data_CZH
# 
_chem_comp.id                                    CZH 
_chem_comp.name                                  C2-HYDROPEROXY-COELENTERAZINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H21 N3 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         8-BENZYL-2-HYDROPEROXY-2-(4-HYDROXY-BENZYL)-6-(4-HYDROXY-PHENYL)-2H-IMIDAZO[1,2-A]PYRAZIN-3-ONE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-03-07 
_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                        455.462 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CZH 
_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        1EJ3 
_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 
CZH N1   N1   N 0 1 N N N 48.985 -4.949  32.757 0.131  -0.309 1.801  N1   CZH 1  
CZH C2   C2   C 0 1 N N S 48.410 -3.704  32.345 1.485  -0.285 2.372  C2   CZH 2  
CZH C3   C3   C 0 1 N N N 47.410 -4.138  31.211 2.391  -0.139 1.167  C3   CZH 3  
CZH N4   N4   N 0 1 N N N 47.492 -5.443  31.088 1.560  -0.097 0.099  N4   CZH 4  
CZH C5   C5   C 0 1 N N N 46.729 -6.310  30.143 1.838  0.024  -1.240 C5   CZH 5  
CZH C6   C6   C 0 1 N N N 46.976 -7.656  30.188 0.834  0.046  -2.153 C6   CZH 6  
CZH N7   N7   N 0 1 N N N 47.981 -8.177  31.168 -0.454 -0.049 -1.790 N7   CZH 7  
CZH C8   C8   C 0 1 N N N 48.663 -7.375  32.021 -0.799 -0.168 -0.538 C8   CZH 8  
CZH C9   C9   C 0 1 N N N 48.409 -5.884  31.994 0.244  -0.198 0.500  C9   CZH 9  
CZH C10  C10  C 0 1 N N N 47.649 -3.027  33.530 1.648  0.909  3.314  C10  CZH 10 
CZH C11  C11  C 0 1 Y N N 47.088 -1.658  33.204 0.703  0.763  4.479  C11  CZH 11 
CZH C12  C12  C 0 1 Y N N 47.957 -0.517  32.998 1.113  0.100  5.621  C12  CZH 12 
CZH C13  C13  C 0 1 Y N N 47.412 0.761   32.686 0.248  -0.035 6.690  C13  CZH 13 
CZH C14  C14  C 0 1 Y N N 46.001 0.924   32.575 -1.031 0.494  6.616  C14  CZH 14 
CZH C15  C15  C 0 1 Y N N 45.117 -0.201  32.776 -1.439 1.159  5.469  C15  CZH 15 
CZH C16  C16  C 0 1 Y N N 45.665 -1.484  33.090 -0.569 1.296  4.405  C16  CZH 16 
CZH O17  O17  O 0 1 N N N 45.520 2.167   32.274 -1.883 0.363  7.667  O17  CZH 17 
CZH O18  O18  O 0 1 N N N 46.693 -3.373  30.566 3.601  -0.074 1.159  O18  CZH 18 
CZH C19  C19  C 0 1 Y N N 46.316 -8.630  29.319 1.170  0.180  -3.592 C19  CZH 19 
CZH C20  C20  C 0 1 Y N N 46.198 -9.973  29.782 0.466  -0.554 -4.545 C20  CZH 20 
CZH C21  C21  C 0 1 Y N N 45.571 -10.950 28.969 0.780  -0.427 -5.881 C21  CZH 21 
CZH C22  C22  C 0 1 Y N N 45.058 -10.598 27.692 1.797  0.430  -6.278 C22  CZH 22 
CZH C23  C23  C 0 1 Y N N 45.169 -9.263  27.213 2.501  1.162  -5.332 C23  CZH 23 
CZH C24  C24  C 0 1 Y N N 45.792 -8.282  28.014 2.187  1.044  -3.994 C24  CZH 24 
CZH O25  O25  O 0 1 N N N 44.465 -11.561 26.950 2.105  0.552  -7.596 O25  CZH 25 
CZH C26  C26  C 0 1 N N N 49.653 -8.044  32.965 -2.253 -0.275 -0.157 C26  CZH 26 
CZH C27  C27  C 0 1 Y N N 48.984 -8.606  34.184 -3.103 -0.219 -1.400 C27  CZH 27 
