data_JL5 # _chem_comp.id JL5 _chem_comp.name "(2~{R})-2-[5-[3-chloranyl-2-methyl-5-(4-methylpiperazin-1-yl)-4-oxidanyl-phenyl]-6-ethyl-thieno[2,3-d]pyrimidin-4-yl]oxy-3-phenyl-propanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H31 Cl N4 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-03-09 _chem_comp.pdbx_modified_date 2019-08-02 _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 567.099 _chem_comp.one_letter_code ? _chem_comp.three_letter_code JL5 _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 6QYP _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 JL5 C4 C1 C 0 1 Y N N 4.288 0.583 -5.916 1.778 0.719 1.546 C4 JL5 1 JL5 C8 C2 C 0 1 Y N N 5.072 1.565 -6.510 1.493 1.913 0.843 C8 JL5 2 JL5 N3 N1 N 0 1 Y N N 3.738 1.402 -8.442 3.011 3.013 2.273 N3 JL5 3 JL5 C2 C3 C 0 1 Y N N 2.994 0.477 -7.822 3.236 1.881 2.898 C2 JL5 4 JL5 N1 N2 N 0 1 Y N N 3.270 0.051 -6.590 2.639 0.755 2.550 N1 JL5 5 JL5 C6 C4 C 0 1 Y N N 6.690 3.153 -6.903 0.572 3.418 -0.703 C6 JL5 6 JL5 C12 C5 C 0 1 N N R 3.676 -0.839 -4.116 1.459 -1.588 2.007 C12 JL5 7 JL5 C13 C6 C 0 1 N N N 3.913 -0.910 -2.631 1.479 -2.839 1.127 C13 JL5 8 JL5 C14 C7 C 0 1 N N N 3.963 -2.183 -4.807 0.397 -1.735 3.066 C14 JL5 9 JL5 C7 C8 C 0 1 Y N N 6.175 2.246 -6.003 0.597 2.155 -0.281 C7 JL5 10 JL5 C9 C9 C 0 1 Y N N 4.772 1.956 -7.801 2.151 3.076 1.249 C9 JL5 11 JL5 C10 C10 C 0 1 N N N 7.902 4.047 -6.636 -0.273 3.916 -1.847 C10 JL5 12 JL5 C34 C11 C 0 1 N N N 9.862 -0.853 -4.106 -4.369 0.534 -0.381 C34 JL5 13 JL5 C35 C12 C 0 1 N N N 10.627 -2.144 -3.703 -5.732 0.090 0.154 C35 JL5 14 JL5 N36 N3 N 0 1 N N N 9.682 -3.137 -3.206 -5.570 -0.454 1.509 N36 JL5 15 JL5 C39 C13 C 0 1 N N N 10.353 -4.427 -3.010 -6.870 -0.823 2.087 C39 JL5 16 JL5 C37 C14 C 0 1 N N N 9.164 -2.668 -1.932 -4.651 -1.601 1.506 C37 JL5 17 JL5 C38 C15 C 0 1 N N N 8.191 -1.538 -2.174 -3.288 -1.157 0.971 C38 JL5 18 JL5 N32 N4 N 0 1 N N N 8.793 -0.487 -3.074 -3.450 -0.613 -0.384 N32 JL5 19 JL5 C26 C16 C 0 1 Y N N 8.135 0.742 -3.195 -2.212 -0.262 -0.935 C26 JL5 20 JL5 C28 C17 C 0 1 Y N N 7.483 0.955 -4.408 -1.452 0.739 -0.352 C28 JL5 21 JL5 C25 C18 C 0 1 Y N N 8.040 1.711 -2.206 -1.740 -0.923 -2.067 