data_8BP # _chem_comp.id 8BP _chem_comp.name "N-[(3R,4R)-4-fluoro-1-{6-[(1-methyl-1H-pyrazol-4-yl)amino]-9-(propan-2-yl)-9H-purin-2-yl}pyrrolidin-3-yl]propanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H26 F N9 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-01-17 _chem_comp.pdbx_modified_date 2017-03-17 _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 415.468 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8BP _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 5UG8 _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 8BP C5 C1 C 0 1 N N N -15.017 16.863 -25.824 1.502 -0.989 0.085 C5 8BP 1 8BP C6 C2 C 0 1 Y N N -13.278 16.004 -27.373 -0.790 -0.574 0.474 C6 8BP 2 8BP C8 C3 C 0 1 Y N N -13.346 13.635 -27.812 -1.542 1.547 -0.060 C8 8BP 3 8BP C10 C4 C 0 1 Y N N -11.686 15.102 -28.731 -3.046 -0.335 0.073 C10 8BP 4 8BP N12 N1 N 0 1 Y N N -10.594 15.014 -29.549 -4.391 -0.556 -0.084 N12 8BP 5 8BP C13 C5 C 0 1 Y N N -10.475 13.679 -29.895 -4.968 0.641 -0.395 C13 8BP 6 8BP C15 C6 C 0 1 N N N -9.754 16.160 -29.943 -5.081 -1.840 0.057 C15 8BP 7 8BP C17 C7 C 0 1 N N N -8.304 15.775 -30.290 -6.129 -1.738 1.167 C17 8BP 8 8BP C20 C8 C 0 1 Y N N -15.945 12.923 -26.137 0.380 4.701 -0.231 C20 8BP 9 8BP C24 C9 C 0 1 N N N -18.008 12.519 -24.781 2.524 5.994 0.030 C24 8BP 10 8BP C28 C10 C 0 1 N N N -14.041 18.158 -21.630 5.984 -1.627 0.553 C28 8BP 11 8BP C1 C11 C 0 1 N N R -15.251 18.258 -25.238 2.293 -2.272 -0.230 C1 8BP 12 8BP C2 C12 C 0 1 N N R -14.604 19.186 -26.247 1.423 -3.427 0.319 C2 8BP 13 8BP C3 C13 C 0 1 N N N -13.384 18.412 -26.734 0.008 -2.799 0.375 C3 8BP 14 8BP N4 N2 N 0 1 N N N -13.859 17.045 -26.690 0.273 -1.401 0.798 N4 8BP 15 8BP N7 N3 N 0 1 Y N N -13.840 14.773 -27.216 -0.556 0.714 0.255 N7 8BP 16 8BP C9 C14 C 0 1 Y N N -12.187 13.801 -28.622 -2.849 1.036 -0.156 C9 8BP 17 8BP N11 N4 N 0 1 Y N N -12.179 16.227 -28.145 -2.002 -1.096 0.388 N11 8BP 18 8BP N14 N5 N 0 1 Y N N -11.416 12.929 -29.356 -4.062 1.573 -0.437 N14 8BP 19 8BP C16 C15 C 0 1 N N N -10.370 16.900 -31.134 -5.770 -2.197 -1.262 C16 8BP 20 8BP N18 N6 N 0 1 N N N -13.980 12.390 -27.610 -1.289 2.888 -0.286 N18 8BP 21 8BP C19 C16 C 0 1 Y N N -15.106 12.099 -26.876 0.002 3.406 -0.076 C19 8BP 22 8BP N21 N7 N 0 1 Y N N -16.907 12.116 -25.621 1.703 4.781 0.069 N21 8BP 23 8BP N22 N8 N 0 1 Y N N -16.767 10.824 -25.959 2.142 3.499 0.423 N22 8BP 24 8BP C23 C17 C 0 1 Y N N -15.668 10.820 -26.725 1.129 2.676 0.331 C23 8BP 25 8BP F25 F1 F 0 1 N N N -15.469 19.365 -27.288 1.449 -4.523 -0.551 F25 8BP 