data_18I # _chem_comp.id 18I _chem_comp.name "3,3'-difluoro-N-[(2S)-3-(1H-indol-3-yl)-1-oxo-1-(pyridin-4-ylamino)propan-2-yl]biphenyl-4-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H22 F2 N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-04-08 _chem_comp.pdbx_modified_date 2013-08-30 _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 496.507 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 18I _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 4bfk _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 18I C1 C1 C 0 1 Y N N 24.642 58.216 26.493 -6.794 -1.551 -0.911 C1 18I 1 18I F1 F1 F 0 1 N N N 36.168 68.902 29.809 7.648 -0.821 -2.439 F1 18I 2 18I N1 N1 N 0 1 Y N N 23.735 57.865 24.315 -6.988 -3.890 -0.984 N1 18I 3 18I O1 O1 O 0 1 N N N 30.426 61.342 29.556 -1.006 -0.726 1.992 O1 18I 4 18I C2 C2 C 0 1 Y N N 23.731 57.666 25.619 -7.504 -2.696 -1.207 C2 18I 5 18I F2 F2 F 0 1 N N N 30.491 63.833 26.255 1.108 -1.745 2.838 F2 18I 6 18I N2 N2 N 0 1 N N N 26.530 59.602 27.030 -4.762 -0.536 -0.057 N2 18I 7 18I O2 O2 O 0 1 N N N 27.678 61.203 25.859 -2.872 -1.542 -0.637 O2 18I 8 18I C3 C3 C 0 1 Y N N 24.696 58.673 23.888 -5.780 -4.043 -0.474 C3 18I 9 18I N3 N3 N 0 1 N N N 29.185 62.121 27.865 -1.179 0.339 0.050 N3 18I 10 18I C4 C4 C 0 1 Y N N 25.658 59.272 24.724 -5.005 -2.948 -0.152 C4 18I 11 18I N4 N4 N 0 1 Y N N 24.829 59.335 30.356 -1.794 4.896 1.166 N4 18I 12 18I C5 C5 C 0 1 Y N N 25.662 59.053 26.084 -5.514 -1.669 -0.371 C5 18I 13 18I C6 C6 C 0 1 N N N 27.412 60.645 26.900 -3.420 -0.566 -0.172 C6 18I 14 18I C7 C7 C 0 1 N N S 28.082 61.203 28.129 -2.599 0.615 0.278 C7 18I 15 18I C8 C8 C 0 1 N N N 30.287 62.152 28.650 -0.468 -0.342 0.971 C8 18I 16 18I C9 C9 C 0 1 Y N N 31.350 63.228 28.474 0.963 -0.621 0.742 C9 18I 17 18I C10 C10 C 0 1 Y N N 32.312 63.499 29.448 1.582 -0.179 -0.431 C10 18I 18 18I C11 C11 C 0 1 Y N N 33.268 64.509 29.258 2.916 -0.440 -0.644 C11 18I 19 18I C12 C12 C 0 1 Y N N 33.319 65.274 28.077 3.653 -1.145 0.308 C12 18I 20 18I C13 C13 C 0 1 Y N N 34.316 66.387 27.878 5.090 -1.424 0.075 C13 18I 21 18I C14 C14 C 0 1 Y N N 34.720 66.767 26.593 5.829 -2.128 1.025 C14 18I 22 18I C15 C15 C 0 1 Y N N 35.607 67.835 26.392 7.167 -2.386 0.803 C15 18I 23 18I C16 C16 C 0 1 Y N N 36.099 68.560 27.476 7.776 -1.948 -0.358 C16 18I 24 18I C17 C17 C 0 1 Y N N 35.695 68.206 28.762 7.047 -1.248 -1.306 C17 18I 25 18I C18 C18 C 0 1 Y N N 34.801 67.137 28.969 5.706 -0.989 -1.097 C18 18I 26 18I C19 C19 C 0 1 Y N N 32.361 65.046 27.080 3.039 -1.587 1.480 C19 18I 27 18I C20 C20 C 0 1 Y N N 31.395 64.057 27.231 1.703 -1.322 1.701 C20 18I 28 18I C21 