data_8BS # _chem_comp.id 8BS _chem_comp.name "N-[(3R,4R)-4-fluoro-1-{6-[(3-methoxy-1-methyl-1H-pyrazol-4-yl)amino]-9-methyl-9H-purin-2-yl}pyrrolidin-3-yl]propanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H24 F N9 O2" _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 417.441 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8BS _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 5UGC _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 8BS C5 C1 C 0 1 N N N -15.062 16.603 -25.611 -1.745 0.601 0.041 C5 8BS 1 8BS C6 C2 C 0 1 Y N N -13.296 15.747 -27.149 0.360 1.577 0.474 C6 8BS 2 8BS C8 C3 C 0 1 Y N N -13.324 13.379 -27.589 2.216 0.281 -0.003 C8 8BS 3 8BS C10 C4 C 0 1 Y N N -11.680 14.860 -28.499 2.338 2.690 0.075 C10 8BS 4 8BS N12 N1 N 0 1 Y N N -10.594 14.763 -29.313 3.304 3.650 -0.091 N12 8BS 5 8BS C13 C5 C 0 1 Y N N -10.456 13.444 -29.656 4.475 3.007 -0.371 C13 8BS 6 8BS C15 C6 C 0 1 N N N -9.748 15.852 -29.737 3.114 5.099 0.013 C15 8BS 7 8BS C17 C7 C 0 1 Y N N -15.119 11.841 -26.797 2.044 -2.130 0.036 C17 8BS 8 8BS C21 C8 C 0 1 Y N N -15.882 10.691 -27.050 2.513 -3.451 -0.078 C21 8BS 9 8BS C24 C9 C 0 1 N N N -18.014 12.075 -24.662 -0.924 -4.010 0.883 C24 8BS 10 8BS C28 C10 C 0 1 N N N -14.080 18.086 -21.441 -5.782 -1.467 0.422 C28 8BS 11 8BS C1 C11 C 0 1 N N R -15.317 18.008 -25.049 -3.126 1.197 -0.288 C1 8BS 12 8BS C2 C12 C 0 1 N N R -14.697 18.916 -26.095 -3.090 2.635 0.279 C2 8BS 13 8BS C3 C13 C 0 1 N N N -13.444 18.159 -26.526 -1.573 2.937 0.362 C3 8BS 14 8BS N4 N2 N 0 1 N N N -13.899 16.786 -26.474 -0.990 1.636 0.779 N4 8BS 15 8BS N7 N3 N 0 1 Y N N -13.847 14.509 -26.997 0.924 0.390 0.291 N7 8BS 16 8BS C9 C14 C 0 1 Y N N -12.166 13.556 -28.389 2.980 1.456 -0.117 C9 8BS 17 8BS N11 N4 N 0 1 Y N N -12.191 15.981 -27.915 1.042 2.706 0.371 N11 8BS 18 8BS N14 N5 N 0 1 Y N N -11.390 12.686 -29.117 4.283 1.721 -0.385 N14 8BS 19 8BS N16 N6 N 0 1 N N N -13.945 12.125 -27.431 2.795 -0.960 -0.192 N16 8BS 20 8BS C18 C15 C 0 1 Y N N -15.844 12.531 -25.837 0.738 -2.183 0.399 C18 8BS 21 8BS N19 N7 N 0 1 Y N N -16.949 11.773 -25.590 0.395 -3.494 0.510 N19 8BS 22 8BS N20 N8 N 0 1 Y N N -17.004 10.640 -26.316 1.525 -4.264 0.206 N20 8BS 23 8BS O22 O1 O 0 1 N N N -15.524 9.732 -27.955 3.775 -3.822 -0.425 O22 8BS 24 8BS C23 C16 C 0 1 N N N -16.420 8.631 -28.109 4.047 -5.224 -0.483 C23 8BS 25 8BS F25 F1 F 0 1 N N N -15.566 19.015 -27.149 -3.729 3.526 -0.590 