data_S03 # _chem_comp.id S03 _chem_comp.name "1-{4-[4-AMINO-5-(3-METHOXYPHENYL)-7H-PYRROLO[2,3-D]PYRIMIDIN-7-YL]BENZYL}PIPERIDIN-4-OL" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H27 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-02-07 _chem_comp.pdbx_modified_date 2011-06-04 _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 429.514 _chem_comp.one_letter_code ? _chem_comp.three_letter_code S03 _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 1YOL _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 S03 N33 N33 N 0 1 N N N 1.493 27.565 32.633 5.043 2.136 0.841 N33 S03 1 S03 C1 C1 C 0 1 Y N N 1.085 26.607 31.763 3.713 2.507 0.755 C1 S03 2 S03 N6 N6 N 0 1 Y N N -0.242 26.493 31.491 3.321 3.725 1.120 N6 S03 3 S03 C5 C5 C 0 1 Y N N -0.724 25.568 30.626 2.052 4.083 1.039 C5 S03 4 S03 C2 C2 C 0 1 Y N N 1.962 25.717 31.109 2.746 1.609 0.286 C2 S03 5 S03 C9 C9 C 0 1 Y N N 3.342 25.553 31.107 2.764 0.225 -0.207 C9 S03 6 S03 C10 C10 C 0 1 Y N N 4.337 26.293 31.932 3.949 -0.658 -0.325 C10 S03 7 S03 C11 C11 C 0 1 Y N N 5.483 26.896 31.415 5.100 -0.202 -0.966 C11 S03 8 S03 C12 C12 C 0 1 Y N N 6.381 27.546 32.274 6.202 -1.027 -1.073 C12 S03 9 S03 C13 C13 C 0 1 Y N N 6.138 27.578 33.648 6.168 -2.305 -0.547 C13 S03 10 S03 C14 C14 C 0 1 Y N N 4.999 26.955 34.150 5.026 -2.766 0.093 C14 S03 11 S03 O16 O16 O 0 1 N N N 4.658 26.937 35.477 4.997 -4.023 0.609 O16 S03 12 S03 C17 C17 C 0 1 N N N 5.619 26.798 36.504 6.271 -4.611 0.337 C17 S03 13 S03 C15 C15 C 0 1 Y N N 4.120 26.323 33.290 3.914 -1.948 0.201 C15 S03 14 S03 C8 C8 C 0 1 Y N N 3.699 24.492 30.267 1.485 -0.088 -0.528 C8 S03 15 S03 C3 C3 C 0 1 Y N N 1.491 24.780 30.228 1.409 2.035 0.209 C3 S03 16 S03 N4 N4 N 0 1 Y N N 0.074 24.693 29.971 1.112 3.274 0.599 N4 S03 17 S03 N7 N7 N 0 1 Y N N 2.520 24.048 29.761 0.673 0.987 -0.282 N7 S03 18 S03 C18 C18 C 0 1 Y N N 2.451 23.058 28.834 -0.711 1.013 -0.500 C18 S03 19 S03 C19 C19 C 0 1 Y N N 3.041 21.786 28.928 -1.231 0.600 -1.719 C19 S03 20 S03 C20 C20 C 0 1 Y N N 2.948 20.805 27.908 -2.595 0.625 -1.931 C20 S03 21 S03 C23 C23 C 0 1 Y N N 1.795 23.280 27.631 -1.566 1.446 0.505 C23 S03 22 S03 C22 C22 C 0 1 Y N N 1.696 22.336 26.618 -2.929 1.474 0.286 C22 S03 23 S03 C21 C21 C 0 1 Y N N 2.266 21.074 26.719 -3.444 1.062 -0.930 C21 S03 24 S03 C24 C24 C 0 1 N N N 2.054 20.172 25.504 -4.932 1.089 -1.164 C24 S03 25 S03 N26 N26 N 0 1 N N N 2.726 18.885 25.335 -5.515 -0.197 -0.759 N26 S03 26 S03 C27 C27 C 0 1 N N N 4.005 18.818 24.656 -6.971 -0.025 -0.780 C27 S03 27 S03 C28 C28 C 0 1 N N N 3.833 18.435 23.178 -7.653 -1.329 -0.360 C28 S03 28 S03 