data_NNN
# 
_chem_comp.id                                    NNN 
_chem_comp.name                                  (2R)-2-{[4-(benzylamino)-8-(1-methylethyl)pyrazolo[1,5-a][1,3,5]triazin-2-yl]amino}butan-1-ol 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H26 N6 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-07-09 
_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                        354.449 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NNN 
_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        3DOG 
_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 
NNN O1     O1     O 0 1 N N N -2.554  20.797 -21.649 2.567  5.208  0.219  O1     NNN 1  
NNN C15    C15    C 0 1 N N N -3.385  20.286 -20.599 1.516  4.679  1.030  C15    NNN 2  
NNN C12    C12    C 0 1 N N R -4.710  21.053 -20.546 0.912  3.452  0.345  C12    NNN 3  
NNN C13    C13    C 0 1 N N N -5.011  21.543 -19.129 0.463  3.826  -1.069 C13    NNN 4  
NNN C14    C14    C 0 1 N N N -6.418  21.129 -18.766 -0.253 2.635  -1.710 C14    NNN 5  
NNN N2     N2     N 0 1 N N N -4.745  22.153 -21.496 1.918  2.389  0.272  N2     NNN 6  
NNN C2     C2     C 0 1 Y N N -5.883  22.334 -22.184 1.522  1.068  0.190  C2     NNN 7  
NNN N1     N1     N 0 1 Y N N -6.012  23.392 -23.017 0.217  0.773  0.173  N1     NNN 8  
NNN C6     C6     C 0 1 Y N N -7.160  23.581 -23.710 -0.193 -0.478 0.095  C6     NNN 9  
NNN N5     N5     N 0 1 Y N N -8.159  22.709 -23.558 0.729  -1.487 0.032  N5     NNN 10 
NNN N7     N7     N 0 1 Y N N -9.407  22.764 -24.196 0.625  -2.878 -0.055 N7     NNN 11 
NNN C8     C8     C 0 1 Y N N -10.125 21.692 -23.751 1.832  -3.393 -0.088 C8     NNN 12 
NNN "C9'"  "C9'"  C 0 1 Y N N -9.307  21.000 -22.864 2.764  -2.362 -0.025 "C9'"  NNN 13 
NNN C9     C9     C 0 1 N N N -9.740  19.766 -22.146 4.263  -2.516 -0.035 C9     NNN 14 
NNN C10    C10    C 0 1 N N N -9.997  20.064 -20.667 4.698  -3.361 1.163  C10    NNN 15 
NNN C11    C11    C 0 1 N N N -8.774  18.597 -22.316 4.696  -3.207 -1.330 C11    NNN 16 
NNN C4     C4     C 0 1 Y N N -8.011  21.690 -22.743 2.066  -1.171 0.050  C4     NNN 17 
NNN N3     N3     N 0 1 Y N N -6.896  21.449 -22.032 2.438  0.118  0.125  N3     NNN 18 
NNN N6     N6     N 0 1 N N N -7.295  24.633 -24.534 -1.533 -0.766 0.079  N6     NNN 19 
NNN "CA'"  "CA'"  C 0 1 N N N -6.312  25.700 -24.529 -2.516 0.319  0.148  "CA'"  NNN 20 
NNN "C1'"  "C1'"  C 0 1 Y N N -5.421  25.529 -25.729 -3.907 -0.261 0.113  "C1'"  NNN 21 
NNN "C6'"  "C6'"  C 0 1 Y N N -5.984  25.293 -26.988 -4.544 -0.457 -1.098 "C6'"  NNN 22 
NNN "C5'"  "C5'"  C 0 1 Y N N -5.160  25.123 -28.099 -5.819 -0.988 -1.130 "C5'"  NNN 23 
NNN "C4'"  "C4'"  C 0 1 Y N N -3.777  25.193 -27.948 -6.458 -1.324 0.050  "C4'"  NNN 24 
NNN "C3'"  "C3'"  C 0 1 Y N N -3.219  25.425 -26.691 -5.821 -1.128 1.261  "C3'"  NNN 25 
NNN "C2'"  "C2'"  C 0 1 Y N N -4.040  25.592 -25.574 -4.543 -0.601 1.292  "C2'"  NNN 26 
