data_I79 # _chem_comp.id I79 _chem_comp.name "{1-[(5-chloro-2-methyl-1-benzothiophen-3-yl)methyl]-6-(3,5-diaminophenyl)-1H-indol-3-yl}acetic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H22 Cl N3 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-05-20 _chem_comp.pdbx_modified_date 2014-09-19 _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 475.990 _chem_comp.one_letter_code ? _chem_comp.three_letter_code I79 _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 3RVB _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 I79 C1 C1 C 0 1 Y N N 22.516 -31.413 55.087 -5.803 -0.280 -0.276 C1 I79 1 I79 C2 C2 C 0 1 Y N N 21.559 -30.762 55.895 -4.590 0.380 -0.093 C2 I79 2 I79 C3 C3 C 0 1 Y N N 21.962 -30.152 57.101 -4.546 1.772 -0.120 C3 I79 3 I79 C4 C4 C 0 1 Y N N 23.296 -30.225 57.505 -5.709 2.498 -0.330 C4 I79 4 I79 C5 C5 C 0 1 Y N N 24.238 -30.895 56.716 -6.918 1.838 -0.512 C5 I79 5 I79 C6 C6 C 0 1 Y N N 23.858 -31.487 55.501 -6.964 0.450 -0.485 C6 I79 6 I79 N7 N7 N 0 1 N N N 24.795 -32.124 54.736 -8.181 -0.211 -0.669 N7 I79 7 I79 N8 N8 N 0 1 N N N 23.669 -29.652 58.670 -5.666 3.894 -0.357 N8 I79 8 I79 C9 C9 C 0 1 Y N N 20.132 -30.615 55.456 -3.348 -0.399 0.131 C9 I79 9 I79 C10 C10 C 0 1 Y N N 19.073 -30.408 56.358 -3.398 -1.797 0.158 C10 I79 10 I79 C11 C11 C 0 1 Y N N 17.757 -30.238 55.902 -2.263 -2.525 0.364 C11 I79 11 I79 C12 C12 C 0 1 Y N N 17.510 -30.249 54.527 -1.041 -1.873 0.549 C12 I79 12 I79 C13 C13 C 0 1 Y N N 18.556 -30.439 53.626 -0.979 -0.467 0.523 C13 I79 13 I79 C14 C14 C 0 1 Y N N 19.862 -30.610 54.087 -2.140 0.264 0.308 C14 I79 14 I79 C15 C15 C 0 1 Y N N 16.268 -30.088 53.720 0.329 -2.334 0.786 C15 I79 15 I79 C16 C16 C 0 1 Y N N 16.725 -30.207 52.412 1.100 -1.239 0.885 C16 I79 16 I79 N17 N17 N 0 1 Y N N 18.064 -30.403 52.390 0.337 -0.115 0.731 N17 I79 17 I79 C18 C18 C 0 1 N N N 14.814 -29.869 54.138 0.786 -3.766 0.898 C18 I79 18 I79 C19 C19 C 0 1 N N N 14.585 -28.732 55.116 1.052 -4.317 -0.479 C19 I79 19 I79 O20 O20 O 0 1 N N N 14.496 -27.565 54.676 0.887 -3.620 -1.451 O20 I79 20 I79 O21 O21 O 0 1 N N N 14.479 -29.003 56.327 1.472 -5.584 -0.625 O21 I79 21 I79 C22 C22 C 0 1 N N N 18.914 -30.578 51.218 0.842 1.260 0.778 C22 I79 22 I79 C23 C23 C 0 1 Y N N 18.327 -30.051 49.935 2.300 1.245 1.161 C23 I79 23 I79 C24 C24 C 0 1 Y N N 17.760 -30.937 48.849 3.368 1.259 0.174 C24 I79 24 I79 C25 C25 C 0 1 Y N N 17.300 -30.171 47.776 4.630 1.242 0.774 C25 I79 25 I79 S26 S26 S 0 1 Y N N 17.504 -28.502 47.977 4.454 1.210 2.524 S26 I79 26 