data_AK4 # _chem_comp.id AK4 _chem_comp.name "(7-{[2-(2-{[(3-chlorophenyl)carbamoyl]amino}-1,3-thiazol-5-yl)ethyl]amino}-1H-pyrazolo[4,3-d]pyrimidin-1-yl)acetic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H17 Cl N8 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-05-12 _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 472.908 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AK4 _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 3D2K _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 AK4 C30 C30 C 0 1 N N N 22.680 15.402 25.047 6.236 -2.339 0.004 C30 AK4 1 AK4 C28 C28 C 0 1 Y N N 25.544 17.928 22.405 8.302 1.498 -0.412 C28 AK4 2 AK4 C24 C24 C 0 1 Y N N 16.465 5.382 19.332 -6.951 -0.113 -0.307 C24 AK4 3 AK4 C23 C23 C 0 1 Y N N 16.018 4.307 20.108 -8.133 0.255 -0.924 C23 AK4 4 AK4 C22 C22 C 0 1 Y N N 16.272 4.279 21.476 -9.119 0.903 -0.201 C22 AK4 5 AK4 C17 C17 C 0 1 Y N N 24.452 16.192 19.393 5.205 3.246 0.531 C17 AK4 6 AK4 C20 C20 C 0 1 Y N N 17.419 6.393 21.287 -7.748 0.819 1.761 C20 AK4 7 AK4 C15 C15 C 0 1 Y N N 24.975 17.021 21.483 7.002 1.956 -0.111 C15 AK4 8 AK4 C13 C13 C 0 1 Y N N 23.732 14.986 21.305 4.751 1.089 -0.159 C13 AK4 9 AK4 C14 C14 C 0 1 Y N N 24.351 15.972 22.070 6.122 0.892 -0.378 C14 AK4 10 AK4 C10 C10 C 0 1 N N N 18.244 8.619 19.523 -4.406 -0.197 0.972 C10 AK4 11 AK4 C8 C8 C 0 1 Y N N 19.225 10.703 18.865 -2.082 -0.647 0.829 C8 AK4 12 AK4 C4 C4 C 0 1 Y N N 20.347 12.499 19.710 0.189 -0.803 -0.108 C4 AK4 13 AK4 C6 C6 C 0 1 Y N N 20.103 12.669 18.394 -0.744 -0.303 -0.921 C6 AK4 14 AK4 C3 C3 C 0 1 N N N 21.087 13.491 20.587 1.645 -0.998 -0.446 C3 AK4 15 AK4 C2 C2 C 0 1 N N N 22.417 12.883 21.057 2.427 0.264 -0.077 C2 AK4 16 AK4 O32 O32 O 0 1 N N N 22.422 15.392 26.280 5.794 -3.600 -0.119 O32 AK4 17 AK4 O31 O31 O 0 1 N N N 21.814 15.299 24.151 6.510 -1.899 1.096 O31 AK4 18 AK4 C29 C29 C 0 1 N N N 24.129 15.528 24.653 6.396 -1.473 -1.219 C29 AK4 19 AK4 N26 N26 N 0 1 Y N N 24.470 16.199 23.385 6.888 -0.152 -0.821 N26 AK4 20 AK4 N27 N27 N 0 1 Y N N 25.209 17.372 23.599 8.226 0.265 -0.827 N27 AK4 21 AK4 N18 N18 N 0 1 Y N N 23.813 15.149 19.954 4.345 2.271 0.292 N18 AK4 22 AK4 N16 N16 N 0 1 Y N N 25.042 17.138 20.141 6.497 3.112 0.341 N16 AK4 23 AK4 N1 N1 N 0 1 N N N 