data_JLE # _chem_comp.id JLE _chem_comp.name "(2~{R})-2-[[6-ethyl-5-(1~{H}-indol-4-yl)thieno[2,3-d]pyrimidin-4-yl]amino]-3-phenyl-propanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H22 N4 O2 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 442.533 _chem_comp.one_letter_code ? _chem_comp.three_letter_code JLE _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 6QYL _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 JLE C5 C1 C 0 1 Y N N -13.493 11.730 -4.173 -1.341 -1.296 0.496 C5 JLE 1 JLE C6 C2 C 0 1 Y N N -13.542 12.372 -2.918 -2.140 -2.128 1.282 C6 JLE 2 JLE C4 C3 C 0 1 Y N N -14.608 11.880 -5.012 -0.016 -1.720 0.228 C4 JLE 3 JLE C2 C4 C 0 1 Y N N -15.658 13.191 -3.375 -0.393 -3.627 1.466 C2 JLE 4 JLE C8 C5 C 0 1 Y N N -11.468 11.170 -3.222 -3.301 -0.007 0.527 C8 JLE 5 JLE N3 N1 N 0 1 Y N N -14.608 13.092 -2.557 -1.627 -3.277 1.742 N3 JLE 6 JLE C25 C6 C 0 1 Y N N -15.307 6.352 -7.506 3.670 1.411 2.872 C25 JLE 7 JLE C24 C7 C 0 1 Y N N -14.200 7.160 -7.741 4.403 0.300 2.497 C24 JLE 8 JLE C23 C8 C 0 1 Y N N -14.400 8.518 -7.998 4.230 -0.249 1.240 C23 JLE 9 JLE C22 C9 C 0 1 Y N N -15.687 9.044 -8.024 3.325 0.312 0.358 C22 JLE 10 JLE C21 C10 C 0 1 N N N -15.895 10.523 -8.308 3.137 -0.287 -1.012 C21 JLE 11 JLE C9 C11 C 0 1 Y N N -12.292 11.038 -4.343 -2.047 -0.089 0.084 C9 JLE 12 JLE N1 N2 N 0 1 Y N N -15.655 12.592 -4.578 0.403 -2.874 0.727 N1 JLE 13 JLE C11 C12 C 0 1 Y N N -11.032 8.748 -7.746 -0.248 2.925 -2.350 C11 JLE 14 JLE C12 C13 C 0 1 Y N N -11.231 10.124 -7.871 -0.840 1.821 -2.925 C12 JLE 15 JLE C13 C14 C 0 1 Y N N -11.645 10.875 -6.762 -1.425 0.840 -2.140 C13 JLE 16 JLE C14 C15 C 0 1 Y N N -11.262 8.116 -6.515 -0.231 3.070 -0.965 C14 JLE 17 JLE C10 C16 C 0 1 Y N N -11.882 10.242 -5.528 -1.422 0.958 -0.756 C10 JLE 18 JLE C15 C17 C 0 1 Y N N -11.684 8.855 -5.415 -0.826 2.085 -0.160 C15 JLE 19 JLE C20 C18 C 0 1 N N R -16.057 11.261 -6.974 2.147 -1.451 -0.928 C20 JLE 20 JLE C17 C19 C 0 1 Y N N -11.464 6.710 -4.831 0.022 3.691 1.179 C17 JLE 21 JLE C16 C20 C 0 1 Y N N -11.802 7.965 -4.356 -0.641 2.523 1.224 C16 JLE 22 JLE C26 C21 C 0 1 Y N N -16.605 6.889 -7.524 2.761 1.969 1.992 C26 JLE 23 JLE C27 C22 C 0 1 Y N N -16.800 8.245 -7.768 2.593 1.423 0.734 C27 JLE 24 JLE C28 C23 C 0 1 N N N -16.468 12.664 -7.371 2.054 -2.129 -2.270 