data_HTT # _chem_comp.id HTT _chem_comp.name "7-({4-[(3R)-3-aminopyrrolidin-1-yl]-5-chloro-6-ethyl-7H-pyrrolo[2,3-d]pyrimidin-2-yl}sulfanyl)-1,5-naphthyridin-1(4H)-ol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H22 Cl N7 O S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-05-21 _chem_comp.pdbx_modified_date 2014-01-10 _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 443.953 _chem_comp.one_letter_code ? _chem_comp.three_letter_code HTT _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 4KSH _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 HTT CL8 CL8 CL 0 0 N N N -10.239 -2.066 -11.637 4.223 2.465 0.293 CL8 HTT 1 HTT C4 C4 C 0 1 Y N N -11.429 -3.229 -12.380 2.522 2.148 0.152 C4 HTT 2 HTT C5 C5 C 0 1 Y N N -12.828 -3.302 -11.946 1.540 3.062 0.083 C5 HTT 3 HTT C6 C6 C 0 1 N N N -13.516 -2.426 -10.936 1.742 4.556 0.117 C6 HTT 4 HTT C7 C7 C 0 1 N N N -14.464 -3.269 -10.105 2.050 5.060 -1.294 C7 HTT 5 HTT N1 N1 N 0 1 Y N N -13.364 -4.329 -12.647 0.324 2.431 -0.022 N1 HTT 6 HTT C3 C3 C 0 1 Y N N -11.124 -4.261 -13.375 1.882 0.835 0.078 C3 HTT 7 HTT C9 C9 C 0 1 Y N N -9.993 -4.801 -14.203 2.338 -0.493 0.096 C9 HTT 8 HTT N13 N13 N 0 1 N N N -8.715 -4.253 -14.344 3.688 -0.776 0.205 N13 HTT 9 HTT C17 C17 C 0 1 N N N -7.678 -4.916 -15.140 3.967 -1.571 1.429 C17 HTT 10 HTT C16 C16 C 0 1 N N N -6.871 -3.724 -15.659 5.339 -2.222 1.123 C16 HTT 11 HTT C15 C15 C 0 1 N N R -7.545 -2.434 -15.196 5.238 -2.549 -0.385 C15 HTT 12 HTT N18 N18 N 0 1 N N N -8.357 -1.899 -16.288 4.842 -3.951 -0.577 N18 HTT 13 HTT C14 C14 C 0 1 N N N -8.417 -2.862 -14.010 4.148 -1.607 -0.929 C14 HTT 14 HTT N10 N10 N 0 1 Y N N -10.292 -5.850 -14.996 1.443 -1.471 0.005 N10 HTT 15 HTT C11 C11 C 0 1 Y N N -11.530 -6.400 -15.024 0.147 -1.203 -0.100 C11 HTT 16 HTT N12 N12 N 0 1 Y N N -12.568 -5.947 -14.303 -0.324 0.032 -0.120 N12 HTT 17 HTT C2 C2 C 0 1 Y N N -12.452 -4.915 -13.455 0.500 1.075 -0.024 C2 HTT 18 HTT S19 S19 S 0 1 N N N -11.845 -7.778 -15.943 -0.989 -2.546 -0.216 S19 HTT 19 HTT C20 C20 C 0 1 Y N N -10.572 -8.147 -17.009 -2.485 -1.657 -0.491 C20 HTT 20 HTT C25 C25 C 0 1 Y N N -9.846 -7.146 -17.663 -2.941 -1.424 -1.783 C25 HTT 21 HTT N24 N24 N 0 1 Y N N -8.845 -7.419 -18.518 -4.060 -0.763 -1.999 N24 HTT 22 HTT C23 C23 C 0 1 Y N N -8.508 -8.709 -18.768 -4.799 -0.292 -1.009 C23 HTT 23 HTT C26 C26 C 0 1 N N N -7.481 -9.041 -19.648 -6.073 0.445 -1.321 C26 HTT 24 HTT C27 