data_I19
# 
_chem_comp.id                                    I19 
_chem_comp.name                                  N-(4-{[(3S)-3-(dimethylamino)pyrrolidin-1-yl]carbonyl}phenyl)-5-fluoro-4-[2-methyl-1-(1-methylethyl)-1H-imidazol-5-yl]pyrimidin-2-amine 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             ? 
_chem_comp.formula                               "C24 H30 F N7 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-10-15 
_chem_comp.pdbx_modified_date                    2008-10-31 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        451.540 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     I19 
_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        2W17 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
I19 C1   C1   C 0 1 N N N 0.174  28.280 11.709 0.174  28.280 11.709 C1   I19 1  
I19 C2   C2   C 0 1 N N N -0.209 28.230 10.244 -0.209 28.230 10.244 C2   I19 2  
I19 C3   C3   C 0 1 N N N -0.297 26.812 9.703  -0.297 26.812 9.703  C3   I19 3  
I19 N1   N1   N 0 1 Y N N -1.418 29.013 10.059 -1.418 29.013 10.059 N1   I19 4  
I19 C4   C4   C 0 1 Y N N -2.587 28.746 10.661 -2.587 28.746 10.661 C4   I19 5  
I19 C5   C5   C 0 1 N N N -2.919 27.621 11.588 -2.919 27.621 11.588 C5   I19 6  
I19 N2   N2   N 0 1 Y N N -3.434 29.698 10.275 -3.434 29.698 10.275 N2   I19 7  
I19 C6   C6   C 0 1 Y N N -2.830 30.594 9.411  -2.830 30.594 9.411  C6   I19 8  
I19 C7   C7   C 0 1 Y N N -1.529 30.163 9.264  -1.529 30.163 9.264  C7   I19 9  
I19 C8   C8   C 0 1 Y N N -0.498 30.819 8.397  -0.498 30.819 8.397  C8   I19 10 
I19 N3   N3   N 0 1 Y N N 0.472  30.052 7.883  0.472  30.052 7.883  N3   I19 11 
I19 C9   C9   C 0 1 Y N N 1.393  30.657 7.119  1.393  30.657 7.119  C9   I19 12 
I19 N4   N4   N 0 1 N N N 2.459  29.956 6.522  2.459  29.956 6.522  N4   I19 13 
I19 C10  C10  C 0 1 Y N N 3.176  28.820 6.934  3.176  28.820 6.934  C10  I19 14 
I19 C11  C11  C 0 1 Y N N 2.952  28.162 8.123  2.952  28.162 8.123  C11  I19 15 
I19 C12  C12  C 0 1 Y N N 3.704  27.054 8.459  3.704  27.054 8.459  C12  I19 16 
I19 C13  C13  C 0 1 Y N N 4.678  26.603 7.588  4.678  26.603 7.588  C13  I19 17 
I19 C14  C14  C 0 1 Y N N 4.941  27.245 6.391  4.941  27.245 6.391  C14  I19 18 
I19 C15  C15  C 0 1 Y N N 4.170  28.355 6.087  4.170  28.355 6.087  C15  I19 19 
I19 C16  C16  C 0 1 N N N 5.504  25.454 7.926  5.504  25.454 7.926  C16  I19 20 
I19 O1   O1   O 0 1 N N N 6.709  25.662 7.960  6.709  25.662 7.960  O1   I19 21 
I19 N5   N5   N 0 1 N N N 4.945  24.220 8.153  4.945  24.220 8.153  N5   I19 22 
I19 C17  C17  C 0 1 N N N 3.629  23.973 8.678  3.629  23.973 8.678  C17  I19 23 
I19 C18  C18  C 0 1 N N N 3.659  22.501 9.075  3.659  22.501 9.075  C18  I19 24 
I19 C19  C19  C 0 1 N N S 5.124  22.120 9.256  5.124  22.120 9.256  C19  I19 25 
I19 C20  C20  C 0 1 N N N 5.892  23.203 8.551  5.892  23.203 8.551  C20  I19 26 
I19 N6   N6   N 0 1 N N N 5.540  22.192 10.697 5.540  22.192 10.697 N6   I19 27 
I19 C21  C21  C 0 1 N N N 4.497  21.801 11.684 4.497  21.801 11.684 C21  I19 28 
I19 C22  C22  C 0 1 N N N 6.765  21.379 10.948 6.765  21.379 10.948 C22  I19 29 
I19 N7   N7   N 0 1 Y N N 1.385  31.968 6.837  1.385  31.968 6.837  N7   I19 30 
