data_T12
# 
_chem_comp.id                                    T12 
_chem_comp.name                                  "1-(3-HYDROXYPROPYL)-2-[(3-NITROBENZOYL)AMINO]-1H-BENZIMIDAZOL-5-YL PIVALATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H24 N4 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-11-07 
_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                        440.449 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     T12 
_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        2NRU 
_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 
T12 O56  O56  O -1 1 N N N -2.668 -11.369 35.871 1.689  14.672 3.863  O56  T12 1  
T12 N54  N54  N 1  1 N N N -2.172 -10.747 34.688 1.442  13.510 3.461  N54  T12 2  
T12 O55  O55  O 0  1 N N N -2.229 -11.442 33.459 0.274  13.127 3.209  O55  T12 3  
T12 C13  C13  C 0  1 Y N N -1.637 -9.434  34.708 2.518  12.600 3.283  C13  T12 4  
T12 C12  C12  C 0  1 Y N N -1.810 -8.635  35.822 3.825  13.005 3.556  C12  T12 5  
T12 C11  C11  C 0  1 Y N N -1.302 -7.334  35.875 4.882  12.113 3.382  C11  T12 6  
T12 C10  C10  C 0  1 Y N N -0.603 -6.848  34.736 4.633  10.815 2.935  C10  T12 7  
T12 C14  C14  C 0  1 Y N N -0.926 -8.947  33.590 2.269  11.303 2.836  C14  T12 8  
T12 C15  C15  C 0  1 Y N N -0.421 -7.634  33.613 3.330  10.428 2.668  C15  T12 9  
T12 C51  C51  C 0  1 N N N 0.355  -7.122  32.422 3.068  9.057  2.196  C51  T12 10 
T12 O53  O53  O 0  1 N N N 0.756  -5.879  32.396 3.807  8.127  2.510  O53  T12 11 
T12 N50  N50  N 0  1 N N N 0.720  -7.962  31.482 1.900  8.889  1.400  N50  T12 12 
T12 C21  C21  C 0  1 Y N N 1.681  -7.688  30.583 1.382  7.742  0.851  C21  T12 13 
T12 N22  N22  N 0  1 Y N N 2.392  -6.541  30.494 1.878  6.530  0.957  N22  T12 14 
T12 C3   C3   C 0  1 Y N N 3.223  -6.786  29.424 1.016  5.727  0.246  C3   T12 15 
T12 C4   C4   C 0  1 Y N N 4.179  -6.031  28.784 1.052  4.341  0.018  C4   T12 16 
T12 C5   C5   C 0  1 Y N N 4.835  -6.570  27.659 0.035  3.733  -0.758 C5   T12 17 
T12 O23  O23  O 0  1 N N N 5.703  -5.926  27.058 0.052  2.420  -0.985 O23  T12 18 
T12 C24  C24  C 0  1 N N N 7.098  -5.843  27.389 0.732  2.050  -2.110 C24  T12 19 
T12 O26  O26  O 0  1 N N N 7.465  -6.395  28.515 1.311  2.802  -2.886 O26  T12 20 
T12 C25  C25  C 0  1 N N N 8.075  -5.195  26.418 0.686  0.525  -2.273 C25  T12 21 
T12 C35  C35  C 0  1 N N N 9.239  -4.658  27.251 -0.773 0.067  -2.392 C35  T12 22 
T12 C31  C31  C 0  1 N N N 8.564  -6.227  25.435 1.480  0.118  -3.522 C31  T12 23 
T12 C27  C27  C 0  1 N N N 7.404  -4.089  25.600 1.320  -0.143 -1.041 C27  T12 24 
T12 C6   C6   C 0  1 Y N N 4.597  -7.811  27.174 -0.994 4.543  -1.286 C6   T12 25 
T12 C2   C2   C 0  1 Y N N 2.965  -8.063  28.906 -0.023 6.477  -0.299 C2   T12 26 
T12 C1   C1   C 0  1 Y N N 3.629  -8.572  27.788 -1.046 5.924  -1.069 C1   T12 27 
T12 N20  N20  N 0  1 Y N N 1.995  -8.564  29.653 0.237  7.762  0.105  N20  T12 28 
