data_6CJ # _chem_comp.id 6CJ _chem_comp.name "N-[8-(cyclohexyloxy)-1-oxo-2-phenyl-1H-pyrido[2,1-b][1,3]benzothiazole-4-carbonyl]-L-tyrosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C33 H30 N2 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-03-11 _chem_comp.pdbx_modified_date 2016-09-30 _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 582.666 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6CJ _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 5IQ6 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 6CJ O3 O1 O 0 1 N N N -32.539 -62.182 -12.781 -5.899 -0.314 0.388 O3 6CJ 1 6CJ C4 C1 C 0 1 N N N -31.720 -67.910 -11.065 -0.048 0.713 -0.415 C4 6CJ 2 6CJ C5 C2 C 0 1 Y N N -33.179 -66.222 -12.167 -2.383 1.785 0.000 C5 6CJ 3 6CJ O4 O2 O 0 1 N N N -29.452 -65.281 -10.334 -1.743 -2.286 -0.336 O4 6CJ 4 6CJ C6 C3 C 0 1 Y N N -34.086 -65.454 -12.891 -3.569 2.468 0.220 C6 6CJ 5 6CJ N1 N1 N 0 1 N N N -31.222 -66.610 -10.965 -1.081 -0.158 -0.311 N1 6CJ 6 6CJ C7 C4 C 0 1 Y N N -33.852 -64.103 -13.064 -4.751 1.767 0.351 C7 6CJ 7 6CJ C8 C5 C 0 1 Y N N -32.726 -63.520 -12.503 -4.737 0.381 0.260 C8 6CJ 8 6CJ C9 C6 C 0 1 N N N -31.180 -61.628 -12.720 -7.067 0.434 0.733 C9 6CJ 9 6CJ O5 O3 O 0 1 N N N -29.776 -65.711 -14.635 5.895 -0.329 4.743 O5 6CJ 10 6CJ C10 C7 C 0 1 N N N -31.030 -60.780 -13.963 -7.692 1.017 -0.536 C10 6CJ 11 6CJ C11 C8 C 0 1 N N N -32.035 -59.632 -13.969 -8.943 1.817 -0.167 C11 6CJ 12 6CJ C12 C9 C 0 1 N N N -31.935 -58.799 -12.703 -9.952 0.897 0.523 C12 6CJ 13 6CJ C13 C10 C 0 1 N N N -32.071 -59.666 -11.466 -9.326 0.314 1.792 C13 6CJ 14 6CJ C14 C11 C 0 1 N N N -31.050 -60.798 -11.465 -8.076 -0.486 1.423 C14 6CJ 15 6CJ C15 C12 C 0 1 Y N N -31.833 -64.269 -11.747 -3.556 -0.299 0.050 C15 6CJ 16 6CJ C17 C13 C 0 1 N N N -29.975 -66.387 -10.316 -0.822 -1.492 -0.428 C17 6CJ 17 6CJ C16 C14 C 0 1 Y N N -32.042 -65.637 -11.593 -2.344 0.398 -0.087 C16 6CJ 18 6CJ S S1 S 0 1 N N N -33.244 -67.944 -11.899 -0.718 2.339 -0.211 S 6CJ 19 6CJ C18 C15 C 0 1 N N N -29.360 -67.540 -9.665 0.479 -1.975 -0.652 C18 6CJ 20 6CJ C20 C16 C 0 1 Y N N -28.183 -67.350 -8.781 0.718 -3.432 -0.773 C20 6CJ 21 6CJ C25 C17 C 0 1 Y N N -28.315 -67.441 -7.396 1.490 -4.097 0.179 C25 6CJ 22 6CJ C24 C18 C 0 1 Y N N -27.221 -67.240 -6.572 1.709 -5.454 0.060 C24 6CJ 23 6CJ C23 C19 C 0 1 Y N N -25.985 -66.949 -7.114 