data_2SZ # _chem_comp.id 2SZ _chem_comp.name "6-(1H-benzimidazol-1-yl)-N-hydroxy-5-[4-({6-[(4-methylpiperazin-1-yl)methyl]pyridin-3-yl}ethynyl)phenyl]pyridine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C32 H29 N7 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-01-27 _chem_comp.pdbx_modified_date 2014-09-19 _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 543.618 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2SZ _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 4OKG _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 2SZ C1 C1 C 0 1 N N N -5.120 6.522 30.916 11.187 1.184 2.589 C1 2SZ 1 2SZ N2 N2 N 0 1 N N N -4.800 7.891 30.487 10.528 0.312 1.607 N2 2SZ 2 2SZ C3 C3 C 0 1 N N N -4.707 8.016 29.016 10.752 0.798 0.238 C3 2SZ 3 2SZ C4 C4 C 0 1 N N N -4.491 9.499 28.657 10.118 -0.178 -0.756 C4 2SZ 4 2SZ N5 N5 N 0 1 N N N -3.315 10.045 29.374 8.682 -0.299 -0.472 N5 2SZ 5 2SZ C6 C6 C 0 1 N N N -3.423 9.898 30.847 8.457 -0.784 0.897 C6 2SZ 6 2SZ C7 C7 C 0 1 N N N -3.613 8.413 31.209 9.091 0.192 1.891 C7 2SZ 7 2SZ C8 C8 C 0 1 N N N -3.017 11.441 29.001 8.022 -1.170 -1.454 C8 2SZ 8 2SZ C9 C9 C 0 1 Y N N -1.976 11.518 27.899 6.528 -1.077 -1.285 C9 2SZ 9 2SZ C10 C10 C 0 1 Y N N -2.295 11.171 26.582 5.807 -0.199 -2.075 C10 2SZ 10 2SZ C11 C11 C 0 1 Y N N -1.323 11.322 25.583 4.435 -0.120 -1.921 C11 2SZ 11 2SZ C12 C12 C 0 1 Y N N -0.057 11.802 25.925 3.825 -0.940 -0.962 C12 2SZ 12 2SZ C13 C13 C 0 1 Y N N 0.187 12.130 27.267 4.625 -1.800 -0.204 C13 2SZ 13 2SZ N14 N14 N 0 1 Y N N -0.765 11.970 28.187 5.928 -1.838 -0.389 N14 2SZ 14 2SZ C15 C15 C 0 1 N N N 0.982 11.894 24.950 2.408 -0.898 -0.762 C15 2SZ 15 2SZ C16 C16 C 0 1 N N N 1.831 11.970 24.140 1.246 -0.863 -0.597 C16 2SZ 16 2SZ C17 C17 C 0 1 Y N N 2.851 12.059 23.139 -0.171 -0.820 -0.397 C17 2SZ 17 2SZ C18 C18 C 0 1 Y N N 4.186 12.310 23.528 -0.767 -1.644 0.563 C18 2SZ 18 2SZ C19 C19 C 0 1 Y N N 5.182 12.395 22.569 -2.130 -1.602 0.755 C19 2SZ 19 2SZ C20 C20 C 0 1 Y N N 4.892 12.119 21.214 -2.916 -0.739 -0.009 C20 2SZ 20 2SZ C21 C21 C 0 1 Y N N 3.566 11.798 20.841 -2.323 0.084 -0.968 C21 2SZ 21 2SZ C22 C22 C 0 1 Y N N 2.550 11.760 21.788 -0.960 0.049 -1.157 C22 2SZ 22 2SZ C23 C23 C 0 1 Y N N 5.967 12.209 20.179 -4.383 -0.695 