I79 C27 C27 C 0 1 Y N N 18.260 -28.592 49.543 2.704 1.225 2.415 C27 I79 27 I79 C28 C28 C 0 1 N N N 18.664 -27.286 50.202 1.779 1.208 3.605 C28 I79 28 I79 C29 C29 C 0 1 Y N N 16.718 -30.785 46.656 5.779 1.252 -0.023 C29 I79 29 I79 C30 C30 C 0 1 Y N N 16.613 -32.186 46.636 5.674 1.278 -1.393 C30 I79 30 I79 C31 C31 C 0 1 Y N N 17.055 -32.970 47.723 4.424 1.295 -1.998 C31 I79 31 I79 C32 C32 C 0 1 Y N N 17.634 -32.330 48.831 3.283 1.286 -1.235 C32 I79 32 I79 CL33 CL33 CL 0 0 N N N 16.890 -34.792 47.712 4.303 1.328 -3.729 CL33 I79 33 I79 H1 H1 H 0 1 N N N 22.217 -31.855 54.148 -5.839 -1.359 -0.260 H1 I79 34 I79 H3 H3 H 0 1 N N N 21.240 -29.629 57.711 -3.606 2.285 0.022 H3 I79 35 I79 H5 H5 H 0 1 N N N 25.265 -30.957 57.044 -7.822 2.405 -0.674 H5 I79 36 I79 HN7 HN7 H 0 1 N N N 25.685 -32.074 55.189 -8.214 -1.180 -0.650 HN7 I79 37 I79 HN7A HN7A H 0 0 N N N 24.534 -33.082 54.619 -8.993 0.300 -0.815 HN7A I79 38 I79 HN8 HN8 H 0 1 N N N 24.649 -29.793 58.813 -4.822 4.355 -0.229 HN8 I79 39 I79 HN8A HN8A H 0 0 N N N 23.475 -28.672 58.636 -6.479 4.402 -0.503 HN8A I79 40 I79 H10 H10 H 0 1 N N N 19.276 -30.379 57.418 -4.342 -2.303 0.015 H10 I79 41 I79 H11 H11 H 0 1 N N N 16.947 -30.101 56.603 -2.310 -3.604 0.384 H11 I79 42 I79 H14 H14 H 0 1 N N N 20.668 -30.739 53.380 -2.105 1.343 0.285 H14 I79 43 I79 H16 H16 H 0 1 N N N 16.098 -30.151 51.535 2.166 -1.246 1.061 H16 I79 44 I79 H18 H18 H 0 1 N N N 14.237 -29.646 53.228 1.700 -3.810 1.490 H18 I79 45 I79 H18A H18A H 0 0 N N N 14.463 -30.795 54.617 0.010 -4.358 1.383 H18A I79 46 I79 HO21 HO21 H 0 0 N N N 14.328 -28.204 56.819 1.629 -5.893 -1.527 HO21 I79 47 I79 H22 H22 H 0 1 N N N 19.856 -30.041 51.402 0.729 1.723 -0.202 H22 I79 48 I79 H22A H22A H 0 0 N N N 19.092 -31.656 51.089 0.279 1.829 1.517 H22A I79 49 I79 H28 H28 H 0 1 N N N 18.398 -26.445 49.545 2.366 1.273 4.522 H28 I79 50 I79 H28A H28A H 0 0 N N N 18.137 -27.182 51.162 1.099 2.058 3.548 H28A I79 51 I79 H28B H28B H 0 0 N N N 19.750 -27.285 50.377 1.205 0.282 3.606 H28B I79 52 I79 H29 H29 H 0 1 N N N 16.359 -30.193 45.827 6.754 1.238 0.441 H29 I79 53 I79 H30 H30 H 0 1 N N N 16.186 -32.673 45.772 6.567 1.286 -2.001 H30 I79 54 I79 H32 H32 H 0 1 N N N 17.982 -32.914 49.670 2.316 1.299 -1.715 H32 I79 55 # 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 I79 C1 C6 DOUB Y N 1 I79 C1 C2 SING Y N 2 I79 C1 H1 SING N N 3 I79 C9 C2 SING Y N 4 I79 C2 C3 DOUB Y N 5 I79 C3 C4 SING Y N 6 I79 C3 H3 SING N N 7 I79 C5 C4 DOUB Y N 8 I79 C4 N8 SING N N 9 I79 C6 C5 SING Y N 10 I79 C5 H5 