data_59D # _chem_comp.id 59D _chem_comp.name "(7R)-1-(4-fluorobenzyl)-N-{3-[(1S)-1-hydroxyethyl]phenyl}-7-methyl-5-(1H-pyrrol-2-ylcarbonyl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H28 F N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-08-26 _chem_comp.pdbx_modified_date 2015-10-02 _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 501.552 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 59D _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 5DE1 _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 59D N1 N1 N 0 1 Y N N -19.399 16.372 9.509 -3.772 -3.093 -0.170 N1 59D 1 59D C10 C1 C 0 1 N N N -24.991 10.875 6.510 -0.997 3.792 0.082 C10 59D 2 59D C13 C2 C 0 1 Y N N -27.444 13.146 4.812 2.134 4.745 -1.800 C13 59D 3 59D C15 C3 C 0 1 Y N N -25.417 13.183 3.552 2.583 4.896 0.550 C15 59D 4 59D C17 C4 C 0 1 Y N N -23.093 11.951 7.775 -2.149 1.617 0.467 C17 59D 5 59D C20 C5 C 0 1 N N N -22.841 12.957 9.917 -4.350 0.997 1.406 C20 59D 6 59D C21 C6 C 0 1 N N N -20.807 12.647 8.504 -2.724 -0.831 0.762 C21 59D 7 59D C22 C7 C 0 1 Y N N -21.735 11.921 7.627 -1.783 0.312 0.486 C22 59D 8 59D C24 C8 C 0 1 Y N N -19.794 15.083 9.736 -4.844 -2.278 -0.456 C24 59D 9 59D C26 C9 C 0 1 Y N N -17.542 15.173 9.634 -5.047 -4.187 -1.598 C26 59D 10 59D C01 C10 C 0 1 N N N -15.041 9.280 2.762 7.087 -2.530 -0.409 C01 59D 11 59D C02 C11 C 0 1 N N S -15.686 8.616 3.958 6.160 -2.761 0.786 C02 59D 12 59D O01 O1 O 0 1 N N N -15.150 7.310 4.100 6.541 -3.964 1.458 O01 59D 13 59D C03 C12 C 0 1 Y N N -17.159 8.493 3.757 4.738 -2.885 0.303 C03 59D 14 59D C04 C13 C 0 1 Y N N -17.655 7.855 2.641 4.259 -4.108 -0.129 C04 59D 15 59D C05 C14 C 0 1 Y N N -19.014 7.741 2.457 2.955 -4.226 -0.574 C05 59D 16 59D C06 C15 C 0 1 Y N N -19.881 8.263 3.389 2.126 -3.121 -0.586 C06 59D 17 59D C07 C16 C 0 1 Y N N -19.386 8.903 4.502 2.604 -1.891 -0.153 C07 59D 18 59D N01 N2 N 0 1 N N N -20.299 9.416 5.435 1.767 -0.770 -0.164 N01 59D 19 59D C08 C17 C 0 1 N N N -20.250 10.708 5.913 0.455 -0.906 0.113 C08 59D 20 59D O02 O2 O 0 1 N N N -19.294 11.471 5.878 -0.019 -2.012 0.285 O02 59D 21 59D C09 C18 C 0 1 Y N N -21.502 11.085 6.506 -0.407 0.289 0.207 C09 59D 22 59D N02 N3 N 0 1 Y N N -22.650 10.624 5.996 -0.034 1.547 0.044 N02 59D 23 59D N03 N4 N 0 1 Y N N -23.597 11.164 6.780 -1.045 2.332 0.191 N03 59D 24 59D C11 C19 C 0 1 Y N N -25.576 11.834 5.523 0.415 4.227 -0.216 C11 59D 25 59D C12 C20 C 0 1 Y N N -26.874 12.262 5.700 0.839 4.346 -1.526 C12 59D 26 59D C14 C21 C 0 1 Y N N -26.712 13.602 3.741 3.007 5.021 -0.762 C14 59D 27 59D F F1 F 0 1 N N N -27.260 14.466 2.870 4.273 5.410 -1.029 F 59D 28 59D C16 C22 C 0 1 Y N N -24.853 12.300 4.444 1.288 4.497 0.822 C16 59D 29 59D C18 C23 C 0 1 N N R -23.833 12.682 8.804 -3.552 2.108 0.712 C18 59D 30 59D C19 C24 C 0 1 N N N -24.374 13.983 8.265 -3.513 3.347 1.609 C19 59D 31 59D N04 