data_704 # _chem_comp.id 704 _chem_comp.name "N~2~-[2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoropyrimidin-4-yl]-N,N-dimethyl-L-alaninamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H16 Cl F N6 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-11-14 _chem_comp.pdbx_modified_date 2014-07-25 _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 362.789 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 704 _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 4NCM _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 704 CL1 CL26 CL 0 0 N N N -45.060 -5.546 2.587 -6.418 -1.093 -0.203 CL26 704 1 704 C1 C1 C 0 1 N N N -49.482 -4.486 7.517 3.570 0.710 1.698 C1 704 2 704 C2 C2 C 0 1 N N S -49.452 -4.595 5.991 3.555 0.218 0.249 C2 704 3 704 C4 C4 C 0 1 N N N -48.797 -5.905 5.600 4.962 0.208 -0.293 C4 704 4 704 O5 O5 O 0 1 N N N -49.525 -6.875 5.392 5.454 -0.830 -0.682 O5 704 5 704 N6 N6 N 0 1 N N N -47.435 -6.018 5.495 5.672 1.352 -0.345 N6 704 6 704 C7 C7 C 0 1 N N N -46.829 -7.306 5.123 5.076 2.605 0.125 C7 704 7 704 C8 C8 C 0 1 N N N -46.520 -4.880 5.726 7.039 1.342 -0.872 C8 704 8 704 N9 N9 N 0 1 N N N -50.841 -4.585 5.552 3.003 -1.139 0.200 N9 704 9 704 C10 C10 C 0 1 Y N N -51.188 -4.286 4.252 1.631 -1.327 0.138 C10 704 10 704 C11 C11 C 0 1 Y N N -52.541 -4.061 3.985 1.093 -2.618 0.090 C11 704 11 704 C12 C12 C 0 1 Y N N -52.925 -3.692 2.709 -0.282 -2.758 0.029 C12 704 12 704 N13 N13 N 0 1 Y N N -51.985 -3.600 1.762 -1.044 -1.675 0.018 N13 704 13 704 C14 C14 C 0 1 Y N N -50.709 -3.856 2.033 -0.507 -0.462 0.064 C14 704 14 704 N15 N15 N 0 1 Y N N -50.296 -4.177 3.260 0.808 -0.285 0.128 N15 704 15 704 C16 C16 C 0 1 Y N N -49.736 -3.647 0.971 -1.394 0.721 0.049 C16 704 16 704 C17 C17 C 0 1 Y N N -49.990 -3.031 -0.211 -1.012 2.023 0.090 C17 704 17 704 N18 N18 N 0 1 Y N N -48.841 -3.003 -0.960 -2.112 2.827 0.058 N18 704 18 704 C20 C20 C 0 1 Y N N -47.801 -3.577 -0.274 -3.258 2.068 -0.005 C20 704 19 704 C21 C21 C 0 1 Y N N -48.316 -4.008 0.971 -2.864 0.718 -0.020 C21 704 20 704 C22 C22 C 0 1 Y N N -47.479 -4.658 1.864 -3.833 -0.282 -0.081 C22 704 21 704 C23 C23 C 0 1 Y N N -46.167 -4.841 1.472 -5.162 0.102 -0.125 C23 704 22 704 C24 C24 C 0 1 Y N N -45.708 -4.340 0.261 -5.480 1.452 -0.108 C24 704 23 704 N25 N25 N 0 1 Y N N -46.531 -3.766 -0.594 -4.547 2.379 -0.054 N25 704 24 704 F27 F27 F 0 1 N N N -53.426 -4.183 4.989 1.898 -3.703 0.103 F27 704 25 704 H1 H1 H 0 1 N N N -48.453 -4.489 7.906 2.553 0.717 2.089 H1 704 26 704 H2 H2 H 0 1 N N N -49.981 -3.550 7.808 4.187 0.044 2.301 H2 704 27 704 H3 H3 H 0 1 N N N -50.034 -5.341 7.935 3.981 1.719 1.734 H3 704 28 704 H4 H4 H 0 1 N N N -48.895 -3.748 5.563 2.938 0.883 -0.354 H4 704 29 704 H5 H5 H 0 1 N N N -45.735 -7.201 5.090 5.291 2.735 1.186 H5 704 30 704 H6 H6 H 0 1 N N N -47.102 -8.068 5.868 5.498 3.440 -0.435 H6 704 31 704 H7 H7 H 0 1 N N N -47.198 -7.612 4.133 3.997 2.574 -0.026 H7 704 32 704 H8 