data_3XD # _chem_comp.id 3XD _chem_comp.name "6-{[(3R,4R)-4-{2-[(2,2-difluoro-2-phenylethyl)amino]ethoxy}pyrrolidin-3-yl]methyl}-4-methylpyridin-2-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H28 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 2010-06-30 _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 390.470 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3XD _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 3NLZ _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 3XD C1 C1 C 0 1 N N N 6.705 0.415 24.529 0.233 2.623 1.363 C1 3XD 1 3XD O1 O1 O 0 1 N N N 6.639 1.388 25.563 -0.695 1.848 0.600 O1 3XD 2 3XD C2 C2 C 0 1 N N N 7.937 0.719 23.691 1.436 1.755 1.738 C2 3XD 3 3XD N2 N2 N 0 1 N N N 9.138 0.437 24.459 2.161 1.370 0.520 N2 3XD 4 3XD C3 C3 C 0 1 N N N 10.415 0.983 24.035 3.325 0.534 0.842 C3 3XD 5 3XD C4 C4 C 0 1 N N N 10.894 0.210 22.804 4.052 0.154 -0.449 C4 3XD 6 3XD F5 F5 F 0 1 N N N 10.106 0.459 21.768 3.183 -0.559 -1.282 F5 3XD 7 3XD F6 F6 F 0 1 N N N 10.810 -1.079 23.095 4.478 1.314 -1.104 F6 3XD 8 3XD "N1'" "N1'" N 0 1 N N N 6.780 1.572 28.430 -2.958 3.085 -1.870 "N1'" 3XD 9 3XD C11 C11 C 0 1 Y N N 12.311 0.625 22.454 5.247 -0.704 -0.119 C11 3XD 10 3XD C12 C12 C 0 1 Y N N 12.544 1.489 21.387 6.472 -0.115 0.132 C12 3XD 11 3XD C13 C13 C 0 1 Y N N 13.845 1.882 21.054 7.568 -0.902 0.434 C13 3XD 12 3XD C14 C14 C 0 1 Y N N 14.906 1.399 21.821 7.438 -2.277 0.486 C14 3XD 13 3XD C15 C15 C 0 1 Y N N 14.695 0.540 22.894 6.213 -2.866 0.237 C15 3XD 14 3XD C16 C16 C 0 1 Y N N 13.391 0.148 23.207 5.116 -2.079 -0.061 C16 3XD 15 3XD N1A N1A N 0 1 Y N N 5.262 5.991 26.566 -4.881 -0.475 0.983 N1A 3XD 16 3XD "C2'" "C2'" C 0 1 N N N 6.159 0.462 27.738 -1.643 3.208 -1.191 "C2'" 3XD 17 3XD C2A C2A C 0 1 Y N N 4.448 4.892 26.591 -3.820 -0.743 0.247 C2A 3XD 18 3XD "C3'" "C3'" C 0 1 N N R 5.592 1.156 26.508 -1.861 2.568 0.197 "C3'" 3XD 19 3XD C3A C3A C 0 1 Y N N 3.197 4.949 27.208 -3.795 -1.844 -0.586 C3A 3XD 20 3XD "C4'" "C4'" C 0 1 N N R 5.139 2.521 27.031 -3.049 1.602 0.011 "C4'" 3XD 21 3XD C4A C4A C 0 1 Y N N 2.801 6.145 27.803 -4.903 -2.678 -0.645 C4A 3XD 22 3XD "C5'" "C5'" C 0 1 N N N 6.223 2.874 28.057 -3.449 1.740 -1.474 "C5'" 3XD 23 3XD C5A C5A C 0 1 Y N N 3.652 7.256 27.760 -6.001 -2.372 0.140 C5A 3XD 24 3XD C6A C6A C 0 1 Y N N 4.898 7.177 27.131 -5.958 -1.246 0.955 C6A 3XD 25 3XD N6A N6A N 0 1 N N N 5.730 8.272 27.077 -7.054 -0.927 1.748 N6A 3XD 26 3XD C7A C7A C 0 1 N N N 4.908 