data_8BX # _chem_comp.id 8BX _chem_comp.name "6-{[(3R,4R)-4-(2-{[2-(2-chlorophenyl)-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 H27 Cl 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 2010-11-30 _chem_comp.pdbx_modified_date 2011-10-28 _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 424.915 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8BX _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 3PNF _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 8BX N01 N01 N 0 1 Y N N 16.960 8.341 55.395 -5.445 0.461 -0.889 N01 8BX 1 8BX C02 C02 C 0 1 Y N N 16.852 9.594 54.848 -6.499 1.259 -0.820 C02 8BX 2 8BX N02 N02 N 0 1 N N N 15.684 10.301 54.900 -7.673 0.911 -1.478 N02 8BX 3 8BX C03 C03 C 0 1 Y N N 17.972 10.157 54.226 -6.443 2.444 -0.093 C03 8BX 4 8BX C04 C04 C 0 1 Y N N 19.175 9.439 54.165 -5.269 2.779 0.558 C04 8BX 5 8BX C05 C05 C 0 1 Y N N 19.248 8.164 54.735 -4.187 1.913 0.460 C05 8BX 6 8BX C06 C06 C 0 1 Y N N 18.114 7.614 55.341 -4.313 0.754 -0.279 C06 8BX 7 8BX C07 C07 C 0 1 N N N 20.373 10.056 53.486 -5.167 4.053 1.356 C07 8BX 8 8BX C08 C08 C 0 1 N N N 18.156 6.220 55.964 -3.142 -0.188 -0.389 C08 8BX 9 8BX O09 O09 O 0 1 N N N 17.761 3.473 56.519 -1.247 -1.913 -0.613 O09 8BX 10 8BX "N1'" "N1'" N 0 1 N N N 17.540 3.479 53.481 -3.398 -2.895 2.064 "N1'" 8BX 11 8BX C10 C10 C 0 1 N N N 17.718 2.187 57.145 -0.398 -2.750 -1.401 C10 8BX 12 8BX C11 C11 C 0 1 N N N 16.498 2.132 58.050 0.795 -1.936 -1.904 C11 8BX 13 8BX N12 N12 N 0 1 N N N 15.367 1.338 57.595 1.617 -1.513 -0.762 N12 8BX 14 8BX C13 C13 C 0 1 N N N 14.555 0.635 58.591 2.775 -0.727 -1.208 C13 8BX 15 8BX C14 C14 C 0 1 N N N 13.156 1.272 58.733 3.605 -0.307 0.007 C14 8BX 16 8BX F15 F15 F 0 1 N N N 13.084 1.930 59.870 2.816 0.469 0.863 F15 8BX 17 8BX F16 F16 F 0 1 N N N 12.978 2.084 57.689 4.048 -1.446 0.686 F16 8BX 18 8BX "C2'" "C2'" C 0 1 N N N 17.282 4.840 53.960 -3.898 -1.585 1.571 "C2'" 8BX 19 8BX C21 C21 C 0 1 Y N N 12.031 0.278 58.890 4.793 0.500 -0.451 C21 8BX 20 8BX C22 C22 C 0 1 Y N N 11.067 0.315 59.924 5.693 0.993 0.477 C22 8BX 21 8BX CL22 CL22 CL 0 0 N N N 10.930 1.509 61.257 5.455 0.683 2.168 CL22 8BX 22 8BX C23 C23 C 0 1 Y N N 10.087 -0.647 59.978 6.784 1.732 0.055 C23 8BX 23 8BX C24 C24 C 0 1 Y N N 10.060 -1.650 59.025 6.973 1.978 -1.292 C24 8BX 24 8BX C25 C25 C 0 1 Y N N 10.990 -1.688 58.011 