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                    2008-10-14 
_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 InChI            InChI                1.02b 
InChI=1/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/f/h37H 
3LG InChIKey         InChI                1.02b VWRBPASGKKTVFT-VUAVKUCWDS 
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 
# 
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" 
# 
