data_2SH # _chem_comp.id 2SH _chem_comp.name "N-[(1S)-1-(3-chloro-4-fluorophenyl)-2-hydroxyethyl]-2-(tetrahydro-2H-pyran-4-ylamino)-5,8-dihydropyrido[3,4-d]pyrimidine-7(6H)-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H25 Cl F N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-01-16 _chem_comp.pdbx_modified_date 2014-05-16 _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 449.906 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2SH _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 4O6E _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 2SH C4 C4 C 0 1 Y N N 14.398 11.405 12.861 -6.173 -1.181 -0.279 C4 2SH 1 2SH C5 C5 C 0 1 Y N N 14.383 10.083 12.444 -5.497 -0.019 0.047 C5 2SH 2 2SH C6 C6 C 0 1 Y N N 13.323 9.237 12.776 -4.143 -0.060 0.322 C6 2SH 3 2SH C7 C7 C 0 1 N N S 13.358 7.778 12.374 -3.408 1.207 0.677 C7 2SH 4 2SH C15 C15 C 0 1 N N N 16.256 5.709 15.826 0.529 3.622 -0.927 C15 2SH 5 2SH C17 C17 C 0 1 Y N N 18.482 4.964 15.014 2.464 2.280 -0.101 C17 2SH 6 2SH C20 C20 C 0 1 Y N N 20.654 5.440 13.522 3.827 -0.026 -0.205 C20 2SH 7 2SH C22 C22 C 0 1 Y N N 18.437 5.899 13.995 1.870 1.135 -0.587 C22 2SH 8 2SH C26 C26 C 0 1 N N N 23.322 6.823 11.306 6.260 -2.703 0.629 C26 2SH 9 2SH C1 C1 C 0 1 Y N N 12.314 9.705 13.611 -3.463 -1.263 0.271 C1 2SH 10 2SH C2 C2 C 0 1 Y N N 12.326 11.031 14.039 -4.135 -2.425 -0.055 C2 2SH 11 2SH C3 C3 C 0 1 Y N N 13.377 11.878 13.683 -5.491 -2.386 -0.330 C3 2SH 12 2SH C9 C9 C 0 1 N N N 13.390 7.541 10.863 -3.231 1.285 2.194 C9 2SH 13 2SH O10 O10 O 0 1 N N N 12.168 8.007 10.302 -2.583 0.101 2.661 O10 2SH 14 2SH N11 N11 N 0 1 N N N 14.623 7.284 12.923 -2.093 1.205 0.031 N11 2SH 15 2SH C12 C12 C 0 1 N N N 14.766 6.657 14.113 -1.470 2.371 -0.232 C12 2SH 16 2SH O13 O13 O 0 1 N N N 13.784 6.385 14.809 -2.037 3.425 -0.019 O13 2SH 17 2SH N14 N14 N 0 1 N N N 16.028 6.316 14.494 -0.218 2.368 -0.730 N14 2SH 18 2SH C16 C16 C 0 1 N N N 17.291 4.591 15.851 1.746 3.597 -0.003 C16 2SH 19 2SH C18 C18 C 0 1 Y N N 19.668 4.265 15.239 3.786 2.211 0.325 C18 2SH 20 2SH N19 N19 N 0 1 Y N N 20.733 4.534 14.496 4.430 1.059 0.258 N19 2SH 21 2SH N21 N21 N 0 1 Y N N 19.540 6.123 13.278 2.571 0.007 -0.620 N21 2SH 22 2SH C23 C23 C 0 1 N N N 17.203 6.701 13.661 0.453 1.116 -1.098 C23 2SH 23 2SH N24 N24 N 0 1 N N N 21.798 5.696 12.802 4.526 -1.219 -0.257 N24 2SH 24 2SH C25 C25 C 0 1 N N N 21.830 6.559 11.618 5.918 -1.274 0.197 C25 2SH 25 2SH C27 C27 C 0 1 N N N 23.411 7.633 10.005 7.737 -2.767 1.028 C27 2SH 26 2SH O28 