N5 N 0 1 N N N -21.567 13.469 9.436 -4.094 -0.283 0.728 N04 59D 32 59D C23 C25 C 0 1 N N N -21.177 14.733 9.853 -5.084 -0.938 0.091 C23 59D 33 59D O1 O3 O 0 1 N N N -21.969 15.545 10.310 -6.178 -0.418 -0.031 O1 59D 34 59D C25 C26 C 0 1 Y N N -18.651 14.316 9.822 -5.651 -2.950 -1.349 C25 59D 35 59D C27 C27 C 0 1 Y N N -18.038 16.441 9.444 -3.904 -4.245 -0.873 C27 59D 36 59D C1 C28 C 0 1 Y N N -18.026 9.016 4.690 3.913 -1.778 0.298 C1 59D 37 59D H1 H1 H 0 1 N N N -20.018 17.151 9.406 -3.042 -2.878 0.432 H1 59D 38 59D H2 H2 H 0 1 N N N -25.557 10.943 7.451 -1.655 4.119 -0.723 H2 59D 39 59D H3 H3 H 0 1 N N N -25.071 9.855 6.106 -1.324 4.238 1.021 H3 59D 40 59D H4 H4 H 0 1 N N N -28.461 13.480 4.956 2.465 4.838 -2.824 H4 59D 41 59D H5 H5 H 0 1 N N N -24.846 13.544 2.709 3.263 5.111 1.360 H5 59D 42 59D H6 H6 H 0 1 N N N -23.280 13.698 10.601 -4.042 0.924 2.449 H6 59D 43 59D H7 H7 H 0 1 N N N -22.658 12.019 10.461 -5.415 1.228 1.356 H7 59D 44 59D H8 H8 H 0 1 N N N -20.193 11.927 9.065 -2.612 -1.598 -0.004 H8 59D 45 59D H9 H9 H 0 1 N N N -20.154 13.290 7.896 -2.518 -1.255 1.745 H9 59D 46 59D H10 H10 H 0 1 N N N -16.501 14.885 9.639 -5.423 -4.957 -2.254 H10 59D 47 59D H11 H11 H 0 1 N N N -13.957 9.362 2.928 8.115 -2.441 -0.060 H11 59D 48 59D H12 H12 H 0 1 N N N -15.229 8.677 1.862 7.008 -3.371 -1.098 H12 59D 49 59D H13 H13 H 0 1 N N N -15.468 10.285 2.626 6.796 -1.613 -0.922 H13 59D 50 59D H14 H14 H 0 1 N N N -15.486 9.216 4.858 6.239 -1.920 1.475 H14 59D 51 59D H15 H15 H 0 1 N N N -15.549 6.883 4.849 7.447 -3.955 1.796 H15 59D 52 59D H16 H16 H 0 1 N N N -16.976 7.444 1.909 4.905 -4.973 -0.120 H16 59D 53 59D H17 H17 H 0 1 N N N -19.400 7.242 1.581 2.584 -5.182 -0.911 H17 59D 54 59D H18 H18 H 0 1 N N N -20.948 8.171 3.247 1.108 -3.213 -0.933 H18 59D 55 59D H19 H19 H 0 1 N N N -21.023 8.813 5.771 2.131 0.104 -0.372 H19 59D 56 59D H20 H20 H 0 1 N N N -27.448 11.901 6.541 0.159 4.128 -2.336 H20 59D 57 59D H21 H21 H 0 1 N N N -23.835 11.969 4.298 0.957 4.400 1.845 H21 59D 58 59D H22 H22 H 0 1 N N N -24.660 12.068 9.190 -4.023 2.357 -0.239 H22 59D 59 59D H23 H23 H 0 1 N N N -24.924 14.509 9.059 -3.084 4.182 1.055 H23 59D 60 59D H24 H24 H 0 1 N N N -23.540 14.611 7.919 -4.525 3.601 1.922 H24 59D 61 59D H25 H25 H 0 1 N N N -25.052 13.777 7.424 -2.901 3.141 2.487 H25 59D 62 59D H26 H26 H 0 1 N N N -18.610 13.252 10.001 -6.575 -2.590 -1.776 H26 59D 63 59D H27 H27 H 0 1 N N N -17.454 17.333 9.274 -3.214 -5.075 -0.853 H27 59D 64 59D H28 H28 H 0 1 N N N -17.641 9.514 5.568 4.286 -0.824 0.640 H28 59D 65 # 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 59D C05 C04 DOUB Y N 1 59D C05 C06 SING Y N 2 59D C04 C03 SING Y N 3 59D C01 C02 SING N N 4 59D F C14 SING N N 5 59D C06 C07 DOUB Y N 6 59D C15 C14 DOUB Y N 7 59D C15 C16 SING Y N 8 59D C14 C13 SING Y N 9 59D C03 C02 SING N N 10 59D C03 C1 DOUB Y N 11 59D