data_DH1
# 
_chem_comp.id                                    DH1 
_chem_comp.name                                  2,4-DIAMINO-5-[2-METHOXY-5-(4-CARBOXYBUTYLOXY)BENZYL]PYRIMIDINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H22 N4 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-02-15 
_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                        346.381 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DH1 
_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        2FZH 
_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 
DH1 C16   C16   C 0 1 N N N 34.314 8.899  14.289 2.106  3.836  0.924  C16   DH1 1  
DH1 O1    O1    O 0 1 N N N 33.420 8.299  13.331 2.592  2.800  0.068  O1    DH1 2  
DH1 "C2'" "C2'" C 0 1 Y N N 33.169 9.069  12.183 1.537  1.986  -0.202 "C2'" DH1 3  
DH1 "C3'" "C3'" C 0 1 Y N N 34.223 9.363  11.270 0.290  2.264  0.339  "C3'" DH1 4  
DH1 "C4'" "C4'" C 0 1 Y N N 34.010 10.138 10.093 -0.782 1.437  0.064  "C4'" DH1 5  
DH1 "C5'" "C5'" C 0 1 Y N N 32.723 10.613 9.843  -0.611 0.329  -0.753 "C5'" DH1 6  
DH1 "O5'" "O5'" O 0 1 N N N 32.519 11.373 8.679  -1.667 -0.485 -1.023 "O5'" DH1 7  
DH1 C52   C52   C 0 1 N N N 31.836 12.642 8.865  -2.794 0.057  -0.332 C52   DH1 8  
DH1 C1    C1    C 0 1 N N N 32.061 13.530 7.603  -4.022 -0.817 -0.595 C1    DH1 9  
DH1 C3    C3    C 0 1 N N N 32.020 12.769 6.231  -5.229 -0.236 0.145  C3    DH1 10 
DH1 C7    C7    C 0 1 N N N 30.675 12.124 5.880  -6.457 -1.110 -0.119 C7    DH1 11 
DH1 C8    C8    C 0 1 N N N 29.505 13.072 6.027  -7.646 -0.539 0.610  C8    DH1 12 
DH1 O9    O9    O 0 1 N N N 29.441 14.082 5.338  -8.841 -1.144 0.523  O9    DH1 13 
DH1 O10   O10   O 0 1 N N N 28.616 12.827 6.833  -7.523 0.465  1.272  O10   DH1 14 
DH1 "C6'" "C6'" C 0 1 Y N N 31.625 10.328 10.747 0.635  0.051  -1.294 "C6'" DH1 15 
DH1 "C1'" "C1'" C 0 1 Y N N 31.848 9.551  11.920 1.706  0.881  -1.024 "C1'" DH1 16 
DH1 C51   C51   C 0 1 N N N 30.712 9.213  12.917 3.060  0.580  -1.612 C51   DH1 17 
DH1 C5    C5    C 0 1 Y N N 29.951 7.883  12.648 3.877  -0.203 -0.617 C5    DH1 18 
DH1 C6    C6    C 0 1 Y N N 30.220 6.996  11.562 4.759  0.438  0.232  C6    DH1 19 
DH1 N1    N1    N 0 1 Y N N 29.500 5.830  11.395 5.463  -0.279 1.096  N1    DH1 20 
DH1 C2    C2    C 0 1 Y N N 28.513 5.476  12.248 5.331  -1.596 1.156  C2    DH1 21 
DH1 N2    N2    N 0 1 N N N 27.790 4.272  12.057 6.084  -2.308 2.072  N2    DH1 22 
DH1 N3    N3    N 0 1 Y N N 28.203 6.269  13.300 4.497  -2.247 0.360  N3    DH1 23 
DH1 C4    C4    C 0 1 Y N N 28.902 7.488  13.532 3.756  -1.591 -0.527 C4    DH1 24 
DH1 N4    N4    N 0 1 N N N 28.573 8.228  14.561 2.884  -2.275 -1.358 N4    DH1 25 
DH1 H161  1H16  H 0 0 N N N 34.417 8.235  15.160 2.921  4.517  1.169  H161  DH1 26 
DH1 H162  2H16  H 0 0 N N N 33.907 9.868  14.613 1.314  4.385  0.415  H162  DH1 27 
DH1 H163  3H16  H 0 0 N N N 35.300 9.052  13.826 1.712  3.396  1.840  H163  DH1 28 
DH1 "H3'" "H3'" H 0 1 N N N 35.214 8.987  11.476 0.158  3.126  0.975  "H3'" DH1 29 
DH1 "H4'" "H4'" H 0 1 N N N 34.822 10.351 9.414  -1.752 1.653  0.486  "H4'" DH1 30 
DH1 H521  1H52  H 0 0 N N N 32.236 13.152 9.754  -2.587 0.080  0.738  H521  DH1 31 
DH1 H522  2H52  H 0 0 N N N 30.759 12.465 9.005  -2.985 1.070  -0.687 H522  DH1 32 
DH1 H11   1H1   H 0 1 N N N 33.076 13.943 7.695  -4.229 -0.840 -1.665 H11   DH1 33 
DH1 H12   2H1   H 0 1 N N N 31.265 14.290 7.585  -3.831 -1.829 -0.241 H12   DH1 34 
DH1 H31   1H3   H 0 1 N N N 32.744 11.945 6.315  -5.022 -0.213 1.215  H31   DH1 35 
DH1 H32   2H3   H 0 1 N N N 32.256 13.497 5.440  -5.420 0.776  -0.210 H32   DH1 36 
DH1 H71   1H7   H 0 1 N N N 30.515 11.292 6.582  -6.664 -1.133 -1.189 H71   DH1 37 
DH1 H72   2H7   H 0 1 N N N 30.717 11.787 4.834  -6.266 -2.123 0.236  H72   DH1 38 
DH1 HO9   HO9   H 0 1 N N N 28.648 14.561 5.550  -9.603 -0.777 0.991  HO9   DH1 39 
DH1 "H6'" "H6'" H 0 1 N N N 30.637 10.706 10.530 0.767  -0.811 -1.930 "H6'" DH1 40 
