data_QJ8 # _chem_comp.id QJ8 _chem_comp.name "6-({[(3R,5S)-5-{[(6-amino-4-methylpyridin-2-yl)methoxy]methyl}pyrrolidin-3-yl]oxy}methyl)-4-methylpyridin-2-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H27 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-08-08 _chem_comp.pdbx_modified_date 2013-10-18 _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 357.450 _chem_comp.one_letter_code ? _chem_comp.three_letter_code QJ8 _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 4LUW _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 QJ8 N22 N22 N 0 1 N N N 21.371 14.744 35.879 -8.727 0.111 1.032 N22 QJ8 1 QJ8 C22 C22 C 0 1 Y N N 20.205 15.432 35.724 -7.495 -0.174 0.454 C22 QJ8 2 QJ8 C23 C23 C 0 1 Y N N 20.211 16.840 35.708 -7.393 -1.201 -0.479 C23 QJ8 3 QJ8 C24 C24 C 0 1 Y N N 18.996 17.533 35.548 -6.161 -1.474 -1.046 C24 QJ8 4 QJ8 C27 C27 C 0 1 N N N 18.968 19.047 35.530 -6.008 -2.578 -2.060 C27 QJ8 5 QJ8 C25 C25 C 0 1 Y N N 17.802 16.806 35.404 -5.069 -0.708 -0.659 C25 QJ8 6 QJ8 N21 N21 N 0 1 Y N N 19.021 14.755 35.583 -6.432 0.538 0.792 N21 QJ8 7 QJ8 C26 C26 C 0 1 Y N N 17.827 15.402 35.420 -5.243 0.296 0.272 C26 QJ8 8 QJ8 C12 C12 C 0 1 N N N 16.557 14.577 35.262 -4.062 1.131 0.695 C12 QJ8 9 QJ8 O11 O11 O 0 1 N N N 15.396 15.299 34.787 -2.894 0.692 -0.002 O11 QJ8 10 QJ8 "C4'" "C4'" C 0 1 N N R 14.243 14.426 34.761 -1.711 1.423 0.328 "C4'" QJ8 11 QJ8 "C5'" "C5'" C 0 1 N N N 13.593 14.375 36.147 -0.966 0.738 1.493 "C5'" QJ8 12 QJ8 "N1'" "N1'" N 0 1 N N N 12.159 14.493 35.922 0.474 0.907 1.168 "N1'" QJ8 13 QJ8 "C3'" "C3'" C 0 1 N N N 13.107 14.822 33.794 -0.719 1.398 -0.853 "C3'" QJ8 14 QJ8 "C2'" "C2'" C 0 1 N N S 11.772 14.624 34.541 0.543 0.699 -0.302 "C2'" QJ8 15 QJ8 C10 C10 C 0 1 N N N 11.025 13.334 34.199 1.805 1.348 -0.874 C10 QJ8 16 QJ8 O09 O09 O 0 1 N N N 10.199 13.431 33.037 2.954 0.615 -0.444 O09 QJ8 17 QJ8 C08 C08 C 0 1 N N N 8.803 13.329 33.278 4.192 1.141 -0.926 C08 QJ8 18 QJ8 C06 C06 C 0 1 Y N N 8.055 12.498 32.253 5.330 0.296 -0.414 C06 QJ8 19 QJ8 N01 N01 N 0 1 Y N N 6.678 12.463 32.350 6.570 0.606 -0.741 N01 QJ8 20 QJ8 C02 C02 C 0 1 Y N N 5.911 11.773 31.480 7.600 -0.108 -0.314 C02 QJ8 21 QJ8 N02 N02 N 0 1 N N N 4.544 11.803 31.666 8.890 0.255 -0.683 N02 QJ8 22 QJ8 C03 C03 C 0 1 Y N N 6.518 11.047 30.443 7.402 -1.218 0.500 C03 QJ8 23 QJ8 C04 C04 C 0 1 Y N N 7.933 11.078 30.328 6.114 -1.568 0.860 C04 QJ8 24 QJ8 