data_BDV # _chem_comp.id BDV _chem_comp.name "1-butyl-3-(4-{[(2Z,4R)-2-imino-4-methyl-4-(2-methylpropyl)-5-oxoimidazolidin-1-yl]methyl}benzyl)urea" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H33 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-01-11 _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 387.519 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BDV _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 3L5D _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 BDV C1 C1 C 0 1 N N R 20.681 10.672 21.729 5.178 0.165 0.439 C1 BDV 1 BDV N1 N1 N 0 1 N N N 21.283 9.563 22.448 5.068 0.499 -0.991 N1 BDV 2 BDV O1 O1 O 0 1 N N N 20.547 13.013 22.457 3.705 0.859 2.257 O1 BDV 3 BDV C2 C2 C 0 1 N N N 21.763 10.066 23.608 3.956 1.294 -1.122 C2 BDV 4 BDV N2 N2 N 0 1 N N N 21.553 11.391 23.757 3.345 1.500 0.090 N2 BDV 5 BDV O2 O2 O 0 1 N N N 28.381 14.282 24.684 -5.042 -2.030 -0.389 O2 BDV 6 BDV C3 C3 C 0 1 N N N 20.907 11.854 22.675 4.000 0.866 1.081 C3 BDV 7 BDV N3 N3 N 0 1 N N N 22.388 9.337 24.531 3.536 1.790 -2.251 N3 BDV 8 BDV C4 C4 C 0 1 N N N 19.158 10.482 21.583 6.494 0.695 1.012 C4 BDV 9 BDV N4 N4 N 0 1 N N N 27.488 15.087 22.767 -3.737 -0.261 -0.072 N4 BDV 10 BDV C5 C5 C 0 1 N N N 21.390 10.918 20.392 5.075 -1.348 0.643 C5 BDV 11 BDV N5 N5 N 0 1 N N N 29.324 13.747 22.695 -6.063 -0.101 0.021 N5 BDV 12 BDV C6 C6 C 0 1 N N N 22.894 11.159 20.539 6.300 -2.030 0.030 C6 BDV 13 BDV C7 C7 C 0 1 N N N 23.434 12.052 19.421 6.248 -3.531 0.323 C7 BDV 14 BDV C8 C8 C 0 1 N N N 23.678 9.853 20.655 6.305 -1.805 -1.483 C8 BDV 15 BDV C9 C9 C 0 1 N N N 21.965 12.205 24.904 2.136 2.305 0.281 C9 BDV 16 BDV C10 C10 C 0 1 Y N N 23.121 13.130 24.553 0.920 1.426 0.139 C10 BDV 17 BDV C11 C11 C 0 1 Y N N 23.186 14.441 25.112 0.393 0.791 1.248 C11 BDV 18 BDV C12 C12 C 0 1 Y N N 24.273 15.307 24.781 -0.723 -0.015 1.117 C12 BDV 19 BDV C13 C13 C 0 1 Y N N 25.297 14.865 23.890 -1.311 -0.185 -0.122 C13 BDV 20 BDV C14 C14 C 0 1 Y N N 25.231 13.555 23.332 -0.785 0.451 -1.230 C14 BDV 21 BDV C15 C15 C 0 1 Y N N 24.149 12.692 23.663 0.328 1.260 -1.099 C15 BDV 22 BDV C16 C16 C 0 1 N N N 26.452 15.782 23.537 -2.527 -1.065 -0.264 C16 BDV 23 BDV C17 C17 C 0 1 N N N 29.258 13.908 21.246 -7.383 -0.730 -0.069 C17 BDV 24 BDV C18 C18 C 0 1 N N N 28.430 12.791 20.608 -8.468 0.323 0.169 C18 BDV 25 BDV C19 C19 C 0 1 N N N 28.826 11.422 21.133 -9.846 -0.335 0.075 C19 BDV 26 BDV C20 C20 C 0 1 N N N 28.398 14.367 23.456 -4.951 -0.840 -0.155 C20 BDV 27 BDV C21 C21 C 0 1 N N N 28.252 10.295 20.296 -10.931 