data_593
# 
_chem_comp.id                                    593 
_chem_comp.name                                  "(5S)-2-amino-3-methyl-5-phenyl-5-[(3S,5S,7S)-tricyclo[3.3.1.1~3,7~]dec-1-yl]-3,5-dihydro-4H-imidazol-4-one" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H25 N3 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-08-21 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        323.432 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     593 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        3IND 
_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 
593 C1   C1   C 0 1 N N N 16.259 -4.192  17.568 -2.364 -3.251 1.197  C1   593 1  
593 N1   N1   N 0 1 N N N 15.612 -5.365  16.999 -1.746 -2.148 0.459  N1   593 2  
593 O1   O1   O 0 1 N N N 14.810 -6.314  18.948 -1.037 -0.845 2.215  O1   593 3  
593 C2   C2   C 0 1 N N N 14.955 -6.311  17.737 -1.157 -1.076 1.031  C2   593 4  
593 N2   N2   N 0 1 N N N 15.009 -6.857  15.454 -1.087 -0.985 -1.319 N2   593 5  
593 C3   C3   C 0 1 N N S 14.423 -7.364  16.741 -0.676 -0.225 -0.128 C3   593 6  
593 N3   N3   N 0 1 N N N 16.319 -5.036  14.764 -2.200 -3.014 -1.756 N3   593 7  
593 C4   C4   C 0 1 N N N 15.561 -5.704  15.683 -1.681 -2.063 -0.910 C4   593 8  
593 C5   C5   C 0 1 Y N N 14.961 -8.782  17.019 -1.349 1.123  -0.102 C5   593 9  
593 C6   C6   C 0 1 Y N N 15.316 -9.654  15.977 -1.524 1.784  1.099  C6   593 10 
593 C7   C7   C 0 1 Y N N 15.802 -10.940 16.231 -2.142 3.021  1.123  C7   593 11 
593 C8   C8   C 0 1 Y N N 15.945 -11.389 17.541 -2.583 3.596  -0.053 C8   593 12 
593 C9   C9   C 0 1 Y N N 15.601 -10.549 18.593 -2.407 2.935  -1.255 C9   593 13 
593 C10  C10  C 0 1 Y N N 15.114 -9.263  18.335 -1.785 1.700  -1.279 C10  593 14 
593 C11  C11  C 0 1 N N N 12.839 -7.293  16.611 0.846  -0.068 -0.091 C11  593 15 
593 C12  C12  C 0 1 N N N 12.132 -7.944  17.847 1.311  0.685  -1.339 C12  593 16 
593 C13  C13  C 0 1 N N N 10.599 -7.851  17.739 2.833  0.842  -1.301 C13  593 17 
593 C14  C14  C 0 1 N N N 10.180 -6.376  17.667 3.234  1.629  -0.052 C14  593 18 
593 C15  C15  C 0 1 N N N 10.820 -5.712  16.439 2.768  0.876  1.196  C15  593 19 
593 C16  C16  C 0 1 N N N 12.351 -5.808  16.546 1.247  0.718  1.159  C16  593 20 
593 C17  C17  C 0 1 N N N 10.367 -6.433  15.162 3.423  -0.507 1.231  C17  593 21 
593 C18  C18  C 0 1 N N N 10.772 -7.911  15.229 3.022  -1.293 -0.018 C18  593 22 
593 C19  C19  C 0 1 N N N 10.136 -8.567  16.463 3.488  -0.540 -1.266 C19  593 23 
593 C20  C20  C 0 1 N N N 12.305 -8.013  15.336 1.501  -1.450 -0.056 C20  593 24 
593 H1   H1   H 0 1 N N N 16.129 -4.194  18.660 -3.416 -3.027 1.373  H1   593 25 
593 H1A  H1A  H 0 1 N N N 17.332 -4.212  17.327 -2.281 -4.169 0.616  H1A  593 26 
593 H1B  H1B  H 0 1 N N N 15.805 -3.283  17.147 -1.855 -3.380 2.153  H1B  593 27 
593 HN3  HN3  H 0 1 N N N 16.473 -5.433  13.859 -2.132 -2.897 -2.716 HN3  593 28 
593 HN3A HN3A H 0 0 N N N 16.720 -4.150  14.996 -2.634 -3.801 -1.392 HN3A 593 29 
593 H6   H6   H 0 1 N N N 15.211 -9.323  14.954 -1.180 1.335  2.019  H6   593 30 
593 H7   H7   H 0 1 N N N 16.067 -11.587 15.408 -2.280 3.537  2.062  H7   593 31 
593 H8   H8   H 0 1 N N N 16.320 -12.382 17.738 -3.066 4.562  -0.034 H8   593 32 
593 H9   H9   H 0 1 N N N 15.710 -10.890 19.612 -2.752 3.384  -2.174 H9   593 33 
593 H10  H10  H 0 1 N N N 14.849 -8.624  19.164 -1.644 1.186  -2.218 H10  593 34 
593 H12  H12  H 0 1 N N N 12.419 -9.005  17.900 1.026  0.125  -2.229 H12  593 35 
593 H12A H12A H 0 0 N N N 12.455 -7.417  18.757 0.845  1.670  -1.364 H12A 593 36 
593 H13  H13  H 0 1 N N N 10.140 -8.324  18.620 3.164  1.379  -2.190 H13  593 37 
593 H14  H14  H 0 1 N N N 9.085  -6.312  17.587 4.318  1.741  -0.025 H14  593 38 
593 H14A H14A H 0 0 N N N 10.514 -5.857  18.578 2.767  2.614  -0.077 H14A 593 39 
593 H15  H15  H 0 1 N N N 10.510 -4.657  16.398 3.054  1.436  2.086  H15  593 40 
593 H16  H16  H 0 1 N N N 12.673 -5.291  17.462 0.780  1.703  1.134  H16  593 41 
593 H16A H16A H 0 0 N N N 12.797 -5.329  15.662 0.915  0.182  2.048  H16A 593 42 
