data_N4D
# 
_chem_comp.id                                    N4D 
_chem_comp.name                                  N,4-dimethyl-3-[(1-phenyl-1H-pyrazolo[3,4-d]pyrimidin-4-yl)amino]benzamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H18 N6 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-03-16 
_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                        358.397 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     N4D 
_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        3CG2 
_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 
N4D C13  C13  C 0 1 Y N N -5.215 -3.040 -22.050 -3.331 2.361  0.287  C13  N4D 1  
N4D C18  C18  C 0 1 N N N -2.198 -1.263 -24.553 -4.606 -1.655 -0.292 C18  N4D 2  
N4D C17  C17  C 0 1 Y N N -3.088 -4.391 -19.737 -0.076 0.741  0.096  C17  N4D 3  
N4D C16  C16  C 0 1 Y N N -2.454 -5.403 -17.644 2.226  0.000  0.110  C16  N4D 4  
N4D C15  C15  C 0 1 Y N N -3.869 -3.477 -21.961 -2.396 1.375  -0.009 C15  N4D 5  
N4D C19  C19  C 0 1 N N N -6.299 -3.636 -21.191 -2.882 3.785  0.490  C19  N4D 6  
N4D C20  C20  C 0 1 N N N -1.587 0.552  -26.048 -6.358 -3.345 -0.404 C20  N4D 7  
N4D C11  C11  C 0 1 Y N N -2.894 -5.548 -18.954 1.286  1.021  -0.131 C11  N4D 8  
N4D C12  C12  C 0 1 Y N N -3.249 -1.877 -23.699 -4.159 -0.260 -0.087 C12  N4D 9  
N4D C1   C1   C 0 1 Y N N -1.268 -7.959 -13.192 7.098  -1.473 0.109  C1   N4D 10 
N4D C2   C2   C 0 1 Y N N -0.831 -6.729 -13.669 6.897  -0.549 -0.900 C2   N4D 11 
N4D C3   C3   C 0 1 Y N N -2.051 -8.756 -14.017 6.092  -1.736 1.021  C3   N4D 12 
N4D C4   C4   C 0 1 Y N N -4.579 -1.453 -23.779 -5.091 0.739  0.200  C4   N4D 13 
N4D C5   C5   C 0 1 Y N N -5.552 -2.029 -22.960 -4.671 2.039  0.391  C5   N4D 14 
N4D C6   C6   C 0 1 Y N N -1.173 -6.293 -14.961 5.690  0.115  -0.999 C6   N4D 15 
N4D C7   C7   C 0 1 Y N N -2.396 -8.329 -15.306 4.883  -1.076 0.927  C7   N4D 16 
N4D C8   C8   C 0 1 Y N N -2.891 -2.889 -22.786 -2.807 0.064  -0.197 C8   N4D 17 
N4D C9   C9   C 0 1 Y N N -3.017 -6.937 -19.127 2.007  2.152  -0.572 C9   N4D 18 
N4D C10  C10  C 0 1 Y N N -2.410 -3.187 -17.871 0.510  -1.397 0.738  C10  N4D 19 
N4D C14  C14  C 0 1 Y N N -1.956 -7.091 -15.796 4.678  -0.147 -0.085 C14  N4D 20 
N4D N21  N21  N 0 1 Y N N -2.697 -7.621 -18.032 3.274  1.850  -0.599 N21  N4D 21 
N4D N22  N22  N 0 1 Y N N -2.202 -4.222 -17.040 1.793  -1.183 0.540  N22  N4D 22 
N4D N23  N23  N 0 1 Y N N -2.822 -3.199 -19.158 -0.408 -0.471 0.525  N23  N4D 23 
N4D N24  N24  N 0 1 Y N N -2.339 -6.684 -17.112 3.453  0.525  -0.183 N24  N4D 24 
N4D N25  N25  N 0 1 N N N -3.520 -4.493 -21.059 -1.042 1.706  -0.118 N25  N4D 25 
N4D N26  N26  N 0 1 N N N -2.587 -0.307 -25.462 -5.915 -1.963 -0.201 N26  N4D 26 
N4D O27  O27  O 0 1 N N N -1.038 -1.615 -24.415 -3.793 -2.523 -0.543 O27  N4D 27 
N4D H19  H19  H 0 1 N N N -5.919 -3.781 -20.169 -2.899 4.311  -0.464 H19  N4D 28 
N4D H19A H19A H 0 0 N N N -7.163 -2.956 -21.168 -3.553 4.281  1.191  H19A N4D 29 
N4D H19B H19B H 0 0 N N N -6.606 -4.606 -21.609 -1.868 3.792  0.891  H19B N4D 30 
N4D H20  H20  H 0 1 N N N -1.857 0.771  -27.092 -6.079 -3.672 -1.406 H20  N4D 31 
N4D H20A H20A H 0 0 N N N -1.532 1.492  -25.479 -5.883 -3.991 0.335  H20A N4D 32 
N4D H20B H20B H 0 0 N N N -0.609 0.048  -26.020 -7.440 -3.399 -0.292 H20B N4D 33 
N4D H1   H1   H 0 1 N N N -1.004 -8.289 -12.198 8.041  -1.994 0.182  H1   N4D 34 
N4D H2   H2   H 0 1 N N N -0.220 -6.100 -13.039 7.685  -0.345 -1.610 H2   N4D 35 
N4D H3   H3   H 0 1 N N N -2.398 -9.715 -13.661 6.253  -2.459 1.807  H3   N4D 36 
N4D H4   H4   H 0 1 N N N -4.855 -0.677 -24.477 -6.140 0.494  0.274  H4   N4D 37 
N4D H5   H5   H 0 1 N N N -6.576 -1.692 -23.029 -5.393 2.809  0.622  H5   N4D 38 