0.718 0.313 C21 BDV 28 BDV HN1 HN1 H 0 1 N N N 21.333 8.612 22.144 5.664 0.213 -1.701 HN1 BDV 29 BDV HN3 HN3 H 0 1 N N N 22.668 9.888 25.317 2.742 2.345 -2.270 HN3 BDV 30 BDV H4 H4 H 0 1 N N N 18.732 11.336 21.036 6.535 1.777 0.886 H4 BDV 31 BDV H4A H4A H 0 1 N N N 18.956 9.554 21.029 6.553 0.450 2.072 H4A BDV 32 BDV H4B H4B H 0 1 N N N 18.699 10.421 22.581 7.330 0.236 0.485 H4B BDV 33 BDV HN4 HN4 H 0 1 N N N 27.519 15.144 21.769 -3.664 0.688 0.114 HN4 BDV 34 BDV H5 H5 H 0 1 N N N 21.244 10.031 19.758 5.033 -1.569 1.710 H5 BDV 35 BDV H5A H5A H 0 1 N N N 20.943 11.808 19.925 4.172 -1.720 0.159 H5A BDV 36 BDV HN5 HN5 H 0 1 N N N 30.040 13.189 23.115 -5.990 0.849 0.208 HN5 BDV 37 BDV H6 H6 H 0 1 N N N 23.041 11.699 21.486 7.207 -1.607 0.463 H6 BDV 38 BDV H7 H7 H 0 1 N N N 24.515 12.202 19.560 5.342 -3.954 -0.110 H7 BDV 39 BDV H7A H7A H 0 1 N N N 23.253 11.571 18.448 7.121 -4.016 -0.114 H7A BDV 40 BDV H7B H7B H 0 1 N N N 22.922 13.025 19.450 6.245 -3.691 1.401 H7B BDV 41 BDV H8 H8 H 0 1 N N N 24.750 10.076 20.758 6.706 -0.815 -1.702 H8 BDV 42 BDV H8A H8A H 0 1 N N N 23.333 9.296 21.538 6.926 -2.562 -1.961 H8A BDV 43 BDV H8B H8B H 0 1 N N N 23.515 9.246 19.752 5.286 -1.877 -1.864 H8B BDV 44 BDV H9 H9 H 0 1 N N N 21.110 12.816 25.228 2.149 2.749 1.276 H9 BDV 45 BDV H9A H9A H 0 1 N N N 22.283 11.535 25.716 2.103 3.095 -0.469 H9A BDV 46 BDV H11 H11 H 0 1 N N N 22.413 14.779 25.786 0.853 0.924 2.216 H11 BDV 47 BDV H12 H12 H 0 1 N N N 24.320 16.299 25.206 -1.134 -0.512 1.984 H12 BDV 48 BDV H14 H14 H 0 1 N N N 26.003 13.217 22.657 -1.244 0.317 -2.198 H14 BDV 49 BDV H15 H15 H 0 1 N N N 24.105 11.700 23.239 0.737 1.760 -1.965 H15 BDV 50 BDV H16 H16 H 0 1 N N N 26.899 16.159 24.469 -2.493 -1.855 0.486 H16 BDV 51 BDV H16A H16A H 0 0 N N N 26.066 16.617 22.934 -2.540 -1.509 -1.260 H16A BDV 52 BDV H17 H17 H 0 1 N N N 28.790 14.876 21.015 -7.511 -1.166 -1.060 H17 BDV 53 BDV H17A H17A H 0 0 N N N 30.278 13.876 20.836 -7.465 -1.512 0.686 H17A BDV 54 BDV H18 H18 H 0 1 N N N 27.369 12.963 20.839 -8.340 0.759 1.160 H18 BDV 55 BDV H18A H18A H 0 0 N N N 28.591 12.811 19.520 -8.386 1.105 -0.586 H18A BDV 56 BDV H19 H19 H 0 1 N N N 29.923 11.345 21.117 -9.974 -0.771 -0.916 H19 BDV 57 BDV H19A H19A H 0 0 N N N 28.450 11.320 22.162 -9.928 -1.117 0.829 H19A BDV 58 BDV H21 H21 H 0 1 N N N 28.567 9.328 20.716 -11.913 0.250 0.246 H21 BDV 59 BDV H21A H21A H 0 0 N N N 27.154 10.357 20.302 -10.803 1.154 1.304 H21A BDV 60 BDV H21B H21B H 0 0 N N N 28.619 10.382 19.263 -10.849 1.500 -0.442 H21B BDV 61 # 