3.596 25.946 -2.619 0.166 0.314 C7A 3XD 27 3XD C8A C8A C 0 1 N N N 1.453 6.233 28.484 -4.911 -3.888 -1.542 C8A 3XD 28 3XD H1 H1 H 0 1 N N N 5.801 0.465 23.904 0.569 3.473 0.770 H1 3XD 29 3XD H1A H1A H 0 1 N N N 6.782 -0.593 24.962 -0.253 2.982 2.270 H1A 3XD 30 3XD H2 H2 H 0 1 N N N 7.927 0.092 22.787 2.100 2.318 2.393 H2 3XD 31 3XD H2A H2A H 0 1 N N N 7.929 1.781 23.404 1.091 0.859 2.254 H2A 3XD 32 3XD HN2 HN2 H 0 1 N N N 8.972 0.799 25.376 1.549 0.902 -0.132 HN2 3XD 33 3XD H3 H3 H 0 1 N N N 10.299 2.047 23.783 4.002 1.089 1.490 H3 3XD 34 3XD H3A H3A H 0 1 N N N 11.150 0.881 24.847 2.993 -0.370 1.351 H3A 3XD 35 3XD "HN1'" "HN1'" H 0 0 N N N 6.643 1.444 29.412 -3.592 3.807 -1.564 "HN1'" 3XD 36 3XD H12 H12 H 0 1 N N N 11.710 1.860 20.809 6.574 0.959 0.091 H12 3XD 37 3XD H13 H13 H 0 1 N N N 14.024 2.545 20.221 8.525 -0.442 0.629 H13 3XD 38 3XD H14 H14 H 0 1 N N N 15.914 1.699 21.576 8.294 -2.892 0.722 H14 3XD 39 3XD H15 H15 H 0 1 N N N 15.529 0.180 23.478 6.111 -3.940 0.277 H15 3XD 40 3XD H16 H16 H 0 1 N N N 13.215 -0.525 24.033 4.157 -2.538 -0.253 H16 3XD 41 3XD "H2'" "H2'" H 0 1 N N N 6.883 -0.324 27.477 -0.876 2.665 -1.743 "H2'" 3XD 42 3XD "H2'A" "H2'A" H 0 0 N N N 5.377 -0.021 28.342 -1.365 4.257 -1.088 "H2'A" 3XD 43 3XD "H3'" "H3'" H 0 1 N N N 4.796 0.568 26.027 -2.105 3.334 0.933 "H3'" 3XD 44 3XD H3AA H3AA H 0 0 N N N 2.550 4.084 27.224 -2.921 -2.055 -1.186 H3AA 3XD 45 3XD "H4'" "H4'" H 0 1 N N N 4.133 2.481 27.473 -3.879 1.894 0.655 "H4'" 3XD 46 3XD "H5'" "H5'" H 0 1 N N N 5.799 3.395 28.928 -4.532 1.684 -1.582 "H5'" 3XD 47 3XD "H5'A" "H5'A" H 0 0 N N N 6.991 3.531 27.622 -2.966 0.967 -2.071 "H5'A" 3XD 48 3XD H5A H5A H 0 1 N N N 3.343 8.184 28.218 -6.880 -2.999 0.118 H5A 3XD 49 3XD HN6A HN6A H 0 0 N N N 6.567 8.031 26.586 -7.028 -0.143 2.318 HN6A 3XD 50 3XD HN6B HN6B H 0 0 N N N 5.267 9.019 26.600 -7.845 -1.489 1.731 HN6B 3XD 51 3XD H7A H7A H 0 1 N N N 4.137 3.245 25.244 -2.185 0.120 1.313 H7A 3XD 52 3XD H7AA H7AA H 0 0 N N N 5.848 3.773 25.403 -1.879 -0.155 -0.419 H7AA 3XD 53 3XD H8A H8A H 0 1 N N N 1.558 5.955 29.543 -4.525 -4.749 -0.995 H8A 3XD 54 3XD H8AA H8AA H 0 0 N N N 1.072 7.262 28.411 -5.930 -4.092 -1.869 H8AA 3XD 55 3XD H8AB H8AB H 0 0 N N N 0.749 5.545 27.993 -4.281 -3.699 -2.412 H8AB 3XD 56 # 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 3XD C2 C1 SING N N 1 3XD C1 O1 SING N N 2 3XD C1 H1 SING N N 3 3XD C1 H1A SING N N 4 3XD O1 "C3'" SING N N 5 3XD C2 N2 SING N N 6 3XD C2 H2 SING N