C21 C 0 1 N N N 27.069 61.981 28.966 -3.011 1.856 -0.517 C21 18I 29 18I C22 C22 C 0 1 Y N N 25.971 61.036 29.373 -2.280 3.061 0.016 C22 18I 30 18I C23 C23 C 0 1 Y N N 26.029 59.990 30.306 -2.736 3.932 0.930 C23 18I 31 18I C24 C24 C 0 1 Y N N 23.949 59.883 29.478 -0.680 4.662 0.391 C24 18I 32 18I C25 C25 C 0 1 Y N N 22.634 59.629 29.126 0.538 5.317 0.243 C25 18I 33 18I C26 C26 C 0 1 Y N N 22.019 60.423 28.166 1.477 4.824 -0.637 C26 18I 34 18I C27 C27 C 0 1 Y N N 22.680 61.469 27.530 1.220 3.680 -1.379 C27 18I 35 18I C28 C28 C 0 1 Y N N 23.991 61.775 27.839 0.030 3.021 -1.249 C28 18I 36 18I C29 C29 C 0 1 Y N N 24.612 61.006 28.801 -0.935 3.502 -0.363 C29 18I 37 18I H1 H1 H 0 1 N N N 24.555 57.983 27.544 -7.221 -0.578 -1.099 H1 18I 38 18I H2 H2 H 0 1 N N N 22.961 57.029 26.029 -8.497 -2.614 -1.625 H2 18I 39 18I HN2 HN2 H 0 1 N N N 26.505 59.173 27.933 -5.206 0.272 0.243 HN2 18I 40 18I H3 H3 H 0 1 N N N 24.744 58.885 22.830 -5.394 -5.038 -0.308 H3 18I 41 18I HN3 HN3 H 0 1 N N N 29.125 62.743 27.084 -0.749 0.645 -0.764 HN3 18I 42 18I H4 H4 H 0 1 N N N 26.408 59.916 24.290 -4.017 -3.081 0.266 H4 18I 43 18I HN4 HN4 H 0 1 N N N 24.628 58.560 30.956 -1.897 5.636 1.785 HN4 18I 44 18I H7 H7 H 0 1 N N N 28.452 60.362 28.734 -2.769 0.792 1.340 H7 18I 45 18I H10 H10 H 0 1 N N N 32.321 62.923 30.362 1.013 0.366 -1.169 H10 18I 46 18I H11 H11 H 0 1 N N N 33.986 64.705 30.041 3.394 -0.099 -1.551 H11 18I 47 18I H14 H14 H 0 1 N N N 34.341 66.227 25.738 5.355 -2.471 1.933 H14 18I 48 18I H15 H15 H 0 1 N N N 35.911 68.098 25.389 7.739 -2.931 1.539 H15 18I 49 18I H16 H16 H 0 1 N N N 36.782 69.382 27.322 8.823 -2.152 -0.527 H16 18I 50 18I H18 H18 H 0 1 N N N 34.485 66.890 29.972 5.137 -0.448 -1.838 H18 18I 51 18I H19 H19 H 0 1 N N N 32.373 65.646 26.182 3.610 -2.132 2.216 H19 18I 52 18I H21 H21 H 0 1 N N N 27.561 62.388 29.862 -2.759 1.714 -1.568 H21 18I 53 18I H21A H21A H 0 0 N N N 26.649 62.805 28.371 -4.086 2.010 -0.419 H21A 18I 54 18I H23 H23 H 0 1 N N N 26.896 59.738 30.899 -3.703 3.880 1.407 H23 18I 55 18I H25 H25 H 0 1 N N N 22.091 58.821 29.594 0.748 6.208 0.816 H25 18I 56 18I H26 H26 H 0 1 N N N 20.991 60.221 27.904 2.422 5.334 -0.751 H26 18I 57 18I H27 H27 H 0 1 N N N 22.160 62.051 26.783 1.967 3.308 -2.065 H27 18I 58 18I H28 H28 H 0 1 N N N 24.509 62.585 27.347 -0.163 2.131 -1.830 H28 18I 59 # 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 18I C1 C2 DOUB Y N 1 18I C1 C5 SING Y N 2 18I F1 C17 SING N N 3 18I N1 C2 SING Y N 4 18I N1 C3 DOUB Y N 5 18I O1 C8 DOUB N N 6 18I F2 C20 SING N N 7 18I N2 C5 SING N N 8 18I N2 C6 SING N N 9 18I O2 C6 DOUB N N 10 18I C3 C4 SING Y N 