data_AK5 # _chem_comp.id AK5 _chem_comp.name "3-({3-[(6-amino-5-bromopyrimidin-4-yl)sulfanyl]propanoyl}amino)-4-methoxy-N-phenylbenzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H20 Br N5 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-06-24 _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 502.384 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AK5 _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 3DJ5 _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 AK5 C28 C28 C 0 1 Y N N 60.567 14.357 22.198 -6.469 -2.671 0.967 C28 AK5 1 AK5 C27 C27 C 0 1 Y N N 59.925 13.232 22.722 -7.092 -3.884 1.181 C27 AK5 2 AK5 C26 C26 C 0 1 Y N N 60.425 11.966 22.456 -8.191 -4.242 0.421 C26 AK5 3 AK5 C24 C24 C 0 1 Y N N 62.202 12.941 21.138 -8.057 -2.167 -0.766 C24 AK5 4 AK5 C23 C23 C 0 1 Y N N 61.708 14.220 21.399 -6.950 -1.807 -0.008 C23 AK5 5 AK5 C16 C16 C 0 1 Y N N 63.768 17.822 20.136 -5.161 2.020 -0.425 C16 AK5 6 AK5 C17 C17 C 0 1 Y N N 64.452 18.900 19.562 -4.579 3.266 -0.513 C17 AK5 7 AK5 O19 O19 O 0 1 N N N 64.460 20.787 18.054 -2.668 4.662 -0.294 O19 AK5 8 AK5 C20 C20 C 0 1 N N N 61.686 16.411 20.386 -5.025 -0.412 0.086 C20 AK5 9 AK5 C15 C15 C 0 1 Y N N 62.442 17.575 19.788 -4.402 0.921 -0.014 C15 AK5 10 AK5 C13 C13 C 0 1 Y N N 62.494 19.489 18.272 -2.471 2.340 0.204 C13 AK5 11 AK5 C14 C14 C 0 1 Y N N 61.815 18.410 18.854 -3.051 1.088 0.300 C14 AK5 12 AK5 C9 C9 C 0 1 Y N N 60.616 26.322 15.597 4.066 -2.894 -1.046 C9 AK5 13 AK5 C7 C7 C 0 1 Y N N 59.112 26.853 13.875 6.241 -2.277 -0.598 C7 AK5 14 AK5 C5 C5 C 0 1 Y N N 58.944 24.765 15.047 4.421 -0.782 -0.195 C5 AK5 15 AK5 C6 C6 C 0 1 Y N N 58.479 25.634 14.072 5.791 -1.034 -0.164 C6 AK5 16 AK5 C3 C3 C 0 1 N N N 60.594 20.565 17.118 -0.230 1.534 0.227 C3 AK5 17 AK5 C2 C2 C 0 1 N N N 59.038 22.488 16.575 2.019 0.504 0.057 C2 AK5 18 AK5 C1 C1 C 0 1 N N N 60.224 21.633 16.088 1.241 1.758 0.462 C1 AK5 19 AK5 BR30 BR30 BR 0 0 N N N 56.997 25.155 12.999 7.005 0.276 0.456 BR30 AK5 20 AK5 N31 N31 N 0 1 N N N 58.648 27.706 12.916 7.595 -2.578 -0.586 N31 AK5 21 AK5 N8 N8 N 0 1 Y N N 60.175 27.176 14.648 5.354 -3.173 -1.028 N8 AK5 22 AK5 N10 N10 N 0 1 Y N N 60.019 25.133 15.793 3.599 -1.730 -0.644 N10 AK5 23 AK5 S4 S4 S 0 1 N N N 58.143 23.267 15.247 3.786 0.772 0.340 S4 AK5 24 AK5 