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 2011-06-04 _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 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" SY1 InChI InChI 1.03 "InChI=1S/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 1.03 OYNURZXTLNNKAP-QGZVFWFLSA-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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site SY1 "Create component" 2007-03-08 EBI SY1 "Modify descriptor" 2011-06-04 RCSB #