data_AAX # _chem_comp.id AAX _chem_comp.name "N-(CYCLOPROPYLMETHYL)-4-(METHYLOXY)-3-({5-[3-(3-PYRIDINYL)PHENYL]-1,3-OXAZOL-2-YL}AMINO)BENZENESULFONAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H24 N4 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-12-09 _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 476.547 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AAX _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1Y6B _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 AAX O29 O29 O 0 1 N N N -0.034 31.028 21.307 -1.445 -1.839 3.979 O29 AAX 1 AAX S27 S27 S 0 1 N N N -0.598 29.762 21.567 -0.792 -1.002 4.924 S27 AAX 2 AAX O28 O28 O 0 1 N N N -0.464 29.422 22.948 -0.433 -1.378 6.247 O28 AAX 3 AAX N30 N30 N 0 1 N N N -2.092 29.843 21.031 -1.756 0.335 5.082 N30 AAX 4 AAX C31 C31 C 0 1 N N N -2.268 30.145 19.609 -2.174 1.081 3.893 C31 AAX 5 AAX C32 C32 C 0 1 N N N -3.690 30.590 19.271 -3.051 2.262 4.315 C32 AAX 6 AAX C34 C34 C 0 1 N N N -3.863 31.100 17.841 -4.533 2.210 3.938 C34 AAX 7 AAX C33 C33 C 0 1 N N N -3.918 32.071 19.015 -3.592 3.170 3.209 C33 AAX 8 AAX C6 C6 C 0 1 Y N N 0.267 28.606 20.773 0.704 -0.484 4.151 C6 AAX 9 AAX C5 C5 C 0 1 Y N N 0.024 27.275 21.079 1.769 -0.062 4.924 C5 AAX 10 AAX C4 C4 C 0 1 Y N N 0.761 26.258 20.473 2.946 0.344 4.324 C4 AAX 11 AAX C7 C7 C 0 1 Y N N 1.270 28.881 19.815 0.809 -0.500 2.773 C7 AAX 12 AAX C8 C8 C 0 1 Y N N 2.005 27.865 19.162 1.985 -0.087 2.163 C8 AAX 13 AAX C3 C3 C 0 1 Y N N 1.737 26.550 19.505 3.060 0.331 2.943 C3 AAX 14 AAX O2 O2 O 0 1 N N N 2.452 25.573 18.867 4.217 0.731 2.351 O2 AAX 15 AAX C1 C1 C 0 1 N N N 2.277 24.165 19.091 5.113 1.100 3.401 C1 AAX 16 AAX N9 N9 N 0 1 N N N 2.932 28.092 18.143 2.094 -0.103 0.767 N9 AAX 17 AAX C10 C10 C 0 1 Y N N 2.857 29.105 17.242 0.983 -0.364 -0.009 C10 AAX 18 AAX O14 O14 O 0 1 Y N N 1.841 29.987 17.265 0.985 -0.542 -1.339 O14 AAX 19 AAX C13 C13 C 0 1 Y N N 2.176 30.906 16.328 -0.292 -0.774 -1.725 C13 AAX 20 AAX C12 C12 C 0 1 Y N N 3.356 30.511 15.698 -1.057 -0.732 -0.606 C12 AAX 21 AAX N11 N11 N 0 1 Y N N 3.809 29.374 16.297 -0.245 -0.483 0.433 N11 AAX 22 AAX C15 C15 C 0 1 Y N N 1.217 31.969 16.056 -0.762 -1.025 -3.102 C15 AAX 23 AAX C20 C20 C 0 1 Y N N 1.167 32.583 14.804 -0.225 -0.302 -4.167 C20 AAX 24 AAX C19 C19 C 0 1 Y N N 0.195 33.555 14.548 -0.670 -0.548 -5.462 C19 AAX 25 AAX C18 C18 C 0 1 Y N N -0.772 33.866 15.529 -1.656 -1.508 -5.687 C18 AAX 26 AAX C17 C17 C 0 1 Y N N -0.750 33.181 16.740 -2.190 -2.218 -4.629 C17 AAX 27 AAX C16 C16 C 0 1 Y N N 0.222 32.234 17.006 -1.750 -1.984 -3.342 C16 AAX 28 AAX C21 C21 C 0 1 Y N N 0.190 34.236 13.215 -0.099 0.212 -6.601 C21 AAX 29 AAX C26 C26 C 0 1 Y N N 0.008 35.625 13.096 1.262 0.498 -6.649 C26 AAX 30 AAX N25 N25 N 0 1 Y N N 0.035 36.248 11.896 1.771 1.168 -7.663 N25 AAX 31 AAX C24 C24 C 0 1 Y N N 0.225 35.550 10.773 1.021 1.602 -8.657 C24 AAX 32 AAX C23 C23 C 0 1 Y N N 0.420 34.168 10.831 -0.340 1.363 -8.679 C23 AAX 33 AAX C22 C22 C 0 1 Y N N 0.384 33.492 12.054 -0.921 0.658 -7.640 C22 AAX 34 AAX H30 H30 H 0 1 N N N -2.619 30.514 21.590 -2.044 0.624 5.962 H30 AAX 35 AAX H311 1H31 H 0 0 N N N -1.958 29.281 18.976 -2.740 0.425 3.233 H311 AAX 36 AAX H312 2H31 H 0 0 N N N -1.521 30.898 19.265 -1.293 1.452 3.369 H312 AAX 37 AAX H32 H32 H 0 1 N N N -4.185 29.836 19.926 -2.789 2.727 5.265 H32 AAX 38 AAX H341 1H34 H 0 0 N N N -4.538 30.851 16.989 -4.883 1.335 3.390 H341 AAX 39 AAX H342 2H34 H 0 0 N N N -3.269 31.031 16.900 -5.246 2.641 4.641 H342 AAX 40 AAX H331 1H33 H 0 0 N N N -3.378 33.008 19.286 -3.685 4.233 3.431 H331 AAX 41 AAX H332 2H33 H 0 0 N N N -4.653 32.828 19.376 -3.322 2.927 2.181 H332 AAX 42 AAX H5 H5 H 0 1 N N N -0.762 27.023 21.811 1.683 -0.051 6.001 H5 AAX 43 AAX H4 H4 H 0 1 N N N 0.570 25.211 20.763 3.777 0.672 4.931 H4 AAX 44 AAX H7 H7 H 0 1 N N N 1.488 29.933 19.566 -0.024 -0.830 2.171 H7 AAX 45 AAX H11 1H1 H 0 1 N N N 1.198 23.941 18.923 6.059 1.430 2.973 H11 AAX 46 AAX H12A 2H1 H 0 0 N N N 2.860 23.369 18.571 4.675 1.912 3.983 H12A AAX 47 AAX H13 3H1 H 0 1 N N N 2.396 23.993 20.186 5.287 0.241 4.049 H13 AAX 48 AAX HN9 HN9 H 0 1 N N N 3.002 27.226 17.609 2.951 0.069 0.346 HN9 AAX 49 AAX H12 H12 H 0 1 N N N 3.854 31.020 14.856 -2.127 -0.876 -0.559 H12 AAX 50 AAX H20 H20 H 0 1 N N N 1.892 32.302 14.021 0.538 0.439 -3.988 H20 AAX 51 AAX H18 H18 H 0 1 N N N -1.539 34.638 15.351 -2.004 -1.696 -6.692 H18 AAX 52 AAX H17 H17 H 0 1 N N N -1.517 33.393 17.503 -2.954 -2.960 -4.809 H17 AAX 53 AAX H16 H16 H 0 1 N N N 0.204 31.695 17.968 -2.170 -2.542 -2.518 H16 AAX 54 AAX H26 H26 H 0 1 N N N -0.164 36.255 13.985 1.909 0.159 -5.853 H26 AAX 55 AAX H24 H24 H 0 1 N N N 0.221 36.103 9.819 1.478 2.152 -9.466 H24 AAX 56 AAX H23 H23 H 0 1 N N N 0.604 33.604 9.901 -0.944 1.723 -9.499 H23 AAX 57 AAX H22 H22 H 0 1 N N N 0.506 32.397 12.102 -1.982 0.456 -7.632 H22 AAX 58 # 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 AAX O29 S27 DOUB N N 1 AAX S27 O28 DOUB N N 2 AAX S27 N30 SING N N 3 AAX S27 C6 SING N N 4 AAX N30 C31 SING N N 5 AAX N30 H30 SING N N 6 AAX C31 C32 SING N N 7 AAX C31 H311 SING N N 8 AAX C31 H312 SING N N 