data_XJH # _chem_comp.id XJH _chem_comp.name "6-{[(3R,4R)-4-(3-phenoxyphenoxy)pyrrolidin-3-yl]methyl}pyridin-2-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H23 N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-06-08 _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 361.437 _chem_comp.one_letter_code ? _chem_comp.three_letter_code XJH _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 3N2R _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 XJH N01 N01 N 0 1 Y N N 13.285 0.480 24.063 -4.891 0.975 -0.772 N01 XJH 1 XJH C02 C02 C 0 1 Y N N 14.500 0.202 23.489 -6.138 1.415 -0.838 C02 XJH 2 XJH N02 N02 N 0 1 N N N 15.273 -0.817 23.924 -6.764 1.532 -2.074 N02 XJH 3 XJH C03 C03 C 0 1 Y N N 14.973 0.972 22.423 -6.829 1.761 0.319 C03 XJH 4 XJH C04 C04 C 0 1 Y N N 14.182 2.020 21.951 -6.195 1.640 1.542 C04 XJH 5 XJH C05 C05 C 0 1 Y N N 12.958 2.283 22.548 -4.887 1.174 1.567 C05 XJH 6 XJH C06 C06 C 0 1 Y N N 12.503 1.515 23.619 -4.262 0.849 0.380 C06 XJH 7 XJH C07 C07 C 0 1 N N N 11.127 1.835 24.224 -2.842 0.343 0.401 C07 XJH 8 XJH "N1'" "N1'" N 0 1 N N N 9.084 -1.054 23.144 -2.750 -3.316 0.309 "N1'" XJH 9 XJH O10 O10 O 0 1 N N N 8.074 1.757 24.754 -0.446 -0.586 0.295 O10 XJH 10 XJH C11 C11 C 0 1 Y N N 6.810 1.839 25.357 0.872 -0.640 -0.033 C11 XJH 11 XJH C12 C12 C 0 1 Y N N 5.890 0.779 25.211 1.309 -1.527 -1.006 C12 XJH 12 XJH C13 C13 C 0 1 Y N N 4.625 0.807 25.792 2.649 -1.582 -1.339 C13 XJH 13 XJH C14 C14 C 0 1 Y N N 4.253 1.923 26.544 3.556 -0.755 -0.705 C14 XJH 14 XJH C15 C15 C 0 1 Y N N 5.130 3.009 26.718 3.123 0.134 0.269 C15 XJH 15 XJH C16 C16 C 0 1 Y N N 6.414 2.958 26.119 1.778 0.195 0.601 C16 XJH 16 XJH "C2'" "C2'" C 0 1 N N N 10.228 -0.188 22.973 -3.553 -2.077 0.466 "C2'" XJH 17 XJH O20 O20 O 0 1 N N N 4.711 4.105 27.471 4.015 0.947 0.893 O20 XJH 18 XJH C21 C21 C 0 1 Y N N 3.379 4.506 27.473 5.303 0.932 0.460 C21 XJH 19 XJH C22 C22 C 0 1 Y N N 2.500 4.083 28.486 5.626 1.465 -0.781 C22 XJH 20 XJH C23 C23 C 0 1 Y N N 1.157 4.481 28.482 6.936 1.448 -1.219 C23 XJH 21 XJH C24 C24 C 0 1 Y N N 0.673 5.308 27.461 7.925 0.901 -0.423 C24 XJH 22 XJH C25 C25 C 0 1 Y N N 1.536 5.735 26.445 7.607 0.369 0.813 C25 XJH 23 XJH C26 C26 C 0 1 Y N N 2.881 5.333 26.452 6.299 0.389 1.259 C26 XJH 24 XJH "C3'" "C3'" C 0 1 N N R 10.310 0.548 24.306 -2.770 -1.004 -0.321 "C3'" XJH 25 XJH "C4'" "C4'" C 0 1 N N R 8.882 0.561 24.889 -1.315 -1.515 -0.357 "C4'" XJH 26 XJH "C5'" "C5'" C 0 1 N N N 8.203 -0.629 24.219 -1.341 -2.854 0.411 "C5'" XJH 27 XJH HN02 HN02 H 0 0 N N N 14.816 -1.283 24.682 -6.286 1.291 -2.884 HN02 XJH 28 XJH HN0A HN0A H 0 0 N N N 15.422 -1.464 23.177 -7.677 1.854 -2.127 HN0A XJH 29 XJH H03 H03 H 0 1 N N N 15.932 0.760 21.973 -7.846 2.120 0.263 H03 XJH 30 XJH H04 H04 H 0 1 N N N 14.522 2.625 21.123 -6.705 1.901 2.457 H04 XJH 31 XJH H05 H05 H 0 1 N N N 12.349 3.094 22.178 -4.364 1.067 2.506 H05 XJH 32 XJH H07 H07 H 0 1 N N N 11.255 2.257 25.232 -2.194 1.060 -0.102 H07 XJH 33 XJH H07A H07A H 0 0 N N N 10.604 2.565 23.588 -2.516 0.220 1.434 H07A XJH 34 XJH "HN1'" "HN1'" H 0 0 N N N 8.561 -1.055 22.292 -2.965 -3.981 1.037 "HN1'" XJH 35 XJH H12 H12 H 0 1 N N N 6.177 -0.084 24.628 0.603 -2.175 -1.503 H12 XJH 36 XJH H13 H13 H 0 1 N N N 3.943 -0.021 25.663 2.988 -2.273 -2.097 H13 XJH 37 XJH H14 H14 H 0 1 N N N 3.275 1.953 27.000 4.603 -0.800 -0.967 H14 XJH 38 XJH H16 H16 H 0 1 N N N 7.096 3.785 26.248 1.439 0.889 1.356 H16 XJH 