data_JK5 # _chem_comp.id JK5 _chem_comp.name "6-{[(3R,4R)-4-(2-{[2-(3-chloro-5-fluorophenyl)-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 Cl 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 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 442.906 _chem_comp.one_letter_code ? _chem_comp.three_letter_code JK5 _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 3SVP _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 JK5 N01 N01 N 0 1 Y N N 5.108 5.606 26.779 -5.797 0.572 -1.038 N01 JK5 1 JK5 C02 C02 C 0 1 Y N N 4.735 6.823 27.269 -6.837 1.391 -1.026 C02 JK5 2 JK5 N02 N02 N 0 1 N N N 5.658 7.837 27.350 -7.929 1.129 -1.845 N02 JK5 3 JK5 C03 C03 C 0 1 Y N N 3.384 6.993 27.688 -6.846 2.512 -0.202 C03 JK5 4 JK5 C04 C04 C 0 1 Y N N 2.462 5.934 27.588 -5.752 2.760 0.607 C04 JK5 5 JK5 C05 C05 C 0 1 Y N N 2.876 4.704 27.081 -4.682 1.876 0.566 C05 JK5 6 JK5 C06 C06 C 0 1 Y N N 4.227 4.560 26.687 -4.740 0.783 -0.276 C06 JK5 7 JK5 C07 C07 C 0 1 N N N 1.011 6.113 28.024 -5.722 3.964 1.514 C07 JK5 8 JK5 C08 C08 C 0 1 N N N 4.720 3.240 26.131 -3.582 -0.180 -0.326 C08 JK5 9 JK5 O09 O09 O 0 1 N N N 6.184 1.163 25.458 -1.732 -1.947 -0.584 O09 JK5 10 JK5 "N1'" "N1'" N 0 1 N N N 6.797 1.316 28.478 -4.105 -3.096 1.826 "N1'" JK5 11 JK5 C10 C10 C 0 1 N N N 7.153 0.183 25.087 -0.825 -2.759 -1.333 C10 JK5 12 JK5 C11 C11 C 0 1 N N N 7.967 0.792 23.964 0.425 -1.946 -1.674 C11 JK5 13 JK5 N12 N12 N 0 1 N N N 9.012 1.647 24.504 1.140 -1.604 -0.437 N12 JK5 14 JK5 C13 C13 C 0 1 N N N 10.397 1.194 24.586 2.348 -0.821 -0.727 C13 JK5 15 JK5 C14 C14 C 0 1 N N N 10.769 0.108 23.580 3.064 -0.486 0.583 C14 JK5 16 JK5 F15 F15 F 0 1 N N N 10.083 0.206 22.440 2.211 0.260 1.403 F15 JK5 17 JK5 F16 F16 F 0 1 N N N 10.456 -1.106 24.021 3.421 -1.670 1.237 F16 JK5 18 JK5 "C2'" "C2'" C 0 1 N N N 6.247 0.185 27.744 -2.782 -3.276 1.174 "C2'" JK5 19 JK5 C21 C21 C 0 1 Y N N 12.256 0.257 23.292 4.304 0.318 0.286 C21 JK5 20 JK5 C22 C22 C 0 1 Y N N 13.232 -0.465 23.978 4.238 1.697 0.238 C22 JK5 21 JK5 C23 C23 C 0 1 Y N N 14.578 -0.307 23.673 5.377 2.436 -0.036 C23 JK5 22 JK5 F23 F23 F 0 1 N N N 15.510 -0.999 24.303 5.313 3.784 -0.083 F23 JK5 23 JK5 C24 C24 C 0 1 Y N N 14.988 0.547 22.702 6.582 1.791 -0.259 C24 JK5 24 JK5 C25 C25 C 0 1 Y N N 14.027 1.256 22.039 6.646 0.410 -0.210 C25 JK5 25 JK5 CL25 CL25 CL 0 0 N N N 14.563 2.349 20.781 8.156 -0.399 -0.489 CL25 JK5 26 JK5 C26 C26 C 0 1 Y N N 12.679 1.145 22.302 5.508 -0.326 0.069 C26 JK5 