data_538 # _chem_comp.id 538 _chem_comp.name ;4'-[(2,3-dimethyl-5-{[(1S)-1-phenylpropyl]carbamoyl}-1H-indol-1-yl)methyl]biphenyl-2-carboxylic acid ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C34 H32 N2 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-12-14 _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 516.629 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 538 _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 3KMG _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 538 C1 C1 C 0 1 N N N 4.264 58.890 3.223 -4.810 -1.060 -3.115 C1 538 1 538 C2 C2 C 0 1 N N N 5.746 59.170 3.405 -5.491 -1.764 -1.939 C2 538 2 538 C3 C3 C 0 1 N N S 6.055 60.525 2.780 -5.755 -0.752 -0.822 C3 538 3 538 N4 N4 N 0 1 N N N 6.163 60.442 1.325 -4.478 -0.262 -0.295 N4 538 4 538 C5 C5 C 0 1 N N N 7.120 60.000 0.484 -3.848 0.764 -0.900 C5 538 5 538 O6 O6 O 0 1 N N N 8.158 59.397 0.771 -4.339 1.284 -1.883 O6 538 6 538 C7 C7 C 0 1 Y N N 6.845 60.512 -0.904 -2.562 1.257 -0.368 C7 538 7 538 C8 C8 C 0 1 Y N N 7.922 60.946 -1.677 -1.997 0.658 0.766 C8 538 8 538 C9 C9 C 0 1 Y N N 7.721 61.494 -2.940 -0.810 1.102 1.268 C9 538 9 538 C10 C10 C 0 1 Y N N 6.429 61.624 -3.450 -0.142 2.161 0.658 C10 538 10 538 N11 N11 N 0 1 Y N N 5.967 62.100 -4.608 1.038 2.811 0.929 N11 538 11 538 C12 C12 C 0 1 N N N 6.869 62.626 -5.631 1.939 2.489 2.038 C12 538 12 538 C13 C13 C 0 1 Y N N 7.065 64.123 -5.456 2.945 1.462 1.586 C13 538 13 538 C14 C14 C 0 1 Y N N 6.181 64.916 -4.717 4.145 1.870 1.032 C14 538 14 538 C15 C15 C 0 1 Y N N 6.393 66.289 -4.605 5.070 0.933 0.616 C15 538 15 538 C16 C16 C 0 1 Y N N 7.483 66.873 -5.239 4.792 -0.426 0.756 C16 538 16 538 C17 C17 C 0 1 Y N N 8.356 66.098 -5.982 3.581 -0.831 1.315 C17 538 17 538 C18 C18 C 0 1 Y N N 8.143 64.730 -6.092 2.667 0.115 1.732 C18 538 18 538 C19 C19 C 0 1 Y N N 7.715 68.336 -5.153 5.781 -1.436 0.310 C19 538 19 538 C20 C20 C 0 1 Y N N 8.943 68.824 -4.740 7.066 -1.442 0.845 C20 538 20 538 C21 C21 C 0 1 Y N N 9.159 70.195 -4.674 7.984 -2.385 0.428 C21 538 21 538 C22 C22 C 0 1 Y N N 8.162 71.095 -5.013 7.635 -3.330 -0.523 C22 538 22 538 C23 C23 C 0 1 Y N N 6.918 70.651 -5.437 6.367 -3.342 -1.064 C23 538 23 538 C24 C24 C 0 1 Y N N 6.646 69.291 -5.529 5.424 -2.400 -0.651 C24 538 24 538 C25 C25 C 0 1 N N N 5.286 68.858 -5.990 4.064 -2.410 -1.222 C25 538 25 538 O26 O26 O 0 1 N N N 5.161 67.871 -6.750 3.284 -1.520 -0.950 O26 538 26 538 O27 O27 O 0 1 N N N 4.284 69.504 -5.610 3.687 -3.408 -2.045 O27 538 27 538 C28 C28 C 0 1 Y N N 4.618 62.066 -4.692 1.247 3.803 0.010 C28 538 28 538 C29 C29 C 0 1 N N N 3.774 62.535 -5.856 2.439 4.726 -0.011 C29 538 29 538 C30 C30 C 0 1 Y N N 4.102 61.491 -3.428 0.235 3.833 -0.871 C30 538 30 538 C31 C31 C 0 1 N N N 2.725 61.178 -2.891 0.086 4.777 -2.036 C31 538 31 538 C32 C32 C 0 1 Y N N 5.294 61.205 -2.611 -0.699 2.772 -0.482 C32 538 32 538 C33 C33 C 0 1 Y N N 5.520 60.664 -1.363 -1.909 