data_JK4 # _chem_comp.id JK4 _chem_comp.name "6-{[(3R,4R)-4-(2-{[2-(2,3-difluorophenyl)-2,2-difluoroethyl]amino}ethoxy)pyrrolidin-3-yl]methyl}-4-methylpyridin-2-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H26 F4 N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-07-25 _chem_comp.pdbx_modified_date 2011-09-23 _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 426.451 _chem_comp.one_letter_code ? _chem_comp.three_letter_code JK4 _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 3SVQ _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 JK4 N01 N01 N 0 1 Y N N 5.172 5.670 26.914 -5.491 0.568 -0.909 N01 JK4 1 JK4 C02 C02 C 0 1 Y N N 4.555 6.822 27.279 -6.519 1.402 -0.895 C02 JK4 2 JK4 N02 N02 N 0 1 N N N 5.276 7.979 27.346 -7.675 1.083 -1.599 N02 JK4 3 JK4 C03 C03 C 0 1 Y N N 3.184 6.787 27.578 -6.454 2.594 -0.181 C03 JK4 4 JK4 C04 C04 C 0 1 Y N N 2.475 5.580 27.496 -5.299 2.898 0.516 C04 JK4 5 JK4 C05 C05 C 0 1 Y N N 3.151 4.416 27.119 -4.243 1.997 0.475 C05 JK4 6 JK4 C06 C06 C 0 1 Y N N 4.524 4.478 26.831 -4.377 0.832 -0.254 C06 JK4 7 JK4 C07 C07 C 0 1 N N N 0.999 5.533 27.817 -5.187 4.180 1.301 C07 JK4 8 JK4 C08 C08 C 0 1 N N N 5.327 3.256 26.402 -3.235 -0.150 -0.302 C08 JK4 9 JK4 O09 O09 O 0 1 N N N 6.962 1.083 25.957 -1.426 -1.964 -0.535 O09 JK4 10 JK4 "N1'" "N1'" N 0 1 N N N 6.508 0.908 28.928 -3.614 -2.846 2.148 "N1'" JK4 11 JK4 C10 C10 C 0 1 N N N 7.087 0.266 24.802 -0.588 -2.857 -1.272 C10 JK4 12 JK4 C11 C11 C 0 1 N N N 8.272 0.780 24.009 0.639 -2.099 -1.783 C11 JK4 13 JK4 N12 N12 N 0 1 N N N 9.439 0.041 24.418 1.451 -1.656 -0.642 N12 JK4 14 JK4 C13 C13 C 0 1 N N N 10.614 0.024 23.583 2.641 -0.923 -1.096 C13 JK4 15 JK4 C14 C14 C 0 1 N N N 11.641 0.977 24.197 3.459 -0.478 0.118 C14 JK4 16 JK4 F15 F15 F 0 1 N N N 11.728 0.816 25.492 2.679 0.354 0.928 F15 JK4 17 JK4 F16 F16 F 0 1 N N N 11.206 2.212 24.054 3.856 -1.603 0.850 F16 JK4 18 JK4 "C2'" "C2'" C 0 1 N N N 6.238 -0.091 27.916 -2.348 -3.106 1.415 "C2'" JK4 19 JK4 C21 C21 C 0 1 Y N N 13.009 0.745 23.577 4.680 0.274 -0.347 C21 JK4 20 JK4 C22 C22 C 0 1 Y N N 13.382 1.480 22.476 5.577 0.776 0.578 C22 JK4 21 JK4 F22 F22 F 0 1 N N N 12.608 2.396 21.922 5.360 0.594 1.899 F22 JK4 22 JK4 C23 C23 C 0 1 Y N N 14.574 1.320 21.878 6.700 1.468 0.148 C23 JK4 23 JK4 F23 F23 F 0 1 N N N 14.753 2.122 20.804 7.578 1.959 1.050 F23 JK4 24 JK4 C24 C24 C 0 1 Y N N 15.478 0.389 22.378 6.920 1.653 -1.205 C24 JK4 25 JK4 C25 C25 C 0 1 Y N N 15.142 -0.389 23.486 6.022 1.150 -2.127 C25 JK4 26 JK4 C26 