data_COQ
# 
_chem_comp.id                                    COQ 
_chem_comp.name                                  "2,4-DIAMINO-6-[N-(3',5'-DIMETHOXYBENZYL)-N-METHYLAMINO]PYRIDO[2,3-D]PYRIMIDINE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H20 N6 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-07-25 
_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                        340.380 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     COQ 
_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        1LY4 
_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 
COQ C2B    C2*   C 0 1 Y N N 10.793 2.314 11.900 1.201  -0.338 -5.110 C2B    COQ 1  
COQ C4B    C4*   C 0 1 Y N N 11.219 3.958 13.603 -0.797 -1.011 -4.158 C4B    COQ 2  
COQ C4A    C4A   C 0 1 Y N N 12.452 4.274 12.991 -0.512 -0.185 -3.043 C4A    COQ 3  
COQ C5B    C5*   C 0 1 Y N N 13.345 5.254 13.522 -1.381 -0.088 -1.950 C5B    COQ 4  
COQ C6B    C6*   C 0 1 Y N N 14.580 5.504 12.885 -1.020 0.749  -0.907 C6B    COQ 5  
COQ "C7'"  C7*   C 0 1 Y N N 14.841 4.776 11.699 0.184  1.451  -0.974 "C7'"  COQ 6  
COQ C8A    C8A   C 0 1 Y N N 12.812 3.543 11.841 0.693  0.557  -3.041 C8A    COQ 7  
COQ "C9'"  C9*   C 0 1 N N N 15.194 7.785 12.716 -1.464 1.768  1.310  "C9'"  COQ 8  
COQ "C1'"  "C1'" C 0 1 Y N N 15.631 7.876 11.242 -0.664 0.987  2.320  "C1'"  COQ 9  
COQ "C2'"  "C2'" C 0 1 Y N N 16.898 7.512 10.747 0.709  0.910  2.201  "C2'"  COQ 10 
COQ "C3'"  "C3'" C 0 1 Y N N 17.165 7.654 9.367  1.449  0.191  3.129  "C3'"  COQ 11 
COQ "C4'"  "C4'" C 0 1 Y N N 16.238 8.212 8.478  0.806  -0.454 4.174  "C4'"  COQ 12 
COQ "C5'"  "C5'" C 0 1 Y N N 15.051 8.679 8.997  -0.572 -0.371 4.294  "C5'"  COQ 13 
COQ "C6'"  "C6'" C 0 1 Y N N 14.724 8.483 10.327 -1.306 0.348  3.363  "C6'"  COQ 14 
COQ C31    C31   C 0 1 N N N 18.725 6.068 8.195  3.266  -0.681 4.102  C31    COQ 15 
COQ C51    C51   C 0 1 N N N 14.876 9.361 6.805  -0.192 -1.645 6.095  C51    COQ 16 
COQ "CN'"  CN*   C 0 1 N N N 16.536 6.339 14.290 -3.117 0.147  0.272  "CN'"  COQ 17 
COQ "N1'"  N1*   N 0 1 Y N N 12.001 2.569 11.342 1.514  0.446  -4.096 "N1'"  COQ 18 
COQ "N2'"  N2*   N 0 1 N N N 9.876  1.383 11.541 2.077  -0.422 -6.176 "N2'"  COQ 19 
COQ "N3'"  N3*   N 0 1 Y N N 10.474 2.991 13.021 0.079  -1.051 -5.150 "N3'"  COQ 20 
COQ "N4'"  N4*   N 0 1 N N N 10.663 4.460 14.738 -1.957 -1.754 -4.209 "N4'"  COQ 21 
COQ "N8'"  N8*   N 0 1 Y N N 13.993 3.797 11.191 0.989  1.343  -2.006 "N8'"  COQ 22 
COQ "N9'"  N9*   N 0 1 N N N 15.434 6.487 13.342 -1.854 0.886  0.207  "N9'"  COQ 23 
COQ "O3'"  "O3'" O 0 1 N N N 18.409 7.323 8.797  2.800  0.116  3.012  "O3'"  COQ 24 
COQ "O5'"  "O5'" O 0 1 N N N 14.136 9.212 8.063  -1.204 -1.000 5.320  "O5'"  COQ 25 
COQ "H5'"  H5*   H 0 1 N N N 13.079 5.821 14.430 -2.306 -0.646 -1.921 "H5'"  COQ 26 
COQ "H7'"  H7*   H 0 1 N N N 15.765 4.985 11.134 0.462  2.099  -0.156 "H7'"  COQ 27 
COQ "H9'1" 1H9*  H 0 0 N N N 14.122 8.074 12.821 -2.358 2.170  1.787  "H9'1" COQ 28 
COQ "H9'2" 2H9*  H 0 0 N N N 15.671 8.597 13.313 -0.859 2.588  0.922  "H9'2" COQ 29 
COQ "H2'"  "H2'" H 0 1 N N N 17.670 7.121 11.431 1.209  1.411  1.384  "H2'"  COQ 30 
COQ "H4'"  "H4'" H 0 1 N N N 16.438 8.282 7.396  1.380  -1.014 4.898  "H4'"  COQ 31 
COQ "H6'"  "H6'" H 0 1 N N N 13.727 8.815 10.662 -2.381 0.409  3.454  "H6'"  COQ 32 
COQ H311   1H31  H 0 0 N N N 17.954 5.885 7.411  4.351  -0.769 4.049  H311   COQ 33 
COQ H312   2H31  H 0 0 N N N 19.710 5.806 7.744  2.985  -0.209 5.043  H312   COQ 34 
COQ H313   3H31  H 0 0 N N N 18.500 5.282 8.954  2.817  -1.672 4.044  H313   COQ 35 
COQ H511   1H51  H 0 0 N N N 15.362 8.418 6.462  -0.653 -2.166 6.934  H511   COQ 36 
COQ H512   2H51  H 0 0 N N N 14.153 9.782 6.067  0.341  -2.363 5.472  H512   COQ 37 
