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 #