data_3XE # _chem_comp.id 3XE _chem_comp.name "(4S,6S)-6-{[(3R,4R)-4-{2-[(2,2-difluoro-2-phenylethyl)amino]ethoxy}pyrrolidin-3-yl]methyl}-4-methyl-3,4,5,6-tetrahydropyridin-2-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H32 F2 N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-06-22 _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 394.502 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3XE _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 3NM0 _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 3XE C1 C1 C 0 1 N N N 18.183 2.382 57.198 -0.269 2.742 -1.636 C1 3XE 1 3XE O1 O1 O 0 1 N N N 17.871 3.494 56.370 0.741 2.011 -0.938 O1 3XE 2 3XE C2 C2 C 0 1 N N N 17.007 2.180 58.145 -1.474 1.834 -1.888 C2 3XE 3 3XE N2 N2 N 0 1 N N N 15.844 1.655 57.455 -2.082 1.458 -0.605 N2 3XE 4 3XE C3 C3 C 0 1 N N N 14.534 1.688 58.077 -3.245 0.584 -0.809 C3 3XE 5 3XE C4 C4 C 0 1 N N N 14.419 0.600 59.138 -3.849 0.215 0.547 C4 3XE 6 3XE F5 F5 F 0 1 N N N 15.102 0.931 60.216 -2.893 -0.454 1.318 F5 3XE 7 3XE F6 F6 F 0 1 N N N 14.931 -0.529 58.680 -4.252 1.379 1.210 F6 3XE 8 3XE "N1'" "N1'" N 0 1 N N N 17.561 3.595 53.485 3.168 3.367 1.304 "N1'" 3XE 9 3XE C11 C11 C 0 1 Y N N 12.965 0.428 59.505 -5.042 -0.682 0.338 C11 3XE 10 3XE C12 C12 C 0 1 Y N N 12.457 1.020 60.663 -4.877 -2.054 0.299 C12 3XE 11 3XE C13 C13 C 0 1 Y N N 11.107 0.872 61.003 -5.971 -2.876 0.107 C13 3XE 12 3XE C14 C14 C 0 1 Y N N 10.289 0.100 60.177 -7.230 -2.328 -0.046 C14 3XE 13 3XE C15 C15 C 0 1 Y N N 10.793 -0.501 59.023 -7.396 -0.956 -0.007 C15 3XE 14 3XE C16 C16 C 0 1 Y N N 12.129 -0.334 58.683 -6.302 -0.133 0.191 C16 3XE 15 3XE N1A N1A N 0 1 N N N 17.085 8.293 55.360 4.597 -0.479 0.522 N1A 3XE 16 3XE "C2'" "C2'" C 0 1 N N N 18.660 2.923 54.148 1.797 3.439 0.736 "C2'" 3XE 17 3XE C2A C2A C 0 1 N N S 18.264 7.610 55.284 3.977 -0.499 -0.796 C2A 3XE 18 3XE "C3'" "C3'" C 0 1 N N R 18.871 3.783 55.398 1.916 2.772 -0.651 "C3'" 3XE 19 3XE C3A C3A C 0 1 N N N 19.535 8.422 55.106 3.577 -1.925 -1.179 C3A 3XE 20 3XE "C4'" "C4'" C 0 1 N N R 18.615 5.188 54.889 3.143 1.843 -0.546 "C4'" 3XE 21 3XE C4A C4A C 0 1 N N S 19.242 9.408 53.992 4.781 -2.846 -0.945 C4A 3XE 22 3XE "C5'" "C5'" C 0 1 N N N 17.413 4.976 53.958 3.663 2.027 0.896 "C5'" 3XE 23 3XE C5A C5A C 0 1 N N N 17.991 10.253 54.262 5.061 -2.892 0.560 C5A 3XE 24 3XE C6A C6A C 0 1 N N N 16.920 9.554 54.848 5.075 -1.500 1.121 C6A 3XE 25 3XE N6A N6A N 0 1 N N N 15.707 10.198 54.927 5.638 -1.313 2.355 N6A 3XE 26 3XE C7A C7A C 0 1 N N N 18.394 6.255 55.977 2.731 0.389 -0.781 C7A 3XE 27 3XE C8A C8A C 0 1 N N N 20.472 10.230 53.588 4.462 -4.253 -1.454 C8A 3XE 28 3XE H1 H1 H 0 1 N N N 18.336 1.482 56.584 -0.579 