1.164 -6.155 -1.001 C23 6CJ 24 6CJ C22 C20 C 0 1 Y N N -25.841 -66.860 -8.484 0.398 -5.501 -1.949 C22 6CJ 25 6CJ C21 C21 C 0 1 Y N N -26.930 -67.060 -9.316 0.166 -4.145 -1.837 C21 6CJ 26 6CJ C19 C22 C 0 1 N N N -29.881 -68.772 -9.855 1.539 -1.088 -0.759 C19 6CJ 27 6CJ C3 C23 C 0 1 N N N -31.081 -69.007 -10.578 1.267 0.286 -0.638 C3 6CJ 28 6CJ C2 C24 C 0 1 N N N -31.554 -70.406 -10.788 2.355 1.267 -0.744 C2 6CJ 29 6CJ O2 O4 O 0 1 N N N -32.695 -70.746 -10.479 2.115 2.455 -0.639 O2 6CJ 30 6CJ N N2 N 0 1 N N N -30.644 -71.248 -11.312 3.619 0.851 -0.959 N 6CJ 31 6CJ C1 C25 C 0 1 N N S -30.765 -71.874 -12.624 4.704 1.829 -1.065 C1 6CJ 32 6CJ C C26 C 0 1 N N N -29.409 -72.305 -13.176 4.785 2.339 -2.481 C 6CJ 33 6CJ O1 O5 O 0 1 N N N -28.365 -72.121 -12.581 5.712 3.250 -2.815 O1 6CJ 34 6CJ O O6 O 0 1 N N N -29.493 -72.900 -14.332 4.015 1.927 -3.316 O 6CJ 35 6CJ C26 C27 C 0 1 N N N -31.544 -71.009 -13.641 6.029 1.165 -0.686 C26 6CJ 36 6CJ C27 C28 C 0 1 Y N N -31.033 -69.616 -13.937 5.993 0.765 0.766 C27 6CJ 37 6CJ C32 C29 C 0 1 Y N N -31.825 -68.724 -14.647 6.420 1.652 1.737 C32 6CJ 38 6CJ C31 C30 C 0 1 Y N N -31.411 -67.425 -14.882 6.388 1.288 3.069 C31 6CJ 39 6CJ C30 C31 C 0 1 Y N N -30.179 -66.996 -14.414 5.927 0.031 3.433 C30 6CJ 40 6CJ C29 C32 C 0 1 Y N N -29.366 -67.879 -13.718 5.499 -0.857 2.457 C29 6CJ 41 6CJ C28 C33 C 0 1 Y N N -29.794 -69.175 -13.485 5.528 -0.486 1.127 C28 6CJ 42 6CJ H1 H1 H 0 1 N N N -34.968 -65.911 -13.315 -3.569 3.546 0.290 H1 6CJ 43 6CJ H2 H2 H 0 1 N N N -34.545 -63.503 -13.635 -5.679 2.292 0.523 H2 6CJ 44 6CJ H3 H3 H 0 1 N N N -30.431 -62.434 -12.720 -6.793 1.244 1.408 H3 6CJ 45 6CJ H4 H4 H 0 1 N N N -28.916 -65.578 -14.254 5.065 -0.113 5.190 H4 6CJ 46 6CJ H5 H5 H 0 1 N N N -31.198 -61.409 -14.850 -6.973 1.672 -1.028 H5 6CJ 47 6CJ H6 H6 H 0 1 N N N -30.011 -60.366 -13.995 -7.966 0.206 -1.212 H6 6CJ 48 6CJ H7 H7 H 0 1 N N N -31.836 -58.987 -14.838 -8.669 2.628 0.509 H7 6CJ 49 6CJ H8 H8 H 0 1 N N N -33.051 -60.047 -14.045 -9.388 2.233 -1.071 H8 6CJ 50 6CJ H9 H9 H 0 1 N N N -30.958 -58.294 -12.682 -10.843 1.468 0.786 H9 6CJ 51 6CJ H10 H10 H 0 1 N N N -32.737 -58.046 -12.704 -10.226 0.087 -0.153 H10 6CJ 52 6CJ H11 H11 H 0 1 N N N -31.915 -59.043 -10.573 -9.053 1.125 2.467 H11 6CJ 53 6CJ H12 H12 H 0 1 N N N -33.083 -60.097 -11.440 -10.045 -0.341 2.283 H12 6CJ 54 6CJ H13 H13 H 0 1 N N N -31.221 -61.439 -10.588 -8.350 -1.297 0.747 H13 6CJ 55 6CJ H14 H14 H 0 1 N N N -30.037 -60.372 -11.416 -7.630 -0.901 2.326 H14 6CJ 56 6CJ H15 H15 H 0 1 N N N -30.982 -63.793 -11.282 -3.562 -1.378 -0.012 H15 6CJ 57 6CJ H16 H16 H 0 1 N N N -29.278 -67.670 -6.963 1.916 -3.550 1.007 H16 6CJ 58 6CJ H17 H17 H 0 1 N N N -27.335 -67.311 -5.500 2.306 -5.970 0.797 H17 6CJ 59 6CJ H18 H18 H 0 1 N N N -25.134 -66.792 -6.468 1.338 -7.217 -1.090 H18 6CJ 60 6CJ H19 H19 H 0 1 N N N -24.874 -66.633 -8.909 -0.024 -6.054 -2.775 H19 6CJ 61 6CJ H20 H20 H 0 1 N N N -26.807 -66.991 -10.387 -0.437 -3.637 -2.575 H20 6CJ 62 6CJ H21 H21 H 0 1 N N N -29.359 -69.620 -9.437 2.545 -1.442 -0.932 H21 6CJ 63 6CJ H23 H23 H 0 1 N N N -29.833 -71.458 -10.767 3.810 -0.096 -1.044 H23 6CJ 64 6CJ H24 H24 H 0 1 N N N -31.353 -72.794 -12.491 4.510 2.662 -0.390 H24 6CJ 65 6CJ H25 H25 H 0 1 N N N -27.644 -72.475 -13.089 5.725 3.547 -3.735 H25 6CJ 66 6CJ H26 H26 H 0 1 N N N -32.571 -70.905 -13.261 6.181 0.279 -1.303 H26 6CJ 67 6CJ H27 H27 H 0 1 N N N -31.559 -71.560 -14.593 6.847 1.866 -0.850 H27 6CJ 68 6CJ H28 H28 H 0 1 N N N -32.783 -69.050 -15.023 6.779 2.630 1.454 H28 6CJ 69 6CJ H29 H29 H 0 1 N N N -32.047 -66.746 -15.430 6.722 1.981 3.827 H29 6CJ 70 6CJ H30 H30 H 0 1 N N N -28.400 -67.556 -13.358 5.139 -1.836 2.737 H30 6CJ 71 6CJ H31 H31 H 0 1 N N N -29.154 -69.855 -12.943 5.191 -1.176 0.367 H31 6CJ 72 # 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 6CJ C31 C32 DOUB Y N 1 6CJ C31 C30 SING Y N 2 6CJ C32 C27 SING Y N 3 6CJ O5 C30 SING N N 4 6CJ C30 C29 DOUB Y N 5 6CJ O C DOUB N N 6 6CJ C11 C10 SING N N 7 6CJ C11 C12 SING N N 8 6CJ C10 C9 SING N N 9 6CJ C27 C26 SING N N 10 6CJ C27 C28 DOUB Y N 11 6CJ C29 C28 SING Y N 12 6CJ C26 C1 SING N N 13 6CJ C C1 SING N N 14 6CJ C O1 SING N N 15 6CJ C7 C6 DOUB Y N 16 6CJ C7 C8 SING Y N 17 6CJ C6 C5 SING Y N 18 6CJ O3 C9 SING N N 19 6CJ O3 C8 SING N N 20 6CJ C9 C14 SING N N 21 6CJ C12 C13 SING N N 22 6CJ C1 N SING N N 23 6CJ C8 C15 DOUB Y N 24 6CJ C5 S SING N N 25 6CJ C5 C16 DOUB Y N 26 6CJ S C4 SING N N 27 6CJ C15 C16 SING Y N 28 6CJ C16 N1 SING N N 29 6CJ C13 C14 SING N N 30 6CJ N C2 SING N N 31 6CJ C4 N1 SING N N 32 6CJ C4 C3 DOUB N N 33 6CJ N1 C17 SING N N 34 6CJ C2 C3 SING N N 35 6CJ C2 O2 DOUB N N 36 6CJ C3 C19 SING N N 37 6CJ O4 C17 DOUB N N 38 6CJ C17 C18 SING N N 39 6CJ C19 C18 DOUB N N 40 6CJ C18 C20 SING N N 41 6CJ C21 C20 DOUB Y N 42 6CJ C21 C22 SING Y N 43 6CJ C20 C25 SING Y N 44 6CJ C22 C23 DOUB Y N 45 6CJ C25 C24 DOUB Y N 46 6CJ C23 C24 SING Y N 47 6CJ C6 H1 SING N N 48 6CJ C7 H2 SING N N 49 6CJ C9 H3 SING N N 50 6CJ O5 H4 SING N N 51 6CJ C10 H5 SING N N 52 6CJ C10 H6 SING N N 53 6CJ C11 H7 SING N N 54 6CJ C11 H8 SING N N 55 6CJ C12 H9 SING N N 56 6CJ C12 H10 SING N N 57 6CJ C13 H11 SING N N 58 6CJ C13 H12 SING N N 59 6CJ C14 H13 SING N N 60 6CJ C14 H14 SING N N 61 6CJ C15 H15 SING N N 62 6CJ C25 H16 SING N N 63 6CJ C24 H17 SING N N 64 6CJ C23 H18 SING N N 65 6CJ C22 H19 SING N N 66 6CJ C21 H20 SING N N 67 6CJ C19 H21 SING N N 68 6CJ N H23 SING N N 69 6CJ C1 H24 SING N N 70 6CJ O1 H25 SING N N 71 6CJ C26 H26 SING N N 72 6CJ C26 H27 SING N N 73 6CJ C32 H28 SING N N 74 6CJ C31 H29 SING N N 75 6CJ C29 H30 SING N N 76 6CJ C28 H31 SING N N 77 # 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 6CJ SMILES ACDLabs 12.01 "O(C1CCCCC1)c6ccc5SC=3N(C(=O)C(c2ccccc2)=CC=3C(=O)NC(C(O)=O)Cc4ccc(O)cc4)c5c6" 6CJ InChI InChI 1.03 "InChI=1S/C33H30N2O6S/c36-22-13-11-20(12-14-22)17-27(33(39)40)34-30(37)26-19-25(21-7-3-1-4-8-21)31(38)35-28-18-24(15-16-29(28)42-32(26)35)41-23-9-5-2-6-10-23/h1,3-4,7-8,11-16,18-19,23,27,36H,2,5-6,9-10,17H2,(H,34,37)(H,39,40)/t27-/m0/s1" 6CJ InChIKey InChI 1.03 PTUWWNGMUPSKDC-MHZLTWQESA-N 6CJ SMILES_CANONICAL CACTVS 3.385 "OC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)C2=C3Sc4ccc(OC5CCCCC5)cc4N3C(=O)C(=C2)c6ccccc6" 6CJ SMILES CACTVS 3.385 "OC(=O)[CH](Cc1ccc(O)cc1)NC(=O)C2=C3Sc4ccc(OC5CCCCC5)cc4N3C(=O)C(=C2)c6ccccc6" 6CJ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "c1ccc(cc1)C2=CC(=C3N(C2=O)c4cc(ccc4S3)OC5CCCCC5)C(=O)N[C@@H](Cc6ccc(cc6)O)C(=O)O" 6CJ SMILES "OpenEye OEToolkits" 2.0.4 "c1ccc(cc1)C2=CC(=C3N(C2=O)c4cc(ccc4S3)OC5CCCCC5)C(=O)NC(Cc6ccc(cc6)O)C(=O)O" # 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 6CJ "SYSTEMATIC NAME" ACDLabs 12.01 "N-[8-(cyclohexyloxy)-1-oxo-2-phenyl-1H-pyrido[2,1-b][1,3]benzothiazole-4-carbonyl]-L-tyrosine" 6CJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "(2~{S})-2-[(8-cyclohexyloxy-1-oxidanylidene-2-phenyl-pyrido[2,1-b][1,3]benzothiazol-4-yl)carbonylamino]-3-(4-hydroxyphenyl)propanoic 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 6CJ "Create component" 2016-03-11 EBI 6CJ "Initial release" 2016-10-05 RCSB #