data_4LG # _chem_comp.id 4LG _chem_comp.name "METHYL (6-{[(2R)-1-(4-{3-[(2-METHOXYBENZYL)OXY]PROPOXY}PHENYL)-6-OXOPIPERAZIN-2-YL]METHOXY}-1H-INDOL-1-YL)ACETATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C33 H37 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 587.663 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4LG _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 N _chem_comp.pdbx_model_coordinates_db_code 2G27 _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 4LG C1 C1 C 0 1 N N N -19.896 82.565 123.501 -9.145 2.979 2.188 C1 4LG 1 4LG O1 O1 O 0 1 N N N -19.698 83.028 124.833 -8.117 2.099 1.729 O1 4LG 2 4LG C2 C2 C 0 1 Y N N -19.779 84.432 125.021 -8.680 1.291 0.793 C2 4LG 3 4LG C3 C3 C 0 1 Y N N -21.012 85.135 125.049 -7.913 0.328 0.153 C3 4LG 4 4LG C4 C4 C 0 1 N N N -22.263 84.331 124.868 -6.455 0.173 0.500 C4 4LG 5 4LG O2 O2 O 0 1 N N N -23.509 84.966 124.892 -5.889 -0.880 -0.283 O2 4LG 6 4LG C5 C5 C 0 1 Y N N -18.565 85.147 125.198 -10.022 1.435 0.467 C5 4LG 7 4LG C6 C6 C 0 1 Y N N -18.575 86.551 125.400 -10.592 0.613 -0.485 C6 4LG 8 4LG C7 C7 C 0 1 Y N N -19.793 87.243 125.425 -9.827 -0.350 -1.117 C7 4LG 9 4LG C8 C8 C 0 1 Y N N -21.003 86.539 125.248 -8.489 -0.492 -0.798 C8 4LG 10 4LG C9 C9 C 0 1 Y N N -18.639 78.363 124.769 3.672 0.411 -0.921 C9 4LG 11 4LG C10 C10 C 0 1 Y N N -17.418 77.951 124.328 3.492 1.618 -0.272 C10 4LG 12 4LG C11 C11 C 0 1 Y N N -16.257 78.373 124.841 3.107 2.741 -0.996 C11 4LG 13 4LG C12 C12 C 0 1 Y N N -16.197 79.295 125.904 2.893 2.627 -2.383 C12 4LG 14 4LG C13 C13 C 0 1 Y N N -17.414 79.780 126.426 3.080 1.399 -3.020 C13 4LG 15 4LG C14 C14 C 0 1 Y N N -18.661 79.311 125.852 3.464 0.308 -2.294 C14 4LG 16 4LG N1 N1 N 0 1 Y N N -15.042 78.013 124.437 2.846 4.048 -0.651 N1 4LG 17 4LG C15 C15 C 0 1 Y N N -14.111 78.650 125.196 2.487 4.761 -1.764 C15 4LG 18 4LG C16 C16 C 0 1 Y N N -14.783 79.473 126.142 2.496 3.962 -2.841 C16 4LG 19 4LG C17 C17 C 0 1 N N N -15.066 77.059 123.291 2.945 4.596 0.705 C17 4LG 20 4LG C18 C18 C 0 1 N N N -13.884 76.539 122.612 4.370 4.998 0.982 C18 4LG 21 4LG O3 O3 O 0 1 N N N -14.188 75.363 122.087 4.699 5.528 2.170 O3 4LG 22 4LG O4 O4 O 0 1 N N N -12.861 77.103 122.512 5.217 4.843 0.134 O4 4LG 23 4LG C19 C19 C 0 1 N N N -13.221 74.666 121.332 6.073 5.916 2.437 C19 4LG 24 4LG C20 C20 C 0 1 N N R -20.740 75.864 122.762 4.584 -3.034 -0.408 C20 4LG 25 4LG C21 C21 C 0 1 N N N -20.214 74.410 122.721 5.890 -2.771 0.345 C21 4LG 26 4LG N2 N2 N 0 1 N N N -21.053 73.613 121.879 6.190 -3.930 1.197 