data_R5D # _chem_comp.id R5D _chem_comp.name "(1R,2R)-2-cyano-N-[(1S,5R)-3-(5-fluoro-2-{[1-(2-hydroxyethyl)-1H-pyrazol-4-yl]amino}pyrimidin-4-yl)-3-azabicyclo[3.1.0]hexan-1-yl]cyclopropane-1-carboxamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H21 F N8 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2020-01-30 _chem_comp.pdbx_modified_date 2020-04-03 _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 412.421 _chem_comp.one_letter_code ? _chem_comp.three_letter_code R5D _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 6VNS _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 R5D N3 N1 N 0 1 N N N 9.684 -11.640 17.474 -2.451 0.567 -0.023 N3 R5D 1 R5D C4 C1 C 0 1 N N N 5.843 -10.508 20.470 -7.014 2.424 0.088 C4 R5D 2 R5D N2 N2 N 0 1 Y N N 7.561 -12.266 20.331 -5.926 0.177 0.628 N2 R5D 3 R5D C7 C2 C 0 1 Y N N 10.409 -10.803 14.104 -1.982 -2.818 0.986 C7 R5D 4 R5D C6 C3 C 0 1 Y N N 9.599 -10.983 16.257 -1.822 -0.633 0.265 C6 R5D 5 R5D C9 C4 C 0 1 Y N N 8.676 -9.314 14.913 0.119 -1.873 0.354 C9 R5D 6 R5D C13 C5 C 0 1 N N S 7.107 -6.051 14.239 3.391 -1.156 -1.034 C13 R5D 7 R5D C8 C6 C 0 1 Y N N 9.491 -9.776 13.840 -0.618 -2.966 0.820 C8 R5D 8 R5D N5 N3 N 0 1 Y N N 8.686 -9.966 16.127 -0.512 -0.732 0.097 N5 R5D 9 R5D C18 C7 C 0 1 N N R 2.671 -5.186 12.128 6.005 2.842 0.549 C18 R5D 10 R5D C16 C8 C 0 1 N N R 4.041 -4.643 12.533 5.971 1.330 0.314 C16 R5D 11 R5D C19 C9 C 0 1 N N N 2.214 -4.846 10.816 7.284 3.536 0.330 C19 R5D 12 R5D C1 C10 C 0 1 Y N N 8.606 -12.561 19.518 -4.713 -0.312 0.597 C1 R5D 13 R5D C2 C11 C 0 1 Y N N 8.695 -11.587 18.459 -3.842 0.692 0.149 C2 R5D 14 R5D C3 C12 C 0 1 Y N N 7.656 -10.680 18.670 -4.580 1.807 -0.089 C3 R5D 15 R5D N1 N4 N 0 1 Y N N 6.984 -11.150 19.804 -5.875 1.511 0.201 N1 R5D 16 R5D C5 C13 C 0 1 N N N 6.315 -9.481 21.525 -8.087 1.793 -0.802 C5 R5D 17 R5D O1 O1 O 0 1 N N N 6.920 -8.380 20.928 -9.199 2.684 -0.913 O1 R5D 18 R5D N4 N5 N 0 1 Y N N 10.515 -11.415 15.294 -2.547 -1.653 0.701 N4 R5D 19 R5D N6 N6 N 0 1 N N N 7.844 -8.219 14.846 1.491 -1.973 0.177 N6 R5D 20 R5D C10 C14 C 0 1 N N N 7.225 -7.665 16.078 1.824 -3.026 -0.817 C10 R5D 21 R5D C11 C15 C 0 1 N N R 6.830 -6.247 15.721 3.246 -2.668 -1.301 C11 R5D 22 R5D C12 C16 C 0 1 N N N 7.936 -5.305 15.282 3.385 -1.689 -2.468 C12 R5D 23 R5D C14 C17 C 0 1 N N N 7.786 -7.299 13.684 2.045 -0.727 -0.412 C14 R5D 24 R5D