data_AK6 # _chem_comp.id AK6 _chem_comp.name "4-methoxy-N-phenyl-3-({3-[(1H-pyrrolo[2,3-b]pyridin-5-ylmethyl)sulfanyl]propanoyl}amino)benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H24 N4 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 460.548 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AK6 _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 3DJ6 _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 AK6 C30 C30 C 0 1 Y N N -2.126 46.218 -4.664 -6.696 1.400 0.560 C30 AK6 1 AK6 C28 C28 C 0 1 Y N N -4.155 46.481 -3.424 -8.804 0.752 -0.441 C28 AK6 2 AK6 C26 C26 C 0 1 Y N N -4.167 45.042 -5.241 -6.837 0.307 -1.561 C26 AK6 3 AK6 C24 C24 C 0 1 N N N -2.152 44.609 -6.680 -4.569 0.915 -0.673 C24 AK6 4 AK6 C23 C23 C 0 1 N N N -2.370 37.637 -8.097 3.440 -5.654 -0.156 C23 AK6 5 AK6 C22 C22 C 0 1 Y N N 6.054 36.279 -11.566 6.197 3.059 -0.509 C22 AK6 6 AK6 C17 C17 C 0 1 Y N N 5.511 37.566 -11.498 6.894 1.919 -0.131 C17 AK6 7 AK6 C20 C20 C 0 1 Y N N 7.987 37.142 -12.735 8.113 4.398 0.009 C20 AK6 8 AK6 C12 C12 C 0 1 Y N N -0.142 38.648 -8.504 3.163 -3.308 0.104 C12 AK6 9 AK6 C14 C14 C 0 1 N N N 3.739 38.851 -10.360 4.963 0.542 0.054 C14 AK6 10 AK6 C11 C11 C 0 1 Y N N 0.149 37.829 -9.605 4.518 -3.179 -0.166 C11 AK6 11 AK6 C10 C10 C 0 1 Y N N 1.404 37.877 -10.218 5.105 -1.932 -0.183 C10 AK6 12 AK6 C9 C9 C 0 1 Y N N 2.371 38.763 -9.738 4.335 -0.794 0.071 C9 AK6 13 AK6 C8 C8 C 0 1 Y N N 2.069 39.571 -8.641 2.971 -0.922 0.343 C8 AK6 14 AK6 C7 C7 C 0 1 Y N N 0.814 39.530 -8.030 2.388 -2.176 0.359 C7 AK6 15 AK6 C3 C3 C 0 1 N N N 1.212 41.443 -6.567 0.154 -1.368 0.196 C3 AK6 16 AK6 C2 C2 C 0 1 N N N -0.523 42.899 -5.480 -2.079 -0.356 -0.180 C2 AK6 17 AK6 C1 C1 C 0 1 N N N 0.794 42.170 -5.306 -1.328 -1.560 0.392 C1 AK6 18 AK6 O15 O15 O 0 1 N N N 4.324 39.928 -10.346 4.292 1.532 0.275 O15 AK6 19 AK6 N16 N16 N 0 1 N N N 4.253 37.722 -10.875 6.279 0.665 -0.208 N16 AK6 20 AK6 C21 C21 C 0 1 Y N N 7.291 36.065 -12.184 6.809 4.295 -0.437 C21 AK6 21 AK6 C19 C19 C 0 1 Y N N 7.451 38.431 -12.672 8.806 3.266 0.396 C19 AK6 22 AK6 C18 C18 C 0 1 Y N N 6.212 38.640 -12.060 8.202 2.026 0.322 C18 AK6 23 AK6 O13 O13 O 0 1 N N N -1.367 38.628 -7.875 2.589 -4.539 0.114 O13 AK6 24 AK6 N5 N5 N 0 1 N N N 0.530 40.341 -6.909 1.018 -2.309 0.625 N5 AK6 25 AK6 O6 O6 O 0 1 N N N 2.145 41.910 -7.191 0.569 -0.366 -0.347 O6 AK6 26 AK6 S4 S4 S 0 1 N N N -0.413 44.287 -6.565 -3.862 -0.588 0.056 S4 AK6 27 AK6 C25 C25 C 0 1 Y N N -2.809 45.308 -5.487 -6.070 