data_1B3 # _chem_comp.id 1B3 _chem_comp.name "N-{[3-(4-amino-2-chloroquinazolin-7-yl)phenyl]sulfonyl}-L-threoninamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H18 Cl 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 2012-11-20 _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 435.885 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1B3 _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 4HWS _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 1B3 CL2 CL2 CL 0 0 N N N 24.248 -37.729 -18.323 -7.622 -0.054 -1.128 CL2 1B3 1 1B3 C25 C25 C 0 1 Y N N 22.806 -37.839 -17.324 -6.088 0.314 -0.404 C25 1B3 2 1B3 N24 N24 N 0 1 Y N N 21.635 -37.681 -17.982 -5.060 -0.452 -0.688 N24 1B3 3 1B3 N26 N26 N 0 1 Y N N 22.951 -38.034 -15.992 -6.004 1.360 0.406 N26 1B3 4 1B3 C27 C27 C 0 1 Y N N 21.897 -38.098 -15.209 -4.862 1.694 0.989 C27 1B3 5 1B3 N28 N28 N 0 1 N N N 22.041 -38.285 -13.883 -4.790 2.784 1.830 N28 1B3 6 1B3 C21 C21 C 0 1 Y N N 20.557 -37.967 -15.858 -3.717 0.902 0.727 C21 1B3 7 1B3 C22 C22 C 0 1 Y N N 20.483 -37.756 -17.305 -3.856 -0.202 -0.150 C22 1B3 8 1B3 C23 C23 C 0 1 Y N N 19.234 -37.605 -17.936 -2.741 -1.000 -0.433 C23 1B3 9 1B3 C20 C20 C 0 1 Y N N 19.382 -38.026 -15.108 -2.473 1.187 1.302 C20 1B3 10 1B3 C19 C19 C 0 1 Y N N 18.152 -37.900 -15.756 -1.401 0.397 1.021 C19 1B3 11 1B3 C18 C18 C 0 1 Y N N 18.082 -37.682 -17.146 -1.523 -0.695 0.150 C18 1B3 12 1B3 C16 C16 C 0 1 Y N N 16.735 -37.440 -17.768 -0.337 -1.537 -0.145 C16 1B3 13 1B3 C17 C17 C 0 1 Y N N 15.568 -37.650 -17.058 0.894 -1.238 0.437 C17 1B3 14 1B3 C15 C15 C 0 1 Y N N 16.691 -36.810 -19.028 -0.451 -2.632 -0.999 C15 1B3 15 1B3 C14 C14 C 0 1 Y N N 15.457 -36.522 -19.641 0.655 -3.411 -1.270 C14 1B3 16 1B3 C13 C13 C 0 1 Y N N 14.283 -36.781 -18.908 1.876 -3.107 -0.694 C13 1B3 17 1B3 C12 C12 C 0 1 Y N N 14.333 -37.340 -17.624 1.994 -2.025 0.160 C12 1B3 18 1B3 S9 S9 S 0 1 N N N 12.953 -37.646 -16.810 3.553 -1.645 0.888 S9 1B3 19 1B3 O10 O10 O 0 1 N N N 12.483 -38.962 -17.196 3.274 -0.906 2.069 O10 1B3 20 1B3 O11 O11 O 0 1 N N N 13.184 -37.591 -15.418 4.302 -2.853 0.885 O11 1B3 21 1B3 N5 N5 N 0 1 N N N 11.810 -36.640 -17.234 4.334 -0.608 -0.139 N5 1B3 22 1B3 C4 C4 C 0 1 N N N 11.877 -35.343 -16.908 3.832 0.623 -0.364 C4 1B3 23 1B3 O8 O8 O 0 1 N N N 12.819 -34.881 -16.264 2.809 0.970 0.185 O8 1B3 24 1B3 C3 C3 C 0 1 N N S 10.727 -34.495 -17.355 4.544 1.567 -1.299 C3 1B3 25 1B3 N7 N7 N 0 1 N N N 10.393 -33.492 -16.339 3.608 2.605 -1.751 N7 1B3 26 1B3 C2 C2 C 0 1 N N R 11.099 -33.718 -18.620 5.718 2.221 -0.568 C2 1B3 27 1B3 C1 C1 C 0 1 N N N 11.057 -34.664 -19.844 6.363 3.270 -1.475 C1 1B3 28 1B3 O6 O6 O 0 1 N N N 10.181 -32.622 -18.776 5.245 2.849 0.625 O6 1B3 29 1B3 H1 H1 H 0 1 N N N 23.013 -38.355 -13.659 -5.582 3.318 2.002 H1 1B3 30 1B3 H2 H2 H 0 1 N N N 21.641 -37.511 -13.392 -3.948 3.018 2.251 H2 1B3 31 1B3 H3 H3 H 0 1 N N N 19.167 -37.434 -19.000 -2.831 -1.845 -1.099 H3 1B3 32 1B3 H4 H4 H 0 1 N N N 19.424 -38.168 -14.038 -2.365 2.030 1.968 H4 1B3 33 1B3 H5 H5 H 0 1 N N N 17.240 -37.971 -15.183 -0.442 0.620 1.467 H5 1B3 34 1B3 H6 H6 H 0 1 N N N 15.614 -38.057 -16.059 0.987 -0.394 1.103 H6 1B3 35 1B3 H7 H7 H 0 1 N N N 17.612 -36.546 -19.527 -1.403 -2.870 -1.449 H7 1B3 36 1B3 