data_9D1 # _chem_comp.id 9D1 _chem_comp.name "3-({[6-(pyridin-4-yl)-1,3-benzothiazol-2-yl][2-(pyrrolidin-1-yl)ethyl]amino}methyl)phenol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H26 N4 O S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-04-20 _chem_comp.pdbx_modified_date 2018-01-26 _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 430.565 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9D1 _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 5VIB _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 9D1 N1 N1 N 0 1 N N N 2.279 13.598 11.690 -4.324 -2.778 0.105 N1 9D1 1 9D1 N3 N2 N 0 1 Y N N 12.767 9.363 7.537 8.095 -0.396 0.048 N3 9D1 2 9D1 C4 C1 C 0 1 N N N 2.393 13.551 9.070 -3.077 -0.687 -0.161 C4 9D1 3 9D1 C5 C2 C 0 1 N N N 1.621 13.835 10.392 -3.398 -1.855 0.775 C5 9D1 4 9D1 C6 C3 C 0 1 N N N 2.759 12.217 11.948 -4.844 -3.787 1.053 C6 9D1 5 9D1 C7 C4 C 0 1 N N N 1.663 11.519 12.746 -5.029 -5.096 0.263 C7 9D1 6 9D1 C8 C5 C 0 1 N N N 0.923 12.658 13.465 -4.554 -4.772 -1.172 C8 9D1 7 9D1 C10 C6 C 0 1 Y N N 4.917 13.829 8.584 -0.792 0.058 0.379 C10 9D1 8 9D1 C13 C7 C 0 1 Y N N 9.475 13.401 7.809 3.305 -1.734 -0.922 C13 9D1 9 9D1 C15 C8 C 0 1 Y N N 7.997 11.463 8.145 3.089 0.209 0.488 C15 9D1 10 9D1 C17 C9 C 0 1 Y N N 10.496 11.060 7.703 5.371 -0.598 -0.099 C17 9D1 11 9D1 C20 C10 C 0 1 Y N N 12.878 10.686 7.656 7.564 -1.374 -0.661 C20 9D1 12 9D1 C21 C11 C 0 1 Y N N 11.818 11.556 7.723 6.195 -1.512 -0.762 C21 9D1 13 9D1 C22 C12 C 0 1 Y N N 3.327 15.105 5.935 -4.058 2.765 -0.216 C22 9D1 14 9D1 C24 C13 C 0 1 Y N N 2.313 16.558 4.314 -3.198 4.789 -1.164 C24 9D1 15 9D1 O O1 O 0 1 N N N 1.358 18.602 5.169 -0.973 5.467 -0.664 O 9D1 16 9D1 C C14 C 0 1 Y N N 2.006 17.446 5.349 -1.988 4.575 -0.519 C 9D1 17 9D1 C23 C15 C 0 1 Y N N 2.979 15.382 4.626 -4.228 3.881 -1.015 C23 9D1 18 9D1 C2 C16 C 0 1 Y N N 3.014 16.042 6.971 -2.857 2.555 0.436 C2 9D1 19 9D1 C1 C17 C 0 1 Y N N 2.362 17.202 6.668 -1.822 3.458 0.287 C1 9D1 20 9D1 C3 C18 C 0 1 N N N 3.394 15.766 8.394 -2.677 1.341 1.311 C3 9D1 21 9D1 N N3 N 0 1 N N N 3.612 14.350 8.732 -2.154 0.234 0.507 N 9D1 22 9D1 C9 C19 C 0 1 N N N 1.447 13.958 12.865 -3.632 -3.544 -0.963 C9 9D1 23 9D1 S S1 S 0 1 Y N N 5.264 12.058 8.574 0.427 1.084 1.122 S 9D1 24 9D1 C16 C20 C 0 1 Y N N 6.934 12.374 8.310 1.706 0.103 0.411 C16 9D1 25 9D1 C11 C21 C 0 1 Y N N 7.138 13.771 8.237 1.114 -0.924 -0.333 C11 9D1 26 9D1 N2 N4 N 0 1 Y N N 6.017 14.584 