data_6K1 # _chem_comp.id 6K1 _chem_comp.name "N-{5-[4-amino-7-(propan-2-yl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl]pyridin-3-yl}-2-(4-chlorophenyl)acetamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H21 Cl N6 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-04-20 _chem_comp.pdbx_modified_date 2017-02-24 _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 448.905 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6K1 _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 5JFV _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 6K1 C5 C1 C 0 1 Y N N -49.259 5.520 1.721 -3.931 -0.645 -1.443 C5 6K1 1 6K1 C6 C2 C 0 1 Y N N -48.748 5.619 3.049 -3.044 -0.521 -0.410 C6 6K1 2 6K1 C7 C3 C 0 1 N N N -47.761 4.701 3.644 -1.594 -0.315 -0.514 C7 6K1 3 6K1 C10 C4 C 0 1 Y N N -48.528 2.648 2.340 -1.823 2.064 0.209 C10 6K1 4 6K1 C13 C5 C 0 1 Y N N -46.156 1.391 2.905 0.841 2.529 -0.182 C13 6K1 5 6K1 C15 C6 C 0 1 N N N -43.719 1.331 2.861 3.115 1.831 -0.253 C15 6K1 6 6K1 C17 C7 C 0 1 N N N -42.537 0.374 3.012 4.563 2.112 -0.562 C17 6K1 7 6K1 C20 C8 C 0 1 Y N N -39.045 1.220 1.872 6.671 -0.574 1.050 C20 6K1 8 6K1 C21 C9 C 0 1 Y N N -38.720 2.248 2.735 6.856 -1.449 -0.005 C21 6K1 9 6K1 C24 C10 C 0 1 Y N N -40.866 2.110 3.835 5.557 -0.018 -1.420 C24 6K1 10 6K1 C26 C11 C 0 1 Y N N -49.201 6.938 3.507 -3.833 -0.635 0.826 C26 6K1 11 6K1 C1 C12 C 0 1 N N N -49.879 7.408 -0.858 -6.577 0.249 -2.653 C1 6K1 12 6K1 C2 C13 C 0 1 N N N -50.839 6.933 0.208 -6.386 -0.985 -1.769 C2 6K1 13 6K1 C3 C14 C 0 1 N N N -51.762 5.805 -0.220 -6.233 -2.226 -2.652 C3 6K1 14 6K1 N4 N1 N 0 1 Y N N -50.051 6.592 1.443 -5.183 -0.818 -0.950 N4 6K1 15 6K1 O8 O1 O 0 1 N N N -47.017 5.144 4.496 -0.868 -1.242 -0.822 O8 6K1 16 6K1 C9 C15 C 0 1 Y N N -47.589 3.335 3.147 -1.016 1.019 -0.245 C9 6K1 17 6K1 N11 N2 N 0 1 Y N N -48.352 1.363 1.972 -1.312 3.254 0.446 N11 6K1 18 6K1 C12 C16 C 0 1 Y N N -47.168 0.719 2.188 -0.032 3.513 0.268 C12 6K1 19 6K1 N14 N3 N 0 1 N N N -44.930 0.702 3.046 2.200 2.814 -0.361 N14 6K1 20 6K1 O16 O2 O 0 1 N N N -43.597 2.533 2.606 2.774 0.720 0.092 O16 6K1 21 6K1 C18 C17 C 0 1 Y N N -41.188 1.064 2.965 5.372 0.856 -0.365 C18 6K1 22 6K1 C19 C18 C 0 1 Y N N -40.319 0.584 1.998 5.929 0.579 0.869 C19 6K1 23 6K1 CL CL1 CL 0 0 N N N -37.174 3.040 2.564 7.786 -2.897 0.221 CL 6K1 24 6K1 C23 C19 C 0 1 Y N N -39.594 2.739 3.726 6.298 -1.171 -1.241 C23 6K1 25 6K1 C25 C20 C 0 1 Y N N -46.426 2.621 3.465 0.350 1.254 -0.440 C25 6K1 26 6K1 C27 C21 C 0 1 Y N N -49.011 7.696 4.670 -3.544 -0.596 2.195 C27 6K1 27 6K1 N28 N4 N 0 1 N N N -48.191 7.282 5.666 -2.246 -0.412 2.641 N28 6K1 28 6K1 N29 N5 N 0 1 Y N N -49.674 8.901 4.772 -4.547 -0.740 3.058 N29 6K1 29 6K1 C30 C22 C 0 1 Y N N -50.486 9.329 3.779 -5.785 -0.915 2.635 C30 6K1 30 6K1 N31 N6 N 0 1 Y N N -50.654 8.646 2.628 -6.101 -0.957 1.359 N31 6K1 31 6K1 C32 C23 C 0 1 Y N N -50.045 7.470 2.471 -5.165 -0.823 0.421 C32 6K1 32 6K1 H1 H1 H 0 1 N N N -49.048 4.712 1.036 -3.674 -0.606 -2.491 H1 6K1 33 6K1 H2 H2 H 0 1 N N N -49.413 3.170 2.009 -2.878 1.895 0.363 H2 6K1 34 6K1 H3 H3 H 0 1 N N N -42.630 -0.143 3.978 4.656 2.447 -1.595 H3 6K1 35 6K1 H4 H4 H 0 1 N N N -42.579 -0.363 2.196 4.932 2.890 0.107 H4 6K1 36 6K1 H5 H5 H 0 1 N N N -38.346 0.901 1.113 7.102 -0.793 2.015 H5 6K1 37 6K1 H6 H6 H 0 1 N N N -41.575 2.437 4.581 5.122 0.199 -2.384 H6 6K1 38 6K1 H7 H7 H 0 1 N N N -49.257 8.221 -0.456 -7.472 0.124 -3.263 H7 6K1 39 6K1 H8 H8 H 0 1 N N N -49.234 6.573 -1.169 -6.686 1.133 -2.024 H8 6K1 40 6K1 H9 H9 H 0 1 N N N -50.447 7.776 -1.725 -5.709 0.369 -3.302 H9 6K1 41 6K1 H10 H10 H 0 1 N N N -51.481 7.789 0.464 -7.253 -1.106 -1.120 H10 6K1 42 6K1 H11 H11 H 0 1 N N N -52.419 5.530 0.618 -5.365 -2.106 -3.301 H11 6K1 43 6K1 H12 H12 H 0 1 N N N -52.374 6.135 -1.072 -6.097 -3.105 -2.022 H12 6K1 44 6K1 H13 H13 H 0 1 N N N -51.161 4.932 -0.516 -7.128 -2.351 -3.261 H13 6K1 45 6K1 H14 H14 H 0 1 N N N -47.009 -0.283 1.818 0.345 4.504 0.474 H14 6K1 46 6K1 H15 H15 H 0 1 N N N -44.942 -0.269 3.287 2.482 3.720 -0.563 H15 6K1 47 6K1 H16 H16 H 0 1 N N N -40.595 -0.243 1.361 5.785 1.262 1.692 H16 6K1 48 6K1 H17 H17 H 0 1 N N N -39.311 3.556 4.373 6.443 -1.854 -2.065 H17 6K1 49 6K1 H18 H18 H 0 1 N N N -45.723 3.045 4.167 1.003 0.469 -0.790 H18 6K1 50 6K1 H19 H19 H 0 1 N N N -48.181 7.965 6.396 -1.536 -0.236 2.004 H19 6K1 51 6K1 H20 H20 H 0 1 N N N -48.522 6.411 6.029 -2.048 -0.460 3.589 H20 6K1 52 6K1 H21 H21 H 0 1 N N N -51.023 10.257 3.913 -6.571 -1.029 3.367 H21 6K1 53 # 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 6K1 C1 C2 SING N N 1 6K1 C3 C2 SING N N 2 6K1 C2 N4 SING N N 3 6K1 N4 C5 SING Y N 4 6K1 N4 C32 SING Y N 5 6K1 C5 C6 DOUB Y N 6 6K1 C20 C19 DOUB Y N 7 6K1 C20 C21 SING Y N 8 6K1 N11 C12 DOUB Y N 9 6K1 N11 C10 