data_60O # _chem_comp.id 60O _chem_comp.name "7-[3-(azetidin-1-ylmethyl)cyclobutyl]-5-[3-[[(2~{R})-oxan-2-yl]methoxy]phenyl]pyrrolo[2,3-d]pyrimidin-4-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H33 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-01-12 _chem_comp.pdbx_modified_date 2016-04-08 _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 447.573 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 60O _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 5HHW _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 60O C1 C1 C 0 1 N N N -13.027 -23.771 14.012 4.924 0.437 0.735 C1 60O 1 60O C3 C2 C 0 1 Y N N -10.895 -22.717 14.652 2.764 -0.557 0.722 C3 60O 2 60O O2 O1 O 0 1 N N N -11.642 -23.872 14.409 3.585 0.413 0.239 O2 60O 3 60O C12 C3 C 0 1 Y N N -6.606 -21.218 16.916 -1.479 -2.922 -0.167 C12 60O 4 60O C13 C4 C 0 1 Y N N -6.114 -21.561 18.178 -2.786 -2.521 -0.491 C13 60O 5 60O C15 C5 C 0 1 Y N N -4.116 -20.423 17.686 -3.253 -4.684 -1.126 C15 60O 6 60O C17 C6 C 0 1 Y N N -5.800 -20.504 16.001 -1.118 -4.263 -0.359 C17 60O 7 60O C19 C7 C 0 1 N N N -6.827 -22.738 20.239 -4.087 -0.373 -0.419 C19 60O 8 60O C20 C8 C 0 1 N N N -7.519 -24.039 20.709 -3.890 0.791 -1.404 C20 60O 9 60O C21 C9 C 0 1 N N N -7.738 -23.347 22.079 -4.750 1.639 -0.451 C21 60O 10 60O C22 C10 C 0 1 N N N -7.573 -21.979 21.351 -4.301 0.689 0.672 C22 60O 11 60O C23 C11 C 0 1 N N N -9.133 -23.603 22.716 -4.244 3.073 -0.281 C23 60O 12 60O C25 C12 C 0 1 N N N -10.581 -23.190 24.723 -6.214 4.496 -0.293 C25 60O 13 60O C26 C13 C 0 1 N N N -10.918 -21.690 24.896 -6.021 5.719 0.622 C26 60O 14 60O C27 C14 C 0 1 N N N -9.686 -21.421 24.000 -4.628 5.143 0.932 C27 60O 15 60O C28 C15 C 0 1 N N R -13.305 -24.673 12.790 5.690 1.589 0.082 C28 60O 16 60O C30 C16 C 0 1 N N N -13.541 -27.024 12.217 6.491 2.379 -2.036 C30 60O 17 60O C4 C17 C 0 1 Y N N -11.181 -21.450 14.065 3.240 -1.464 1.660 C4 60O 18 60O C5 C18 C 0 1 Y N N -10.404 -20.321 14.427 2.408 -2.450 2.158 C5 60O 19 60O C6 C19 C 0 1 Y N N -9.348 -20.487 15.345 1.100 -2.537 1.726 C6 60O 20 60O C7 C20 C 0 1 Y N N -9.057 -21.746 15.895 0.614 -1.630 0.786 C7 60O 21 60O C8 C21 C 0 1 Y N N -9.843 -22.861 15.574 1.453 -0.637 0.284 C8 60O 22 60O C9 C22 C 0 1 Y N N -7.962 -21.860 16.930 -0.791 -1.720 0.321 C9 60O 23 60O C10 C23 C 0 1 Y N N -8.143 -22.410 18.153 -1.693 -0.710 0.263 C10 60O 24 60O N11 N1 N 0 1 Y N N -7.051 -22.266 18.863 -2.882 -1.183 -0.220 N11 60O 25 60O N14 N2 N 0 1 Y N N -4.866 -21.175 18.537 -3.633 -3.435 -0.965 N14 60O 26 60O N16 N3 N 0 1 Y N N -4.580 -20.095 16.438 -2.034 -5.102 -0.836 N16 60O 27 60O N18 N4 N 0 1 N N N -6.188 -20.199 14.733 0.160 -4.703 -0.062 N18 60O 28 60O N24 N5 N 0 1 N N N -9.319 -22.870 23.994 -5.192 3.831 0.546 N24 60O 29 60O O29 O2 O 0 1 N N N -13.131 -26.041 13.211 5.811 1.346 -1.321 O29 60O 30 60O C31 C24 C 0 1 N N N -12.699 -26.855 10.912 7.919 2.513 -1.500 C31 60O 31 60O C32 C25 C 0 1 N N N -12.707 -25.367 10.441 7.867 2.807 0.002 C32 60O 32 60O C33 C26 C 0 1 N N N -12.371 -24.367 11.586 7.086 1.691 0.703 C33 60O 33 60O H1 H1 H 0 1 N N N -13.254 -22.727 13.751 4.909 0.577 1.816 H1 60O 34 60O H2 H2 H 0 1 N N N -13.668 -24.087 14.849 5.416 -0.507 0.499 H2 60O 35 60O H3 H3 H 0 1 N N N -3.141 -20.079 17.998 -3.966 -5.396 -1.512 H3 60O 36 60O H4 H4 H 0 1 N N N -5.752 -22.782 20.470 -4.973 -0.974 -0.624 H4 60O 37 60O H5 H5 H 0 1 N N N -8.444 -24.288 20.168 -2.857 1.131 -1.478 H5 60O 38 60O H6 H6 H 0 1 N N N -6.863 -24.922 20.740 -4.352 0.623 -2.377 H6 60O 39 60O H7 H7 H 0 1 N N N -6.916 -23.545 22.783 -5.818 1.589 -0.666 H7 60O 40 60O H8 H8 H 0 1 N N N -6.962 -21.242 21.893 -5.095 0.439 1.375 H8 60O 41 60O H9 H9 H 0 1 N N N -8.517 -21.511 21.034 -3.381 1.001 1.165 H9 60O 42 60O H10 H10 H 0 1 N N N -9.909 -23.278 22.007 -3.269 3.058 0.205 H10 60O 43 60O H11 H11 H 0 1 N N N -9.240 -24.681 22.909 -4.156 3.546 -1.259 H11 60O 44 60O H12 H12 H 0 1 N N N -11.315 -23.741 24.116 -7.204 4.044 -0.219 H12 60O 45 60O H13 H13 H 0 1 N N N -10.420 -23.719 25.674 -5.898 4.663 -1.322 H13 60O 46 60O H14 H14 H 0 1 N N N -10.835 -21.311 25.925 -5.995 6.667 0.086 H14 60O 47 60O H15 H15 H 0 1 N N N -11.882 -21.378 24.467 -6.692 5.735 1.481 H15 60O 48 60O H16 H16 H 0 1 N N N -8.930 -20.775 24.470 -3.846 5.499 0.261 H16 60O 49 60O H17 H17 H 0 1 N N N -9.940 -21.025 23.006 -4.349 5.211 1.984 H17 60O 50 60O H18 H18 H 0 1 N N N -14.345 -24.512 12.469 5.151 2.522 0.244 H18 60O 51 60O H19 H19 H 0 1 N N N -14.606 -26.882 11.983 6.523 2.128 -3.096 H19 60O 52 60O H20 H20 H 0 1 N N N -13.386 -28.035 12.621 5.963 3.323 -1.901 H20 60O 53 60O H21 H21 H 0 1 N N N -11.984 -21.351 13.350 4.263 -1.400 2.000 H21 60O 54 60O H22 H22 H 0 1 N N N -10.618 -19.350 14.006 2.783 -3.154 2.886 H22 60O 55 60O H23 H23 H 0 1 N N N -8.753 -19.632 15.630 0.452 -3.308 2.117 H23 60O 56 60O H24 H24 H 0 1 N N N -9.643 -23.820 16.029 1.081 0.071 -0.442 H24 60O 57 60O H25 H25 H 0 1 N N N -9.048 -22.893 18.492 -1.502 0.312 0.553 H25 60O 58 60O H26 H26 H 0 1 N N N -5.464 -19.681 14.278 0.397 -5.633 -0.200 H26 60O 59 60O H27 H27 H 0 1 N N N -6.363 -21.043 14.226 0.818 -4.081 0.285 H27 60O 60 60O H29 H29 H 0 1 N N N -13.128 -27.487 10.121 8.461 1.583 -1.671 H29 60O 61 60O H30 H30 H 0 1 N N N -11.662 -27.166 11.108 8.426 3.330 -2.014 H30 60O 62 60O H31 H31 H 0 1 N N N -11.961 -25.248 9.641 8.881 2.848 0.401 H31 60O 63 60O H32 H32 H 0 1 N N N -13.707 -25.128 10.049 7.369 3.762 0.170 H32 60O 64 60O H33 H33 H 0 1 N N N -11.321 -24.488 11.890 6.997 1.920 1.765 H33 60O 65 60O H34 H34 H 0 1 N N N -12.536 -23.336 11.240 7.611 0.744 0.576 H34 60O 66 # 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 