39 XJH "H2'" "H2'" H 0 1 N N N 11.144 -0.762 22.770 -4.547 -2.211 0.039 "H2'" XJH 40 XJH "H2'A" "H2'A" H 0 0 N N N 10.087 0.509 22.133 -3.625 -1.800 1.518 "H2'A" XJH 41 XJH H22 H22 H 0 1 N N N 2.865 3.444 29.276 4.853 1.891 -1.403 H22 XJH 42 XJH H23 H23 H 0 1 N N N 0.494 4.150 29.267 7.187 1.862 -2.184 H23 XJH 43 XJH H24 H24 H 0 1 N N N -0.362 5.615 27.457 8.949 0.889 -0.767 H24 XJH 44 XJH H25 H25 H 0 1 N N N 1.167 6.374 25.656 8.381 -0.058 1.433 H25 XJH 45 XJH H26 H26 H 0 1 N N N 3.541 5.663 25.663 6.051 -0.026 2.224 H26 XJH 46 XJH "H3'" "H3'" H 0 1 N N N 10.923 0.039 25.065 -3.166 -0.912 -1.332 "H3'" XJH 47 XJH "H4'" "H4'" H 0 1 N N N 8.974 0.517 25.984 -0.995 -1.674 -1.387 "H4'" XJH 48 XJH "H5'" "H5'" H 0 1 N N N 7.221 -0.337 23.819 -1.067 -2.699 1.454 "H5'" XJH 49 XJH "H5'A" "H5'A" H 0 0 N N N 8.056 -1.445 24.942 -0.670 -3.574 -0.057 "H5'A" XJH 50 # 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 XJH C02 N01 DOUB Y N 1 XJH C06 N01 SING Y N 2 XJH C03 C02 SING Y N 3 XJH C02 N02 SING N N 4 XJH N02 HN02 SING N N 5 XJH N02 HN0A SING N N 6 XJH C04 C03 DOUB Y N 7 XJH C03 H03 SING N N 8 XJH C04 C05 SING Y N 9 XJH C04 H04 SING N N 10 XJH C05 C06 DOUB Y N 11 XJH C05 H05 SING N N 12 XJH C06 C07 SING N N 13 XJH C07 "C3'" SING N N 14 XJH C07 H07 SING N N 15 XJH C07 H07A SING N N 16 XJH "C2'" "N1'" SING N N 17 XJH "N1'" "C5'" SING N N 18 XJH "N1'" "HN1'" SING N N 19 XJH O10 "C4'" SING N N 20 XJH O10 C11 SING N N 21 XJH C12 C11 DOUB Y N 22 XJH C11 C16 SING Y N 23 XJH C12 C13 SING Y N 24 XJH C12 H12 SING N N 25 XJH C13 C14 DOUB Y N 26 XJH C13 H13 SING N N 27 XJH C14 C15 SING Y N 28 XJH C14 H14 SING N N 29 XJH C16 C15 DOUB Y N 30 XJH C15 O20 SING N N 31 XJH C16 H16 SING N N 32 XJH "C2'" "C3'" SING N N 33 XJH "C2'" "H2'" SING N N 34 XJH "C2'" "H2'A" SING N N 35 XJH O20 C21 SING N N 36 XJH C26 C21 DOUB Y N 37 XJH C21 C22 SING Y N 38 XJH C23 C22 DOUB Y N 39 XJH C22 H22 SING N N 40 XJH C24 C23 SING Y N 41 XJH C23 H23 SING N N 42 XJH C25 C24 DOUB Y N 43 XJH C24 H24 SING N N 44 XJH C25 C26 SING Y N 45 XJH C25 H25 SING N N 46 XJH C26 H26 SING N N 47 XJH "C3'" "C4'" SING N N 48 XJH "C3'" "H3'" SING N N 49 XJH "C5'" "C4'" SING N N 50 XJH "C4'" "H4'" SING N N 51 XJH "C5'" "H5'" SING N N 52 XJH "C5'" "H5'A" SING N N 53 # 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 XJH SMILES ACDLabs 12.01 "O(c2cc(Oc1ccccc1)ccc2)C3C(CNC3)Cc4nc(N)ccc4" XJH SMILES_CANONICAL CACTVS 3.370 "Nc1cccc(C[C@@H]2CNC[C@@H]2Oc3cccc(Oc4ccccc4)c3)n1" XJH SMILES CACTVS 3.370 "Nc1cccc(C[CH]2CNC[CH]2Oc3cccc(Oc4ccccc4)c3)n1" XJH SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1ccc(cc1)Oc2cccc(c2)O[C@H]3CNC[C@H]3Cc4cccc(n4)N" XJH SMILES "OpenEye OEToolkits" 1.7.0 "c1ccc(cc1)Oc2cccc(c2)OC3CNCC3Cc4cccc(n4)N" XJH InChI InChI 1.03 "InChI=1S/C22H23N3O2/c23-22-11-4-6-17(25-22)12-16-14-24-15-21(16)27-20-10-5-9-19(13-20)26-18-7-2-1-3-8-18/h1-11,13,16,21,24H,12,14-15H2,(H2,23,25)/t16-,21+/m1/s1" XJH InChIKey InChI 1.03 MKBQBMWQPUXDQQ-IERDGZPVSA-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 XJH "SYSTEMATIC NAME" ACDLabs 12.01 "6-{[(3R,4R)-4-(3-phenoxyphenoxy)pyrrolidin-3-yl]methyl}pyridin-2-amine" XJH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "6-[[(3R,4R)-4-(3-phenoxyphenoxy)pyrrolidin-3-yl]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 XJH "Create component" 2010-06-08 RCSB XJH "Modify aromatic_flag" 2011-06-04 RCSB XJH "Modify descriptor" 2011-06-04 RCSB #