data_FR2
# 
_chem_comp.id                                    FR2 
_chem_comp.name                                  1-((1R)-1-(HYDROXYMETHYL)-3-PHENYLPROPYL)-1H-IMIDAZOLE-4-CARBOXAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H17 N3 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         FR221647 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-12-13 
_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                        259.304 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FR2 
_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        1NDW 
_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 
FR2 C1   C1   C 0 1 Y N N 50.434 54.083 20.994 -0.204 0.818  2.543  C1   FR2 1  
FR2 N2   N2   N 0 1 Y N N 50.603 55.079 22.027 0.437  0.276  1.481  N2   FR2 2  
FR2 C3   C3   C 0 1 Y N N 50.622 54.461 23.189 0.660  -1.034 1.758  C3   FR2 3  
FR2 N4   N4   N 0 1 Y N N 50.469 53.194 23.056 0.186  -1.304 2.940  N4   FR2 4  
FR2 C5   C5   C 0 1 Y N N 50.337 52.929 21.647 -0.364 -0.178 3.460  C5   FR2 5  
FR2 C8   C8   C 0 1 N N N 50.210 51.616 21.013 -1.012 -0.053 4.778  C8   FR2 6  
FR2 O9   O9   O 0 1 N N N 50.087 51.486 19.781 -1.466 1.017  5.133  O9   FR2 7  
FR2 N10  N10  N 0 1 N N N 50.123 50.541 21.781 -1.102 -1.126 5.588  N10  FR2 8  
FR2 C13  C13  C 0 1 N N R 50.566 56.543 21.829 0.821  0.977  0.254  C13  FR2 9  
FR2 C14  C14  C 0 1 N N N 51.981 57.074 21.457 2.340  0.908  0.081  C14  FR2 10 
FR2 O15  O15  O 0 1 N N N 52.753 56.419 22.518 2.747  -0.459 -0.003 O15  FR2 11 
FR2 C18  C18  C 0 1 N N N 49.541 57.063 20.824 0.140  0.315  -0.945 C18  FR2 12 
FR2 C19  C19  C 0 1 N N N 48.112 56.517 21.127 0.542  1.047  -2.227 C19  FR2 13 
FR2 C22  C22  C 0 1 Y N N 47.020 57.154 20.277 -0.128 0.396  -3.409 C22  FR2 14 
FR2 C25  C25  C 0 1 Y N N 45.719 56.714 20.433 -1.372 0.831  -3.825 C25  FR2 15 
FR2 C26  C26  C 0 1 Y N N 44.677 57.258 19.693 -1.987 0.233  -4.908 C26  FR2 16 
FR2 C27  C27  C 0 1 Y N N 44.951 58.231 18.720 -1.358 -0.799 -5.577 C27  FR2 17 
FR2 C28  C28  C 0 1 Y N N 46.264 58.689 18.516 -0.113 -1.234 -5.162 C28  FR2 18 
FR2 C29  C29  C 0 1 Y N N 47.269 58.139 19.339 0.503  -0.633 -4.081 C29  FR2 19 
FR2 H1   H1   H 0 1 N N N 50.387 54.186 19.897 -0.527 1.844  2.644  H1   FR2 20 
FR2 H3   H3   H 0 1 N N N 50.752 54.952 24.168 1.154  -1.738 1.105  H3   FR2 21 
FR2 H101 1H10 H 0 0 N N N 50.035 49.626 21.339 -1.529 -1.044 6.456  H101 FR2 22 
FR2 H102 2H10 H 0 0 N N N 50.224 50.648 22.790 -0.744 -1.981 5.303  H102 FR2 23 
FR2 H13  H13  H 0 1 N N N 50.227 56.942 22.814 0.510  2.020  0.318  H13  FR2 24 
FR2 H141 1H14 H 0 0 N N N 52.089 58.181 21.379 2.626  1.429  -0.832 H141 FR2 25 
FR2 H142 2H14 H 0 0 N N N 52.320 56.887 20.411 2.825  1.379  0.936  H142 FR2 26 
FR2 HO   HO   H 0 1 N N N 53.617 56.743 22.291 3.708  -0.457 -0.111 HO   FR2 27 
FR2 H181 1H18 H 0 0 N N N 49.849 56.840 19.776 0.451  -0.727 -1.010 H181 FR2 28 
FR2 H182 2H18 H 0 0 N N N 49.549 58.177 20.773 -0.941 0.365  -0.822 H182 FR2 29 
FR2 H191 1H19 H 0 0 N N N 47.875 56.617 22.212 0.231  2.090  -2.163 H191 FR2 30 