T12 C39  C39  C 0  1 N N N 1.438  -9.872  29.456 -0.565 8.924  -0.209 C39  T12 29 
T12 C40  C40  C 0  1 N N N 1.696  -10.939 30.535 -0.149 9.629  -1.500 C40  T12 30 
T12 C43  C43  C 0  1 N N N 3.162  -11.329 30.559 -1.037 10.816 -1.853 C43  T12 31 
T12 O46  O46  O 0  1 N N N 3.532  -11.593 29.185 -0.552 11.408 -3.051 O46  T12 32 
T12 H12  H12  H 0  1 N N N -2.351 -9.025  36.672 4.033  14.014 3.904  H12  T12 33 
T12 H11  H11  H 0  1 N N N -1.436 -6.718  36.752 5.900  12.428 3.594  H11  T12 34 
T12 H10  H10  H 0  1 N N N -0.206 -5.844  34.748 5.465  10.128 2.802  H10  T12 35 
T12 H14  H14  H 0  1 N N N -0.771 -9.576  32.726 1.250  10.985 2.623  H14  T12 36 
T12 HN50 HN50 H 0  0 N N N 0.261  -8.849  31.432 1.364  9.755  1.207  HN50 T12 37 
T12 H4   H4   H 0  1 N N N 4.423  -5.040  29.138 1.850  3.732  0.431  H4   T12 38 
T12 H351 1H35 H 0  0 N N N 10.122 -4.529  26.608 -1.362 0.402  -1.530 H351 T12 39 
T12 H352 2H35 H 0  0 N N N 8.960  -3.688  27.689 -1.253 0.474  -3.290 H352 T12 40 
T12 H353 3H35 H 0  0 N N N 9.473  -5.370  28.056 -0.844 -1.025 -2.447 H353 T12 41 
T12 H311 1H31 H 0  0 N N N 8.683  -5.763  24.445 1.031  0.523  -4.436 H311 T12 42 
T12 H312 2H31 H 0  0 N N N 9.533  -6.625  25.772 1.519  -0.972 -3.629 H312 T12 43 
T12 H313 3H31 H 0  0 N N N 7.833  -7.047  25.370 2.509  0.491  -3.473 H313 T12 44 
T12 H271 1H27 H 0  0 N N N 7.243  -3.207  26.237 0.785  0.127  -0.123 H271 T12 45 
T12 H272 2H27 H 0  0 N N N 8.051  -3.816  24.753 1.303  -1.235 -1.128 H272 T12 46 
T12 H273 3H27 H 0  0 N N N 6.436  -4.449  25.222 2.364  0.166  -0.915 H273 T12 47 
T12 H6   H6   H 0  1 N N N 5.151  -8.193  26.329 -1.774 4.074  -1.881 H6   T12 48 
T12 H1   H1   H 0  1 N N N 3.385  -9.553  27.409 -1.846 6.528  -1.483 H1   T12 49 
T12 H391 1H39 H 0  0 N N N 0.347  -9.745  29.392 -0.524 9.613  0.642  H391 T12 50 
T12 H392 2H39 H 0  0 N N N 1.941  -10.257 28.557 -1.603 8.580  -0.290 H392 T12 51 
T12 H401 1H40 H 0  0 N N N 1.415  -10.532 31.518 -0.182 8.907  -2.325 H401 T12 52 
T12 H402 2H40 H 0  0 N N N 1.094  -11.831 30.304 0.895  9.963  -1.442 H402 T12 53 
T12 H431 1H43 H 0  0 N N N 3.314  -12.225 31.179 -1.019 11.575 -1.066 H431 T12 54 
T12 H432 2H43 H 0  0 N N N 3.781  -10.530 30.993 -2.070 10.495 -2.019 H432 T12 55 
T12 HO46 HO46 H 0  0 N N N 2.748  -11.651 28.651 -1.147 12.147 -3.259 HO46 T12 56 
# 
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 
T12 O56 N54  SING N N 1  
T12 N54 O55  DOUB N N 2  
T12 N54 C13  SING N N 3  
T12 C13 C14  SING Y N 4  
T12 C13 C12  DOUB Y N 5  
T12 C12 C11  SING Y N 6  
T12 C12 H12  SING N N 7  
T12 C11 C10  DOUB Y N 8  
T12 C11 H11  SING N N 9  
T12 C10 C15  SING Y N 10 
T12 C10 H10  SING N N 11 
T12 C14 C15  DOUB Y N 12 
T12 C14 H14  SING N N 13 
T12 C15 C51  SING N N 14 
T12 C51 N50  SING N N 15 
T12 C51 O53  DOUB N N 16 
T12 N50 C21  SING N N 17 
T12 N50 HN50 SING N N 18 