O12 O12 O 0 1 N N N 59.722 19.905 17.664 -0.619 0.476 -0.221 O12 AK5 25 AK5 N11 N11 N 0 1 N N N 61.904 20.388 17.343 -1.115 2.510 0.513 N11 AK5 26 AK5 C18 C18 C 0 1 Y N N 63.813 19.726 18.633 -3.237 3.433 -0.201 C18 AK5 27 AK5 C29 C29 C 0 1 N N N 65.823 21.109 18.366 -3.510 5.737 -0.715 C29 AK5 28 AK5 O21 O21 O 0 1 N N N 60.460 16.463 20.418 -4.363 -1.368 0.443 O21 AK5 29 AK5 N22 N22 N 0 1 N N N 62.366 15.344 20.848 -6.328 -0.572 -0.219 N22 AK5 30 AK5 C25 C25 C 0 1 Y N N 61.561 11.812 21.664 -8.668 -3.387 -0.555 C25 AK5 31 AK5 H28 H28 H 0 1 N N N 60.179 15.342 22.412 -5.611 -2.392 1.561 H28 AK5 32 AK5 H27 H27 H 0 1 N N N 59.042 13.348 23.333 -6.721 -4.555 1.942 H27 AK5 33 AK5 H26 H26 H 0 1 N N N 59.932 11.096 22.864 -8.677 -5.192 0.590 H26 AK5 34 AK5 H24 H24 H 0 1 N N N 63.084 12.821 20.527 -8.434 -1.497 -1.525 H24 AK5 35 AK5 H16 H16 H 0 1 N N N 64.268 17.182 20.848 -6.206 1.894 -0.668 H16 AK5 36 AK5 H17 H17 H 0 1 N N N 65.478 19.094 19.838 -5.169 4.115 -0.827 H17 AK5 37 AK5 H14 H14 H 0 1 N N N 60.789 18.219 18.577 -2.460 0.240 0.614 H14 AK5 38 AK5 H9 H9 H 0 1 N N N 61.462 26.599 16.209 3.373 -3.641 -1.405 H9 AK5 39 AK5 H2 H2 H 0 1 N N N 59.430 23.276 17.235 1.680 -0.343 0.654 H2 AK5 40 AK5 H2A H2A H 0 1 N N N 58.338 21.816 17.093 1.847 0.295 -0.999 H2A AK5 41 AK5 H1 H1 H 0 1 N N N 61.093 22.288 15.926 1.580 2.604 -0.135 H1 AK5 42 AK5 H1A H1A H 0 1 N N N 59.933 21.131 15.153 1.413 1.966 1.518 H1A AK5 43 AK5 HN31 HN31 H 0 0 N N N 58.535 28.619 13.308 8.236 -1.920 -0.275 HN31 AK5 44 AK5 HN3A HN3A H 0 0 N N N 59.303 27.746 12.161 7.902 -3.447 -0.890 HN3A AK5 45 AK5 HN11 HN11 H 0 0 N N N 62.531 20.947 16.800 -0.812 3.330 0.934 HN11 AK5 46 AK5 H29 H29 H 0 1 N N N 66.403 21.191 17.435 -2.932 6.661 -0.748 H29 AK5 47 AK5 H29A H29A H 0 0 N N N 65.859 22.067 18.906 -3.906 5.522 -1.708 H29A AK5 48 AK5 H29B H29B H 0 0 N N N 66.252 20.316 18.996 -4.335 5.850 -0.012 H29B AK5 49 AK5 HN22 HN22 H 0 0 N N N 63.365 15.347 20.800 -6.835 0.170 -0.584 HN22 AK5 50 AK5 H25 H25 H 0 1 N N N 61.946 10.825 21.456 -9.529 -3.668 -1.144 H25 AK5 51 # 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 AK5 C23 C28 DOUB Y N 1 AK5 C28 C27 SING Y N 2 AK5 C28 H28 SING N N 3 AK5 C26 C27 DOUB Y N 4 AK5 C27 H27 SING N N 5 AK5 C25 C26 SING Y N 6 AK5 C26 H26 SING N N 7 AK5 C24 