data_404 # _chem_comp.id 404 _chem_comp.name "(2R)-2-{[7-(benzylamino)-3-(propan-2-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]amino}butan-1-ol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H26 N6 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-11-10 _chem_comp.pdbx_modified_date 2011-06-04 _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 354.449 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 404 _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 3PJ8 _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 404 C1 C1 C 0 1 Y N N 11.177 10.310 -11.583 -0.209 -0.481 0.098 C1 404 1 404 C2 C2 C 0 1 Y N N 12.091 10.396 -12.745 0.758 -1.494 0.033 C2 404 2 404 C3 C3 C 0 1 Y N N 13.319 9.592 -12.689 2.115 -1.129 0.052 C3 404 3 404 N4 N4 N 0 1 Y N N 13.601 8.790 -11.614 2.433 0.171 0.133 N4 404 4 404 C5 C5 C 0 1 Y N N 12.698 8.758 -10.577 1.487 1.089 0.192 C5 404 5 404 N6 N6 N 0 1 Y N N 11.549 9.502 -10.573 0.195 0.781 0.170 N6 404 6 404 N7 N7 N 0 1 Y N N 12.093 11.073 -13.913 0.718 -2.862 -0.052 N7 404 7 404 N8 N8 N 0 1 Y N N 13.245 10.755 -14.660 2.038 -3.331 -0.085 N8 404 8 404 C9 C9 C 0 1 Y N N 14.007 9.883 -13.978 2.863 -2.323 -0.024 C9 404 9 404 C10 C10 C 0 1 N N N 15.313 9.250 -14.321 4.367 -2.418 -0.034 C10 404 10 404 C11 C11 C 0 1 N N N 15.158 7.733 -14.478 4.834 -3.246 1.164 C11 404 11 404 C12 C12 C 0 1 N N N 16.397 9.597 -13.298 4.827 -3.090 -1.329 C12 404 12 404 N13 N13 N 0 1 N N N 10.027 11.022 -11.537 -1.558 -0.791 0.082 N13 404 13 404 C14 C14 C 0 1 N N N 9.042 10.780 -10.492 -2.556 0.280 0.144 C14 404 14 404 C15 C15 C 0 1 Y N N 9.053 11.909 -9.483 -3.938 -0.319 0.111 C15 404 15 404 C16 C16 C 0 1 Y N N 9.370 11.645 -8.157 -4.571 -0.663 1.291 C16 404 16 404 C17 C17 C 0 1 Y N N 9.386 12.675 -7.227 -5.839 -1.213 1.261 C17 404 17 404 C18 C18 C 0 1 Y N N 9.085 13.971 -7.626 -6.474 -1.419 0.051 C18 404 18 404 C19 C19 C 0 1 Y N N 8.768 14.241 -8.950 -5.841 -1.075 -1.129 C19 404 19 404 C20 C20 C 0 1 Y N N 8.757 13.210 -9.878 -4.576 -0.520 -1.099 C20 404 20 404 N21 N21 N 0 1 N N N 12.893 8.002 -9.465 1.855 2.423 0.275 N21 404 21 404 C22 C22 C 0 1 N N R 13.710 6.802 -9.395 0.826 3.463 0.342 C22 404 22 404 C23 C23 C 0 1 N N N 15.104 7.157 -8.890 0.375 3.827 -1.074 C23 404 23 404 C24 C24 C 0 1 N N N 15.016 8.163 -7.766 -0.311 2.620 -1.717 C24 404 24 404 C25 C25 C 0 1 N N N 13.818 6.099 -10.743 1.400 4.704 1.029 C25 404 25 404 O26 O26 O 0 1 N N N 15.052 6.497 -11.352 2.443 5.255 0.223 O26 404 26 404 H10 H10 H 0 1 N N N 15.639 9.661 -15.288 4.794 -1.417 0.027 H10 404 27 404 H11 H11 H 0 1 N N N 16.132 7.289 -14.730 4.406 -4.247 1.103 H11 404 28 404 H11A H11A H 0 0 N N N 14.792 7.302 -13.534 5.922 -3.315 1.157 H11A 404 29 404 H11B H11B H 0 0 N N N 14.438 7.519 -15.282 4.506 -2.767 2.087 H11B 404 30 404 H12 H12 H 0 1 N N N 17.342 9.113 -13.586 5.915 -3.159 -1.337 H12 404 31 404 H12A H12A H 0 0 N N N 16.538 10.688 -13.269 4.399 -4.091 -1.391 H12A 404 32 404 H12B H12B H 0 0 N N N 16.090 9.240 -12.304 4.494 -2.500 -2.183 H12B 404 33 404 HN13 HN13 H 0 0 N N N 10.301 11.978 -11.438 -1.842 -1.717 0.029 HN13 404 34 404 H14 H14 H 0 1 N N N 8.043 10.712 -10.947 -2.426 0.844 1.068 H14 404 35 404 H14A H14A H 0 0 N N N 9.283 9.837 -9.980 -2.428 0.946 -0.709 H14A 404 36 404 H16 H16 H 0 1 N N N 9.604 10.637 -7.849 -4.075 -0.502 2.237 H16 404 37 404 H17 H17 H 0 1 N N N 9.632 12.469 -6.196 -6.333 -1.481 2.183 H17 404 38 404 H18 H18 H 0 1 N N N 9.098 14.773 -6.902 -7.465 -1.848 0.027 H18 404 39 404 H19 H19 H 0 1 N N N 8.531 15.249 -9.256 -6.337 -1.236 -2.075 H19 404 40 404 H20 H20 H 0 1 N N N 8.518 13.418 -10.911 -4.083 -0.248 -2.020 H20 404 41 404 HN21 HN21 H 0 0 N N N 13.312 8.628 -8.808 2.794 2.667 0.288 HN21 404 42 404 H22 H22 H 0 1 N N N 13.219 6.108 -8.697 -0.027 3.095 0.912 H22 404 43 404 H23 H23 H 0 1 N N N 15.598 6.246 -8.521 -0.324 4.662 -1.029 H23 404 44 404 H23A H23A H 0 0 N N N 15.688 7.588 -9.716 1.243 4.112 -1.669 H23A 404 45 404 H24 H24 H 0 1 N N N 16.028 8.409 -7.413 -0.632 2.880 -2.725 H24 404 46 404 H24A H24A H 0 0 N N N 14.523 9.077 -8.130 0.388 1.786 -1.761 H24A 404 47 404 H24B H24B H 0 0 N N N 14.432 7.736 -6.937 -1.179 2.336 -1.121 H24B 404 48 404 H25 H25 H 0 1 N N N 13.804 5.008 -10.600 0.611 5.445 1.159 H25 404 49 404 H25A H25A H 0 0 N N N 12.972 6.386 -11.385 1.802 4.427 2.004 H25A 404 50 404 HO26 HO26 H 0 0 N N N 15.141 6.070 -12.196 2.854 6.047 0.599 HO26 404 51 404 HN7 HN7 H 0 1 N N N 11.379 11.709 -14.206 -0.082 -3.408 -0.084 HN7 404 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 404 C2 C1 DOUB Y N 1 404 C1 N13 SING N N 2 404 C1 N6 SING Y N 3 404 N7 C2 SING Y N 4 404 C2 C3 SING Y N 5 404 C9 C3 SING Y N 6 404 C3 N4 DOUB Y N 7 404 N4 C5 SING Y N 8 404 C5 N6 DOUB Y N 9 404 C5 N21 SING N N 10 404 N8 N7 SING Y N 11 404 N8 C9 DOUB Y N 12 404 C10 C9 SING N N 13 404 C11 C10 SING N N 14 404 C10 C12 SING N N 15 404 C10 H10 SING N N 16 404 C11 H11 SING N N 17 404 C11 H11A SING N N 18 404 C11 H11B SING N N 19 404 C12 H12 SING N N 20 404 C12 H12A SING N N 21 404 C12 H12B SING N N 22 404 N13 C14 SING N N 23 404 N13 HN13 SING N N 24 404 C14 C15 SING N N 25 404 C14 H14 SING N N 26 404 C14 H14A SING N N 27 404 C20 C15 DOUB Y N 28 404 C15 C16 SING Y N 29 404 C16 C17 DOUB Y N 30 404 C16 H16 SING N N 31 404 C18 C17 SING Y N 32 404 C17 H17 SING N N 33 404 C19 C18 DOUB Y N 34 404 C18 H18 SING N N 35 404 C20 C19 SING Y N 36 404 C19 H19 SING N N 37 404 C20 H20 SING N N 38 404 N21 C22 SING N N 39 404 N21 HN21 SING N N 40 404 C25 C22 SING N N 41 404 C22 C23 SING N N 42 404 C22 H22 SING N N 43 404 C23 C24 SING N N 44 404 C23 H23 SING N N 45 404 C23 H23A SING N N 46 404 C24 H24 SING N N 47 404 C24 H24A SING N N 48 404 C24 H24B SING N N 49 404 O26 C25 SING N N 50 404 C25 H25 SING N N 51 404 C25 H25A SING N N 52 404 O26 HO26 SING N N 53 404 N7 HN7 SING N N 54 # 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 404 SMILES ACDLabs 12.01 "n1c(c2c(nc1NC(CC)CO)c(nn2)C(C)C)NCc3ccccc3" 404 SMILES_CANONICAL CACTVS 3.370 "CC[C@H](CO)Nc1nc(NCc2ccccc2)c3[nH]nc(C(C)C)c3n1" 404 SMILES CACTVS 3.370 "CC[CH](CO)Nc1nc(NCc2ccccc2)c3[nH]nc(C(C)C)c3n1" 404 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CC[C@H](CO)Nc1nc2c(c(n1)NCc3ccccc3)[nH]nc2C(C)C" 404 SMILES "OpenEye OEToolkits" 1.7.0 "CCC(CO)Nc1nc2c(c(n1)NCc3ccccc3)[nH]nc2C(C)C" 404 InChI InChI 1.03 "InChI=1S/C19H26N6O/c1-4-14(11-26)21-19-22-16-15(12(2)3)24-25-17(16)18(23-19)20-10-13-8-6-5-7-9-13/h5-9,12,14,26H,4,10-11H2,1-3H3,(H,24,25)(H2,20,21,22,23)/t14-/m1/s1" 404 InChIKey InChI 1.03 AOPRHEOJTUWSAR-CQSZACIVSA-N # 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 404 "SYSTEMATIC NAME" ACDLabs 12.01 "(2R)-2-{[7-(benzylamino)-3-(propan-2-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]amino}butan-1-ol" 404 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2R)-2-[[7-(phenylmethylamino)-3-propan-2-yl-1H-pyrazolo[4,3-d]pyrimidin-5-yl]amino]butan-1-ol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 404 "Create component" 2010-11-10 RCSB 404 "Modify aromatic_flag" 2011-06-04 RCSB 404 "Modify descriptor" 2011-06-04 RCSB #