data_R4S # _chem_comp.id R4S _chem_comp.name "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]cyclopropanecarboxamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H22 F N7 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 387.411 _chem_comp.one_letter_code ? _chem_comp.three_letter_code R4S _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 6VNY _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 R4S N3 N1 N 0 1 Y N N 7.389 -12.182 20.229 5.474 -0.262 -0.523 N3 R4S 1 R4S C4 C1 C 0 1 Y N N 10.281 -10.840 13.988 1.236 -2.838 -0.753 C4 R4S 2 R4S N2 N2 N 0 1 Y N N 10.357 -11.391 15.206 1.917 -1.716 -0.563 N2 R4S 3 R4S C7 C2 C 0 1 Y N N 7.390 -10.795 18.482 4.295 1.568 -0.035 C7 R4S 4 R4S C6 C3 C 0 1 Y N N 8.434 -12.520 19.495 4.214 -0.612 -0.501 C6 R4S 5 R4S C9 C4 C 0 1 N N N 6.073 -9.578 21.366 7.750 1.250 0.841 C9 R4S 6 R4S C13 C5 C 0 1 N N R 6.784 -6.117 15.425 -4.021 -1.894 1.246 C13 R4S 7 R4S C8 C6 C 0 1 N N N 5.623 -10.490 20.247 6.788 1.898 -0.156 C8 R4S 8 R4S N5 N3 N 0 1 N N N 9.453 -11.667 17.276 2.044 0.566 -0.077 N5 R4S 9 R4S C18 C7 C 0 1 N N N 2.718 -4.058 12.716 -5.997 3.731 -1.201 C18 R4S 10 R4S C16 C8 C 0 1 N N N 3.967 -4.680 12.139 -6.173 2.257 -0.832 C16 R4S 11 R4S C1 C9 C 0 1 Y N N 9.504 -10.908 16.120 1.296 -0.584 -0.269 C1 R4S 12 R4S N1 N4 N 0 1 Y N N 8.608 -9.913 15.951 -0.023 -0.523 -0.153 N1 R4S 13 R4S C2 C10 C 0 1 Y N N 8.517 -9.314 14.751 -0.769 -1.609 -0.331 C2 R4S 14 R4S C3 C11 C 0 1 Y N N 9.386 -9.797 13.666 -0.142 -2.818 -0.647 C3 R4S 15 R4S C5 C12 C 0 1 Y N N 8.506 -11.675 18.330 3.446 0.522 -0.196 C5 R4S 16 R4S N4 N5 N 0 1 Y N N 6.776 -11.136 19.627 5.558 1.106 -0.233 N4 R4S 17 R4S O1 O1 O 0 1 N N N 6.699 -8.445 20.826 8.950 2.022 0.916 O1 R4S 18 R4S F1 F1 F 0 1 N N N 9.370 -9.307 12.402 -0.866 -3.943 -0.835 F1 R4S 19 R4S N6 N6 N 0 1 N N N 7.621 -8.240 14.643 -2.148 -1.542 -0.209 N6 R4S 20 R4S C10 C13 C 0 1 N N N 7.119 -7.542 15.826 -2.633 -2.450 0.863 C10 R4S 21 R4S C11 C14 C 0 1 N N N 7.627 -7.308 13.442 -2.578 -0.180 0.240 C11 R4S 22 R4S C12 C15 C 0 1 N N S 7.044 -6.010 13.929 -3.986 -0.408 0.833 C12 R4S 23 R4S C14 C16 C 0 1 N N N 7.923 -5.252 14.917 -4.094 -0.828 2.342 C14 R4S 24 R4S N7 N7 N 0 1 N N N 6.105 -5.328 13.041 -5.113 0.266 0.183 N7 R4S 25 R4S C15 C17 C 0 1 N N N 4.784 -5.579 13.046 -5.013 1.564 -0.164 C15 R4S 26 R4S O2 O2 O 0 1 N N N 4.263 -6.469 13.726 -3.990 2.175 0.062 O2 R4S 27 R4S C17 C18 C 0 1 N N N 2.593 -5.158 11.735 -6.906 3.338 -0.034 C17 R4S 28 R4S H1 H1 H 0 1 N N N 10.936 -11.212 13.214 1.752 -3.756 -0.993 H1 R4S 29 R4S H2 H2 H 0 1 N N N 7.096 -10.006 17.805 4.018 2.584 0.207 H2 R4S 30 R4S H3 H3 H 0 1 N N N 9.130 -13.311 19.732 3.829 -1.604 -0.687 H3 R4S 31 R4S H4 H4 H 0 1 N N N 5.200 -9.267 21.958 7.282 1.210 1.825 H4 R4S 32 R4S H5 H5 H 0 1 N N N 6.782 -10.115 22.013 7.989 0.239 0.512 H5 R4S 33 R4S H6 H6 H 0 1 N N N 5.891 -5.635 15.850 -4.889 -2.523 1.050 H6 R4S 34 R4S H7 H7 H 0 1 N N N 5.087 -9.899 19.490 6.549 2.909 0.173 H7 R4S 35 R4S H8 H8 H 0 1 N N N 4.951 -11.260 20.654 7.256 1.937 -1.140 H8 R4S 36 R4S H9 H9 H 0 1 N N N 10.207 -12.315 17.385 1.601 1.402 0.139 H9 R4S 37 R4S H10 H10 H 0 1 N N N 2.433 -3.034 12.431 -5.043 4.201 -0.960 H10 R4S 38 R4S H11 H11 H 0 1 N N N 2.456 -4.231 13.770 -6.476 4.082 -2.115 H11 R4S 39 R4S H12 H12 H 0 1 N N N 4.523 -4.084 11.400 -6.766 1.637 -1.504 H12 R4S 40 R4S H13 H13 H 0 1 N N N 6.981 -7.873 21.530 9.608 1.669 1.531 H13 R4S 41 R4S H14 H14 H 0 1 N N N 6.216 -8.046 16.201 -1.961 -2.418 1.721 H14 R4S 42 R4S H15 H15 H 0 1 N N N 7.889 -7.537 16.611 -2.722 -3.469 0.486 H15 R4S 43 R4S H16 H16 H 0 1 N N N 7.011 -7.724 12.631 -1.900 0.195 1.006 H16 R4S 44 R4S H17 H17 H 0 1 N N N 8.655 -7.155 13.081 -2.627 0.514 -0.599 H17 R4S 45 R4S H18 H18 H 0 1 N N N 8.965 -5.565 15.078 -5.053 -0.677 2.838 H18 R4S 46 R4S H19 H19 H 0 1 N N N 7.854 -4.156 14.986 -3.214 -0.684 2.968 H19 R4S 47 R4S H20 H20 H 0 1 N N N 6.460 -4.645 12.402 -5.931 -0.223 0.002 H20 R4S 48 R4S H21 H21 H 0 1 N N N 2.216 -4.950 10.723 -6.549 3.548 0.974 H21 R4S 49 R4S H22 H22 H 0 1 N N N 2.238 -6.147 12.062 -7.982 3.430 -0.181 H22 R4S 50 # # 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 R4S C17 C16 SING N N 1 R4S C17 C18 SING N N 2 R4S C16 C18 SING N N 3 R4S C16 C15 SING N N 4 R4S F1 C3 SING N N 5 R4S N7 C15 SING N N 6 R4S N7 C12 SING N N 7 R4S C15 O2 DOUB N N 8 R4S C11 C12 SING N N 9 R4S C11 N6 SING N N 10 R4S C3 C4 DOUB Y N 11 R4S C3 C2 SING Y N 12 R4S C12 C14 SING N N 13 R4S C12 C13 SING N N 14 R4S C4 N2 SING Y N 15 R4S N6 C2 SING N N 16 R4S N6 C10 SING N N 17 R4S C2 N1 DOUB Y N 18 R4S C14 C13 SING N N 19 R4S N2 C1 DOUB Y N 20 R4S C13 C10 SING N N 21 R4S N1 C1 SING Y N 22 R4S C1 N5 SING N N 23 R4S N5 C5 SING N N 24 R4S C5 C7 DOUB Y N 25 R4S C5 C6 SING Y N 26 R4S C7 N4 SING Y N 27 R4S C6 N3 DOUB Y N 28 R4S N4 N3 SING Y N 29 R4S N4 C8 SING N N 30 R4S C8 C9 SING N N 31 R4S O1 C9 SING N N 32 R4S C4 H1 SING N N 33 R4S C7 H2 SING N N 34 R4S C6 H3 SING N N 35 R4S C9 H4 SING N N 36 R4S C9 H5 SING N N 37 R4S C13 H6 SING N N 38 R4S C8 H7 SING N N 39 R4S C8 H8 SING N N 40 R4S N5 H9 SING N N 41 R4S C18 H10 SING N N 42 R4S C18 H11 SING N N 43 R4S C16 H12 SING N N 44 R4S O1 H13 SING N N 45 R4S C10 H14 SING N N 46 R4S C10 H15 SING N N 47 R4S C11 H16 SING N N 48 R4S C11 H17 SING N N 49 R4S C14 H18 SING N N 50 R4S C14 H19 SING N N 51 R4S N7 H20 SING N N 52 R4S C17 H21 SING N N 53 R4S C17 H22 SING N N 54 # # 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 R4S SMILES ACDLabs 12.01 "n1cc(cn1CCO)Nc2ncc(c(n2)N3CC4C(C3)(C4)NC(C5CC5)=O)F" R4S InChI InChI 1.03 "InChI=1S/C18H22FN7O2/c19-14-7-20-17(22-13-6-21-26(9-13)3-4-27)23-15(14)25-8-12-5-18(12,10-25)24-16(28)11-1-2-11/h6-7,9,11-12,27H,1-5,8,10H2,(H,24,28)(H,20,22,23)/t12-,18-/m1/s1" R4S InChIKey InChI 1.03 GYRPAYDYHMZXQT-KZULUSFZSA-N R4S SMILES_CANONICAL CACTVS 3.385 "OCCn1cc(Nc2ncc(F)c(n2)N3C[C@H]4C[C@]4(C3)NC(=O)C5CC5)cn1" R4S SMILES CACTVS 3.385 "OCCn1cc(Nc2ncc(F)c(n2)N3C[CH]4C[C]4(C3)NC(=O)C5CC5)cn1" R4S SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1c(cn(n1)CCO)Nc2ncc(c(n2)N3C[C@H]4C[C@]4(C3)NC(=O)C5CC5)F" R4S SMILES "OpenEye OEToolkits" 2.0.7 "c1c(cn(n1)CCO)Nc2ncc(c(n2)N3CC4CC4(C3)NC(=O)C5CC5)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 R4S "SYSTEMATIC NAME" ACDLabs 12.01 "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]cyclopropanecarboxamide" R4S "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "~{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]cyclopropanecarboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site R4S "Create component" 2020-01-30 RCSB R4S "Initial release" 2020-04-08 RCSB ##