data_C27
# 
_chem_comp.id                                    C27 
_chem_comp.name                                  "(6R)-2-amino-6-[2-(3'-methoxybiphenyl-3-yl)ethyl]-3,6-dimethyl-5,6-dihydropyrimidin-4(3H)-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H25 N3 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-08-30 
_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                        351.442 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     C27 
_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        2VA7 
_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 
C27 C1   C1   C 0 1 N N N 70.757 46.114 0.728  8.116  -0.857 0.095  C1   C27 1  
C27 O2   O2   O 0 1 N N N 70.866 46.850 1.953  7.052  0.088  0.224  O2   C27 2  
C27 C3   C3   C 0 1 Y N N 71.743 46.393 2.903  5.785  -0.388 0.098  C3   C27 3  
C27 C4   C4   C 0 1 Y N N 72.603 45.304 2.960  5.572  -1.738 -0.146 C4   C27 4  
C27 C5   C5   C 0 1 Y N N 73.380 45.089 4.074  4.285  -2.226 -0.275 C5   C27 5  
C27 C6   C6   C 0 1 Y N N 73.304 45.950 5.148  3.205  -1.374 -0.162 C6   C27 6  
C27 C7   C7   C 0 1 Y N N 72.445 47.047 5.119  3.410  -0.018 0.083  C7   C27 7  
C27 C8   C8   C 0 1 Y N N 71.673 47.255 3.980  4.707  0.473  0.218  C8   C27 8  
C27 C9   C9   C 0 1 Y N N 72.368 47.990 6.273  2.251  0.901  0.204  C9   C27 9  
C27 C10  C10  C 0 1 Y N N 73.487 48.241 7.066  2.456  2.257  0.449  C10  C27 10 
C27 C11  C11  C 0 1 Y N N 73.401 49.094 8.150  1.374  3.107  0.561  C11  C27 11 
C27 C12  C12  C 0 1 Y N N 72.213 49.729 8.441  0.088  2.614  0.431  C12  C27 12 
C27 C13  C13  C 0 1 Y N N 71.080 49.494 7.669  -0.121 1.268  0.188  C13  C27 13 
C27 C14  C14  C 0 1 N N N 69.780 50.191 7.979  -1.525 0.739  0.046  C14  C27 14 
C27 C15  C15  C 0 1 N N N 68.920 49.417 8.959  -1.888 0.798  -1.204 C15  C27 15 
C27 C16  C16  C 0 1 N N R 67.455 49.919 9.119  -3.267 0.155  -1.366 C16  C27 16 
C27 C17  C17  C 0 1 N N N 67.433 51.400 9.528  -3.539 0.105  -2.640 C17  C27 17 
C27 C18  C18  C 0 1 N N N 66.762 49.059 10.180 -4.306 1.074  -0.691 C18  C27 18 
C27 C19  C19  C 0 1 N N N 66.534 47.654 9.711  -5.126 0.440  0.417  C19  C27 19 
C27 O20  O20  O 0 1 N N N 66.557 46.711 10.476 -5.969 1.080  1.009  O20  C27 20 
C27 N21  N21  N 0 1 N N N 66.273 47.499 8.375  -4.896 -0.849 0.727  N21  C27 21 
C27 C22  C22  C 0 1 N N N 66.158 46.134 7.841  -5.690 -1.458 1.797  C22  C27 22 
C27 C23  C23  C 0 1 N N N 66.172 48.627 7.527  -3.959 -1.622 0.095  C23  C27 23 
C27 N24  N24  N 0 1 N N N 66.721 49.783 7.831  -3.187 -1.225 -0.863 N24  C27 24 
C27 N25  N25  N 0 1 N N N 65.555 48.487 6.354  -3.829 -2.925 0.514  N25  C27 25 
C27 C26  C26  C 0 1 Y N N 71.171 48.621 6.593  0.954  0.411  0.068  C26  C27 26 
C27 H1C1 1H1C H 0 0 N N N 70.729 46.814 -0.120 9.071  -0.348 0.216  H1C1 C27 27 
C27 H1C2 2H1C H 0 0 N N N 71.625 45.446 0.623  8.014  -1.626 0.861  H1C2 C27 28 
C27 H1C3 3H1C H 0 0 N N N 69.833 45.517 0.740  8.073  -1.319 -0.892 H1C3 C27 29 
C27 H4   H4   H 0 1 N N N 72.662 44.622 2.125  6.413  -2.409 -0.235 H4   C27 30 
C27 H8   H8   H 0 1 N N N 71.008 48.105 3.937  4.871  1.523  0.412  H8   C27 31 
C27 H5   H5   H 0 1 N N N 74.051 44.244 4.108  4.124  -3.277 -0.464 H5   C27 32 
C27 H6   H6   H 0 1 N N N 73.916 45.773 6.020  2.201  -1.758 -0.264 H6   C27 33 
C27 H10  H10  H 0 1 N N N 74.428 47.765 6.831  3.459  2.643  0.552  H10  C27 34 
C27 H26  H26  H 0 1 N N N 70.294 48.428 5.993  0.790  -0.639 -0.126 H26  C27 35 
C27 H11  H11  H 0 1 N N N 74.268 49.264 8.771  1.532  4.158  0.751  H11  C27 36 
C27 H12  H12  H 0 1 N N N 72.161 50.414 9.274  -0.756 3.282  0.520  H12  C27 37 
C27 H141 1H14 H 0 0 N N N 70.009 51.173 8.418  -1.559 -0.296 0.386  H141 C27 38 
C27 H142 2H14 H 0 0 N N N 69.217 50.280 7.039  -2.203 1.342  0.651  H142 C27 39 
C27 H151 1H15 H 0 0 N N N 68.875 48.376 8.606  -1.935 1.841  -1.520 H151 C27 40 
C27 H152 2H15 H 0 0 N N N 69.393 49.546 9.944  -1.163 0.265  -1.819 H152 C27 41 
C27 H171 1H17 H 0 0 N N N 67.428 51.478 10.625 -2.830 -0.558 -3.137 H171 C27 42 
