data_77A
# 
_chem_comp.id                                    77A 
_chem_comp.name                                  1-(5-CHLORO-2-METHOXYPHENYL)-3-{6-[2-(DIMETHYLAMINO)-1-METHYLETHOXY]PYRAZIN-2-YL}UREA 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H22 Cl N5 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-01-31 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        379.841 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     77A 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
77A N1   N1   N  0 1 N N N -3.300 9.756  -19.371 -3.386 1.463  5.424  N1   77A 1  
77A C2   C2   C  0 1 Y N N -1.986 9.347  -19.508 -2.821 2.580  6.085  C2   77A 2  
77A C3   C3   C  0 1 Y N N -1.007 10.147 -20.214 -1.567 3.020  5.695  C3   77A 3  
77A C4   C4   C  0 1 Y N N 0.339  9.677  -20.327 -0.997 4.119  6.337  C4   77A 4  
77A C5   C5   C  0 1 Y N N 0.750  8.427  -19.760 -1.690 4.764  7.362  C5   77A 5  
77A C6   C6   C  0 1 Y N N -0.217 7.631  -19.058 -2.952 4.310  7.744  C6   77A 6  
77A C7   C7   C  0 1 Y N N -1.607 8.082  -18.922 -3.521 3.210  7.101  C7   77A 7  
77A O8   O8   O  0 1 N N N -2.653 7.392  -18.252 -4.756 2.782  7.490  O8   77A 8  
77A C9   C9   C  0 1 N N N -2.804 5.986  -18.453 -5.879 3.354  6.824  C9   77A 9  
77A CL10 CL10 CL 0 0 N N N 1.480  10.660 -21.181 0.560  4.681  5.866  CL10 77A 10 
77A C11  C11  C  0 1 N N N -4.161 10.684 -20.009 -2.831 0.704  4.381  C11  77A 11 
77A O12  O12  O  0 1 N N N -3.782 11.384 -20.952 -1.734 0.900  3.868  O12  77A 12 
77A N13  N13  N  0 1 N N N -5.460 10.818 -19.575 -3.725 -0.326 4.007  N13  77A 13 
77A C14  C14  C  0 1 Y N N -6.187 10.191 -18.564 -3.565 -1.300 3.018  C14  77A 14 
77A N15  N15  N  0 1 Y N N -5.876 8.840  -18.240 -2.435 -1.323 2.284  N15  77A 15 
77A C16  C16  C  0 1 Y N N -6.599 8.163  -17.218 -2.356 -2.291 1.351  C16  77A 16 
77A C17  C17  C  0 1 Y N N -7.663 8.883  -16.511 -3.368 -3.204 1.156  C17  77A 17 
77A N18  N18  N  0 1 Y N N -7.965 10.218 -16.835 -4.498 -3.181 1.890  N18  77A 18 
77A C19  C19  C  0 1 Y N N -7.247 10.880 -17.848 -4.579 -2.213 2.824  C19  77A 19 
77A O20  O20  O  0 1 N N N -6.288 6.813  -16.913 -1.224 -2.345 0.585  O20  77A 20 
77A C21  C21  C  0 1 N N S -6.383 6.306  -15.582 -0.225 -1.362 0.851  C21  77A 21 
77A C22  C22  C  0 1 N N N -5.012 5.646  -15.272 0.530  -1.071 -0.443 C22  77A 22 
77A N23  N23  N  0 1 N N N -4.226 6.163  -14.119 -0.385 -0.564 -1.441 N23  77A 23 
77A C24  C24  C  0 1 N N N -4.705 5.613  -12.847 0.308  -0.304 -2.709 C24  77A 24 
77A C25  C25  C  0 1 N N N -7.530 5.282  -15.524 0.712  -1.899 1.926  C25  77A 25 
77A C26  C26  C  0 1 N N N -4.208 7.638  -14.042 -1.048 0.661  -0.977 C26  77A 26 
77A HN1  HN1  H  0 1 N N N -3.763 9.271  -18.629 -4.308 1.175  5.743  HN1  77A 27 
77A H3   H3   H  0 1 N N N -1.291 11.092 -20.652 -1.028 2.516  4.895  H3   77A 28 
77A H5   H5   H  0 1 N N N 1.771  8.089  -19.859 -1.259 5.622  7.871  H5   77A 29 
77A H6   H6   H  0 1 N N N 0.082  6.688  -18.624 -3.486 4.816  8.543  H6   77A 30 
77A H91  1H9  H  0 1 N N N -2.843 5.771  -19.531 -5.536 3.943  5.970  H91  77A 31 
77A H92  2H9  H  0 1 N N N -1.950 5.458  -18.005 -6.432 3.989  7.520  H92  77A 32 
77A H93  3H9  H  0 1 N N N -3.736 5.646  -17.978 -6.530 2.550  6.471  H93  77A 33 
77A HN13 HN13 H  0 0 N N N -5.986 11.499 -20.085 -4.602 -0.352 4.535  HN13 77A 34 
77A H17  H17  H  0 1 N N N -8.221 8.383  -15.733 -3.307 -3.983 0.406  H17  77A 35 
77A H19  H19  H  0 1 N N N -7.485 11.904 -18.094 -5.492 -2.205 3.409  H19  77A 36 
77A H21  H21  H  0 1 N N N -6.600 7.090  -14.841 -0.728 -0.459 1.215  H21  77A 37 
77A H221 1H22 H  0 0 N N N -5.213 4.584  -15.066 1.314  -0.324 -0.277 H221 77A 38 
77A H222 2H22 H  0 0 N N N -4.392 5.868  -16.153 0.999  -1.981 -0.831 H222 77A 39 
