data_49D # _chem_comp.id 49D _chem_comp.name "6-{[(1S)-1-(4-chlorophenyl)ethyl]amino}-1-cyclopentyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H20 Cl N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-02-16 _chem_comp.pdbx_modified_date 2015-09-11 _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 357.837 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 49D _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 4Y86 _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 49D C2 C1 C 0 1 N N N 80.618 50.412 39.052 -4.584 -3.660 0.810 C2 49D 1 49D C3 C2 C 0 1 N N N 80.503 51.313 40.234 -4.064 -2.291 1.294 C3 49D 2 49D C4 C3 C 0 1 N N N 78.791 49.570 40.057 -4.615 -2.032 -1.048 C4 49D 3 49D C5 C4 C 0 1 N N N 79.047 50.973 40.578 -3.565 -1.596 0.004 C5 49D 4 49D N8 N1 N 0 1 Y N N 78.790 51.088 42.053 -3.565 -0.140 0.165 N8 49D 5 49D C11 C5 C 0 1 Y N N 77.694 51.720 42.455 -2.479 0.673 0.066 C11 49D 6 49D N13 N2 N 0 1 N N N 76.722 52.296 41.740 -1.179 0.461 -0.184 N13 49D 7 49D N9 N3 N 0 1 Y N N 79.434 50.699 43.059 -4.684 0.655 0.441 N9 49D 8 49D C10 C6 C 0 1 Y N N 78.778 51.064 44.163 -4.323 1.905 0.519 C10 49D 9 49D C12 C7 C 0 1 Y N N 77.676 51.712 43.787 -2.934 1.982 0.290 C12 49D 10 49D C16 C8 C 0 1 N N N 76.667 52.293 44.448 -1.998 3.045 0.245 C16 49D 11 49D O17 O1 O 0 1 N N N 76.611 52.317 45.677 -2.349 4.196 0.434 O17 49D 12 49D N15 N4 N 0 1 N N N 75.646 52.898 43.723 -0.704 2.749 -0.013 N15 49D 13 49D C14 C9 C 0 1 N N N 75.690 52.892 42.338 -0.323 1.456 -0.224 C14 49D 14 49D N18 N5 N 0 1 N N N 74.715 53.456 41.634 0.996 1.187 -0.484 N18 49D 15 49D C19 C10 C 0 1 N N S 74.731 53.495 40.159 1.432 -0.193 -0.711 C19 49D 16 49D C20 C11 C 0 1 N N N 73.349 53.111 39.601 1.220 -0.558 -2.182 C20 49D 17 49D C24 C12 C 0 1 Y N N 75.135 54.790 39.829 2.893 -0.322 -0.367 C24 49D 18 49D C29 C13 C 0 1 Y N N 76.477 55.021 39.524 3.774 0.688 -0.704 C29 49D 19 49D C28 C14 C 0 1 Y N N 76.924 56.306 39.216 5.114 0.573 -0.384 C28 49D 20 49D C27 C15 C 0 1 Y N N 76.040 57.383 39.223 5.573 -0.554 0.274 C27 49D 21 49D C26 C16 C 0 1 Y N N 74.699 57.156 39.546 4.690 -1.565 0.611 C26 49D 22 49D C25 C17 C 0 1 Y N N 74.248 55.869 39.853 3.351 -1.449 0.290 C25 49D 23 49D C1 C18 C 0 1 N N N 80.133 49.078 39.607 -4.934 -3.495 -0.679 C1 49D 24 49D CL CL1 CL 0 0 N N N 76.626 59.024 38.828 7.255 -0.700 0.677 CL 49D 25 49D H1 H1 H 0 1 N N N 81.659 50.343 38.704 -3.809 -4.417 0.930 H1 49D 26 49D H2 H2 H 0 1 N N N 79.978 50.756 38.226 -5.473 -3.943 1.373 H2 49D 27 49D H3 H3 H 0 1 N N N 81.201 51.043 41.040 -4.871 -1.716 1.750 H3 49D 28 49D H4 H4 H 0 1 N N N 80.638 52.373 39.972 -3.243 -2.422 2.000 H4 49D 29 49D H5 H5 H 0 1 N N N 78.084 49.592 39.215 -5.510 -1.415 -0.971 H5 49D 30 49D H6 H6 H 0 1 N N N 78.390 48.927 40.855 -4.196 -1.972 -2.053 H6 49D 31 49D H7 H7 H 0 1 N N N 78.388 51.674 40.044 -2.572 -1.955 -0.269 H7 49D 32 49D H8 H8 H 0 1 N N N 79.086 50.869 45.180 -4.978 2.740 0.721 H8 49D 33 49D H9 H9 H 0 1 N N N 74.883 53.336 44.199 -0.044 3.458 -0.049 H9 49D 34 49D H10 H10 H 0 1 N N N 73.944 53.868 42.120 1.642 1.911 -0.516 H10 49D 35 49D H11 