data_501
# 
_chem_comp.id                                    501 
_chem_comp.name                                  N7-BUTYL-N2-(5-CHLORO-2-METHYLPHENYL)-5-METHYL[1,2,4]TRIAZOLO[1,5-A]PYRIMIDINE-2,7-DIAMINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H21 Cl N6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-05-03 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        344.842 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     501 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1ZGV 
_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 
501 C1   C1   C  0 1 Y N N 10.732 -12.510 23.768 -5.351 1.875  0.129  C1   501 1  
501 C2   C2   C  0 1 Y N N 11.615 -12.611 22.621 -4.032 2.285  0.177  C2   501 2  
501 C3   C3   C  0 1 Y N N 12.506 -11.569 22.237 -3.011 1.356  0.024  C3   501 3  
501 C4   C4   C  0 1 Y N N 12.577 -10.381 22.989 -3.319 0.015  -0.167 C4   501 4  
501 C5   C5   C  0 1 Y N N 11.779 -10.268 24.149 -4.639 -0.390 -0.209 C5   501 5  
501 C6   C6   C  0 1 Y N N 10.875 -11.315 24.561 -5.654 0.539  -0.061 C6   501 6  
501 N10  N10  N  0 1 N N N 13.340 -11.705 21.083 -1.677 1.769  0.067  N10  501 7  
501 C11  C11  C  0 1 Y N N 14.611 -12.399 21.223 -0.655 0.821  0.097  C11  501 8  
501 N12  N12  N  0 1 Y N N 15.711 -12.170 20.404 -0.829 -0.495 0.200  N12  501 9  
501 C13  C13  C  0 1 Y N N 16.610 -13.075 20.840 0.352  -1.105 0.199  C13  501 10 
501 N14  N14  N  0 1 Y N N 16.128 -13.797 21.878 1.309  -0.135 0.096  N14  501 11 
501 N15  N15  N  0 1 Y N N 14.931 -13.427 22.128 0.632  1.089  0.027  N15  501 12 
501 N16  N16  N  0 1 Y N N 17.863 -13.195 20.331 0.700  -2.394 0.280  N16  501 13 
501 C17  C17  C  0 1 Y N N 18.703 -14.175 20.850 1.964  -2.763 0.257  C17  501 14 
501 C18  C18  C  0 1 Y N N 18.309 -15.051 21.987 2.974  -1.812 0.149  C18  501 15 
501 C19  C19  C  0 1 Y N N 16.975 -14.827 22.570 2.630  -0.476 0.065  C19  501 16 
501 N21  N21  N  0 1 N N N 16.579 -15.655 23.744 3.602  0.494  -0.043 N21  501 17 
501 C22  C22  C  0 1 N N N 17.769 -16.239 24.409 5.017  0.113  -0.070 C22  501 18 
501 C23  C23  C  0 1 N N N 18.402 -15.174 25.332 5.881  1.369  -0.195 C23  501 19 
501 C26  C26  C  0 1 N N N 19.884 -15.441 25.662 7.358  0.972  -0.222 C26  501 20 
501 C29  C29  C  0 1 N N N 20.492 -14.327 26.494 8.222  2.228  -0.347 C29  501 21 
501 C37  C37  C  0 1 N N N 20.068 -14.367 20.179 2.318  -4.225 0.350  C37  501 22 
501 CL41 CL41 CL 0 0 N N N 11.974 -8.790  25.039 -5.026 -2.066 -0.447 CL41 501 23 
501 C42  C42  C  0 1 N N N 11.672 -13.841 21.810 -3.703 3.741  0.384  C42  501 24 
501 H1   H1   H  0 1 N N N 9.997  -13.293 24.021 -6.145 2.597  0.244  H1   501 25 
501 H4   H4   H  0 1 N N N 13.242 -9.558  22.676 -2.527 -0.711 -0.282 H4   501 26 
501 H6   H6   H  0 1 N N N 10.289 -11.201 25.488 -6.686 0.221  -0.094 H6   501 27 
501 H10  H10  H  0 1 N N N 13.509 -10.781 20.685 -1.462 2.714  0.077  H10  501 28 
501 H18  H18  H  0 1 N N N 18.978 -15.834 22.381 4.011  -2.113 0.130  H18  501 29 
501 H21  H21  H  0 1 N N N 15.901 -16.373 23.486 3.351  1.429  -0.102 H21  501 30 
501 H221 1H22 H  0 0 N N N 17.531 -17.183 24.951 5.201  -0.541 -0.922 H221 501 31 
501 H222 2H22 H  0 0 N N N 18.500 -16.657 23.679 5.269  -0.412 0.852  H222 501 32 
501 H231 1H23 H  0 0 N N N 18.272 -14.153 24.901 5.697  2.023  0.658  H231 501 33 
501 H232 2H23 H  0 0 N N N 17.805 -15.059 26.267 5.629  1.894  -1.116 H232 501 34 
501 H261 1H26 H  0 0 N N N 20.016 -16.432 26.155 7.543  0.318  -1.075 H261 501 35 
501 H262 2H26 H  0 0 N N N 20.477 -15.624 24.736 7.610  0.447  0.699  H262 501 36 
501 H291 1H29 H  0 0 N N N 21.563 -14.520 26.732 7.970  2.753  -1.268 H291 501 37 