C27 C 0 1 N N N -7.182 -10.388 -19.869 -6.558 1.222 -0.135 C27 HTT 25 HTT C28 C28 C 0 1 N N N -7.895 -11.412 -19.239 -6.129 1.002 1.086 C28 HTT 26 HTT N29 N29 N 0 1 N N N -8.896 -11.151 -18.377 -5.181 0.024 1.352 N29 HTT 27 HTT O30 O30 O 0 1 N N N -9.613 -12.222 -17.747 -5.002 -0.456 2.672 O30 HTT 28 HTT C22 C22 C 0 1 Y N N -9.252 -9.809 -18.102 -4.403 -0.483 0.309 C22 HTT 29 HTT C21 C21 C 0 1 Y N N -10.281 -9.490 -17.224 -3.234 -1.181 0.582 C21 HTT 30 HTT H1 H1 H 0 1 N N N -12.765 -1.962 -10.280 0.836 5.036 0.485 H1 HTT 31 HTT H2 H2 H 0 1 N N N -14.083 -1.640 -11.457 2.575 4.795 0.778 H2 HTT 32 HTT H3 H3 H 0 1 N N N -14.969 -2.631 -9.365 2.196 6.140 -1.270 H3 HTT 33 HTT H4 H4 H 0 1 N N N -15.214 -3.733 -10.762 2.956 4.579 -1.663 H4 HTT 34 HTT H5 H5 H 0 1 N N N -13.896 -4.055 -9.585 1.217 4.821 -1.955 H5 HTT 35 HTT H6 H6 H 0 1 N N N -14.318 -4.619 -12.576 -0.533 2.882 -0.086 H6 HTT 36 HTT H7 H7 H 0 1 N N N -8.116 -5.494 -15.967 4.036 -0.921 2.302 H7 HTT 37 HTT H8 H8 H 0 1 N N N -7.058 -5.579 -14.518 3.201 -2.332 1.576 H8 HTT 38 HTT H9 H9 H 0 1 N N N -6.838 -3.750 -16.758 6.150 -1.519 1.311 H9 HTT 39 HTT H10 H10 H 0 1 N N N -5.847 -3.769 -15.261 5.473 -3.132 1.707 H10 HTT 40 HTT H11 H11 H 0 1 N N N -6.789 -1.705 -14.868 6.189 -2.352 -0.879 H11 HTT 41 HTT H12 H12 H 0 1 N N N -8.801 -1.054 -15.991 5.528 -4.577 -0.183 H12 HTT 42 HTT H13 H13 H 0 1 N N N -7.772 -1.708 -17.076 3.928 -4.125 -0.188 H13 HTT 43 HTT H15 H15 H 0 1 N N N -7.866 -2.787 -13.061 3.317 -2.190 -1.324 H15 HTT 44 HTT H16 H16 H 0 1 N N N -9.335 -2.259 -13.950 4.564 -0.970 -1.710 H16 HTT 45 HTT H17 H17 H 0 1 N N N -10.100 -6.113 -17.474 -2.370 -1.790 -2.623 H17 HTT 46 HTT H18 H18 H 0 1 N N N -6.565 -8.567 -19.266 -5.895 1.131 -2.149 H18 HTT 47 HTT H19 H19 H 0 1 N N N -6.379 -10.645 -20.544 -7.292 1.999 -0.292 H19 HTT 48 HTT H20 H20 H 0 1 N N N -7.636 -12.439 -19.449 -6.522 1.594 1.899 H20 HTT 49 HTT H21 H21 H 0 1 N N N -10.280 -11.863 -17.174 -5.587 -0.043 3.322 H21 HTT 50 HTT H22 H22 H 0 1 N N N -10.840 -10.265 -16.721 -2.909 -1.343 1.600 H22 HTT 51 HTT H14 H14 H 0 1 N N N -7.740 -8.605 -20.624 -6.839 -0.274 -1.612 H14 HTT 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 HTT C27 C26 SING N N 1 HTT C27 C28 DOUB N N 2 HTT C26 C23 SING N N 3 HTT C28 N29 SING N N 4 HTT C23 N24 DOUB Y N 5 HTT C23 C22 SING Y N 6 HTT N24 C25 SING Y N 7 HTT N29 C22 SING N N 8 HTT N29 O30 SING N N 9 HTT C22 C21 