I19 C23  C23  C 0 1 Y N N 0.411  32.708 7.359  0.411  32.708 7.359  C23  I19 31 
I19 C24  C24  C 0 1 Y N N -0.561 32.179 8.154  -0.561 32.179 8.154  C24  I19 32 
I19 F1   F1   F 0 1 N N N -1.501 33.005 8.641  -1.501 33.005 8.641  F1   I19 33 
I19 H11C H11C H 0 0 N N N 1.270  28.292 11.802 1.270  28.292 11.802 H11C I19 34 
I19 H12C H12C H 0 0 N N N -0.243 29.190 12.166 -0.243 29.190 12.166 H12C I19 35 
I19 H13C H13C H 0 0 N N N -0.227 27.394 12.223 -0.227 27.394 12.223 H13C I19 36 
I19 H2   H2   H 0 1 N N N 0.590  28.682 9.638  0.590  28.682 9.638  H2   I19 37 
I19 H31C H31C H 0 0 N N N -0.318 26.839 8.604  -0.318 26.839 8.604  H31C I19 38 
I19 H32C H32C H 0 0 N N N 0.578  26.237 10.039 0.578  26.237 10.039 H32C I19 39 
I19 H33C H33C H 0 0 N N N -1.215 26.334 10.076 -1.215 26.334 10.075 H33C I19 40 
I19 H51C H51C H 0 0 N N N -3.001 26.685 11.015 -3.000 26.685 11.015 H51C I19 41 
I19 H52C H52C H 0 0 N N N -2.125 27.521 12.342 -2.125 27.521 12.342 H52C I19 42 
I19 H53C H53C H 0 0 N N N -3.876 27.829 12.088 -3.876 27.829 12.088 H53C I19 43 
I19 H6   H6   H 0 1 N N N -3.285 31.456 8.946  -3.285 31.456 8.946  H6   I19 44 
I19 H4   H4   H 0 1 N N N 2.760  30.335 5.647  2.760  30.335 5.647  H4   I19 45 
I19 H11  H11  H 0 1 N N N 2.184  28.515 8.796  2.184  28.514 8.796  H11  I19 46 
I19 H15  H15  H 0 1 N N N 4.349  28.876 5.158  4.350  28.876 5.158  H15  I19 47 
I19 H12  H12  H 0 1 N N N 3.533  26.544 9.395  3.533  26.544 9.395  H12  I19 48 
I19 H14  H14  H 0 1 N N N 5.714  26.896 5.722  5.714  26.896 5.722  H14  I19 49 
I19 H171 H171 H 0 0 N N N 3.417  24.617 9.544  3.417  24.617 9.544  H171 I19 50 
I19 H172 H172 H 0 0 N N N 2.837  24.196 7.948  2.836  24.196 7.948  H172 I19 51 
I19 H201 H201 H 0 0 N N N 6.400  22.792 7.666  6.400  22.792 7.666  H201 I19 52 
I19 H202 H202 H 0 0 N N N 6.658  23.628 9.216  6.658  23.628 9.216  H202 I19 53 
I19 H181 H181 H 0 0 N N N 3.105  22.347 10.013 3.105  22.347 10.013 H181 I19 54 
I19 H182 H182 H 0 0 N N N 3.184  21.877 8.304  3.184  21.877 8.304  H182 I19 55 
I19 H19  H19  H 0 1 N N N 5.297  21.100 8.883  5.297  21.100 8.883  H19  I19 56 
I19 H211 H211 H 0 0 N N N 4.952  21.705 12.681 4.952  21.705 12.681 H211 I19 57 
I19 H212 H212 H 0 0 N N N 3.712  22.571 11.713 3.712  22.571 11.713 H212 I19 58 
I19 H213 H213 H 0 0 N N N 4.055  20.838 11.388 4.055  20.838 11.388 H213 I19 59 
I19 H221 H221 H 0 0 N N N 7.275  21.179 9.994  7.275  21.179 9.994  H221 I19 60 
I19 H222 H222 H 0 0 N N N 7.442  21.932 11.616 7.442  21.932 11.616 H222 I19 61 
I19 H223 H223 H 0 0 N N N 6.482  20.426 11.419 6.482  20.426 11.419 H223 I19 62 
I19 H23  H23  H 0 1 N N N 0.390  33.766 7.145  0.390  33.766 7.145  H23  I19 63 
# 
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 
I19 C1  C2   SING N N 1  
I19 C2  C3   SING N N 2  
I19 C2  N1   SING N N 3  
I19 N1  C4   SING N N 4  
I19 N1  C7   SING N N 5  
I19 C4  C5   SING N N 6  
I19 C4  N2   DOUB N N 7  
I19 N2  C6   SING N N 8  
I19 C6  C7   DOUB N N 9  
I19 C7  C8   SING N N 10 
I19 C8  N3   SING Y N 11 
I19 C8  C24  DOUB Y N 12 
I19 N3  C9   DOUB N N 13 
I19 C9  N4   SING Y N 14 
I19 C9  N7   SING N N 15 
I19 N4  C10  SING N N 16 
I19 C10 C11  SING N N 17 
I19 C10 C15  DOUB Y N 18 
I19 C11 C12  DOUB Y N 19 
I19 C12 C13  SING N N 20 