N2 4LG 27 4LG C22 C22 C 0 1 N N N -22.434 73.486 122.293 5.233 -3.891 2.308 C22 4LG 28 4LG C23 C23 C 0 1 N N N -23.057 74.834 122.775 3.827 -3.824 1.785 C23 4LG 29 4LG N3 N3 N 0 1 N N N -22.232 75.973 122.995 3.541 -3.423 0.540 N3 4LG 30 4LG O5 O5 O 0 1 N N N -24.260 74.818 122.932 2.915 -4.143 2.519 O5 4LG 31 4LG C24 C24 C 0 1 N N N -19.720 76.471 123.755 4.155 -1.764 -1.144 C24 4LG 32 4LG O6 O6 O 0 1 N N N -19.788 77.852 124.167 4.054 -0.685 -0.213 O6 4LG 33 4LG C25 C25 C 0 1 Y N N -22.709 77.613 124.776 1.739 -4.257 -0.837 C25 4LG 34 4LG C26 C26 C 0 1 Y N N -22.803 77.186 123.417 2.202 -3.376 0.132 C26 4LG 35 4LG C27 C27 C 0 1 Y N N -23.505 78.066 122.532 1.334 -2.454 0.701 C27 4LG 36 4LG C28 C28 C 0 1 Y N N -24.091 79.281 122.980 0.015 -2.404 0.295 C28 4LG 37 4LG C29 C29 C 0 1 Y N N -23.988 79.676 124.347 -0.446 -3.284 -0.674 C29 4LG 38 4LG C30 C30 C 0 1 Y N N -23.284 78.825 125.224 0.419 -4.210 -1.238 C30 4LG 39 4LG O7 O7 O 0 1 N N N -24.532 80.822 124.968 -1.746 -3.239 -1.069 O7 4LG 40 4LG C31 C31 C 0 1 N N N -25.312 81.737 124.236 -2.371 -2.197 -0.317 C31 4LG 41 4LG C32 C32 C 0 1 N N N -24.548 82.970 123.859 -3.844 -2.093 -0.716 C32 4LG 42 4LG C33 C33 C 0 1 N N N -24.664 84.163 124.805 -4.513 -0.977 0.090 C33 4LG 43 4LG H11 1H1 H 0 1 N N N -19.947 83.425 122.817 -9.524 3.564 1.350 H11 4LG 44 4LG H12 2H1 H 0 1 N N N -19.057 81.915 123.210 -9.957 2.394 2.620 H12 4LG 45 4LG H13A 3H1 H 0 0 N N N -20.837 81.997 123.446 -8.738 3.649 2.945 H13A 4LG 46 4LG H41 1H4 H 0 1 N N N -22.277 83.599 125.689 -6.357 -0.068 1.558 H41 4LG 47 4LG H42 2H4 H 0 1 N N N -22.183 83.953 123.838 -5.930 1.105 0.289 H42 4LG 48 4LG H5 H5 H 0 1 N N N -17.624 84.616 125.179 -10.620 2.187 0.960 H5 4LG 49 4LG H6 H6 H 0 1 N N N -17.646 87.085 125.534 -11.637 0.722 -0.735 H6 4LG 50 4LG H7 H7 H 0 1 N N N -19.806 88.312 125.579 -10.274 -0.991 -1.862 H7 4LG 51 4LG H8 H8 H 0 1 N N N -21.938 87.079 125.264 -7.893 -1.244 -1.294 H8 4LG 52 4LG H10 H10 H 0 1 N N N -17.385 77.241 123.515 3.655 1.691 0.794 H10 4LG 53 4LG H13 H13 H 0 1 N N N -17.418 80.489 127.240 2.920 1.312 -4.084 H13 4LG 54 4LG H14 H14 H 0 1 N N N -19.603 79.672 126.236 3.608 -0.641 -2.788 H14 4LG 55 4LG H15 H15 H 0 1 N N N -13.040 78.548 125.097 2.234 5.811 -1.772 H15 4LG 56 4LG H16 H16 H 0 1 N N N -14.327 80.105 126.889 2.256 4.247 -3.855 H16 4LG 57 4LG H171 1H17 H 0 0 N N N -15.629 77.584 122.505 2.634 3.840 1.425 H171 4LG 58 4LG H172 2H17 H 0 0 N N N -15.442 76.150 123.783 2.298 5.468 0.791 H172 4LG 59 4LG H191 1H19 H 0 0 N N N -13.607 74.485 