0.198 C23 2SZ 23 2SZ C24 C24 C 0 1 Y N N 5.727 13.036 19.074 -5.147 -1.854 0.089 C24 2SZ 24 2SZ C25 C25 C 0 1 Y N N 6.706 13.202 18.072 -6.528 -1.760 0.300 C25 2SZ 25 2SZ C26 C26 C 0 1 Y N N 7.881 12.443 18.155 -7.085 -0.517 0.609 C26 2SZ 26 2SZ N27 N27 N 0 1 Y N N 8.112 11.693 19.226 -6.331 0.558 0.703 N27 2SZ 27 2SZ C28 C28 C 0 1 Y N N 7.210 11.508 20.208 -5.022 0.514 0.512 C28 2SZ 28 2SZ N29 N29 N 0 1 Y N N 7.510 10.520 21.168 -4.271 1.679 0.629 N29 2SZ 29 2SZ C30 C30 C 0 1 Y N N 6.707 9.466 21.456 -3.132 1.837 1.363 C30 2SZ 30 2SZ N31 N31 N 0 1 Y N N 7.257 8.682 22.338 -2.692 3.055 1.246 N31 2SZ 31 2SZ C32 C32 C 0 1 Y N N 8.499 9.154 22.636 -3.514 3.764 0.429 C32 2SZ 32 2SZ C33 C33 C 0 1 Y N N 8.681 10.339 21.887 -4.536 2.892 0.017 C33 2SZ 33 2SZ C34 C34 C 0 1 Y N N 9.882 11.042 21.975 -5.530 3.344 -0.837 C34 2SZ 34 2SZ C35 C35 C 0 1 Y N N 10.885 10.602 22.828 -5.511 4.649 -1.282 C35 2SZ 35 2SZ C36 C36 C 0 1 Y N N 10.700 9.444 23.583 -4.503 5.514 -0.881 C36 2SZ 36 2SZ C37 C37 C 0 1 Y N N 9.524 8.713 23.486 -3.512 5.084 -0.028 C37 2SZ 37 2SZ C38 C38 C 0 1 N N N 6.348 13.905 16.822 -7.384 -2.959 0.197 C38 2SZ 38 2SZ O39 O39 O 0 1 N N N 5.223 13.719 16.365 -6.890 -4.037 -0.072 O39 2SZ 39 2SZ N40 N40 N 0 1 N N N 7.217 14.595 16.060 -8.712 -2.858 0.401 N40 2SZ 40 2SZ O41 O41 O 0 1 N N N 6.711 15.086 14.824 -9.533 -4.008 0.302 O41 2SZ 41 2SZ H1 H1 H 0 1 N N N -5.177 6.485 32.014 11.062 0.765 3.588 H1 2SZ 42 2SZ H2 H2 H 0 1 N N N -6.088 6.221 30.488 12.249 1.255 2.356 H2 2SZ 43 2SZ H3 H3 H 0 1 N N N -4.335 5.835 30.566 10.739 2.176 2.553 H3 2SZ 44 2SZ H5 H5 H 0 1 N N N -5.638 7.656 28.555 10.298 1.781 0.122 H5 2SZ 45 2SZ H6 H6 H 0 1 N N N -3.860 7.419 28.647 11.823 0.867 0.048 H6 2SZ 46 2SZ H7 H7 H 0 1 N N N -4.326 9.588 27.573 10.258 0.195 -1.771 H7 2SZ 47 2SZ H8 H8 H 0 1 N N N -5.385 10.073 28.940 10.592 -1.155 -0.659 H8 2SZ 48 2SZ H10 H10 H 0 1 N N N -2.504 10.275 31.320 7.386 -0.853 1.087 H10 2SZ 49 2SZ H11 H11 H 0 1 N N N -4.286 10.476 31.210 8.912 -1.768 1.013 H11 2SZ 50 2SZ H12 H12 H 0 1 N N N -3.767 8.314 32.294 8.951 -0.181 2.906 H12 2SZ 51 2SZ H13 H13 H 0 1 N N N -2.720 7.843 30.912 8.618 1.169 1.794 H13 2SZ 52 2SZ H14 H14 H 0 1 N N N -2.639 11.974 29.886 8.294 -0.853 -2.461 H14 2SZ 