data_3XC # _chem_comp.id 3XC _chem_comp.name "6-{[(3R,4R)-4-(2-{[2,2-difluoro-2-(4-fluorophenyl)ethyl]amino}ethoxy)pyrrolidin-3-yl]methyl}-4-methylpyridin-2-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H27 F3 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 408.460 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3XC _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 3NLY _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 3XC C1 C1 C 0 1 N N N 17.969 2.310 56.828 0.288 2.702 -1.422 C1 3XC 1 3XC O1 O1 O 0 1 N N N 17.826 3.589 56.192 1.178 1.898 -0.646 O1 3XC 2 3XC C2 C2 C 0 1 N N N 16.876 2.153 57.888 -0.969 1.895 -1.754 C2 3XC 3 3XC N2 N2 N 0 1 N N N 15.520 2.247 57.386 -1.699 1.592 -0.516 N2 3XC 4 3XC C3 C3 C 0 1 N N N 14.491 1.495 58.081 -2.914 0.817 -0.797 C3 3XC 5 3XC C4 C4 C 0 1 N N N 13.062 1.964 57.690 -3.645 0.521 0.514 C4 3XC 6 3XC F5 F5 F 0 1 N N N 12.983 3.293 57.772 -2.807 -0.214 1.360 F5 3XC 7 3XC F6 F6 F 0 1 N N N 12.784 1.640 56.416 -3.993 1.725 1.136 F6 3XC 8 3XC "N1'" "N1'" N 0 1 N N N 17.440 3.722 53.445 3.544 3.077 1.757 "N1'" 3XC 9 3XC C11 C11 C 0 1 Y N N 12.089 1.239 58.615 -4.892 -0.274 0.226 C11 3XC 10 3XC C12 C12 C 0 1 Y N N 11.571 1.860 59.753 -4.842 -1.656 0.211 C12 3XC 11 3XC C13 C13 C 0 1 Y N N 10.738 1.198 60.638 -5.985 -2.386 -0.054 C13 3XC 12 3XC C14 C14 C 0 1 Y N N 10.381 -0.115 60.342 -7.180 -1.734 -0.304 C14 3XC 13 3XC F14 F14 F 0 1 N N N 9.546 -0.762 61.171 -8.298 -2.447 -0.562 F14 3XC 14 3XC C15 C15 C 0 1 Y N N 10.864 -0.767 59.204 -7.229 -0.350 -0.288 C15 3XC 15 3XC C16 C16 C 0 1 Y N N 11.732 -0.094 58.358 -6.086 0.378 -0.018 C16 3XC 16 3XC N1A N1A N 0 1 Y N N 17.092 8.526 55.222 5.216 -0.679 -1.003 N1A 3XC 17 3XC "C2'" "C2'" C 0 1 N N N 18.668 3.159 53.977 2.229 3.256 1.089 "C2'" 3XC 18 3XC C2A C2A C 0 1 Y N N 18.292 7.865 55.187 4.151 -0.860 -0.245 C2A 3XC 19 3XC "C3'" "C3'" C 0 1 N N R 18.849 3.989 55.251 2.390 2.561 -0.280 "C3'" 3XC 20 3XC C3A C3A C 0 1 Y N N 19.410 8.482 54.614 4.072 -1.931 0.622 C3A 3XC 21 3XC "C4'" "C4'" C 0 1 N N R 18.488 5.379 54.724 3.523 1.533 -0.077 "C4'" 3XC 22 3XC C4A C4A C 0 1 Y N N 19.260 9.781 54.101 5.131 -2.826 0.695 C4A 3XC 23 3XC "C5'" "C5'" C 0 1 N N N 17.196 5.081 53.944 3.950 1.694 1.398 "C5'" 3XC 24 3XC C5A C5A C 0 1 Y N N 18.013 10.413 54.146 6.234 -2.611 -0.111 C5A 3XC 25 3XC C6A C6A C 0 1 Y N N 16.926 9.770 54.720 6.246 -1.510 -0.962 C6A 3XC 26 3XC N6A N6A N 0 1 N N N 15.708 10.371 54.791 7.348 -1.282 -1.778 