C26 C 0 1 Y N N 13.904 -0.202 24.072 4.905 0.456 -1.699 C26 JK4 27 JK4 "C3'" "C3'" C 0 1 N N R 5.803 0.756 26.725 -2.607 -2.575 -0.011 "C3'" JK4 28 JK4 "C4'" "C4'" C 0 1 N N R 5.196 2.030 27.314 -3.727 -1.527 0.149 "C4'" JK4 29 JK4 "C5'" "C5'" C 0 1 N N N 5.928 2.214 28.638 -4.050 -1.513 1.659 "C5'" JK4 30 JK4 HN02 HN02 H 0 0 N N N 6.227 7.795 27.097 -7.725 0.252 -2.098 HN02 JK4 31 JK4 HN0A HN0A H 0 0 N N N 4.890 8.649 26.712 -8.431 1.691 -1.591 HN0A JK4 32 JK4 H03 H03 H 0 1 N N N 2.674 7.692 27.872 -7.294 3.273 -0.171 H03 JK4 33 JK4 H05 H05 H 0 1 N N N 2.622 3.477 27.050 -3.327 2.205 1.007 H05 JK4 34 JK4 H07 H07 H 0 1 N N N 0.418 5.717 26.901 -5.535 4.013 2.320 H07 JK4 35 JK4 H07A H07A H 0 0 N N N 0.743 4.542 28.220 -4.147 4.505 1.320 H07A JK4 36 JK4 H07B H07B H 0 0 N N N 0.761 6.306 28.563 -5.799 4.949 0.829 H07B JK4 37 JK4 H08 H08 H 0 1 N N N 4.977 2.964 25.401 -2.855 -0.216 -1.321 H08 JK4 38 JK4 H08A H08A H 0 0 N N N 6.388 3.545 26.386 -2.438 0.186 0.362 H08A JK4 39 JK4 "HN1'" "HN1'" H 0 0 N N N 6.124 0.584 29.793 -4.304 -3.552 1.939 "HN1'" JK4 40 JK4 H10 H10 H 0 1 N N N 7.252 -0.781 25.095 -0.267 -3.672 -0.624 H10 JK4 41 JK4 H10A H10A H 0 0 N N N 6.171 0.324 24.196 -1.143 -3.262 -2.118 H10A JK4 42 JK4 H11 H11 H 0 1 N N N 8.094 0.635 22.933 1.233 -2.756 -2.419 H11 JK4 43 JK4 H11A H11A H 0 0 N N N 8.419 1.852 24.207 0.316 -1.231 -2.358 H11A JK4 44 JK4 HN12 HN12 H 0 0 N N N 9.725 0.437 25.291 0.904 -1.098 -0.004 HN12 JK4 45 JK4 H13 H13 H 0 1 N N N 11.027 -0.994 23.536 3.248 -1.571 -1.726 H13 JK4 46 JK4 H13A H13A H 0 0 N N N 10.357 0.353 22.565 2.332 -0.047 -1.666 H13A JK4 47 JK4 "H2'" "H2'" H 0 1 N N N 7.129 -0.693 27.687 -1.523 -2.566 1.878 "H2'" JK4 48 JK4 "H2'A" "H2'A" H 0 0 N N N 5.450 -0.791 28.231 -2.136 -4.175 1.390 "H2'A" JK4 49 JK4 H24 H24 H 0 1 N N N 16.442 0.268 21.907 7.794 2.192 -1.541 H24 JK4 50 JK4 H25 H25 H 0 1 N N N 15.833 -1.121 23.877 6.194 1.295 -3.184 H25 JK4 51 JK4 H26 H26 H 0 1 N N N 13.626 -0.800 24.927 4.207 0.060 -2.421 H26 JK4 52 JK4 "H3'" "H3'" H 0 1 N N N 5.082 0.234 26.078 -2.935 -3.385 -0.663 "H3'" JK4 53 JK4 "H4'" "H4'" H 0 1 N N N 4.108 1.932 27.440 -4.606 -1.821 -0.425 "H4'" JK4 54 JK4 "H5'" "H5'" H 0 1 N N N 5.234 2.524 29.433 -5.121 -1.382 1.817 "H5'" JK4 55 JK4 "H5'A" "H5'A" H 0 0 N N N 6.709 2.984 28.554 -3.492 -0.722 2.160 "H5'A" JK4 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 JK4 N01 C02 DOUB Y N 1 JK4 N01 C06 SING Y N 2 JK4 C02 N02 SING N N 3 JK4 C02 C03 SING Y N 4 JK4 C03 C04 DOUB Y N 5 JK4 C04 C05 