53 2SZ H15 H15 H 0 1 N N N -3.942 11.922 28.651 8.342 -2.200 -1.298 H15 2SZ 54 2SZ H16 H16 H 0 1 N N N -3.276 10.792 26.338 6.311 0.418 -2.803 H16 2SZ 55 2SZ H17 H17 H 0 1 N N N -1.551 11.069 24.558 3.848 0.557 -2.524 H17 2SZ 56 2SZ H18 H18 H 0 1 N N N 1.153 12.515 27.557 4.171 -2.438 0.539 H18 2SZ 57 2SZ H19 H19 H 0 1 N N N 4.430 12.436 24.573 -0.159 -2.313 1.154 H19 2SZ 58 2SZ H20 H20 H 0 1 N N N 6.185 12.673 22.858 -2.590 -2.238 1.496 H20 2SZ 59 2SZ H21 H21 H 0 1 N N N 3.340 11.580 19.808 -2.933 0.751 -1.559 H21 2SZ 60 2SZ H22 H22 H 0 1 N N N 1.542 11.505 21.497 -0.501 0.686 -1.899 H22 2SZ 61 2SZ H23 H23 H 0 1 N N N 4.782 13.552 18.988 -4.686 -2.801 -0.151 H23 2SZ 62 2SZ H24 H24 H 0 1 N N N 8.598 12.468 17.348 -8.150 -0.437 0.772 H24 2SZ 63 2SZ H25 H25 H 0 1 N N N 5.737 9.299 21.011 -2.665 1.065 1.956 H25 2SZ 64 2SZ H26 H26 H 0 1 N N N 10.032 11.930 21.379 -6.318 2.676 -1.154 H26 2SZ 65 2SZ H27 H27 H 0 1 N N N 11.808 11.156 22.907 -6.286 5.001 -1.947 H27 2SZ 66 2SZ H28 H28 H 0 1 N N N 11.481 9.112 24.251 -4.499 6.534 -1.237 H28 2SZ 67 2SZ H29 H29 H 0 1 N N N 9.399 7.808 24.063 -2.730 5.762 0.279 H29 2SZ 68 2SZ H30 H30 H 0 1 N N N 8.162 14.753 16.346 -9.106 -1.998 0.616 H30 2SZ 69 2SZ H31 H31 H 0 1 N N N 5.805 14.818 14.723 -10.470 -3.836 0.464 H31 2SZ 70 # 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 2SZ O41 N40 SING N N 1 2SZ N40 C38 SING N N 2 2SZ O39 C38 DOUB N N 3 2SZ C38 C25 SING N N 4 2SZ C25 C26 DOUB Y N 5 2SZ C25 C24 SING Y N 6 2SZ C26 N27 SING Y N 7 2SZ C24 C23 DOUB Y N 8 2SZ N27 C28 DOUB Y N 9 2SZ C23 C28 SING Y N 10 2SZ C23 C20 SING N N 11 2SZ C28 N29 SING N N 12 2SZ C21 C20 DOUB Y N 13 2SZ C21 C22 SING Y N 14 2SZ N29 C30 SING Y N 15 2SZ N29 C33 SING Y N 16 2SZ C20 C19 SING Y N 17 2SZ C30 N31 DOUB Y N 18 2SZ C22 C17 DOUB Y N 19 2SZ C33 C34 DOUB Y N 20 2SZ C33 C32 SING Y N 21 2SZ C34 C35 SING Y N 22 2SZ N31 C32 SING Y N 23 2SZ C19 C18 DOUB Y N 24 2SZ C32 C37 DOUB Y N 25 2SZ C35 C36 DOUB Y N 26 2SZ C17 C18 SING Y N 27 2SZ C17 C16 SING N N 28 2SZ C37 C36 SING Y N 29 2SZ C16 C15 TRIP N N 30 2SZ C15 C12 SING N N 31 2SZ C11 C12 DOUB Y N 32 2SZ C11 C10 SING Y N 33 2SZ C12 C13 SING Y N 34 2SZ C10 C9 DOUB Y N 35 2SZ C13 N14 DOUB Y N 36 2SZ C9 N14 SING Y N 37 2SZ C9 C8 SING N N 