8.391 -0.232 -0.885 -0.299 N2 9D1 27 9D1 C14 C22 C 0 1 Y N N 9.308 11.976 7.890 3.894 -0.707 -0.178 C14 9D1 28 9D1 C12 C23 C 0 1 Y N N 8.410 14.282 7.985 1.953 -1.843 -1.001 C12 9D1 29 9D1 C19 C24 C 0 1 Y N N 11.527 8.862 7.470 7.353 0.487 0.689 C19 9D1 30 9D1 C18 C25 C 0 1 Y N N 10.358 9.644 7.562 5.976 0.422 0.641 C18 9D1 31 9D1 H2 H2 H 0 1 N N N 1.678 13.697 8.247 -2.616 -1.068 -1.072 H2 9D1 32 9D1 H3 H3 H 0 1 N N N 2.703 12.496 9.103 -3.997 -0.160 -0.412 H3 9D1 33 9D1 H4 H4 H 0 1 N N N 1.332 14.896 10.370 -3.860 -1.474 1.686 H4 9D1 34 9D1 H5 H5 H 0 1 N N N 0.717 13.208 10.374 -2.478 -2.382 1.027 H5 9D1 35 9D1 H6 H6 H 0 1 N N N 2.931 11.691 10.997 -4.129 -3.940 1.862 H6 9D1 36 9D1 H7 H7 H 0 1 N N N 3.694 12.242 12.527 -5.801 -3.459 1.457 H7 9D1 37 9D1 H8 H8 H 0 1 N N N 0.981 10.975 12.076 -4.416 -5.888 0.695 H8 9D1 38 9D1 H9 H9 H 0 1 N N N 2.099 10.818 13.474 -6.078 -5.390 0.257 H9 9D1 39 9D1 H10 H10 H 0 1 N N N -0.161 12.572 13.299 -3.993 -5.608 -1.591 H10 9D1 40 9D1 H11 H11 H 0 1 N N N 1.132 12.626 14.544 -5.400 -4.519 -1.810 H11 9D1 41 9D1 H12 H12 H 0 1 N N N 10.457 13.802 7.605 3.931 -2.446 -1.440 H12 9D1 42 9D1 H13 H13 H 0 1 N N N 7.825 10.399 8.210 3.539 1.005 1.064 H13 9D1 43 9D1 H14 H14 H 0 1 N N N 13.873 11.103 7.703 8.209 -2.075 -1.170 H14 9D1 44 9D1 H15 H15 H 0 1 N N N 11.995 12.619 7.791 5.767 -2.315 -1.344 H15 9D1 45 9D1 H16 H16 H 0 1 N N N 3.835 14.183 6.176 -4.867 2.059 -0.097 H16 9D1 46 9D1 H17 H17 H 0 1 N N N 2.038 16.783 3.294 -3.332 5.660 -1.788 H17 9D1 47 9D1 H18 H18 H 0 1 N N N 1.258 19.043 6.005 -0.974 6.174 -0.004 H18 9D1 48 9D1 H19 H19 H 0 1 N N N 3.227 14.680 3.843 -5.168 4.042 -1.523 H19 9D1 49 9D1 H20 H20 H 0 1 N N N 2.127 17.918 7.442 -0.881 3.289 0.789 H20 9D1 50 9D1 H21 H21 H 0 1 N N N 4.325 16.312 8.607 -1.976 1.572 2.112 H21 9D1 51 9D1 H22 H22 H 0 1 N N N 2.589 16.148 9.039 -3.638 1.057 1.739 H22 9D1 52 9D1 H23 H23 H 0 1 N N N 2.056 14.496 13.606 -3.565 -2.954 -1.877 H23 9D1 53 9D1 H24 H24 H 0 1 N N N 0.606 14.593 12.550 -2.642 -3.858 -0.632 H24 9D1 54 9D1 H25 H25 H 0 1 N N N 8.568 15.349 7.927 1.514 -2.642 -1.581 H25 9D1 55 9D1 H26 H26 H 0 1 N N N 11.416 7.796 7.338 7.831 1.271 1.258 H26 9D1 56 9D1 H27 H27 H 0 1 N N N 9.381 9.184 7.527 5.375 1.149 1.168 H27 9D1 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 9D1 C24 C23 DOUB Y N 1 9D1 C24 C SING Y N 2 9D1 C23 C22 SING Y N 3 9D1 O C SING N N 4 9D1 C C1 DOUB Y N 5 9D1 C22 C2 DOUB Y N 6 9D1 C1 C2 