data_TAB
# 
_chem_comp.id                                    TAB 
_chem_comp.name                                  "ACETIC ACID N-[2-CHLORO-5-[6-ETHYL-2,4-DIAMINO-PYRIMID-5-YL]-PHENYL]-[BENZYL-TRIAZEN-3-YL]ETHYL ESTER" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H26 Cl N7 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-10-28 
_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                        467.951 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TAB 
_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        1VJ3 
_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 
TAB "C1'"  "C1'"  C  0 1 Y N N 15.045 6.616  13.176 0.876  -0.778 -0.225 "C1'"  TAB 1  
TAB "C2'"  "C2'"  C  0 1 Y N N 15.738 6.358  14.358 1.922  -1.674 -0.458 "C2'"  TAB 2  
TAB "C3'"  "C3'"  C  0 1 Y N N 15.228 5.294  15.097 2.206  -2.088 -1.746 "C3'"  TAB 3  
TAB "C4'"  "C4'"  C  0 1 Y N N 14.128 4.535  14.662 1.459  -1.619 -2.808 "C4'"  TAB 4  
TAB "C5'"  "C5'"  C  0 1 Y N N 13.466 4.802  13.493 0.412  -0.724 -2.588 "C5'"  TAB 5  
TAB "C6'"  "C6'"  C  0 1 Y N N 13.946 5.854  12.721 0.123  -0.298 -1.295 "C6'"  TAB 6  
TAB CL8    CL8    CL 0 0 N N N 17.092 7.294  14.900 2.866  -2.269 0.871  CL8    TAB 7  
TAB "N8'"  "N8'"  N  0 1 N N N 15.411 7.633  12.411 0.594  -0.367 1.053  "N8'"  TAB 8  
TAB "C9'"  "C9'"  C  0 1 Y N N 12.407 4.008  13.071 -0.388 -0.223 -3.731 "C9'"  TAB 9  
TAB C10    C10    C  0 1 Y N N 12.569 3.239  11.870 0.210  0.494  -4.763 C10    TAB 10 
TAB C11    C11    C  0 1 N N N 13.814 3.325  10.995 1.691  0.771  -4.741 C11    TAB 11 
TAB N17    N17    N  0 1 Y N N 11.623 2.402  11.401 -0.537 0.925  -5.767 N17    TAB 12 
TAB C14    C14    C  0 1 Y N N 10.456 2.312  12.110 -1.840 0.688  -5.799 C14    TAB 13 
TAB N22    N22    N  0 1 N N N 9.513  1.449  11.605 -2.582 1.158  -6.868 N22    TAB 14 
TAB N15    N15    N  0 1 Y N N 10.327 2.998  13.270 -2.454 0.014  -4.838 N15    TAB 15 
TAB C15    C15    C  0 1 Y N N 11.237 3.817  13.803 -1.776 -0.451 -3.796 C15    TAB 16 
TAB N20    N20    N  0 1 N N N 11.049 4.536  14.954 -2.421 -1.155 -2.794 N20    TAB 17 
TAB N18    N18    N  0 1 N N N 15.754 8.354  10.211 -0.659 0.880  2.571  N18    TAB 18 
TAB C19    C19    C  0 1 N N N 15.312 9.422  9.288  0.137  0.378  3.694  C19    TAB 19 
TAB C20    C20    C  0 1 N N N 14.631 1.988  11.138 1.951  2.097  -4.024 C20    TAB 20 
TAB C21    C21    C  0 1 N N N 16.948 7.646  9.934  -1.756 1.820  2.813  C21    TAB 21 
TAB C22    C22    C  0 1 N N N 17.043 7.097  8.519  -3.051 1.042  3.051  C22    TAB 22 
TAB O23    O23    O  0 1 N N N 17.904 5.896  8.643  -2.891 0.177  4.207  O23    TAB 23 
TAB C24    C24    C  0 1 N N N 18.651 5.787  7.525  -3.906 -0.604 4.606  C24    TAB 24 
TAB C25    C25    C  0 1 N N N 18.652 6.904  6.504  -3.740 -1.501 5.805  C25    TAB 25 
TAB O26    O26    O  0 1 N N N 19.452 4.890  7.173  -4.954 -0.588 4.003  O26    TAB 26 
TAB C27    C27    C  0 1 Y N N 14.385 9.371  8.062  1.580  0.763  3.498  C27    TAB 27 
TAB C28    C28    C  0 1 Y N N 14.841 9.700  6.767  2.050  1.962  4.000  C28    TAB 28 
TAB C29    C29    C  0 1 Y N N 13.028 8.999  8.206  2.436  -0.084 2.820  C29    TAB 29 
TAB C30    C30    C  0 1 Y N N 12.131 8.947  7.147  3.759  0.270  2.636  C30    TAB 30 