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 BDV C1 N1 SING N N 1 BDV C1 C3 SING N N 2 BDV C1 C4 SING N N 3 BDV C1 C5 SING N N 4 BDV N1 C2 SING N N 5 BDV O1 C3 DOUB N N 6 BDV C2 N2 SING N N 7 BDV C2 N3 DOUB N N 8 BDV N2 C3 SING N N 9 BDV N2 C9 SING N N 10 BDV O2 C20 DOUB N N 11 BDV N4 C16 SING N N 12 BDV N4 C20 SING N N 13 BDV C5 C6 SING N N 14 BDV N5 C17 SING N N 15 BDV N5 C20 SING N N 16 BDV C6 C7 SING N N 17 BDV C6 C8 SING N N 18 BDV C9 C10 SING N N 19 BDV C10 C11 DOUB Y N 20 BDV C10 C15 SING Y N 21 BDV C11 C12 SING Y N 22 BDV C12 C13 DOUB Y N 23 BDV C13 C14 SING Y N 24 BDV C13 C16 SING N N 25 BDV C14 C15 DOUB Y N 26 BDV C17 C18 SING N N 27 BDV C18 C19 SING N N 28 BDV C19 C21 SING N N 29 BDV N1 HN1 SING N N 30 BDV N3 HN3 SING N N 31 BDV C4 H4 SING N N 32 BDV C4 H4A SING N N 33 BDV C4 H4B SING N N 34 BDV N4 HN4 SING N N 35 BDV C5 H5 SING N N 36 BDV C5 H5A SING N N 37 BDV N5 HN5 SING N N 38 BDV C6 H6 SING N N 39 BDV C7 H7 SING N N 40 BDV C7 H7A SING N N 41 BDV C7 H7B SING N N 42 BDV C8 H8 SING N N 43 BDV C8 H8A SING N N 44 BDV C8 H8B SING N N 45 BDV C9 H9 SING N N 46 BDV C9 H9A SING N N 47 BDV C11 H11 SING N N 48 BDV C12 H12 SING N N 49 BDV C14 H14 SING N N 50 BDV C15 H15 SING N N 51 BDV C16 H16 SING N N 52 BDV C16 H16A SING N N 53 BDV C17 H17 SING N N 54 BDV C17 H17A SING N N 55 BDV C18 H18 SING N N 56 BDV C18 H18A SING N N 57 BDV C19 H19 SING N N 58 BDV C19 H19A SING N N 59 BDV C21 H21 SING N N 60 BDV C21 H21A SING N N 61 BDV C21 H21B SING N N 62 # 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 BDV SMILES_CANONICAL CACTVS 3.352 "CCCCNC(=O)NCc1ccc(CN2C(=N)N[C@](C)(CC(C)C)C2=O)cc1" BDV SMILES CACTVS 3.352 "CCCCNC(=O)NCc1ccc(CN2C(=N)N[C](C)(CC(C)C)C2=O)cc1" BDV SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "[H]/N=C\1/N[C@](C(=O)N1Cc2ccc(cc2)CNC(=O)NCCCC)(C)CC(C)C" BDV SMILES "OpenEye OEToolkits" 1.7.0 "CCCCNC(=O)NCc1ccc(cc1)CN2C(=O)C(NC2=N)(C)CC(C)C" BDV InChI InChI 1.03 "InChI=1S/C21H33N5O2/c1-5-6-11-23-20(28)24-13-16-7-9-17(10-8-16)14-26-18(27)21(4,12-15(2)3)25-19(26)22/h7-10,15H,5-6,11-14H2,1-4H3,(H2,22,25)(H2,23,24,28)/t21-/m1/s1" BDV InChIKey InChI 1.03 VPGRKPRUHRVZER-OAQYLSRUSA-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 BDV "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "1-butyl-3-[[4-[[(4R)-2-imino-4-methyl-4-(2-methylpropyl)-5-oxo-imidazolidin-1-yl]methyl]phenyl]methyl]urea" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site BDV "Create component" 2010-01-11 RCSB BDV "Modify aromatic_flag" 2011-06-04 RCSB BDV "Modify descriptor" 2011-06-04 RCSB #