data_4VF # _chem_comp.id 4VF _chem_comp.name "2-[(1S)-1-(3-chlorophenyl)-2-hydroxyethyl]-7-[2-(tetrahydro-2H-pyran-4-ylamino)pyrimidin-4-yl]-3,4-dihydropyrrolo[1,2-a]pyrazin-1(2H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H26 Cl N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-06-05 _chem_comp.pdbx_modified_date 2015-09-04 _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 467.948 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4VF _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 5BVD _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 4VF C2 C1 C 0 1 Y N N 12.294 -2.720 14.912 -0.828 1.184 -0.166 C2 4VF 1 4VF C3 C2 C 0 1 N N N 12.417 -3.685 17.122 -1.687 -0.842 1.002 C3 4VF 2 4VF C12 C3 C 0 1 Y N N 18.038 -1.276 14.479 4.979 0.243 0.059 C12 4VF 3 4VF C15 C4 C 0 1 Y N N 13.075 -2.084 14.011 0.358 1.722 -0.526 C15 4VF 4 4VF C16 C5 C 0 1 Y N N 14.405 -2.109 14.647 1.365 0.850 -0.052 C16 4VF 5 4VF C17 C6 C 0 1 Y N N 14.271 -2.742 15.821 0.733 -0.200 0.584 C17 4VF 6 4VF C18 C7 C 0 1 N N S 8.959 -4.312 15.661 -4.577 1.279 -0.055 C18 4VF 7 4VF C19 C8 C 0 1 Y N N 8.714 -5.383 14.587 -5.261 -0.015 -0.416 C19 4VF 8 4VF C20 C9 C 0 1 Y N N 7.395 -5.725 14.261 -6.598 -0.197 -0.116 C20 4VF 9 4VF C21 C10 C 0 1 Y N N 7.135 -6.709 13.306 -7.225 -1.385 -0.447 C21 4VF 10 4VF C22 C11 C 0 1 Y N N 8.192 -7.339 12.645 -6.513 -2.389 -1.078 C22 4VF 11 4VF C23 C12 C 0 1 Y N N 9.519 -6.995 12.948 -5.176 -2.206 -1.377 C23 4VF 12 4VF C24 C13 C 0 1 Y N N 9.772 -6.019 13.924 -4.552 -1.017 -1.051 C24 4VF 13 4VF C25 C14 C 0 1 N N N 19.237 -2.655 16.162 7.279 -0.603 0.347 C25 4VF 14 4VF C26 C15 C 0 1 N N N 20.691 -3.173 16.350 7.995 -1.462 1.394 C26 4VF 15 4VF C27 C16 C 0 1 N N N 20.764 -4.173 17.528 9.507 -1.354 1.184 C27 4VF 16 4VF C29 C17 C 0 1 N N N 18.862 -3.217 18.589 9.230 -0.969 -1.166 C29 4VF 17 4VF C30 C18 C 0 1 N N N 18.776 -2.094 17.533 7.707 -1.061 -1.051 C30 4VF 18 4VF CL1 CL1 CL 0 0 N N N 5.472 -7.165 12.987 -8.904 -1.614 -0.071 CL33 4VF 19 4VF O28 O1 O 0 1 N N N 20.248 -3.600 18.743 9.833 -1.765 -0.145 O28 4VF 20 4VF O32 O2 O 0 1 N N N 8.537 -3.913 18.008 -5.337 0.977 2.219 O32 4VF 21 4VF N5 N1 N 0 1 N N N 10.385 -3.982 15.718 -3.179 1.013 0.292 N5 4VF 22 4VF C31 C19 C 0 1 N N N 8.342 -4.880 16.972 -5.287 1.915 1.142 C31 4VF 23 4VF C8 C20 C 0 1 Y N N 15.700 -1.478 14.187 2.828 1.030 -0.209 C8 4VF 24 4VF C6 C21 C 0 1 N N N 10.866 -3.045 14.857 -2.200 1.671 -0.373 C6 4VF 25 4VF N13 N2 N 0 1 Y N N 16.851 -1.827 14.820 3.672 0.084 0.198 N13 4VF 26 4VF N14 N3 N 0 1 N N N 19.173 -1.609 15.138 5.830 -0.759 0.492 N14 4VF 27 4VF C4 C22 C 0 1 N N