data_1OC # _chem_comp.id 1OC _chem_comp.name "N-[5-(2-fluorophenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-5-({[(3R,4R)-3-fluoropiperidin-4-yl]methyl}amino)pyrazolo[1,5-a]pyrimidine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H24 F2 N8 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-04-09 _chem_comp.pdbx_modified_date 2013-05-10 _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 502.519 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1OC _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 4K1B _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 1OC C1 C1 C 0 1 Y N N -44.561 -1.982 2.450 -8.351 1.754 0.824 C1 1OC 1 1OC C2 C2 C 0 1 Y N N -45.494 -1.121 2.998 -9.328 1.406 -0.091 C2 1OC 2 1OC C3 C3 C 0 1 Y N N -46.250 -0.313 2.173 -9.146 0.318 -0.925 C3 1OC 3 1OC C4 C4 C 0 1 Y N N -46.083 -0.356 0.798 -7.985 -0.430 -0.846 C4 1OC 4 1OC C5 C5 C 0 1 Y N N -45.136 -1.232 0.235 -6.997 -0.082 0.075 C5 1OC 5 1OC C6 C6 C 0 1 Y N N -44.380 -2.042 1.081 -7.185 1.019 0.908 C6 1OC 6 1OC C7 C7 C 0 1 Y N N -44.909 -1.320 -1.234 -5.749 -0.879 0.165 C7 1OC 7 1OC C8 C8 C 0 1 Y N N -43.636 -1.573 -1.764 -4.506 -0.249 0.143 C8 1OC 8 1OC C9 C9 C 0 1 Y N N -43.510 -1.640 -3.159 -3.366 -1.048 0.231 C9 1OC 9 1OC C10 C10 C 0 1 Y N N -42.393 -1.880 -4.088 -1.925 -0.774 0.240 C10 1OC 10 1OC C11 C11 C 0 1 Y N N -42.908 -1.826 -5.336 -1.303 -1.963 0.348 C11 1OC 11 1OC N12 N12 N 0 1 Y N N -44.261 -1.575 -5.278 -2.235 -2.972 0.407 N12 1OC 12 1OC C14 C14 C 0 1 Y N N -44.655 -1.457 -3.970 -3.503 -2.446 0.338 C14 1OC 13 1OC N15 N15 N 0 1 Y N N -45.837 -1.222 -3.417 -4.711 -2.996 0.355 N15 1OC 14 1OC C16 C16 C 0 1 Y N N -45.983 -1.159 -2.113 -5.805 -2.271 0.279 C16 1OC 15 1OC N17 N17 N 0 1 N N N -41.052 -2.115 -3.729 -1.311 0.489 0.154 N17 1OC 16 1OC C18 C18 C 0 1 N N N -40.109 -2.585 -4.584 0.033 0.587 0.175 C18 1OC 17 1OC O19 O19 O 0 1 N N N -40.353 -2.855 -5.750 0.716 -0.416 0.269 O19 1OC 18 1OC C20 C20 C 0 1 Y N N -38.743 -2.795 -4.111 0.672 1.902 0.084 C20 1OC 19 1OC C21 C21 C 0 1 Y N N -37.683 -3.314 -4.873 0.021 3.146 -0.022 C21 1OC 20 1OC N22 N22 N 0 1 Y N N -36.616 -3.362 -4.126 0.923 4.088 -0.079 N22 1OC 21 1OC N23 N23 N 0 1 Y N N -36.914 -2.876 -2.850 2.200 3.519 -0.014 N23 1OC 22 1OC C24 C24 C 0 1 Y N N -38.237 -2.517 -2.828 2.056 2.165 0.093 C24 1OC 23 1OC N25 N25 N 0 1 Y N N -38.798 -2.017 -1.723 3.121 1.368 0.180 N25 1OC 24 1OC C26 C26 C 0 1 Y N N -38.071 -1.850 -0.629 4.345 1.870 0.167 C26 1OC 25 1OC C27 C27 C 0 1 Y N N -36.708 -2.210 -0.616 4.531 3.263 0.061 C27 1OC 26 1OC C28 C28 C 0 1 Y N N -36.140 -2.720 -1.732 3.449 4.070 -0.035 C28 1OC 27 1OC N29 N29 N 0 1 N N N -38.640 -1.328 0.516 5.438 1.031 0.258 N29 1OC 28 1OC C30 C30 C 0 1 N N N -40.055 -1.542 0.821 5.244 -0.417 