data_P5C
# 
_chem_comp.id                                    P5C 
_chem_comp.name                                  2-{[(1R,2S)-2-aminocyclohexyl]amino}-4-[(3-methylphenyl)amino]pyrimidine-5-carboxamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H24 N6 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-01-09 
_chem_comp.pdbx_modified_date                    2009-03-06 
_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                        340.423 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     P5C 
_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        3FQE 
_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 
P5C C2   C2   C 0 1 Y N N 3.533  2.684  13.505 1.077  0.694  0.115  C2   P5C 1  
P5C C3   C3   C 0 1 Y N N 5.305  1.783  14.732 0.396  2.897  0.075  C3   P5C 2  
P5C N1   N1   N 0 1 Y N N 2.788  1.591  13.806 -0.168 0.243  0.075  N1   P5C 3  
P5C C4   C4   C 0 1 Y N N 4.550  0.652  15.057 -0.937 2.473  0.031  C4   P5C 4  
P5C C6   C6   C 0 1 Y N N 3.254  0.564  14.573 -1.195 1.085  0.033  C6   P5C 5  
P5C C8   C8   C 0 1 N N N 5.153  -0.433 15.914 -2.039 3.447  -0.014 C8   P5C 6  
P5C C12  C12  C 0 1 Y N N 1.187  -0.755 14.518 -2.740 -0.756 0.146  C12  P5C 7  
P5C C13  C13  C 0 1 Y N N 0.520  -0.025 13.526 -1.934 -1.521 0.979  C13  P5C 8  
P5C C14  C14  C 0 1 Y N N -1.496 -1.303 13.877 -3.242 -3.459 0.460  C14  P5C 9  
P5C C15  C15  C 0 1 Y N N -0.839 -2.039 14.861 -4.047 -2.700 -0.370 C15  P5C 10 
P5C C16  C16  C 0 1 Y N N -0.815 -0.285 13.202 -2.188 -2.870 1.134  C16  P5C 11 
P5C C17  C17  C 0 1 Y N N 0.491  -1.764 15.182 -3.799 -1.350 -0.529 C17  P5C 12 
P5C C18  C18  C 0 1 N N N -1.567 -3.150 15.579 -5.194 -3.346 -1.102 C18  P5C 13 
P5C O10  O10  O 0 1 N N N 4.509  -1.429 16.227 -3.185 3.063  -0.155 O10  P5C 14 
P5C N9   N9   N 0 1 N N N 6.406  -0.278 16.326 -1.779 4.764  0.101  N9   P5C 15 
P5C N11  N11  N 0 1 N N N 2.488  -0.528 14.871 -2.490 0.611  -0.009 N11  P5C 16 
P5C N5   N5   N 0 1 Y N N 4.796  2.772  13.971 1.356  1.992  0.115  N5   P5C 17 
P5C N7   N7   N 0 1 N N N 3.025  3.684  12.743 2.114  -0.214 0.163  N7   P5C 18 
P5C C19  C19  C 0 1 N N R 1.623  3.736  12.347 3.500  0.260  0.208  C19  P5C 19 
P5C C24  C24  C 0 1 N N S 0.733  4.398  13.423 4.382  -0.805 0.863  C24  P5C 20 
P5C N25  N25  N 0 1 N N N 1.173  5.759  13.705 3.908  -1.061 2.230  N25  P5C 21 
P5C C23  C23  C 0 1 N N N -0.727 4.442  12.971 4.311  -2.098 0.048  C23  P5C 22 
P5C C22  C22  C 0 1 N N N -0.888 5.107  11.595 4.805  -1.831 -1.375 C22  P5C 23 
P5C C21  C21  C 0 1 N N N 0.033  4.518  10.526 3.923  -0.766 -2.030 C21  P5C 24 
P5C C20  C20  C 0 1 N N N 1.493  4.439  10.986 3.994  0.527  -1.215 C20  P5C 25 
P5C H3   H3   H 0 1 N N N 6.318  1.866  15.099 0.636  3.950  0.075  H3   P5C 26 
P5C H13  H13  H 0 1 N N N 1.049  0.756  13.000 -1.110 -1.061 1.504  H13  P5C 27 
P5C H14  H14  H 0 1 N N N -2.527 -1.518 13.637 -3.438 -4.513 0.583  H14  P5C 28 
P5C H16  H16  H 0 1 N N N -1.315 0.294  12.439 -1.561 -3.465 1.781  H16  P5C 29 
P5C H17  H17  H 0 1 N N N 0.985  -2.338 15.952 -4.428 -0.758 -1.178 H17  P5C 30 
P5C H18  H18  H 0 1 N N N -1.744 -3.983 14.883 -6.092 -3.295 -0.487 H18  P5C 31 
P5C H18A H18A H 0 0 N N N -0.957 -3.502 16.424 -5.367 -2.821 -2.042 H18A P5C 32 
P5C H18B H18B H 0 0 N N N -2.531 -2.774 15.954 -4.953 -4.389 -1.308 H18B P5C 33 
P5C HN9  HN9  H 0 1 N N N 6.776  0.585  15.982 -0.866 5.071  0.213  HN9  P5C 34 
P5C HN9A HN9A H 0 0 N N N 6.906  -0.929 16.897 -2.506 5.406  0.071  HN9A P5C 35 
P5C HN11 HN11 H 0 0 N N N 2.931  -1.244 15.410 -3.227 1.227  -0.146 HN11 P5C 36 
P5C HN7  HN7  H 0 1 N N N 3.182  4.521  13.267 1.927  -1.165 0.168  HN7  P5C 37 
P5C H19  H19  H 0 1 N N N 1.257  2.704  12.247 3.550  1.181  0.789  H19  P5C 38 
P5C H24  H24  H 0 1 N N N 0.821  3.789  14.334 5.413  -0.452 0.896  H24  P5C 39 
P5C HN25 HN25 H 0 0 N N N 1.274  5.879  14.693 4.475  -1.761 2.684  HN25 P5C 40 
P5C HN2A HN2A H 0 0 N N N 2.052  5.924  13.258 3.884  -0.209 2.770  HN2A P5C 41 
P5C H23  H23  H 0 1 N N N -1.106 3.411  12.909 4.940  -2.856 0.515  H23  P5C 42 