60O C32 C31 SING N N 1 60O C32 C33 SING N N 2 60O C31 C30 SING N N 3 60O C33 C28 SING N N 4 60O C30 O29 SING N N 5 60O C28 O29 SING N N 6 60O C28 C1 SING N N 7 60O C1 O2 SING N N 8 60O C4 C5 DOUB Y N 9 60O C4 C3 SING Y N 10 60O O2 C3 SING N N 11 60O C5 C6 SING Y N 12 60O C3 C8 DOUB Y N 13 60O N18 C17 SING N N 14 60O C6 C7 DOUB Y N 15 60O C8 C7 SING Y N 16 60O C7 C9 SING N N 17 60O C17 N16 DOUB Y N 18 60O C17 C12 SING Y N 19 60O N16 C15 SING Y N 20 60O C12 C9 SING Y N 21 60O C12 C13 DOUB Y N 22 60O C9 C10 DOUB Y N 23 60O C15 N14 DOUB Y N 24 60O C10 N11 SING Y N 25 60O C13 N14 SING Y N 26 60O C13 N11 SING Y N 27 60O N11 C19 SING N N 28 60O C19 C20 SING N N 29 60O C19 C22 SING N N 30 60O C20 C21 SING N N 31 60O C22 C21 SING N N 32 60O C21 C23 SING N N 33 60O C23 N24 SING N N 34 60O N24 C27 SING N N 35 60O N24 C25 SING N N 36 60O C27 C26 SING N N 37 60O C25 C26 SING N N 38 60O C1 H1 SING N N 39 60O C1 H2 SING N N 40 60O C15 H3 SING N N 41 60O C19 H4 SING N N 42 60O C20 H5 SING N N 43 60O C20 H6 SING N N 44 60O C21 H7 SING N N 45 60O C22 H8 SING N N 46 60O C22 H9 SING N N 47 60O C23 H10 SING N N 48 60O C23 H11 SING N N 49 60O C25 H12 SING N N 50 60O C25 H13 SING N N 51 60O C26 H14 SING N N 52 60O C26 H15 SING N N 53 60O C27 H16 SING N N 54 60O C27 H17 SING N N 55 60O C28 H18 SING N N 56 60O C30 H19 SING N N 57 60O C30 H20 SING N N 58 60O C4 H21 SING N N 59 60O C5 H22 SING N N 60 60O C6 H23 SING N N 61 60O C8 H24 SING N N 62 60O C10 H25 SING N N 63 60O N18 H26 SING N N 64 60O N18 H27 SING N N 65 60O C31 H29 SING N N 66 60O C31 H30 SING N N 67 60O C32 H31 SING N N 68 60O C32 H32 SING N N 69 60O C33 H33 SING N N 70 60O C33 H34 SING N N 71 # 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 60O InChI InChI 1.03 "InChI=1S/C26H33N5O2/c27-25-24-23(19-5-3-7-21(13-19)33-16-22-6-1-2-10-32-22)15-31(26(24)29-17-28-25)20-11-18(12-20)14-30-8-4-9-30/h3,5,7,13,15,17-18,20,22H,1-2,4,6,8-12,14,16H2,(H2,27,28,29)/t18-,20+,22-/m1/s1" 60O InChIKey InChI 1.03 UTHVKVUADCCITP-KAGYGMCKSA-N 60O SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n(cc(c3cccc(OC[C@H]4CCCCO4)c3)c12)[C@@H]5C[C@@H](C5)CN6CCC6" 60O SMILES CACTVS 3.385 "Nc1ncnc2n(cc(c3cccc(OC[CH]4CCCCO4)c3)c12)[CH]5C[CH](C5)CN6CCC6" 60O SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "c1cc(cc(c1)OC[C@H]2CCCCO2)c3cn(c4c3c(ncn4)N)C5CC(C5)CN6CCC6" 60O SMILES "OpenEye OEToolkits" 2.0.4 "c1cc(cc(c1)OCC2CCCCO2)c3cn(c4c3c(ncn4)N)C5CC(C5)CN6CCC6" # 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 60O "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "7-[3-(azetidin-1-ylmethyl)cyclobutyl]-5-[3-[[(2~{R})-oxan-2-yl]methoxy]phenyl]pyrrolo[2,3-d]pyrimidin-4-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 60O "Create component" 2016-01-12 EBI 60O "Initial release" 2016-04-13 RCSB #