77A H241 1H24 H  0 0 N N N -4.825 4.524  -12.940 0.809  0.667  -2.671 H241 77A 40 
77A H242 2H24 H  0 0 N N N -3.976 5.835  -12.054 -0.407 -0.299 -3.537 H242 77A 41 
77A H243 3H24 H  0 0 N N N -5.674 6.068  -12.593 1.056  -1.079 -2.897 H243 77A 42 
77A H251 1H25 H  0 0 N N N -7.751 5.038  -14.475 0.162  -2.183 2.828  H251 77A 43 
77A H252 2H25 H  0 0 N N N -8.426 5.709  -15.998 1.268  -2.770 1.562  H252 77A 44 
77A H253 3H25 H  0 0 N N N -7.232 4.368  -16.058 1.456  -1.142 2.197  H253 77A 45 
77A H261 1H26 H  0 0 N N N -4.204 7.951  -12.987 -0.650 1.529  -1.509 H261 77A 46 
77A H262 2H26 H  0 0 N N N -3.305 8.020  -14.541 -0.880 0.798  0.095  H262 77A 47 
77A H263 3H26 H  0 0 N N N -5.102 8.042  -14.540 -2.124 0.600  -1.158 H263 77A 48 
# 
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 
77A N1  C11  SING N N 1  
77A N1  C2   SING N N 2  
77A N1  HN1  SING N N 3  
77A C2  C3   SING Y N 4  
77A C2  C7   DOUB Y N 5  
77A C3  C4   DOUB Y N 6  
77A C3  H3   SING N N 7  
77A C4  CL10 SING N N 8  
77A C4  C5   SING Y N 9  
77A C5  C6   DOUB Y N 10 
77A C5  H5   SING N N 11 
77A C6  C7   SING Y N 12 
77A C6  H6   SING N N 13 
77A C7  O8   SING N N 14 
77A O8  C9   SING N N 15 
77A C9  H91  SING N N 16 
77A C9  H92  SING N N 17 
77A C9  H93  SING N N 18 
77A C11 O12  DOUB N N 19 
77A C11 N13  SING N N 20 
77A N13 C14  SING N N 21 
77A N13 HN13 SING N N 22 
77A C14 N15  DOUB Y N 23 
77A C14 C19  SING Y N 24 
77A N15 C16  SING Y N 25 
77A C16 O20  SING N N 26 
77A C16 C17  DOUB Y N 27 
77A C17 N18  SING Y N 28 
77A C17 H17  SING N N 29 
77A N18 C19  DOUB Y N 30 
77A C19 H19  SING N N 31 
77A O20 C21  SING N N 32 
77A C21 C25  SING N N 33 
77A C21 C22  SING N N 34 
77A C21 H21  SING N N 35 
77A C22 N23  SING N N 36 
77A C22 H221 SING N N 37 
77A C22 H222 SING N N 38 
77A N23 C26  SING N N 39 
77A N23 C24  SING N N 40 
77A C24 H241 SING N N 41 
77A C24 H242 SING N N 42 
77A C24 H243 SING N N 43 
77A C25 H251 SING N N 44 
77A C25 H252 SING N N 45 
77A C25 H253 SING N N 46 
77A C26 H261 SING N N 47 
77A C26 H262 SING N N 48 
77A C26 H263 SING N N 49 
# 
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 
77A SMILES           ACDLabs              10.04 Clc1cc(c(OC)cc1)NC(=O)Nc2nc(OC(CN(C)C)C)cnc2                                                                                                               
77A InChI            InChI                1.02b InChI=1/C17H22ClN5O3/c1-11(10-23(2)3)26-16-9-19-8-15(21-16)22-17(24)20-13-7-12(18)5-6-14(13)25-4/h5-9,11H,10H2,1-4H3,(H2,20,21,22,24)/t11-/m0/s1/f/h20,22H 
77A InChIKey         InChI                1.02b GIAYFZLMPSVQDV-YREUQKFVDS                                                                                                                                  
77A SMILES_CANONICAL CACTVS               3.341 COc1ccc(Cl)cc1NC(=O)Nc2cncc(O[C@@H](C)CN(C)C)n2                                                                                                            
77A SMILES           CACTVS               3.341 COc1ccc(Cl)cc1NC(=O)Nc2cncc(O[CH](C)CN(C)C)n2                                                                                                              
77A SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@H](CN(C)C)Oc1cncc(n1)NC(=O)Nc2cc(ccc2OC)Cl                                                                                                            
77A SMILES           "OpenEye OEToolkits" 1.5.0 CC(CN(C)C)Oc1cncc(n1)NC(=O)Nc2cc(ccc2OC)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 
77A "SYSTEMATIC NAME" ACDLabs              10.04 1-(5-chloro-2-methoxyphenyl)-3-{6-[(1S)-2-(dimethylamino)-1-methylethoxy]pyrazin-2-yl}urea 
77A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 1-(5-chloro-2-methoxy-phenyl)-3-[6-[(2S)-1-dimethylaminopropan-2-yl]oxypyrazin-2-yl]urea   
# 