C23 SING Y N 8 AK5 C24 C25 DOUB Y N 9 AK5 C24 H24 SING N N 10 AK5 N22 C23 SING N N 11 AK5 C17 C16 DOUB Y N 12 AK5 C15 C16 SING Y N 13 AK5 C16 H16 SING N N 14 AK5 C18 C17 SING Y N 15 AK5 C17 H17 SING N N 16 AK5 O19 C29 SING N N 17 AK5 O19 C18 SING N N 18 AK5 C15 C20 SING N N 19 AK5 C20 O21 DOUB N N 20 AK5 C20 N22 SING N N 21 AK5 C14 C15 DOUB Y N 22 AK5 N11 C13 SING N N 23 AK5 C13 C18 DOUB Y N 24 AK5 C13 C14 SING Y N 25 AK5 C14 H14 SING N N 26 AK5 N8 C9 DOUB Y N 27 AK5 C9 N10 SING Y N 28 AK5 C9 H9 SING N N 29 AK5 N31 C7 SING N N 30 AK5 C7 C6 DOUB Y N 31 AK5 C7 N8 SING Y N 32 AK5 C6 C5 SING Y N 33 AK5 C5 S4 SING N N 34 AK5 C5 N10 DOUB Y N 35 AK5 BR30 C6 SING N N 36 AK5 C1 C3 SING N N 37 AK5 C3 N11 SING N N 38 AK5 C3 O12 DOUB N N 39 AK5 S4 C2 SING N N 40 AK5 C1 C2 SING N N 41 AK5 C2 H2 SING N N 42 AK5 C2 H2A SING N N 43 AK5 C1 H1 SING N N 44 AK5 C1 H1A SING N N 45 AK5 N31 HN31 SING N N 46 AK5 N31 HN3A SING N N 47 AK5 N11 HN11 SING N N 48 AK5 C29 H29 SING N N 49 AK5 C29 H29A SING N N 50 AK5 C29 H29B SING N N 51 AK5 N22 HN22 SING N N 52 AK5 C25 H25 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 AK5 SMILES ACDLabs 10.04 "Brc3c(SCCC(=O)Nc2cc(C(=O)Nc1ccccc1)ccc2OC)ncnc3N" AK5 SMILES_CANONICAL CACTVS 3.341 "COc1ccc(cc1NC(=O)CCSc2ncnc(N)c2Br)C(=O)Nc3ccccc3" AK5 SMILES CACTVS 3.341 "COc1ccc(cc1NC(=O)CCSc2ncnc(N)c2Br)C(=O)Nc3ccccc3" AK5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COc1ccc(cc1NC(=O)CCSc2c(c(ncn2)N)Br)C(=O)Nc3ccccc3" AK5 SMILES "OpenEye OEToolkits" 1.5.0 "COc1ccc(cc1NC(=O)CCSc2c(c(ncn2)N)Br)C(=O)Nc3ccccc3" AK5 InChI InChI 1.03 "InChI=1S/C21H20BrN5O3S/c1-30-16-8-7-13(20(29)26-14-5-3-2-4-6-14)11-15(16)27-17(28)9-10-31-21-18(22)19(23)24-12-25-21/h2-8,11-12H,9-10H2,1H3,(H,26,29)(H,27,28)(H2,23,24,25)" AK5 InChIKey InChI 1.03 SSEJHILVXYLIBN-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 AK5 "SYSTEMATIC NAME" ACDLabs 10.04 "3-({3-[(6-amino-5-bromopyrimidin-4-yl)sulfanyl]propanoyl}amino)-4-methoxy-N-phenylbenzamide" AK5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-[3-(6-amino-5-bromo-pyrimidin-4-yl)sulfanylpropanoylamino]-4-methoxy-N-phenyl-benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AK5 "Create component" 2008-06-24 RCSB AK5 "Modify aromatic_flag" 2011-06-04 RCSB AK5 "Modify descriptor" 2011-06-04 RCSB #