3.597 -1.035 H1 3XE 29 3XE H1A H1A H 0 1 N N N 19.102 2.580 57.770 0.128 3.092 -2.589 H1A 3XE 30 3XE H2 H2 H 0 1 N N N 17.304 1.468 58.929 -2.207 2.363 -2.497 H2 3XE 31 3XE H2A H2A H 0 1 N N N 16.744 3.150 58.592 -1.148 0.935 -2.413 H2A 3XE 32 3XE HN2 HN2 H 0 1 N N N 15.761 2.190 56.614 -1.404 1.023 0.003 HN2 3XE 33 3XE H3 H3 H 0 1 N N N 14.384 2.670 58.550 -3.990 1.105 -1.410 H3 3XE 34 3XE H3A H3A H 0 1 N N N 13.765 1.524 57.307 -2.931 -0.323 -1.326 H3A 3XE 35 3XE "HN1'" "HN1'" H 0 0 N N N 16.716 3.096 53.676 3.148 3.454 2.309 "HN1'" 3XE 36 3XE H12 H12 H 0 1 N N N 13.110 1.596 61.301 -3.893 -2.483 0.417 H12 3XE 37 3XE H13 H13 H 0 1 N N N 10.707 1.346 61.887 -5.842 -3.948 0.075 H13 3XE 38 3XE H14 H14 H 0 1 N N N 9.249 -0.034 60.435 -8.085 -2.970 -0.196 H14 3XE 39 3XE H15 H15 H 0 1 N N N 10.145 -1.095 58.395 -8.380 -0.527 -0.126 H15 3XE 40 3XE H16 H16 H 0 1 N N N 12.521 -0.791 57.787 -6.432 0.938 0.226 H16 3XE 41 3XE "H2'" "H2'" H 0 1 N N N 18.409 1.883 54.404 1.097 2.888 1.363 "H2'" 3XE 42 3XE "H2'A" "H2'A" H 0 0 N N N 19.560 2.890 53.517 1.482 4.477 0.633 "H2'A" 3XE 43 3XE H2AA H2AA H 0 0 N N N 18.113 7.225 54.265 4.684 -0.114 -1.531 H2AA 3XE 44 3XE "H3'" "H3'" H 0 1 N N N 19.858 3.624 55.857 2.075 3.526 -1.422 "H3'" 3XE 45 3XE H3AA H3AA H 0 0 N N N 19.793 8.951 56.036 2.740 -2.250 -0.561 H3AA 3XE 46 3XE H3AB H3AB H 0 0 N N N 20.379 7.770 54.837 3.290 -1.955 -2.231 H3AB 3XE 47 3XE "H4'" "H4'" H 0 1 N N N 19.492 5.619 54.384 3.906 2.141 -1.266 "H4'" 3XE 48 3XE H4A H4A H 0 1 N N N 18.995 8.808 53.103 5.653 -2.454 -1.469 H4A 3XE 49 3XE "H5'" "H5'" H 0 1 N N N 17.428 5.688 53.120 4.753 2.003 0.914 "H5'" 3XE 50 3XE "H5'A" "H5'A" H 0 0 N N N 16.463 5.114 54.496 3.254 1.256 1.549 "H5'A" 3XE 51 3XE H5A H5A H 0 1 N N N 18.277 11.064 54.948 4.284 -3.474 1.055 H5A 3XE 52 3XE H5AA H5AA H 0 0 N N N 17.642 10.652 53.298 6.029 -3.362 0.734 H5AA 3XE 53 3XE HN6A HN6A H 0 0 N N N 14.929 9.746 55.363 6.011 -2.067 2.838 HN6A 3XE 54 3XE HN6B HN6B H 0 0 N N N 15.604 11.118 54.548 5.663 -0.426 2.747 HN6B 3XE 55 3XE H7A H7A H 0 1 N N N 19.247 6.267 56.671 2.215 0.307 -1.738 H7A 3XE 56 3XE H7AA H7AA H 0 0 N N N 17.477 6.032 56.543 2.065 0.066 0.019 H7AA 3XE 57 3XE H8A H8A H 0 1 N N N 20.200 10.925 52.780 4.241 -4.212 -2.521 H8A 3XE 58 3XE H8AA H8AA H 0 0 N N N 20.833 10.801 54.456 5.320 -4.904 -1.285 H8AA 3XE 59 3XE H8AB H8AB H 0 0 N N N 21.266 9.554 53.238 3.597 -4.646 -0.919 H8AB 3XE 60 # 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 3XE O1 C1 SING N N 1 3XE C1 C2 SING N N 2 3XE C1 H1 SING N N 3 3XE C1 H1A SING N N 4 3XE "C3'" O1 SING N N 5 3XE N2 C2 SING N N 6 3XE C2 H2 SING N N 7 3XE C2 H2A SING N N 8 3XE N2 C3 SING N N 9 3XE N2 