FR2 H192 2H19 H 0 0 N N N 48.087 55.406 21.032 1.624  0.998  -2.350 H192 FR2 31 
FR2 H25  H25  H 0 1 N N N 45.508 55.914 21.162 -1.864 1.638  -3.302 H25  FR2 32 
FR2 H26  H26  H 0 1 N N N 43.643 56.921 19.876 -2.960 0.573  -5.233 H26  FR2 33 
FR2 H27  H27  H 0 1 N N N 44.127 58.639 18.110 -1.839 -1.267 -6.423 H27  FR2 34 
FR2 H28  H28  H 0 1 N N N 46.495 59.445 17.746 0.378  -2.042 -5.684 H28  FR2 35 
FR2 H29  H29  H 0 1 N N N 48.307 58.499 19.244 1.475  -0.973 -3.756 H29  FR2 36 
# 
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 
FR2 C1  N2   SING Y N 1  
FR2 C1  C5   DOUB Y N 2  
FR2 C1  H1   SING N N 3  
FR2 N2  C3   SING Y N 4  
FR2 N2  C13  SING N N 5  
FR2 C3  N4   DOUB Y N 6  
FR2 C3  H3   SING N N 7  
FR2 N4  C5   SING Y N 8  
FR2 C5  C8   SING N N 9  
FR2 C8  O9   DOUB N N 10 
FR2 C8  N10  SING N N 11 
FR2 N10 H101 SING N N 12 
FR2 N10 H102 SING N N 13 
FR2 C13 C14  SING N N 14 
FR2 C13 C18  SING N N 15 
FR2 C13 H13  SING N N 16 
FR2 C14 O15  SING N N 17 
FR2 C14 H141 SING N N 18 
FR2 C14 H142 SING N N 19 
FR2 O15 HO   SING N N 20 
FR2 C18 C19  SING N N 21 
FR2 C18 H181 SING N N 22 
FR2 C18 H182 SING N N 23 
FR2 C19 C22  SING N N 24 
FR2 C19 H191 SING N N 25 
FR2 C19 H192 SING N N 26 
FR2 C22 C25  DOUB Y N 27 
FR2 C22 C29  SING Y N 28 
FR2 C25 C26  SING Y N 29 
FR2 C25 H25  SING N N 30 
FR2 C26 C27  DOUB Y N 31 
FR2 C26 H26  SING N N 32 
FR2 C27 C28  SING Y N 33 
FR2 C27 H27  SING N N 34 
FR2 C28 C29  DOUB Y N 35 
FR2 C28 H28  SING N N 36 
FR2 C29 H29  SING N N 37 
# 
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 
FR2 SMILES           ACDLabs              10.04 O=C(c1ncn(c1)C(CO)CCc2ccccc2)N                                                                                                   
FR2 InChI            InChI                1.02b InChI=1/C14H17N3O2/c15-14(19)13-8-17(10-16-13)12(9-18)7-6-11-4-2-1-3-5-11/h1-5,8,10,12,18H,6-7,9H2,(H2,15,19)/t12-/m1/s1/f/h15H2 
FR2 InChIKey         InChI                1.02b ZUYUIKKHHBEVHL-SFXZWKMZDN                                                                                                        
FR2 SMILES_CANONICAL CACTVS               3.341 NC(=O)c1cn(cn1)[C@@H](CO)CCc2ccccc2                                                                                              
FR2 SMILES           CACTVS               3.341 NC(=O)c1cn(cn1)[CH](CO)CCc2ccccc2                                                                                                
FR2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CC[C@H](CO)n2cc(nc2)C(=O)N                                                                                             
FR2 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CCC(CO)n2cc(nc2)C(=O)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 
FR2 "SYSTEMATIC NAME" ACDLabs              10.04 1-[(1R)-1-(hydroxymethyl)-3-phenylpropyl]-1H-imidazole-4-carboxamide 
FR2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 1-[(2R)-1-hydroxy-4-phenyl-butan-2-yl]imidazole-4-carboxamide        
# 
