data_43N # _chem_comp.id 43N _chem_comp.name "2-(3-chlorophenoxy)-6-(ethylamino)-4-[(R)-[(3S)-3-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)piperidin-1-yl](phenyl)methyl]benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C32 H33 Cl N4 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-01-29 _chem_comp.pdbx_modified_date 2015-02-06 _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 589.081 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 43N _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 4XWA _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 43N C1 C1 C 0 1 N N N 12.488 1.550 10.669 1.354 2.341 -5.680 C1 43N 1 43N C2 C2 C 0 1 N N N 13.187 0.548 9.790 0.993 1.385 -4.541 C2 43N 2 43N C7 C3 C 0 1 Y N N 14.823 1.985 5.410 0.707 -0.101 0.289 C7 43N 3 43N C8 C4 C 0 1 Y N N 15.819 1.271 6.052 1.318 1.141 0.339 C8 43N 4 43N C9 C5 C 0 1 Y N N 15.711 0.984 7.398 1.555 1.849 -0.850 C9 43N 5 43N C10 C6 C 0 1 N N N 16.757 0.152 8.055 2.202 3.168 -0.810 C10 43N 6 43N C14 C7 C 0 1 Y N N 16.884 -0.031 4.320 2.950 1.443 1.971 C14 43N 7 43N C15 C8 C 0 1 Y N N 16.045 -1.130 4.317 3.342 1.889 3.225 C15 43N 8 43N C16 C9 C 0 1 Y N N 16.088 -2.040 3.271 4.628 1.654 3.670 C16 43N 9 43N C19 C10 C 0 1 Y N N 17.770 0.178 3.290 3.850 0.759 1.168 C19 43N 10 43N C21 C11 C 0 1 N N R 12.605 3.239 5.457 -0.331 -1.999 -0.964 C21 43N 11 43N C22 C12 C 0 1 Y N N 13.180 4.245 4.460 0.701 -3.072 -0.729 C22 43N 12 43N C24 C13 C 0 1 Y N N 14.919 5.815 3.854 2.076 -4.845 -1.564 C24 43N 13 43N C27 C14 C 0 1 Y N N 12.584 4.483 3.232 1.215 -3.270 0.538 C27 43N 14 43N C30 C15 C 0 1 N N N 9.433 1.076 5.458 -2.893 -3.496 1.354 C30 43N 15 43N C31 C16 C 0 1 N N N 9.729 0.198 4.238 -4.003 -2.456 1.178 C31 43N 16 43N C32 C17 C 0 1 N N S 10.641 0.918 3.247 -3.374 -1.066 1.048 C32 43N 17 43N C33 C18 C 0 1 N N N 11.903 1.411 3.918 -2.402 -1.060 -0.134 C33 43N 18 43N C35 C19 C 0 1 N N N 11.489 -1.131 2.168 -4.597 0.949 1.717 C35 43N 19 43N C25 C20 C 0 1 Y N N 14.316 6.023 2.631 2.586 -5.047 -0.296 C25 43N 20 43N C26 C21 C 0 1 Y N N 13.144 5.361 2.327 2.158 -4.257 0.755 C26 43N 21 43N C23 C22 C 0 1 Y N N 14.343 4.950 4.762 1.129 -3.861 -1.780 C23 43N 22 43N C17 C23 C 0 1 Y N N 16.979 -1.831 2.230 5.527 0.977 2.866 C17 43N 23 43N C5 C24 C 0 1 Y N N 13.646 2.177 7.458 0.559 0.040 -2.102 C5 43N 24 43N C6 C25 C 0 1 Y N N 13.709 2.430 6.102 0.332 -0.646 -0.925 C6 43N 25 43N C4 C26 C 0 1 Y N N 14.609 1.422 8.111 1.169 1.286 -2.078 C4 43N 26 43N C18 C27 C 0 1 Y N N 17.784 -0.713 2.239 5.137 0.526 1.617 C18 43N 27 43N C36 C28 C 0 1 N N N 11.846 -1.888 1.125 -5.567 1.865 1.509 C36 43N 28 43N C37 C29 C 0 1 N N N 11.667 -1.305 -0.236 -6.393 1.745 0.365 C37 43N 29 43N C40 C30 C 0 1 N N N 10.853 0.779 0.844 -5.222 -0.178 -0.257 C40 43N 30 43N C29 C31 C 0 1 N N N 10.676 1.787 5.973 -1.935 -3.419 0.163 C29 43N 31 43N C42 C32 C 0 1 N N N 12.348 -3.284 1.285 -5.766 3.000 2.480 C42 43N 32 43N N39 N1 N 0 1 N N N 11.187 0.002 -0.256 -6.196 0.722 -0.489 N39 43N 33 43N N34 N2 N 0 1 N N N 10.995 0.153 2.068 -4.426 -0.072 0.822 N34 43N 34 43N N28 N3 N 0 1 N N N 11.489 2.419 4.908 -1.359 -2.071 0.083 N28 43N 35 43N N3 N4 N 0 1 N N N 14.490 1.109 9.483 1.396 1.975 -3.262 N3 43N 36 43N O38 O1 O 0 1 N N N 11.937 -1.954 -1.243 -7.274 2.559 0.156 O38 43N 37 43N O41 O2 O 0 1 N N N 10.467 1.937 0.737 -5.052 -1.093 -1.039 O41 43N 38 43N O11 O3 O 0 1 N N N 17.119 -0.937 7.638 3.412 3.254 -0.879 O11 43N 39 43N O12 O4 O 0 1 N N N 17.237 0.748 9.168 1.453 4.283 -0.696 O12 43N 40 43N O13 O5 O 0 1 N N N 16.960 0.895 5.352 1.684 1.672 1.532 O13 43N 41 43N CL CL1 CL 0 0 N N N 18.881 -0.404 0.957 6.267 -0.324 0.610 CL 43N 42 43N H1 H1 H 0 1 N N N 11.489 1.173 10.933 1.054 1.902 -6.632 H1 43N 43 43N H2 H2 H 0 1 N N N 13.075 1.706 11.586 0.835 3.289 -5.537 H2 43N 44 43N H3 H3 H 0 1 N N N 12.389 2.504 10.130 2.430 2.512 -5.683 H3 43N 45 43N H4 H4 H 0 1 N N N 12.614 0.389 8.865 -0.084 1.214 -4.539 H4 43N 46 43N H5 H5 H 0 1 N N N 13.300 -0.409 10.320 1.511 0.437 -4.684 H5 43N 47 43N H6 H6 H 0 1 N N N 14.915 2.198 4.355 0.529 -0.649 1.203 H6 43N 48 43N H7 H7 H 0 1 N N N 15.353 -1.281 5.133 2.641 2.418 3.854 H7 43N 49 43N H8 H8 H 0 1 N N N 15.435 -2.901 3.268 4.933 2.001 4.646 H8 43N 50 43N H9 H9 H 0 1 N N N 18.442 1.024 3.304 3.546 0.407 0.193 H9 43N 51 43N H10 H10 H 0 1 N N N 12.167 3.843 6.266 -0.795 -2.148 -1.940 H10 43N 52 43N H11 H11 H 0 1 N N N 15.838 6.327 4.100 2.410 -5.462 -2.385 H11 43N 53 43N H12 H12 H 0 1 N N N 11.666 3.973 2.979 0.881 -2.653 1.360 H12 43N 54 43N H13 H13 H 0 1 N N N 8.684 1.831 5.177 -2.346 -3.292 2.274 H13 43N 55 43N H14 H14 H 0 1 N N N 9.030 0.441 6.261 -3.332 -4.493 1.404 H14 43N 56 43N H15 H15 H 0 1 N N N 8.782 -0.052 3.738 -4.575 -2.682 0.278 H15 43N 57 43N H16 H16 H 0 1 N N N 