H11 H 0 1 N N N 75.465 52.764 39.790 0.849 -0.866 -0.082 H11 49D 36 49D H12 H12 H 0 1 N N N 73.104 52.082 39.903 1.802 0.115 -2.811 H12 49D 37 49D H13 H13 H 0 1 N N N 72.589 53.800 39.998 1.543 -1.585 -2.352 H13 49D 38 49D H14 H14 H 0 1 N N N 73.366 53.177 38.503 0.163 -0.465 -2.431 H14 49D 39 49D H15 H15 H 0 1 N N N 77.176 54.198 39.526 3.416 1.568 -1.218 H15 49D 40 49D H16 H16 H 0 1 N N N 77.963 56.467 38.970 5.802 1.362 -0.647 H16 49D 41 49D H17 H17 H 0 1 N N N 74.005 57.983 39.558 5.048 -2.446 1.125 H17 49D 42 49D H18 H18 H 0 1 N N N 73.211 55.708 40.109 2.661 -2.236 0.557 H18 49D 43 49D H19 H19 H 0 1 N N N 80.062 48.298 38.835 -4.329 -4.173 -1.282 H19 49D 44 49D H20 H20 H 0 1 N N N 80.753 48.714 40.440 -5.993 -3.698 -0.839 H20 49D 45 # 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 49D CL C27 SING N N 1 49D C2 C1 SING N N 2 49D C2 C3 SING N N 3 49D C28 C27 DOUB Y N 4 49D C28 C29 SING Y N 5 49D C27 C26 SING Y N 6 49D C29 C24 DOUB Y N 7 49D C26 C25 DOUB Y N 8 49D C20 C19 SING N N 9 49D C1 C4 SING N N 10 49D C24 C25 SING Y N 11 49D C24 C19 SING N N 12 49D C4 C5 SING N N 13 49D C19 N18 SING N N 14 49D C3 C5 SING N N 15 49D C5 N8 SING N N 16 49D N18 C14 SING N N 17 49D N13 C14 DOUB N N 18 49D N13 C11 SING N N 19 49D N8 C11 SING Y N 20 49D N8 N9 SING Y N 21 49D C14 N15 SING N N 22 49D C11 C12 DOUB Y N 23 49D N9 C10 DOUB Y N 24 49D N15 C16 SING N N 25 49D C12 C10 SING Y N 26 49D C12 C16 SING N N 27 49D C16 O17 DOUB N N 28 49D C2 H1 SING N N 29 49D C2 H2 SING N N 30 49D C3 H3 SING N N 31 49D C3 H4 SING N N 32 49D C4 H5 SING N N 33 49D C4 H6 SING N N 34 49D C5 H7 SING N N 35 49D C10 H8 SING N N 36 49D N15 H9 SING N N 37 49D N18 H10 SING N N 38 49D C19 H11 SING N N 39 49D C20 H12 SING N N 40 49D C20 H13 SING N N 41 49D C20 H14 SING N N 42 49D C29 H15 SING N N 43 49D C28 H16 SING N N 44 49D C26 H17 SING N N 45 49D C25 H18 SING N N 46 49D C1 H19 SING N N 47 49D C1 H20 SING N N 48 # 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 49D SMILES ACDLabs 12.01 "Clc1ccc(cc1)C(NC2=Nc3c(C(=O)N2)cnn3C4CCCC4)C" 49D InChI InChI 1.03 "InChI=1S/C18H20ClN5O/c1-11(12-6-8-13(19)9-7-12)21-18-22-16-15(17(25)23-18)10-20-24(16)14-4-2-3-5-14/h6-11,14H,2-5H2,1H3,(H2,21,22,23,25)/t11-/m0/s1" 49D InChIKey InChI 1.03 FIUCLBJMUGCQTF-NSHDSACASA-N 49D SMILES_CANONICAL CACTVS 3.385 "C[C@H](NC1=Nc2n(ncc2C(=O)N1)C3CCCC3)c4ccc(Cl)cc4" 49D SMILES CACTVS 3.385 "C[CH](NC1=Nc2n(ncc2C(=O)N1)C3CCCC3)c4ccc(Cl)cc4" 49D SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@@H](c1ccc(cc1)Cl)NC2=Nc3c(cnn3C4CCCC4)C(=O)N2" 49D SMILES "OpenEye OEToolkits" 1.9.2 "CC(c1ccc(cc1)Cl)NC2=Nc3c(cnn3C4CCCC4)C(=O)N2" # 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 49D "SYSTEMATIC NAME" ACDLabs 12.01 "6-{[(1S)-1-(4-chlorophenyl)ethyl]amino}-1-cyclopentyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one" 49D "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "6-[[(1S)-1-(4-chlorophenyl)ethyl]amino]-1-cyclopentyl-5H-pyrazolo[3,4-d]pyrimidin-4-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 49D "Create component" 2015-02-16 RCSB 49D "Initial release" 2015-09-16 RCSB #