38 2SZ C4 C3 SING N N 39 2SZ C4 N5 SING N N 40 2SZ C8 N5 SING N N 41 2SZ C3 N2 SING N N 42 2SZ N5 C6 SING N N 43 2SZ N2 C1 SING N N 44 2SZ N2 C7 SING N N 45 2SZ C6 C7 SING N N 46 2SZ C1 H1 SING N N 47 2SZ C1 H2 SING N N 48 2SZ C1 H3 SING N N 49 2SZ C3 H5 SING N N 50 2SZ C3 H6 SING N N 51 2SZ C4 H7 SING N N 52 2SZ C4 H8 SING N N 53 2SZ C6 H10 SING N N 54 2SZ C6 H11 SING N N 55 2SZ C7 H12 SING N N 56 2SZ C7 H13 SING N N 57 2SZ C8 H14 SING N N 58 2SZ C8 H15 SING N N 59 2SZ C10 H16 SING N N 60 2SZ C11 H17 SING N N 61 2SZ C13 H18 SING N N 62 2SZ C18 H19 SING N N 63 2SZ C19 H20 SING N N 64 2SZ C21 H21 SING N N 65 2SZ C22 H22 SING N N 66 2SZ C24 H23 SING N N 67 2SZ C26 H24 SING N N 68 2SZ C30 H25 SING N N 69 2SZ C34 H26 SING N N 70 2SZ C35 H27 SING N N 71 2SZ C36 H28 SING N N 72 2SZ C37 H29 SING N N 73 2SZ N40 H30 SING N N 74 2SZ O41 H31 SING N N 75 # 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 2SZ SMILES ACDLabs 12.01 "O=C(NO)c1cc(c(nc1)n2c3ccccc3nc2)c6ccc(C#Cc4ccc(nc4)CN5CCN(CC5)C)cc6" 2SZ InChI InChI 1.03 "InChI=1S/C32H29N7O2/c1-37-14-16-38(17-15-37)21-27-13-10-24(19-33-27)7-6-23-8-11-25(12-9-23)28-18-26(32(40)36-41)20-34-31(28)39-22-35-29-4-2-3-5-30(29)39/h2-5,8-13,18-20,22,41H,14-17,21H2,1H3,(H,36,40)" 2SZ InChIKey InChI 1.03 YJCPLYNHCKYCMY-UHFFFAOYSA-N 2SZ SMILES_CANONICAL CACTVS 3.385 "CN1CCN(CC1)Cc2ccc(cn2)C#Cc3ccc(cc3)c4cc(cnc4n5cnc6ccccc56)C(=O)NO" 2SZ SMILES CACTVS 3.385 "CN1CCN(CC1)Cc2ccc(cn2)C#Cc3ccc(cc3)c4cc(cnc4n5cnc6ccccc56)C(=O)NO" 2SZ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CN1CCN(CC1)Cc2ccc(cn2)C#Cc3ccc(cc3)c4cc(cnc4n5cnc6c5cccc6)C(=O)NO" 2SZ SMILES "OpenEye OEToolkits" 1.7.6 "CN1CCN(CC1)Cc2ccc(cn2)C#Cc3ccc(cc3)c4cc(cnc4n5cnc6c5cccc6)C(=O)NO" # 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 2SZ "SYSTEMATIC NAME" ACDLabs 12.01 "6-(1H-benzimidazol-1-yl)-N-hydroxy-5-[4-({6-[(4-methylpiperazin-1-yl)methyl]pyridin-3-yl}ethynyl)phenyl]pyridine-3-carboxamide" 2SZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "6-(benzimidazol-1-yl)-5-[4-[2-[6-[(4-methylpiperazin-1-yl)methyl]pyridin-3-yl]ethynyl]phenyl]-N-oxidanyl-pyridine-3-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 2SZ "Create component" 2014-01-27 RCSB 2SZ "Initial release" 2014-09-24 RCSB #