SING Y N 7 9D1 C2 C3 SING N N 8 9D1 C19 N3 DOUB Y N 9 9D1 C19 C18 SING Y N 10 9D1 N3 C20 SING Y N 11 9D1 C18 C17 DOUB Y N 12 9D1 C20 C21 DOUB Y N 13 9D1 C17 C21 SING Y N 14 9D1 C17 C14 SING N N 15 9D1 C13 C14 DOUB Y N 16 9D1 C13 C12 SING Y N 17 9D1 C14 C15 SING Y N 18 9D1 C12 C11 DOUB Y N 19 9D1 C15 C16 DOUB Y N 20 9D1 C11 C16 SING Y N 21 9D1 C11 N2 SING Y N 22 9D1 C16 S SING Y N 23 9D1 N2 C10 DOUB Y N 24 9D1 C3 N SING N N 25 9D1 S C10 SING Y N 26 9D1 C10 N SING N N 27 9D1 N C4 SING N N 28 9D1 C4 C5 SING N N 29 9D1 C5 N1 SING N N 30 9D1 N1 C6 SING N N 31 9D1 N1 C9 SING N N 32 9D1 C6 C7 SING N N 33 9D1 C7 C8 SING N N 34 9D1 C9 C8 SING N N 35 9D1 C4 H2 SING N N 36 9D1 C4 H3 SING N N 37 9D1 C5 H4 SING N N 38 9D1 C5 H5 SING N N 39 9D1 C6 H6 SING N N 40 9D1 C6 H7 SING N N 41 9D1 C7 H8 SING N N 42 9D1 C7 H9 SING N N 43 9D1 C8 H10 SING N N 44 9D1 C8 H11 SING N N 45 9D1 C13 H12 SING N N 46 9D1 C15 H13 SING N N 47 9D1 C20 H14 SING N N 48 9D1 C21 H15 SING N N 49 9D1 C22 H16 SING N N 50 9D1 C24 H17 SING N N 51 9D1 O H18 SING N N 52 9D1 C23 H19 SING N N 53 9D1 C1 H20 SING N N 54 9D1 C3 H21 SING N N 55 9D1 C3 H22 SING N N 56 9D1 C9 H23 SING N N 57 9D1 C9 H24 SING N N 58 9D1 C12 H25 SING N N 59 9D1 C19 H26 SING N N 60 9D1 C18 H27 SING N N 61 # 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 9D1 SMILES ACDLabs 12.01 "N1(CCCC1)CCN(c3sc2cc(ccc2n3)c4ccncc4)Cc5cccc(O)c5" 9D1 InChI InChI 1.03 "InChI=1S/C25H26N4OS/c30-22-5-3-4-19(16-22)18-29(15-14-28-12-1-2-13-28)25-27-23-7-6-21(17-24(23)31-25)20-8-10-26-11-9-20/h3-11,16-17,30H,1-2,12-15,18H2" 9D1 InChIKey InChI 1.03 HCJQJVYIAVXTLD-UHFFFAOYSA-N 9D1 SMILES_CANONICAL CACTVS 3.385 "Oc1cccc(CN(CCN2CCCC2)c3sc4cc(ccc4n3)c5ccncc5)c1" 9D1 SMILES CACTVS 3.385 "Oc1cccc(CN(CCN2CCCC2)c3sc4cc(ccc4n3)c5ccncc5)c1" 9D1 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(cc(c1)O)CN(CCN2CCCC2)c3nc4ccc(cc4s3)c5ccncc5" 9D1 SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(cc(c1)O)CN(CCN2CCCC2)c3nc4ccc(cc4s3)c5ccncc5" # 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 9D1 "SYSTEMATIC NAME" ACDLabs 12.01 "3-({[6-(pyridin-4-yl)-1,3-benzothiazol-2-yl][2-(pyrrolidin-1-yl)ethyl]amino}methyl)phenol" 9D1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "3-[[(6-pyridin-4-yl-1,3-benzothiazol-2-yl)-(2-pyrrolidin-1-ylethyl)amino]methyl]phenol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9D1 "Create component" 2017-04-20 RCSB 9D1 "Initial release" 2018-01-31 RCSB #