N4D H6   H6   H 0 1 N N N -0.827 -5.332 -15.310 5.533  0.837  -1.787 H6   N4D 39 
N4D H7   H7   H 0 1 N N N -3.009 -8.962 -15.931 4.098  -1.282 1.639  H7   N4D 40 
N4D H8   H8   H 0 1 N N N -1.863 -3.215 -22.719 -2.083 -0.703 -0.428 H8   N4D 41 
N4D H9   H9   H 0 1 N N N -3.337 -7.399 -20.049 1.580  3.107  -0.843 H9   N4D 42 
N4D H10  H10  H 0 1 N N N -2.222 -2.209 -17.452 0.195  -2.369 1.087  H10  N4D 43 
N4D HN25 HN25 H 0 0 N N N -3.591 -5.425 -21.415 -0.781 2.612  -0.344 HN25 N4D 44 
N4D HN26 HN26 H 0 0 N N N -3.550 -0.209 -25.713 -6.564 -1.270 -0.001 HN26 N4D 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 
N4D C13 C15  DOUB Y N 1  
N4D C13 C19  SING N N 2  
N4D C13 C5   SING Y N 3  
N4D C18 C12  SING N N 4  
N4D C18 N26  SING N N 5  
N4D C18 O27  DOUB N N 6  
N4D C17 C11  DOUB Y N 7  
N4D C17 N23  SING Y N 8  
N4D C17 N25  SING N N 9  
N4D C16 C11  SING Y N 10 
N4D C16 N22  DOUB Y N 11 
N4D C16 N24  SING Y N 12 
N4D C15 C8   SING Y N 13 
N4D C15 N25  SING N N 14 
N4D C20 N26  SING N N 15 
N4D C11 C9   SING N N 16 
N4D C12 C4   SING N N 17 
N4D C12 C8   DOUB N N 18 
N4D C1  C2   DOUB N N 19 
N4D C1  C3   SING N N 20 
N4D C2  C6   SING N N 21 
N4D C3  C7   DOUB Y N 22 
N4D C4  C5   DOUB Y N 23 
N4D C6  C14  DOUB Y N 24 
N4D C7  C14  SING Y N 25 
N4D C9  N21  DOUB Y N 26 
N4D C10 N22  SING N N 27 
N4D C10 N23  DOUB Y N 28 
N4D C14 N24  SING N N 29 
N4D N21 N24  SING Y N 30 
N4D C19 H19  SING N N 31 
N4D C19 H19A SING Y N 32 
N4D C19 H19B SING N N 33 
N4D C20 H20  SING N N 34 
N4D C20 H20A SING Y N 35 
N4D C20 H20B SING N N 36 
N4D C1  H1   SING Y N 37 
N4D C2  H2   SING N N 38 
N4D C3  H3   SING N N 39 
N4D C4  H4   SING Y N 40 
N4D C5  H5   SING N N 41 
N4D C6  H6   SING Y N 42 
N4D C7  H7   SING Y N 43 
N4D C8  H8   SING N N 44 
N4D C9  H9   SING N N 45 
N4D C10 H10  SING Y N 46 
N4D N25 HN25 SING N N 47 
N4D N26 HN26 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 
N4D SMILES           ACDLabs              10.04 O=C(NC)c1cc(c(cc1)C)Nc2ncnc3c2cnn3c4ccccc4                                                                                                          
N4D InChI            InChI                1.02b InChI=1/C20H18N6O/c1-13-8-9-14(20(27)21-2)10-17(13)25-18-16-11-24-26(19(16)23-12-22-18)15-6-4-3-5-7-15/h3-12H,1-2H3,(H,21,27)(H,22,23,25)/f/h21,25H 
N4D InChIKey         InChI                1.02b OYTBZXSFNNAVKU-ULDHRCHECS                                                                                                                           
N4D SMILES_CANONICAL CACTVS               3.341 CNC(=O)c1ccc(C)c(Nc2ncnc3n(ncc23)c4ccccc4)c1                                                                                                        
N4D SMILES           CACTVS               3.341 CNC(=O)c1ccc(C)c(Nc2ncnc3n(ncc23)c4ccccc4)c1                                                                                                        
N4D SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1ccc(cc1Nc2c3cnn(c3ncn2)c4ccccc4)C(=O)NC                                                                                                          
N4D SMILES           "OpenEye OEToolkits" 1.5.0 Cc1ccc(cc1Nc2c3cnn(c3ncn2)c4ccccc4)C(=O)NC                                                                                                          
# 
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 
N4D "SYSTEMATIC NAME" ACDLabs              10.04 N,4-dimethyl-3-[(1-phenyl-1H-pyrazolo[3,4-d]pyrimidin-4-yl)amino]benzamide 
N4D "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N,4-dimethyl-3-[(1-phenylpyrazolo[4,5-e]pyrimidin-4-yl)amino]benzamide     
# 
