data_0B4 # _chem_comp.id 0B4 _chem_comp.name "(6S)-2-amino-3,6-dimethyl-6-[(1R,2R)-2-phenylcyclopropyl]-5,6-dihydropyrimidin-4(3H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H19 N3 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-05-28 _chem_comp.pdbx_modified_date 2013-09-27 _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 257.331 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0B4 _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 3WB5 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 0B4 O O O 0 1 N N N 18.176 40.749 -9.550 -4.219 -1.427 -0.850 O 0B4 1 0B4 C5 C5 C 0 1 N N N 17.768 39.864 -8.819 -3.251 -0.734 -0.622 C5 0B4 2 0B4 N3 N3 N 0 1 N N N 17.259 40.119 -7.605 -3.406 0.544 -0.221 N3 0B4 3 0B4 C4 C4 C 0 1 N N N 16.956 41.483 -7.187 -4.751 1.098 -0.047 C4 0B4 4 0B4 C3 C3 C 0 1 N N N 17.054 39.092 -6.774 -2.300 1.330 0.026 C3 0B4 5 0B4 N2 N2 N 0 1 N N N 16.208 39.232 -5.755 -2.436 2.698 0.038 N2 0B4 6 0B4 N1 N1 N 0 1 N N N 17.681 38.002 -6.900 -1.134 0.807 0.247 N1 0B4 7 0B4 C6 C6 C 0 1 N N N 17.864 38.437 -9.290 -1.858 -1.294 -0.779 C6 0B4 8 0B4 C2 C2 C 0 1 N N S 18.330 37.579 -8.131 -0.937 -0.642 0.250 C2 0B4 9 0B4 C1 C1 C 0 1 N N N 18.007 36.122 -8.425 -1.261 -1.188 1.642 C1 0B4 10 0B4 C7 C7 C 0 1 N N R 19.846 37.722 -8.023 0.519 -0.963 -0.096 C7 0B4 11 0B4 C9 C9 C 0 1 N N N 20.420 37.000 -6.808 1.245 -1.982 0.784 C9 0B4 12 0B4 C8 C8 C 0 1 N N R 20.238 38.512 -6.778 1.597 -0.497 0.884 C8 0B4 13 0B4 C10 C10 C 0 1 Y N N 21.496 39.228 -7.072 2.917 -0.053 0.308 C10 0B4 14 0B4 C15 C15 C 0 1 Y N N 21.533 40.613 -6.974 3.368 1.235 0.525 C15 0B4 15 0B4 C14 C14 C 0 1 Y N N 22.710 41.297 -7.250 4.578 1.642 -0.005 C14 0B4 16 0B4 C13 C13 C 0 1 Y N N 23.847 40.595 -7.625 5.338 0.760 -0.751 C13 0B4 17 0B4 C12 C12 C 0 1 Y N N 23.808 39.210 -7.724 4.886 -0.528 -0.968 C12 0B4 18 0B4 C11 C11 C 0 1 Y N N 22.632 38.524 -7.452 3.679 -0.937 -0.434 C11 0B4 19 0B4 H1 H1 H 0 1 N N N 16.550 41.472 -6.165 -5.084 0.928 0.976 H1 0B4 20 0B4 H2 H2 H 0 1 N N N 17.876 42.086 -7.210 -4.732 2.169 -0.250 H2 0B4 21 0B4 H3 H3 H 0 1 N N N 16.214 41.920 -7.871 -5.437 0.610 -0.739 H3 0B4 22 0B4 H5 H5 H 0 1 N N N 16.078 38.482 -5.106 -3.303 3.101 -0.125 H5 0B4 23 0B4 H6 H6 H 0 1 N N N 15.703 40.087 -5.639 -1.665 3.261 0.211 H6 0B4 24 0B4 H10 H10 H 0 1 N N N 16.878 38.092 -9.634 -1.879 -2.372 -0.619 H10 0B4 25 0B4 H11 H11 H 0 1 N N N 18.586 38.367 -10.117 -1.490 -1.080 -1.782 H11 0B4 26 0B4 H12 H12 H 0 1 N N N 18.343 35.495 -7.586 -1.112 -2.267 1.653 H12 0B4 27 0B4 H13 H13 H 0 1 N N N 16.921 36.007 -8.556 -0.604 -0.723 2.377 H13 0B4 28 0B4 H14 H14 H 0 1 N N N 18.523 35.811 -9.345 -2.299 -0.961 1.888 H14 0B4 29 0B4 H15 H15 H 0 1 N N N 20.450 37.813 -8.938 0.764 -0.950 -1.158 H15 0B4 