C02 O01 SING N N 12 59D C16 C11 DOUB Y N 13 59D C07 C1 SING Y N 14 59D C07 N01 SING N N 15 59D C13 C12 DOUB Y N 16 59D N01 C08 SING N N 17 59D C11 C12 SING Y N 18 59D C11 C10 SING N N 19 59D O02 C08 DOUB N N 20 59D C08 C09 SING N N 21 59D N02 C09 DOUB Y N 22 59D N02 N03 SING Y N 23 59D C09 C22 SING Y N 24 59D C10 N03 SING N N 25 59D N03 C17 SING Y N 26 59D C22 C17 DOUB Y N 27 59D C22 C21 SING N N 28 59D C17 C18 SING N N 29 59D C19 C18 SING N N 30 59D C21 N04 SING N N 31 59D C18 C20 SING N N 32 59D N04 C23 SING N N 33 59D N04 C20 SING N N 34 59D C27 N1 SING Y N 35 59D C27 C26 DOUB Y N 36 59D N1 C24 SING Y N 37 59D C26 C25 SING Y N 38 59D C24 C25 DOUB Y N 39 59D C24 C23 SING N N 40 59D C23 O1 DOUB N N 41 59D N1 H1 SING N N 42 59D C10 H2 SING N N 43 59D C10 H3 SING N N 44 59D C13 H4 SING N N 45 59D C15 H5 SING N N 46 59D C20 H6 SING N N 47 59D C20 H7 SING N N 48 59D C21 H8 SING N N 49 59D C21 H9 SING N N 50 59D C26 H10 SING N N 51 59D C01 H11 SING N N 52 59D C01 H12 SING N N 53 59D C01 H13 SING N N 54 59D C02 H14 SING N N 55 59D O01 H15 SING N N 56 59D C04 H16 SING N N 57 59D C05 H17 SING N N 58 59D C06 H18 SING N N 59 59D N01 H19 SING N N 60 59D C12 H20 SING N N 61 59D C16 H21 SING N N 62 59D C18 H22 SING N N 63 59D C19 H23 SING N N 64 59D C19 H24 SING N N 65 59D C19 H25 SING N N 66 59D C25 H26 SING N N 67 59D C27 H27 SING N N 68 59D C1 H28 SING N N 69 # 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 59D SMILES ACDLabs 12.01 "n1c(ccc1)C(N2CC(c5c(C2)c(C(Nc3cccc(C(C)O)c3)=O)nn5Cc4ccc(cc4)F)C)=O" 59D InChI InChI 1.03 "InChI=1S/C28H28FN5O3/c1-17-14-33(28(37)24-7-4-12-30-24)16-23-25(27(36)31-22-6-3-5-20(13-22)18(2)35)32-34(26(17)23)15-19-8-10-21(29)11-9-19/h3-13,17-18,30,35H,14-16H2,1-2H3,(H,31,36)/t17-,18+/m1/s1" 59D InChIKey InChI 1.03 IVFDDVKCCBDPQZ-MSOLQXFVSA-N 59D SMILES_CANONICAL CACTVS 3.385 "C[C@H](O)c1cccc(NC(=O)c2nn(Cc3ccc(F)cc3)c4[C@H](C)CN(Cc24)C(=O)c5[nH]ccc5)c1" 59D SMILES CACTVS 3.385 "C[CH](O)c1cccc(NC(=O)c2nn(Cc3ccc(F)cc3)c4[CH](C)CN(Cc24)C(=O)c5[nH]ccc5)c1" 59D SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@@H]1CN(Cc2c1n(nc2C(=O)Nc3cccc(c3)[C@H](C)O)Cc4ccc(cc4)F)C(=O)c5ccc[nH]5" 59D SMILES "OpenEye OEToolkits" 1.9.2 "CC1CN(Cc2c1n(nc2C(=O)Nc3cccc(c3)C(C)O)Cc4ccc(cc4)F)C(=O)c5ccc[nH]5" # 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 59D "SYSTEMATIC NAME" ACDLabs 12.01 "(7R)-1-(4-fluorobenzyl)-N-{3-[(1S)-1-hydroxyethyl]phenyl}-7-methyl-5-(1H-pyrrol-2-ylcarbonyl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine-3-carboxamide" 59D "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(7R)-1-[(4-fluorophenyl)methyl]-7-methyl-N-[3-[(1S)-1-oxidanylethyl]phenyl]-5-(1H-pyrrol-2-ylcarbonyl)-6,7-dihydro-4H-pyrazolo[4,3-c]pyridine-3-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 59D "Create component" 2015-08-26 RCSB 59D "Initial release" 2015-10-07 RCSB #