N 11.307 -4.649 16.651 -2.881 0.047 1.343 C4 4VF 28 4VF C10 C23 C 0 1 Y N N 16.987 -0.003 12.817 4.713 2.313 -0.922 C10 4VF 29 4VF O7 O3 O 0 1 N N N 10.176 -2.472 14.018 -2.443 2.614 -1.102 O7 4VF 30 4VF C9 C24 C 0 1 Y N N 15.742 -0.556 13.141 3.342 2.195 -0.786 C9 4VF 31 4VF N1 N4 N 0 1 Y N N 13.010 -3.064 15.939 -0.588 -0.006 0.508 N1 4VF 32 4VF N11 N5 N 0 1 Y N N 18.092 -0.366 13.497 5.493 1.334 -0.490 N11 4VF 33 4VF H1 H1 H 0 1 N N N 13.186 -4.244 17.675 -1.364 -1.377 1.896 H1 4VF 34 4VF H2 H2 H 0 1 N N N 11.987 -2.910 17.774 -1.973 -1.559 0.233 H2 4VF 35 4VF H3 H3 H 0 1 N N N 12.794 -1.661 13.058 0.508 2.641 -1.073 H3 4VF 36 4VF H4 H4 H 0 1 N N N 15.056 -2.947 16.534 1.222 -1.036 1.061 H4 4VF 37 4VF H5 H5 H 0 1 N N N 8.392 -3.411 15.383 -4.617 1.961 -0.905 H5 4VF 38 4VF H6 H6 H 0 1 N N N 6.574 -5.224 14.752 -7.153 0.588 0.377 H6 4VF 39 4VF H7 H7 H 0 1 N N N 7.988 -8.093 11.899 -7.001 -3.319 -1.333 H7 4VF 40 4VF H8 H8 H 0 1 N N N 10.338 -7.477 12.435 -4.621 -2.990 -1.870 H8 4VF 41 4VF H9 H9 H 0 1 N N N 10.791 -5.756 14.166 -3.507 -0.874 -1.285 H9 4VF 42 4VF H10 H10 H 0 1 N N N 18.589 -3.499 15.884 7.550 0.444 0.486 H10 4VF 43 4VF H11 H11 H 0 1 N N N 21.018 -3.676 15.428 7.739 -1.106 2.392 H11 4VF 44 4VF H12 H12 H 0 1 N N N 21.355 -2.321 16.558 7.685 -2.501 1.286 H12 4VF 45 4VF H13 H13 H 0 1 N N N 20.173 -5.066 17.275 9.822 -0.321 1.332 H13 4VF 46 4VF H14 H14 H 0 1 N N N 21.814 -4.461 17.687 10.020 -1.996 1.900 H14 4VF 47 4VF H15 H15 H 0 1 N N N 18.469 -2.853 19.550 9.544 -1.334 -2.144 H15 4VF 48 4VF H16 H16 H 0 1 N N N 18.273 -4.084 18.257 9.542 0.069 -1.049 H16 4VF 49 4VF H17 H17 H 0 1 N N N 19.428 -1.259 17.828 7.391 -2.093 -1.209 H17 4VF 50 4VF H18 H18 H 0 1 N N N 17.738 -1.739 17.456 7.245 -0.420 -1.802 H18 4VF 51 4VF H19 H19 H 0 1 N N N 8.167 -4.239 18.820 -5.775 1.313 3.013 H19 4VF 52 4VF H20 H20 H 0 1 N N N 7.267 -5.063 16.830 -4.741 2.803 1.459 H20 4VF 53 4VF H21 H21 H 0 1 N N N 8.842 -5.822 17.242 -6.302 2.194 0.856 H21 4VF 54 4VF H22 H22 H 0 1 N N N 19.830 -1.876 14.433 5.467 -1.565 0.892 H22 4VF 55 4VF H23 H23 H 0 1 N N N 10.741 -4.999 17.526 -3.757 -0.583 1.500 H23 4VF 56 4VF H24 H24 H 0 1 N N N 11.770 -5.509 16.145 -2.668 0.586 2.266 H24 4VF 57 4VF H25 H25 H 0 1 N N N 17.062 0.719 12.017 5.143 3.199 -1.364 H25 4VF 58 4VF H26 H26 H 0 1 N N N 14.848 -0.279 12.602 2.683 2.979 -1.130 H26 4VF 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 4VF C22 C23 DOUB Y N 1 4VF C22 C21 SING Y N 2 4VF C10 C9 DOUB Y N 3 4VF C10 N11 SING Y N 4 4VF C23 C24 SING Y N 5 4VF CL1 C21 SING N N 6 4VF C9 C8 SING Y N 7 4VF C21 C20 DOUB Y N 8 4VF N11 C12 DOUB