P5C H23A H23A H 0 0 N N N -1.291 5.037  13.704 3.280  -2.450 0.015  H23A P5C 43 
P5C H22  H22  H 0 1 N N N -1.929 4.969  11.266 5.836  -1.479 -1.342 H22  P5C 44 
P5C H22A H22A H 0 0 N N N -0.620 6.167  11.710 4.755  -2.752 -1.956 H22A P5C 45 
P5C H21  H21  H 0 1 N N N -0.313 3.501  10.290 4.275  -0.576 -3.044 H21  P5C 46 
P5C H21A H21A H 0 0 N N N -0.007 5.179  9.648  2.892  -1.119 -2.063 H21A P5C 47 
P5C H20  H20  H 0 1 N N N 1.891  5.461  11.077 3.366  1.285  -1.682 H20  P5C 48 
P5C H20A H20A H 0 0 N N N 2.057  3.857  10.243 5.025  0.879  -1.182 H20A P5C 49 
# 
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 
P5C C2  N1   DOUB Y N 1  
P5C C2  N5   SING Y N 2  
P5C C2  N7   SING N N 3  
P5C C3  C4   SING Y N 4  
P5C C3  N5   DOUB Y N 5  
P5C N1  C6   SING N N 6  
P5C C4  C6   DOUB Y N 7  
P5C C4  C8   SING Y N 8  
P5C C6  N11  SING N N 9  
P5C C8  O10  DOUB N N 10 
P5C C8  N9   SING N N 11 
P5C C12 C13  DOUB N N 12 
P5C C12 C17  SING Y N 13 
P5C C12 N11  SING Y N 14 
P5C C13 C16  SING N N 15 
P5C C14 C15  SING Y N 16 
P5C C14 C16  DOUB N N 17 
P5C C15 C17  DOUB Y N 18 
P5C C15 C18  SING Y N 19 
P5C N7  C19  SING N N 20 
P5C C19 C24  SING Y N 21 
P5C C19 C20  SING N N 22 
P5C C24 N25  SING N N 23 
P5C C24 C23  SING N N 24 
P5C C23 C22  SING N N 25 
P5C C22 C21  SING N N 26 
P5C C21 C20  SING N N 27 
P5C C3  H3   SING N N 28 
P5C C13 H13  SING N N 29 
P5C C14 H14  SING N N 30 
P5C C16 H16  SING N N 31 
P5C C17 H17  SING N N 32 
P5C C18 H18  SING N N 33 
P5C C18 H18A SING N N 34 
P5C C18 H18B SING N N 35 
P5C N9  HN9  SING N N 36 
P5C N9  HN9A SING N N 37 
P5C N11 HN11 SING N N 38 
P5C N7  HN7  SING N N 39 
P5C C19 H19  SING N N 40 
P5C C24 H24  SING N N 41 
P5C N25 HN25 SING N N 42 
P5C N25 HN2A SING N N 43 
P5C C23 H23  SING N N 44 
P5C C23 H23A SING N N 45 
P5C C22 H22  SING N N 46 
P5C C22 H22A SING N N 47 
P5C C21 H21  SING N N 48 
P5C C21 H21A SING N N 49 
P5C C20 H20  SING N N 50 
P5C C20 H20A SING N N 51 
# 
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 
P5C SMILES           ACDLabs              10.04 O=C(c1cnc(nc1Nc2cc(ccc2)C)NC3C(N)CCCC3)N                                                                                                                                                 
P5C InChI            InChI                1.02b InChI=1/C18H24N6O/c1-11-5-4-6-12(9-11)22-17-13(16(20)25)10-21-18(24-17)23-15-8-3-2-7-14(15)19/h4-6,9-10,14-15H,2-3,7-8,19H2,1H3,(H2,20,25)(H2,21,22,23,24)/t14-,15+/m0/s1/f/h22-23H,20H2 
P5C InChIKey         InChI                1.02b NZNTWOVDIXCHHS-ZUUMEBFWDQ                                                                                                                                                                
P5C SMILES_CANONICAL CACTVS               3.341 Cc1cccc(Nc2nc(N[C@@H]3CCCC[C@@H]3N)ncc2C(N)=O)c1                                                                                                                                         
P5C SMILES           CACTVS               3.341 Cc1cccc(Nc2nc(N[CH]3CCCC[CH]3N)ncc2C(N)=O)c1                                                                                                                                             
P5C SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1cccc(c1)Nc2c(cnc(n2)N[C@@H]3CCCC[C@@H]3N)C(=O)N                                                                                                                                       
P5C SMILES           "OpenEye OEToolkits" 1.5.0 Cc1cccc(c1)Nc2c(cnc(n2)NC3CCCCC3N)C(=O)N                                                                                                                                                 
# 
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 
P5C "SYSTEMATIC NAME" ACDLabs              10.04 2-{[(1R,2S)-2-aminocyclohexyl]amino}-4-[(3-methylphenyl)amino]pyrimidine-5-carboxamide 
P5C "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-[[(1R,2S)-2-aminocyclohexyl]amino]-4-[(3-methylphenyl)amino]pyrimidine-5-carboxamide 
# 