6.073 1.486 -2.218 C25 8BX 25 8BX C26 C26 C 0 1 Y N N 11.970 -0.726 57.951 4.986 0.742 -1.798 C26 8BX 26 8BX "C3'" "C3'" C 0 1 N N R 18.445 5.120 54.923 -3.569 -1.586 0.063 "C3'" 8BX 27 8BX "C4'" "C4'" C 0 1 N N R 18.735 3.737 55.505 -2.399 -2.579 -0.092 "C4'" 8BX 28 8BX "C5'" "C5'" C 0 1 N N N 18.549 2.807 54.287 -2.119 -3.095 1.336 "C5'" 8BX 29 8BX HN02 HN02 H 0 0 N N N 14.989 9.763 55.377 -7.717 0.086 -1.986 HN02 8BX 30 8BX HN0A HN0A H 0 0 N N N 15.835 11.159 55.391 -8.447 1.493 -1.430 HN0A 8BX 31 8BX H03 H03 H 0 1 N N N 17.910 11.144 53.793 -7.303 3.094 -0.037 H03 8BX 32 8BX H05 H05 H 0 1 N N N 20.174 7.608 54.707 -3.257 2.145 0.957 H05 8BX 33 8BX H07 H07 H 0 1 N N N 20.960 10.625 54.222 -5.465 3.862 2.387 H07 8BX 34 8BX H07A H07A H 0 0 N N N 20.999 9.261 53.054 -4.138 4.412 1.336 H07A 8BX 35 8BX H07B H07B H 0 0 N N N 20.034 10.731 52.687 -5.823 4.807 0.922 H07B 8BX 36 8BX H08 H08 H 0 1 N N N 18.952 6.200 56.723 -2.805 -0.228 -1.425 H08 8BX 37 8BX H08A H08A H 0 0 N N N 17.179 6.015 56.427 -2.329 0.166 0.245 H08A 8BX 38 8BX "HN1'" "HN1'" H 0 0 N N N 16.690 2.955 53.529 -3.247 -2.872 3.062 "HN1'" 8BX 39 8BX H10 H10 H 0 1 N N N 17.649 1.401 56.378 -0.041 -3.580 -0.792 H10 8BX 40 8BX H10A H10A H 0 0 N N N 18.630 2.031 57.740 -0.958 -3.138 -2.252 H10A 8BX 41 8BX H11 H11 H 0 1 N N N 16.828 1.702 59.007 1.396 -2.549 -2.576 H11 8BX 42 8BX H11A H11A H 0 0 N N N 16.139 3.165 58.167 0.436 -1.056 -2.438 H11A 8BX 43 8BX HN12 HN12 H 0 0 N N N 14.752 1.967 57.119 1.066 -0.998 -0.092 HN12 8BX 44 8BX H13 H13 H 0 1 N N N 14.437 -0.413 58.277 3.389 -1.332 -1.876 H13 8BX 45 8BX H13A H13A H 0 0 N N N 15.067 0.683 59.564 2.429 0.161 -1.737 H13A 8BX 46 8BX "H2'" "H2'" H 0 1 N N N 17.267 5.561 53.129 -4.974 -1.506 1.726 "H2'" 8BX 47 8BX "H2'A" "H2'A" H 0 0 N N N 16.312 4.907 54.474 -3.379 -0.768 2.073 "H2'A" 8BX 48 8BX H23 H23 H 0 1 N N N 9.342 -0.620 60.760 7.487 2.118 0.779 H23 8BX 49 8BX H24 H24 H 0 1 N N N 9.298 -2.414 59.078 7.824 2.556 -1.620 H24 8BX 50 8BX H25 H25 H 0 1 N N N 10.950 -2.469 57.267 6.221 1.679 -3.270 H25 8BX 51 8BX H26 H26 H 0 1 N N N 12.701 -0.759 57.157 4.285 0.353 -2.522 H26 8BX 52 8BX "H3'" "H3'" H 0 1 N N N 19.323 5.555 54.424 -4.431 -1.923 -0.512 "H3'" 8BX 53 8BX "H4'" "H4'" H 0 1 N N N 19.727 3.619 55.966 -2.686 -3.404 -0.744 "H4'" 8BX 54 8BX "H5'" "H5'" H 0 1 N N N 18.213 