C05 C05 C 0 1 Y N N 8.717 11.810 31.236 5.062 -0.790 0.395 C05 QJ8 25 QJ8 C07 C07 C 0 1 N N N 8.628 10.333 29.211 5.857 -2.764 1.741 C07 QJ8 26 QJ8 H1 H1 H 0 1 N N N 21.183 13.762 35.867 -9.510 -0.405 0.785 H1 QJ8 27 QJ8 H2 H2 H 0 1 N N N 21.995 14.973 35.132 -8.803 0.823 1.686 H2 QJ8 28 QJ8 H3 H3 H 0 1 N N N 21.138 17.383 35.817 -8.263 -1.778 -0.756 H3 QJ8 29 QJ8 H4 H4 H 0 1 N N N 18.831 19.424 36.554 -6.171 -2.177 -3.060 H4 QJ8 30 QJ8 H5 H5 H 0 1 N N N 19.917 19.426 35.123 -5.002 -2.994 -1.995 H5 QJ8 31 QJ8 H6 H6 H 0 1 N N N 18.135 19.391 34.899 -6.738 -3.361 -1.858 H6 QJ8 32 QJ8 H7 H7 H 0 1 N N N 16.864 17.328 35.281 -4.093 -0.898 -1.080 H7 QJ8 33 QJ8 H8 H8 H 0 1 N N N 16.309 14.146 36.243 -4.254 2.178 0.458 H8 QJ8 34 QJ8 H9 H9 H 0 1 N N N 16.767 13.767 34.548 -3.907 1.024 1.768 H9 QJ8 35 QJ8 H10 H10 H 0 1 N N N 14.568 13.408 34.500 -1.963 2.450 0.591 H10 QJ8 36 QJ8 H11 H11 H 0 1 N N N 13.825 13.421 36.643 -1.203 1.229 2.437 H11 QJ8 37 QJ8 H12 H12 H 0 1 N N N 13.952 15.208 36.769 -1.225 -0.320 1.541 H12 QJ8 38 QJ8 H13 H13 H 0 1 N N N 11.832 15.300 36.414 1.037 0.227 1.656 H13 QJ8 39 QJ8 H15 H15 H 0 1 N N N 13.135 14.182 32.899 -1.134 0.828 -1.684 H15 QJ8 40 QJ8 H16 H16 H 0 1 N N N 13.218 15.875 33.496 -0.482 2.413 -1.170 H16 QJ8 41 QJ8 H17 H17 H 0 1 N N N 11.119 15.495 34.385 0.521 -0.365 -0.537 H17 QJ8 42 QJ8 H18 H18 H 0 1 N N N 10.388 13.066 35.055 1.755 1.341 -1.963 H18 QJ8 43 QJ8 H19 H19 H 0 1 N N N 11.767 12.539 34.031 1.876 2.377 -0.520 H19 QJ8 44 QJ8 H20 H20 H 0 1 N N N 8.378 14.343 33.277 4.192 1.130 -2.016 H20 QJ8 45 QJ8 H21 H21 H 0 1 N N N 8.656 12.871 34.267 4.313 2.166 -0.573 H21 QJ8 46 QJ8 H22 H22 H 0 1 N N N 4.328 12.365 32.464 9.033 1.029 -1.251 H22 QJ8 47 QJ8 H23 H23 H 0 1 N N N 4.106 12.192 30.856 9.648 -0.265 -0.373 H23 QJ8 48 QJ8 H24 H24 H 0 1 N N N 5.921 10.477 29.747 8.244 -1.800 0.847 H24 QJ8 49 QJ8 H25 H25 H 0 1 N N N 9.793 11.839 31.150 4.043 -1.036 0.658 H25 QJ8 50 QJ8 H26 H26 H 0 1 N N N 8.724 10.991 28.335 5.865 -2.453 2.786 H26 QJ8 51 QJ8 H27 H27 H 0 1 N N N 9.628 10.020 29.546 4.885 -3.193 1.497 H27 QJ8 52 QJ8 H28 H28 H 0 1 N N N 8.038 9.445 28.940 6.635 -3.509 1.577 H28 QJ8 53 # 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 QJ8 C07 C04 SING N N 1 QJ8 C04 C03 DOUB Y N 2 QJ8 C04 C05 SING Y N 3 QJ8 C03 C02 SING Y N 4 QJ8 C05 C06 DOUB Y N 5 QJ8 C02 N02 SING N N 6 QJ8 C02 N01 DOUB Y N 7 QJ8 C06 N01 SING