Y N 9 4VF C24 C19 DOUB Y N 10 4VF C15 C16 SING Y N 11 4VF C15 C2 DOUB Y N 12 4VF O7 C6 DOUB N N 13 4VF C8 C16 SING N N 14 4VF C8 N13 DOUB Y N 15 4VF C20 C19 SING Y N 16 4VF C12 N13 SING Y N 17 4VF C12 N14 SING N N 18 4VF C19 C18 SING N N 19 4VF C16 C17 DOUB Y N 20 4VF C6 C2 SING N N 21 4VF C6 N5 SING N N 22 4VF C2 N1 SING Y N 23 4VF N14 C25 SING N N 24 4VF C18 N5 SING N N 25 4VF C18 C31 SING N N 26 4VF N5 C4 SING N N 27 4VF C17 N1 SING Y N 28 4VF N1 C3 SING N N 29 4VF C25 C26 SING N N 30 4VF C25 C30 SING N N 31 4VF C26 C27 SING N N 32 4VF C4 C3 SING N N 33 4VF C31 O32 SING N N 34 4VF C27 O28 SING N N 35 4VF C30 C29 SING N N 36 4VF C29 O28 SING N N 37 4VF C3 H1 SING N N 38 4VF C3 H2 SING N N 39 4VF C15 H3 SING N N 40 4VF C17 H4 SING N N 41 4VF C18 H5 SING N N 42 4VF C20 H6 SING N N 43 4VF C22 H7 SING N N 44 4VF C23 H8 SING N N 45 4VF C24 H9 SING N N 46 4VF C25 H10 SING N N 47 4VF C26 H11 SING N N 48 4VF C26 H12 SING N N 49 4VF C27 H13 SING N N 50 4VF C27 H14 SING N N 51 4VF C29 H15 SING N N 52 4VF C29 H16 SING N N 53 4VF C30 H17 SING N N 54 4VF C30 H18 SING N N 55 4VF O32 H19 SING N N 56 4VF C31 H20 SING N N 57 4VF C31 H21 SING N N 58 4VF N14 H22 SING N N 59 4VF C4 H23 SING N N 60 4VF C4 H24 SING N N 61 4VF C10 H25 SING N N 62 4VF C9 H26 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 4VF SMILES ACDLabs 12.01 "c32n(CCN(C(CO)c1cc(ccc1)Cl)C2=O)cc(c3)c5nc(NC4CCOCC4)ncc5" 4VF InChI InChI 1.03 "InChI=1S/C24H26ClN5O3/c25-18-3-1-2-16(12-18)22(15-31)30-9-8-29-14-17(13-21(29)23(30)32)20-4-7-26-24(28-20)27-19-5-10-33-11-6-19/h1-4,7,12-14,19,22,31H,5-6,8-11,15H2,(H,26,27,28)/t22-/m1/s1" 4VF InChIKey InChI 1.03 PJPXAFCTLKCTJP-JOCHJYFZSA-N 4VF SMILES_CANONICAL CACTVS 3.385 "OC[C@@H](N1CCn2cc(cc2C1=O)c3ccnc(NC4CCOCC4)n3)c5cccc(Cl)c5" 4VF SMILES CACTVS 3.385 "OC[CH](N1CCn2cc(cc2C1=O)c3ccnc(NC4CCOCC4)n3)c5cccc(Cl)c5" 4VF SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(cc(c1)Cl)[C@@H](CO)N2CCn3cc(cc3C2=O)c4ccnc(n4)NC5CCOCC5" 4VF SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(cc(c1)Cl)C(CO)N2CCn3cc(cc3C2=O)c4ccnc(n4)NC5CCOCC5" # 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 4VF "SYSTEMATIC NAME" ACDLabs 12.01 "2-[(1S)-1-(3-chlorophenyl)-2-hydroxyethyl]-7-[2-(tetrahydro-2H-pyran-4-ylamino)pyrimidin-4-yl]-3,4-dihydropyrrolo[1,2-a]pyrazin-1(2H)-one" 4VF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-[(1S)-1-(3-chlorophenyl)-2-oxidanyl-ethyl]-7-[2-(oxan-4-ylamino)pyrimidin-4-yl]-3,4-dihydropyrrolo[1,2-a]pyrazin-1-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4VF "Create component" 2015-06-05 RCSB 4VF "Initial release" 2015-09-09 RCSB #