0.874 -0.554 C25 AK6 28 AK6 C29 C29 C 0 1 Y N N -2.830 46.805 -3.610 -8.090 1.337 0.622 C29 AK6 29 AK6 C33 C33 C 0 1 Y N N -2.431 47.736 -2.604 -9.091 1.763 1.601 C33 AK6 30 AK6 C32 C32 C 0 1 Y N N -3.581 47.901 -1.902 -10.292 1.429 1.102 C32 AK6 31 AK6 N31 N31 N 0 1 Y N N -4.585 47.185 -2.348 -10.138 0.825 -0.117 N31 AK6 32 AK6 N27 N27 N 0 1 Y N N -4.837 45.625 -4.223 -8.150 0.267 -1.488 N27 AK6 33 AK6 H30 H30 H 0 1 N N N -1.088 46.457 -4.841 -6.124 1.843 1.362 H30 AK6 34 AK6 H26 H26 H 0 1 N N N -4.691 44.351 -5.885 -6.345 -0.099 -2.433 H26 AK6 35 AK6 H24 H24 H 0 1 N N N -2.303 45.257 -7.556 -4.187 1.789 -0.146 H24 AK6 36 AK6 H24A H24A H 0 0 N N N -2.628 43.619 -6.735 -4.289 0.975 -1.725 H24A AK6 37 AK6 H23 H23 H 0 1 N N N -2.852 37.382 -7.142 3.880 -5.544 -1.147 H23 AK6 38 AK6 H23A H23A H 0 0 N N N -3.124 38.029 -8.795 4.233 -5.695 0.591 H23A AK6 39 AK6 H23B H23B H 0 0 N N N -1.906 36.736 -8.525 2.857 -6.574 -0.117 H23B AK6 40 AK6 H22 H22 H 0 1 N N N 5.516 35.446 -11.139 5.179 2.979 -0.862 H22 AK6 41 AK6 H20 H20 H 0 1 N N N 8.942 36.979 -13.211 8.588 5.367 0.068 H20 AK6 42 AK6 H11 H11 H 0 1 N N N -0.605 37.154 -9.983 5.114 -4.057 -0.363 H11 AK6 43 AK6 H10 H10 H 0 1 N N N 1.624 37.234 -11.057 6.160 -1.834 -0.393 H10 AK6 44 AK6 H8 H8 H 0 1 N N N 2.822 40.243 -8.256 2.373 -0.045 0.540 H8 AK6 45 AK6 H2 H2 H 0 1 N N N -0.850 43.259 -4.493 -1.759 0.550 0.335 H2 AK6 46 AK6 H2A H2A H 0 1 N N N -1.235 42.189 -5.926 -1.861 -0.264 -1.244 H2A AK6 47 AK6 H1 H1 H 0 1 N N N 0.684 41.434 -4.496 -1.648 -2.466 -0.123 H1 AK6 48 AK6 H1A H1A H 0 1 N N N 1.568 42.916 -5.070 -1.545 -1.652 1.456 H1A AK6 49 AK6 HN16 HN16 H 0 0 N N N 3.683 36.903 -10.810 6.801 -0.117 -0.450 HN16 AK6 50 AK6 H21 H21 H 0 1 N N N 7.706 35.069 -12.234 6.268 5.183 -0.731 H21 AK6 51 AK6 H19 H19 H 0 1 N N N 7.993 39.264 -13.095 9.825 3.349 0.744 H19 AK6 52 AK6 H18 H18 H 0 1 N N N 5.793 39.635 -12.020 8.744 1.142 0.625 H18 AK6 53 AK6 HN5 HN5 H 0 1 N N N -0.238 40.073 -6.327 0.692 -3.078 1.117 HN5 AK6 54 AK6 H33 H33 H 0 1 N N N -1.465 48.191 -2.443 -8.900 2.252 2.545 H33 AK6 55 AK6 H32 H32 H 0 1 N N N -3.662 48.563 -1.052 -11.238 1.611 1.589 H32 AK6 56 AK6 HN31 HN31 H 0 0 N N N -5.507 47.162 -1.962 -10.864 0.496 -0.671 HN31 AK6 57 # 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 AK6 C25 C30 DOUB Y N 1 AK6 C30 C29 SING Y N 2 AK6 C30 H30 SING N N 3 AK6 N27 C28 SING Y N 4 AK6 C29 C28 DOUB Y N 5 AK6 C28 N31 SING Y N 6 AK6 C25 C26 SING Y N 7 AK6 C26 N27 DOUB Y N 8 AK6 C26 H26 