N6A 3XC 27 3XC C7A C7A C 0 1 N N N 18.345 6.473 55.789 3.005 0.115 -0.328 C7A 3XC 28 3XC C8A C8A C 0 1 N N N 20.399 10.509 53.441 5.080 -4.006 1.631 C8A 3XC 29 3XC H1 H1 H 0 1 N N N 17.872 1.512 56.077 0.010 3.589 -0.853 H1 3XC 30 3XC H1A H1A H 0 1 N N N 18.958 2.244 57.305 0.781 3.003 -2.346 H1A 3XC 31 3XC H2 H2 H 0 1 N N N 16.995 1.160 58.346 -1.608 2.476 -2.420 H2 3XC 32 3XC H2A H2A H 0 1 N N N 17.014 2.953 58.631 -0.684 0.965 -2.245 H2A 3XC 33 3XC HN2 HN2 H 0 1 N N N 15.259 3.211 57.437 -1.107 1.110 0.144 HN2 3XC 34 3XC H3 H3 H 0 1 N N N 14.596 0.432 57.819 -3.567 1.390 -1.455 H3 3XC 35 3XC H3A H3A H 0 1 N N N 14.623 1.636 59.164 -2.643 -0.121 -1.281 H3A 3XC 36 3XC "HN1'" "HN1'" H 0 0 N N N 16.676 3.139 53.720 3.458 3.180 2.757 "HN1'" 3XC 37 3XC H12 H12 H 0 1 N N N 11.829 2.890 59.949 -3.909 -2.164 0.406 H12 3XC 38 3XC H13 H13 H 0 1 N N N 10.376 1.685 61.531 -5.945 -3.465 -0.066 H13 3XC 39 3XC H15 H15 H 0 1 N N N 10.565 -1.782 58.987 -8.161 0.160 -0.483 H15 3XC 40 3XC H16 H16 H 0 1 N N N 12.137 -0.600 57.494 -6.125 1.457 -0.001 H16 3XC 41 3XC "H2'" "H2'" H 0 1 N N N 18.577 2.083 54.189 1.440 2.776 1.668 "H2'" 3XC 42 3XC "H2'A" "H2'A" H 0 0 N N N 19.514 3.270 53.282 2.013 4.315 0.954 "H2'A" 3XC 43 3XC "H3'" "H3'" H 0 1 N N N 19.832 3.906 55.738 2.669 3.287 -1.043 "H3'" 3XC 44 3XC H3AA H3AA H 0 0 N N N 20.362 7.973 54.568 3.196 -2.071 1.238 H3AA 3XC 45 3XC "H4'" "H4'" H 0 1 N N N 19.287 5.825 54.114 4.358 1.753 -0.741 "H4'" 3XC 46 3XC "H5'" "H5'" H 0 1 N N N 17.036 5.797 53.125 5.029 1.577 1.496 "H5'" 3XC 47 3XC "H5'A" "H5'A" H 0 0 N N N 16.306 5.129 54.589 3.430 0.970 2.026 "H5'A" 3XC 48 3XC H5A H5A H 0 1 N N N 17.896 11.404 53.733 7.076 -3.287 -0.079 H5A 3XC 49 3XC HN6A HN6A H 0 0 N N N 15.059 9.757 55.240 8.105 -1.888 -1.752 HN6A 3XC 50 3XC HN6B HN6B H 0 0 N N N 15.785 11.218 55.317 7.360 -0.516 -2.373 HN6B 3XC 51 3XC H7A H7A H 0 1 N N N 19.212 6.418 56.464 2.555 0.063 -1.320 H7A 3XC 52 3XC H7AA H7AA H 0 0 N N N 17.413 6.298 56.346 2.257 -0.138 0.424 H7AA 3XC 53 3XC H8A H8A H 0 1 N N N 20.413 10.272 52.367 4.637 -4.859 1.117 H8A 3XC 54 3XC H8AA H8AA H 0 0 N N N 20.268 11.593 53.576 6.090 -4.260 1.952 H8AA 3XC 55 3XC H8AB H8AB H 0 0 N N N 21.349 10.194 53.898 4.475 -3.753 2.501 H8AB 3XC 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 3XC O1 C1 SING N N 1 3XC C1 C2 SING N N 2 3XC C1 H1 SING N N 3 3XC C1 H1A SING N N 4 3XC "C3'" O1 SING N N 5 3XC N2 C2 SING N N 6 3XC C2 H2 SING N N 7 3XC C2 H2A SING N N 8 3XC