F25 8BS 26 8BS N26 N9 N 0 1 N N N -14.605 18.189 -23.774 -4.184 0.421 0.363 N26 8BS 27 8BS C27 C17 C 0 1 N N N -15.061 17.721 -22.551 -4.694 -0.667 -0.248 C27 8BS 28 8BS C29 C18 C 0 1 N N N -14.355 17.389 -20.116 -6.179 -2.640 -0.477 C29 8BS 29 8BS O30 O2 O 0 1 N N N -16.110 17.099 -22.372 -4.277 -1.003 -1.336 O30 8BS 30 8BS H1 H1 H 0 1 N N N -15.928 16.248 -26.189 -1.863 -0.287 0.662 H1 8BS 31 8BS H2 H2 H 0 1 N N N -14.843 15.890 -24.802 -1.224 0.342 -0.881 H2 8BS 32 8BS H3 H3 H 0 1 N N N -9.671 13.068 -30.295 5.421 3.495 -0.553 H3 8BS 33 8BS H4 H4 H 0 1 N N N -10.112 16.792 -29.297 3.282 5.415 1.042 H4 8BS 34 8BS H5 H5 H 0 1 N N N -8.716 15.666 -29.403 3.821 5.606 -0.643 H5 8BS 35 8BS H6 H6 H 0 1 N N N -9.770 15.928 -30.834 2.096 5.353 -0.283 H6 8BS 36 8BS H7 H7 H 0 1 N N N -18.765 11.272 -24.692 -1.527 -4.150 -0.014 H7 8BS 37 8BS H8 H8 H 0 1 N N N -17.602 12.154 -23.645 -0.809 -4.965 1.396 H8 8BS 38 8BS H9 H9 H 0 1 N N N -18.485 13.029 -24.942 -1.419 -3.300 1.546 H9 8BS 39 8BS H10 H10 H 0 1 N N N -13.067 17.813 -21.771 -5.418 -1.847 1.376 H10 8BS 40 8BS H11 H11 H 0 1 N N N -14.132 19.173 -21.277 -6.649 -0.829 0.591 H11 8BS 41 8BS H12 H12 H 0 1 N N N -16.395 18.200 -24.946 -3.282 1.219 -1.367 H12 8BS 42 8BS H13 H13 H 0 1 N N N -14.432 19.891 -25.659 -3.545 2.671 1.269 H13 8BS 43 8BS H14 H14 H 0 1 N N N -12.611 18.332 -25.829 -1.187 3.237 -0.612 H14 8BS 44 8BS H15 H15 H 0 1 N N N -13.135 18.441 -27.543 -1.374 3.705 1.109 H15 8BS 45 8BS H16 H16 H 0 1 N N N -13.466 11.345 -27.834 3.718 -1.025 -0.482 H16 8BS 46 8BS H17 H17 H 0 1 N N N -15.586 13.475 -25.379 0.089 -1.337 0.569 H17 8BS 47 8BS H18 H18 H 0 1 N N N -16.020 7.935 -28.861 5.087 -5.381 -0.771 H18 8BS 48 8BS H19 H19 H 0 1 N N N -16.528 8.109 -27.147 3.869 -5.669 0.496 H19 8BS 49 8BS H20 H20 H 0 1 N N N -17.402 9.001 -28.438 3.392 -5.690 -1.219 H20 8BS 50 8BS H21 H21 H 0 1 N N N -13.735 18.682 -23.791 -4.517 0.689 1.233 H21 8BS 51 8BS H22 H22 H 0 1 N N N -13.608 17.704 -19.373 -6.543 -2.260 -1.431 H22 8BS 52 8BS H23 H23 H 0 1 N N N -15.361 17.659 -19.762 -5.312 -3.278 -0.646 H23 8BS 53 8BS H24 H24 H 0 1 N N N -14.296 16.300 -20.256 -6.966 -3.218 0.008 H24 8BS 54 # 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 8BS C15 N12 SING N N 1 8BS C13 N12 SING Y N 2 8BS C13 N14 DOUB Y N 3 8BS N12 C10 SING Y N 4 8BS N14 C9 SING Y N 5 8BS C10 C9 DOUB Y N 6 8BS C10 N11 SING Y N 7 8BS C9 C8 SING Y N 8 8BS C23 O22 