data_S53 # _chem_comp.id S53 _chem_comp.name "[7-benzyl-2-(5-fluoro-2-methylphenoxy)-1-phenyl-1H-pyrrolo[2,3-c]pyridin-3-yl](piperazin-1-yl)methanone" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C32 H29 F N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-06-20 _chem_comp.pdbx_modified_date 2011-08-26 _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 520.597 _chem_comp.one_letter_code ? _chem_comp.three_letter_code S53 _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 3SFC _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 S53 N1 N1 N 0 1 Y N N -8.201 -25.444 -4.686 -2.835 1.356 2.448 N1 S53 1 S53 C2 C2 C 0 1 Y N N -9.014 -24.492 -4.155 -2.490 0.438 1.567 C2 S53 2 S53 C3 C3 C 0 1 Y N N -8.612 -23.874 -2.943 -1.200 0.407 1.056 C3 S53 3 S53 C4 C4 C 0 1 Y N N -7.405 -24.263 -2.344 -0.280 1.374 1.502 C4 S53 4 S53 C5 C5 C 0 1 Y N N -6.602 -25.255 -2.920 -0.699 2.321 2.435 C5 S53 5 S53 C6 C6 C 0 1 Y N N -7.036 -25.834 -4.120 -1.991 2.276 2.884 C6 S53 6 S53 N9 N9 N 0 1 Y N N -9.148 -22.911 -2.140 -0.550 -0.406 0.146 N9 S53 7 S53 C10 C10 C 0 1 Y N N -8.350 -22.666 -1.111 0.741 -0.005 -0.011 C10 S53 8 S53 C11 C11 C 0 1 Y N N -7.274 -23.519 -1.168 0.981 1.094 0.799 C11 S53 9 S53 C12 C12 C 0 1 Y N N -10.308 -22.232 -2.296 -1.137 -1.490 -0.520 C12 S53 10 S53 C13 C13 C 0 1 Y N N -10.372 -20.843 -2.553 -1.355 -2.685 0.153 C13 S53 11 S53 C14 C14 C 0 1 Y N N -11.578 -20.155 -2.708 -1.934 -3.751 -0.506 C14 S53 12 S53 C15 C15 C 0 1 Y N N -12.782 -20.847 -2.615 -2.296 -3.631 -1.835 C15 S53 13 S53 C16 C16 C 0 1 Y N N -12.765 -22.219 -2.358 -2.079 -2.443 -2.509 C16 S53 14 S53 C17 C17 C 0 1 Y N N -11.550 -22.890 -2.196 -1.506 -1.370 -1.854 C17 S53 15 S53 C23 C23 C 0 1 N N N -10.258 -24.171 -4.965 -3.502 -0.582 1.112 C23 S53 16 S53 C24 C24 C 0 1 Y N N -10.165 -22.749 -5.530 -4.496 0.074 0.188 C24 S53 17 S53 C27 C27 C 0 1 Y N N -11.338 -22.007 -5.734 -4.298 0.035 -1.180 C27 S53 18 S53 C28 C28 C 0 1 Y N N -11.269 -20.696 -6.241 -5.209 0.637 -2.027 C28 S53 19 S53 C29 C29 C 0 1 Y N N -10.023 -20.106 -6.554 -6.318 1.277 -1.507 C29 S53 20 S53 C30 C30 C 0 1 Y N N -8.853 -20.846 -6.354 -6.516 1.316 -0.140 C30 S53 21 S53 C31 C31 C 0 1 Y N N -8.930 -22.151 -5.850 -5.608 0.709 0.708 C31 S53 22 S53 O37 O37 O 0 1 N N N -8.647 -21.751 -0.134 1.646 -0.588 -0.827 O37 S53 23 S53 C38 C38 C 0 1 Y N N -8.341 -21.920 1.177 2.420 -1.582 -0.316 C38 S53 24 S53 C39 C39 C 0 1 Y N N -8.861 -23.016 1.855 2.206 -2.032 0.978 C39 S53 25 S53 C40 C40 C 0 1 Y N N -8.539 -23.205 3.192 2.994 -3.044 1.496 C40 S53 26 S53 C41 C41 C 0 1 Y N N -7.700 -22.305 3.845 3.996 -3.606 0.722 C41 S53 27 S53 C42 C42 C 0 1 Y N N -7.183 -21.203 3.159 4.209 -3.158 -0.568 C42 S53 28 S53 C43 C43 C 0 1 Y N N -7.505 -21.012 1.814 3.420 -2.151 -1.091 C43 S53 29 S53 C47 C47 C 0 1 N N N -6.949 -19.825 1.061 3.650 -1.668 -2.500 C47 S53 30 S53 F51 F51 F 0 1 N N N -9.043 -24.269 3.829 2.788 -3.483 2.757 F51 S53 31 S53 C52 C52 C 0 1 N