CZH C28  C28  C 0 1 Y N N 49.248 -8.033  35.468 -3.431 -1.384 -2.066 C28  CZH 28 
CZH C29  C29  C 0 1 Y N N 48.617 -8.569  36.640 -4.211 -1.333 -3.206 C29  CZH 29 
CZH C30  C30  C 0 1 Y N N 47.721 -9.677  36.533 -4.663 -0.116 -3.680 C30  CZH 30 
CZH C31  C31  C 0 1 Y N N 47.453 -10.252 35.251 -4.336 1.049  -3.013 C31  CZH 31 
CZH C32  C32  C 0 1 Y N N 48.078 -9.724  34.083 -3.560 0.997  -1.870 C32  CZH 32 
CZH O33  O33  O 0 1 N N N 49.557 -2.888  31.948 1.760  -1.506 3.061  O33  CZH 33 
CZH O34  O34  O 0 1 N N N 49.513 -2.380  30.619 1.581  -2.592 2.088  O34  CZH 34 
CZH H5   H5   H 0 1 N N N 45.982 -5.956  29.411 2.863  0.105  -1.569 H5   CZH 35 
CZH H101 1H10 H 0 0 N N N 46.844 -3.698  33.911 2.674  0.944  3.681  H101 CZH 36 
CZH H102 2H10 H 0 0 N N N 48.299 -2.977  34.434 1.423  1.829  2.776  H102 CZH 37 
CZH H12  H12  H 0 1 N N N 49.051 -0.623  33.080 2.109  -0.311 5.678  H12  CZH 38 
CZH H13  H13  H 0 1 N N N 48.081 1.623   32.530 0.568  -0.553 7.582  H13  CZH 39 
CZH H15  H15  H 0 1 N N N 44.024 -0.080  32.689 -2.436 1.572  5.410  H15  CZH 40 
CZH H16  H16  H 0 1 N N N 44.988 -2.341  33.244 -0.886 1.814  3.512  H16  CZH 41 
CZH H17  H17  H 0 1 N N N 44.579 2.275   32.200 -1.749 1.134  8.235  H17  CZH 42 
CZH H20  H20  H 0 1 N N N 46.592 -10.257 30.772 -0.324 -1.222 -4.236 H20  CZH 43 
CZH H21  H21  H 0 1 N N N 45.482 -11.988 29.331 0.235  -0.996 -6.620 H21  CZH 44 
CZH H23  H23  H 0 1 N N N 44.772 -8.988  26.221 3.291  1.828  -5.644 H23  CZH 45 
CZH H24  H24  H 0 1 N N N 45.868 -7.253  27.623 2.734  1.614  -3.258 H24  CZH 46 
CZH H25  H25  H 0 1 N N N 44.121 -11.325 26.096 1.556  1.268  -7.946 H25  CZH 47 
CZH H261 1H26 H 0 0 N N N 50.249 -8.824  32.436 -2.425 -1.219 0.358  H261 CZH 48 
CZH H262 2H26 H 0 0 N N N 50.478 -7.347  33.243 -2.517 0.551  0.501  H262 CZH 49 
CZH H28  H28  H 0 1 N N N 49.938 -7.177  35.554 -3.078 -2.336 -1.696 H28  CZH 50 
CZH H29  H29  H 0 1 N N N 48.822 -8.126  37.629 -4.467 -2.244 -3.727 H29  CZH 51 
CZH H30  H30  H 0 1 N N N 47.238 -10.086 37.436 -5.272 -0.075 -4.571 H30  CZH 52 
CZH H31  H31  H 0 1 N N N 46.761 -11.106 35.162 -4.689 2.001  -3.383 H31  CZH 53 
CZH H32  H32  H 0 1 N N N 47.860 -10.179 33.102 -3.304 1.908  -1.349 H32  CZH 54 
CZH H34  H34  H 0 1 N N N 50.258 -1.850  30.361 1.767  -3.419 2.554  H34  CZH 55 
# 
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 
CZH N1  C2   SING N N 1  
CZH N1  C9   DOUB N N 2  
CZH C2  C3   SING N N 3  
CZH C2  C10  SING N N 4  
CZH C2  O33  SING N N 5  
CZH C3  N4   SING N N 6  
CZH C3  O18  DOUB N N 7  
CZH N4  C5   SING N N 8  
CZH N4  C9   SING N N 9  
CZH C5  C6   DOUB N N 10 
CZH C5  H5   SING N N 11 
CZH C6  N7   SING N N 12 
CZH C6  C19  SING N N 13 
CZH N7  C8   DOUB N N 14 
CZH C8  C9   SING N N 15 
CZH C8  C26  SING N N 16 
CZH C10 C11  SING N N 17 
CZH C10 H101 SING N N 18 
CZH C10 H102 SING N N 19 
CZH C11 C12  DOUB Y N 20 
CZH C11 C16  SING Y N 21 
CZH C12 C13  SING Y N 22 