C28 JLE 25 JLE O30 O1 O 0 1 N N N -15.603 13.447 -7.754 0.995 -2.182 -2.848 O30 JLE 26 JLE O29 O2 O 0 1 N N N -17.659 12.995 -7.311 3.149 -2.673 -2.825 O29 JLE 27 JLE N19 N3 N 0 1 N N N -14.744 11.295 -6.270 0.828 -0.942 -0.545 N19 JLE 28 JLE S7 S1 S 0 1 Y N N -12.151 12.156 -1.964 -3.731 -1.410 1.486 S7 JLE 29 JLE C31 C24 C 0 1 N N N -10.097 10.554 -3.087 -4.233 1.141 0.234 C31 JLE 30 JLE C32 C25 C 0 1 N N N -9.199 11.537 -2.300 -5.005 0.855 -1.055 C32 JLE 31 JLE N18 N4 N 0 1 Y N N -11.144 6.837 -6.125 0.276 4.033 -0.121 N18 JLE 32 JLE H1 H1 H 0 1 N N N -16.522 13.760 -3.066 -0.015 -4.561 1.855 H1 JLE 33 JLE H2 H2 H 0 1 N N N -15.167 5.300 -7.307 3.805 1.841 3.853 H2 JLE 34 JLE H3 H3 H 0 1 N N N -13.203 6.745 -7.725 5.110 -0.138 3.185 H3 JLE 35 JLE H4 H4 H 0 1 N N N -13.552 9.162 -8.177 4.802 -1.117 0.947 H4 JLE 36 JLE H5 H5 H 0 1 N N N -15.024 10.922 -8.849 2.749 0.472 -1.690 H5 JLE 37 JLE H6 H6 H 0 1 N N N -16.800 10.659 -8.919 4.095 -0.651 -1.383 H6 JLE 38 JLE H7 H7 H 0 1 N N N -10.701 8.170 -8.596 0.207 3.679 -2.975 H7 JLE 39 JLE H8 H8 H 0 1 N N N -11.066 10.610 -8.821 -0.848 1.719 -4.000 H8 JLE 40 JLE H9 H9 H 0 1 N N N -11.782 11.942 -6.855 -1.885 -0.019 -2.607 H9 JLE 41 JLE H10 H10 H 0 1 N N N -16.831 10.783 -6.356 2.491 -2.167 -0.182 H10 JLE 42 JLE H11 H11 H 0 1 N N N -11.459 5.793 -4.261 0.312 4.273 2.042 H11 JLE 43 JLE H12 H12 H 0 1 N N N -12.102 8.207 -3.347 -0.974 2.007 2.112 H12 JLE 44 JLE H13 H13 H 0 1 N N N -17.455 6.247 -7.348 2.186 2.834 2.287 H13 JLE 45 JLE H14 H14 H 0 1 N N N -17.793 8.669 -7.759 1.886 1.861 0.045 H14 JLE 46 JLE H15 H15 H 0 1 N N N -17.752 13.896 -7.597 3.040 -3.097 -3.687 H15 JLE 47 JLE H16 H16 H 0 1 N N N -14.451 10.344 -6.172 0.545 -0.060 -0.834 H16 JLE 48 JLE H17 H17 H 0 1 N N N -10.170 9.600 -2.544 -4.935 1.258 1.060 H17 JLE 49 JLE H18 H18 H 0 1 N N N -9.669 10.376 -4.085 -3.655 2.057 0.116 H18 JLE 50 JLE H19 H19 H 0 1 N N N -8.193 11.107 -2.190 -5.679 1.686 -1.267 H19 JLE 51 JLE H20 H20 H 0 1 N N N -9.133 12.490 -2.846 -4.303 0.738 -1.881 H20 JLE 52 JLE H21 H21 H 0 1 N N N -9.633 11.714 -1.305 -5.583 -0.061 -0.937 H21 JLE 53 JLE H22 H22 H 0 1 N N N -10.857 6.084 -6.718 0.743 4.834 -0.406 H22 JLE 54 # # 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 JLE C21 C22 SING N N 1 JLE C21 C20 SING N N 2 JLE C22 C23 