120.318 6.146 6.323 3.445 H191 4LG 60 4LG H192 2H19 H 0 0 N N N -12.301 75.266 121.272 6.720 5.043 2.350 H192 4LG 61 4LG H193 3H19 H 0 0 N N N -13.001 73.704 121.818 6.384 6.672 1.716 H193 4LG 62 4LG H20 H20 H 0 1 N N N -20.757 76.443 121.827 4.737 -3.837 -1.129 H20 4LG 63 4LG H211 1H21 H 0 0 N N N -20.217 73.993 123.739 6.700 -2.623 -0.369 H211 4LG 64 4LG H212 2H21 H 0 0 N N N -19.190 74.406 122.320 5.780 -1.881 0.965 H212 4LG 65 4LG HN2 HN2 H 0 1 N N N -20.663 72.692 121.856 7.103 -3.768 1.595 HN2 4LG 66 4LG H221 1H22 H 0 0 N N N -23.019 73.123 121.435 5.349 -4.788 2.916 H221 4LG 67 4LG H222 2H22 H 0 0 N N N -22.460 72.788 123.143 5.431 -3.013 2.924 H222 4LG 68 4LG H241 1H24 H 0 0 N N N -19.822 75.883 124.679 3.187 -1.927 -1.617 H241 4LG 69 4LG H242 2H24 H 0 0 N N N -18.779 76.436 123.186 4.895 -1.518 -1.906 H242 4LG 70 4LG H25 H25 H 0 1 N N N -22.182 76.991 125.484 2.413 -4.977 -1.278 H25 4LG 71 4LG H27 H27 H 0 1 N N N -23.592 77.798 121.490 1.693 -1.769 1.455 H27 4LG 72 4LG H28 H28 H 0 1 N N N -24.619 79.911 122.279 -0.658 -1.684 0.734 H28 4LG 73 4LG H30 H30 H 0 1 N N N -23.182 79.105 126.262 0.059 -4.895 -1.992 H30 4LG 74 4LG H311 1H31 H 0 0 N N N -26.171 82.035 124.854 -2.297 -2.423 0.747 H311 4LG 75 4LG H312 2H31 H 0 0 N N N -25.628 81.241 123.307 -1.871 -1.251 -0.522 H312 4LG 76 4LG H321 1H32 H 0 0 N N N -23.485 82.692 123.816 -3.917 -1.867 -1.779 H321 4LG 77 4LG H322 2H32 H 0 0 N N N -24.984 83.306 122.907 -4.344 -3.039 -0.510 H322 4LG 78 4LG H331 1H33 H 0 0 N N N -25.486 84.798 124.443 -4.440 -1.204 1.154 H331 4LG 79 4LG H332 2H33 H 0 0 N N N -24.832 83.749 125.810 -4.013 -0.031 -0.115 H332 4LG 80 # 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 4LG C1 O1 SING N N 1 4LG C1 H11 SING N N 2 4LG C1 H12 SING N N 3 4LG C1 H13A SING N N 4 4LG O1 C2 SING N N 5 4LG C2 C3 DOUB Y N 6 4LG C2 C5 SING Y N 7 4LG C3 C4 SING N N 8 4LG C3 C8 SING Y N 9 4LG C4 O2 SING N N 10 4LG C4 H41 SING N N 11 4LG C4 H42 SING N N 12 4LG O2 C33 SING N N 13 4LG C5 C6 DOUB Y N 14 4LG C5 H5 SING N N 15 4LG C6 C7 SING Y N 16 4LG C6 H6 SING N N 17 4LG C7 C8 DOUB Y N 18 4LG C7 H7 SING N N 19 4LG C8 H8 SING N N 20 4LG C9 C10 DOUB Y N 21 4LG C9 C14 SING Y N 22 4LG C9 O6 SING N N 23 4LG C10 C11 SING Y N 24 4LG C10 H10 SING N N 25 4LG C11 C12 DOUB Y N 26 4LG C11 N1 SING Y N 27 4LG C12 C13 SING Y N 28 4LG C12 C16 SING Y N 29 4LG C13 C14 DOUB Y N 30 4LG C13 H13 SING N N 31 4LG C14 H14 SING N N 32 4LG N1 C15 SING Y N 33 4LG N1 C17 SING N N 34 4LG C15 C16 DOUB Y N 35 4LG C15 H15 SING N N 36 4LG C16 