O28 O 0 1 N N N 22.735 6.899 8.972 8.544 -2.342 -0.072 O28 2SH 27 2SH C29 C29 C 0 1 N N N 21.324 6.682 9.149 8.301 -0.997 -0.489 C29 2SH 28 2SH C30 C30 C 0 1 N N N 21.112 5.865 10.437 6.847 -0.862 -0.948 C30 2SH 29 2SH CL1 CL1 CL 0 0 N N N 15.715 12.435 12.369 -7.875 -1.130 -0.616 CL1 2SH 30 2SH F32 F32 F 0 1 N N N 13.392 13.165 14.104 -6.150 -3.522 -0.648 F32 2SH 31 2SH H1 H1 H 0 1 N N N 15.203 9.702 11.854 -6.028 0.921 0.087 H1 2SH 32 2SH H2 H2 H 0 1 N N N 12.505 7.244 12.818 -3.980 2.068 0.332 H2 2SH 33 2SH H3 H3 H 0 1 N N N 16.592 6.502 16.510 0.856 3.697 -1.964 H3 2SH 34 2SH H4 H4 H 0 1 N N N 15.300 5.298 16.183 -0.105 4.472 -0.678 H4 2SH 35 2SH H5 H5 H 0 1 N N N 23.851 5.866 11.184 5.641 -2.984 1.481 H5 2SH 36 2SH H6 H6 H 0 1 N N N 23.778 7.392 12.129 6.075 -3.388 -0.198 H6 2SH 37 2SH H7 H7 H 0 1 N N N 11.522 9.042 13.927 -2.405 -1.293 0.486 H7 2SH 38 2SH H8 H8 H 0 1 N N N 11.518 11.406 14.650 -3.603 -3.364 -0.095 H8 2SH 39 2SH H9 H9 H 0 1 N N N 13.505 6.466 10.659 -2.623 2.155 2.445 H9 2SH 40 2SH H10 H10 H 0 1 N N N 14.234 8.090 10.420 -4.208 1.376 2.670 H10 2SH 41 2SH H11 H11 H 0 1 N N N 12.176 7.865 9.363 -2.438 0.082 3.616 H11 2SH 42 2SH H12 H12 H 0 1 N N N 15.447 7.421 12.374 -1.670 0.365 -0.207 H12 2SH 43 2SH H13 H13 H 0 1 N N N 16.841 3.670 15.451 2.428 4.399 -0.286 H13 2SH 44 2SH H14 H14 H 0 1 N N N 17.616 4.420 16.888 1.419 3.752 1.026 H14 2SH 45 2SH H15 H15 H 0 1 N N N 19.718 3.512 16.011 4.282 3.091 0.706 H15 2SH 46 2SH H16 H16 H 0 1 N N N 17.419 7.767 13.828 0.461 1.013 -2.183 H16 2SH 47 2SH H17 H17 H 0 1 N N N 16.953 6.539 12.602 -0.081 0.275 -0.657 H17 2SH 48 2SH H18 H18 H 0 1 N N N 22.137 4.805 12.500 4.094 -2.020 -0.594 H18 2SH 49 2SH H19 H19 H 0 1 N N N 21.331 7.516 11.831 6.053 -0.596 1.040 H19 2SH 50 2SH H20 H20 H 0 1 N N N 24.466 7.779 9.729 7.912 -2.113 1.881 H20 2SH 51 2SH H21 H21 H 0 1 N N N 22.929 8.612 10.142 7.997 -3.791 1.295 H21 2SH 52 2SH H22 H22 H 0 1 N N N 20.808 7.650 9.234 8.483 -0.319 0.345 H22 2SH 53 2SH H23 H23 H 0 1 N N N 20.923 6.127 8.288 8.968 -0.746 -1.314 H23 2SH 54 2SH H24 H24 H 0 1 N N N 20.036 5.796 10.653 6.675 -1.509 -1.808 H24 2SH 55 2SH H25 H25 H 0 1 N N N 21.525 4.854 10.301 6.647 0.174 -1.225 H25 2SH 56 # 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 2SH O28 C29 SING N N 1 2SH O28 C27 SING N N 2 2SH C29 C30 SING N N 3 2SH C27 C26 SING N N 4 2SH O10 C9 SING N N 5 2SH C30 C25 SING N N 6 2SH C9 C7 SING N N 7 2SH C26 C25 SING N N 8 2SH C25 N24 SING N N 9 2SH CL1 C4 SING N N 10 2SH