27 JK5 "C3'" "C3'" C 0 1 N N R 5.412 0.854 26.639 -2.940 -2.616 -0.213 "C3'" JK5 28 JK5 "C4'" "C4'" C 0 1 N N R 4.982 2.198 27.229 -4.086 -1.597 -0.044 "C4'" JK5 29 JK5 "C5'" "C5'" C 0 1 N N N 6.135 2.582 28.162 -4.524 -1.727 1.430 "C5'" JK5 30 JK5 HN02 HN02 H 0 0 N N N 6.541 7.512 27.011 -7.928 0.349 -2.421 HN02 JK5 31 JK5 HN0A HN0A H 0 0 N N N 5.352 8.611 26.795 -8.693 1.727 -1.840 HN0A JK5 32 JK5 H03 H03 H 0 1 N N N 3.064 7.944 28.087 -7.695 3.180 -0.195 H03 JK5 33 JK5 H05 H05 H 0 1 N N N 2.183 3.881 26.991 -3.813 2.041 1.185 H05 JK5 34 JK5 H07 H07 H 0 1 N N N 0.412 6.465 27.171 -6.145 3.699 2.483 H07 JK5 35 JK5 H07A H07A H 0 0 N N N 0.613 5.150 28.378 -4.692 4.294 1.645 H07A JK5 36 JK5 H07B H07B H 0 0 N N N 0.961 6.852 28.837 -6.308 4.768 1.070 H07B JK5 37 JK5 H08 H08 H 0 1 N N N 3.954 2.842 25.449 -3.124 -0.146 -1.314 H08 JK5 38 JK5 H08A H08A H 0 0 N N N 5.661 3.420 25.590 -2.845 0.100 0.426 H08A JK5 39 JK5 "HN1'" "HN1'" H 0 0 N N N 6.686 1.139 29.456 -4.766 -3.786 1.499 "HN1'" JK5 40 JK5 H10 H10 H 0 1 N N N 7.799 -0.063 25.942 -0.542 -3.629 -0.740 H10 JK5 41 JK5 H10A H10A H 0 0 N N N 6.659 -0.739 24.749 -1.307 -3.088 -2.254 H10A JK5 42 JK5 H11 H11 H 0 1 N N N 8.428 -0.014 23.374 1.077 -2.535 -2.320 H11 JK5 43 JK5 H11A H11A H 0 0 N N N 7.305 1.392 23.322 0.133 -1.031 -2.190 H11A JK5 44 JK5 HN12 HN12 H 0 0 N N N 9.027 2.458 23.919 0.536 -1.114 0.205 HN12 JK5 45 JK5 H13 H13 H 0 1 N N N 11.047 2.062 24.400 3.013 -1.403 -1.365 H13 JK5 46 JK5 H13A H13A H 0 0 N N N 10.559 0.788 25.595 2.070 0.101 -1.236 H13A JK5 47 JK5 "H2'" "H2'" H 0 1 N N N 7.041 -0.449 27.323 -2.004 -2.773 1.748 "H2'" JK5 48 JK5 "H2'A" "H2'A" H 0 0 N N N 5.626 -0.454 28.390 -2.552 -4.336 1.066 "H2'A" JK5 49 JK5 H22 H22 H 0 1 N N N 12.938 -1.155 24.755 3.298 2.199 0.412 H22 JK5 50 JK5 H24 H24 H 0 1 N N N 16.035 0.662 22.462 7.471 2.366 -0.473 H24 JK5 51 JK5 H26 H26 H 0 1 N N N 11.962 1.735 21.751 5.560 -1.403 0.111 H26 JK5 52 JK5 "H3'" "H3'" H 0 1 N N N 4.595 0.179 26.345 -3.203 -3.364 -0.961 "H3'" JK5 53 JK5 "H4'" "H4'" H 0 1 N N N 4.027 2.142 27.773 -4.912 -1.844 -0.710 "H4'" JK5 54 JK5 "H5'" "H5'" H 0 1 N N N 5.760 3.070 29.074 -5.606 -1.621 1.516 "H5'" JK5 55 JK5 "H5'A" "H5'A" H 0 0 N N N 6.829 3.278 27.668 -4.018 -0.982 2.045 "H5'A" JK5 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 JK5 N01 C02 DOUB Y N 1 JK5 N01 C06 SING Y N 2 JK5 C02 N02 SING N N 3 JK5 C02 C03 SING Y N 4 JK5 C03 C04 DOUB Y N 5 JK5 C04 C05 SING Y N 6 JK5 C04 