2.313 -0.997 C33 538 33 538 C34 C34 C 0 1 Y N N 7.092 61.418 3.390 -6.534 -1.415 0.284 C34 538 34 538 C35 C35 C 0 1 Y N N 7.510 61.308 4.720 -7.900 -1.228 0.375 C35 538 35 538 C36 C36 C 0 1 Y N N 8.424 62.209 5.257 -8.615 -1.837 1.389 C36 538 36 538 C37 C37 C 0 1 Y N N 8.905 63.247 4.477 -7.964 -2.633 2.313 C37 538 37 538 C38 C38 C 0 1 Y N N 8.473 63.396 3.162 -6.597 -2.820 2.221 C38 538 38 538 C39 C39 C 0 1 Y N N 7.560 62.492 2.628 -5.883 -2.216 1.203 C39 538 39 538 H1 H1 H 0 1 N N N 4.017 57.915 3.668 -3.865 -0.630 -2.783 H1 538 40 538 H1A H1A H 0 1 N N N 3.678 59.678 3.720 -4.622 -1.781 -3.910 H1A 538 41 538 H1B H1B H 0 1 N N N 4.023 58.875 2.150 -5.458 -0.268 -3.489 H1B 538 42 538 H2 H2 H 0 1 N N N 5.995 59.186 4.476 -6.436 -2.194 -2.271 H2 538 43 538 H2A H2A H 0 1 N N N 6.338 58.386 2.911 -4.842 -2.556 -1.565 H2A 538 44 538 H3 H3 H 0 1 N N N 5.153 61.086 3.066 -6.329 0.086 -1.219 H3 538 45 538 HN4 HN4 H 0 1 N N N 5.353 60.787 0.851 -4.087 -0.677 0.490 HN4 538 46 538 H8 H8 H 0 1 N N N 8.926 60.855 -1.290 -2.507 -0.164 1.246 H8 538 47 538 H9 H9 H 0 1 N N N 8.567 61.819 -3.527 -0.386 0.630 2.143 H9 538 48 538 H12 H12 H 0 1 N N N 7.844 62.123 -5.544 2.461 3.392 2.356 H12 538 49 538 H12A H12A H 0 0 N N N 6.437 62.434 -6.624 1.362 2.090 2.872 H12A 538 50 538 H14 H14 H 0 1 N N N 5.330 64.462 -4.231 4.359 2.923 0.925 H14 538 51 538 H15 H15 H 0 1 N N N 5.712 66.897 -4.027 6.006 1.253 0.183 H15 538 52 538 H17 H17 H 0 1 N N N 9.201 66.556 -6.475 3.360 -1.882 1.425 H17 538 53 538 H18 H18 H 0 1 N N N 8.823 64.130 -6.679 1.730 -0.198 2.170 H18 538 54 538 H20 H20 H 0 1 N N N 9.733 68.139 -4.469 7.345 -0.708 1.586 H20 538 55 538 H21 H21 H 0 1 N N N 10.121 70.566 -4.353 8.980 -2.385 0.845 H21 538 56 538 H22 H22 H 0 1 N N N 8.356 72.155 -4.946 8.362 -4.063 -0.842 H22 538 57 538 H23 H23 H 0 1 N N N 6.154 71.368 -5.698 6.102 -4.082 -1.804 H23 538 58 538 HO27 HO27 H 0 0 N N N 3.499 69.121 -5.984 2.786 -3.372 -2.395 HO27 538 59 538 H29 H29 H 0 1 N N N 3.616 61.700 -6.555 3.229 4.285 -0.618 H29 538 60 538 H29A H29A H 0 0 N N N 2.802 62.891 -5.484 2.147 5.686 -0.436 H29A 538 61 538 H29B H29B H 0 0 N N N 4.290 63.355 -6.376 2.801 4.874 1.006 H29B 538 62 538 H31 H31 H 0 1 N N N 2.446 60.152 -3.172 0.555 4.341 -2.918 H31 538 63 538 H31A H31A H 0 0 N N N 2.730 61.269 -1.795 -0.972 4.948 -2.233 H31A 538 64 538 H31B H31B H 0 0 N N N 1.997 61.885 -3.315 0.569 5.725 -1.799 H31B 538 65 538 H33 H33 H 0 1 N N N 4.690 60.359 -0.743 -2.341 2.778 -1.871 H33 538 66 538 H35 H35 H 0 1 N N N 7.118 60.514 5.338 -8.410 -0.606 -0.346 H35 538 67 538 H36 H36 H 0 1 N N N 8.757 62.099 6.278 -9.683 -1.690 1.461 H36 538 68 538 H37 H37 H 0 1 N N N 9.619 63.944 4.891 -8.522 -3.109 3.105 H37 538 69 538 H38 H38 H 0 1 N N N 8.845 64.211 2.558 -6.088 -3.442 2.943 H38 538 70 538 H39 H39 H 0 1 N N N 7.210 62.622 1.615 -4.816 -2.366 1.129 H39 538 71 # 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 