NNN HO1    HO1    H 0 1 N N N -3.072  20.910 -22.437 2.997  5.990  0.593  HO1    NNN 27 
NNN H15    H15    H 0 1 N N N -3.591  19.222 -20.787 1.916  4.392  2.002  H15    NNN 28 
NNN H15A   H15A   H 0 0 N N N -2.863  20.408 -19.639 0.744  5.437  1.164  H15A   NNN 29 
NNN H12    H12    H 0 1 N N N -5.500  20.346 -20.839 0.054  3.101  0.918  H12    NNN 30 
NNN H13    H13    H 0 1 N N N -4.297  21.096 -18.421 -0.218 4.676  -1.021 H13    NNN 31 
NNN H13A   H13A   H 0 0 N N N -4.917  22.638 -19.082 1.334  4.092  -1.669 H13A   NNN 32 
NNN H14    H14    H 0 1 N N N -6.501  21.028 -17.674 -1.123 2.369  -1.110 H14    NNN 33 
NNN H14A   H14A   H 0 0 N N N -7.127  21.892 -19.119 -0.573 2.902  -2.717 H14A   NNN 34 
NNN H14B   H14B   H 0 0 N N N -6.650  20.165 -19.241 0.428  1.785  -1.758 H14B   NNN 35 
NNN HN2    HN2    H 0 1 N N N -4.581  22.992 -20.977 2.861  2.612  0.281  HN2    NNN 36 
NNN H8     H8     H 0 1 N N N -11.134 21.431 -24.033 2.064  -4.445 -0.154 H8     NNN 37 
NNN H9     H9     H 0 1 N N N -10.683 19.447 -22.613 4.730  -1.533 0.025  H9     NNN 38 
NNN H10    H10    H 0 1 N N N -10.059 19.119 -20.107 5.782  -3.472 1.156  H10    NNN 39 
NNN H10A   H10A   H 0 0 N N N -9.173  20.674 -20.267 4.390  -2.869 2.086  H10A   NNN 40 
NNN H10B   H10B   H 0 0 N N N -10.944 20.614 -20.563 4.231  -4.344 1.103  H10B   NNN 41 
NNN H11    H11    H 0 1 N N N -8.542  18.465 -23.383 4.386  -2.605 -2.184 H11    NNN 42 
NNN H11A   H11A   H 0 0 N N N -7.847  18.804 -21.762 5.780  -3.318 -1.338 H11A   NNN 43 
NNN H11B   H11B   H 0 0 N N N -9.237  17.679 -21.926 4.229  -4.190 -1.391 H11B   NNN 44 
NNN HN6    HN6    H 0 1 N N N -7.290  24.259 -25.461 -1.831 -1.687 0.022  HN6    NNN 45 
NNN "HA'"  "HA'"  H 0 1 N N N -6.819  26.675 -24.576 -2.377 0.876  1.074  "HA'"  NNN 46 
NNN "HA'A" "HA'A" H 0 0 N N N -5.715  25.659 -23.606 -2.379 0.987  -0.702 "HA'A" NNN 47 
NNN "H6'"  "H6'"  H 0 1 N N N -7.057  25.243 -27.099 -4.045 -0.195 -2.019 "H6'"  NNN 48 
NNN "H5'"  "H5'"  H 0 1 N N N -5.591  24.938 -29.072 -6.317 -1.141 -2.076 "H5'"  NNN 49 
NNN "H4'"  "H4'"  H 0 1 N N N -3.135  25.067 -28.807 -7.455 -1.738 0.025  "H4'"  NNN 50 
NNN "H3'"  "H3'"  H 0 1 N N N -2.146  25.476 -26.581 -6.320 -1.390 2.182  "H3'"  NNN 51 
NNN "H2'"  "H2'"  H 0 1 N N N -3.608  25.768 -24.600 -4.043 -0.452 2.238  "H2'"  NNN 52 
# 
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 
NNN O1    C15    SING N N 1  
NNN O1    HO1    SING N N 2  
NNN C15   C12    SING N N 3  
NNN C15   H15    SING N N 4  
NNN C15   H15A   SING N N 5  
NNN N2    C12    SING N N 6  
NNN C12   C13    SING N N 7  
NNN C12   H12    SING N N 8  
NNN C13   C14    SING N N 9  
NNN C13   H13    SING N N 10 
NNN C13   H13A   SING N N 11 
NNN C14   H14    SING N N 12 
NNN C14   H14A   SING N N 13 
NNN C14   H14B   SING N N 14 
NNN C2    N2     SING N N 15 
NNN N2    HN2    SING N N 16 
NNN N1    C2     SING Y N 17 
NNN C2    N3     DOUB Y N 18 