C31 C31 C 0 1 N N N 1.935 17.657 25.265 -5.122 -0.417 0.637 C31 S03 29 S03 C30 C30 C 0 1 N N N 1.539 17.379 23.814 -5.701 -1.743 1.135 C30 S03 30 S03 C29 C29 C 0 1 N N N 2.678 17.502 22.778 -7.230 -1.680 1.070 C29 S03 31 S03 O32 O32 O 0 1 N N N 3.207 16.222 22.412 -7.777 -2.950 1.432 O32 S03 32 S03 H331 1H33 H 0 0 N N N 2.372 27.935 32.333 5.702 2.766 1.172 H331 S03 33 S03 H332 2H33 H 0 0 N N N 1.593 27.167 33.545 5.316 1.245 0.572 H332 S03 34 S03 H5 H5 H 0 1 N N N -1.789 25.527 30.452 1.775 5.080 1.346 H5 S03 35 S03 H11 H11 H 0 1 N N N 5.679 26.863 30.353 5.130 0.796 -1.378 H11 S03 36 S03 H12 H12 H 0 1 N N N 7.262 28.023 31.871 7.093 -0.673 -1.570 H12 S03 37 S03 H13 H13 H 0 1 N N N 6.825 28.080 34.313 7.033 -2.946 -0.634 H13 S03 38 S03 H171 1H17 H 0 0 N N N 5.429 25.868 37.060 7.053 -4.016 0.809 H171 S03 39 S03 H172 2H17 H 0 0 N N N 5.550 27.656 37.189 6.296 -5.625 0.734 H172 S03 40 S03 H173 3H17 H 0 0 N N N 6.626 26.762 36.062 6.436 -4.638 -0.740 H173 S03 41 S03 H15 H15 H 0 1 N N N 3.242 25.841 33.694 3.024 -2.306 0.698 H15 S03 42 S03 H8 H8 H 0 1 N N N 4.690 24.112 30.066 1.156 -1.039 -0.918 H8 S03 43 S03 H19 H19 H 0 1 N N N 3.594 21.543 29.823 -0.569 0.259 -2.501 H19 S03 44 S03 H20 H20 H 0 1 N N N 3.410 19.839 28.052 -3.000 0.304 -2.879 H20 S03 45 S03 H23 H23 H 0 1 N N N 1.334 24.244 27.474 -1.164 1.767 1.455 H23 S03 46 S03 H22 H22 H 0 1 N N N 1.156 22.593 25.719 -3.594 1.815 1.066 H22 S03 47 S03 H241 1H24 H 0 0 N N N 2.503 20.770 24.697 -5.378 1.891 -0.576 H241 S03 48 S03 H242 2H24 H 0 0 N N N 0.979 19.937 25.505 -5.130 1.261 -2.222 H242 S03 49 S03 H271 1H27 H 0 0 N N N 4.619 18.048 25.146 -7.253 0.770 -0.089 H271 S03 50 S03 H272 2H27 H 0 0 N N N 4.490 19.803 24.714 -7.290 0.242 -1.788 H272 S03 51 S03 H281 1H28 H 0 0 N N N 4.739 17.858 22.942 -8.735 -1.204 -0.400 H281 S03 52 S03 H282 2H28 H 0 0 N N N 3.676 19.376 22.630 -7.353 -2.130 -1.036 H282 S03 53 S03 H311 1H31 H 0 0 N N N 1.026 17.774 25.874 -4.034 -0.448 0.706 H311 S03 54 S03 H312 2H31 H 0 0 N N N 2.532 16.816 25.648 -5.500 0.398 1.253 H312 S03 55 S03 H301 1H30 H 0 0 N N N 0.799 18.148 23.547 -5.387 -1.913 2.165 H301 S03 56 S03 H302 2H30 H 0 0 N N N 1.159 16.348 23.767 -5.342 -2.557 0.504 H302 S03 57 S03 H29 H29 H 0 1 N N N 2.187 17.971 21.913 -7.595 -0.917 1.756 H29 S03 58 S03 H32 H32 H 0 1 N N N 3.324 16.185 21.470 -7.487 -3.132 2.336 H32 S03 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 S03 N33 C1 SING N N 1 S03 N33 H331 SING N N 2 S03 N33 H332 SING N N 3 S03 C1 N6 SING Y N 4 S03 C1 C2 DOUB Y N 5 S03 N6 C5 DOUB Y N 6 S03 C5 N4 SING Y N 7 S03 C5 H5 SING N N 8 S03 C2 C9 