data_8NH
# 
_chem_comp.id                                    8NH 
_chem_comp.name                                  "2-CHLORO-4-[(7R,7AS)-7-HYDROXY-1,3-DIOXOTETRAHYDRO-1H-PYRROLO[1,2-C]IMIDAZOL-2(3H)-YL]-3-METHYLBENZONITRILE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H12 Cl N3 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-11-15 
_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                        305.716 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     8NH 
_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        2NW4 
_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 
8NH CL1  CL1  CL 0 0 N N N 23.517 5.263  4.399 7.733  2.578  5.209  CL1  8NH 1  
8NH C2   C2   C  0 1 Y N N 25.270 4.792  4.318 6.390  3.415  4.493  C2   8NH 2  
8NH C3   C3   C  0 1 Y N N 25.630 3.427  4.408 5.425  2.692  3.792  C3   8NH 3  
8NH C4   C4   C  0 1 Y N N 26.974 3.066  4.228 4.338  3.350  3.210  C4   8NH 4  
8NH C5   C5   C  0 1 Y N N 27.991 4.009  4.030 4.224  4.737  3.336  C5   8NH 5  
8NH C7   C7   C  0 1 Y N N 27.651 5.353  4.052 5.189  5.460  4.037  C7   8NH 6  
8NH C9   C9   C  0 1 Y N N 26.301 5.754  4.135 6.272  4.799  4.616  C9   8NH 7  
8NH C10  C10  C  0 1 N N N 26.064 7.135  3.886 7.237  5.585  5.326  C10  8NH 8  
8NH N11  N11  N  0 1 N N N 25.875 8.229  3.575 8.017  6.220  5.901  N11  8NH 9  
8NH N12  N12  N  0 1 N N N 27.362 1.787  4.266 3.334  2.631  2.486  N12  8NH 10 
8NH C13  C13  C  0 1 N N N 27.136 0.860  3.306 3.426  2.292  1.128  C13  8NH 11 
8NH N14  N14  N  0 1 N N N 27.589 -0.311 3.743 2.243  1.625  0.813  N14  8NH 12 
8NH C15  C15  C  0 1 N N S 28.321 -0.187 4.971 1.343  1.491  1.921  C15  8NH 13 
8NH C17  C17  C  0 1 N N R 29.702 -0.430 4.416 1.017  0.008  1.916  C17  8NH 14 
8NH C19  C19  C  0 1 N N N 29.512 -1.510 3.332 0.972  -0.300 0.409  C19  8NH 15 
8NH C22  C22  C  0 1 N N N 28.041 -1.392 2.924 2.070  0.589  -0.187 C22  8NH 16 
8NH O25  O25  O  0 1 N N N 30.060 0.820  3.830 2.060  -0.739 2.530  O25  8NH 17 
8NH C27  C27  C  0 1 N N N 28.209 1.332  5.192 2.173  2.089  3.038  C27  8NH 18 
8NH O28  O28  O  0 1 N N N 28.814 1.989  6.040 1.775  2.098  4.195  O28  8NH 19 
8NH O29  O29  O  0 1 N N N 26.628 1.084  2.206 4.374  2.418  0.363  O29  8NH 20 
8NH C30  C30  C  0 1 N N N 24.618 2.382  4.712 5.534  1.204  3.650  C30  8NH 21 
8NH H5   H5   H  0 1 N N N 29.012 3.698  3.865 3.385  5.264  2.888  H5   8NH 22 
8NH H7   H7   H  0 1 N N N 28.428 6.101  4.005 5.080  6.539  4.123  H7   8NH 23 
8NH H15  H15  H  0 1 N N N 28.050 -0.789 5.851 0.465  2.114  1.717  H15  8NH 24 
8NH H17  H17  H  0 1 N N N 30.465 -0.756 5.138 0.080  -0.225 2.427  H17  8NH 25 
8NH H191 1H19 H  0 0 N N N 29.735 -2.512 3.727 -0.000 -0.002 -0.001 H191 8NH 26 
8NH H192 2H19 H  0 0 N N N 30.192 -1.367 2.479 1.144  -1.355 0.177  H192 8NH 27 
8NH H221 1H22 H  0 0 N N N 27.927 -1.173 1.852 3.015  0.050  -0.313 H221 8NH 28 
8NH H222 2H22 H  0 0 N N N 27.469 -2.321 3.067 1.776  1.039  -1.139 H222 8NH 29 