N 7 3XD C2 H2A SING N N 8 3XD C3 N2 SING N N 9 3XD N2 HN2 SING N N 10 3XD C4 C3 SING N N 11 3XD C3 H3 SING N N 12 3XD C3 H3A SING N N 13 3XD F5 C4 SING N N 14 3XD C11 C4 SING N N 15 3XD C4 F6 SING N N 16 3XD "C2'" "N1'" SING N N 17 3XD "C5'" "N1'" SING N N 18 3XD "N1'" "HN1'" SING N N 19 3XD C12 C11 DOUB Y N 20 3XD C11 C16 SING Y N 21 3XD C13 C12 SING Y N 22 3XD C12 H12 SING N N 23 3XD C13 C14 DOUB Y N 24 3XD C13 H13 SING N N 25 3XD C14 C15 SING Y N 26 3XD C14 H14 SING N N 27 3XD C15 C16 DOUB Y N 28 3XD C15 H15 SING N N 29 3XD C16 H16 SING N N 30 3XD N1A C2A DOUB Y N 31 3XD N1A C6A SING Y N 32 3XD "C3'" "C2'" SING N N 33 3XD "C2'" "H2'" SING N N 34 3XD "C2'" "H2'A" SING N N 35 3XD C7A C2A SING N N 36 3XD C2A C3A SING Y N 37 3XD "C3'" "C4'" SING N N 38 3XD "C3'" "H3'" SING N N 39 3XD C3A C4A DOUB Y N 40 3XD C3A H3AA SING N N 41 3XD C7A "C4'" SING N N 42 3XD "C4'" "C5'" SING N N 43 3XD "C4'" "H4'" SING N N 44 3XD C5A C4A SING Y N 45 3XD C4A C8A SING N N 46 3XD "C5'" "H5'" SING N N 47 3XD "C5'" "H5'A" SING N N 48 3XD C6A C5A DOUB Y N 49 3XD C5A H5A SING N N 50 3XD N6A C6A SING N N 51 3XD N6A HN6A SING N N 52 3XD N6A HN6B SING N N 53 3XD C7A H7A SING N N 54 3XD C7A H7AA SING N N 55 3XD C8A H8A SING N N 56 3XD C8A H8AA SING N N 57 3XD C8A H8AB SING N N 58 # 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 3XD SMILES ACDLabs 12.01 "FC(F)(c1ccccc1)CNCCOC2C(CNC2)Cc3nc(N)cc(c3)C" 3XD SMILES_CANONICAL CACTVS 3.370 "Cc1cc(N)nc(C[C@@H]2CNC[C@@H]2OCCNCC(F)(F)c3ccccc3)c1" 3XD SMILES CACTVS 3.370 "Cc1cc(N)nc(C[CH]2CNC[CH]2OCCNCC(F)(F)c3ccccc3)c1" 3XD SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cc1cc(nc(c1)N)C[C@@H]2CNC[C@@H]2OCCNCC(c3ccccc3)(F)F" 3XD SMILES "OpenEye OEToolkits" 1.7.0 "Cc1cc(nc(c1)N)CC2CNCC2OCCNCC(c3ccccc3)(F)F" 3XD InChI InChI 1.03 "InChI=1S/C21H28F2N4O/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/h2-6,9-10,16,19,25-26H,7-8,11-14H2,1H3,(H2,24,27)/t16-,19+/m1/s1" 3XD InChIKey InChI 1.03 RTMROEXMNLIGEG-APWZRJJASA-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 3XD "SYSTEMATIC NAME" ACDLabs 12.01 "6-{[(3R,4R)-4-{2-[(2,2-difluoro-2-phenylethyl)amino]ethoxy}pyrrolidin-3-yl]methyl}-4-methylpyridin-2-amine" 3XD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "6-[[(3R,4R)-4-[2-[(2,2-difluoro-2-phenyl-ethyl)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 3XD "Create component" 2010-06-30 RCSB 3XD "Modify aromatic_flag" 2011-06-04 RCSB 3XD "Modify descriptor" 2011-06-04 RCSB #