10.222 -0.727 4.573 -4.664 -2.479 2.045 H16 43N 58 43N H17 H17 H 0 1 N N N 10.093 1.810 2.909 -2.834 -0.824 1.964 H17 43N 59 43N H18 H18 H 0 1 N N N 12.417 0.577 4.418 -2.945 -1.288 -1.051 H18 43N 60 43N H19 H19 H 0 1 N N N 12.576 1.864 3.175 -1.942 -0.076 -0.220 H19 43N 61 43N H20 H20 H 0 1 N N N 11.595 -1.554 3.156 -3.957 1.024 2.584 H20 43N 62 43N H21 H21 H 0 1 N N N 14.759 6.700 1.915 3.326 -5.815 -0.127 H21 43N 63 43N H22 H22 H 0 1 N N N 12.662 5.531 1.375 2.560 -4.412 1.745 H22 43N 64 43N H23 H23 H 0 1 N N N 14.805 4.816 5.729 0.724 -3.709 -2.770 H23 43N 65 43N H24 H24 H 0 1 N N N 17.042 -2.540 1.417 6.532 0.795 3.215 H24 43N 66 43N H25 H25 H 0 1 N N N 12.821 2.579 8.028 0.262 -0.396 -3.045 H25 43N 67 43N H26 H26 H 0 1 N N N 11.304 1.052 6.498 -1.136 -4.149 0.292 H26 43N 68 43N H27 H27 H 0 1 N N N 10.360 2.570 6.679 -2.480 -3.636 -0.756 H27 43N 69 43N H28 H28 H 0 1 N N N 12.412 -3.531 2.355 -5.155 3.849 2.177 H28 43N 70 43N H29 H29 H 0 1 N N N 11.657 -3.981 0.789 -6.817 3.292 2.486 H29 43N 71 43N H30 H30 H 0 1 N N N 13.345 -3.369 0.829 -5.473 2.679 3.479 H30 43N 72 43N H31 H31 H 0 1 N N N 11.071 0.424 -1.155 -6.758 0.633 -1.275 H31 43N 73 43N H33 H33 H 0 1 N N N 15.196 0.444 9.727 1.822 2.846 -3.243 H33 43N 74 43N H34 H34 H 0 1 N N N 17.893 0.190 9.569 1.923 5.128 -0.674 H34 43N 75 # 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 43N O38 C37 DOUB N N 1 43N N39 C37 SING N N 2 43N N39 C40 SING N N 3 43N C37 C36 SING N N 4 43N O41 C40 DOUB N N 5 43N C40 N34 SING N N 6 43N CL C18 SING N N 7 43N C36 C42 SING N N 8 43N C36 C35 DOUB N N 9 43N N34 C35 SING N N 10 43N N34 C32 SING N N 11 43N C17 C18 DOUB Y N 12 43N C17 C16 SING Y N 13 43N C18 C19 SING Y N 14 43N C26 C25 DOUB Y N 15 43N C26 C27 SING Y N 16 43N C25 C24 SING Y N 17 43N C27 C22 DOUB Y N 18 43N C32 C33 SING N N 19 43N C32 C31 SING N N 20 43N C16 C15 DOUB Y N 21 43N C19 C14 DOUB Y N 22 43N C24 C23 DOUB Y N 23 43N C33 N28 SING N N 24 43N C31 C30 SING N N 25 43N C15 C14 SING Y N 26 43N C14 O13 SING N N 27 43N C22 C23 SING Y N 28 43N C22 C21 SING N N 29 43N N28 C21 SING N N 30 43N N28 C29 SING N N 31 43N O13 C8 SING N N 32 43N C7 C8 DOUB Y N 33 43N C7 C6 SING Y N 34 43N C21 C6 SING N N 35 43N C30 C29 SING N N 36 43N C8 C9 SING Y N 37 43N C6 C5 DOUB Y N 38 43N C9 C10 SING N N 39 43N C9 C4 DOUB Y N 40 43N C5 C4 SING Y N 41 43N O11 C10 DOUB N N 42 43N C10 O12 SING N