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 
# 