0.369 C30 1OC 29 1OC C31 C31 C 0 1 N N R -40.083 -2.511 2.000 6.605 -1.110 0.454 C31 1OC 30 1OC C32 C32 C 0 1 N N N -40.837 -1.907 3.194 6.403 -2.608 0.694 C32 1OC 31 1OC C33 C33 C 0 1 N N N -40.768 -2.910 4.340 7.765 -3.305 0.718 C33 1OC 32 1OC N34 N34 N 0 1 N N N -41.452 -4.130 3.910 8.451 -3.085 -0.562 N34 1OC 33 1OC C35 C35 C 0 1 N N N -40.777 -4.767 2.764 8.699 -1.656 -0.792 C35 1OC 34 1OC C36 C36 C 0 1 N N R -40.739 -3.821 1.562 7.364 -0.910 -0.861 C36 1OC 35 1OC F37 F37 F 0 1 N N N -39.973 -4.388 0.576 7.601 0.454 -1.061 F37 1OC 36 1OC F38 F38 F 0 1 N N N -46.855 0.463 0.044 -7.808 -1.493 -1.660 F38 1OC 37 1OC H1 H1 H 0 1 N N N -43.969 -2.613 3.097 -8.498 2.605 1.473 H1 1OC 38 1OC H2 H2 H 0 1 N N N -45.631 -1.081 4.069 -10.236 1.987 -0.155 H2 1OC 39 1OC H3 H3 H 0 1 N N N -46.978 0.359 2.603 -9.912 0.050 -1.637 H3 1OC 40 1OC H4 H4 H 0 1 N N N -43.649 -2.720 0.665 -6.423 1.293 1.623 H4 1OC 41 1OC H5 H5 H 0 1 N N N -42.781 -1.712 -1.119 -4.427 0.825 0.059 H5 1OC 42 1OC H6 H6 H 0 1 N N N -42.342 -1.960 -6.246 -0.233 -2.103 0.381 H6 1OC 43 1OC H7 H7 H 0 1 N N N -44.865 -1.491 -6.071 -2.028 -3.916 0.486 H7 1OC 44 1OC H8 H8 H 0 1 N N N -46.967 -0.977 -1.707 -6.766 -2.761 0.297 H8 1OC 45 1OC H9 H9 H 0 1 N N N -40.778 -1.924 -2.786 -1.855 1.288 0.078 H9 1OC 46 1OC H10 H10 H 0 1 N N N -37.742 -3.622 -5.906 -1.048 3.296 -0.052 H10 1OC 47 1OC H11 H11 H 0 1 N N N -36.121 -2.079 0.281 5.527 3.681 0.051 H11 1OC 48 1OC H12 H12 H 0 1 N N N -35.097 -2.999 -1.741 3.572 5.140 -0.115 H12 1OC 49 1OC H13 H13 H 0 1 N N N -38.124 -1.703 1.286 6.335 1.400 0.249 H13 1OC 50 1OC H14 H14 H 0 1 N N N -40.536 -0.591 1.095 4.666 -0.638 1.266 H14 1OC 51 1OC H15 H15 H 0 1 N N N -40.572 -1.978 -0.046 4.706 -0.779 -0.508 H15 1OC 52 1OC H16 H16 H 0 1 N N N -39.048 -2.721 2.309 7.180 -0.683 1.276 H16 1OC 53 1OC H17 H17 H 0 1 N N N -40.365 -0.960 3.495 5.900 -2.759 1.650 H17 1OC 54 1OC H18 H18 H 0 1 N N N -41.886 -1.722 2.920 5.794 -3.027 -0.107 H18 1OC 55 1OC H19 H19 H 0 1 N N N -39.718 -3.134 4.578 8.368 -2.896 1.528 H19 1OC 56 1OC H20 H20 H 0 1 N N N -41.265 -2.496 5.230 7.623 -4.374 0.875 H20 1OC 57 1OC H21 H21 H 0 1 N N N -42.388 -3.899 3.646 7.930 -3.489 -1.325 H21 1OC 58 1OC H23 H23 H 0 1 N N N -41.323 -5.681 2.487 9.297 -1.255 0.025 H23 1OC 59 1OC H24 H24 H 0 1 N N N -39.747 -5.027 3.051 9.235 -1.527 -1.732 H24 1OC 60 1OC H25 H25 H 0 1 N N N -41.765 -3.621 1.220 6.771 -1.301 -1.687 H25 1OC 61 # 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 1OC O19 C18 DOUB N N 1 1OC C11 N12 SING Y N 2 1OC C11 C10 DOUB Y N 3 1OC N12 C14 SING Y N 4 1OC C21 N22 DOUB Y N 5 1OC C21 C20 SING Y N 6 1OC C18 C20 SING N N 7 1OC C18 N17 SING N N 8 1OC N22 N23 SING Y N 9 1OC C20 C24 DOUB Y N 10 1OC C10 N17 SING N N 11 1OC C10 C9 SING