SING Y N 6 JK4 C04 C07 SING N N 7 JK4 C05 C06 DOUB Y N 8 JK4 C06 C08 SING N N 9 JK4 C08 "C4'" SING N N 10 JK4 O09 C10 SING N N 11 JK4 O09 "C3'" SING N N 12 JK4 "N1'" "C2'" SING N N 13 JK4 "N1'" "C5'" SING N N 14 JK4 C10 C11 SING N N 15 JK4 C11 N12 SING N N 16 JK4 N12 C13 SING N N 17 JK4 C13 C14 SING N N 18 JK4 C14 F15 SING N N 19 JK4 C14 F16 SING N N 20 JK4 C14 C21 SING N N 21 JK4 "C2'" "C3'" SING N N 22 JK4 C21 C22 DOUB Y N 23 JK4 C21 C26 SING Y N 24 JK4 C22 F22 SING N N 25 JK4 C22 C23 SING Y N 26 JK4 C23 F23 SING N N 27 JK4 C23 C24 DOUB Y N 28 JK4 C24 C25 SING Y N 29 JK4 C25 C26 DOUB Y N 30 JK4 "C3'" "C4'" SING N N 31 JK4 "C4'" "C5'" SING N N 32 JK4 N02 HN02 SING N N 33 JK4 N02 HN0A SING N N 34 JK4 C03 H03 SING N N 35 JK4 C05 H05 SING N N 36 JK4 C07 H07 SING N N 37 JK4 C07 H07A SING N N 38 JK4 C07 H07B SING N N 39 JK4 C08 H08 SING N N 40 JK4 C08 H08A SING N N 41 JK4 "N1'" "HN1'" SING N N 42 JK4 C10 H10 SING N N 43 JK4 C10 H10A SING N N 44 JK4 C11 H11 SING N N 45 JK4 C11 H11A SING N N 46 JK4 N12 HN12 SING N N 47 JK4 C13 H13 SING N N 48 JK4 C13 H13A SING N N 49 JK4 "C2'" "H2'" SING N N 50 JK4 "C2'" "H2'A" SING N N 51 JK4 C24 H24 SING N N 52 JK4 C25 H25 SING N N 53 JK4 C26 H26 SING N N 54 JK4 "C3'" "H3'" SING N N 55 JK4 "C4'" "H4'" SING N N 56 JK4 "C5'" "H5'" SING N N 57 JK4 "C5'" "H5'A" 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 JK4 SMILES ACDLabs 12.01 "Fc1cccc(c1F)C(F)(F)CNCCOC2C(CNC2)Cc3nc(N)cc(c3)C" JK4 InChI InChI 1.03 "InChI=1S/C21H26F4N4O/c1-13-7-15(29-19(26)8-13)9-14-10-28-11-18(14)30-6-5-27-12-21(24,25)16-3-2-4-17(22)20(16)23/h2-4,7-8,14,18,27-28H,5-6,9-12H2,1H3,(H2,26,29)/t14-,18+/m1/s1" JK4 InChIKey InChI 1.03 SGDIVHJKRFAKAS-KDOFPFPSSA-N JK4 SMILES_CANONICAL CACTVS 3.370 "Cc1cc(N)nc(C[C@@H]2CNC[C@@H]2OCCNCC(F)(F)c3cccc(F)c3F)c1" JK4 SMILES CACTVS 3.370 "Cc1cc(N)nc(C[CH]2CNC[CH]2OCCNCC(F)(F)c3cccc(F)c3F)c1" JK4 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "Cc1cc(nc(c1)N)C[C@@H]2CNC[C@@H]2OCCNCC(c3cccc(c3F)F)(F)F" JK4 SMILES "OpenEye OEToolkits" 1.7.2 "Cc1cc(nc(c1)N)CC2CNCC2OCCNCC(c3cccc(c3F)F)(F)F" # 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 JK4 "SYSTEMATIC NAME" ACDLabs 12.01 "6-{[(3R,4R)-4-(2-{[2-(2,3-difluorophenyl)-2,2-difluoroethyl]amino}ethoxy)pyrrolidin-3-yl]methyl}-4-methylpyridin-2-amine" JK4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "6-[[(3R,4R)-4-[2-[[2-[2,3-bis(fluoranyl)phenyl]-2,2-bis(fluoranyl)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 JK4 "Create component" 2011-07-25 RCSB #