N7 N7 N 0 1 N N N 6.240 -5.329 13.369 4.622 -0.584 -0.482 N7 R5D 25 R5D C15 C18 C 0 1 N N N 4.871 -5.558 13.379 4.706 0.742 -0.254 C15 R5D 26 R5D O2 O2 O 0 1 N N N 4.366 -6.451 14.053 3.763 1.462 -0.507 O2 R5D 27 R5D C17 C19 C 0 1 N N N 2.780 -4.092 13.171 5.915 1.884 1.739 C17 R5D 28 R5D N8 N8 N 0 1 N N N 1.855 -4.582 9.750 8.272 4.071 0.161 N8 R5D 29 R5D F1 F1 F 0 1 N N N 9.412 -9.275 12.614 -0.011 -4.139 1.102 F1 R5D 30 R5D H11 H1 H 0 1 N N N 10.502 -12.185 17.658 -1.931 1.323 -0.338 H11 R5D 31 R5D H7 H2 H 0 1 N N N 5.232 -9.992 19.715 -7.429 2.613 1.078 H7 R5D 32 R5D H6 H3 H 0 1 N N N 5.237 -11.280 20.967 -6.684 3.365 -0.353 H6 R5D 33 R5D H12 H4 H 0 1 N N N 11.066 -11.118 13.307 -2.582 -3.643 1.340 H12 R5D 34 R5D H3 H5 H 0 1 N N N 2.425 -6.189 12.508 5.111 3.411 0.293 H3 R5D 35 R5D H2 H6 H 0 1 N N N 4.562 -4.002 11.807 6.897 0.850 -0.003 H2 R5D 36 R5D H4 H7 H 0 1 N N N 9.273 -13.401 19.645 -4.430 -1.318 0.870 H4 R5D 37 R5D H5 H8 H 0 1 N N N 7.421 -9.804 18.084 -4.207 2.756 -0.443 H5 R5D 38 R5D H8 H9 H 0 1 N N N 5.446 -9.140 22.106 -7.672 1.605 -1.793 H8 R5D 39 R5D H9 H10 H 0 1 N N N 7.038 -9.966 22.197 -8.417 0.853 -0.362 H9 R5D 40 R5D H10 H11 H 0 1 N N N 7.199 -7.768 21.599 -9.918 2.348 -1.464 H10 R5D 41 R5D H14 H12 H 0 1 N N N 6.339 -8.252 16.362 1.820 -4.009 -0.345 H14 R5D 42 R5D H13 H13 H 0 1 N N N 7.948 -7.667 16.907 1.120 -3.000 -1.648 H13 R5D 43 R5D H1 H14 H 0 1 N N N 5.910 -5.825 16.151 4.048 -3.370 -1.075 H1 R5D 44 R5D H16 H15 H 0 1 N N N 8.989 -5.578 15.446 2.498 -1.498 -3.072 H16 R5D 45 R5D H15 H16 H 0 1 N N N 7.815 -4.219 15.407 4.331 -1.684 -3.010 H15 R5D 46 R5D H17 H17 H 0 1 N N N 7.193 -7.737 12.867 2.206 0.021 0.365 H17 R5D 47 R5D H18 H18 H 0 1 N N N 8.797 -7.065 13.319 1.376 -0.340 -1.181 H18 R5D 48 R5D H19 H19 H 0 1 N N N 6.622 -4.649 12.743 5.376 -1.160 -0.279 H19 R5D 49 R5D H20 H20 H 0 1 N N N 2.445 -3.072 12.933 6.804 1.768 2.360 H20 R5D 50 R5D H21 H21 H 0 1 N N N 2.556 -4.314 14.225 4.963 1.823 2.266 H21 R5D 51 # # 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 R5D N8 C19 TRIP N N 1 R5D C19 C18 SING N N 2 R5D C18 C16 SING N N 3 R5D C18 C17 SING N N 4 R5D C16 C17 SING N N 5 R5D C16 C15 SING N N 6 R5D F1 C8 SING N N 7 R5D N7 C15 SING N N 8 R5D N7 C13 SING N N 9 R5D C15 O2 DOUB N N 10 R5D C14 C13 SING N N 11 R5D C14 N6 SING N N 12 R5D C8 C7 DOUB Y N 13 R5D C8 C9 SING Y N 14 R5D C7 N4 