C27 H172 2H17 H 0 0 N N N 68.326 51.904 9.129  -4.551 -0.274 -2.781 H172 C27 43 
C27 H173 3H17 H 0 0 N N N 66.530 51.879 9.122  -3.462 1.105  -3.067 H173 C27 44 
C27 H181 1H18 H 0 0 N N N 67.398 49.030 11.077 -3.781 1.935  -0.277 H181 C27 45 
C27 H182 2H18 H 0 0 N N N 65.781 49.509 10.392 -4.991 1.435  -1.458 H182 C27 46 
C27 H221 1H22 H 0 0 N N N 66.129 46.171 6.742  -6.323 -0.699 2.256  H221 C27 47 
C27 H222 2H22 H 0 0 N N N 67.025 45.539 8.165  -6.314 -2.249 1.381  H222 C27 48 
C27 H223 3H22 H 0 0 N N N 65.234 45.670 8.216  -5.023 -1.879 2.550  H223 C27 49 
C27 H251 1H25 H 0 0 N N N 65.213 47.553 6.254  -4.439 -3.285 1.176  H251 C27 50 
C27 H252 2H25 H 0 0 N N N 65.449 49.211 5.673  -3.126 -3.485 0.146  H252 C27 51 
# 
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 
C27 C1  O2   SING N N 1  
C27 O2  C3   SING N N 2  
C27 C3  C4   SING N N 3  
C27 C3  C8   DOUB N N 4  
C27 C4  C5   DOUB N N 5  
C27 C5  C6   SING Y N 6  
C27 C6  C7   DOUB Y N 7  
C27 C7  C8   SING Y N 8  
C27 C7  C9   SING N N 9  
C27 C9  C10  SING Y N 10 
C27 C9  C26  DOUB N N 11 
C27 C10 C11  DOUB Y N 12 
C27 C11 C12  SING N N 13 
C27 C12 C13  DOUB Y N 14 
C27 C13 C14  SING N N 15 
C27 C13 C26  SING N N 16 
C27 C14 C15  SING Y N 17 
C27 C15 C16  SING Y N 18 
C27 C16 C17  SING Y N 19 
C27 C16 C18  SING N N 20 
C27 C16 N24  SING Y N 21 
C27 C18 C19  SING N N 22 
C27 C19 O20  DOUB Y N 23 
C27 C19 N21  SING N N 24 
C27 N21 C22  SING N N 25 
C27 N21 C23  SING Y N 26 
C27 C23 N24  DOUB N N 27 
C27 C23 N25  SING N N 28 
C27 C1  H1C1 SING N N 29 
C27 C1  H1C2 SING N N 30 
C27 C1  H1C3 SING N N 31 
C27 C4  H4   SING N N 32 
C27 C8  H8   SING N N 33 
C27 C5  H5   SING N N 34 
C27 C6  H6   SING N N 35 
C27 C10 H10  SING N N 36 
C27 C26 H26  SING N N 37 
C27 C11 H11  SING N N 38 
C27 C12 H12  SING N N 39 
C27 C14 H141 SING N N 40 
C27 C14 H142 SING N N 41 
C27 C15 H151 SING N N 42 
C27 C15 H152 SING N N 43 
C27 C17 H171 SING N N 44 
C27 C17 H172 SING N N 45 
C27 C17 H173 SING N N 46 
C27 C18 H181 SING N N 47 
C27 C18 H182 SING N N 48 
C27 C22 H221 SING N N 49 
C27 C22 H222 SING N N 50 
C27 C22 H223 SING N N 51 
C27 N25 H251 SING N N 52 
C27 N25 H252 SING N N 53 
# 
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 
C27 SMILES           ACDLabs              10.04 O=C3N(C(=NC(CCc2cccc(c1cccc(OC)c1)c2)(C3)C)N)C                                                                                                               
C27 InChI            InChI                1.02b InChI=1/C21H25N3O2/c1-21(14-19(25)24(2)20(22)23-21)11-10-15-6-4-7-16(12-15)17-8-5-9-18(13-17)26-3/h4-9,12-13H,10-11,14H2,1-3H3,(H2,22,23)/t21-/m1/s1/f/h22H2 
C27 InChIKey         InChI                1.02b VDFBMQAUECXNKR-BEPYTTGADR                                                                                                                                    
C27 SMILES_CANONICAL CACTVS               3.341 COc1cccc(c1)c2cccc(CC[C@]3(C)CC(=O)N(C)C(=N3)N)c2                                                                                                            
C27 SMILES           CACTVS               3.341 COc1cccc(c1)c2cccc(CC[C]3(C)CC(=O)N(C)C(=N3)N)c2                                                                                                             
C27 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@]1(CC(=O)N(C(=N1)N)C)CCc2cccc(c2)c3cccc(c3)OC                                                                                                            
C27 SMILES           "OpenEye OEToolkits" 1.5.0 CC1(CC(=O)N(C(=N1)N)C)CCc2cccc(c2)c3cccc(c3)OC                                                                                                               
# 
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 
C27 "SYSTEMATIC NAME" ACDLabs              10.04 "(6R)-2-amino-6-[2-(3'-methoxybiphenyl-3-yl)ethyl]-3,6-dimethyl-5,6-dihydropyrimidin-4(3H)-one" 
C27 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (6R)-2-amino-6-[2-[3-(3-methoxyphenyl)phenyl]ethyl]-3,6-dimethyl-5H-pyrimidin-4-one             
# 