DOUB Y N 10 HTT C25 C20 DOUB Y N 11 HTT C21 C20 SING Y N 12 HTT C20 S19 SING N N 13 HTT N18 C15 SING N N 14 HTT S19 C11 SING N N 15 HTT C16 C15 SING N N 16 HTT C16 C17 SING N N 17 HTT C15 C14 SING N N 18 HTT C17 N13 SING N N 19 HTT C11 N10 DOUB Y N 20 HTT C11 N12 SING Y N 21 HTT N10 C9 SING Y N 22 HTT N13 C9 SING N N 23 HTT N13 C14 SING N N 24 HTT N12 C2 DOUB Y N 25 HTT C9 C3 DOUB Y N 26 HTT C2 C3 SING Y N 27 HTT C2 N1 SING Y N 28 HTT C3 C4 SING Y N 29 HTT N1 C5 SING Y N 30 HTT C4 C5 DOUB Y N 31 HTT C4 CL8 SING N N 32 HTT C5 C6 SING N N 33 HTT C6 C7 SING N N 34 HTT C6 H1 SING N N 35 HTT C6 H2 SING N N 36 HTT C7 H3 SING N N 37 HTT C7 H4 SING N N 38 HTT C7 H5 SING N N 39 HTT N1 H6 SING N N 40 HTT C17 H7 SING N N 41 HTT C17 H8 SING N N 42 HTT C16 H9 SING N N 43 HTT C16 H10 SING N N 44 HTT C15 H11 SING N N 45 HTT N18 H12 SING N N 46 HTT N18 H13 SING N N 47 HTT C14 H15 SING N N 48 HTT C14 H16 SING N N 49 HTT C25 H17 SING N N 50 HTT C26 H18 SING N N 51 HTT C27 H19 SING N N 52 HTT C28 H20 SING N N 53 HTT O30 H21 SING N N 54 HTT C21 H22 SING N N 55 HTT C26 H14 SING N N 56 # 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 HTT SMILES ACDLabs 12.01 "Clc3c(nc2nc(nc(N1CCC(N)C1)c23)Sc4cc5c(nc4)CC=CN5O)CC" HTT InChI InChI 1.03 "InChI=1S/C20H22ClN7OS/c1-2-13-17(21)16-18(24-13)25-20(26-19(16)27-7-5-11(22)10-27)30-12-8-15-14(23-9-12)4-3-6-28(15)29/h3,6,8-9,11,29H,2,4-5,7,10,22H2,1H3,(H,24,25,26)/t11-/m1/s1" HTT InChIKey InChI 1.03 GAOGTYTXXMCXHI-LLVKDONJSA-N HTT SMILES_CANONICAL CACTVS 3.370 "CCc1[nH]c2nc(Sc3cnc4CC=CN(O)c4c3)nc(N5CC[C@@H](N)C5)c2c1Cl" HTT SMILES CACTVS 3.370 "CCc1[nH]c2nc(Sc3cnc4CC=CN(O)c4c3)nc(N5CC[CH](N)C5)c2c1Cl" HTT SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCc1c(c2c([nH]1)nc(nc2N3CC[C@H](C3)N)Sc4cc5c(nc4)CC=CN5O)Cl" HTT SMILES "OpenEye OEToolkits" 1.7.6 "CCc1c(c2c([nH]1)nc(nc2N3CCC(C3)N)Sc4cc5c(nc4)CC=CN5O)Cl" # 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 HTT "SYSTEMATIC NAME" ACDLabs 12.01 "7-({4-[(3R)-3-aminopyrrolidin-1-yl]-5-chloro-6-ethyl-7H-pyrrolo[2,3-d]pyrimidin-2-yl}sulfanyl)-1,5-naphthyridin-1(4H)-ol" HTT "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(3R)-1-[5-chloranyl-6-ethyl-2-[(5-oxidanyl-8H-1,5-naphthyridin-3-yl)sulfanyl]-7H-pyrrolo[2,3-d]pyrimidin-4-yl]pyrrolidin-3-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site HTT "Create component" 2013-05-21 RCSB HTT "Initial release" 2014-01-15 RCSB #