data_SY1
# 
_chem_comp.id                                    SY1 
_chem_comp.name                                  2-({2-[(3R)-3-AMINOPIPERIDIN-1-YL]-4-OXOQUINAZOLIN-3(4H)-YL}METHYL)BENZONITRILE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H21 N5 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-03-08 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        359.424 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SY1 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye OEToolkits" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
SY1 N1   N1   N 0 1 N N N -43.477 -20.330 19.022 -4.242 2.232  1.459  N1   SY1 1  
SY1 C4   C4   C 0 1 N N N -45.834 -21.238 16.398 -1.591 0.260  3.360  C4   SY1 2  
SY1 C5   C5   C 0 1 N N N -44.855 -20.711 15.371 -0.386 1.040  2.840  C5   SY1 3  
SY1 C7   C7   C 0 1 N N N -43.678 -19.387 16.968 -1.806 2.197  1.175  C7   SY1 4  
SY1 C8   C8   C 0 1 N N N -43.738 -18.724 14.691 0.219  0.992  0.453  C8   SY1 5  
SY1 C10  C10  C 0 1 N N N -43.722 -16.657 13.499 0.786  -0.581 -1.184 C10  SY1 6  
SY1 C13  C13  C 0 1 N N N -42.683 -15.043 11.494 2.415  -1.554 -3.252 C13  SY1 7  
SY1 C15  C15  C 0 1 N N N -42.701 -17.123 12.683 1.916  0.129  -1.592 C15  SY1 8  
SY1 C20  C20  C 0 1 N N N -40.650 -20.722 14.110 0.908  4.190  0.177  C20  SY1 9  
SY1 C21  C21  C 0 1 N N N -40.022 -21.620 13.243 0.168  3.963  -0.980 C21  SY1 10 
SY1 C22  C22  C 0 1 N N N -38.632 -21.774 13.228 -0.474 5.028  -1.612 C22  SY1 11 
SY1 C24  C24  C 0 1 N N N -38.463 -20.126 14.967 0.369  6.537  0.076  C24  SY1 12 
SY1 C26  C26  C 0 1 N N N -40.365 -19.137 15.807 1.767  5.726  1.896  C26  SY1 13 
SY1 N27  N27  N 0 1 N N N -40.861 -18.435 16.582 2.380  5.931  2.859  N27  SY1 14 
SY1 C25  C25  C 0 1 N N N -39.852 -19.976 14.978 1.011  5.472  0.708  C25  SY1 15 
SY1 C23  C23  C 0 1 N N N -37.842 -21.022 14.095 -0.373 6.315  -1.084 C23  SY1 16 
SY1 C19  C19  C 0 1 N N N -42.175 -20.612 14.080 1.585  3.019  0.829  C19  SY1 17 
SY1 N18  N18  N 0 1 N N N -42.729 -19.244 13.917 1.343  1.773  0.104  N18  SY1 18 
SY1 N6   N6   N 0 1 N N N -44.467 -19.349 15.749 -0.600 1.413  1.443  N6   SY1 19 
SY1 C3   C3   C 0 1 N N N -45.167 -21.275 17.776 -2.891 1.034  3.137  C3   SY1 20 
SY1 C2   C2   C 0 1 N N N -44.532 -19.908 18.125 -3.040 1.426  1.660  C2   SY1 21 
SY1 C16  C16  C 0 1 N N N -42.201 -18.492 12.930 2.235  1.399  -0.913 C16  SY1 22 
SY1 O17  O17  O 0 1 N N N -41.280 -18.925 12.194 3.226  2.034  -1.263 O17  SY1 23 
SY1 N9   N9   N 0 1 N N N -44.201 -17.468 14.465 -0.052 -0.132 -0.158 N9   SY1 24 
SY1 C14  C14  C 0 1 N N N -42.172 -16.328 11.672 2.732  -0.352 -2.623 C14  SY1 25 
SY1 C12  C12  C 0 1 N N N -43.708 -14.568 12.321 1.289  -2.272 -2.855 C12  SY1 26 
SY1 C11  C11  C 0 1 N N N -44.236 -15.373 13.323 0.480  -1.787 -1.826 C11  SY1 27 
SY1 HN11 1HN1 H 0 0 N N N -42.623 -20.427 18.511 -4.261 2.857  0.683  HN11 SY1 28 
SY1 HN12 2HN1 H 0 0 N N N -43.358 -19.646 19.742 -4.902 2.281  2.204  HN12 SY1 29 
SY1 H41  1H4  H 0 1 N N N -46.714 -20.579 16.436 -1.464 0.046  4.426  H41  SY1 30 
SY1 H42  2H4  H 0 1 N N N -46.145 -22.255 16.116 -1.654 -0.705 2.841  H42  SY1 31 
SY1 H51  1H5  H 0 1 N N N -43.965 -21.356 15.341 -0.229 1.945  3.438  H51  SY1 32 
SY1 H52  2H5  H 0 1 N N N -45.323 -20.705 14.376 0.516  0.425  2.941  H52  SY1 33 
SY1 H71  1H7  H 0 1 N N N -42.816 -20.054 16.823 -1.893 2.402  0.100  H71  SY1 34 
SY1 H72  2H7  H 0 1 N N N -43.328 -18.371 17.205 -1.723 3.167  1.681  H72  SY1 35 
SY1 H13  H13  H 0 1 N N N -42.286 -14.411 10.714 3.045  -1.931 -4.053 H13  SY1 36 
SY1 H21  H21  H 0 1 N N N -40.625 -22.210 12.568 0.083  2.964  -1.400 H21  SY1 37 
SY1 H22  H22  H 0 1 N N N -38.172 -22.474 12.546 -1.052 4.855  -2.515 H22  SY1 38 
SY1 H24  H24  H 0 1 N N N -37.860 -19.539 15.644 0.437  7.547  0.475  H24  SY1 39 