30 0B4 H16 H16 H 0 1 N N N 19.773 36.356 -6.195 0.687 -2.424 1.609 H16 0B4 31 0B4 H17 H17 H 0 1 N N N 21.431 36.569 -6.852 1.969 -2.639 0.301 H17 0B4 32 0B4 H18 H18 H 0 1 N N N 19.461 38.963 -6.143 1.269 0.039 1.775 H18 0B4 33 0B4 H19 H19 H 0 1 N N N 20.647 41.158 -6.683 2.775 1.924 1.108 H19 0B4 34 0B4 H20 H20 H 0 1 N N N 22.740 42.374 -7.173 4.931 2.649 0.164 H20 0B4 35 0B4 H21 H21 H 0 1 N N N 24.763 41.126 -7.840 6.283 1.078 -1.165 H21 0B4 36 0B4 H22 H22 H 0 1 N N N 24.695 38.665 -8.013 5.479 -1.217 -1.552 H22 0B4 37 0B4 H23 H23 H 0 1 N N N 22.600 37.448 -7.535 3.326 -1.944 -0.603 H23 0B4 38 # 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 0B4 O C5 DOUB N N 1 0B4 C6 C5 SING N N 2 0B4 C6 C2 SING N N 3 0B4 C5 N3 SING N N 4 0B4 C1 C2 SING N N 5 0B4 C2 C7 SING N N 6 0B4 C2 N1 SING N N 7 0B4 C7 C9 SING N N 8 0B4 C7 C8 SING N N 9 0B4 C12 C13 DOUB Y N 10 0B4 C12 C11 SING Y N 11 0B4 C13 C14 SING Y N 12 0B4 N3 C4 SING N N 13 0B4 N3 C3 SING N N 14 0B4 C11 C10 DOUB Y N 15 0B4 C14 C15 DOUB Y N 16 0B4 C10 C15 SING Y N 17 0B4 C10 C8 SING N N 18 0B4 N1 C3 DOUB N N 19 0B4 C9 C8 SING N N 20 0B4 C3 N2 SING N N 21 0B4 C4 H1 SING N N 22 0B4 C4 H2 SING N N 23 0B4 C4 H3 SING N N 24 0B4 N2 H5 SING N N 25 0B4 N2 H6 SING N N 26 0B4 C6 H10 SING N N 27 0B4 C6 H11 SING N N 28 0B4 C1 H12 SING N N 29 0B4 C1 H13 SING N N 30 0B4 C1 H14 SING N N 31 0B4 C7 H15 SING N N 32 0B4 C9 H16 SING N N 33 0B4 C9 H17 SING N N 34 0B4 C8 H18 SING N N 35 0B4 C15 H19 SING N N 36 0B4 C14 H20 SING N N 37 0B4 C13 H21 SING N N 38 0B4 C12 H22 SING N N 39 0B4 C11 H23 SING N N 40 # 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 0B4 SMILES ACDLabs 12.01 "O=C3N(C(=NC(C2CC2c1ccccc1)(C3)C)N)C" 0B4 InChI InChI 1.03 "InChI=1S/C15H19N3O/c1-15(9-13(19)18(2)14(16)17-15)12-8-11(12)10-6-4-3-5-7-10/h3-7,11-12H,8-9H2,1-2H3,(H2,16,17)/t11-,12+,15-/m0/s1" 0B4 InChIKey InChI 1.03 YBXYDJCRBQOXMI-ZOWXZIJZSA-N 0B4 SMILES_CANONICAL CACTVS 3.385 "CN1C(=O)C[C@](C)(N=C1N)[C@@H]2C[C@H]2c3ccccc3" 0B4 SMILES CACTVS 3.385 "CN1C(=O)C[C](C)(N=C1N)[CH]2C[CH]2c3ccccc3" 0B4 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@]1(CC(=O)N(C(=N1)N)C)[C@@H]2C[C@H]2c3ccccc3" 0B4 SMILES "OpenEye OEToolkits" 1.7.6 "CC1(CC(=O)N(C(=N1)N)C)C2CC2c3ccccc3" # 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 0B4 "SYSTEMATIC NAME" ACDLabs 12.01 "(6S)-2-amino-3,6-dimethyl-6-[(1R,2R)-2-phenylcyclopropyl]-5,6-dihydropyrimidin-4(3H)-one" 0B4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(6S)-2-azanyl-3,6-dimethyl-6-[(1R,2R)-2-phenylcyclopropyl]-5H-pyrimidin-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 0B4 "Create component" 2013-05-28 PDBJ 0B4 "Modify formula" 2013-09-24 PDBJ 0B4 "Modify name" 2013-09-24 PDBJ 0B4 "Initial release" 2013-10-02 RCSB #