data_1XO # _chem_comp.id 1XO _chem_comp.name "N-[(4-oxo-3,4-dihydroquinazolin-2-yl)methyl]-3-phenyl-N-(thiophen-2-ylmethyl)propanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H21 N3 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-07-30 _chem_comp.pdbx_modified_date 2013-08-09 _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 403.497 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1XO _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 4LI6 _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 1XO S1 S1 S 0 1 Y N N -23.851 -3.988 6.104 -0.829 1.877 -1.277 S1 1XO 1 1XO C2 C2 C 0 1 Y N N -25.530 -4.118 6.498 0.093 0.573 -2.014 C2 1XO 2 1XO C3 C3 C 0 1 Y N N -26.209 -3.000 6.241 1.323 1.003 -2.303 C3 1XO 3 1XO C5 C5 C 0 1 Y N N -25.347 -1.948 5.695 1.574 2.322 -1.967 C5 1XO 4 1XO C7 C7 C 0 1 Y N N -24.084 -2.356 5.582 0.548 2.964 -1.405 C7 1XO 5 1XO C9 C9 C 0 1 N N N -26.173 -5.366 7.037 -0.426 -0.817 -2.279 C9 1XO 6 1XO N12 N12 N 0 1 N N N -25.433 -6.063 8.093 -0.161 -1.667 -1.116 N12 1XO 7 1XO C13 C13 C 0 1 N N N -24.287 -6.912 7.763 1.094 -2.417 -1.027 C13 1XO 8 1XO C16 C16 C 0 1 N N N -24.441 -8.398 7.893 2.134 -1.576 -0.333 C16 1XO 9 1XO N17 N17 N 0 1 N N N -25.529 -8.975 7.544 1.798 -0.388 0.068 N17 1XO 10 1XO C18 C18 C 0 1 Y N N -25.682 -10.313 7.637 2.681 0.426 0.700 C18 1XO 11 1XO C19 C19 C 0 1 Y N N -24.612 -11.106 8.086 3.997 -0.035 0.925 C19 1XO 12 1XO C20 C20 C 0 1 Y N N -24.764 -12.492 8.192 4.922 0.782 1.572 C20 1XO 13 1XO C22 C22 C 0 1 Y N N -25.993 -13.065 7.841 4.542 2.039 1.989 C22 1XO 14 1XO C24 C24 C 0 1 Y N N -27.061 -12.276 7.391 3.249 2.495 1.770 C24 1XO 15 1XO C26 C26 C 0 1 Y N N -26.907 -10.890 7.287 2.320 1.704 1.132 C26 1XO 16 1XO C28 C28 C 0 1 N N N -23.323 -10.394 8.421 4.345 -1.385 0.458 C28 1XO 17 1XO N29 N29 N 0 1 N N N -23.336 -9.055 8.300 3.374 -2.102 -0.154 N29 1XO 18 1XO O31 O31 O 0 1 N N N -22.307 -11.012 8.764 5.462 -1.842 0.620 O31 1XO 19 1XO C32 C32 C 0 1 N N N -25.818 -5.917 9.393 -1.072 -1.758 -0.127 C32 1XO 20 1XO O33 O33 O 0 1 N N N -25.218 -6.492 10.303 -0.853 -2.462 0.836 O33 1XO 21 1XO C34 C34 C 0 1 N N N -26.959 -5.004 9.808 -2.363 -0.987 -0.218 C34 1XO 22 1XO C37 C37 C 0 1 N N N -26.444 -3.530 9.903 -3.213 -1.265 1.024 C37 1XO 23 1XO C40 C40 C 0 1 Y N N -25.364 -3.357 10.997 -4.504 -0.493 0.933 C40 1XO 24 1XO C41 C41 C 0 1 Y N N -25.707 -2.809 12.245 -5.610 -1.065 0.332 C41 1XO 25 1XO C43 C43 C 0 1 Y N N -24.738 -2.647 13.247 -6.794 -0.357 0.249 C43 1XO 26 1XO C45 C45 C 0 1 Y N N -23.414 -3.034 13.006 -6.872 0.923 0.766 C45 1XO 27 1XO C47 C47 C 0 1 Y N N -23.059 -3.579 11.771 -5.766 1.494 1.367 C47 1XO 28 1XO C49 C49 C 0 1 Y N N -24.029 -3.735 10.778 -4.584 0.784 1.456 C49 1XO 29 1XO H1 H1 H 0 1 N N N -27.269 -2.883 6.415 2.066 0.369 -2.763 H1 1XO 30 1XO H2 H2 H 0 1 N N N -25.693 -0.963 5.418 2.527 2.796 -2.145 H2 1XO 31 1XO H3 H3 H 0 1 N N N -23.288 -1.732 5.204 0.560 3.993 -1.080 H3 1XO 32 1XO H4 H4 H 0 1 N N N -27.158 -5.090 7.442 -1.500 -0.775 -2.462 H4 1XO 33 1XO H5 H5 H 0 1 N N N -26.304 -6.066 6.199 0.076 -1.231 -3.154 H5 1XO 34 1XO H6 H6 H 0 1 N N N -23.459 -6.612 8.422 0.930 -3.333 -0.460 H6 1XO 35 1XO H7 H7 H 0 1 N N N -24.018 -6.703 6.717 1.439 -2.667 -2.030 H7 1XO 36 1XO H8 H8 H 0 1 N N N -23.948 -13.110 8.538 5.929 0.433 1.746 H8 1XO 37 1XO H9 H9 H 0 1 N N N -26.120 -14.135 7.918 5.256 2.675 2.491 H9 1XO 38 1XO H10 