N2 C3 SING N N 9 3XC N2 HN2 SING N N 10 3XC C4 C3 SING N N 11 3XC C3 H3 SING N N 12 3XC C3 H3A SING N N 13 3XC F6 C4 SING N N 14 3XC C4 F5 SING N N 15 3XC C4 C11 SING N N 16 3XC "N1'" "C5'" SING N N 17 3XC "N1'" "C2'" SING N N 18 3XC "N1'" "HN1'" SING N N 19 3XC C16 C11 DOUB Y N 20 3XC C11 C12 SING Y N 21 3XC C12 C13 DOUB Y N 22 3XC C12 H12 SING N N 23 3XC C14 C13 SING Y N 24 3XC C13 H13 SING N N 25 3XC C15 C14 DOUB Y N 26 3XC C14 F14 SING N N 27 3XC C16 C15 SING Y N 28 3XC C15 H15 SING N N 29 3XC C16 H16 SING N N 30 3XC C6A N1A DOUB Y N 31 3XC C2A N1A SING Y N 32 3XC "C2'" "C3'" SING N N 33 3XC "C2'" "H2'" SING N N 34 3XC "C2'" "H2'A" SING N N 35 3XC C3A C2A DOUB Y N 36 3XC C2A C7A SING N N 37 3XC "C4'" "C3'" SING N N 38 3XC "C3'" "H3'" SING N N 39 3XC C4A C3A SING Y N 40 3XC C3A H3AA SING N N 41 3XC "C5'" "C4'" SING N N 42 3XC "C4'" C7A SING N N 43 3XC "C4'" "H4'" SING N N 44 3XC C8A C4A SING N N 45 3XC C4A C5A DOUB Y N 46 3XC "C5'" "H5'" SING N N 47 3XC "C5'" "H5'A" SING N N 48 3XC C5A C6A SING Y N 49 3XC C5A H5A SING N N 50 3XC C6A N6A SING N N 51 3XC N6A HN6A SING N N 52 3XC N6A HN6B SING N N 53 3XC C7A H7A SING N N 54 3XC C7A H7AA SING N N 55 3XC C8A H8A SING N N 56 3XC C8A H8AA SING N N 57 3XC 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 3XC SMILES ACDLabs 12.01 "Fc1ccc(cc1)C(F)(F)CNCCOC2C(CNC2)Cc3nc(N)cc(c3)C" 3XC SMILES_CANONICAL CACTVS 3.370 "Cc1cc(N)nc(C[C@@H]2CNC[C@@H]2OCCNCC(F)(F)c3ccc(F)cc3)c1" 3XC SMILES CACTVS 3.370 "Cc1cc(N)nc(C[CH]2CNC[CH]2OCCNCC(F)(F)c3ccc(F)cc3)c1" 3XC SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cc1cc(nc(c1)N)C[C@@H]2CNC[C@@H]2OCCNCC(c3ccc(cc3)F)(F)F" 3XC SMILES "OpenEye OEToolkits" 1.7.0 "Cc1cc(nc(c1)N)CC2CNCC2OCCNCC(c3ccc(cc3)F)(F)F" 3XC InChI InChI 1.03 "InChI=1S/C21H27F3N4O/c1-14-8-18(28-20(25)9-14)10-15-11-27-12-19(15)29-7-6-26-13-21(23,24)16-2-4-17(22)5-3-16/h2-5,8-9,15,19,26-27H,6-7,10-13H2,1H3,(H2,25,28)/t15-,19+/m1/s1" 3XC InChIKey InChI 1.03 IFVHOVCZGYECQL-BEFAXECRSA-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 3XC "SYSTEMATIC NAME" ACDLabs 12.01 "6-{[(3R,4R)-4-(2-{[2,2-difluoro-2-(4-fluorophenyl)ethyl]amino}ethoxy)pyrrolidin-3-yl]methyl}-4-methylpyridin-2-amine" 3XC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "6-[[(3R,4R)-4-[2-[[2,2-difluoro-2-(4-fluorophenyl)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 3XC "Create component" 2010-06-30 RCSB 3XC "Modify aromatic_flag" 2011-06-04 RCSB 3XC "Modify descriptor" 2011-06-04 RCSB #