593 H17  H17  H 0 1 N N N 9.273  -6.358  15.069 4.507  -0.395 1.258  H17  593 43 
593 H17A H17A H 0 0 N N N 10.844 -5.963  14.289 3.092  -1.043 2.120  H17A 593 44 
593 H18  H18  H 0 1 N N N 10.425 -8.426  14.321 3.489  -2.278 0.007  H18  593 45 
593 H19  H19  H 0 1 N N N 10.439 -9.623  16.509 3.202  -1.100 -2.156 H19  593 46 
593 H19A H19A H 0 0 N N N 9.041  -8.499  16.386 4.572  -0.428 -1.240 H19A 593 47 
593 H20  H20  H 0 1 N N N 12.754 -7.542  14.449 1.169  -1.987 0.833  H20  593 48 
593 H20A H20A H 0 0 N N N 12.587 -9.075  15.385 1.215  -2.011 -0.946 H20A 593 49 
# 
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 
593 N1  C1   SING N N 1  
593 C1  H1   SING N N 2  
593 C1  H1A  SING N N 3  
593 C1  H1B  SING N N 4  
593 C4  N1   SING N N 5  
593 N1  C2   SING N N 6  
593 C2  O1   DOUB N N 7  
593 C3  C2   SING N N 8  
593 N2  C4   DOUB N N 9  
593 N2  C3   SING N N 10 
593 C11 C3   SING N N 11 
593 C3  C5   SING N N 12 
593 N3  C4   SING N N 13 
593 N3  HN3  SING N N 14 
593 N3  HN3A SING N N 15 
593 C6  C5   DOUB Y N 16 
593 C5  C10  SING Y N 17 
593 C6  C7   SING Y N 18 
593 C6  H6   SING N N 19 
593 C7  C8   DOUB Y N 20 
593 C7  H7   SING N N 21 
593 C8  C9   SING Y N 22 
593 C8  H8   SING N N 23 
593 C10 C9   DOUB Y N 24 
593 C9  H9   SING N N 25 
593 C10 H10  SING N N 26 
593 C20 C11  SING N N 27 
593 C16 C11  SING N N 28 
593 C11 C12  SING N N 29 
593 C13 C12  SING N N 30 
593 C12 H12  SING N N 31 
593 C12 H12A SING N N 32 
593 C19 C13  SING N N 33 
593 C14 C13  SING N N 34 
593 C13 H13  SING N N 35 
593 C15 C14  SING N N 36 
593 C14 H14  SING N N 37 
593 C14 H14A SING N N 38 
593 C17 C15  SING N N 39 
593 C15 C16  SING N N 40 
593 C15 H15  SING N N 41 
593 C16 H16  SING N N 42 
593 C16 H16A SING N N 43 
593 C17 C18  SING N N 44 
593 C17 H17  SING N N 45 
593 C17 H17A SING N N 46 
593 C18 C20  SING N N 47 
593 C18 C19  SING N N 48 
593 C18 H18  SING N N 49 
593 C19 H19  SING N N 50 
593 C19 H19A SING N N 51 
593 C20 H20  SING N N 52 
593 C20 H20A SING N N 53 
# 
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 
593 SMILES           ACDLabs              11.02 "O=C1N(C(=NC1(c2ccccc2)C53CC4CC(CC(C3)C4)C5)N)C"                                                                                                                 
593 SMILES_CANONICAL CACTVS               3.352 "CN1C(=N[C@](C1=O)(c2ccccc2)[C]34CC5[CH2][CH](C[CH]([CH2]5)C3)C4)N"                                                                                              
593 SMILES           CACTVS               3.352 "CN1C(=N[C](C1=O)(c2ccccc2)[C]34CC5[CH2][CH](C[CH]([CH2]5)C3)C4)N"                                                                                               
593 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CN1C(=O)[C@@](N=C1N)(c2ccccc2)C34CC5CC(C3)CC(C5)C4"                                                                                                             
593 SMILES           "OpenEye OEToolkits" 1.7.0 "CN1C(=O)C(N=C1N)(c2ccccc2)C34CC5CC(C3)CC(C5)C4"                                                                                                                 
593 InChI            InChI                1.03  "InChI=1S/C20H25N3O/c1-23-17(24)20(22-18(23)21,16-5-3-2-4-6-16)19-10-13-7-14(11-19)9-15(8-13)12-19/h2-6,13-15H,7-12H2,1H3,(H2,21,22)/t13-,14+,15-,19-,20-/m0/s1" 
593 InChIKey         InChI                1.03  BEDDENNXVBITIQ-WYIOCLOVSA-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 
593 "SYSTEMATIC NAME" ACDLabs              11.02 "(5S)-2-amino-3-methyl-5-phenyl-5-[(3S,5S,7S)-tricyclo[3.3.1.1~3,7~]dec-1-yl]-3,5-dihydro-4H-imidazol-4-one" 
593 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(5S)-5-(1-adamantyl)-2-azanyl-3-methyl-5-phenyl-imidazol-4-one"                                             
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
593 "Create component"     2009-08-21 RCSB 
593 "Modify aromatic_flag" 2011-06-04 RCSB 
593 "Modify descriptor"    2011-06-04 RCSB 
# 