H10 H 0 1 N N N -28.001 -12.738 7.125 2.968 3.483 2.103 H10 1XO 39 1XO H11 H11 H 0 1 N N N -27.723 -10.273 6.941 1.317 2.069 0.967 H11 1XO 40 1XO H12 H12 H 0 1 N N N -22.509 -8.536 8.516 3.566 -2.998 -0.472 H12 1XO 41 1XO H13 H13 H 0 1 N N N -27.765 -5.063 9.062 -2.145 0.080 -0.277 H13 1XO 42 1XO H14 H14 H 0 1 N N N -27.344 -5.321 10.789 -2.910 -1.296 -1.109 H14 1XO 43 1XO H15 H15 H 0 1 N N N -26.014 -3.242 8.932 -3.430 -2.332 1.083 H15 1XO 44 1XO H16 H16 H 0 1 N N N -27.294 -2.872 10.137 -2.666 -0.956 1.915 H16 1XO 45 1XO H17 H17 H 0 1 N N N -26.727 -2.509 12.435 -5.548 -2.064 -0.073 H17 1XO 46 1XO H18 H18 H 0 1 N N N -25.013 -2.225 14.202 -7.658 -0.803 -0.221 H18 1XO 47 1XO H19 H19 H 0 1 N N N -22.667 -2.911 13.776 -7.798 1.476 0.700 H19 1XO 48 1XO H20 H20 H 0 1 N N N -22.038 -3.879 11.584 -5.827 2.494 1.771 H20 1XO 49 1XO H21 H21 H 0 1 N N N -23.747 -4.154 9.823 -3.721 1.229 1.929 H21 1XO 50 # 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 1XO C7 C5 DOUB Y N 1 1XO C7 S1 SING Y N 2 1XO C5 C3 SING Y N 3 1XO S1 C2 SING Y N 4 1XO C3 C2 DOUB Y N 5 1XO C2 C9 SING N N 6 1XO C9 N12 SING N N 7 1XO C26 C24 DOUB Y N 8 1XO C26 C18 SING Y N 9 1XO C24 C22 SING Y N 10 1XO N17 C18 SING N N 11 1XO N17 C16 DOUB N N 12 1XO C18 C19 DOUB Y N 13 1XO C13 C16 SING N N 14 1XO C13 N12 SING N N 15 1XO C22 C20 DOUB Y N 16 1XO C16 N29 SING N N 17 1XO C19 C20 SING Y N 18 1XO C19 C28 SING N N 19 1XO N12 C32 SING N N 20 1XO N29 C28 SING N N 21 1XO C28 O31 DOUB N N 22 1XO C32 C34 SING N N 23 1XO C32 O33 DOUB N N 24 1XO C34 C37 SING N N 25 1XO C37 C40 SING N N 26 1XO C49 C40 DOUB Y N 27 1XO C49 C47 SING Y N 28 1XO C40 C41 SING Y N 29 1XO C47 C45 DOUB Y N 30 1XO C41 C43 DOUB Y N 31 1XO C45 C43 SING Y N 32 1XO C3 H1 SING N N 33 1XO C5 H2 SING N N 34 1XO C7 H3 SING N N 35 1XO C9 H4 SING N N 36 1XO C9 H5 SING N N 37 1XO C13 H6 SING N N 38 1XO C13 H7 SING N N 39 1XO C20 H8 SING N N 40 1XO C22 H9 SING N N 41 1XO C24 H10 SING N N 42 1XO C26 H11 SING N N 43 1XO N29 H12 SING N N 44 1XO C34 H13 SING N N 45 1XO C34 H14 SING N N 46 1XO C37 H15 SING N N 47 1XO C37 H16 SING N N 48 1XO C41 H17 SING N N 49 1XO C43 H18 SING N N 50 1XO C45 H19 SING N N 51 1XO C47 H20 SING N N 52 1XO C49 H21 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 1XO SMILES ACDLabs 12.01 "O=C1c4ccccc4N=C(N1)CN(C(=O)CCc2ccccc2)Cc3sccc3" 1XO InChI InChI 1.03 "InChI=1S/C23H21N3O2S/c27-22(13-12-17-7-2-1-3-8-17)26(15-18-9-6-14-29-18)16-21-24-20-11-5-4-10-19(20)23(28)25-21/h1-11,14H,12-13,15-16H2,(H,24,25,28)" 1XO InChIKey InChI 1.03 SKYFUELJMZKOQQ-UHFFFAOYSA-N 1XO SMILES_CANONICAL CACTVS 3.385 "O=C(CCc1ccccc1)N(CC2=Nc3ccccc3C(=O)N2)Cc4sccc4" 1XO SMILES CACTVS 3.385 "O=C(CCc1ccccc1)N(CC2=Nc3ccccc3C(=O)N2)Cc4sccc4" 1XO SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)CCC(=O)N(Cc2cccs2)CC3=Nc4ccccc4C(=O)N3" 1XO SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)CCC(=O)N(Cc2cccs2)CC3=Nc4ccccc4C(=O)N3" # 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 1XO "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(4-oxo-3,4-dihydroquinazolin-2-yl)methyl]-3-phenyl-N-(thiophen-2-ylmethyl)propanamide" 1XO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[(4-oxidanylidene-3H-quinazolin-2-yl)methyl]-3-phenyl-N-(thiophen-2-ylmethyl)propanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1XO "Create component" 2013-07-30 RCSB 1XO "Initial release" 2013-08-14 RCSB #