data_3LG # _chem_comp.id 3LG _chem_comp.name "(5-{[(2R)-1-(4-{3-[(2-METHOXYBENZYL)OXY]PROPOXY}PHENYL)-6-OXOPIPERAZIN-2-YL]METHOXY}-1H-INDOL-1-YL)ACETIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C32 H35 N3 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-02-27 _chem_comp.pdbx_modified_date 2011-06-04 _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 573.636 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3LG _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag Y _chem_comp.pdbx_model_coordinates_db_code 2G26 _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 3LG C1 C1 C 0 1 N N N 18.353 43.971 127.531 9.149 0.472 -2.998 C1 3LG 1 3LG O1 O1 O 0 1 N N N 18.724 44.673 128.708 7.973 0.050 -2.303 O1 3LG 2 3LG C2 C2 C 0 1 Y N N 19.076 46.030 128.523 8.359 -0.273 -1.040 C2 3LG 3 3LG C3 C3 C 0 1 Y N N 18.660 47.000 129.479 7.420 -0.717 -0.120 C3 3LG 4 3LG C4 C4 C 0 1 N N N 17.840 46.519 130.652 5.974 -0.848 -0.521 C4 3LG 5 3LG O2 O2 O 0 1 N N N 18.445 46.568 131.921 5.214 -1.333 0.588 O2 3LG 6 3LG C5 C5 C 0 1 Y N N 19.850 46.424 127.391 9.690 -0.155 -0.668 C5 3LG 7 3LG C6 C6 C 0 1 Y N N 20.208 47.775 127.208 10.079 -0.484 0.616 C6 3LG 8 3LG C7 C7 C 0 1 Y N N 19.801 48.742 128.153 9.143 -0.932 1.530 C7 3LG 9 3LG C8 C8 C 0 1 Y N N 19.031 48.360 129.284 7.816 -1.052 1.161 C8 3LG 10 3LG C20 C20 C 0 1 N N R 16.928 37.450 127.931 -5.462 -1.943 0.488 C20 3LG 11 3LG C21 C21 C 0 1 N N N 16.581 36.010 127.463 -6.673 -1.917 -0.446 C21 3LG 12 3LG N2 N2 N 0 1 N N N 16.064 35.204 128.555 -7.111 -3.298 -0.697 N2 3LG 13 3LG C22 C22 C 0 1 N N N 16.818 35.119 129.798 -6.108 -3.899 -1.583 C22 3LG 14 3LG C23 C23 C 0 1 N N N 17.196 36.519 130.334 -4.733 -3.752 -0.996 C23 3LG 15 3LG N3 N3 N 0 1 N N N 17.235 37.582 129.432 -4.449 -2.851 -0.047 N3 3LG 16 3LG O5 O5 O 0 1 N N N 17.440 36.631 131.535 -3.849 -4.483 -1.391 O5 3LG 17 3LG C24 C24 C 0 1 N N N 18.062 37.942 126.929 -4.875 -0.534 0.599 C24 3LG 18 3LG O6 O6 O 0 1 N N N 18.769 39.155 126.988 -4.559 -0.045 -0.706 O6 3LG 19 3LG C25 C25 C 0 1 Y N N 18.940 39.232 130.066 -2.866 -3.139 1.755 C25 3LG 20 3LG C26 C26 C 0 1 Y N N 17.574 38.820 129.974 -3.139 -2.773 0.444 C26 3LG 21 3LG C27 C27 C 0 1 Y N N 16.559 39.700 130.448 -2.113 -2.330 -0.380 C27 3LG 22 3LG C28 C28 C 0 1 Y N N 16.907 40.963 130.993 -0.823 -2.249 0.106 C28 3LG 23 3LG C29 C29 C 0 1 Y N N 18.279 41.365 131.073 -0.550 -2.620 1.414 C29 3LG 24 3LG C30 C30 C 0 1 Y N N 19.282 40.487 130.606 -1.574 -3.062 2.239 C30 3LG 25 3LG O7 O7 O 0 1 N N N 18.687 42.599 131.584 0.721 -2.544 1.891 O7 3LG 26 3LG C31 C31 C 0 1 N N N 18.443 42.886 132.949 1.535 -2.061 0.820 C31 3LG 27 3LG C32 C32 C 0 1 N N N 18.090 44.379 133.087 2.987 -1.952 1.293 C32 3LG 28 3LG C33 C33 C 0 1 N N N 19.041 45.334 132.315 3.858 -1.435 0.147 C33 3LG 29 3LG N1 N1 N 0 1 Y N N 21.655 41.557 122.811 -2.450 5.013 -0.320 N1 3LG 30 3LG C9 C9 C 0 1 Y N N 20.898 40.711 123.642 -2.994 3.753 -0.182 C9 3LG 31 3LG C10 C10 C 0 1 Y N N 20.751 41.407 124.897 -3.116 3.211 -1.475 C10 3LG 32 3LG C11 C11 C 0 1 Y N N 21.442 42.656 124.775 -2.607 4.233 -2.393 C11 3LG 33 3LG C12 C12 C 0 1 Y N N 21.968 42.689 123.491 -2.226 5.280 -1.643 C12 3LG 34 3LG C13 C13 C 0 1 Y N N 20.294 39.444 123.519 -3.403 3.005 0.916 C13 3LG 35 3LG C14 C14 C 0 1 Y N N 19.572 38.866 124.600 -3.923 1.742 0.734 C14 3LG 36 3LG C15 C15 C 0 1 Y N N 19.443 39.583 125.841 -4.044 1.203 -0.544 C15 3LG 37 3LG C16 C16 C 0 1 Y N N 20.051 40.854 125.954 -3.639 1.928 -1.647 C16 3LG 38 3LG C17 C17 C 0 1 N N N 22.098 41.328 121.405 -2.155 5.928 0.785 C17 3LG 39 3LG C18 C18 C 0 1 N N N 23.267 40.373 121.108 -0.796 5.608 1.353 C18 3LG 40 3LG O3 O3 O 0 1 N N N 23.289 40.031 119.799 -0.313 6.323 2.381 O3 3LG 41 3LG O4 O4 O 0 1 N N N 24.048 39.971 121.906 -0.141 4.708 0.882 O4 3LG 42 3LG H11A 1H1 H 0 0 N N N 18.257 44.680 126.695 9.580 1.336 -2.491 H11A 3LG 43 3LG H12A 2H1 H 0 0 N N N 19.124 43.224 127.291 9.874 -0.341 -3.011 H12A 3LG 44 3LG H13A 3H1 H 0 0 N N N 17.390 43.465 127.694 8.888 0.743 -4.021 H13A 3LG 45 3LG H41 1H4 H 0 1 N N N 16.943 47.154 130.699 5.591 0.127 -0.825 H41 3LG 46 3LG H42 2H4 H 0 1 N N N 17.659 45.451 130.459 5.889 -1.547 -1.353 H42 3LG 47 3LG H5 H5 H 0 1 N N N 20.163 45.683 126.670 10.422 0.195 -1.381 H5 3LG 48 3LG H6 H6 H 0 1 N N N 20.791 48.069 126.348 11.115 -0.392 0.906 H6 3LG 49 3LG H7 H7 H 0 1 N N N 20.076 49.777 128.015 9.449 -1.189 2.533 H7 3LG 50 3LG H8 H8 H 0 1 N N N 18.725 49.107 130.001 7.086 -1.402 1.877 H8 3LG 51 3LG H20 H20 H 0 1 N N N 16.059 38.121 127.874 -5.772 -2.286 1.475 H20 3LG 52 3LG H211 1H21 H 0 0 N N N 15.817 36.069 126.674 -7.483 -1.357 0.022 H211 3LG 53 3LG H212 2H21 H 0 0 N N N 17.501 35.537 127.090 -6.397 -1.445 -1.389 H212 3LG 54 3LG HN2 HN2 H 0 1 N N N 15.173 35.591 128.793 -7.968 -3.239 -1.227 HN2 3LG 55 3LG H221 1H22 H 0 0 N N N 16.201 34.607 130.551 -6.334 -4.957 -1.718 H221 3LG 56 3LG H222 2H22 H 0 0 N N N 17.747 34.564 129.600 -6.137 -3.400 -2.552 H222 3LG 57 3LG H241 1H24 H 0 0 N N N 17.559 37.973 125.951 -5.604 0.127 1.068 H241 3LG 58 3LG H242 2H24 H 0 0 N N N 18.867 37.239 127.191 -3.969 -0.565 1.205 H242 3LG 59 3LG H25 H25 H 0 1 N N N 19.720 38.572 129.717 -3.663 -3.485 2.397 H25 3LG 60 3LG H27 H27 H 0 1 N N N 15.522 39.405 130.392 -2.325 -2.045 -1.400 H27 3LG 61 3LG H28 H28 H 0 1 N N N 16.132 41.625 131.350 -0.026 -1.903 -0.535 H28 3LG 62 3LG H30 H30 H 0 1 N N N 20.320 40.780 130.663 -1.362 -3.347 3.258 H30 3LG 63 3LG H311 1H31 H 0 0 N N N 17.606 42.272 133.313 1.180 -1.079 0.508 H311 3LG 64 3LG H312 2H31 H 0 0 N N N 19.339 42.658 133.545 1.478 -2.752 -0.020 H312 3LG 65 3LG H321 1H32 H 0 0 N N N 18.141 44.641 134.154 3.342 -2.934 1.605 H321 3LG 66 3LG H322 2H32 H 0 0 N N N 17.087 44.510 132.654 3.044 -1.261 2.133 H322 3LG 67 3LG H331 1H33 H 0 0 N N N 19.374 44.815 131.404 3.503 -0.453 -0.166 H331 3LG 68 3LG H332 2H33 H 0 0 N N N 19.863 45.585 133.001 3.801 -2.126 -0.694 H332 3LG 69 3LG H11 H11 H 0 1 N N N 21.535 43.420 125.532 -2.548 4.158 -3.468 H11 3LG 70 3LG H12 H12 H 0 1 N N N 22.548 43.506 123.087 -1.806 6.197 -2.028 H12 3LG 71 3LG H13 H13 H 0 1 N N N 20.381 38.903 122.589 -3.314 3.414 1.911 H13 3LG 72 3LG H14 H14 H 0 1 N N N 19.121 37.891 124.489 -4.239 1.166 1.590 H14 3LG 73 3LG H16 H16 H 0 1 N N N 19.968 41.402 126.881 -3.728 1.506 -2.637 H16 3LG 74 3LG H171 1H17 H 0 0 N N N 22.403 42.312 121.018 -2.163 6.954 0.419 H171 3LG 75 3LG H172 2H17 H 0 0 N N N 21.234 40.830 120.941 -2.910 5.814 1.563 H172 3LG 76 3LG HO4 HO4 H 0 1 N N N 24.667 39.390 121.479 ? ? ? HO4 3LG 77 # 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 3LG C1 O1 SING N N 1 3LG C1 H11A SING N N 2 3LG C1 H12A SING N N 3 3LG C1 H13A SING N N 4 3LG O1 C2 SING N N 5 3LG C2 C3 DOUB Y N 6 3LG C2 C5 SING Y N 7 3LG C3 C4 SING N N 8 3LG C3 C8 SING Y N 9 3LG C4 O2 SING N N 10 3LG C4 H41 SING N N 11 3LG C4 H42 SING N N 12 3LG O2 C33 SING N N 13 3LG C5 C6 DOUB Y N 14 3LG C5 H5 SING N N 15 3LG C6 C7 SING Y N 16 3LG C6 H6 SING N N 17 3LG C7 C8 DOUB Y N 18 3LG C7 H7 SING N N 19 3LG C8 H8 SING N N 20 3LG C20 C21 SING N N 21 3LG C20 N3 SING N N 22 3LG C20 C24 SING N N 23 3LG C20 H20 SING N N 24 3LG C21 N2 SING N N 25 3LG C21 H211 SING N N 26 3LG C21 H212 SING N N 27 3LG N2 C22 SING N N 28 3LG N2 HN2 SING N N 29 3LG C22 C23 SING N N 30 3LG C22 H221 SING N N 31 3LG C22 H222 SING N N 32 3LG C23 N3 SING N N 33 3LG C23 O5 DOUB N N 34 3LG N3 C26 SING N N 35 3LG C24 O6 SING N