11 18I N3 C7 SING N N 12 18I N3 C8 SING N N 13 18I C4 C5 DOUB Y N 14 18I N4 C23 SING Y N 15 18I N4 C24 SING Y N 16 18I C6 C7 SING N N 17 18I C7 C21 SING N N 18 18I C8 C9 SING N N 19 18I C9 C10 DOUB Y N 20 18I C9 C20 SING Y N 21 18I C10 C11 SING Y N 22 18I C11 C12 DOUB Y N 23 18I C12 C13 SING N N 24 18I C12 C19 SING Y N 25 18I C13 C14 DOUB Y N 26 18I C13 C18 SING Y N 27 18I C14 C15 SING Y N 28 18I C15 C16 DOUB Y N 29 18I C16 C17 SING Y N 30 18I C17 C18 DOUB Y N 31 18I C19 C20 DOUB Y N 32 18I C21 C22 SING N N 33 18I C22 C23 DOUB Y N 34 18I C22 C29 SING Y N 35 18I C24 C25 DOUB Y N 36 18I C24 C29 SING Y N 37 18I C25 C26 SING Y N 38 18I C26 C27 DOUB Y N 39 18I C27 C28 SING Y N 40 18I C28 C29 DOUB Y N 41 18I C1 H1 SING N N 42 18I C2 H2 SING N N 43 18I N2 HN2 SING N N 44 18I C3 H3 SING N N 45 18I N3 HN3 SING N N 46 18I C4 H4 SING N N 47 18I N4 HN4 SING N N 48 18I C7 H7 SING N N 49 18I C10 H10 SING N N 50 18I C11 H11 SING N N 51 18I C14 H14 SING N N 52 18I C15 H15 SING N N 53 18I C16 H16 SING N N 54 18I C18 H18 SING N N 55 18I C19 H19 SING N N 56 18I C21 H21 SING N N 57 18I C21 H21A SING N N 58 18I C23 H23 SING N N 59 18I C25 H25 SING N N 60 18I C26 H26 SING N N 61 18I C27 H27 SING N N 62 18I C28 H28 SING N N 63 # 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 18I SMILES ACDLabs 12.01 "Fc1cccc(c1)c2ccc(c(F)c2)C(=O)NC(C(=O)Nc3ccncc3)Cc5c4ccccc4nc5" 18I InChI InChI 1.03 "InChI=1S/C29H22F2N4O2/c30-21-5-3-4-18(14-21)19-8-9-24(25(31)15-19)28(36)35-27(29(37)34-22-10-12-32-13-11-22)16-20-17-33-26-7-2-1-6-23(20)26/h1-15,17,27,33H,16H2,(H,35,36)(H,32,34,37)/t27-/m0/s1" 18I InChIKey InChI 1.03 QLYGOABRPGBQNG-MHZLTWQESA-N 18I SMILES_CANONICAL CACTVS 3.370 "Fc1cccc(c1)c2ccc(C(=O)N[C@@H](Cc3c[nH]c4ccccc34)C(=O)Nc5ccncc5)c(F)c2" 18I SMILES CACTVS 3.370 "Fc1cccc(c1)c2ccc(C(=O)N[CH](Cc3c[nH]c4ccccc34)C(=O)Nc5ccncc5)c(F)c2" 18I SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)c(c[nH]2)C[C@@H](C(=O)Nc3ccncc3)NC(=O)c4ccc(cc4F)c5cccc(c5)F" 18I SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)c(c[nH]2)CC(C(=O)Nc3ccncc3)NC(=O)c4ccc(cc4F)c5cccc(c5)F" # 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 18I "SYSTEMATIC NAME" ACDLabs 12.01 "3,3'-difluoro-N-[(2S)-3-(1H-indol-3-yl)-1-oxo-1-(pyridin-4-ylamino)propan-2-yl]biphenyl-4-carboxamide" 18I "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-fluoranyl-4-(3-fluorophenyl)-N-[(2S)-3-(1H-indol-3-yl)-1-oxidanylidene-1-(pyridin-4-ylamino)propan-2-yl]benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 18I "Create component" 2013-04-08 EBI 18I "Other modification" 2013-04-19 EBI 18I "Initial release" 2013-09-04 RCSB #