SING Y N 9 S03 C2 C3 SING Y N 10 S03 C9 C10 SING Y N 11 S03 C9 C8 DOUB Y N 12 S03 C10 C11 SING Y N 13 S03 C10 C15 DOUB Y N 14 S03 C11 C12 DOUB Y N 15 S03 C11 H11 SING N N 16 S03 C12 C13 SING Y N 17 S03 C12 H12 SING N N 18 S03 C13 C14 DOUB Y N 19 S03 C13 H13 SING N N 20 S03 C14 O16 SING N N 21 S03 C14 C15 SING Y N 22 S03 O16 C17 SING N N 23 S03 C17 H171 SING N N 24 S03 C17 H172 SING N N 25 S03 C17 H173 SING N N 26 S03 C15 H15 SING N N 27 S03 C8 N7 SING Y N 28 S03 C8 H8 SING N N 29 S03 C3 N4 DOUB Y N 30 S03 C3 N7 SING Y N 31 S03 N7 C18 SING Y N 32 S03 C18 C19 DOUB Y N 33 S03 C18 C23 SING Y N 34 S03 C19 C20 SING Y N 35 S03 C19 H19 SING N N 36 S03 C20 C21 DOUB Y N 37 S03 C20 H20 SING N N 38 S03 C23 C22 DOUB Y N 39 S03 C23 H23 SING N N 40 S03 C22 C21 SING Y N 41 S03 C22 H22 SING N N 42 S03 C21 C24 SING N N 43 S03 C24 N26 SING N N 44 S03 C24 H241 SING N N 45 S03 C24 H242 SING N N 46 S03 N26 C27 SING N N 47 S03 N26 C31 SING N N 48 S03 C27 C28 SING N N 49 S03 C27 H271 SING N N 50 S03 C27 H272 SING N N 51 S03 C28 C29 SING N N 52 S03 C28 H281 SING N N 53 S03 C28 H282 SING N N 54 S03 C31 C30 SING N N 55 S03 C31 H311 SING N N 56 S03 C31 H312 SING N N 57 S03 C30 C29 SING N N 58 S03 C30 H301 SING N N 59 S03 C30 H302 SING N N 60 S03 C29 O32 SING N N 61 S03 C29 H29 SING N N 62 S03 O32 H32 SING N N 63 # 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 S03 SMILES ACDLabs 10.04 "O(c1cccc(c1)c3c2c(ncnc2n(c3)c4ccc(cc4)CN5CCC(O)CC5)N)C" S03 SMILES_CANONICAL CACTVS 3.341 "COc1cccc(c1)c2cn(c3ccc(CN4CCC(O)CC4)cc3)c5ncnc(N)c25" S03 SMILES CACTVS 3.341 "COc1cccc(c1)c2cn(c3ccc(CN4CCC(O)CC4)cc3)c5ncnc(N)c25" S03 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COc1cccc(c1)c2cn(c3c2c(ncn3)N)c4ccc(cc4)CN5CCC(CC5)O" S03 SMILES "OpenEye OEToolkits" 1.5.0 "COc1cccc(c1)c2cn(c3c2c(ncn3)N)c4ccc(cc4)CN5CCC(CC5)O" S03 InChI InChI 1.03 "InChI=1S/C25H27N5O2/c1-32-21-4-2-3-18(13-21)22-15-30(25-23(22)24(26)27-16-28-25)19-7-5-17(6-8-19)14-29-11-9-20(31)10-12-29/h2-8,13,15-16,20,31H,9-12,14H2,1H3,(H2,26,27,28)" S03 InChIKey InChI 1.03 WUYMUVBIVVABRN-UHFFFAOYSA-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 S03 "SYSTEMATIC NAME" ACDLabs 10.04 "1-{4-[4-amino-5-(3-methoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl]benzyl}piperidin-4-ol" S03 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "1-[[4-[4-amino-5-(3-methoxyphenyl)pyrrolo[2,3-d]pyrimidin-7-yl]phenyl]methyl]piperidin-4-ol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site S03 "Create component" 2005-02-07 RCSB S03 "Modify aromatic_flag" 2011-06-04 RCSB S03 "Modify descriptor" 2011-06-04 RCSB #