SING N N 11 I79 N7 C6 SING N N 12 I79 N7 HN7 SING N N 13 I79 N7 HN7A SING N N 14 I79 N8 HN8 SING N N 15 I79 N8 HN8A SING N N 16 I79 C14 C9 DOUB Y N 17 I79 C9 C10 SING Y N 18 I79 C11 C10 DOUB Y N 19 I79 C10 H10 SING N N 20 I79 C12 C11 SING Y N 21 I79 C11 H11 SING N N 22 I79 C13 C12 DOUB Y N 23 I79 C15 C12 SING Y N 24 I79 N17 C13 SING Y N 25 I79 C13 C14 SING Y N 26 I79 C14 H14 SING N N 27 I79 C16 C15 DOUB Y N 28 I79 C15 C18 SING N N 29 I79 N17 C16 SING Y N 30 I79 C16 H16 SING N N 31 I79 C22 N17 SING N N 32 I79 C18 C19 SING N N 33 I79 C18 H18 SING N N 34 I79 C18 H18A SING N N 35 I79 O20 C19 DOUB N N 36 I79 C19 O21 SING N N 37 I79 O21 HO21 SING N N 38 I79 C23 C22 SING N N 39 I79 C22 H22 SING N N 40 I79 C22 H22A SING N N 41 I79 C24 C23 SING Y N 42 I79 C27 C23 DOUB Y N 43 I79 C25 C24 SING Y N 44 I79 C32 C24 DOUB Y N 45 I79 C29 C25 DOUB Y N 46 I79 C25 S26 SING Y N 47 I79 S26 C27 SING Y N 48 I79 C27 C28 SING N N 49 I79 C28 H28 SING N N 50 I79 C28 H28A SING N N 51 I79 C28 H28B SING N N 52 I79 C30 C29 SING Y N 53 I79 C29 H29 SING N N 54 I79 C30 C31 DOUB Y N 55 I79 C30 H30 SING N N 56 I79 CL33 C31 SING N N 57 I79 C31 C32 SING Y N 58 I79 C32 H32 SING N N 59 # 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 I79 SMILES ACDLabs 12.01 "O=C(O)Cc3c2ccc(c1cc(N)cc(N)c1)cc2n(c3)Cc4c5cc(Cl)ccc5sc4C" I79 SMILES_CANONICAL CACTVS 3.370 "Cc1sc2ccc(Cl)cc2c1Cn3cc(CC(O)=O)c4ccc(cc34)c5cc(N)cc(N)c5" I79 SMILES CACTVS 3.370 "Cc1sc2ccc(Cl)cc2c1Cn3cc(CC(O)=O)c4ccc(cc34)c5cc(N)cc(N)c5" I79 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "Cc1c(c2cc(ccc2s1)Cl)Cn3cc(c4c3cc(cc4)c5cc(cc(c5)N)N)CC(=O)O" I79 SMILES "OpenEye OEToolkits" 1.7.2 "Cc1c(c2cc(ccc2s1)Cl)Cn3cc(c4c3cc(cc4)c5cc(cc(c5)N)N)CC(=O)O" I79 InChI InChI 1.03 "InChI=1S/C26H22ClN3O2S/c1-14-23(22-10-18(27)3-5-25(22)33-14)13-30-12-17(9-26(31)32)21-4-2-15(8-24(21)30)16-6-19(28)11-20(29)7-16/h2-8,10-12H,9,13,28-29H2,1H3,(H,31,32)" I79 InChIKey InChI 1.03 PFDAXQGFXBAMGF-UHFFFAOYSA-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 I79 "SYSTEMATIC NAME" ACDLabs 12.01 "{1-[(5-chloro-2-methyl-1-benzothiophen-3-yl)methyl]-6-(3,5-diaminophenyl)-1H-indol-3-yl}acetic acid" I79 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "2-[6-[3,5-bis(azanyl)phenyl]-1-[(5-chloranyl-2-methyl-1-benzothiophen-3-yl)methyl]indol-3-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 I79 "Create component" 2011-05-20 RCSB I79 "Modify aromatic_flag" 2011-06-04 RCSB I79 "Modify descriptor" 2011-06-04 RCSB I79 "Initial release" 2014-09-24 RCSB #