NNN C6    N1     DOUB Y N 19 
NNN N6    C6     SING Y N 20 
NNN C6    N5     SING Y N 21 
NNN N7    N5     SING Y N 22 
NNN N5    C4     SING Y N 23 
NNN N7    C8     DOUB Y N 24 
NNN C8    "C9'"  SING N N 25 
NNN C8    H8     SING Y N 26 
NNN "C9'" C4     DOUB N N 27 
NNN "C9'" C9     SING N N 28 
NNN C11   C9     SING N N 29 
NNN C9    C10    SING N N 30 
NNN C9    H9     SING N N 31 
NNN C10   H10    SING N N 32 
NNN C10   H10A   SING N N 33 
NNN C10   H10B   SING N N 34 
NNN C11   H11    SING N N 35 
NNN C11   H11A   SING N N 36 
NNN C11   H11B   SING Y N 37 
NNN C4    N3     SING N N 38 
NNN N6    "CA'"  SING N N 39 
NNN N6    HN6    SING N N 40 
NNN "C1'" "CA'"  SING N N 41 
NNN "CA'" "HA'"  SING N N 42 
NNN "CA'" "HA'A" SING N N 43 
NNN "C6'" "C1'"  DOUB Y N 44 
NNN "C1'" "C2'"  SING Y N 45 
NNN "C5'" "C6'"  SING N N 46 
NNN "C6'" "H6'"  SING Y N 47 
NNN "C5'" "C4'"  DOUB Y N 48 
NNN "C5'" "H5'"  SING N N 49 
NNN "C4'" "C3'"  SING Y N 50 
NNN "C4'" "H4'"  SING N N 51 
NNN "C3'" "C2'"  DOUB Y N 52 
NNN "C3'" "H3'"  SING N N 53 
NNN "C2'" "H2'"  SING N N 54 
# 
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 
NNN SMILES           ACDLabs              10.04 n2c1c(cnn1c(nc2NC(CC)CO)NCc3ccccc3)C(C)C                                                                                                                                 
NNN InChI            InChI                1.02b InChI=1/C19H26N6O/c1-4-15(12-26)22-18-23-17-16(13(2)3)11-21-25(17)19(24-18)20-10-14-8-6-5-7-9-14/h5-9,11,13,15,26H,4,10,12H2,1-3H3,(H2,20,22,23,24)/t15-/m1/s1/f/h20,22H 
NNN InChIKey         InChI                1.02b SQUNOCMDMIQIQK-OVVPYVOIDS                                                                                                                                                
NNN SMILES_CANONICAL CACTVS               3.341 CC[C@H](CO)Nc1nc(NCc2ccccc2)n3ncc(C(C)C)c3n1                                                                                                                             
NNN SMILES           CACTVS               3.341 CC[CH](CO)Nc1nc(NCc2ccccc2)n3ncc(C(C)C)c3n1                                                                                                                              
NNN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC[C@H](CO)Nc1nc2c(cnn2c(n1)NCc3ccccc3)C(C)C                                                                                                                             
NNN SMILES           "OpenEye OEToolkits" 1.5.0 CCC(CO)Nc1nc2c(cnn2c(n1)NCc3ccccc3)C(C)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 
NNN "SYSTEMATIC NAME" ACDLabs              10.04 (2R)-2-{[4-(benzylamino)-8-(1-methylethyl)pyrazolo[1,5-a][1,3,5]triazin-2-yl]amino}butan-1-ol    
NNN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R)-2-[[4-(phenylmethylamino)-8-propan-2-yl-pyrazolo[1,5-e][1,3,5]triazin-2-yl]amino]butan-1-ol 
# 