CZH C12 H12  SING N N 23 
CZH C13 C14  DOUB Y N 24 
CZH C13 H13  SING N N 25 
CZH C14 C15  SING Y N 26 
CZH C14 O17  SING N N 27 
CZH C15 C16  DOUB Y N 28 
CZH C15 H15  SING N N 29 
CZH C16 H16  SING N N 30 
CZH O17 H17  SING N N 31 
CZH C19 C20  DOUB Y N 32 
CZH C19 C24  SING Y N 33 
CZH C20 C21  SING Y N 34 
CZH C20 H20  SING N N 35 
CZH C21 C22  DOUB Y N 36 
CZH C21 H21  SING N N 37 
CZH C22 C23  SING Y N 38 
CZH C22 O25  SING N N 39 
CZH C23 C24  DOUB Y N 40 
CZH C23 H23  SING N N 41 
CZH C24 H24  SING N N 42 
CZH O25 H25  SING N N 43 
CZH C26 C27  SING N N 44 
CZH C26 H261 SING N N 45 
CZH C26 H262 SING N N 46 
CZH C27 C28  DOUB Y N 47 
CZH C27 C32  SING Y N 48 
CZH C28 C29  SING Y N 49 
CZH C28 H28  SING N N 50 
CZH C29 C30  DOUB Y N 51 
CZH C29 H29  SING N N 52 
CZH C30 C31  SING Y N 53 
CZH C30 H30  SING N N 54 
CZH C31 C32  DOUB Y N 55 
CZH C31 H31  SING N N 56 
CZH C32 H32  SING N N 57 
CZH O33 O34  SING N N 58 
CZH O34 H34  SING N N 59 
# 
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 
CZH SMILES           ACDLabs              10.04 O=C1N3C=C(N=C(C3=NC1(OO)Cc2ccc(O)cc2)Cc4ccccc4)c5ccc(O)cc5                                                                                                            
CZH InChI            InChI                1.02b InChI=1/C26H21N3O5/c30-20-10-6-18(7-11-20)15-26(34-33)25(32)29-16-23(19-8-12-21(31)13-9-19)27-22(24(29)28-26)14-17-4-2-1-3-5-17/h1-13,16,30-31,33H,14-15H2/t26-/m0/s1 
CZH InChIKey         InChI                1.02b HOSWCJDTHOAORT-SANMLTNEBP                                                                                                                                             
CZH SMILES_CANONICAL CACTVS               3.341 OO[C@]1(Cc2ccc(O)cc2)N=C3N(C=C(N=C3Cc4ccccc4)c5ccc(O)cc5)C1=O                                                                                                         
CZH SMILES           CACTVS               3.341 OO[C]1(Cc2ccc(O)cc2)N=C3N(C=C(N=C3Cc4ccccc4)c5ccc(O)cc5)C1=O                                                                                                          
CZH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CC2=NC(=CN3C2=N[C@@](C3=O)(Cc4ccc(cc4)O)OO)c5ccc(cc5)O                                                                                                      
CZH SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CC2=NC(=CN3C2=NC(C3=O)(Cc4ccc(cc4)O)OO)c5ccc(cc5)O                                                                                                          
# 
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 
CZH "SYSTEMATIC NAME" ACDLabs              10.04 (2S)-8-benzyl-2-hydroperoxy-2-(4-hydroxybenzyl)-6-(4-hydroxyphenyl)imidazo[1,2-a]pyrazin-3(2H)-one             
CZH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-2-hydroperoxy-6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]-8-(phenylmethyl)imidazo[3,2-a]pyrazin-3-one 
# 