SING Y N 15 R5D C13 C12 SING N N 16 R5D C13 C11 SING N N 17 R5D N6 C9 SING N N 18 R5D N6 C10 SING N N 19 R5D C9 N5 DOUB Y N 20 R5D C12 C11 SING N N 21 R5D N4 C6 DOUB Y N 22 R5D C11 C10 SING N N 23 R5D N5 C6 SING Y N 24 R5D C6 N3 SING N N 25 R5D N3 C2 SING N N 26 R5D C2 C3 DOUB Y N 27 R5D C2 C1 SING Y N 28 R5D C3 N1 SING Y N 29 R5D C1 N2 DOUB Y N 30 R5D N1 N2 SING Y N 31 R5D N1 C4 SING N N 32 R5D C4 C5 SING N N 33 R5D O1 C5 SING N N 34 R5D N3 H11 SING N N 35 R5D C4 H7 SING N N 36 R5D C4 H6 SING N N 37 R5D C7 H12 SING N N 38 R5D C18 H3 SING N N 39 R5D C16 H2 SING N N 40 R5D C1 H4 SING N N 41 R5D C3 H5 SING N N 42 R5D C5 H8 SING N N 43 R5D C5 H9 SING N N 44 R5D O1 H10 SING N N 45 R5D C10 H14 SING N N 46 R5D C10 H13 SING N N 47 R5D C11 H1 SING N N 48 R5D C12 H16 SING N N 49 R5D C12 H15 SING N N 50 R5D C14 H17 SING N N 51 R5D C14 H18 SING N N 52 R5D N7 H19 SING N N 53 R5D C17 H20 SING N N 54 R5D C17 H21 SING N N 55 # # 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 R5D SMILES ACDLabs 12.01 "N(c1cnn(CCO)c1)c2nc(c(cn2)F)N4CC3C(C3)(C4)NC(C5C(C5)C#N)=O" R5D InChI InChI 1.03 "InChI=1S/C19H21FN8O2/c20-15-7-22-18(24-13-6-23-28(9-13)1-2-29)25-16(15)27-8-12-4-19(12,10-27)26-17(30)14-3-11(14)5-21/h6-7,9,11-12,14,29H,1-4,8,10H2,(H,26,30)(H,22,24,25)/t11-,12+,14+,19+/m0/s1" R5D InChIKey InChI 1.03 OCNRQCROIYCWQL-QULAYQROSA-N R5D SMILES_CANONICAL CACTVS 3.385 "OCCn1cc(Nc2ncc(F)c(n2)N3C[C@H]4C[C@]4(C3)NC(=O)[C@@H]5C[C@H]5C#N)cn1" R5D SMILES CACTVS 3.385 "OCCn1cc(Nc2ncc(F)c(n2)N3C[CH]4C[C]4(C3)NC(=O)[CH]5C[CH]5C#N)cn1" R5D SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1c(cn(n1)CCO)Nc2ncc(c(n2)N3C[C@H]4C[C@]4(C3)NC(=O)[C@@H]5C[C@H]5C#N)F" R5D SMILES "OpenEye OEToolkits" 2.0.7 "c1c(cn(n1)CCO)Nc2ncc(c(n2)N3CC4CC4(C3)NC(=O)C5CC5C#N)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 R5D "SYSTEMATIC NAME" ACDLabs 12.01 "(1R,2R)-2-cyano-N-[(1S,5R)-3-(5-fluoro-2-{[1-(2-hydroxyethyl)-1H-pyrazol-4-yl]amino}pyrimidin-4-yl)-3-azabicyclo[3.1.0]hexan-1-yl]cyclopropane-1-carboxamide" R5D "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(1~{R},2~{R})-2-cyano-~{N}-[(1~{S},5~{R})-3-[5-fluoranyl-2-[[1-(2-hydroxyethyl)pyrazol-4-yl]amino]pyrimidin-4-yl]-3-azabicyclo[3.1.0]hexan-1-yl]cyclopropane-1-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 R5D "Create component" 2020-01-30 RCSB R5D "Initial release" 2020-04-08 RCSB ##