N N -6.058 -23.595 -0.307 2.239 1.831 0.928 C52 S53 32 S53 N53 N53 N 0 1 N N N -5.662 -24.638 0.418 2.530 2.825 0.066 N53 S53 33 S53 O54 O54 O 0 1 N N N -5.388 -22.570 -0.321 3.023 1.545 1.815 O54 S53 34 S53 C55 C55 C 0 1 N N N -6.407 -25.898 0.471 3.809 3.546 0.149 C55 S53 35 S53 C56 C56 C 0 1 N N N -6.675 -26.163 1.942 4.457 3.550 -1.240 C56 S53 36 S53 N57 N57 N 0 1 N N N -5.449 -26.135 2.711 3.503 4.087 -2.220 N57 S53 37 S53 C58 C58 C 0 1 N N N -4.640 -24.941 2.653 2.312 3.234 -2.328 C58 S53 38 S53 C59 C59 C 0 1 N N N -4.409 -24.543 1.200 1.579 3.213 -0.987 C59 S53 39 S53 H5 H5 H 0 1 N N N -5.678 -25.564 -2.454 -0.017 3.076 2.797 H5 S53 40 S53 H6 H6 H 0 1 N N N -6.437 -26.596 -4.596 -2.327 3.004 3.607 H6 S53 41 S53 H13 H13 H 0 1 N N N -9.448 -20.290 -2.633 -1.072 -2.780 1.191 H13 S53 42 S53 H14 H14 H 0 1 N N N -11.576 -19.092 -2.899 -2.105 -4.681 0.017 H14 S53 43 S53 H15 H15 H 0 1 N N N -13.720 -20.327 -2.740 -2.749 -4.466 -2.349 H15 S53 44 S53 H16 H16 H 0 1 N N N -13.694 -22.764 -2.284 -2.363 -2.351 -3.547 H16 S53 45 S53 H17 H17 H 0 1 N N N -11.563 -23.949 -1.987 -1.341 -0.441 -2.379 H17 S53 46 S53 H23 H23 H 0 1 N N N -10.345 -24.887 -5.796 -2.993 -1.388 0.584 H23 S53 47 S53 H23A H23A H 0 0 N N N -11.143 -24.247 -4.316 -4.024 -0.987 1.978 H23A S53 48 S53 H27 H27 H 0 1 N N N -12.298 -22.444 -5.501 -3.431 -0.465 -1.586 H27 S53 49 S53 H28 H28 H 0 1 N N N -12.179 -20.134 -6.393 -5.055 0.607 -3.096 H28 S53 50 S53 H29 H29 H 0 1 N N N -9.975 -19.099 -6.942 -7.030 1.748 -2.169 H29 S53 51 S53 H30 H30 H 0 1 N N N -7.892 -20.412 -6.588 -7.383 1.817 0.267 H30 S53 52 S53 H31 H31 H 0 1 N N N -8.019 -22.713 -5.703 -5.762 0.739 1.776 H31 S53 53 S53 H39 H39 H 0 1 N N N -9.509 -23.714 1.347 1.426 -1.592 1.582 H39 S53 54 S53 H41 H41 H 0 1 N N N -7.449 -22.459 4.884 4.611 -4.396 1.127 H41 S53 55 S53 H42 H42 H 0 1 N N N -6.537 -20.502 3.667 4.991 -3.598 -1.170 H42 S53 56 S53 H47 H47 H 0 1 N N N -7.639 -18.974 1.156 4.373 -0.853 -2.491 H47 S53 57 S53 H47A H47A H 0 0 N N N -5.969 -19.551 1.480 4.034 -2.488 -3.107 H47A S53 58 S53 H47B H47B H 0 0 N N N -6.834 -20.086 -0.001 2.708 -1.315 -2.921 H47B S53 59 S53 H55 H55 H 0 1 N N N -7.351 -25.814 -0.087 3.631 4.571 0.472 H55 S53 60 S53 H55A H55A H 0 0 N N N -5.818 -26.716 0.030 4.467 3.044 0.858 H55A S53 61 S53 H56 H56 H 0 1 N N N -7.354 -25.387 2.326 5.351 4.174 -1.223 H56 S53 62 S53 H56A H56A H 0 0 N N N -7.139 -27.155 2.047 4.729 2.532 -1.518 H56A S53 63 S53 HN57 HN57 H 0 0 N N N -5.707 -26.261 3.669 3.248 5.037 -1.993 HN57 S53 64 S53 H58 H58 H 0 1 N N N -5.158 -24.124 3.177 1.651 3.628 -3.099 H58 S53 65 S53 H58A H58A H 0 0 N N N -3.671 -25.133 3.137 2.614 2.220 -2.591 H58A S53 66 S53 H59 H59 H 0 1 N N N -3.661 -25.218 0.759 0.764 2.491 -1.028 H59 S53 67 S53 H59A H59A H 0 0 N N N -4.045 -23.505 1.167 1.183 4.206 -0.775 H59A S53 68 # 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 S53 N1 C2 DOUB Y N 1 S53 N1 C6 SING Y N 2 S53 C23 C2 SING N