26 8BP N26 N9 N 0 1 N N N -14.550 18.378 -23.955 3.592 -2.248 0.447 N26 8BP 27 8BP C27 C18 C 0 1 N N N -15.018 17.851 -22.759 4.647 -1.652 -0.143 C27 8BP 28 8BP C29 C19 C 0 1 N N N -14.392 17.502 -20.303 7.002 -0.896 -0.324 C29 8BP 29 8BP O30 O1 O 0 1 N N N -16.073 17.221 -22.619 4.522 -1.136 -1.233 O30 8BP 30 8BP H1 H1 H 0 1 N N N -15.891 16.528 -26.402 2.097 -0.332 0.719 H1 8BP 31 8BP H2 H2 H 0 1 N N N -14.802 16.134 -25.029 1.242 -0.476 -0.841 H2 8BP 32 8BP H3 H3 H 0 1 N N N -9.696 13.294 -30.537 -6.022 0.792 -0.580 H3 8BP 33 8BP H4 H4 H 0 1 N N N -9.715 16.865 -29.099 -4.358 -2.615 0.310 H4 8BP 34 8BP H5 H5 H 0 1 N N N -7.852 15.242 -29.440 -6.852 -0.963 0.914 H5 8BP 35 8BP H6 H6 H 0 1 N N N -8.300 15.122 -31.176 -6.642 -2.694 1.272 H6 8BP 36 8BP H7 H7 H 0 1 N N N -7.724 16.685 -30.503 -5.639 -1.484 2.107 H7 8BP 37 8BP H8 H8 H 0 1 N N N -15.851 13.990 -26.000 -0.255 5.517 -0.542 H8 8BP 38 8BP H9 H9 H 0 1 N N N -18.615 11.638 -24.523 2.493 6.484 1.003 H9 8BP 39 8BP H10 H10 H 0 1 N N N -17.618 12.977 -23.860 3.553 5.728 -0.210 H10 8BP 40 8BP H11 H11 H 0 1 N N N -18.631 13.249 -25.318 2.136 6.671 -0.731 H11 8BP 41 8BP H12 H12 H 0 1 N N N -13.043 17.809 -21.934 5.887 -1.108 1.507 H12 8BP 42 8BP H13 H13 H 0 1 N N N -14.019 19.248 -21.480 6.321 -2.648 0.728 H13 8BP 43 8BP H14 H14 H 0 1 N N N -16.326 18.467 -25.139 2.429 -2.378 -1.306 H14 8BP 44 8BP H15 H15 H 0 1 N N N -14.300 20.129 -25.770 1.755 -3.720 1.315 H15 8BP 45 8BP H16 H16 H 0 1 N N N -12.524 18.558 -26.064 -0.461 -2.821 -0.609 H16 8BP 46 8BP H17 H17 H 0 1 N N N -13.106 18.706 -27.757 -0.612 -3.313 1.109 H17 8BP 47 8BP H18 H18 H 0 1 N N N -11.407 17.180 -30.896 -5.023 -2.270 -2.053 H18 8BP 48 8BP H19 H19 H 0 1 N N N -9.785 17.807 -31.344 -6.283 -3.152 -1.158 H19 8BP 49 8BP H20 H20 H 0 1 N N N -10.361 16.245 -32.017 -6.493 -1.421 -1.516 H20 8BP 50 8BP H21 H21 H 0 1 N N N -13.550 11.610 -28.065 -2.002 3.472 -0.590 H21 8BP 51 8BP H22 H22 H 0 1 N N N -15.258 9.929 -27.178 1.154 1.616 0.539 H22 8BP 52 8BP H23 H23 H 0 1 N N N -13.680 18.871 -23.941 3.692 -2.660 1.319 H23 8BP 53 8BP H24 H24 H 0 1 N N N -13.640 17.775 -19.548 7.099 -1.415 -1.278 H24 8BP 54 8BP H25 H25 H 0 1 N N N -15.383 17.848 -19.974 6.664 0.125 -0.499 H25 8BP 55 8BP H26 H26 H 0 1 N N N -14.407 16.409 -20.427 7.969 -0.878 0.179 H26 8BP 56 # 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 8BP C16 C15 SING N N 1 8BP C17 C15 SING N N 2 8BP C15 N12 SING N N 3 8BP C13 N12 SING Y N 4 8BP C13 N14 DOUB Y N 5 8BP N12 C10 SING Y N 6 8BP N14 C9 SING Y N 7 8BP C10 