N 36 3LG C24 H241 SING N N 37 3LG C24 H242 SING N N 38 3LG O6 C15 SING N N 39 3LG C25 C26 SING Y N 40 3LG C25 C30 DOUB Y N 41 3LG C25 H25 SING N N 42 3LG C26 C27 DOUB Y N 43 3LG C27 C28 SING Y N 44 3LG C27 H27 SING N N 45 3LG C28 C29 DOUB Y N 46 3LG C28 H28 SING N N 47 3LG C29 C30 SING Y N 48 3LG C29 O7 SING N N 49 3LG C30 H30 SING N N 50 3LG O7 C31 SING N N 51 3LG C31 C32 SING N N 52 3LG C31 H311 SING N N 53 3LG C31 H312 SING N N 54 3LG C32 C33 SING N N 55 3LG C32 H321 SING N N 56 3LG C32 H322 SING N N 57 3LG C33 H331 SING N N 58 3LG C33 H332 SING N N 59 3LG N1 C9 SING Y N 60 3LG N1 C12 SING Y N 61 3LG N1 C17 SING N N 62 3LG C9 C10 SING Y N 63 3LG C9 C13 DOUB Y N 64 3LG C10 C11 SING Y N 65 3LG C10 C16 DOUB Y N 66 3LG C11 C12 DOUB Y N 67 3LG C11 H11 SING N N 68 3LG C12 H12 SING N N 69 3LG C13 C14 SING Y N 70 3LG C13 H13 SING N N 71 3LG C14 C15 DOUB Y N 72 3LG C14 H14 SING N N 73 3LG C15 C16 SING Y N 74 3LG C16 H16 SING N N 75 3LG C17 C18 SING N N 76 3LG C17 H171 SING N N 77 3LG C17 H172 SING N N 78 3LG C18 O3 DOUB N N 79 3LG C18 O4 SING N N 80 3LG O4 HO4 SING N N 81 # 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 3LG SMILES ACDLabs 10.04 "O=C(O)Cn5ccc4cc(OCC1N(C(=O)CNC1)c3ccc(OCCCOCc2ccccc2OC)cc3)ccc45" 3LG SMILES_CANONICAL CACTVS 3.341 "COc1ccccc1COCCCOc2ccc(cc2)N3[C@H](CNCC3=O)COc4ccc5n(CC(O)=O)ccc5c4" 3LG SMILES CACTVS 3.341 "COc1ccccc1COCCCOc2ccc(cc2)N3[CH](CNCC3=O)COc4ccc5n(CC(O)=O)ccc5c4" 3LG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COc1ccccc1COCCCOc2ccc(cc2)N3[C@H](CNCC3=O)COc4ccc5c(c4)ccn5CC(=O)O" 3LG SMILES "OpenEye OEToolkits" 1.5.0 "COc1ccccc1COCCCOc2ccc(cc2)N3C(CNCC3=O)COc4ccc5c(c4)ccn5CC(=O)O" 3LG InChI InChI 1.03 "InChI=1S/C32H35N3O7/c1-39-30-6-3-2-5-24(30)21-40-15-4-16-41-27-9-7-25(8-10-27)35-26(18-33-19-31(35)36)22-42-28-11-12-29-23(17-28)13-14-34(29)20-32(37)38/h2-3,5-14,17,26,33H,4,15-16,18-22H2,1H3,(H,37,38)/t26-/m1/s1" 3LG InChIKey InChI 1.03 VWRBPASGKKTVFT-AREMUKBSSA-N # 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 3LG "SYSTEMATIC NAME" ACDLabs 10.04 "(5-{[(2R)-1-(4-{3-[(2-methoxybenzyl)oxy]propoxy}phenyl)-6-oxopiperazin-2-yl]methoxy}-1H-indol-1-yl)acetic acid" 3LG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[5-[[(2R)-1-[4-[3-[(2-methoxyphenyl)methoxy]propoxy]phenyl]-6-oxo-piperazin-2-yl]methoxy]indol-1-yl]ethanoic 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 3LG "Create component" 2006-02-27 RCSB 3LG "Modify descriptor" 2011-06-04 RCSB #