501 H292 2H29 H  0 0 N N N 20.359 -13.335 26.000 8.038  2.882  0.506  H292 501 38 
501 H293 3H29 H  0 0 N N N 19.898 -14.143 27.419 9.275  1.945  -0.366 H293 501 39 
501 H371 1H37 H  0 0 N N N 20.741 -15.152 20.595 2.444  -4.503 1.397  H371 501 40 
501 H372 2H37 H  0 0 N N N 19.920 -14.548 19.088 1.520  -4.821 -0.091 H372 501 41 
501 H373 3H37 H  0 0 N N N 20.608 -13.392 20.158 3.248  -4.408 -0.188 H373 501 42 
501 H421 1H42 H  0 0 N N N 12.350 -13.918 20.928 -3.614 3.945  1.451  H421 501 43 
501 H422 2H42 H  0 0 N N N 11.892 -14.694 22.492 -2.759 3.973  -0.110 H422 501 44 
501 H423 3H42 H  0 0 N N N 10.636 -14.080 21.471 -4.496 4.357  -0.040 H423 501 45 
# 
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 
501 C1  C2   DOUB Y N 1  
501 C1  C6   SING Y N 2  
501 C1  H1   SING N N 3  
501 C2  C3   SING Y N 4  
501 C2  C42  SING N N 5  
501 C3  C4   DOUB Y N 6  
501 C3  N10  SING N N 7  
501 C4  C5   SING Y N 8  
501 C4  H4   SING N N 9  
501 C5  C6   DOUB Y N 10 
501 C5  CL41 SING N N 11 
501 C6  H6   SING N N 12 
501 N10 C11  SING N N 13 
501 N10 H10  SING N N 14 
501 C11 N12  SING Y N 15 
501 C11 N15  DOUB Y N 16 
501 N12 C13  DOUB Y N 17 
501 C13 N14  SING Y N 18 
501 C13 N16  SING Y N 19 
501 N14 N15  SING Y N 20 
501 N14 C19  SING Y N 21 
501 N16 C17  DOUB Y N 22 
501 C17 C18  SING Y N 23 
501 C17 C37  SING N N 24 
501 C18 C19  DOUB Y N 25 
501 C18 H18  SING N N 26 
501 C19 N21  SING N N 27 
501 N21 C22  SING N N 28 
501 N21 H21  SING N N 29 
501 C22 C23  SING N N 30 
501 C22 H221 SING N N 31 
501 C22 H222 SING N N 32 
501 C23 C26  SING N N 33 
501 C23 H231 SING N N 34 
501 C23 H232 SING N N 35 
501 C26 C29  SING N N 36 
501 C26 H261 SING N N 37 
501 C26 H262 SING N N 38 
501 C29 H291 SING N N 39 
501 C29 H292 SING N N 40 
501 C29 H293 SING N N 41 
501 C37 H371 SING N N 42 
501 C37 H372 SING N N 43 
501 C37 H373 SING N N 44 
501 C42 H421 SING N N 45 
501 C42 H422 SING N N 46 
501 C42 H423 SING N N 47 
# 
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 
501 SMILES           ACDLabs              10.04 Clc1cc(c(cc1)C)Nc2nc3nc(cc(n3n2)NCCCC)C                                                                                                  
501 InChI            InChI                1.02b InChI=1/C17H21ClN6/c1-4-5-8-19-15-9-12(3)20-17-22-16(23-24(15)17)21-14-10-13(18)7-6-11(14)2/h6-7,9-10,19H,4-5,8H2,1-3H3,(H,21,23)/f/h21H 
501 InChIKey         InChI                1.02b ZTYBIJUAAWLJNU-PKSOQXRJCC                                                                                                                
501 SMILES_CANONICAL CACTVS               3.341 CCCCNc1cc(C)nc2nc(Nc3cc(Cl)ccc3C)nn12                                                                                                    
501 SMILES           CACTVS               3.341 CCCCNc1cc(C)nc2nc(Nc3cc(Cl)ccc3C)nn12                                                                                                    
501 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCNc1cc(nc2n1nc(n2)Nc3cc(ccc3C)Cl)C                                                                                                    
501 SMILES           "OpenEye OEToolkits" 1.5.0 CCCCNc1cc(nc2n1nc(n2)Nc3cc(ccc3C)Cl)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 
501 "SYSTEMATIC NAME" ACDLabs              10.04 N~7~-butyl-N~2~-(5-chloro-2-methylphenyl)-5-methyl[1,2,4]triazolo[1,5-a]pyrimidine-2,7-diamine 
501 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N'-butyl-N-(5-chloro-2-methyl-phenyl)-5-methyl-[1,2,4]triazolo[5,1-b]pyrimidine-2,7-diamine"  
# 
