data_X16 # _chem_comp.id X16 _chem_comp.name "N-{[3-(4-amino-2-methylquinazolin-7-yl)phenyl]sulfonyl}-L-threoninamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H21 N5 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-11-19 _chem_comp.pdbx_modified_date 2013-09-13 _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 415.466 _chem_comp.one_letter_code ? _chem_comp.three_letter_code X16 _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 4HWP _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 X16 C1 C1 C 0 1 N N N -11.308 -34.616 19.901 -6.034 3.273 1.343 C1 X16 1 X16 C2 C2 C 0 1 N N R -11.204 -33.683 18.692 -5.359 2.224 0.458 C2 X16 2 X16 C3 C3 C 0 1 N N S -10.810 -34.418 17.408 -4.209 1.570 1.228 C3 X16 3 X16 C4 C4 C 0 1 N N N -11.958 -35.304 17.002 -3.468 0.626 0.317 C4 X16 4 X16 N5 N5 N 0 1 N N N -11.900 -36.585 17.331 -3.962 -0.605 0.076 N5 X16 5 X16 O6 O6 O 0 1 N N N -10.333 -32.633 19.065 -4.847 2.852 -0.720 O6 X16 6 X16 N7 N7 N 0 1 N N N -10.649 -33.478 16.340 -3.290 2.609 1.710 N7 X16 7 X16 O8 O8 O 0 1 N N N -12.872 -34.839 16.377 -2.427 0.973 -0.199 O8 X16 8 X16 S9 S9 S 0 1 N N N -13.060 -37.591 16.906 -3.147 -1.643 -0.924 S9 X16 9 X16 O10 O10 O 0 1 N N N -12.602 -38.829 17.293 -3.895 -2.850 -0.946 O10 X16 10 X16 O11 O11 O 0 1 N N N -13.294 -37.481 15.571 -2.829 -0.904 -2.096 O11 X16 11 X16 C12 C12 C 0 1 Y N N -14.409 -37.304 17.765 -1.613 -2.022 -0.145 C12 X16 12 X16 C13 C13 C 0 1 Y N N -14.369 -36.766 19.053 -1.523 -3.104 0.712 C13 X16 13 X16 C14 C14 C 0 1 Y N N -15.521 -36.525 19.809 -0.322 -3.408 1.328 C14 X16 14 X16 C15 C15 C 0 1 Y N N -16.746 -36.838 19.249 0.794 -2.632 1.089 C15 X16 15 X16 C16 C16 C 0 1 Y N N -16.822 -37.440 18.003 0.710 -1.540 0.227 C16 X16 16 X16 C17 C17 C 0 1 Y N N -15.661 -37.632 17.261 -0.502 -1.242 -0.395 C17 X16 17 X16 C18 C18 C 0 1 Y N N -18.167 -37.725 17.401 1.906 -0.702 -0.033 C18 X16 18 X16 C19 C19 C 0 1 Y N N -19.294 -37.805 18.200 1.810 0.394 -0.903 C19 X16 19 X16 C20 C20 C 0 1 Y N N -20.562 -37.996 17.677 2.893 1.178 -1.157 C20 X16 20 X16 C21 C21 C 0 1 Y N N -20.700 -38.102 16.304 4.120 0.891 -0.544 C21 X16 21 X16 C22 C22 C 0 1 Y N N -19.525 -38.026 15.432 4.230 -0.213 0.336 C22 X16 22 X16 C23 C23 C 0 1 Y N N -18.292 -37.823 16.026 3.104 -1.006 0.590 C23 X16 23 X16 N24 N24 N 0 1 Y N N -19.706 -38.125 14.095 5.417 -0.466 0.909 N24 X16 24 X16 C25 C25 C 0 1 Y N N -20.921 -38.300 13.548 6.453 0.297 0.656 C25 X16 25 X16 N26 N26 N 0 1 Y N N -22.039 -38.373 14.292 6.398 1.339 -0.159 N26 X16 26 X16 C27 C27 C 0 1 Y N N -22.009 -38.292 15.618 5.274 1.677 -0.777 C27 X16 27 X16 N28 N28 N 0 1 N N N -23.098 -38.354 16.328 5.232 2.764 -1.623 N28 X16 28 X16 C29 C29 C 0 1 N N N -21.007 -38.417 12.056 7.766 -0.026 1.322 C29 X16 29 X16 H1 H1 H 0 1 N N N -11.593 -34.034 20.790 -6.853 3.739 0.794 H1 X16 30 X16 H1A H1A H 0 1 N N N -12.070 -35.385 19.706 -6.424 2.794 2.241 H1A X16 31 X16 H1B H1B H 0 1 N N N -10.336 -35.100 20.075 -5.306 4.034 1.624 H1B X16 32 X16 H2 H2 H 0 1 N N N -12.206 -33.261 18.525 -6.087 1.463 0.176 H2 X16 33 X16 H3 H3 H 0 1 N N N -9.899 -35.012 17.571 -4.610 1.016 2.077 H3 X16 34 X16 HN5 HN5 H 0 1 N N N -11.118 -36.926 17.853 -4.794 -0.883 0.488 HN5 X16 35 X16 HO6 HO6 H 0 1 N N N -10.239 -32.026 18.340 -4.192 3.541 -0.545 HO6 X16 36 X16 HN7 HN7 H 0 1 N N N -10.392 -33.963 15.504 -2.905 3.136 0.941 HN7 X16 37 X16 HN7A HN7A H 0 0 N N N -11.510 -32.992 16.191 -3.747 3.217 2.373 HN7A X16 38 X16 H13 