data_B02
# 
_chem_comp.id                                    B02 
_chem_comp.name                                  "2-amino-3-methyl-6-[(1S,2R)-2-(3'-methylbiphenyl-4-yl)cyclopropyl]pyrimidin-4(3H)-one" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H21 N3 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2012-07-26 
_chem_comp.pdbx_modified_date                    2012-10-19 
_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                        331.411 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     B02 
_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        3VV8 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
B02 O   O   O 0 1 N N N 17.156 41.433 -10.060 3.805  2.143  -2.148 O   B02 1  
B02 C1  C1  C 0 1 N N N 16.983 40.419 -9.328  3.401  1.473  -1.212 C1  B02 2  
B02 N2  N2  N 0 1 N N N 16.474 40.560 -8.015  2.815  2.061  -0.147 N2  B02 3  
B02 C5  C5  C 0 1 N N N 16.169 41.909 -7.520  2.657  3.517  -0.106 C5  B02 4  
B02 C4  C4  C 0 1 N N N 16.294 39.404 -7.204  2.371  1.297  0.887  C4  B02 5  
B02 N3  N3  N 0 1 N N N 15.815 39.511 -5.939  1.778  1.901  1.963  N3  B02 6  
B02 N1  N1  N 0 1 N N N 16.606 38.174 -7.696  2.503  -0.014 0.872  N1  B02 7  
B02 C3  C3  C 0 1 N N N 17.093 38.014 -8.955  3.074  -0.641 -0.155 C3  B02 8  
B02 C2  C2  C 0 1 N N N 17.286 39.132 -9.785  3.533  0.073  -1.223 C2  B02 9  
B02 C6  C6  C 0 1 N N S 17.415 36.648 -9.460  3.207  -2.142 -0.140 C6  B02 10 
B02 C21 C21 C 0 1 N N N 18.372 36.760 -10.658 2.856  -2.869 1.160  C21 B02 11 
B02 C7  C7  C 0 1 N N R 18.894 36.270 -9.308  1.921  -2.965 -0.047 C7  B02 12 
B02 C8  C8  C 0 1 Y N N 19.713 37.236 -8.496  0.617  -2.213 0.022  C8  B02 13 
B02 C13 C13 C 0 1 Y N N 20.940 37.694 -8.970  0.386  -1.329 1.060  C13 B02 14 
B02 C12 C12 C 0 1 Y N N 21.735 38.548 -8.203  -0.807 -0.637 1.128  C12 B02 15 
B02 C11 C11 C 0 1 Y N N 21.318 38.951 -6.937  -1.778 -0.830 0.147  C11 B02 16 
B02 C10 C10 C 0 1 Y N N 20.103 38.481 -6.439  -1.539 -1.722 -0.896 C10 B02 17 
B02 C9  C9  C 0 1 Y N N 19.320 37.622 -7.212  -0.341 -2.404 -0.957 C9  B02 18 
B02 C14 C14 C 0 1 Y N N 22.180 39.862 -6.116  -3.062 -0.089 0.215  C14 B02 19 
B02 C19 C19 C 0 1 Y N N 23.520 40.018 -6.463  -3.298 0.806  1.256  C19 B02 20 
B02 C18 C18 C 0 1 Y N N 24.337 40.852 -5.704  -4.495 1.493  1.314  C18 B02 21 
B02 C17 C17 C 0 1 Y N N 23.841 41.525 -4.596  -5.457 1.294  0.341  C17 B02 22 
B02 C16 C16 C 0 1 Y N N 22.513 41.363 -4.227  -5.228 0.405  -0.694 C16 B02 23 
B02 C20 C20 C 0 1 N N N 21.984 42.100 -3.025  -6.282 0.193  -1.750 C20 B02 24 
B02 C15 C15 C 0 1 Y N N 21.686 40.529 -4.983  -4.033 -0.282 -0.765 C15 B02 25 
B02 H1  H1  H 0 1 N N N 15.785 41.845 -6.491  3.069  3.953  -1.016 H1  B02 26 
B02 H2  H2  H 0 1 N N N 17.084 42.520 -7.533  1.598  3.766  -0.032 H2  B02 27 
B02 H3  H3  H 0 1 N N N 15.409 42.373 -8.166  3.186  3.916  0.760  H3  B02 28 
B02 H4  H4  H 0 1 N N N 15.695 38.691 -5.379  1.676  2.865  1.983  H4  B02 29 
B02 H5  H5  H 0 1 N N N 15.582 40.410 -5.567  1.458  1.364  2.705  H5  B02 30 
B02 H6  H6  H 0 1 N N N 17.672 38.996 -10.785 3.993  -0.428 -2.062 H6  B02 31 
B02 H7  H7  H 0 1 N N N 16.651 35.857 -9.452  4.023  -2.547 -0.739 H7  B02 32 
B02 H8  H8  H 0 1 N N N 18.283 36.058 -11.501 3.440  -3.753 1.415  H8  B02 33 
B02 H9  H9  H 0 1 N N N 18.667 37.750 -11.035 2.529  -2.262 2.004  H9  B02 34 
B02 H10 H10 H 0 1 N N N 19.131 35.199 -9.219  1.890  -3.912 -0.586 H10 B02 35 
B02 H11 H11 H 0 1 N N N 21.282 37.384 -9.946  1.139  -1.180 1.819  H11 B02 36 
B02 H12 H12 H 0 1 N N N 22.679 38.898 -8.594  -0.987 0.053  1.939  H12 B02 37 
B02 H13 H13 H 0 1 N N N 19.769 38.781 -5.457  -2.289 -1.875 -1.659 H13 B02 38 
B02 H14 H14 H 0 1 N N N 18.391 37.248 -6.809  -0.154 -3.093 -1.768 H14 B02 39 