I19 C13 C14  DOUB N N 21 
I19 C13 C16  SING Y N 22 
I19 C14 C15  SING Y N 23 
I19 C16 O1   DOUB Y N 24 
I19 C16 N5   SING N N 25 
I19 N5  C17  SING Y N 26 
I19 N5  C20  SING N N 27 
I19 C17 C18  SING N N 28 
I19 C18 C19  SING Y N 29 
I19 C19 C20  SING Y N 30 
I19 C19 N6   SING Y N 31 
I19 N6  C21  SING N N 32 
I19 N6  C22  SING Y N 33 
I19 N7  C23  DOUB N N 34 
I19 C23 C24  SING Y N 35 
I19 C24 F1   SING N N 36 
I19 C1  H11C SING Y N 37 
I19 C1  H12C SING N N 38 
I19 C1  H13C SING N N 39 
I19 C2  H2   SING N N 40 
I19 C3  H31C SING N N 41 
I19 C3  H32C SING N N 42 
I19 C3  H33C SING N N 43 
I19 C5  H51C SING N N 44 
I19 C5  H52C SING N N 45 
I19 C5  H53C SING N N 46 
I19 C6  H6   SING N N 47 
I19 N4  H4   SING N N 48 
I19 C11 H11  SING N N 49 
I19 C15 H15  SING N N 50 
I19 C12 H12  SING N N 51 
I19 C14 H14  SING N N 52 
I19 C17 H171 SING N N 53 
I19 C17 H172 SING N N 54 
I19 C20 H201 SING N N 55 
I19 C20 H202 SING N N 56 
I19 C18 H181 SING N N 57 
I19 C18 H182 SING N N 58 
I19 C19 H19  SING N N 59 
I19 C21 H211 SING N N 60 
I19 C21 H212 SING N N 61 
I19 C21 H213 SING N N 62 
I19 C22 H221 SING Y N 63 
I19 C22 H222 SING Y N 64 
I19 C22 H223 SING N N 65 
I19 C23 H23  SING N N 66 
# 
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 
I19 SMILES           ACDLabs              10.04 O=C(N1CCC(N(C)C)C1)c2ccc(cc2)Nc3ncc(F)c(n3)c4cnc(n4C(C)C)C                                                                                                                                  
I19 InChI            InChI                1.02b InChI=1/C24H30FN7O/c1-15(2)32-16(3)26-13-21(32)22-20(25)12-27-24(29-22)28-18-8-6-17(7-9-18)23(33)31-11-10-19(14-31)30(4)5/h6-9,12-13,15,19H,10-11,14H2,1-5H3,(H,27,28,29)/t19-/m0/s1/f/h28H 
I19 InChIKey         InChI                1.02b BACSZMCLZIDTIO-YNTSDMRYDU                                                                                                                                                                   
I19 SMILES_CANONICAL CACTVS               3.341 CC(C)n1c(C)ncc1c2nc(Nc3ccc(cc3)C(=O)N4CC[C@@H](C4)N(C)C)ncc2F                                                                                                                               
I19 SMILES           CACTVS               3.341 CC(C)n1c(C)ncc1c2nc(Nc3ccc(cc3)C(=O)N4CC[CH](C4)N(C)C)ncc2F                                                                                                                                 
I19 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1ncc(n1C(C)C)c2c(cnc(n2)Nc3ccc(cc3)C(=O)N4CC[C@@H](C4)N(C)C)F                                                                                                                             
I19 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1ncc(n1C(C)C)c2c(cnc(n2)Nc3ccc(cc3)C(=O)N4CCC(C4)N(C)C)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 
I19 "SYSTEMATIC NAME" ACDLabs              10.04 N-(4-{[(3S)-3-(dimethylamino)pyrrolidin-1-yl]carbonyl}phenyl)-5-fluoro-4-[2-methyl-1-(1-methylethyl)-1H-imidazol-5-yl]pyrimidin-2-amine 
I19 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 [(3S)-3-dimethylaminopyrrolidin-1-yl]-[4-[[5-fluoro-4-(2-methyl-3-propan-2-yl-imidazol-4-yl)pyrimidin-2-yl]amino]phenyl]methanone       
# 