H8 H 0 1 N N N -47.104 -3.988 5.995 7.306 0.329 -1.169 H8 704 33 704 H9 H9 H 0 1 N N N -45.829 -5.126 6.546 7.099 2.003 -1.736 H9 704 34 704 H10 H10 H 0 1 N N N -45.946 -4.680 4.810 7.727 1.688 -0.101 H10 704 35 704 H11 H11 H 0 1 N N N -51.314 -3.919 6.129 3.598 -1.905 0.210 H11 704 36 704 H12 H12 H 0 1 N N N -53.960 -3.483 2.482 -0.729 -3.740 -0.009 H12 704 37 704 H13 H13 H 0 1 N N N -50.945 -2.627 -0.514 0.010 2.370 0.140 H13 704 38 704 H14 H14 H 0 1 N N N -48.771 -2.617 -1.880 -2.090 3.796 0.081 H14 704 39 704 H15 H15 H 0 1 N N N -47.836 -5.005 2.822 -3.556 -1.325 -0.093 H15 704 40 704 H16 H16 H 0 1 N N N -44.659 -4.422 0.016 -6.518 1.750 -0.143 H16 704 41 # 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 704 N18 C20 SING Y N 1 704 N18 C17 SING Y N 2 704 N25 C20 DOUB Y N 3 704 N25 C24 SING Y N 4 704 C20 C21 SING Y N 5 704 C17 C16 DOUB Y N 6 704 C24 C23 DOUB Y N 7 704 C21 C16 SING Y N 8 704 C21 C22 DOUB Y N 9 704 C16 C14 SING N N 10 704 C23 C22 SING Y N 11 704 C23 CL1 SING N N 12 704 N13 C14 DOUB Y N 13 704 N13 C12 SING Y N 14 704 C14 N15 SING Y N 15 704 C12 C11 DOUB Y N 16 704 N15 C10 DOUB Y N 17 704 C11 C10 SING Y N 18 704 C11 F27 SING N N 19 704 C10 N9 SING N N 20 704 C7 N6 SING N N 21 704 O5 C4 DOUB N N 22 704 N6 C4 SING N N 23 704 N6 C8 SING N N 24 704 N9 C2 SING N N 25 704 C4 C2 SING N N 26 704 C2 C1 SING N N 27 704 C1 H1 SING N N 28 704 C1 H2 SING N N 29 704 C1 H3 SING N N 30 704 C2 H4 SING N N 31 704 C7 H5 SING N N 32 704 C7 H6 SING N N 33 704 C7 H7 SING N N 34 704 C8 H8 SING N N 35 704 C8 H9 SING N N 36 704 C8 H10 SING N N 37 704 N9 H11 SING N N 38 704 C12 H12 SING N N 39 704 C17 H13 SING N N 40 704 N18 H14 SING N N 41 704 C22 H15 SING N N 42 704 C24 H16 SING N N 43 # 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 704 SMILES ACDLabs 12.01 "O=C(N(C)C)C(Nc1nc(ncc1F)c3c2cc(Cl)cnc2nc3)C" 704 InChI InChI 1.03 "InChI=1S/C16H16ClFN6O/c1-8(16(25)24(2)3)22-15-12(18)7-21-14(23-15)11-6-20-13-10(11)4-9(17)5-19-13/h4-8H,1-3H3,(H,19,20)(H,21,22,23)/t8-/m0/s1" 704 InChIKey InChI 1.03 RYLYZVYXGULJRD-QMMMGPOBSA-N 704 SMILES_CANONICAL CACTVS 3.385 "C[C@H](Nc1nc(ncc1F)c2c[nH]c3ncc(Cl)cc23)C(=O)N(C)C" 704 SMILES CACTVS 3.385 "C[CH](Nc1nc(ncc1F)c2c[nH]c3ncc(Cl)cc23)C(=O)N(C)C" 704 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@@H](C(=O)N(C)C)Nc1c(cnc(n1)c2c[nH]c3c2cc(cn3)Cl)F" 704 SMILES "OpenEye OEToolkits" 1.7.6 "CC(C(=O)N(C)C)Nc1c(cnc(n1)c2c[nH]c3c2cc(cn3)Cl)F" # 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 704 "SYSTEMATIC NAME" ACDLabs 12.01 "N~2~-[2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoropyrimidin-4-yl]-N,N-dimethyl-L-alaninamide" 704 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-2-[[2-(5-chloranyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoranyl-pyrimidin-4-yl]amino]-N,N-dimethyl-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 704 "Create component" 2013-11-14 RCSB 704 "Initial release" 2014-07-30 RCSB #