Y N 8 QJ8 C06 C08 SING N N 9 QJ8 O09 C08 SING N N 10 QJ8 O09 C10 SING N N 11 QJ8 "C3'" "C2'" SING N N 12 QJ8 "C3'" "C4'" SING N N 13 QJ8 C10 "C2'" SING N N 14 QJ8 "C2'" "N1'" SING N N 15 QJ8 "C4'" O11 SING N N 16 QJ8 "C4'" "C5'" SING N N 17 QJ8 O11 C12 SING N N 18 QJ8 C12 C26 SING N N 19 QJ8 C25 C26 DOUB Y N 20 QJ8 C25 C24 SING Y N 21 QJ8 C26 N21 SING Y N 22 QJ8 C27 C24 SING N N 23 QJ8 C24 C23 DOUB Y N 24 QJ8 N21 C22 DOUB Y N 25 QJ8 C23 C22 SING Y N 26 QJ8 C22 N22 SING N N 27 QJ8 "N1'" "C5'" SING N N 28 QJ8 N22 H1 SING N N 29 QJ8 N22 H2 SING N N 30 QJ8 C23 H3 SING N N 31 QJ8 C27 H4 SING N N 32 QJ8 C27 H5 SING N N 33 QJ8 C27 H6 SING N N 34 QJ8 C25 H7 SING N N 35 QJ8 C12 H8 SING N N 36 QJ8 C12 H9 SING N N 37 QJ8 "C4'" H10 SING N N 38 QJ8 "C5'" H11 SING N N 39 QJ8 "C5'" H12 SING N N 40 QJ8 "N1'" H13 SING N N 41 QJ8 "C3'" H15 SING N N 42 QJ8 "C3'" H16 SING N N 43 QJ8 "C2'" H17 SING N N 44 QJ8 C10 H18 SING N N 45 QJ8 C10 H19 SING N N 46 QJ8 C08 H20 SING N N 47 QJ8 C08 H21 SING N N 48 QJ8 N02 H22 SING N N 49 QJ8 N02 H23 SING N N 50 QJ8 C03 H24 SING N N 51 QJ8 C05 H25 SING N N 52 QJ8 C07 H26 SING N N 53 QJ8 C07 H27 SING N N 54 QJ8 C07 H28 SING N N 55 # 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 QJ8 SMILES ACDLabs 12.01 "n1c(cc(cc1N)C)COC2CC(NC2)COCc3nc(N)cc(c3)C" QJ8 InChI InChI 1.03 "InChI=1S/C19H27N5O2/c1-12-3-15(23-18(20)5-12)10-25-9-14-7-17(8-22-14)26-11-16-4-13(2)6-19(21)24-16/h3-6,14,17,22H,7-11H2,1-2H3,(H2,20,23)(H2,21,24)/t14-,17+/m0/s1" QJ8 InChIKey InChI 1.03 NUKSCYDKRQJOFO-WMLDXEAASA-N QJ8 SMILES_CANONICAL CACTVS 3.385 "Cc1cc(N)nc(COC[C@@H]2C[C@H](CN2)OCc3cc(C)cc(N)n3)c1" QJ8 SMILES CACTVS 3.385 "Cc1cc(N)nc(COC[CH]2C[CH](CN2)OCc3cc(C)cc(N)n3)c1" QJ8 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1cc(nc(c1)N)COC[C@@H]2C[C@H](CN2)OCc3cc(cc(n3)N)C" QJ8 SMILES "OpenEye OEToolkits" 1.7.6 "Cc1cc(nc(c1)N)COCC2CC(CN2)OCc3cc(cc(n3)N)C" # 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 QJ8 "SYSTEMATIC NAME" ACDLabs 12.01 "6-({[(3R,5S)-5-{[(6-amino-4-methylpyridin-2-yl)methoxy]methyl}pyrrolidin-3-yl]oxy}methyl)-4-methylpyridin-2-amine" QJ8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "6-[[(2S,4R)-4-[(6-azanyl-4-methyl-pyridin-2-yl)methoxy]pyrrolidin-2-yl]methoxymethyl]-4-methyl-pyridin-2-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 QJ8 "Create component" 2013-08-08 RCSB QJ8 "Initial release" 2013-10-23 RCSB #