538 C1 C2 SING N N 1 538 C1 H1 SING N N 2 538 C1 H1A SING N N 3 538 C1 H1B SING N N 4 538 C3 C2 SING N N 5 538 C2 H2 SING N N 6 538 C2 H2A SING N N 7 538 N4 C3 SING N N 8 538 C3 C34 SING N N 9 538 C3 H3 SING N N 10 538 C5 N4 SING N N 11 538 N4 HN4 SING N N 12 538 C7 C5 SING N N 13 538 C5 O6 DOUB N N 14 538 C8 C7 DOUB Y N 15 538 C33 C7 SING Y N 16 538 C9 C8 SING Y N 17 538 C8 H8 SING N N 18 538 C10 C9 DOUB Y N 19 538 C9 H9 SING N N 20 538 N11 C10 SING Y N 21 538 C10 C32 SING Y N 22 538 C12 N11 SING N N 23 538 C28 N11 SING Y N 24 538 C12 C13 SING N N 25 538 C12 H12 SING N N 26 538 C12 H12A SING N N 27 538 C18 C13 DOUB Y N 28 538 C13 C14 SING Y N 29 538 C14 C15 DOUB Y N 30 538 C14 H14 SING N N 31 538 C16 C15 SING Y N 32 538 C15 H15 SING N N 33 538 C17 C16 DOUB Y N 34 538 C16 C19 SING Y N 35 538 C18 C17 SING Y N 36 538 C17 H17 SING N N 37 538 C18 H18 SING N N 38 538 C24 C19 DOUB Y N 39 538 C19 C20 SING Y N 40 538 C20 C21 DOUB Y N 41 538 C20 H20 SING N N 42 538 C22 C21 SING Y N 43 538 C21 H21 SING N N 44 538 C23 C22 DOUB Y N 45 538 C22 H22 SING N N 46 538 C24 C23 SING Y N 47 538 C23 H23 SING N N 48 538 C25 C24 SING N N 49 538 O26 C25 DOUB N N 50 538 C25 O27 SING N N 51 538 O27 HO27 SING N N 52 538 C29 C28 SING N N 53 538 C28 C30 DOUB Y N 54 538 C29 H29 SING N N 55 538 C29 H29A SING N N 56 538 C29 H29B SING N N 57 538 C30 C31 SING N N 58 538 C30 C32 SING Y N 59 538 C31 H31 SING N N 60 538 C31 H31A SING N N 61 538 C31 H31B SING N N 62 538 C32 C33 DOUB Y N 63 538 C33 H33 SING N N 64 538 C39 C34 DOUB Y N 65 538 C34 C35 SING Y N 66 538 C35 C36 DOUB Y N 67 538 C35 H35 SING N N 68 538 C37 C36 SING Y N 69 538 C36 H36 SING N N 70 538 C38 C37 DOUB Y N 71 538 C37 H37 SING N N 72 538 C39 C38 SING Y N 73 538 C38 H38 SING N N 74 538 C39 H39 SING N N 75 # 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 538 SMILES_CANONICAL CACTVS 3.352 "CC[C@H](NC(=O)c1ccc2n(Cc3ccc(cc3)c4ccccc4C(O)=O)c(C)c(C)c2c1)c5ccccc5" 538 SMILES CACTVS 3.352 "CC[CH](NC(=O)c1ccc2n(Cc3ccc(cc3)c4ccccc4C(O)=O)c(C)c(C)c2c1)c5ccccc5" 538 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CC[C@@H](c1ccccc1)NC(=O)c2ccc3c(c2)c(c(n3Cc4ccc(cc4)c5ccccc5C(=O)O)C)C" 538 SMILES "OpenEye OEToolkits" 1.7.0 "CCC(c1ccccc1)NC(=O)c2ccc3c(c2)c(c(n3Cc4ccc(cc4)c5ccccc5C(=O)O)C)C" 538 InChI InChI 1.03 "InChI=1S/C34H32N2O3/c1-4-31(26-10-6-5-7-11-26)35-33(37)27-18-19-32-30(20-27)22(2)23(3)36(32)21-24-14-16-25(17-15-24)28-12-8-9-13-29(28)34(38)39/h5-20,31H,4,21H2,1-3H3,(H,35,37)(H,38,39)/t31-/m0/s1" 538 InChIKey InChI 1.03 GAGNYMUXGIUCTR-HKBQPEDESA-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 538 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "2-[4-[[2,3-dimethyl-5-[[(1S)-1-phenylpropyl]carbamoyl]indol-1-yl]methyl]phenyl]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 538 "Create component" 2009-12-14 RCSB 538 "Modify aromatic_flag" 2011-06-04 RCSB 538 "Modify descriptor" 2011-06-04 RCSB #