H8 H8 H 0 1 N N N 15.412 -36.116 -20.641 0.568 -4.260 -1.931 H8 1B3 37 1B3 H9 H9 H 0 1 N N N 13.324 -36.544 -19.344 2.739 -3.720 -0.908 H9 1B3 38 1B3 H10 H10 H 0 1 N N N 11.025 -36.977 -17.754 5.153 -0.886 -0.579 H10 1B3 39 1B3 H11 H11 H 0 1 N N N 9.854 -35.131 -17.562 4.916 1.013 -2.161 H11 1B3 40 1B3 H12 H12 H 0 1 N N N 10.141 -33.951 -15.487 3.249 3.133 -0.970 H12 1B3 41 1B3 H13 H13 H 0 1 N N N 11.185 -32.903 -16.179 4.043 3.213 -2.429 H13 1B3 42 1B3 H15 H15 H 0 1 N N N 12.125 -33.336 -18.510 6.455 1.460 -0.310 H15 1B3 43 1B3 H16 H16 H 0 1 N N N 11.768 -35.490 -19.694 5.626 4.031 -1.733 H16 1B3 44 1B3 H17 H17 H 0 1 N N N 10.041 -35.071 -19.958 7.199 3.736 -0.954 H17 1B3 45 1B3 H18 H18 H 0 1 N N N 11.331 -34.104 -20.750 6.724 2.791 -2.385 H18 1B3 46 1B3 H19 H19 H 0 1 N N N 10.227 -32.059 -18.013 4.584 3.539 0.472 H19 1B3 47 # 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 1B3 C1 C2 SING N N 1 1B3 C14 C15 DOUB Y N 2 1B3 C14 C13 SING Y N 3 1B3 C15 C16 SING Y N 4 1B3 C13 C12 DOUB Y N 5 1B3 O6 C2 SING N N 6 1B3 C2 C3 SING N N 7 1B3 CL2 C25 SING N N 8 1B3 N24 C25 DOUB Y N 9 1B3 N24 C22 SING Y N 10 1B3 C23 C22 DOUB Y N 11 1B3 C23 C18 SING Y N 12 1B3 C16 C18 SING N N 13 1B3 C16 C17 DOUB Y N 14 1B3 C12 C17 SING Y N 15 1B3 C12 S9 SING N N 16 1B3 C3 C4 SING N N 17 1B3 C3 N7 SING N N 18 1B3 C25 N26 SING Y N 19 1B3 C22 C21 SING Y N 20 1B3 N5 C4 SING N N 21 1B3 N5 S9 SING N N 22 1B3 O10 S9 DOUB N N 23 1B3 C18 C19 DOUB Y N 24 1B3 C4 O8 DOUB N N 25 1B3 S9 O11 DOUB N N 26 1B3 N26 C27 DOUB Y N 27 1B3 C21 C27 SING Y N 28 1B3 C21 C20 DOUB Y N 29 1B3 C19 C20 SING Y N 30 1B3 C27 N28 SING N N 31 1B3 N28 H1 SING N N 32 1B3 N28 H2 SING N N 33 1B3 C23 H3 SING N N 34 1B3 C20 H4 SING N N 35 1B3 C19 H5 SING N N 36 1B3 C17 H6 SING N N 37 1B3 C15 H7 SING N N 38 1B3 C14 H8 SING N N 39 1B3 C13 H9 SING N N 40 1B3 N5 H10 SING N N 41 1B3 C3 H11 SING N N 42 1B3 N7 H12 SING N N 43 1B3 N7 H13 SING N N 44 1B3 C2 H15 SING N N 45 1B3 C1 H16 SING N N 46 1B3 C1 H17 SING N N 47 1B3 C1 H18 SING N N 48 1B3 O6 H19 SING N N 49 # 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 1B3 SMILES ACDLabs 12.01 "O=C(NS(=O)(=O)c3cccc(c2ccc1c(nc(Cl)nc1N)c2)c3)C(N)C(O)C" 1B3 InChI InChI 1.03 "InChI=1S/C18H18ClN5O4S/c1-9(25)15(20)17(26)24-29(27,28)12-4-2-3-10(7-12)11-5-6-13-14(8-11)22-18(19)23-16(13)21/h2-9,15,25H,20H2,1H3,(H,24,26)(H2,21,22,23)/t9-,15+/m1/s1" 1B3 InChIKey InChI 1.03 MSFGWBJSNPMREF-PSLIRLAXSA-N 1B3 SMILES_CANONICAL CACTVS 3.370 "C[C@@H](O)[C@H](N)C(=O)N[S](=O)(=O)c1cccc(c1)c2ccc3c(N)nc(Cl)nc3c2" 1B3 SMILES CACTVS 3.370 "C[CH](O)[CH](N)C(=O)N[S](=O)(=O)c1cccc(c1)c2ccc3c(N)nc(Cl)nc3c2" 1B3 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@H]([C@@H](C(=O)NS(=O)(=O)c1cccc(c1)c2ccc3c(c2)nc(nc3N)Cl)N)O" 1B3 SMILES "OpenEye OEToolkits" 1.7.6 "CC(C(C(=O)NS(=O)(=O)c1cccc(c1)c2ccc3c(c2)nc(nc3N)Cl)N)O" # 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 1B3 "SYSTEMATIC NAME" ACDLabs 12.01 "N-{[3-(4-amino-2-chloroquinazolin-7-yl)phenyl]sulfonyl}-L-threoninamide" 1B3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S,3R)-2-azanyl-N-[3-(4-azanyl-2-chloranyl-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 1B3 "Create component" 2012-11-20 RCSB 1B3 "Initial release" 2013-09-18 RCSB #