N 3 S53 C2 C3 SING Y N 4 S53 C3 C4 DOUB Y N 5 S53 C3 N9 SING Y N 6 S53 C5 C4 SING Y N 7 S53 C4 C11 SING Y N 8 S53 C6 C5 DOUB Y N 9 S53 C5 H5 SING N N 10 S53 C6 H6 SING N N 11 S53 C12 N9 SING N N 12 S53 N9 C10 SING Y N 13 S53 C11 C10 DOUB Y N 14 S53 C10 O37 SING N N 15 S53 C11 C52 SING N N 16 S53 C13 C12 DOUB Y N 17 S53 C12 C17 SING Y N 18 S53 C14 C13 SING Y N 19 S53 C13 H13 SING N N 20 S53 C14 C15 DOUB Y N 21 S53 C14 H14 SING N N 22 S53 C15 C16 SING Y N 23 S53 C15 H15 SING N N 24 S53 C16 C17 DOUB Y N 25 S53 C16 H16 SING N N 26 S53 C17 H17 SING N N 27 S53 C24 C23 SING N N 28 S53 C23 H23 SING N N 29 S53 C23 H23A SING N N 30 S53 C31 C24 DOUB Y N 31 S53 C27 C24 SING Y N 32 S53 C28 C27 DOUB Y N 33 S53 C27 H27 SING N N 34 S53 C29 C28 SING Y N 35 S53 C28 H28 SING N N 36 S53 C29 C30 DOUB Y N 37 S53 C29 H29 SING N N 38 S53 C30 C31 SING Y N 39 S53 C30 H30 SING N N 40 S53 C31 H31 SING N N 41 S53 O37 C38 SING N N 42 S53 C38 C43 DOUB Y N 43 S53 C38 C39 SING Y N 44 S53 C39 C40 DOUB Y N 45 S53 C39 H39 SING N N 46 S53 C40 F51 SING N N 47 S53 C40 C41 SING Y N 48 S53 C42 C41 DOUB Y N 49 S53 C41 H41 SING N N 50 S53 C43 C42 SING Y N 51 S53 C42 H42 SING N N 52 S53 C47 C43 SING N N 53 S53 C47 H47 SING N N 54 S53 C47 H47A SING N N 55 S53 C47 H47B SING N N 56 S53 O54 C52 DOUB N N 57 S53 C52 N53 SING N N 58 S53 N53 C55 SING N N 59 S53 N53 C59 SING N N 60 S53 C55 C56 SING N N 61 S53 C55 H55 SING N N 62 S53 C55 H55A SING N N 63 S53 C56 N57 SING N N 64 S53 C56 H56 SING N N 65 S53 C56 H56A SING N N 66 S53 C58 N57 SING N N 67 S53 N57 HN57 SING N N 68 S53 C59 C58 SING N N 69 S53 C58 H58 SING N N 70 S53 C58 H58A SING N N 71 S53 C59 H59 SING N N 72 S53 C59 H59A SING N N 73 # 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 S53 SMILES ACDLabs 12.01 "O=C(c4c1ccnc(c1n(c2ccccc2)c4Oc3cc(F)ccc3C)Cc5ccccc5)N6CCNCC6" S53 InChI InChI 1.03 "InChI=1S/C32H29FN4O2/c1-22-12-13-24(33)21-28(22)39-32-29(31(38)36-18-16-34-17-19-36)26-14-15-35-27(20-23-8-4-2-5-9-23)30(26)37(32)25-10-6-3-7-11-25/h2-15,21,34H,16-20H2,1H3" S53 InChIKey InChI 1.03 UIBPLELQTBSRIZ-UHFFFAOYSA-N S53 SMILES_CANONICAL CACTVS 3.370 "Cc1ccc(F)cc1Oc2n(c3ccccc3)c4c(Cc5ccccc5)nccc4c2C(=O)N6CCNCC6" S53 SMILES CACTVS 3.370 "Cc1ccc(F)cc1Oc2n(c3ccccc3)c4c(Cc5ccccc5)nccc4c2C(=O)N6CCNCC6" S53 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "Cc1ccc(cc1Oc2c(c3ccnc(c3n2c4ccccc4)Cc5ccccc5)C(=O)N6CCNCC6)F" S53 SMILES "OpenEye OEToolkits" 1.7.2 "Cc1ccc(cc1Oc2c(c3ccnc(c3n2c4ccccc4)Cc5ccccc5)C(=O)N6CCNCC6)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 S53 "SYSTEMATIC NAME" ACDLabs 12.01 "[7-benzyl-2-(5-fluoro-2-methylphenoxy)-1-phenyl-1H-pyrrolo[2,3-c]pyridin-3-yl](piperazin-1-yl)methanone" S53 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "[2-(5-fluoranyl-2-methyl-phenoxy)-1-phenyl-7-(phenylmethyl)pyrrolo[2,3-c]pyridin-3-yl]-piperazin-1-yl-methanone" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site S53 "Create component" 2011-06-20 RCSB #