data_X2E # _chem_comp.id X2E _chem_comp.name "6-{[(3R,4R)-4-(2-{[(2R)-1-(3-fluorophenyl)propan-2-yl]amino}ethoxy)pyrrolidin-3-yl]methyl}-4-methylpyridin-2-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H31 F N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-04-29 _chem_comp.pdbx_modified_date 2012-04-27 _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 386.506 _chem_comp.one_letter_code ? _chem_comp.three_letter_code X2E _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 3RQM _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 X2E N01 N01 N 0 1 Y N N 5.304 6.065 26.827 3.755 -0.345 1.068 N01 X2E 1 X2E C02 C02 C 0 1 Y N N 4.933 7.247 27.420 4.899 0.319 1.129 C02 X2E 2 X2E N02 N02 N 0 1 N N N 5.757 8.344 27.395 5.945 -0.181 1.897 N02 X2E 3 X2E C03 C03 C 0 1 Y N N 3.680 7.324 28.056 5.065 1.510 0.430 C03 X2E 4 X2E C04 C04 C 0 1 Y N N 2.824 6.213 28.097 4.016 1.995 -0.331 C04 X2E 5 X2E C05 C05 C 0 1 Y N N 3.230 5.028 27.476 2.833 1.269 -0.367 C05 X2E 6 X2E C06 C06 C 0 1 Y N N 4.477 4.974 26.852 2.738 0.094 0.351 C06 X2E 7 X2E C07 C07 C 0 1 N N N 1.461 6.280 28.770 4.155 3.282 -1.102 C07 X2E 8 X2E C08 C08 C 0 1 N N N 4.911 3.665 26.226 1.456 -0.697 0.315 C08 X2E 9 X2E O09 O09 O 0 1 N N N 6.443 1.515 25.820 -0.624 -2.207 0.412 O09 X2E 10 X2E "N1'" "N1'" N 0 1 N N N 6.883 1.720 28.654 1.562 -3.407 -2.145 "N1'" X2E 11 X2E C10 C10 C 0 1 N N N 6.857 0.368 25.112 -1.635 -2.961 1.084 C10 X2E 12 X2E C11 C11 C 0 1 N N N 7.885 0.908 24.151 -2.758 -2.023 1.531 C11 X2E 13 X2E N11 N11 N 0 1 N N N 9.203 0.602 24.641 -3.419 -1.453 0.349 N11 X2E 14 X2E C13 C13 C 0 1 N N R 10.205 0.677 23.610 -4.505 -0.545 0.740 C13 X2E 15 X2E C14 C14 C 0 1 N N N 11.407 1.300 24.240 -4.749 0.470 -0.378 C14 X2E 16 X2E C15 C15 C 0 1 N N N 10.463 -0.684 22.974 -5.782 -1.352 0.983 C15 X2E 17 X2E "C2'" "C2'" C 0 1 N N N 6.210 0.587 28.041 0.228 -3.470 -1.495 "C2'" X2E 18 X2E C21 C21 C 0 1 Y N N 12.671 1.169 23.405 -3.533 1.347 -0.534 C21 X2E 19 X2E C22 C22 C 0 1 Y N N 13.636 0.239 23.817 -2.523 0.980 -1.403 C22 X2E 20 X2E C23 C23 C 0 1 Y N N 14.846 0.100 23.169 -1.408 1.783 -1.547 C23 X2E 21 X2E C24 C24 C 0 1 Y N N 15.062 0.933 22.059 -1.301 2.955 -0.822 C24 X2E 22 X2E C25 C25 C 0 1 Y N N 14.109 1.848 21.613 -2.312 3.324 0.049 C25 X2E 23 X2E F25 F25 F 0 1 N N N 14.371 2.633 20.531 -2.209 4.470 0.758 F25 X2E 24 X2E C26 C26 C 0 1 Y N N 12.901 1.988 22.295 -3.432 2.521 0.188 C26 X2E 25 X2E "C3'" "C3'" C 0 1 N N R 5.502 1.259 26.866 0.477 -2.993 -0.048 "C3'" X2E 26 X2E "C4'" "C4'" C 0 1 N N R 5.110 2.640 27.360 1.755 -2.132 -0.125 "C4'" X2E 27 X2E "C5'" "C5'" C 0 1 N N N 6.250 2.998 28.308 2.170 -2.161 -1.612 "C5'" X2E 28 X2E HN02 HN02 H 0 0 N N N 6.598 8.119 26.903 5.834 -1.011 2.385 HN02 X2E 29 X2E HN0A HN0A H 0 0 N N N 5.292 9.099 26.933 6.785 0.301 1.944 HN0A X2E 30 X2E H03 H03 H 0 1 N N N 3.373 8.250 28.519 6.000 2.049 0.481 H03 X2E 31 X2E H05 H05 H 0 1 N N N 2.584 4.162 27.479 1.996 1.621 -0.951 H05 X2E 32 X2E H07 H07 H 0 1 N N N 0.706 6.606 28.039 4.536 3.068 -2.101 H07 X2E 33 X2E H07A H07A H 0 0 N N N 1.193 5.285 29.155 3.181 3.765 -1.181 H07A X2E 34 X2E H07B H07B H 0 0 N N N 1.498 6.998 29.603 4.849 3.944 -0.584 H07B X2E 35 X2E H08 H08 H 0 1 N N N 4.140 3.308 25.528 1.008 -0.708 1.309 H08 X2E 36 X2E H08A H08A H 0 0 N N N 5.853 3.805 25.676 0.765 -0.237 -0.390 H08A X2E 37 X2E "HN1'" "HN1'" H 0 0 N N N 6.852 1.609 29.647 2.119 -4.213 -1.905 "HN1'" X2E 38 X2E H10 H10 H 0 1 N N N 7.289 -0.389 25.784 -2.038 -3.713 0.406 H10 X2E 39 X2E H10A H10A H 0 0 N N N 6.017 -0.106 24.583 -1.203 -3.452 1.956 H10A X2E 40 X2E H11 H11 H 0 1 N N N 7.744 0.445 23.163 -3.486 -2.582 2.119 H11 X2E 41 X2E H11A H11A H 0 0 N N N 7.769 1.998 24.064 -2.341 -1.219 2.137 H11A X2E 42 X2E HN11 HN11 H 0 0 N N N 9.435 1.260 25.357 -2.753 -0.984 -0.247 HN11 X2E 43 X2E H13 H13 H 0 1 N N N 9.878 1.297 22.763 -4.228 -0.020 1.654 H13 X2E 44 X2E H14 H14 H 0 1 N N N 11.201 2.371 24.383 -4.939 -0.057 -1.312 H14 X2E 45 X2E H14A H14A H 0 0 N N N 11.583 0.804 25.206 -5.612 1.087 -0.127 H14A X2E 46 X2E H15 H15 H 0 1 N N N 11.232 -0.585 22.194 -6.588 -0.679 1.274 H15 X2E 47 X2E H15A H15A H 0 0 N N N 10.811 -1.388 23.744 -6.059 -1.878 0.069 H15A X2E 48 X2E H15B H15B H 0 0 N N N 9.532 -1.061 22.525 -5.609 -2.076 1.780 H15B X2E 49 X2E "H2'" "H2'" H 0 1 N N N 6.916 -0.190 27.713 -0.473 -2.804 -1.999 "H2'" X2E 50 X2E "H2'A" "H2'A" H 0 0 N N N 5.504 0.099 28.729 -0.150 -4.492 -1.500 "H2'A" X2E 51 X2E H22 H22 H 0 1 N N N 13.425 -0.389 24.670 -2.605 0.064 -1.969 H22 X2E 52 X2E H23 H23 H 0 1 N N N 15.588 -0.612 23.498 -0.619 1.495 -2.226 H23 X2E 53 X2E H24 H24 H 0 1 N N N 16.002 0.862 21.531 -0.429 3.582 -0.934 H24 X2E 54 X2E H26 H26 H 0 1 N N N 12.163 2.709 21.975 -4.221 2.808 0.867 H26 X2E 55 X2E "H3'" "H3'" H 0 1 N N N 4.668 0.633 26.515 0.634 -3.847 0.610 "H3'" X2E 56 X2E "H4'" "H4'" H 0 1 N N N 4.127 2.651 27.853 2.540 -2.563 0.497 "H4'" X2E 57 X2E "H5'" "H5'" H 0 1 N N N 5.868 3.502 29.208 3.255 -2.199 -1.703 "H5'" X2E 58 X2E "H5'A" "H5'A" H 0 0 N N N 6.969 3.672 27.819 1.773 -1.291 -2.134 "H5'A" X2E 59 # 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 X2E N01 C06 DOUB Y N 1 X2E N01 C02 SING Y N 2 X2E N02 C02 SING N N 3 X2E C02 C03 DOUB Y N 4 X2E N02 HN02 SING N N 5 X2E N02 HN0A SING N N 6 X2E C03 C04 SING Y N 7 X2E C03 H03 