data_6XK # _chem_comp.id 6XK _chem_comp.name "~{N}-[2-[(1~{S},2~{S})-2-(aminomethyl)cyclopropyl]-5-[[3-cyano-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidin-5-yl]amino]phenyl]ethanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H24 N8 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-07-14 _chem_comp.pdbx_modified_date 2017-11-03 _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 416.479 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6XK _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 5KU8 _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 6XK C1 C1 C 0 1 N N N -16.407 -66.839 37.371 4.829 3.825 2.044 C1 6XK 1 6XK C2 C2 C 0 1 N N N -16.204 -65.378 37.077 3.701 3.002 1.478 C2 6XK 2 6XK C7 C3 C 0 1 Y N N -17.095 -66.530 32.941 0.615 0.838 -0.349 C7 6XK 3 6XK C8 C4 C 0 1 Y N N -16.059 -66.388 32.026 0.867 -0.489 -0.675 C8 6XK 4 6XK C9 C5 C 0 1 Y N N -14.934 -65.660 32.359 2.143 -1.004 -0.545 C9 6XK 5 6XK C10 C6 C 0 1 Y N N -14.788 -65.097 33.626 3.172 -0.201 -0.092 C10 6XK 6 6XK C11 C7 C 0 1 N N S -13.538 -64.327 34.021 4.562 -0.766 0.048 C11 6XK 7 6XK C12 C8 C 0 1 N N N -12.166 -64.626 33.491 4.731 -2.277 -0.128 C12 6XK 8 6XK C13 C9 C 0 1 N N S -12.865 -63.373 33.073 5.230 -1.319 -1.213 C13 6XK 9 6XK C14 C10 C 0 1 N N N -12.454 -62.039 33.671 6.742 -1.133 -1.350 C14 6XK 10 6XK C19 C11 C 0 1 Y N N -21.177 -69.427 33.020 -4.142 0.243 -0.220 C19 6XK 11 6XK C21 C12 C 0 1 Y N N -20.391 -68.459 35.073 -2.653 -1.453 0.500 C21 6XK 12 6XK C24 C13 C 0 1 Y N N -21.988 -69.282 36.375 -4.127 -3.078 1.053 C24 6XK 13 6XK N25 N1 N 0 1 Y N N -22.284 -69.740 35.175 -4.808 -2.049 0.627 N25 6XK 14 6XK C30 C14 C 0 1 N N N -22.511 -71.730 30.360 -6.911 2.765 -0.705 C30 6XK 15 6XK C31 C15 C 0 1 N N N -21.046 -71.474 30.415 -6.776 2.124 -2.088 C31 6XK 16 6XK O3 O1 O 0 1 N N N -16.515 -64.504 37.880 2.551 3.296 1.727 O3 6XK 17 6XK N4 N2 N 0 1 N N N -15.519 -65.114 35.938 3.970 1.939 0.695 N4 6XK 18 6XK C5 C16 C 0 1 Y N N -15.817 -65.279 34.565 2.927 1.127 0.235 C5 6XK 19 6XK C6 C17 C 0 1 Y N N -16.994 -65.934 34.195 1.647 1.646 0.106 C6 6XK 20 6XK N15 N3 N 0 1 N N N -13.592 -61.106 33.606 7.178 -1.617 -2.667 N15 6XK 21 6XK N16 N4 N 0 1 N N N -18.164 -67.357 32.533 -0.674 1.359 -0.486 N16 6XK 22 6XK C17 C18 C 0 1 Y N N -19.205 -68.033 33.153 -1.775 0.559 -0.231 C17 6XK 23 6XK C18 C19 C 0 1 Y N N -20.112 -68.810 32.401 -3.066 1.045 -0.477 C18 6XK 24 6XK N20 N5 N 0 1 Y N N -21.302 -69.230 34.373 -3.929 -1.019 0.274 N20 6XK 25 6XK N22 N6 N 0 1 Y N N -19.332 -67.862 34.481 -1.607 -0.665 0.247 N22 6XK 26 6XK C23 C20 C 0 1 Y N N -20.831 -68.486 36.388 -2.754 -2.766 0.998 C23 6XK 27 6XK C26 C21 C 0 1 N N N -20.199 -67.865 37.511 -1.670 -3.621 1.377 C26 6XK 28 6XK N27 N7 N 0 1 N N N -19.660 -67.360 38.384 -0.809 -4.299 1.677 N27 6XK 29 6XK N28 N8 N 0 1 N N N -22.094 -70.225 32.353 -5.423 0.697 -0.448 N28 6XK 30 6XK C29 C22 C 0 1 N N N -21.998 -70.452 30.909 -5.636 2.004 -1.075 C29 6XK 31 6XK H1 H1 H 0 1 N N N -16.854 -66.954 38.370 5.126 3.419 3.011 H1 6XK 32 6XK H2 H2 H 0 1 N N N -17.078 -67.275 36.617 5.678 3.796 1.361 H2 6XK 33 6XK H3 H3 H 0 1 N N N -15.437 -67.357 37.342 4.498 4.856 2.170 H3 6XK 34 6XK H4 H4 H 0 1 N N N -16.134 -66.848 31.052 0.065 -1.120 -1.030 H4 6XK 35 6XK H5 H5 H 0 1 N N N -14.153 -65.524 31.625 2.336 -2.036 -0.799 H5 6XK 36 6XK H6 H6 H 0 1 N N N -13.546 -63.983 35.066 5.200 -0.270 0.779 H6 6XK 37 6XK H7 H7 H 0 1 N N N -12.022 -65.442 32.768 5.480 -2.774 0.487 H7 6XK 38 6XK H8 H8 H 0 1 N N N -11.295 -64.572 34.160 3.837 -2.862 -0.345 H8 6XK 39 6XK H9 H9 H 0 1 N N N -13.256 -63.345 32.045 4.665 -1.274 -2.144 H9 6XK 40 6XK H10 H10 H 0 1 N N N -12.156 -62.183 34.720 6.989 -0.076 -1.252 H10 6XK 41 6XK H11 H11 H 0 1 N N N -11.607 -61.626 33.102 7.250 -1.699 -0.569 H11 6XK 42 6XK H12 H12 H 0 1 N N N -22.574 -69.496 37.256 -4.546 -4.013 1.393 H12 6XK 43 6XK H13 H13 H 0 1 N N N -23.031 -71.743 29.391 -6.848 3.852 -0.646 H13 6XK 44 6XK H14 H14 H 0 1 N N N -22.965 -72.474 31.031 -7.591 2.293 0.004 H14 6XK 45 6XK H15 H15 H 0 1 N N N -20.417 -72.029 31.126 -7.368 1.230 -2.288 H15 6XK 46 6XK H16 H16 H 0 1 N N N -20.483 -71.298 29.487 -6.626 2.789 -2.939 H16 6XK 47 6XK H17 H17 H 0 1 N N N -14.614 -64.721 36.102 4.886 1.736 0.450 H17 6XK 48 6XK H18 H18 H 0 1 N N N -17.826 -65.978 34.882 1.454 2.678 0.360 H18 6XK 49 6XK H19 H19 H 0 1 N N N -13.325 -60.226 33.999 8.174 -1.505 -2.782 H19 6XK 50 6XK H20 H20 H 0 1 N N N -13.863 -60.977 32.652 6.903 -2.578 -2.808 H20 6XK 51 6XK H22 H22 H 0 1 N N N -18.173 -67.490 31.542 -0.798 2.282 -0.759 H22 6XK 52 6XK H23 H23 H 0 1 N N N -19.971 -68.921 31.336 -3.210 2.043 -0.867 H23 6XK 53 6XK H24 H24 H 0 1 N N N -22.993 -69.820 32.516 -6.183 0.151 -0.194 H24 6XK 54 6XK H25 H25 H 0 1 N N N -22.129 -69.567 30.268 -4.735 2.589 -1.259 H25 6XK 55 # 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 6XK C30 C31 SING N N 1 6XK C30 C29 SING