SING N N 9 AK6 C24 S4 SING N N 10 AK6 C24 C25 SING N N 11 AK6 C24 H24 SING N N 12 AK6 C24 H24A SING N N 13 AK6 C23 O13 SING N N 14 AK6 C23 H23 SING N N 15 AK6 C23 H23A SING N N 16 AK6 C23 H23B SING N N 17 AK6 C21 C22 DOUB Y N 18 AK6 C22 C17 SING Y N 19 AK6 C22 H22 SING N N 20 AK6 C18 C17 DOUB Y N 21 AK6 C17 N16 SING N N 22 AK6 C20 C19 DOUB Y N 23 AK6 C20 C21 SING Y N 24 AK6 C20 H20 SING N N 25 AK6 C11 C12 DOUB Y N 26 AK6 C12 C7 SING Y N 27 AK6 C12 O13 SING N N 28 AK6 N16 C14 SING N N 29 AK6 C14 O15 DOUB N N 30 AK6 C14 C9 SING N N 31 AK6 C10 C11 SING Y N 32 AK6 C11 H11 SING N N 33 AK6 C10 C9 DOUB Y N 34 AK6 C10 H10 SING N N 35 AK6 C9 C8 SING Y N 36 AK6 C8 C7 DOUB Y N 37 AK6 C8 H8 SING N N 38 AK6 C7 N5 SING N N 39 AK6 O6 C3 DOUB N N 40 AK6 N5 C3 SING N N 41 AK6 C3 C1 SING N N 42 AK6 S4 C2 SING N N 43 AK6 C2 C1 SING N N 44 AK6 C2 H2 SING N N 45 AK6 C2 H2A SING N N 46 AK6 C1 H1 SING N N 47 AK6 C1 H1A SING N N 48 AK6 N16 HN16 SING N N 49 AK6 C21 H21 SING N N 50 AK6 C19 C18 SING Y N 51 AK6 C19 H19 SING N N 52 AK6 C18 H18 SING N N 53 AK6 N5 HN5 SING N N 54 AK6 C29 C33 SING Y N 55 AK6 C33 C32 DOUB Y N 56 AK6 C33 H33 SING N N 57 AK6 N31 C32 SING Y N 58 AK6 C32 H32 SING N N 59 AK6 N31 HN31 SING N N 60 # 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 AK6 SMILES ACDLabs 10.04 "O=C(Nc1ccccc1)c2cc(c(OC)cc2)NC(=O)CCSCc3cc4c(nc3)ncc4" AK6 SMILES_CANONICAL CACTVS 3.341 "COc1ccc(cc1NC(=O)CCSCc2cnc3[nH]ccc3c2)C(=O)Nc4ccccc4" AK6 SMILES CACTVS 3.341 "COc1ccc(cc1NC(=O)CCSCc2cnc3[nH]ccc3c2)C(=O)Nc4ccccc4" AK6 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COc1ccc(cc1NC(=O)CCSCc2cc3cc[nH]c3nc2)C(=O)Nc4ccccc4" AK6 SMILES "OpenEye OEToolkits" 1.5.0 "COc1ccc(cc1NC(=O)CCSCc2cc3cc[nH]c3nc2)C(=O)Nc4ccccc4" AK6 InChI InChI 1.03 "InChI=1S/C25H24N4O3S/c1-32-22-8-7-19(25(31)28-20-5-3-2-4-6-20)14-21(22)29-23(30)10-12-33-16-17-13-18-9-11-26-24(18)27-15-17/h2-9,11,13-15H,10,12,16H2,1H3,(H,26,27)(H,28,31)(H,29,30)" AK6 InChIKey InChI 1.03 NNMDRKWRQGOYCR-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 AK6 "SYSTEMATIC NAME" ACDLabs 10.04 "4-methoxy-N-phenyl-3-({3-[(1H-pyrrolo[2,3-b]pyridin-5-ylmethyl)sulfanyl]propanoyl}amino)benzamide" AK6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-methoxy-N-phenyl-3-[3-(1H-pyrrolo[3,2-e]pyridin-5-ylmethylsulfanyl)propanoylamino]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 AK6 "Create component" 2008-06-24 RCSB AK6 "Modify aromatic_flag" 2011-06-04 RCSB AK6 "Modify descriptor" 2011-06-04 RCSB #