SING N N 8 X2E C05 C04 DOUB Y N 9 X2E C04 C07 SING N N 10 X2E C06 C05 SING Y N 11 X2E C05 H05 SING N N 12 X2E C08 C06 SING N N 13 X2E C07 H07 SING N N 14 X2E C07 H07A SING N N 15 X2E C07 H07B SING N N 16 X2E C08 "C4'" SING N N 17 X2E C08 H08 SING N N 18 X2E C08 H08A SING N N 19 X2E C10 O09 SING N N 20 X2E O09 "C3'" SING N N 21 X2E "C2'" "N1'" SING N N 22 X2E "C5'" "N1'" SING N N 23 X2E "N1'" "HN1'" SING N N 24 X2E C11 C10 SING N N 25 X2E C10 H10 SING N N 26 X2E C10 H10A SING N N 27 X2E C11 N11 SING N N 28 X2E C11 H11 SING N N 29 X2E C11 H11A SING N N 30 X2E C13 N11 SING N N 31 X2E N11 HN11 SING N N 32 X2E C15 C13 SING N N 33 X2E C13 C14 SING N N 34 X2E C13 H13 SING N N 35 X2E C21 C14 SING N N 36 X2E C14 H14 SING N N 37 X2E C14 H14A SING N N 38 X2E C15 H15 SING N N 39 X2E C15 H15A SING N N 40 X2E C15 H15B SING N N 41 X2E "C3'" "C2'" SING N N 42 X2E "C2'" "H2'" SING N N 43 X2E "C2'" "H2'A" SING N N 44 X2E C26 C21 DOUB Y N 45 X2E C21 C22 SING Y N 46 X2E C23 C22 DOUB Y N 47 X2E C22 H22 SING N N 48 X2E C24 C23 SING Y N 49 X2E C23 H23 SING N N 50 X2E C25 C24 DOUB Y N 51 X2E C24 H24 SING N N 52 X2E F25 C25 SING N N 53 X2E C25 C26 SING Y N 54 X2E C26 H26 SING N N 55 X2E "C3'" "C4'" SING N N 56 X2E "C3'" "H3'" SING N N 57 X2E "C4'" "C5'" SING N N 58 X2E "C4'" "H4'" SING N N 59 X2E "C5'" "H5'" SING N N 60 X2E "C5'" "H5'A" SING N N 61 # 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 X2E SMILES ACDLabs 12.01 "Fc1cccc(c1)CC(NCCOC2C(CNC2)Cc3nc(N)cc(c3)C)C" X2E SMILES_CANONICAL CACTVS 3.370 "C[C@H](Cc1cccc(F)c1)NCCO[C@H]2CNC[C@H]2Cc3cc(C)cc(N)n3" X2E SMILES CACTVS 3.370 "C[CH](Cc1cccc(F)c1)NCCO[CH]2CNC[CH]2Cc3cc(C)cc(N)n3" X2E SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "Cc1cc(nc(c1)N)C[C@@H]2CNC[C@@H]2OCCN[C@H](C)Cc3cccc(c3)F" X2E SMILES "OpenEye OEToolkits" 1.7.2 "Cc1cc(nc(c1)N)CC2CNCC2OCCNC(C)Cc3cccc(c3)F" X2E InChI InChI 1.03 "InChI=1S/C22H31FN4O/c1-15-8-20(27-22(24)9-15)12-18-13-25-14-21(18)28-7-6-26-16(2)10-17-4-3-5-19(23)11-17/h3-5,8-9,11,16,18,21,25-26H,6-7,10,12-14H2,1-2H3,(H2,24,27)/t16-,18-,21+/m1/s1" X2E InChIKey InChI 1.03 AUSIEXNWJKDTQY-BLIXFSHQSA-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 X2E "SYSTEMATIC NAME" ACDLabs 12.01 "6-{[(3R,4R)-4-(2-{[(2R)-1-(3-fluorophenyl)propan-2-yl]amino}ethoxy)pyrrolidin-3-yl]methyl}-4-methylpyridin-2-amine" X2E "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "6-[[(3R,4R)-4-[2-[[(2R)-1-(3-fluorophenyl)propan-2-yl]amino]ethoxy]pyrrolidin-3-yl]methyl]-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 X2E "Create component" 2011-04-29 RCSB X2E "Modify aromatic_flag" 2011-06-04 RCSB X2E "Modify descriptor" 2011-06-04 RCSB #