 12 
A25 O13  O13  O  0 1 N N N -3.938 11.628 -20.638 -1.964 -0.564 -5.968 O13  A25 13 
A25 C14  C14  C  0 1 Y N N -6.640 10.753 -18.477 -4.155 -3.427 -6.186 C14  A25 14 
A25 N15  N15  N  0 1 Y N N -6.313 9.512  -17.996 -4.409 -3.896 -4.947 N15  A25 15 
A25 C16  C16  C  0 1 Y N N -7.122 8.944  -17.044 -5.237 -4.959 -4.852 C16  A25 16 
A25 C17  C17  C  0 1 Y N N -8.279 9.639  -16.568 -5.821 -5.538 -5.957 C17  A25 17 
A25 N18  N18  N  0 1 Y N N -8.609 10.873 -17.040 -5.577 -5.082 -7.198 N18  A25 18 
A25 C19  C19  C  0 1 Y N N -7.798 11.426 -17.988 -4.744 -4.024 -7.290 C19  A25 19 
A25 O20  O20  O  0 1 N N N -6.712 7.672  -16.614 -5.547 -5.382 -3.585 O20  A25 20 
A25 C21  C21  C  0 1 N N N -6.732 7.393  -15.207 -4.960 -6.658 -3.306 C21  A25 21 
A25 C22  C22  C  0 1 N N N -5.423 7.865  -14.549 -4.870 -6.834 -1.788 C22  A25 22 
A25 C23  C23  C  0 1 N N N -3.750 6.204  -15.910 -2.615 -5.695 -1.368 C23  A25 23 
A25 C24  C24  C  0 1 N N N -4.377 6.785  -14.637 -4.121 -5.697 -1.083 C24  A25 24 
A25 H12  H12  H  0 1 N N N -6.221 11.969 -20.018 -3.271 -2.008 -7.396 H12  A25 25 
A25 H19  H19  H  0 1 N N N -8.041 12.403 -18.380 -4.568 -3.671 -8.301 H19  A25 26 
A25 H17  H17  H  0 1 N N N -8.903 9.175  -15.819 -6.508 -6.372 -5.885 H17  A25 27 
A25 H211 1H21 H  0 0 N N N -7.579 7.922  -14.746 -3.966 -6.751 -3.759 H211 A25 28 
A25 H212 2H21 H  0 0 N N N -6.836 6.308  -15.059 -5.602 -7.445 -3.720 H212 A25 29 
A25 H221 1H22 H  0 0 N N N -5.060 8.764  -15.069 -4.408 -7.799 -1.553 H221 A25 30 
A25 H222 2H22 H  0 0 N N N -5.615 8.093  -13.490 -5.890 -6.854 -1.384 H222 A25 31 
A25 H241 1H24 H  0 0 N N N -3.521 7.200  -14.085 -4.268 -5.801 -0.001 H241 A25 32 
A25 H242 2H24 H  0 0 N N N -4.973 5.920  -14.310 -4.570 -4.736 -1.358 H242 A25 33 
A25 H231 1H23 H  0 0 N N N -4.516 6.131  -16.696 -2.143 -6.507 -0.802 H231 A25 34 
A25 H232 2H23 H  0 0 N N N -3.348 5.203  -15.697 -2.426 -5.878 -2.431 H232 A25 35 
A25 H91  1H9  H  0 1 N N N -1.760 6.505  -16.683 -2.283 -4.077 0.028  H91  A25 36 
A25 H92  2H9  H  0 1 N N N -2.329 7.788  -15.561 -0.885 -4.464 -1.031 H92  A25 37 
A25 H1   H1   H  0 1 N N N -0.390 7.205  -17.841 -1.074 -2.194 0.134  H1   A25 38 
A25 H6   H6   H  0 1 N N N 1.215  8.403  -19.327 0.001  0.002  -0.002 H6   A25 39 
A25 H4   H4   H  0 1 N N N -1.896 11.169 -20.475 -1.243 0.458  -4.050 H4   A25 40 
A25 H10  H10  H  0 1 N N N -4.408 9.632  -18.231 -2.952 -2.908 -4.033 H10  A25 41 
# 
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 
A25 C1  C2   SING Y N 1  
A25 C1  C6   DOUB Y N 2  
A25 C1  H1   SING N N 3  
A25 C2  O8   SING N N 4  
A25 C2  C3   DOUB Y N 5  
A25 C3  C4   SING Y N 6  
A25 C3  N10  SING N N 7  
A25 C4  C5   DOUB Y N 8  
A25 C4  H4   SING N N 9  
A25 C5  C6   SING Y N 10 
A25 C5  CL7  SING N N 11 
A25 C6  H6   SING N N 12 
A25 O8  C9   SING N N 13 
A25 C9  C23  SING N N 14 
A25 C9  H91  SING N N 15 
A25 C9  H92  SING N N 16 
A25 N10 C11  SING N N 17 
A25 N10 H10  SING N N 18 
A25 C11 O13  DOUB N N 19 
A25 C11 N12  SING N N 20 
A25 N12 C14  SING N N 21 
A25 N12 H12  SING N N 22 
A25 C14 C19  SING Y N 23 
A25 C14 N15  DOUB Y N 24 
A25 N15 C16  SING Y N 25 
A25 C16 C17  DOUB Y N 26 
A25 C16 O20  SING N N 27 
A25 C17 N18  SING Y N 28 
A25 C17 H17  SING N N 29 
A25 N18 C19  DOUB Y N 30 
A25 C19 H19  SING N N 31 
A25 O20 C21  SING N N 32 
A25 C21 C22  SING N N 33 
A25 C21 H211 SING N N 34 
A25 C21 H212 SING N N 35 
A25 C22 C24  SING N N 36 
A25 C22 H221 SING N N 37 
A25 C22 H222 SING N N 38 
A25 C23 C24  SING N N 39 
A25 C23 H231 SING N N 40 
A25 C23 H232 SING N N 41 
A25 C24 H241 SING N N 42 
A25 C24 H242 SING N N 43 
# 
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 
A25 SMILES           ACDLabs              10.04 Clc3cc2c(OCCCCCOc1nc(cnc1)NC(=O)N2)cc3                                                                                                        
A25 InChI            InChI                1.02b InChI=1/C16H17ClN4O3/c17-11-4-5-13-12(8-11)19-16(22)21-14-9-18-10-15(20-14)24-7-3-1-2-6-23-13/h4-5,8-10H,1-3,6-7H2,(H2,19,20,21,22)/f/h19,21H 
A25 InChIKey         InChI                1.02b JRSWWYITYIOHOP-PXPUHDKACF                                                                                                                     
A25 SMILES_CANONICAL CACTVS               3.341 Clc1ccc2OCCCCCOc3cncc(NC(=O)Nc2c1)n3                                                                                                          
A25 SMILES           CACTVS               3.341 Clc1ccc2OCCCCCOc3cncc(NC(=O)Nc2c1)n3                                                                                                          
A25 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1Cl)NC(=O)Nc3cncc(n3)OCCCCCO2                                                                                                        
A25 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1Cl)NC(=O)Nc3cncc(n3)OCCCCCO2                                                                                                        
# 
_pdbx_chem_comp_identifier.comp_id           A25 
_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        18-chloro-11,12,13,14-tetrahydro-1H,10H-8,4-(azeno)-9,15,1,3,6-benzodioxatriazacycloheptadecin-2(3H)-one 
# 