23.073 13.917 21.857 3.842 0.075 -0.405 N1 AK4 24 AK4 S5 S5 S 0 1 Y N N 19.800 11.142 20.271 -0.578 -1.195 1.429 S5 AK4 25 AK4 N7 N7 N 0 1 Y N N 19.478 11.651 17.953 -1.951 -0.232 -0.392 N7 AK4 26 AK4 N9 N9 N 0 1 N N N 18.578 9.545 18.601 -3.274 -0.653 1.545 N9 AK4 27 AK4 O12 O12 O 0 1 N N N 18.500 8.770 20.710 -4.384 0.220 -0.170 O12 AK4 28 AK4 N11 N11 N 0 1 N N N 17.608 7.515 19.101 -5.561 -0.202 1.666 N11 AK4 29 AK4 C19 C19 C 0 1 Y N N 17.170 6.438 19.914 -6.756 0.169 1.039 C19 AK4 30 AK4 CL25 CL25 CL 0 0 N N N 15.106 2.949 19.357 -8.379 -0.096 -2.606 CL25 AK4 31 AK4 C21 C21 C 0 1 Y N N 16.977 5.325 22.065 -8.926 1.184 1.139 C21 AK4 32 AK4 H28 H28 H 0 1 N N N 26.102 18.832 22.211 9.210 2.076 -0.320 H28 AK4 33 AK4 H24 H24 H 0 1 N N N 16.263 5.395 18.271 -6.183 -0.622 -0.870 H24 AK4 34 AK4 H22 H22 H 0 1 N N N 15.925 3.451 22.077 -10.041 1.189 -0.684 H22 AK4 35 AK4 H17 H17 H 0 1 N N N 24.491 16.270 18.317 4.830 4.191 0.897 H17 AK4 36 AK4 H20 H20 H 0 1 N N N 17.964 7.200 21.754 -7.599 1.039 2.807 H20 AK4 37 AK4 H6 H6 H 0 1 N N N 20.391 13.530 17.809 -0.529 0.017 -1.929 H6 AK4 38 AK4 H3 H3 H 0 1 N N N 21.288 14.406 20.011 2.038 -1.846 0.115 H3 AK4 39 AK4 H3A H3A H 0 1 N N N 20.468 13.731 21.464 1.747 -1.189 -1.514 H3A AK4 40 AK4 H2 H2 H 0 1 N N N 22.239 11.981 21.660 2.034 1.113 -0.638 H2 AK4 41 AK4 H2A H2A H 0 1 N N N 23.042 12.578 20.205 2.324 0.456 0.991 H2A AK4 42 AK4 HO32 HO32 H 0 0 N N N 21.485 15.296 26.407 5.711 -4.118 0.693 HO32 AK4 43 AK4 H29 H29 H 0 1 N N N 24.619 16.105 25.451 7.109 -1.936 -1.901 H29 AK4 44 AK4 H29A H29A H 0 0 N N N 24.459 14.489 24.505 5.432 -1.367 -1.718 H29A AK4 45 AK4 HN1 HN1 H 0 1 N N N 23.764 13.433 22.394 4.142 -0.761 -0.796 HN1 AK4 46 AK4 HN9 HN9 H 0 1 N N N 18.328 9.361 17.650 -3.291 -0.985 2.456 HN9 AK4 47 AK4 HN11 HN11 H 0 0 N N N 17.426 7.445 18.120 -5.565 -0.463 2.600 HN11 AK4 48 AK4 H21 H21 H 0 1 N N N 17.181 5.309 23.125 -9.698 1.691 1.700 H21 AK4 49 # 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 AK4 O31 C30 DOUB N N 1 AK4 C29 C30 SING N N 2 AK4 C30 O32 SING N N 3 AK4 C15 C28 SING Y N 4 AK4 C28 N27 DOUB Y N 5 AK4 C28 H28 SING N N 6 AK4 C24 C19 DOUB Y N 7 AK4 C24 C23 SING Y N 8 AK4 C24 H24 SING N N 9 AK4 CL25 C23 SING N N 10 AK4 C23 C22 DOUB Y N 11 AK4 C22 C21 