SING N N 9 8BS O22 C21 SING N N 10 8BS N11 C6 DOUB Y N 11 8BS C8 N16 SING N N 12 8BS C8 N7 DOUB Y N 13 8BS N16 C17 SING N N 14 8BS C6 N7 SING Y N 15 8BS C6 N4 SING N N 16 8BS F25 C2 SING N N 17 8BS C21 C17 SING Y N 18 8BS C21 N20 DOUB Y N 19 8BS C17 C18 DOUB Y N 20 8BS C3 N4 SING N N 21 8BS C3 C2 SING N N 22 8BS N4 C5 SING N N 23 8BS N20 N19 SING Y N 24 8BS C2 C1 SING N N 25 8BS C18 N19 SING Y N 26 8BS C5 C1 SING N N 27 8BS N19 C24 SING N N 28 8BS C1 N26 SING N N 29 8BS N26 C27 SING N N 30 8BS C27 O30 DOUB N N 31 8BS C27 C28 SING N N 32 8BS C28 C29 SING N N 33 8BS C5 H1 SING N N 34 8BS C5 H2 SING N N 35 8BS C13 H3 SING N N 36 8BS C15 H4 SING N N 37 8BS C15 H5 SING N N 38 8BS C15 H6 SING N N 39 8BS C24 H7 SING N N 40 8BS C24 H8 SING N N 41 8BS C24 H9 SING N N 42 8BS C28 H10 SING N N 43 8BS C28 H11 SING N N 44 8BS C1 H12 SING N N 45 8BS C2 H13 SING N N 46 8BS C3 H14 SING N N 47 8BS C3 H15 SING N N 48 8BS N16 H16 SING N N 49 8BS C18 H17 SING N N 50 8BS C23 H18 SING N N 51 8BS C23 H19 SING N N 52 8BS C23 H20 SING N N 53 8BS N26 H21 SING N N 54 8BS C29 H22 SING N N 55 8BS C29 H23 SING N N 56 8BS C29 H24 SING N N 57 # 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 8BS SMILES ACDLabs 12.01 "C1C(NC(CC)=O)C(CN1c3nc(Nc2cn(C)nc2OC)c4c(n3)n(cn4)C)F" 8BS InChI InChI 1.03 "InChI=1S/C18H24FN9O2/c1-5-13(29)21-11-8-28(6-10(11)19)18-23-15(14-16(24-18)26(2)9-20-14)22-12-7-27(3)25-17(12)30-4/h7,9-11H,5-6,8H2,1-4H3,(H,21,29)(H,22,23,24)/t10-,11-/m1/s1" 8BS InChIKey InChI 1.03 XWNKXCUQRQRAFF-GHMZBOCLSA-N 8BS SMILES_CANONICAL CACTVS 3.385 "CCC(=O)N[C@@H]1CN(C[C@H]1F)c2nc(Nc3cn(C)nc3OC)c4ncn(C)c4n2" 8BS SMILES CACTVS 3.385 "CCC(=O)N[CH]1CN(C[CH]1F)c2nc(Nc3cn(C)nc3OC)c4ncn(C)c4n2" 8BS SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCC(=O)N[C@@H]1CN(C[C@H]1F)c2nc(c3c(n2)n(cn3)C)Nc4cn(nc4OC)C" 8BS SMILES "OpenEye OEToolkits" 2.0.6 "CCC(=O)NC1CN(CC1F)c2nc(c3c(n2)n(cn3)C)Nc4cn(nc4OC)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 8BS "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(3R,4R)-4-fluoro-1-{6-[(3-methoxy-1-methyl-1H-pyrazol-4-yl)amino]-9-methyl-9H-purin-2-yl}pyrrolidin-3-yl]propanamide" 8BS "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-[(3~{R},4~{R})-4-fluoranyl-1-[6-[(3-methoxy-1-methyl-pyrazol-4-yl)amino]-9-methyl-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 8BS "Create component" 2017-01-17 RCSB 8BS "Initial release" 2017-03-22 RCSB #