C7 C6 SING N N 11 2SH C7 N11 SING N N 12 2SH C5 C6 DOUB Y N 13 2SH C5 C4 SING Y N 14 2SH C6 C1 SING Y N 15 2SH N24 C20 SING N N 16 2SH C4 C3 DOUB Y N 17 2SH N11 C12 SING N N 18 2SH N21 C20 DOUB Y N 19 2SH N21 C22 SING Y N 20 2SH C20 N19 SING Y N 21 2SH C1 C2 DOUB Y N 22 2SH C23 C22 SING N N 23 2SH C23 N14 SING N N 24 2SH C3 C2 SING Y N 25 2SH C3 F32 SING N N 26 2SH C22 C17 DOUB Y N 27 2SH C12 N14 SING N N 28 2SH C12 O13 DOUB N N 29 2SH N14 C15 SING N N 30 2SH N19 C18 DOUB Y N 31 2SH C17 C18 SING Y N 32 2SH C17 C16 SING N N 33 2SH C15 C16 SING N N 34 2SH C5 H1 SING N N 35 2SH C7 H2 SING N N 36 2SH C15 H3 SING N N 37 2SH C15 H4 SING N N 38 2SH C26 H5 SING N N 39 2SH C26 H6 SING N N 40 2SH C1 H7 SING N N 41 2SH C2 H8 SING N N 42 2SH C9 H9 SING N N 43 2SH C9 H10 SING N N 44 2SH O10 H11 SING N N 45 2SH N11 H12 SING N N 46 2SH C16 H13 SING N N 47 2SH C16 H14 SING N N 48 2SH C18 H15 SING N N 49 2SH C23 H16 SING N N 50 2SH C23 H17 SING N N 51 2SH N24 H18 SING N N 52 2SH C25 H19 SING N N 53 2SH C27 H20 SING N N 54 2SH C27 H21 SING N N 55 2SH C29 H22 SING N N 56 2SH C29 H23 SING N N 57 2SH C30 H24 SING N N 58 2SH C30 H25 SING N N 59 # 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 2SH SMILES ACDLabs 12.01 "Fc1ccc(cc1Cl)C(NC(=O)N3Cc2nc(ncc2CC3)NC4CCOCC4)CO" 2SH InChI InChI 1.03 "InChI=1S/C21H25ClFN5O3/c22-16-9-13(1-2-17(16)23)19(12-29)27-21(30)28-6-3-14-10-24-20(26-18(14)11-28)25-15-4-7-31-8-5-15/h1-2,9-10,15,19,29H,3-8,11-12H2,(H,27,30)(H,24,25,26)/t19-/m1/s1" 2SH InChIKey InChI 1.03 QTZUMCMRRPENJM-LJQANCHMSA-N 2SH SMILES_CANONICAL CACTVS 3.385 "OC[C@@H](NC(=O)N1CCc2cnc(NC3CCOCC3)nc2C1)c4ccc(F)c(Cl)c4" 2SH SMILES CACTVS 3.385 "OC[CH](NC(=O)N1CCc2cnc(NC3CCOCC3)nc2C1)c4ccc(F)c(Cl)c4" 2SH SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(c(cc1[C@@H](CO)NC(=O)N2CCc3cnc(nc3C2)NC4CCOCC4)Cl)F" 2SH SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(c(cc1C(CO)NC(=O)N2CCc3cnc(nc3C2)NC4CCOCC4)Cl)F" # 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 2SH "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(1S)-1-(3-chloro-4-fluorophenyl)-2-hydroxyethyl]-2-(tetrahydro-2H-pyran-4-ylamino)-5,8-dihydropyrido[3,4-d]pyrimidine-7(6H)-carboxamide" 2SH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[(1S)-1-(3-chloranyl-4-fluoranyl-phenyl)-2-oxidanyl-ethyl]-2-(oxan-4-ylamino)-6,8-dihydro-5H-pyrido[3,4-d]pyrimidine-7-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 2SH "Create component" 2014-01-16 RCSB 2SH "Initial release" 2014-05-21 RCSB #