SING Y N 10 6K1 C19 C18 SING Y N 11 6K1 C12 C13 SING Y N 12 6K1 C10 C9 DOUB Y N 13 6K1 C32 N31 DOUB Y N 14 6K1 C32 C26 SING Y N 15 6K1 CL C21 SING N N 16 6K1 O16 C15 DOUB N N 17 6K1 N31 C30 SING Y N 18 6K1 C21 C23 DOUB Y N 19 6K1 C15 C17 SING N N 20 6K1 C15 N14 SING N N 21 6K1 C13 N14 SING N N 22 6K1 C13 C25 DOUB Y N 23 6K1 C18 C17 SING N N 24 6K1 C18 C24 DOUB Y N 25 6K1 C6 C26 SING Y N 26 6K1 C6 C7 SING N N 27 6K1 C9 C25 SING Y N 28 6K1 C9 C7 SING N N 29 6K1 C26 C27 DOUB Y N 30 6K1 C7 O8 DOUB N N 31 6K1 C23 C24 SING Y N 32 6K1 C30 N29 DOUB Y N 33 6K1 C27 N29 SING Y N 34 6K1 C27 N28 SING N N 35 6K1 C5 H1 SING N N 36 6K1 C10 H2 SING N N 37 6K1 C17 H3 SING N N 38 6K1 C17 H4 SING N N 39 6K1 C20 H5 SING N N 40 6K1 C24 H6 SING N N 41 6K1 C1 H7 SING N N 42 6K1 C1 H8 SING N N 43 6K1 C1 H9 SING N N 44 6K1 C2 H10 SING N N 45 6K1 C3 H11 SING N N 46 6K1 C3 H12 SING N N 47 6K1 C3 H13 SING N N 48 6K1 C12 H14 SING N N 49 6K1 N14 H15 SING N N 50 6K1 C19 H16 SING N N 51 6K1 C23 H17 SING N N 52 6K1 C25 H18 SING N N 53 6K1 N28 H19 SING N N 54 6K1 N28 H20 SING N N 55 6K1 C30 H21 SING N N 56 # 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 6K1 SMILES ACDLabs 12.01 "c2c(c1c(ncnc1n2C(C)C)N)C(=O)c4cncc(NC(Cc3ccc(cc3)Cl)=O)c4" 6K1 InChI InChI 1.03 "InChI=1S/C23H21ClN6O2/c1-13(2)30-11-18(20-22(25)27-12-28-23(20)30)21(32)15-8-17(10-26-9-15)29-19(31)7-14-3-5-16(24)6-4-14/h3-6,8-13H,7H2,1-2H3,(H,29,31)(H2,25,27,28)" 6K1 InChIKey InChI 1.03 KVAUYQFSODRWMC-UHFFFAOYSA-N 6K1 SMILES_CANONICAL CACTVS 3.385 "CC(C)n1cc(C(=O)c2cncc(NC(=O)Cc3ccc(Cl)cc3)c2)c4c(N)ncnc14" 6K1 SMILES CACTVS 3.385 "CC(C)n1cc(C(=O)c2cncc(NC(=O)Cc3ccc(Cl)cc3)c2)c4c(N)ncnc14" 6K1 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CC(C)n1cc(c2c1ncnc2N)C(=O)c3cc(cnc3)NC(=O)Cc4ccc(cc4)Cl" 6K1 SMILES "OpenEye OEToolkits" 2.0.4 "CC(C)n1cc(c2c1ncnc2N)C(=O)c3cc(cnc3)NC(=O)Cc4ccc(cc4)Cl" # 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 6K1 "SYSTEMATIC NAME" ACDLabs 12.01 "N-{5-[4-amino-7-(propan-2-yl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl]pyridin-3-yl}-2-(4-chlorophenyl)acetamide" 6K1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "~{N}-[5-(4-azanyl-7-propan-2-yl-pyrrolo[2,3-d]pyrimidin-5-yl)carbonylpyridin-3-yl]-2-(4-chlorophenyl)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 6K1 "Create component" 2016-04-20 RCSB 6K1 "Initial release" 2017-03-01 RCSB #