8NH HO25 HO25 H  0 0 N N N 30.140 1.478  4.511 2.764  -0.832 1.868  HO25 8NH 30 
8NH H301 1H30 H  0 0 N N N 24.368 1.834  3.791 6.110  0.789  4.484  H301 8NH 31 
8NH H302 2H30 H  0 0 N N N 25.026 1.682  5.456 4.543  0.738  3.638  H302 8NH 32 
8NH H303 3H30 H  0 0 N N N 23.711 2.857  5.114 6.029  0.935  2.710  H303 8NH 33 
# 
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 
8NH CL1 C2   SING N N 1  
8NH C2  C9   DOUB Y N 2  
8NH C2  C3   SING Y N 3  
8NH C3  C4   DOUB Y N 4  
8NH C3  C30  SING N N 5  
8NH C4  C5   SING Y N 6  
8NH C4  N12  SING N N 7  
8NH C5  C7   DOUB Y N 8  
8NH C5  H5   SING N N 9  
8NH C7  C9   SING Y N 10 
8NH C7  H7   SING N N 11 
8NH C9  C10  SING N N 12 
8NH C10 N11  TRIP N N 13 
8NH N12 C13  SING N N 14 
8NH N12 C27  SING N N 15 
8NH C13 O29  DOUB N N 16 
8NH C13 N14  SING N N 17 
8NH N14 C22  SING N N 18 
8NH N14 C15  SING N N 19 
8NH C15 C17  SING N N 20 
8NH C15 C27  SING N N 21 
8NH C15 H15  SING N N 22 
8NH C17 C19  SING N N 23 
8NH C17 O25  SING N N 24 
8NH C17 H17  SING N N 25 
8NH C19 C22  SING N N 26 
8NH C19 H191 SING N N 27 
8NH C19 H192 SING N N 28 
8NH C22 H221 SING N N 29 
8NH C22 H222 SING N N 30 
8NH O25 HO25 SING N N 31 
8NH C27 O28  DOUB N N 32 
8NH C30 H301 SING N N 33 
8NH C30 H302 SING N N 34 
8NH C30 H303 SING N N 35 
# 
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 
8NH SMILES           ACDLabs              10.04 "N#Cc1ccc(c(c1Cl)C)N2C(=O)C3N(C2=O)CCC3O"                                                                                      
8NH SMILES_CANONICAL CACTVS               3.341 "Cc1c(Cl)c(ccc1N2C(=O)[C@@H]3[C@H](O)CCN3C2=O)C#N"                                                                             
8NH SMILES           CACTVS               3.341 "Cc1c(Cl)c(ccc1N2C(=O)[CH]3[CH](O)CCN3C2=O)C#N"                                                                                
8NH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1c(ccc(c1Cl)C#N)N2C(=O)[C@@H]3[C@@H](CCN3C2=O)O"                                                                            
8NH SMILES           "OpenEye OEToolkits" 1.5.0 "Cc1c(ccc(c1Cl)C#N)N2C(=O)C3C(CCN3C2=O)O"                                                                                      
8NH InChI            InChI                1.03  "InChI=1S/C14H12ClN3O3/c1-7-9(3-2-8(6-16)11(7)15)18-13(20)12-10(19)4-5-17(12)14(18)21/h2-3,10,12,19H,4-5H2,1H3/t10-,12+/m1/s1" 
8NH InChIKey         InChI                1.03  KEJORAMIZFOODM-PWSUYJOCSA-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 
8NH "SYSTEMATIC NAME" ACDLabs              10.04 "2-chloro-4-[(7R,7aS)-7-hydroxy-1,3-dioxotetrahydro-1H-pyrrolo[1,2-c]imidazol-2(3H)-yl]-3-methylbenzonitrile"    
8NH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[(7R,7aS)-7-hydroxy-1,3-dioxo-5,6,7,7a-tetrahydropyrrolo[1,2-c]imidazol-2-yl]-2-chloro-3-methyl-benzonitrile" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
8NH "Create component"  2006-11-15 RCSB 
8NH "Modify descriptor" 2011-06-04 RCSB 
# 