C9 DOUB Y N 8 8BP C10 N11 SING Y N 9 8BP C9 C8 SING Y N 10 8BP N11 C6 DOUB Y N 11 8BP C8 N18 SING N N 12 8BP C8 N7 DOUB Y N 13 8BP N18 C19 SING N N 14 8BP C6 N7 SING Y N 15 8BP C6 N4 SING N N 16 8BP F25 C2 SING N N 17 8BP C19 C23 SING Y N 18 8BP C19 C20 DOUB Y N 19 8BP C3 N4 SING N N 20 8BP C3 C2 SING N N 21 8BP C23 N22 DOUB Y N 22 8BP N4 C5 SING N N 23 8BP C2 C1 SING N N 24 8BP C20 N21 SING Y N 25 8BP N22 N21 SING Y N 26 8BP C5 C1 SING N N 27 8BP N21 C24 SING N N 28 8BP C1 N26 SING N N 29 8BP N26 C27 SING N N 30 8BP C27 O30 DOUB N N 31 8BP C27 C28 SING N N 32 8BP C28 C29 SING N N 33 8BP C5 H1 SING N N 34 8BP C5 H2 SING N N 35 8BP C13 H3 SING N N 36 8BP C15 H4 SING N N 37 8BP C17 H5 SING N N 38 8BP C17 H6 SING N N 39 8BP C17 H7 SING N N 40 8BP C20 H8 SING N N 41 8BP C24 H9 SING N N 42 8BP C24 H10 SING N N 43 8BP C24 H11 SING N N 44 8BP C28 H12 SING N N 45 8BP C28 H13 SING N N 46 8BP C1 H14 SING N N 47 8BP C2 H15 SING N N 48 8BP C3 H16 SING N N 49 8BP C3 H17 SING N N 50 8BP C16 H18 SING N N 51 8BP C16 H19 SING N N 52 8BP C16 H20 SING N N 53 8BP N18 H21 SING N N 54 8BP C23 H22 SING N N 55 8BP N26 H23 SING N N 56 8BP C29 H24 SING N N 57 8BP C29 H25 SING N N 58 8BP C29 H26 SING N N 59 # 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 8BP SMILES ACDLabs 12.01 "C1C(NC(CC)=O)C(CN1c3nc(Nc2cn(C)nc2)c4c(n3)n(cn4)C(C)C)F" 8BP InChI InChI 1.03 "InChI=1S/C19H26FN9O/c1-5-15(30)24-14-9-28(8-13(14)20)19-25-17(23-12-6-22-27(4)7-12)16-18(26-19)29(10-21-16)11(2)3/h6-7,10-11,13-14H,5,8-9H2,1-4H3,(H,24,30)(H,23,25,26)/t13-,14-/m1/s1" 8BP InChIKey InChI 1.03 CGULPICMFDDQRH-ZIAGYGMSSA-N 8BP SMILES_CANONICAL CACTVS 3.385 "CCC(=O)N[C@@H]1CN(C[C@H]1F)c2nc(Nc3cnn(C)c3)c4ncn(C(C)C)c4n2" 8BP SMILES CACTVS 3.385 "CCC(=O)N[CH]1CN(C[CH]1F)c2nc(Nc3cnn(C)c3)c4ncn(C(C)C)c4n2" 8BP SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCC(=O)N[C@@H]1CN(C[C@H]1F)c2nc(c3c(n2)n(cn3)C(C)C)Nc4cnn(c4)C" 8BP SMILES "OpenEye OEToolkits" 2.0.6 "CCC(=O)NC1CN(CC1F)c2nc(c3c(n2)n(cn3)C(C)C)Nc4cnn(c4)C" # 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 8BP "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(3R,4R)-4-fluoro-1-{6-[(1-methyl-1H-pyrazol-4-yl)amino]-9-(propan-2-yl)-9H-purin-2-yl}pyrrolidin-3-yl]propanamide" 8BP "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-[(3~{R},4~{R})-4-fluoranyl-1-[6-[(1-methylpyrazol-4-yl)amino]-9-propan-2-yl-purin-2-yl]pyrrolidin-3-yl]propanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8BP "Create component" 2017-01-17 RCSB 8BP "Initial release" 2017-03-22 RCSB #