Y N 12 1OC C14 N15 DOUB Y N 13 1OC C14 C9 SING Y N 14 1OC N15 C16 SING Y N 15 1OC C9 C8 DOUB Y N 16 1OC N23 C24 SING Y N 17 1OC N23 C28 SING Y N 18 1OC C24 N25 SING Y N 19 1OC C16 C7 DOUB Y N 20 1OC C8 C7 SING Y N 21 1OC C28 C27 DOUB Y N 22 1OC N25 C26 DOUB Y N 23 1OC C7 C5 SING N N 24 1OC C26 C27 SING Y N 25 1OC C26 N29 SING N N 26 1OC F38 C4 SING N N 27 1OC C5 C4 DOUB Y N 28 1OC C5 C6 SING Y N 29 1OC N29 C30 SING N N 30 1OC F37 C36 SING N N 31 1OC C4 C3 SING Y N 32 1OC C30 C31 SING N N 33 1OC C6 C1 DOUB Y N 34 1OC C36 C31 SING N N 35 1OC C36 C35 SING N N 36 1OC C31 C32 SING N N 37 1OC C3 C2 DOUB Y N 38 1OC C1 C2 SING Y N 39 1OC C35 N34 SING N N 40 1OC C32 C33 SING N N 41 1OC N34 C33 SING N N 42 1OC C1 H1 SING N N 43 1OC C2 H2 SING N N 44 1OC C3 H3 SING N N 45 1OC C6 H4 SING N N 46 1OC C8 H5 SING N N 47 1OC C11 H6 SING N N 48 1OC N12 H7 SING N N 49 1OC C16 H8 SING N N 50 1OC N17 H9 SING N N 51 1OC C21 H10 SING N N 52 1OC C27 H11 SING N N 53 1OC C28 H12 SING N N 54 1OC N29 H13 SING N N 55 1OC C30 H14 SING N N 56 1OC C30 H15 SING N N 57 1OC C31 H16 SING N N 58 1OC C32 H17 SING N N 59 1OC C32 H18 SING N N 60 1OC C33 H19 SING N N 61 1OC C33 H20 SING N N 62 1OC N34 H21 SING N N 63 1OC C35 H23 SING N N 64 1OC C35 H24 SING N N 65 1OC C36 H25 SING N N 66 # 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 1OC SMILES ACDLabs 12.01 "Fc1ccccc1c2cc3c(nc2)ncc3NC(=O)c4c5nc(ccn5nc4)NCC6CCNCC6F" 1OC InChI InChI 1.03 "InChI=1S/C26H24F2N8O/c27-20-4-2-1-3-17(20)16-9-18-22(14-32-24(18)31-11-16)34-26(37)19-12-33-36-8-6-23(35-25(19)36)30-10-15-5-7-29-13-21(15)28/h1-4,6,8-9,11-12,14-15,21,29H,5,7,10,13H2,(H,30,35)(H,31,32)(H,34,37)/t15-,21+/m1/s1" 1OC InChIKey InChI 1.03 BEXSRDRFSVXXPU-VFNWGFHPSA-N 1OC SMILES_CANONICAL CACTVS 3.370 "F[C@H]1CNCC[C@@H]1CNc2ccn3ncc(C(=O)Nc4c[nH]c5ncc(cc45)c6ccccc6F)c3n2" 1OC SMILES CACTVS 3.370 "F[CH]1CNCC[CH]1CNc2ccn3ncc(C(=O)Nc4c[nH]c5ncc(cc45)c6ccccc6F)c3n2" 1OC SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(c(c1)c2cc3c(c[nH]c3nc2)NC(=O)c4cnn5c4nc(cc5)NC[C@H]6CCNC[C@@H]6F)F" 1OC SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(c(c1)c2cc3c(c[nH]c3nc2)NC(=O)c4cnn5c4nc(cc5)NCC6CCNCC6F)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 1OC "SYSTEMATIC NAME" ACDLabs 12.01 "N-[5-(2-fluorophenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-5-({[(3R,4R)-3-fluoropiperidin-4-yl]methyl}amino)pyrazolo[1,5-a]pyrimidine-3-carboxamide" 1OC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "5-[[(3R,4R)-3-fluoranylpiperidin-4-yl]methylamino]-N-[5-(2-fluorophenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]pyrazolo[1,5-a]pyrimidine-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 1OC "Create component" 2013-04-09 RCSB 1OC "Initial release" 2013-05-15 RCSB #