TAB C31    C31    C  0 1 Y N N 12.602 9.255  5.889  4.229  1.469  3.138  C31    TAB 31 
TAB C32    C32    C  0 1 Y N N 13.936 9.618  5.711  3.375  2.315  3.820  C32    TAB 32 
TAB N65    N65    N  0 1 N N N 14.830 7.933  11.226 -0.371 0.460  1.266  N65    TAB 33 
TAB "H3'1" "1H3'" H  0 0 N N N 15.710 5.044  16.057 3.015  -2.781 -1.922 "H3'1" TAB 34 
TAB "H4'1" "1H4'" H  0 0 N N N 13.766 3.687  15.268 1.685  -1.946 -3.812 "H4'1" TAB 35 
TAB "H6'1" "1H6'" H  0 0 N N N 13.459 6.081  11.757 -0.685 0.394  -1.121 "H6'1" TAB 36 
TAB H111   1H11   H  0 0 N N N 13.571 3.563  9.933  2.065  0.830  -5.763 H111   TAB 37 
TAB H112   2H11   H  0 0 N N N 14.430 4.226  11.220 2.203  -0.033 -4.213 H112   TAB 38 
TAB HN21   1HN2   H  0 0 N N N 8.643  1.381  12.133 -3.537 0.992  -6.906 HN21   TAB 39 
TAB HN22   2HN2   H  0 0 N N N 9.919  0.521  11.486 -2.146 1.652  -7.580 HN22   TAB 40 
TAB HN11   1HN1   H  0 0 N N N 10.192 4.396  15.489 -3.376 -1.311 -2.850 HN11   TAB 41 
TAB HN12   2HN1   H  0 0 N N N 11.144 5.528  14.740 -1.917 -1.492 -2.037 HN12   TAB 42 
TAB H191   1H19   H  0 0 N N N 14.868 10.203 9.948  -0.231 0.812  4.623  H191   TAB 43 
TAB H192   2H19   H  0 0 N N N 16.255 9.882  8.912  0.053  -0.707 3.742  H192   TAB 44 
TAB H201   1H20   H  0 0 N N N 15.541 2.050  10.497 3.022  2.297  -4.008 H201   TAB 45 
TAB H202   2H20   H  0 0 N N N 14.873 1.749  12.199 1.439  2.902  -4.552 H202   TAB 46 
TAB H203   3H20   H  0 0 N N N 14.014 1.086  10.912 1.577  2.038  -3.002 H203   TAB 47 
TAB H211   1H21   H  0 0 N N N 17.836 8.278  10.165 -1.529 2.425  3.691  H211   TAB 48 
TAB H212   2H21   H  0 0 N N N 17.095 6.828  10.677 -1.876 2.469  1.946  H212   TAB 49 
TAB H221   1H22   H  0 0 N N N 16.055 6.901  8.039  -3.867 1.742  3.231  H221   TAB 50 
TAB H222   2H22   H  0 0 N N N 17.401 7.837  7.766  -3.278 0.437  2.173  H222   TAB 51 
TAB H251   1H25   H  0 0 N N N 19.269 6.813  5.579  -4.663 -2.056 5.975  H251   TAB 52 
TAB H252   2H25   H  0 0 N N N 17.597 7.109  6.205  -2.924 -2.201 5.625  H252   TAB 53 
TAB H253   3H25   H  0 0 N N N 18.926 7.853  7.020  -3.513 -0.896 6.683  H253   TAB 54 
TAB H281   1H28   H  0 0 N N N 15.882 10.014 6.584  1.383  2.623  4.534  H281   TAB 55 
TAB H291   1H29   H  0 0 N N N 12.645 8.733  9.205  2.069  -1.021 2.428  H291   TAB 56 
TAB H301   1H30   H  0 0 N N N 11.074 8.669  7.300  4.426  -0.390 2.103  H301   TAB 57 
TAB H311   1H31   H  0 0 N N N 11.914 9.211  5.028  5.263  1.746  2.997  H311   TAB 58 
TAB H321   1H32   H  0 0 N N N 14.290 9.849  4.692  3.742  3.252  4.213  H321   TAB 59 
# 
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 
TAB "C1'" "C2'"  SING Y N 1  
TAB "C1'" "C6'"  DOUB Y N 2  
TAB "C1'" "N8'"  SING N N 3  
TAB "C2'" "C3'"  DOUB Y N 4  
TAB "C2'" CL8    SING N N 5  
TAB "C3'" "C4'"  SING Y N 6  
TAB "C3'" "H3'1" SING N N 7  
TAB "C4'" "C5'"  DOUB Y N 8  
TAB "C4'" "H4'1" SING N N 9  
TAB "C5'" "C6'"  SING Y N 10 
TAB "C5'" "C9'"  SING N N 11 
TAB "C6'" "H6'1" SING N N 12 
TAB "N8'" N65    DOUB N N 13 
TAB "C9'" C10    SING Y N 14 
TAB "C9'" C15    DOUB Y N 15 
TAB C10   C11    SING N N 16 
TAB C10   N17    DOUB Y N 17 
TAB C11   C20    SING N N 18 
TAB C11   H111   SING N N 19 
TAB C11   H112   SING N N 20 
TAB N17   C14    SING Y N 21 
TAB C14   N22    SING N N 22 