C25 JL5 22 JL5 O30 O1 O 0 1 N N N 8.598 1.606 -1.008 -2.484 -1.910 -2.637 O30 JL5 23 JL5 C27 C19 C 0 1 Y N N 7.330 2.862 -2.452 -0.514 -0.577 -2.614 C27 JL5 24 JL5 CL CL1 CL 0 0 N N N 7.285 4.027 -1.180 0.069 -1.403 -4.025 CL31 JL5 25 JL5 C24 C20 C 0 1 Y N N 6.705 3.082 -3.682 0.245 0.424 -2.039 C24 JL5 26 JL5 C29 C21 C 0 1 N N N 5.947 4.376 -3.930 1.577 0.797 -2.636 C29 JL5 27 JL5 C23 C22 C 0 1 Y N N 6.790 2.100 -4.669 -0.219 1.085 -0.902 C23 JL5 28 JL5 C22 C23 C 0 1 N N N 8.454 4.510 -7.972 -1.634 4.371 -1.314 C22 JL5 29 JL5 S5 S1 S 0 1 Y N N 5.840 3.153 -8.371 1.655 4.426 0.238 S5 JL5 30 JL5 O11 O2 O 0 1 N N N 4.524 0.209 -4.642 1.173 -0.443 1.201 O11 JL5 31 JL5 O16 O3 O 0 1 N N N 4.997 -2.267 -5.428 -0.559 -0.997 3.070 O16 JL5 32 JL5 O15 O4 O 0 1 N N N 3.167 -3.124 -4.787 0.514 -2.687 4.005 O15 JL5 33 JL5 C17 C24 C 0 1 Y N N 3.387 0.349 -1.916 2.618 -2.744 0.144 C17 JL5 34 JL5 C18 C25 C 0 1 Y N N 4.274 1.319 -1.517 2.423 -2.138 -1.083 C18 JL5 35 JL5 C21 C26 C 0 1 Y N N 3.796 2.432 -0.851 3.467 -2.051 -1.985 C21 JL5 36 JL5 C19 C27 C 0 1 Y N N 2.445 2.621 -0.621 4.707 -2.569 -1.659 C19 JL5 37 JL5 C20 C28 C 0 1 Y N N 1.535 1.661 -1.038 4.902 -3.174 -0.431 C20 JL5 38 JL5 C33 C29 C 0 1 Y N N 2.024 0.523 -1.667 3.859 -3.257 0.472 C33 JL5 39 JL5 H1 H1 H 0 1 N N N 2.141 0.062 -8.338 3.937 1.868 3.720 H1 JL5 40 JL5 H2 H2 H 0 1 N N N 2.622 -0.580 -4.292 2.432 -1.463 2.483 H2 JL5 41 JL5 H3 H3 H 0 1 N N N 3.395 -1.793 -2.228 1.612 -3.721 1.752 H3 JL5 42 JL5 H4 H4 H 0 1 N N N 4.993 -1.002 -2.445 0.537 -2.917 0.585 H4 JL5 43 JL5 H5 H5 H 0 1 N N N 8.671 3.479 -6.092 0.227 4.755 -2.330 H5 JL5 44 JL5 H6 H6 H 0 1 N N N 7.597 4.918 -6.037 -0.416 3.113 -2.570 H6 JL5 45 JL5 H7 H7 H 0 1 N N N 10.580 -0.023 -4.187 -4.482 0.911 -1.397 H7 JL5 46 JL5 H8 H8 H 0 1 N N N 9.377 -1.015 -5.080 -3.967 1.321 0.257 H8 JL5 47 JL5 H9 H9 H 0 1 N N N 11.154 -2.547 -4.581 -6.407 0.946 0.184 H9 JL5 48 JL5 H10 H10 H 0 1 N N N 11.357 -1.906 -2.915 -6.147 -0.678 -0.500 H10 JL5 49 JL5 H12 H12 H 0 1 N N N 9.628 -5.165 -2.635 -7.345 -1.578 1.462 H12 JL5 50 JL5 H13 H13 H 0 1 N N N 10.767 -4.774 -3.968 -6.721 -1.223 3.090 H13 JL5 51 JL5 H14 H14 H 0 1 N N N 11.167 -4.309 -2.280 -7.507 0.060 2.139 H14 JL5 52 JL5 H15 H15 H 0 1 N N N 8.649 -3.493 -1.419 -4.538 -1.979 2.523 H15 JL5 53 JL5 H16 H16 H 0 1 N N N 9.995 -2.310 -1.307 -5.054 -2.388 0.869 H16 JL5 54 JL5 H17 H17 H 0 1 N N N 7.928 -1.078 -1.210 -2.873 -0.390 1.625 H17 JL5 55 JL5 H18 H18 H 0 1 N N N 7.284 -1.940 -2.648 -2.613 -2.013 0.942 H18 JL5 56 JL5 H19 H19 H 0 1 N N N 7.528 0.188 -5.167 -1.814 1.250 0.528 H19 JL5 57 JL5 H20 H20 H 0 1 N N N 8.403 2.383 -0.498 -3.097 -1.597 -3.316 H20 JL5 58 JL5 H21 H21 H 0 1 N N N 4.897 4.250 -3.628 1.436 1.588 -3.373 H21 JL5 59 JL5 H22 H22 H 0 1 N N N 6.403 5.186 -3.342 2.243 1.149 -1.847 H22 JL5 60 JL5 H23 H23 H 0 1 N N N 5.993 4.629 -5.000 2.016 -0.076 -3.119 H23 JL5 61 JL5 H24 H24 H 0 1 N N N 9.328 5.156 -7.804 -2.246 4.731 -2.142 H24 JL5 62 JL5 H25 H25 H 0 1 N N N 8.754 3.635 -8.568 -2.134 3.531 -0.831 H25 JL5 63 JL5 H26 H26 H 0 1 N N N 7.680 5.074 -8.513 -1.492 5.174 -0.591 H26 JL5 64 JL5 H27 H27 H 0 1 N N N 3.510 -3.841 -5.307 -0.192 -2.743 4.663 H27 JL5 65 JL5 H28 H28 H 0 1 N N N 5.329 1.214 -1.721 1.454 -1.734 -1.338 H28 JL5 66 JL5 H29 H29 H 0 1 N N N 4.497 3.175 -0.500 3.314 -1.579 -2.944 H29 JL5 67 JL5 H30 H30 H 0 1 N N N 2.100 3.513 -0.119 5.523 -2.501 -2.363 H30 JL5 68 JL5 H31 H31 H 0 1 N N N 0.475 1.795 -0.878 5.870 -3.578 -0.176 H31 JL5 69 JL5 H32 H32 H 0 1 N N N 1.332 -0.248 -1.972 4.012 -3.726 1.433 H32 JL5 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 JL5 N3 C2 DOUB Y N 1 JL5 N3 C9 SING Y N 2 JL5 S5 C9 SING Y N 3 JL5 S5 C6 SING Y N 4 JL5 C22 C10 SING N N 5 JL5 C2 N1 SING Y N 6 JL5 C9 C8 DOUB Y N 7 JL5 C6 C10 SING N N 8 JL5 C6 C7 DOUB Y N 9 JL5 N1 C4 DOUB Y N 10 JL5 C8 C7 SING Y N 11 JL5 C8 C4 SING Y N 12 JL5 C7 C23 SING N N 13 JL5 C4 O11 SING N N 14 JL5 O16 C14 DOUB N N 15 JL5 C14 O15 SING N N 16 JL5 C14 C12 SING N N 17 JL5 C23 C28 DOUB Y N 18 JL5 C23 C24 SING Y N 19 JL5 O11 C12 SING N N 20 JL5 C28 C26 SING Y N 21 JL5 C12 C13 SING N N 22 JL5 C34 C35 SING N N 23 JL5 C34 N32 SING N N 24 JL5 C29 C24 SING N N 25 JL5 C35 N36 SING N N 26 JL5 C24 C27 DOUB Y N 27 JL5 N36 C39 SING N N 28 JL5 N36 C37 SING N N 29 JL5 C26 N32 SING N N 30 JL5 C26 C25 DOUB Y N 31 JL5 N32 C38 SING N N 32 JL5 C13 C17 SING N N 33 JL5 C27 C25 SING Y N 34 JL5 C27 CL SING N N 35 JL5 C25 O30 SING N N 36 JL5 C38 C37 SING N N 37 JL5 C17 C33 DOUB Y N 38 JL5 C17 C18 SING Y N 39 JL5 C33 C20 SING Y N 40 JL5 C18 C21 DOUB Y N 41 JL5 C20 C19 DOUB Y N 42 JL5 C21 C19 SING Y N 43 JL5 C2 H1 SING N N 44 JL5 C12 H2 SING N N 45 JL5 C13 H3 SING N N 46 JL5 C13 H4 SING N N 47 JL5 C10 H5 SING N N 48 JL5 C10 H6 SING N N 49 JL5 C34 H7 SING N N 50 JL5 C34 H8 SING N N 51 JL5 C35 H9 SING N N 52 JL5 C35 H10 SING N N 53 JL5 C39 H12 SING N N 54 JL5 C39 H13 SING N N 55 JL5 C39 H14 SING N N 56 JL5 C37 H15 SING N N 57 JL5 C37 H16 SING N N 58 JL5 C38 H17 SING N N 59 JL5 C38 H18 SING N N 60 JL5 C28 H19 SING N N 61 JL5 O30 H20 SING N N 62 JL5 C29 H21 SING N N 63 JL5 C29 H22 SING N N 64 JL5 C29 H23 SING N N 65 JL5 C22 H24 SING N N 66 JL5 C22 H25 SING N N 67 JL5 C22 H26 SING N N 68 JL5 O15 H27 SING N N 69 JL5 C18 H28 SING N N 70 JL5 C21 H29 SING N N 71 JL5 C19 H30 SING N N 72 JL5 C20 H31 SING N N 73 JL5 C33 H32 SING N N 74 # # 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 JL5 InChI InChI 1.03 "InChI=1S/C29H31ClN4O4S/c1-4-22-23(19-15-20(26(35)25(30)17(19)2)34-12-10-33(3)11-13-34)24-27(31-16-32-28(24)39-22)38-21(29(36)37)14-18-8-6-5-7-9-18/h5-9,15-16,21,35H,4,10-14H2,1-3H3,(H,36,37)/t21-/m1/s1" JL5 InChIKey InChI 1.03 OZKTZQZOQQOTJP-OAQYLSRUSA-N JL5 SMILES_CANONICAL CACTVS 3.385 "CCc1sc2ncnc(O[C@H](Cc3ccccc3)C(O)=O)c2c1c4cc(N5CCN(C)CC5)c(O)c(Cl)c4C" JL5 SMILES CACTVS 3.385 "CCc1sc2ncnc(O[CH](Cc3ccccc3)C(O)=O)c2c1c4cc(N5CCN(C)CC5)c(O)c(Cl)c4C" JL5 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCc1c(c2c(ncnc2s1)O[C@H](Cc3ccccc3)C(=O)O)c4cc(c(c(c4C)Cl)O)N5CCN(CC5)C" JL5 SMILES "OpenEye OEToolkits" 2.0.7 "CCc1c(c2c(ncnc2s1)OC(Cc3ccccc3)C(=O)O)c4cc(c(c(c4C)Cl)O)N5CCN(CC5)C" # _pdbx_chem_comp_identifier.comp_id JL5 _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.7 _pdbx_chem_comp_identifier.identifier "(2~{R})-2-[5-[3-chloranyl-2-methyl-5-(4-methylpiperazin-1-yl)-4-oxidanyl-phenyl]-6-ethyl-thieno[2,3-d]pyrimidin-4-yl]oxy-3-phenyl-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 JL5 "Create component" 2019-03-09 RCSB JL5 "Initial release" 2019-08-07 RCSB ##