N 43 43N C4 N3 SING N N 44 43N N3 C2 SING N N 45 43N C2 C1 SING N N 46 43N C1 H1 SING N N 47 43N C1 H2 SING N N 48 43N C1 H3 SING N N 49 43N C2 H4 SING N N 50 43N C2 H5 SING N N 51 43N C7 H6 SING N N 52 43N C15 H7 SING N N 53 43N C16 H8 SING N N 54 43N C19 H9 SING N N 55 43N C21 H10 SING N N 56 43N C24 H11 SING N N 57 43N C27 H12 SING N N 58 43N C30 H13 SING N N 59 43N C30 H14 SING N N 60 43N C31 H15 SING N N 61 43N C31 H16 SING N N 62 43N C32 H17 SING N N 63 43N C33 H18 SING N N 64 43N C33 H19 SING N N 65 43N C35 H20 SING N N 66 43N C25 H21 SING N N 67 43N C26 H22 SING N N 68 43N C23 H23 SING N N 69 43N C17 H24 SING N N 70 43N C5 H25 SING N N 71 43N C29 H26 SING N N 72 43N C29 H27 SING N N 73 43N C42 H28 SING N N 74 43N C42 H29 SING N N 75 43N C42 H30 SING N N 76 43N N39 H31 SING N N 77 43N N3 H33 SING N N 78 43N O12 H34 SING N N 79 # 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 43N SMILES ACDLabs 12.01 "O=C(O)c2c(NCC)cc(cc2Oc1cccc(Cl)c1)C(c3ccccc3)N5CCCC(N4C=C(C(=O)NC4=O)C)C5" 43N InChI InChI 1.03 "InChI=1S/C32H33ClN4O5/c1-3-34-26-15-22(16-27(28(26)31(39)40)42-25-13-7-11-23(33)17-25)29(21-9-5-4-6-10-21)36-14-8-12-24(19-36)37-18-20(2)30(38)35-32(37)41/h4-7,9-11,13,15-18,24,29,34H,3,8,12,14,19H2,1-2H3,(H,39,40)(H,35,38,41)/t24-,29+/m0/s1" 43N InChIKey InChI 1.03 XESNVVRXJFEIMM-PWUYWRBVSA-N 43N SMILES_CANONICAL CACTVS 3.385 "CCNc1cc(cc(Oc2cccc(Cl)c2)c1C(O)=O)[C@H](N3CCC[C@@H](C3)N4C=C(C)C(=O)NC4=O)c5ccccc5" 43N SMILES CACTVS 3.385 "CCNc1cc(cc(Oc2cccc(Cl)c2)c1C(O)=O)[CH](N3CCC[CH](C3)N4C=C(C)C(=O)NC4=O)c5ccccc5" 43N SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCNc1cc(cc(c1C(=O)O)Oc2cccc(c2)Cl)[C@@H](c3ccccc3)N4CCC[C@@H](C4)N5C=C(C(=O)NC5=O)C" 43N SMILES "OpenEye OEToolkits" 1.9.2 "CCNc1cc(cc(c1C(=O)O)Oc2cccc(c2)Cl)C(c3ccccc3)N4CCCC(C4)N5C=C(C(=O)NC5=O)C" # 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 43N "SYSTEMATIC NAME" ACDLabs 12.01 "2-(3-chlorophenoxy)-6-(ethylamino)-4-[(R)-[(3S)-3-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)piperidin-1-yl](phenyl)methyl]benzoic acid" 43N "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-(3-chloranylphenoxy)-6-(ethylamino)-4-[(R)-[(3S)-3-[5-methyl-2,4-bis(oxidanylidene)pyrimidin-1-yl]piperidin-1-yl]-phenyl-methyl]benzoic 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 43N "Create component" 2015-01-29 EBI 43N "Initial release" 2015-02-11 RCSB #