COQ H513   3H51  H 0 0 N N N 15.808 9.965 6.907  0.508  -0.900 6.472  H513   COQ 38 
COQ HCN1   1HCN  H 0 0 N N N 17.189 5.536 13.876 -3.627 0.379  1.207  HCN1   COQ 39 
COQ HCN2   2HCN  H 0 0 N N N 17.226 7.133 14.659 -3.750 0.435  -0.567 HCN2   COQ 40 
COQ HCN3   3HCN  H 0 0 N N N 16.094 5.871 15.201 -2.915 -0.922 0.224  HCN3   COQ 41 
COQ HN21   1HN2  H 0 0 N N N 10.374 0.493 11.548 1.868  -0.993 -6.932 HN21   COQ 42 
COQ HN22   2HN2  H 0 0 N N N 8.967  1.191 11.961 2.902  0.088  -6.167 HN22   COQ 43 
COQ HN41   1HN4  H 0 0 N N N 10.644 5.471 14.603 -2.139 -2.316 -4.978 HN41   COQ 44 
COQ HN42   2HN4  H 0 0 N N N 9.773  4.232 15.180 -2.591 -1.716 -3.476 HN42   COQ 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 
COQ C2B   "N1'"  DOUB Y N 1  
COQ C2B   "N2'"  SING N N 2  
COQ C2B   "N3'"  SING Y N 3  
COQ C4B   C4A    SING Y N 4  
COQ C4B   "N3'"  DOUB Y N 5  
COQ C4B   "N4'"  SING N N 6  
COQ C4A   C5B    DOUB Y N 7  
COQ C4A   C8A    SING Y N 8  
COQ C5B   C6B    SING Y N 9  
COQ C5B   "H5'"  SING N N 10 
COQ C6B   "C7'"  DOUB Y N 11 
COQ C6B   "N9'"  SING N N 12 
COQ "C7'" "N8'"  SING Y N 13 
COQ "C7'" "H7'"  SING N N 14 
COQ C8A   "N1'"  SING Y N 15 
COQ C8A   "N8'"  DOUB Y N 16 
COQ "C9'" "C1'"  SING N N 17 
COQ "C9'" "N9'"  SING N N 18 
COQ "C9'" "H9'1" SING N N 19 
COQ "C9'" "H9'2" SING N N 20 
COQ "C1'" "C2'"  DOUB Y N 21 
COQ "C1'" "C6'"  SING Y N 22 
COQ "C2'" "C3'"  SING Y N 23 
COQ "C2'" "H2'"  SING N N 24 
COQ "C3'" "C4'"  DOUB Y N 25 
COQ "C3'" "O3'"  SING N N 26 
COQ "C4'" "C5'"  SING Y N 27 
COQ "C4'" "H4'"  SING N N 28 
COQ "C5'" "C6'"  DOUB Y N 29 
COQ "C5'" "O5'"  SING N N 30 
COQ "C6'" "H6'"  SING N N 31 
COQ C31   "O3'"  SING N N 32 
COQ C31   H311   SING N N 33 
COQ C31   H312   SING N N 34 
COQ C31   H313   SING N N 35 
COQ C51   "O5'"  SING N N 36 
COQ C51   H511   SING N N 37 
COQ C51   H512   SING N N 38 
COQ C51   H513   SING N N 39 
COQ "CN'" "N9'"  SING N N 40 
COQ "CN'" HCN1   SING N N 41 
COQ "CN'" HCN2   SING N N 42 
COQ "CN'" HCN3   SING N N 43 
COQ "N2'" HN21   SING N N 44 
COQ "N2'" HN22   SING N N 45 
COQ "N4'" HN41   SING N N 46 
COQ "N4'" HN42   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 
COQ SMILES           ACDLabs              10.04 n1cc(cc2c1nc(nc2N)N)N(Cc3cc(OC)cc(OC)c3)C                                                                                                     
COQ InChI            InChI                1.02b InChI=1/C17H20N6O2/c1-23(9-10-4-12(24-2)7-13(5-10)25-3)11-6-14-15(18)21-17(19)22-16(14)20-8-11/h4-8H,9H2,1-3H3,(H4,18,19,20,21,22)/f/h18-19H2 
COQ InChIKey         InChI                1.02b XWCCXDBXMCTZPW-SHHGZXMVCI                                                                                                                     
COQ SMILES_CANONICAL CACTVS               3.341 COc1cc(CN(C)c2cnc3nc(N)nc(N)c3c2)cc(OC)c1                                                                                                     
COQ SMILES           CACTVS               3.341 COc1cc(CN(C)c2cnc3nc(N)nc(N)c3c2)cc(OC)c1                                                                                                     
COQ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CN(Cc1cc(cc(c1)OC)OC)c2cc3c(nc(nc3nc2)N)N                                                                                                     
COQ SMILES           "OpenEye OEToolkits" 1.5.0 CN(Cc1cc(cc(c1)OC)OC)c2cc3c(nc(nc3nc2)N)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 
COQ "SYSTEMATIC NAME" ACDLabs              10.04 N~6~-(3,5-dimethoxybenzyl)-N~6~-methylpyrido[2,3-d]pyrimidine-2,4,6-triamine      
COQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N6-[(3,5-dimethoxyphenyl)methyl]-N6-methyl-pyrido[5,6-e]pyrimidine-2,4,6-triamine 
# 