9 AAX C32 C34 SING N N 10 AAX C32 C33 SING N N 11 AAX C32 H32 SING N N 12 AAX C34 C33 SING N N 13 AAX C34 H341 SING N N 14 AAX C34 H342 SING N N 15 AAX C33 H331 SING N N 16 AAX C33 H332 SING N N 17 AAX C6 C5 DOUB Y N 18 AAX C6 C7 SING Y N 19 AAX C5 C4 SING Y N 20 AAX C5 H5 SING N N 21 AAX C4 C3 DOUB Y N 22 AAX C4 H4 SING N N 23 AAX C7 C8 DOUB Y N 24 AAX C7 H7 SING N N 25 AAX C8 C3 SING Y N 26 AAX C8 N9 SING N N 27 AAX C3 O2 SING N N 28 AAX O2 C1 SING N N 29 AAX C1 H11 SING N N 30 AAX C1 H12A SING N N 31 AAX C1 H13 SING N N 32 AAX N9 C10 SING N N 33 AAX N9 HN9 SING N N 34 AAX C10 O14 SING Y N 35 AAX C10 N11 DOUB Y N 36 AAX O14 C13 SING Y N 37 AAX C13 C12 DOUB Y N 38 AAX C13 C15 SING Y N 39 AAX C12 N11 SING Y N 40 AAX C12 H12 SING N N 41 AAX C15 C20 DOUB Y N 42 AAX C15 C16 SING Y N 43 AAX C20 C19 SING Y N 44 AAX C20 H20 SING N N 45 AAX C19 C18 DOUB Y N 46 AAX C19 C21 SING Y N 47 AAX C18 C17 SING Y N 48 AAX C18 H18 SING N N 49 AAX C17 C16 DOUB Y N 50 AAX C17 H17 SING N N 51 AAX C16 H16 SING N N 52 AAX C21 C26 DOUB Y N 53 AAX C21 C22 SING Y N 54 AAX C26 N25 SING Y N 55 AAX C26 H26 SING N N 56 AAX N25 C24 DOUB Y N 57 AAX C24 C23 SING Y N 58 AAX C24 H24 SING N N 59 AAX C23 C22 DOUB Y N 60 AAX C23 H23 SING N N 61 AAX C22 H22 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 AAX SMILES ACDLabs 10.04 "O=S(=O)(NCC1CC1)c2cc(c(OC)cc2)Nc3ncc(o3)c5cccc(c4cccnc4)c5" AAX SMILES_CANONICAL CACTVS 3.341 "COc1ccc(cc1Nc2oc(cn2)c3cccc(c3)c4cccnc4)[S](=O)(=O)NCC5CC5" AAX SMILES CACTVS 3.341 "COc1ccc(cc1Nc2oc(cn2)c3cccc(c3)c4cccnc4)[S](=O)(=O)NCC5CC5" AAX SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COc1ccc(cc1Nc2ncc(o2)c3cccc(c3)c4cccnc4)S(=O)(=O)NCC5CC5" AAX SMILES "OpenEye OEToolkits" 1.5.0 "COc1ccc(cc1Nc2ncc(o2)c3cccc(c3)c4cccnc4)S(=O)(=O)NCC5CC5" AAX InChI InChI 1.03 "InChI=1S/C25H24N4O4S/c1-32-23-10-9-21(34(30,31)28-14-17-7-8-17)13-22(23)29-25-27-16-24(33-25)19-5-2-4-18(12-19)20-6-3-11-26-15-20/h2-6,9-13,15-17,28H,7-8,14H2,1H3,(H,27,29)" AAX InChIKey InChI 1.03 KRGKAARWVPUWSY-UHFFFAOYSA-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 AAX "SYSTEMATIC NAME" ACDLabs 10.04 "N-(cyclopropylmethyl)-4-methoxy-3-{[5-(3-pyridin-3-ylphenyl)-1,3-oxazol-2-yl]amino}benzenesulfonamide" AAX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-(cyclopropylmethyl)-4-methoxy-3-[[5-(3-pyridin-3-ylphenyl)-1,3-oxazol-2-yl]amino]benzenesulfonamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AAX "Create component" 2004-12-09 RCSB AAX "Modify aromatic_flag" 2011-06-04 RCSB AAX "Modify descriptor" 2011-06-04 RCSB #