H13 H 0 1 N N N -13.408 -36.526 19.484 -2.394 -3.714 0.902 H13 X16 39 X16 H14 H14 H 0 1 N N N -15.456 -36.106 20.802 -0.258 -4.253 1.996 H14 X16 40 X16 H15 H15 H 0 1 N N N -17.654 -36.611 19.789 1.731 -2.869 1.571 H15 X16 41 X16 H17 H17 H 0 1 N N N -15.735 -38.047 16.267 -0.572 -0.401 -1.068 H17 X16 42 X16 H19 H19 H 0 1 N N N -19.181 -37.715 19.270 0.866 0.619 -1.377 H19 X16 43 X16 H20 H20 H 0 1 N N N -21.423 -38.061 18.326 2.807 2.019 -1.829 H20 X16 44 X16 H23 H23 H 0 1 N N N -17.412 -37.740 15.406 3.172 -1.851 1.259 H23 X16 45 X16 HN28 HN28 H 0 0 N N N -23.886 -38.465 15.722 6.030 3.294 -1.773 HN28 X16 46 X16 HN2A HN2A H 0 0 N N N -23.045 -39.134 16.952 4.403 3.000 -2.069 HN2A X16 47 X16 H29 H29 H 0 1 N N N -19.999 -38.336 11.623 8.335 -0.710 0.692 H29 X16 48 X16 H29A H29A H 0 0 N N N -21.443 -39.391 11.789 8.335 0.892 1.469 H29A X16 49 X16 H29B H29B H 0 0 N N N -21.642 -37.610 11.661 7.577 -0.495 2.288 H29B X16 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 X16 C2 C1 SING N N 1 X16 C1 H1 SING N N 2 X16 C1 H1A SING N N 3 X16 C1 H1B SING N N 4 X16 C3 C2 SING N N 5 X16 C2 O6 SING N N 6 X16 C2 H2 SING N N 7 X16 N7 C3 SING N N 8 X16 C4 C3 SING N N 9 X16 C3 H3 SING N N 10 X16 O8 C4 DOUB N N 11 X16 C4 N5 SING N N 12 X16 S9 N5 SING N N 13 X16 N5 HN5 SING N N 14 X16 O6 HO6 SING N N 15 X16 N7 HN7 SING N N 16 X16 N7 HN7A SING N N 17 X16 O11 S9 DOUB N N 18 X16 S9 O10 DOUB N N 19 X16 S9 C12 SING N N 20 X16 C17 C12 DOUB Y N 21 X16 C12 C13 SING Y N 22 X16 C13 C14 DOUB Y N 23 X16 C13 H13 SING N N 24 X16 C15 C14 SING Y N 25 X16 C14 H14 SING N N 26 X16 C16 C15 DOUB Y N 27 X16 C15 H15 SING N N 28 X16 C17 C16 SING Y N 29 X16 C18 C16 SING N N 30 X16 C17 H17 SING N N 31 X16 C23 C18 DOUB Y N 32 X16 C18 C19 SING Y N 33 X16 C20 C19 DOUB Y N 34 X16 C19 H19 SING N N 35 X16 C21 C20 SING Y N 36 X16 C20 H20 SING N N 37 X16 C22 C21 SING Y N 38 X16 C27 C21 DOUB Y N 39 X16 N24 C22 DOUB Y N 40 X16 C22 C23 SING Y N 41 X16 C23 H23 SING N N 42 X16 C25 N24 SING Y N 43 X16 C29 C25 SING N N 44 X16 C25 N26 DOUB Y N 45 X16 N26 C27 SING Y N 46 X16 C27 N28 SING N N 47 X16 N28 HN28 SING N N 48 X16 N28 HN2A SING N N 49 X16 C29 H29 SING N N 50 X16 C29 H29A SING N N 51 X16 C29 H29B SING N N 52 # 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 X16 SMILES ACDLabs 12.01 "O=C(NS(=O)(=O)c3cccc(c2ccc1c(nc(nc1N)C)c2)c3)C(N)C(O)C" X16 InChI InChI 1.03 "InChI=1S/C19H21N5O4S/c1-10(25)17(20)19(26)24-29(27,28)14-5-3-4-12(8-14)13-6-7-15-16(9-13)22-11(2)23-18(15)21/h3-10,17,25H,20H2,1-2H3,(H,24,26)(H2,21,22,23)/t10-,17+/m1/s1" X16 InChIKey InChI 1.03 CTJLRNBGVURJQO-QGHHPUGFSA-N X16 SMILES_CANONICAL CACTVS 3.370 "C[C@@H](O)[C@H](N)C(=O)N[S](=O)(=O)c1cccc(c1)c2ccc3c(N)nc(C)nc3c2" X16 SMILES CACTVS 3.370 "C[CH](O)[CH](N)C(=O)N[S](=O)(=O)c1cccc(c1)c2ccc3c(N)nc(C)nc3c2" X16 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1nc2cc(ccc2c(n1)N)c3cccc(c3)S(=O)(=O)NC(=O)[C@H]([C@@H](C)O)N" X16 SMILES "OpenEye OEToolkits" 1.7.6 "Cc1nc2cc(ccc2c(n1)N)c3cccc(c3)S(=O)(=O)NC(=O)C(C(C)O)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 X16 "SYSTEMATIC NAME" ACDLabs 12.01 "N-{[3-(4-amino-2-methylquinazolin-7-yl)phenyl]sulfonyl}-L-threoninamide" X16 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S,3R)-2-azanyl-N-[3-(4-azanyl-2-methyl-quinazolin-7-yl)phenyl]sulfonyl-3-oxidanyl-butanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site X16 "Create component" 2012-11-19 RCSB X16 "Initial release" 2013-09-18 RCSB #