C07 SING N N 7 JK5 C05 C06 DOUB Y N 8 JK5 C06 C08 SING N N 9 JK5 C08 "C4'" SING N N 10 JK5 O09 C10 SING N N 11 JK5 O09 "C3'" SING N N 12 JK5 "N1'" "C2'" SING N N 13 JK5 "N1'" "C5'" SING N N 14 JK5 C10 C11 SING N N 15 JK5 C11 N12 SING N N 16 JK5 N12 C13 SING N N 17 JK5 C13 C14 SING N N 18 JK5 C14 F15 SING N N 19 JK5 C14 F16 SING N N 20 JK5 C14 C21 SING N N 21 JK5 "C2'" "C3'" SING N N 22 JK5 C21 C22 DOUB Y N 23 JK5 C21 C26 SING Y N 24 JK5 C22 C23 SING Y N 25 JK5 C23 F23 SING N N 26 JK5 C23 C24 DOUB Y N 27 JK5 C24 C25 SING Y N 28 JK5 C25 CL25 SING N N 29 JK5 C25 C26 DOUB Y N 30 JK5 "C3'" "C4'" SING N N 31 JK5 "C4'" "C5'" SING N N 32 JK5 N02 HN02 SING N N 33 JK5 N02 HN0A SING N N 34 JK5 C03 H03 SING N N 35 JK5 C05 H05 SING N N 36 JK5 C07 H07 SING N N 37 JK5 C07 H07A SING N N 38 JK5 C07 H07B SING N N 39 JK5 C08 H08 SING N N 40 JK5 C08 H08A SING N N 41 JK5 "N1'" "HN1'" SING N N 42 JK5 C10 H10 SING N N 43 JK5 C10 H10A SING N N 44 JK5 C11 H11 SING N N 45 JK5 C11 H11A SING N N 46 JK5 N12 HN12 SING N N 47 JK5 C13 H13 SING N N 48 JK5 C13 H13A SING N N 49 JK5 "C2'" "H2'" SING N N 50 JK5 "C2'" "H2'A" SING N N 51 JK5 C22 H22 SING N N 52 JK5 C24 H24 SING N N 53 JK5 C26 H26 SING N N 54 JK5 "C3'" "H3'" SING N N 55 JK5 "C4'" "H4'" SING N N 56 JK5 "C5'" "H5'" SING N N 57 JK5 "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 JK5 SMILES ACDLabs 12.01 "Fc1cc(cc(Cl)c1)C(F)(F)CNCCOC2C(CNC2)Cc3nc(N)cc(c3)C" JK5 InChI InChI 1.03 "InChI=1S/C21H26ClF3N4O/c1-13-4-18(29-20(26)5-13)6-14-10-28-11-19(14)30-3-2-27-12-21(24,25)15-7-16(22)9-17(23)8-15/h4-5,7-9,14,19,27-28H,2-3,6,10-12H2,1H3,(H2,26,29)/t14-,19+/m1/s1" JK5 InChIKey InChI 1.03 WCMZHGFWPJYQKM-KUHUBIRLSA-N JK5 SMILES_CANONICAL CACTVS 3.370 "Cc1cc(N)nc(C[C@@H]2CNC[C@@H]2OCCNCC(F)(F)c3cc(F)cc(Cl)c3)c1" JK5 SMILES CACTVS 3.370 "Cc1cc(N)nc(C[CH]2CNC[CH]2OCCNCC(F)(F)c3cc(F)cc(Cl)c3)c1" JK5 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "Cc1cc(nc(c1)N)C[C@@H]2CNC[C@@H]2OCCNCC(c3cc(cc(c3)Cl)F)(F)F" JK5 SMILES "OpenEye OEToolkits" 1.7.2 "Cc1cc(nc(c1)N)CC2CNCC2OCCNCC(c3cc(cc(c3)Cl)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 JK5 "SYSTEMATIC NAME" ACDLabs 12.01 "6-{[(3R,4R)-4-(2-{[2-(3-chloro-5-fluorophenyl)-2,2-difluoroethyl]amino}ethoxy)pyrrolidin-3-yl]methyl}-4-methylpyridin-2-amine" JK5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "6-[[(3R,4R)-4-[2-[[2-(3-chloranyl-5-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 JK5 "Create component" 2011-07-25 RCSB #