TAB C14   N15    DOUB Y N 23 
TAB N22   HN21   SING N N 24 
TAB N22   HN22   SING N N 25 
TAB N15   C15    SING Y N 26 
TAB C15   N20    SING N N 27 
TAB N20   HN11   SING N N 28 
TAB N20   HN12   SING N N 29 
TAB N18   C19    SING N N 30 
TAB N18   C21    SING N N 31 
TAB N18   N65    SING N N 32 
TAB C19   C27    SING N N 33 
TAB C19   H191   SING N N 34 
TAB C19   H192   SING N N 35 
TAB C20   H201   SING N N 36 
TAB C20   H202   SING N N 37 
TAB C20   H203   SING N N 38 
TAB C21   C22    SING N N 39 
TAB C21   H211   SING N N 40 
TAB C21   H212   SING N N 41 
TAB C22   O23    SING N N 42 
TAB C22   H221   SING N N 43 
TAB C22   H222   SING N N 44 
TAB O23   C24    SING N N 45 
TAB C24   C25    SING N N 46 
TAB C24   O26    DOUB N N 47 
TAB C25   H251   SING N N 48 
TAB C25   H252   SING N N 49 
TAB C25   H253   SING N N 50 
TAB C27   C28    DOUB Y N 51 
TAB C27   C29    SING Y N 52 
TAB C28   C32    SING Y N 53 
TAB C28   H281   SING N N 54 
TAB C29   C30    DOUB Y N 55 
TAB C29   H291   SING N N 56 
TAB C30   C31    SING Y N 57 
TAB C30   H301   SING N N 58 
TAB C31   C32    DOUB Y N 59 
TAB C31   H311   SING N N 60 
TAB C32   H321   SING N N 61 
# 
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 
TAB SMILES           ACDLabs              10.04 Clc3ccc(c1c(nc(nc1CC)N)N)cc3/N=N/N(Cc2ccccc2)CCOC(=O)C                                                                                                                                    
TAB InChI            InChI                1.02b InChI=1/C23H26ClN7O2/c1-3-19-21(22(25)28-23(26)27-19)17-9-10-18(24)20(13-17)29-30-31(11-12-33-15(2)32)14-16-7-5-4-6-8-16/h4-10,13H,3,11-12,14H2,1-2H3,(H4,25,26,27,28)/b30-29+/f/h25-26H2 
TAB InChIKey         InChI                1.02b QKBISNUGIKKCIM-BTRKLQFRDM                                                                                                                                                                 
TAB SMILES_CANONICAL CACTVS               3.341 CCc1nc(N)nc(N)c1c2ccc(Cl)c(c2)N=NN(CCOC(C)=O)Cc3ccccc3                                                                                                                                    
TAB SMILES           CACTVS               3.341 CCc1nc(N)nc(N)c1c2ccc(Cl)c(c2)N=NN(CCOC(C)=O)Cc3ccccc3                                                                                                                                    
TAB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCc1c(c(nc(n1)N)N)c2ccc(c(c2)N=NN(CCOC(=O)C)Cc3ccccc3)Cl                                                                                                                                  
TAB SMILES           "OpenEye OEToolkits" 1.5.0 CCc1c(c(nc(n1)N)N)c2ccc(c(c2)N=NN(CCOC(=O)C)Cc3ccccc3)Cl                                                                                                                                  
# 
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 
TAB "SYSTEMATIC NAME" ACDLabs              10.04 "2-{(2E)-1-benzyl-3-[2-chloro-5-(2,4-diamino-6-ethylpyrimidin-5-yl)phenyl]triaz-2-en-1-yl}ethyl acetate" 
TAB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[[2-chloro-5-(2,4-diamino-6-ethyl-pyrimidin-5-yl)phenyl]diazenyl-(phenylmethyl)amino]ethyl ethanoate" 
# 