B02 H15 H15 H 0 1 N N N 23.924 39.494 -7.317  -2.547 0.963  2.016  H15 B02 40 
B02 H16 H16 H 0 1 N N N 25.373 40.977 -5.982  -4.679 2.187  2.120  H16 B02 41 
B02 H17 H17 H 0 1 N N N 24.487 42.173 -4.022  -6.391 1.833  0.390  H17 B02 42 
B02 H18 H18 H 0 1 N N N 22.116 41.480 -2.126  -6.127 0.900  -2.565 H18 B02 43 
B02 H19 H19 H 0 1 N N N 22.534 43.044 -2.903  -6.211 -0.825 -2.134 H19 B02 44 
B02 H20 H20 H 0 1 N N N 20.915 42.315 -3.168  -7.269 0.349  -1.315 H20 B02 45 
B02 H21 H21 H 0 1 N N N 20.654 40.395 -4.693  -3.853 -0.972 -1.577 H21 B02 46 
# 
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 
B02 C21 C6  SING N N 1  
B02 C21 C7  SING N N 2  
B02 O   C1  DOUB N N 3  
B02 C2  C1  SING N N 4  
B02 C2  C3  DOUB N N 5  
B02 C6  C7  SING N N 6  
B02 C6  C3  SING N N 7  
B02 C1  N2  SING N N 8  
B02 C7  C8  SING N N 9  
B02 C13 C8  DOUB Y N 10 
B02 C13 C12 SING Y N 11 
B02 C3  N1  SING N N 12 
B02 C8  C9  SING Y N 13 
B02 C12 C11 DOUB Y N 14 
B02 N2  C5  SING N N 15 
B02 N2  C4  SING N N 16 
B02 N1  C4  DOUB N N 17 
B02 C9  C10 DOUB Y N 18 
B02 C4  N3  SING N N 19 
B02 C11 C10 SING Y N 20 
B02 C11 C14 SING N N 21 
B02 C19 C14 DOUB Y N 22 
B02 C19 C18 SING Y N 23 
B02 C14 C15 SING Y N 24 
B02 C18 C17 DOUB Y N 25 
B02 C15 C16 DOUB Y N 26 
B02 C17 C16 SING Y N 27 
B02 C16 C20 SING N N 28 
B02 C5  H1  SING N N 29 
B02 C5  H2  SING N N 30 
B02 C5  H3  SING N N 31 
B02 N3  H4  SING N N 32 
B02 N3  H5  SING N N 33 
B02 C2  H6  SING N N 34 
B02 C6  H7  SING N N 35 
B02 C21 H8  SING N N 36 
B02 C21 H9  SING N N 37 
B02 C7  H10 SING N N 38 
B02 C13 H11 SING N N 39 
B02 C12 H12 SING N N 40 
B02 C10 H13 SING N N 41 
B02 C9  H14 SING N N 42 
B02 C19 H15 SING N N 43 
B02 C18 H16 SING N N 44 
B02 C17 H17 SING N N 45 
B02 C20 H18 SING N N 46 
B02 C20 H19 SING N N 47 
B02 C20 H20 SING N N 48 
B02 C15 H21 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 
B02 SMILES           ACDLabs              12.01 "O=C1C=C(N=C(N)N1C)C4CC4c3ccc(c2cccc(c2)C)cc3"                                                                                                           
B02 InChI            InChI                1.03  "InChI=1S/C21H21N3O/c1-13-4-3-5-16(10-13)14-6-8-15(9-7-14)17-11-18(17)19-12-20(25)24(2)21(22)23-19/h3-10,12,17-18H,11H2,1-2H3,(H2,22,23)/t17-,18-/m0/s1" 
B02 InChIKey         InChI                1.03  STUBOTPNCNDBOA-ROUUACIJSA-N                                                                                                                              
B02 SMILES_CANONICAL CACTVS               3.370 "CN1C(=NC(=CC1=O)[C@H]2C[C@H]2c3ccc(cc3)c4cccc(C)c4)N"                                                                                                   
B02 SMILES           CACTVS               3.370 "CN1C(=NC(=CC1=O)[CH]2C[CH]2c3ccc(cc3)c4cccc(C)c4)N"                                                                                                     
B02 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1cccc(c1)c2ccc(cc2)[C@@H]3C[C@@H]3C4=CC(=O)N(C(=N4)N)C"                                                                                               
B02 SMILES           "OpenEye OEToolkits" 1.7.6 "Cc1cccc(c1)c2ccc(cc2)C3CC3C4=CC(=O)N(C(=N4)N)C"                                                                                                         
# 
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 
B02 "SYSTEMATIC NAME" ACDLabs              12.01 "2-amino-3-methyl-6-[(1S,2R)-2-(3'-methylbiphenyl-4-yl)cyclopropyl]pyrimidin-4(3H)-one" 
B02 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-azanyl-3-methyl-6-[(1S,2R)-2-[4-(3-methylphenyl)phenyl]cyclopropyl]pyrimidin-4-one"  
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
B02 "Create component" 2012-07-26 PDBJ 
B02 "Initial release"  2012-10-19 RCSB 
# 