HN2 SING N N 10 3XE C3 C4 SING N N 11 3XE C3 H3 SING N N 12 3XE C3 H3A SING N N 13 3XE F6 C4 SING N N 14 3XE C4 C11 SING N N 15 3XE C4 F5 SING N N 16 3XE "N1'" "C5'" SING N N 17 3XE "N1'" "C2'" SING N N 18 3XE "N1'" "HN1'" SING N N 19 3XE C16 C11 DOUB Y N 20 3XE C11 C12 SING Y N 21 3XE C12 C13 DOUB Y N 22 3XE C12 H12 SING N N 23 3XE C14 C13 SING Y N 24 3XE C13 H13 SING N N 25 3XE C15 C14 DOUB Y N 26 3XE C14 H14 SING N N 27 3XE C16 C15 SING Y N 28 3XE C15 H15 SING N N 29 3XE C16 H16 SING N N 30 3XE C6A N1A DOUB N N 31 3XE C2A N1A SING N N 32 3XE "C2'" "C3'" SING N N 33 3XE "C2'" "H2'" SING N N 34 3XE "C2'" "H2'A" SING N N 35 3XE C3A C2A SING N N 36 3XE C2A C7A SING N N 37 3XE C2A H2AA SING N N 38 3XE "C4'" "C3'" SING N N 39 3XE "C3'" "H3'" SING N N 40 3XE C4A C3A SING N N 41 3XE C3A H3AA SING N N 42 3XE C3A H3AB SING N N 43 3XE "C5'" "C4'" SING N N 44 3XE "C4'" C7A SING N N 45 3XE "C4'" "H4'" SING N N 46 3XE C8A C4A SING N N 47 3XE C4A C5A SING N N 48 3XE C4A H4A SING N N 49 3XE "C5'" "H5'" SING N N 50 3XE "C5'" "H5'A" SING N N 51 3XE C5A C6A SING N N 52 3XE C5A H5A SING N N 53 3XE C5A H5AA SING N N 54 3XE C6A N6A SING N N 55 3XE N6A HN6A SING N N 56 3XE N6A HN6B SING N N 57 3XE C7A H7A SING N N 58 3XE C7A H7AA SING N N 59 3XE C8A H8A SING N N 60 3XE C8A H8AA SING N N 61 3XE C8A H8AB SING N N 62 # 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 3XE SMILES ACDLabs 12.01 "FC(F)(c1ccccc1)CNCCOC2C(CNC2)CC3N=C(N)CC(C)C3" 3XE SMILES_CANONICAL CACTVS 3.370 "C[C@H]1C[C@@H](C[C@@H]2CNC[C@@H]2OCCNCC(F)(F)c3ccccc3)N=C(N)C1" 3XE SMILES CACTVS 3.370 "C[CH]1C[CH](C[CH]2CNC[CH]2OCCNCC(F)(F)c3ccccc3)N=C(N)C1" 3XE SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "C[C@H]1C[C@H](N=C(C1)N)C[C@@H]2CNC[C@@H]2OCCNCC(c3ccccc3)(F)F" 3XE SMILES "OpenEye OEToolkits" 1.7.0 "CC1CC(N=C(C1)N)CC2CNCC2OCCNCC(c3ccccc3)(F)F" 3XE InChI InChI 1.03 "InChI=1S/C21H32F2N4O/c1-15-9-18(27-20(24)10-15)11-16-12-26-13-19(16)28-8-7-25-14-21(22,23)17-5-3-2-4-6-17/h2-6,15-16,18-19,25-26H,7-14H2,1H3,(H2,24,27)/t15-,16+,18-,19-/m0/s1" 3XE InChIKey InChI 1.03 DAHQXGAQQOLJFX-NBMJBFSESA-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 3XE "SYSTEMATIC NAME" ACDLabs 12.01 "(4S,6S)-6-{[(3R,4R)-4-{2-[(2,2-difluoro-2-phenylethyl)amino]ethoxy}pyrrolidin-3-yl]methyl}-4-methyl-3,4,5,6-tetrahydropyridin-2-amine" 3XE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2S,4S)-2-[[(3R,4R)-4-[2-[(2,2-difluoro-2-phenyl-ethyl)amino]ethoxy]pyrrolidin-3-yl]methyl]-4-methyl-2,3,4,5-tetrahydropyridin-6-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 3XE "Create component" 2010-06-22 RCSB 3XE "Modify aromatic_flag" 2011-06-04 RCSB 3XE "Modify descriptor" 2011-06-04 RCSB #