data_3VD # _chem_comp.id 3VD _chem_comp.name "N-{(1S)-1-[8-chloro-2-(3-fluorophenyl)quinolin-3-yl]ethyl}-9H-purin-6-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H16 Cl F N6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-11-12 _chem_comp.pdbx_modified_date 2014-12-12 _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 418.854 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3VD _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 4WWO _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 3VD C18 C1 C 0 1 Y N N 22.097 13.474 23.383 3.983 -1.432 0.137 C18 3VD 1 3VD N21 N1 N 0 1 Y N N 23.355 13.049 23.486 3.975 -2.772 0.338 N21 3VD 2 3VD C22 C2 C 0 1 Y N N 23.334 11.820 23.992 5.155 -3.159 0.726 C22 3VD 3 3VD N23 N2 N 0 1 Y N N 22.074 11.457 24.220 5.996 -2.088 0.797 N23 3VD 4 3VD C19 C3 C 0 1 Y N N 21.289 12.453 23.854 5.280 -0.978 0.428 C19 3VD 5 3VD N20 N3 N 0 1 Y N N 19.964 12.606 23.869 5.553 0.318 0.307 N20 3VD 6 3VD C15 C4 C 0 1 Y N N 19.428 13.741 23.429 4.624 1.166 -0.080 C15 3VD 7 3VD N16 N4 N 0 1 Y N N 20.174 14.750 22.959 3.392 0.786 -0.365 N16 3VD 8 3VD C17 C5 C 0 1 Y N N 21.510 14.664 22.916 3.025 -0.488 -0.269 C17 3VD 9 3VD N13 N5 N 0 1 N N N 22.264 15.686 22.456 1.731 -0.876 -0.570 N13 3VD 10 3VD C12 C6 C 0 1 N N S 21.742 16.984 21.943 0.748 0.121 -1.000 C12 3VD 11 3VD C30 C7 C 0 1 N N N 22.881 18.009 21.904 0.840 0.306 -2.517 C30 3VD 12 3VD C7 C8 C 0 1 Y N N 21.191 16.872 20.507 -0.636 -0.347 -0.634 C7 3VD 13 3VD C6 C9 C 0 1 Y N N 21.723 15.951 19.609 -0.948 -1.673 -0.696 C6 3VD 14 3VD C5 C10 C 0 1 Y N N 21.182 15.887 18.319 -2.253 -2.069 -0.344 C5 3VD 15 3VD C11 C11 C 0 1 Y N N 21.685 14.974 17.404 -2.641 -3.418 -0.385 C11 3VD 16 3VD C10 C12 C 0 1 Y N N 21.152 14.895 16.124 -3.911 -3.765 -0.038 C10 3VD 17 3VD C9 C13 C 0 1 Y N N 20.119 15.745 15.747 -4.834 -2.800 0.357 C9 3VD 18 3VD C8 C14 C 0 1 Y N N 19.605 16.673 16.646 -4.494 -1.482 0.408 C8 3VD 19 3VD CL1 CL1 CL 0 0 N N N 18.315 17.719 16.117 -5.663 -0.298 0.903 CL1 3VD 20 3VD C4 C15 C 0 1 Y N N 20.142 16.743 17.937 -3.190 -1.084 0.058 C4 3VD 21 3VD N3 N6 N 0 1 Y N N 19.656 17.619 18.822 -2.829 0.201 0.099 N3 3VD 22 3VD C2 C16 C 0 1 Y N N 20.159 17.719 20.058 -1.607 0.580 -0.223 C2 3VD 23 3VD C1 C17 C 0 1 Y N N 19.553 18.648 20.883 -1.255 2.019 -0.161 C1 3VD 24 3VD C24 C18 C 0 1 Y N N 18.444 18.198 21.577 -0.168 2.440 0.604 C24 3VD 25 3VD C25 C19 C 0 1 Y N N 17.759 19.051 22.422 0.156 3.783 0.658 C25 3VD 26 3VD F1 F1 F 0 1 N N N 16.688 18.568 23.077 1.208 4.194 1.398 F1 3VD 27 3VD C26 C20 C 0 1 Y N N 18.180 20.373 22.578 -0.598 4.708 -0.047 C26 3VD 28 3VD C27 C21 C 0 1 Y N N 19.295 20.826 21.873 -1.677 4.293 -0.806 C27 3VD 29 3VD C28 C22 C 0 1 Y N N 19.987 19.960 21.019 -2.005 2.954 -0.872 C28 3VD 30 3VD H2 H2 H 0 1 N N N 24.204 11.211 24.188 5.428 -4.178 0.957 H2 3VD 31 3VD H4 H4 H 0 1 N N N 18.354 13.853 23.451 4.879 2.211 -0.168 H4 3VD 32 3VD H5 H5 H 0 1 N N N 22.801 15.301 21.705 1.475 -1.809 -0.496 H5 3VD 33 3VD H6 H6 H 0 1 N N N 20.946 17.353 22.606 0.953 1.071 -0.506 H6 3VD 34 3VD H7 H7 H 0 1 N N N 23.307 18.123 22.912 0.634 -0.643 -3.011 H7 3VD 35 3VD H8 H8 H 0 1 N N N 23.663 17.662 21.212 0.108 1.048 -2.837 H8 3VD 36 3VD H9 H9 H 0 1 N N N 22.490 18.978 21.560 1.841 0.645 -2.782 H9 3VD 37 3VD H10 H10 H 0 1 N N N 22.534 15.301 19.901 -0.213 -2.401 -1.006 H10 3VD 38 3VD H11 H11 H 0 1 N N N 22.496 14.320 17.689 -1.935 -4.176 -0.690 H11 3VD 39 3VD H12 H12 H 0 1 N N N 21.540 14.173 15.421 -4.207 -4.804 -0.070 H12 3VD 40 3VD H13 H13 H 0 1 N N N 19.712 15.684 14.748 -5.836 -3.101 0.626 H13 3VD 41 3VD H14 H14 H 0 1 N N N 18.112 17.177 21.458 0.419 1.719 1.153 H14 3VD 42 3VD H15 H15 H 0 1 N N N 17.647 21.040 23.239 -0.342 5.756 -0.002 H15 3VD 43 3VD H16 H16 H 0 1 N N N 19.625 21.848 21.987 -2.261 5.018 -1.353 H16 3VD 44 3VD H17 H17 H 0 1 N N N 20.850 20.309 20.471 -2.845 2.632 -1.469 H17 3VD 45 3VD H1 H1 H 0 1 N N N 21.774 10.583 24.602 6.930 -2.108 1.061 H1 3VD 46 # 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 3VD C9 C10 DOUB Y N 1 3VD C9 C8 SING Y N 2 3VD CL1 C8 SING N N 3 3VD C10 C11 SING Y N 4 3VD C8 C4 DOUB Y N 5 3VD C11 C5 DOUB Y N 6 3VD C4 C5 SING Y N 7 3VD C4 N3 SING Y N 8 3VD C5 C6 SING Y N 9 3VD N3 C2 DOUB Y N 10 3VD C6 C7 DOUB Y N 11 3VD C2 C7 SING Y N 12 3VD C2 C1 SING N N 13 3VD C7 C12 SING N N 14 3VD C1 C28 DOUB Y N 15 3VD C1 C24 SING Y N 16 3VD C28 C27 SING Y N 17 3VD C24 C25 DOUB Y N 18 3VD C27 C26 DOUB Y N 19 3VD C30 C12 SING N N 20 3VD C12 N13 SING N N 21 3VD C25 C26 SING Y N 22 3VD C25 F1 SING N N 23 3VD N13 C17 SING N N 24 3VD C17 N16 DOUB Y N 25 3VD C17 C18 SING Y N 26 3VD N16 C15 SING Y N 27 3VD C18 N21 SING Y N 28 3VD C18 C19 DOUB Y N 29 3VD C15 N20 DOUB Y N 30 3VD N21 C22 DOUB Y N 31 3VD C19 N20 SING Y N 32 3VD C19 N23 SING Y N 33 3VD C22 N23 SING Y N 34 3VD C22 H2 SING N N 35 3VD C15 H4 SING N N 36 3VD N13 H5 SING N N 37 3VD C12 H6 SING N N 38 3VD C30 H7 SING N N 39 3VD C30 H8 SING N N 40 3VD C30 H9 SING N N 41 3VD C6 H10 SING N N 42 3VD C11 H11 SING N N 43 3VD C10 H12 SING N N 44 3VD C9 H13 SING N N 45 3VD C24 H14 SING N N 46 3VD C26 H15 SING N N 47 3VD C27 H16 SING N N 48 3VD C28 H17 SING N N 49 3VD N23 H1 SING N N 50 # 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 3VD SMILES ACDLabs 12.01 "Fc1cccc(c1)c2nc5c(cc2C(Nc4ncnc3c4ncn3)C)cccc5Cl" 3VD InChI InChI 1.03 "InChI=1S/C22H16ClFN6/c1-12(29-22-20-21(26-10-25-20)27-11-28-22)16-9-14-5-3-7-17(23)19(14)30-18(16)13-4-2-6-15(24)8-13/h2-12H,1H3,(H2,25,26,27,28,29)/t12-/m0/s1" 3VD InChIKey InChI 1.03 OBNLXBLOBJTAKW-LBPRGKRZSA-N 3VD SMILES_CANONICAL CACTVS 3.385 "C[C@H](Nc1ncnc2[nH]cnc12)c3cc4cccc(Cl)c4nc3c5cccc(F)c5" 3VD SMILES CACTVS 3.385 "C[CH](Nc1ncnc2[nH]cnc12)c3cc4cccc(Cl)c4nc3c5cccc(F)c5" 3VD SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@@H](c1cc2cccc(c2nc1c3cccc(c3)F)Cl)Nc4c5c([nH]cn5)ncn4" 3VD SMILES "OpenEye OEToolkits" 1.9.2 "CC(c1cc2cccc(c2nc1c3cccc(c3)F)Cl)Nc4c5c([nH]cn5)ncn4" # 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 3VD "SYSTEMATIC NAME" ACDLabs 12.01 "N-{(1S)-1-[8-chloro-2-(3-fluorophenyl)quinolin-3-yl]ethyl}-9H-purin-6-amine" 3VD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-[(1S)-1-[8-chloranyl-2-(3-fluorophenyl)quinolin-3-yl]ethyl]-9H-purin-6-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 3VD "Create component" 2014-11-12 RCSB 3VD "Initial release" 2014-12-17 RCSB #