DOUB Y N 3 JLE C22 C27 SING Y N 4 JLE C23 C24 SING Y N 5 JLE C12 C11 DOUB Y N 6 JLE C12 C13 SING Y N 7 JLE C27 C26 DOUB Y N 8 JLE O30 C28 DOUB N N 9 JLE C11 C14 SING Y N 10 JLE C24 C25 DOUB Y N 11 JLE C26 C25 SING Y N 12 JLE C28 O29 SING N N 13 JLE C28 C20 SING N N 14 JLE C20 N19 SING N N 15 JLE C13 C10 DOUB Y N 16 JLE C14 N18 SING Y N 17 JLE C14 C15 DOUB Y N 18 JLE N19 C4 SING N N 19 JLE N18 C17 SING Y N 20 JLE C10 C15 SING Y N 21 JLE C10 C9 SING N N 22 JLE C15 C16 SING Y N 23 JLE C4 N1 DOUB Y N 24 JLE C4 C5 SING Y N 25 JLE C17 C16 DOUB Y N 26 JLE N1 C2 SING Y N 27 JLE C9 C5 SING Y N 28 JLE C9 C8 DOUB Y N 29 JLE C5 C6 DOUB Y N 30 JLE C2 N3 DOUB Y N 31 JLE C8 C31 SING N N 32 JLE C8 S7 SING Y N 33 JLE C31 C32 SING N N 34 JLE C6 N3 SING Y N 35 JLE C6 S7 SING Y N 36 JLE C2 H1 SING N N 37 JLE C25 H2 SING N N 38 JLE C24 H3 SING N N 39 JLE C23 H4 SING N N 40 JLE C21 H5 SING N N 41 JLE C21 H6 SING N N 42 JLE C11 H7 SING N N 43 JLE C12 H8 SING N N 44 JLE C13 H9 SING N N 45 JLE C20 H10 SING N N 46 JLE C17 H11 SING N N 47 JLE C16 H12 SING N N 48 JLE C26 H13 SING N N 49 JLE C27 H14 SING N N 50 JLE O29 H15 SING N N 51 JLE N19 H16 SING N N 52 JLE C31 H17 SING N N 53 JLE C31 H18 SING N N 54 JLE C32 H19 SING N N 55 JLE C32 H20 SING N N 56 JLE C32 H21 SING N N 57 JLE N18 H22 SING N N 58 # # 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 JLE InChI InChI 1.03 "InChI=1S/C25H22N4O2S/c1-2-20-21(17-9-6-10-18-16(17)11-12-26-18)22-23(27-14-28-24(22)32-20)29-19(25(30)31)13-15-7-4-3-5-8-15/h3-12,14,19,26H,2,13H2,1H3,(H,30,31)(H,27,28,29)/t19-/m1/s1" JLE InChIKey InChI 1.03 IZDAFHXFYWJQKU-LJQANCHMSA-N JLE SMILES_CANONICAL CACTVS 3.385 "CCc1sc2ncnc(N[C@H](Cc3ccccc3)C(O)=O)c2c1c4cccc5[nH]ccc45" JLE SMILES CACTVS 3.385 "CCc1sc2ncnc(N[CH](Cc3ccccc3)C(O)=O)c2c1c4cccc5[nH]ccc45" JLE SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCc1c(c2c(ncnc2s1)N[C@H](Cc3ccccc3)C(=O)O)c4cccc5c4cc[nH]5" JLE SMILES "OpenEye OEToolkits" 2.0.7 "CCc1c(c2c(ncnc2s1)NC(Cc3ccccc3)C(=O)O)c4cccc5c4cc[nH]5" # _pdbx_chem_comp_identifier.comp_id JLE _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-[[6-ethyl-5-(1~{H}-indol-4-yl)thieno[2,3-d]pyrimidin-4-yl]amino]-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 JLE "Create component" 2019-03-09 RCSB JLE "Initial release" 2019-08-07 RCSB ##