H16 SING N N 37 4LG C17 C18 SING N N 38 4LG C17 H171 SING N N 39 4LG C17 H172 SING N N 40 4LG C18 O3 SING N N 41 4LG C18 O4 DOUB N N 42 4LG O3 C19 SING N N 43 4LG C19 H191 SING N N 44 4LG C19 H192 SING N N 45 4LG C19 H193 SING N N 46 4LG C20 C21 SING N N 47 4LG C20 N3 SING N N 48 4LG C20 C24 SING N N 49 4LG C20 H20 SING N N 50 4LG C21 N2 SING N N 51 4LG C21 H211 SING N N 52 4LG C21 H212 SING N N 53 4LG N2 C22 SING N N 54 4LG N2 HN2 SING N N 55 4LG C22 C23 SING N N 56 4LG C22 H221 SING N N 57 4LG C22 H222 SING N N 58 4LG C23 N3 SING N N 59 4LG C23 O5 DOUB N N 60 4LG N3 C26 SING N N 61 4LG C24 O6 SING N N 62 4LG C24 H241 SING N N 63 4LG C24 H242 SING N N 64 4LG C25 C26 DOUB Y N 65 4LG C25 C30 SING Y N 66 4LG C25 H25 SING N N 67 4LG C26 C27 SING Y N 68 4LG C27 C28 DOUB Y N 69 4LG C27 H27 SING N N 70 4LG C28 C29 SING Y N 71 4LG C28 H28 SING N N 72 4LG C29 C30 DOUB Y N 73 4LG C29 O7 SING N N 74 4LG C30 H30 SING N N 75 4LG O7 C31 SING N N 76 4LG C31 C32 SING N N 77 4LG C31 H311 SING N N 78 4LG C31 H312 SING N N 79 4LG C32 C33 SING N N 80 4LG C32 H321 SING N N 81 4LG C32 H322 SING N N 82 4LG C33 H331 SING N N 83 4LG C33 H332 SING N N 84 # 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 4LG SMILES ACDLabs 10.04 "O=C(OC)Cn5ccc4ccc(OCC1N(C(=O)CNC1)c3ccc(OCCCOCc2ccccc2OC)cc3)cc45" 4LG SMILES_CANONICAL CACTVS 3.341 "COC(=O)Cn1ccc2ccc(OC[C@H]3CNCC(=O)N3c4ccc(OCCCOCc5ccccc5OC)cc4)cc12" 4LG SMILES CACTVS 3.341 "COC(=O)Cn1ccc2ccc(OC[CH]3CNCC(=O)N3c4ccc(OCCCOCc5ccccc5OC)cc4)cc12" 4LG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COc1ccccc1COCCCOc2ccc(cc2)N3[C@H](CNCC3=O)COc4ccc5ccn(c5c4)CC(=O)OC" 4LG SMILES "OpenEye OEToolkits" 1.5.0 "COc1ccccc1COCCCOc2ccc(cc2)N3C(CNCC3=O)COc4ccc5ccn(c5c4)CC(=O)OC" 4LG InChI InChI 1.03 "InChI=1S/C33H37N3O7/c1-39-31-7-4-3-6-25(31)22-41-16-5-17-42-28-12-9-26(10-13-28)36-27(19-34-20-32(36)37)23-43-29-11-8-24-14-15-35(30(24)18-29)21-33(38)40-2/h3-4,6-15,18,27,34H,5,16-17,19-23H2,1-2H3/t27-/m1/s1" 4LG InChIKey InChI 1.03 KWJWTGNGIVRJJK-HHHXNRCGSA-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 4LG "SYSTEMATIC NAME" ACDLabs 10.04 "methyl (6-{[(2R)-1-(4-{3-[(2-methoxybenzyl)oxy]propoxy}phenyl)-6-oxopiperazin-2-yl]methoxy}-1H-indol-1-yl)acetate" 4LG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "methyl 2-[6-[[(2R)-1-[4-[3-[(2-methoxyphenyl)methoxy]propoxy]phenyl]-6-oxo-piperazin-2-yl]methoxy]indol-1-yl]ethanoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4LG "Create component" 2006-02-27 RCSB 4LG "Modify descriptor" 2011-06-04 RCSB #