N N 2 6XK C31 C29 SING N N 3 6XK C29 N28 SING N N 4 6XK C8 C9 DOUB Y N 5 6XK C8 C7 SING Y N 6 6XK N28 C19 SING N N 7 6XK C9 C10 SING Y N 8 6XK C18 C19 DOUB Y N 9 6XK C18 C17 SING Y N 10 6XK N16 C7 SING N N 11 6XK N16 C17 SING N N 12 6XK C7 C6 DOUB Y N 13 6XK C19 N20 SING Y N 14 6XK C13 C12 SING N N 15 6XK C13 C14 SING N N 16 6XK C13 C11 SING N N 17 6XK C17 N22 DOUB Y N 18 6XK C12 C11 SING N N 19 6XK N15 C14 SING N N 20 6XK C10 C11 SING N N 21 6XK C10 C5 DOUB Y N 22 6XK C6 C5 SING Y N 23 6XK N20 C21 SING Y N 24 6XK N20 N25 SING Y N 25 6XK N22 C21 SING Y N 26 6XK C5 N4 SING N N 27 6XK C21 C23 DOUB Y N 28 6XK N25 C24 DOUB Y N 29 6XK N4 C2 SING N N 30 6XK C24 C23 SING Y N 31 6XK C23 C26 SING N N 32 6XK C2 C1 SING N N 33 6XK C2 O3 DOUB N N 34 6XK C26 N27 TRIP N N 35 6XK C1 H1 SING N N 36 6XK C1 H2 SING N N 37 6XK C1 H3 SING N N 38 6XK C8 H4 SING N N 39 6XK C9 H5 SING N N 40 6XK C11 H6 SING N N 41 6XK C12 H7 SING N N 42 6XK C12 H8 SING N N 43 6XK C13 H9 SING N N 44 6XK C14 H10 SING N N 45 6XK C14 H11 SING N N 46 6XK C24 H12 SING N N 47 6XK C30 H13 SING N N 48 6XK C30 H14 SING N N 49 6XK C31 H15 SING N N 50 6XK C31 H16 SING N N 51 6XK N4 H17 SING N N 52 6XK C6 H18 SING N N 53 6XK N15 H19 SING N N 54 6XK N15 H20 SING N N 55 6XK N16 H22 SING N N 56 6XK C18 H23 SING N N 57 6XK N28 H24 SING N N 58 6XK C29 H25 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 6XK InChI InChI 1.03 "InChI=1S/C22H24N8O/c1-12(31)26-19-7-16(4-5-17(19)18-6-13(18)9-23)27-20-8-21(28-15-2-3-15)30-22(29-20)14(10-24)11-25-30/h4-5,7-8,11,13,15,18,28H,2-3,6,9,23H2,1H3,(H,26,31)(H,27,29)/t13-,18+/m1/s1" 6XK InChIKey InChI 1.03 CAQMRKQVHMXQJL-ACJLOTCBSA-N 6XK SMILES_CANONICAL CACTVS 3.385 "CC(=O)Nc1cc(Nc2cc(NC3CC3)n4ncc(C#N)c4n2)ccc1[C@H]5C[C@@H]5CN" 6XK SMILES CACTVS 3.385 "CC(=O)Nc1cc(Nc2cc(NC3CC3)n4ncc(C#N)c4n2)ccc1[CH]5C[CH]5CN" 6XK SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "CC(=O)Nc1cc(ccc1[C@H]2C[C@@H]2CN)Nc3cc(n4c(n3)c(cn4)C#N)NC5CC5" 6XK SMILES "OpenEye OEToolkits" 2.0.5 "CC(=O)Nc1cc(ccc1C2CC2CN)Nc3cc(n4c(n3)c(cn4)C#N)NC5CC5" # 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 6XK "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "~{N}-[2-[(1~{S},2~{S})-2-(aminomethyl)cyclopropyl]-5-[[3-cyano-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidin-5-yl]amino]phenyl]ethanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 6XK "Create component" 2016-07-14 RCSB 6XK "Initial release" 2017-11-08 RCSB #