SY1 H23  H23  H 0 1 N N N -36.767 -21.130 14.092 -0.874 7.144  -1.575 H23  SY1 40 
SY1 H191 1H19 H 0 0 N N N -42.530 -21.212 13.229 2.668  3.177  0.876  H191 SY1 41 
SY1 H192 2H19 H 0 0 N N N -42.519 -20.959 15.066 1.231  2.883  1.856  H192 SY1 42 
SY1 H31  1H3  H 0 1 N N N -45.926 -21.519 18.533 -3.742 0.419  3.455  H31  SY1 43 
SY1 H32  2H3  H 0 1 N N N -44.373 -22.036 17.760 -2.890 1.932  3.770  H32  SY1 44 
SY1 H2   H2   H 0 1 N N N -45.295 -19.181 18.441 -3.143 0.509  1.066  H2   SY1 45 
SY1 H14  H14  H 0 1 N N N -41.381 -16.699 11.037 3.614  0.194  -2.947 H14  SY1 46 
SY1 H12  H12  H 0 1 N N N -44.091 -13.568 12.179 1.041  -3.209 -3.345 H12  SY1 47 
SY1 H11  H11  H 0 1 N N N -45.032 -15.010 13.956 -0.396 -2.358 -1.527 H11  SY1 48 
# 
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 
SY1 N1  C2   SING N N 1  
SY1 N1  HN11 SING N N 2  
SY1 N1  HN12 SING N N 3  
SY1 C4  C5   SING N N 4  
SY1 C4  C3   SING N N 5  
SY1 C4  H41  SING N N 6  
SY1 C4  H42  SING N N 7  
SY1 C5  N6   SING N N 8  
SY1 C5  H51  SING N N 9  
SY1 C5  H52  SING N N 10 
SY1 C7  N6   SING N N 11 
SY1 C7  C2   SING N N 12 
SY1 C7  H71  SING N N 13 
SY1 C7  H72  SING N N 14 
SY1 C8  N18  SING N N 15 
SY1 C8  N9   DOUB N N 16 
SY1 C8  N6   SING N N 17 
SY1 C10 C15  DOUB N N 18 
SY1 C10 C11  SING N N 19 
SY1 C10 N9   SING N N 20 
SY1 C13 C14  DOUB N N 21 
SY1 C13 C12  SING N N 22 
SY1 C13 H13  SING N N 23 
SY1 C15 C14  SING N N 24 
SY1 C15 C16  SING N N 25 
SY1 C20 C21  SING N N 26 
SY1 C20 C19  SING N N 27 
SY1 C20 C25  DOUB N N 28 
SY1 C21 C22  DOUB N N 29 
SY1 C21 H21  SING N N 30 
SY1 C22 C23  SING N N 31 
SY1 C22 H22  SING N N 32 
SY1 C24 C23  DOUB N N 33 
SY1 C24 C25  SING N N 34 
SY1 C24 H24  SING N N 35 
SY1 C26 C25  SING N N 36 
SY1 C26 N27  TRIP N N 37 
SY1 C23 H23  SING N N 38 
SY1 C19 N18  SING N N 39 
SY1 C19 H191 SING N N 40 
SY1 C19 H192 SING N N 41 
SY1 N18 C16  SING N N 42 
SY1 C3  C2   SING N N 43 
SY1 C3  H31  SING N N 44 
SY1 C3  H32  SING N N 45 
SY1 C2  H2   SING N N 46 
SY1 C16 O17  DOUB N N 47 
SY1 C14 H14  SING N N 48 
SY1 C12 C11  DOUB N N 49 
SY1 C12 H12  SING N N 50 
SY1 C11 H11  SING N N 51 
# 
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 
SY1 SMILES           ACDLabs              10.04 N#Cc1ccccc1CN2C(=O)c4c(N=C2N3CCCC(N)C3)cccc4                                                                                                          
SY1 InChI            InChI                1.02b InChI=1/C21H21N5O/c22-12-15-6-1-2-7-16(15)13-26-20(27)18-9-3-4-10-19(18)24-21(26)25-11-5-8-17(23)14-25/h1-4,6-7,9-10,17H,5,8,11,13-14,23H2/t17-/m1/s1 
SY1 InChIKey         InChI                1.02b OYNURZXTLNNKAP-QGZVFWFLBE                                                                                                                             
SY1 SMILES_CANONICAL CACTVS               3.341 N[C@@H]1CCCN(C1)C2=Nc3ccccc3C(=O)N2Cc4ccccc4C#N                                                                                                       
SY1 SMILES           CACTVS               3.341 N[CH]1CCCN(C1)C2=Nc3ccccc3C(=O)N2Cc4ccccc4C#N                                                                                                         
SY1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(c(c1)CN2C(=O)c3ccccc3N=C2N4CCC[C@H](C4)N)C#N                                                                                                    
SY1 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(c(c1)CN2C(=O)c3ccccc3N=C2N4CCCC(C4)N)C#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 
SY1 "SYSTEMATIC NAME" ACDLabs              10.04 2-({2-[(3R)-3-aminopiperidin-1-yl]-4-oxoquinazolin-3(4H)-yl}methyl)benzonitrile 
SY1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-[[2-[(3R)-3-aminopiperidin-1-yl]-4-oxo-quinazolin-3-yl]methyl]benzonitrile    
# 