T12 C21 N20  SING Y N 19 
T12 C21 N22  DOUB Y N 20 
T12 N22 C3   SING Y N 21 
T12 C3  C4   DOUB Y N 22 
T12 C3  C2   SING Y N 23 
T12 C4  C5   SING Y N 24 
T12 C4  H4   SING N N 25 
T12 C5  O23  SING N N 26 
T12 C5  C6   DOUB Y N 27 
T12 O23 C24  SING N N 28 
T12 C24 C25  SING N N 29 
T12 C24 O26  DOUB N N 30 
T12 C25 C31  SING N N 31 
T12 C25 C27  SING N N 32 
T12 C25 C35  SING N N 33 
T12 C35 H351 SING N N 34 
T12 C35 H352 SING N N 35 
T12 C35 H353 SING N N 36 
T12 C31 H311 SING N N 37 
T12 C31 H312 SING N N 38 
T12 C31 H313 SING N N 39 
T12 C27 H271 SING N N 40 
T12 C27 H272 SING N N 41 
T12 C27 H273 SING N N 42 
T12 C6  C1   SING Y N 43 
T12 C6  H6   SING N N 44 
T12 C2  C1   DOUB Y N 45 
T12 C2  N20  SING Y N 46 
T12 C1  H1   SING N N 47 
T12 N20 C39  SING N N 48 
T12 C39 C40  SING N N 49 
T12 C39 H391 SING N N 50 
T12 C39 H392 SING N N 51 
T12 C40 C43  SING N N 52 
T12 C40 H401 SING N N 53 
T12 C40 H402 SING N N 54 
T12 C43 O46  SING N N 55 
T12 C43 H431 SING N N 56 
T12 C43 H432 SING N N 57 
T12 O46 HO46 SING N N 58 
# 
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 
T12 SMILES           ACDLabs              10.04 [O-][N+](=O)c1cccc(c1)C(=O)Nc3nc2cc(OC(=O)C(C)(C)C)ccc2n3CCCO                                                                                                            
T12 InChI            InChI                1.02b InChI=1/C22H24N4O6/c1-22(2,3)20(29)32-16-8-9-18-17(13-16)23-21(25(18)10-5-11-27)24-19(28)14-6-4-7-15(12-14)26(30)31/h4,6-9,12-13,27H,5,10-11H2,1-3H3,(H,23,24,28)/f/h24H 
T12 InChIKey         InChI                1.02b CEAYRKIZESVQSN-LQFNOIFHCG                                                                                                                                                
T12 SMILES_CANONICAL CACTVS               3.341 CC(C)(C)C(=O)Oc1ccc2n(CCCO)c(NC(=O)c3cccc(c3)[N+]([O-])=O)nc2c1                                                                                                          
T12 SMILES           CACTVS               3.341 CC(C)(C)C(=O)Oc1ccc2n(CCCO)c(NC(=O)c3cccc(c3)[N+]([O-])=O)nc2c1                                                                                                          
T12 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)(C)C(=O)Oc1ccc2c(c1)nc(n2CCCO)NC(=O)c3cccc(c3)[N+](=O)[O-]                                                                                                          
T12 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)(C)C(=O)Oc1ccc2c(c1)nc(n2CCCO)NC(=O)c3cccc(c3)[N+](=O)[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 
T12 "SYSTEMATIC NAME" ACDLabs              10.04 "1-(3-hydroxypropyl)-2-{[(3-nitrophenyl)carbonyl]amino}-1H-benzimidazol-5-yl 2,2-dimethylpropanoate" 
T12 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[1-(3-hydroxypropyl)-2-[(3-nitrophenyl)carbonylamino]benzimidazol-5-yl] 2,2-dimethylpropanoate"     
# 