SING Y N 12 AK4 C22 H22 SING N N 13 AK4 C17 N18 DOUB Y N 14 AK4 C17 N16 SING Y N 15 AK4 C17 H17 SING N N 16 AK4 C19 C20 SING Y N 17 AK4 C20 C21 DOUB Y N 18 AK4 C20 H20 SING N N 19 AK4 N16 C15 DOUB Y N 20 AK4 C15 C14 SING Y N 21 AK4 N18 C13 SING Y N 22 AK4 C13 N1 SING N N 23 AK4 C13 C14 DOUB Y N 24 AK4 C14 N26 SING Y N 25 AK4 N9 C10 SING N N 26 AK4 N11 C10 SING N N 27 AK4 C10 O12 DOUB N N 28 AK4 N7 C8 DOUB Y N 29 AK4 N9 C8 SING N N 30 AK4 C8 S5 SING Y N 31 AK4 C6 C4 DOUB Y N 32 AK4 C4 S5 SING Y N 33 AK4 C4 C3 SING N N 34 AK4 N7 C6 SING Y N 35 AK4 C6 H6 SING N N 36 AK4 C3 C2 SING N N 37 AK4 C3 H3 SING N N 38 AK4 C3 H3A SING N N 39 AK4 C2 N1 SING N N 40 AK4 C2 H2 SING N N 41 AK4 C2 H2A SING N N 42 AK4 O32 HO32 SING N N 43 AK4 N26 C29 SING N N 44 AK4 C29 H29 SING N N 45 AK4 C29 H29A SING N N 46 AK4 N26 N27 SING Y N 47 AK4 N1 HN1 SING N N 48 AK4 N9 HN9 SING N N 49 AK4 N11 C19 SING N N 50 AK4 N11 HN11 SING N N 51 AK4 C21 H21 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 AK4 SMILES ACDLabs 10.04 "O=C(Nc1ncc(s1)CCNc3ncnc2c3n(nc2)CC(=O)O)Nc4cccc(Cl)c4" AK4 SMILES_CANONICAL CACTVS 3.341 "OC(=O)Cn1ncc2ncnc(NCCc3sc(NC(=O)Nc4cccc(Cl)c4)nc3)c12" AK4 SMILES CACTVS 3.341 "OC(=O)Cn1ncc2ncnc(NCCc3sc(NC(=O)Nc4cccc(Cl)c4)nc3)c12" AK4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(cc(c1)Cl)NC(=O)Nc2ncc(s2)CCNc3c4c(cnn4CC(=O)O)ncn3" AK4 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(cc(c1)Cl)NC(=O)Nc2ncc(s2)CCNc3c4c(cnn4CC(=O)O)ncn3" AK4 InChI InChI 1.03 "InChI=1S/C19H17ClN8O3S/c20-11-2-1-3-12(6-11)26-18(31)27-19-22-7-13(32-19)4-5-21-17-16-14(23-10-24-17)8-25-28(16)9-15(29)30/h1-3,6-8,10H,4-5,9H2,(H,29,30)(H,21,23,24)(H2,22,26,27,31)" AK4 InChIKey InChI 1.03 WRGKHKVUWQKICT-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 AK4 "SYSTEMATIC NAME" ACDLabs 10.04 "(7-{[2-(2-{[(3-chlorophenyl)carbamoyl]amino}-1,3-thiazol-5-yl)ethyl]amino}-1H-pyrazolo[4,3-d]pyrimidin-1-yl)acetic acid" AK4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[7-[2-[2-[(3-chlorophenyl)carbamoylamino]-1,3-thiazol-5-yl]ethylamino]pyrazolo[4,5-d]pyrimidin-1-yl]ethanoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AK4 "Create component" 2008-05-12 RCSB AK4 "Modify aromatic_flag" 2011-06-04 RCSB AK4 "Modify descriptor" 2011-06-04 RCSB #