DH1 H511  1H51  H 0 0 N N N 29.967 10.015 12.811 2.938  -0.006 -2.523 H511  DH1 41 
DH1 H512  2H51  H 0 0 N N N 31.163 9.138  13.918 3.570  1.514  -1.847 H512  DH1 42 
DH1 H6    H6    H 0 1 N N N 31.001 7.242  10.858 4.874  1.511  0.191  H6    DH1 43 
DH1 HN21  1HN2  H 0 0 N N N 27.941 3.618  11.316 6.699  -1.843 2.661  HN21  DH1 44 
DH1 HN22  2HN2  H 0 0 N N N 27.106 4.179  12.780 5.997  -3.273 2.126  HN22  DH1 45 
DH1 HN41  1HN4  H 0 0 N N N 27.855 8.023  15.226 2.810  -3.240 -1.295 HN41  DH1 46 
DH1 HN42  2HN4  H 0 0 N N N 29.165 9.034  14.566 2.347  -1.789 -2.003 HN42  DH1 47 
# 
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 
DH1 C16   O1    SING N N 1  
DH1 C16   H161  SING N N 2  
DH1 C16   H162  SING N N 3  
DH1 C16   H163  SING N N 4  
DH1 O1    "C2'" SING N N 5  
DH1 "C2'" "C3'" DOUB Y N 6  
DH1 "C2'" "C1'" SING Y N 7  
DH1 "C3'" "C4'" SING Y N 8  
DH1 "C3'" "H3'" SING N N 9  
DH1 "C4'" "C5'" DOUB Y N 10 
DH1 "C4'" "H4'" SING N N 11 
DH1 "C5'" "O5'" SING N N 12 
DH1 "C5'" "C6'" SING Y N 13 
DH1 "O5'" C52   SING N N 14 
DH1 C52   C1    SING N N 15 
DH1 C52   H521  SING N N 16 
DH1 C52   H522  SING N N 17 
DH1 C1    C3    SING N N 18 
DH1 C1    H11   SING N N 19 
DH1 C1    H12   SING N N 20 
DH1 C3    C7    SING N N 21 
DH1 C3    H31   SING N N 22 
DH1 C3    H32   SING N N 23 
DH1 C7    C8    SING N N 24 
DH1 C7    H71   SING N N 25 
DH1 C7    H72   SING N N 26 
DH1 C8    O9    SING N N 27 
DH1 C8    O10   DOUB N N 28 
DH1 O9    HO9   SING N N 29 
DH1 "C6'" "C1'" DOUB Y N 30 
DH1 "C6'" "H6'" SING N N 31 
DH1 "C1'" C51   SING N N 32 
DH1 C51   C5    SING N N 33 
DH1 C51   H511  SING N N 34 
DH1 C51   H512  SING N N 35 
DH1 C5    C6    DOUB Y N 36 
DH1 C5    C4    SING Y N 37 
DH1 C6    N1    SING Y N 38 
DH1 C6    H6    SING N N 39 
DH1 N1    C2    DOUB Y N 40 
DH1 C2    N2    SING N N 41 
DH1 C2    N3    SING Y N 42 
DH1 N2    HN21  SING N N 43 
DH1 N2    HN22  SING N N 44 
DH1 N3    C4    DOUB Y N 45 
DH1 C4    N4    SING N N 46 
DH1 N4    HN41  SING N N 47 
DH1 N4    HN42  SING N N 48 
# 
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 
DH1 SMILES           ACDLabs              10.04 O=C(O)CCCCOc1cc(c(OC)cc1)Cc2cnc(nc2N)N                                                                                                                        
DH1 InChI            InChI                1.02b InChI=1/C17H22N4O4/c1-24-14-6-5-13(25-7-3-2-4-15(22)23)9-11(14)8-12-10-20-17(19)21-16(12)18/h5-6,9-10H,2-4,7-8H2,1H3,(H,22,23)(H4,18,19,20,21)/f/h22H,18-19H2 
DH1 InChIKey         InChI                1.02b ALDCXILJAYAUTH-BRWPLPOPCQ                                                                                                                                     
DH1 SMILES_CANONICAL CACTVS               3.341 COc1ccc(OCCCCC(O)=O)cc1Cc2cnc(N)nc2N                                                                                                                          
DH1 SMILES           CACTVS               3.341 COc1ccc(OCCCCC(O)=O)cc1Cc2cnc(N)nc2N                                                                                                                          
DH1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 COc1ccc(cc1Cc2cnc(nc2N)N)OCCCCC(=O)O                                                                                                                          
DH1 SMILES           "OpenEye OEToolkits" 1.5.0 COc1ccc(cc1Cc2cnc(nc2N)N)OCCCCC(=O)O                                                                                                                          
# 
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 
DH1 "SYSTEMATIC NAME" ACDLabs              10.04 "5-{3-[(2,4-diaminopyrimidin-5-yl)methyl]-4-methoxyphenoxy}pentanoic acid"  
DH1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-[3-[(2,4-diaminopyrimidin-5-yl)methyl]-4-methoxy-phenoxy]pentanoic acid" 
# 