1.806 54.595 -1.322 -2.514 1.801 "H5'" 8BX 55 8BX "H5'A" "H5'A" H 0 0 N N N 19.490 2.684 53.730 -1.856 -4.153 1.314 "H5'A" 8BX 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 8BX C02 N01 DOUB Y N 1 8BX C06 N01 SING Y N 2 8BX C03 C02 SING Y N 3 8BX C02 N02 SING N N 4 8BX N02 HN02 SING N N 5 8BX N02 HN0A SING N N 6 8BX C04 C03 DOUB Y N 7 8BX C03 H03 SING N N 8 8BX C07 C04 SING N N 9 8BX C04 C05 SING Y N 10 8BX C05 C06 DOUB Y N 11 8BX C05 H05 SING N N 12 8BX C06 C08 SING N N 13 8BX C07 H07 SING N N 14 8BX C07 H07A SING N N 15 8BX C07 H07B SING N N 16 8BX "C3'" C08 SING N N 17 8BX C08 H08 SING N N 18 8BX C08 H08A SING N N 19 8BX "C4'" O09 SING N N 20 8BX O09 C10 SING N N 21 8BX "N1'" "C2'" SING N N 22 8BX "N1'" "C5'" SING N N 23 8BX "N1'" "HN1'" SING N N 24 8BX C10 C11 SING N N 25 8BX C10 H10 SING N N 26 8BX C10 H10A SING N N 27 8BX N12 C11 SING N N 28 8BX C11 H11 SING N N 29 8BX C11 H11A SING N N 30 8BX N12 C13 SING N N 31 8BX N12 HN12 SING N N 32 8BX C13 C14 SING N N 33 8BX C13 H13 SING N N 34 8BX C13 H13A SING N N 35 8BX F16 C14 SING N N 36 8BX C14 C21 SING N N 37 8BX C14 F15 SING N N 38 8BX "C2'" "C3'" SING N N 39 8BX "C2'" "H2'" SING N N 40 8BX "C2'" "H2'A" SING N N 41 8BX C26 C21 DOUB Y N 42 8BX C21 C22 SING Y N 43 8BX C22 C23 DOUB Y N 44 8BX C22 CL22 SING N N 45 8BX C24 C23 SING Y N 46 8BX C23 H23 SING N N 47 8BX C25 C24 DOUB Y N 48 8BX C24 H24 SING N N 49 8BX C26 C25 SING Y N 50 8BX C25 H25 SING N N 51 8BX C26 H26 SING N N 52 8BX "C3'" "C4'" SING N N 53 8BX "C3'" "H3'" SING N N 54 8BX "C5'" "C4'" SING N N 55 8BX "C4'" "H4'" SING N N 56 8BX "C5'" "H5'" SING N N 57 8BX "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 8BX SMILES ACDLabs 12.01 "Clc1ccccc1C(F)(F)CNCCOC2C(CNC2)Cc3nc(N)cc(c3)C" 8BX SMILES_CANONICAL CACTVS 3.370 "Cc1cc(N)nc(C[C@@H]2CNC[C@@H]2OCCNCC(F)(F)c3ccccc3Cl)c1" 8BX SMILES CACTVS 3.370 "Cc1cc(N)nc(C[CH]2CNC[CH]2OCCNCC(F)(F)c3ccccc3Cl)c1" 8BX SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cc1cc(nc(c1)N)C[C@@H]2CNC[C@@H]2OCCNCC(c3ccccc3Cl)(F)F" 8BX SMILES "OpenEye OEToolkits" 1.7.0 "Cc1cc(nc(c1)N)CC2CNCC2OCCNCC(c3ccccc3Cl)(F)F" 8BX InChI InChI 1.03 "InChI=1S/C21H27ClF2N4O/c1-14-8-16(28-20(25)9-14)10-15-11-27-12-19(15)29-7-6-26-13-21(23,24)17-4-2-3-5-18(17)22/h2-5,8-9,15,19,26-27H,6-7,10-13H2,1H3,(H2,25,28)/t15-,19+/m1/s1" 8BX InChIKey InChI 1.03 JVSYUOBMDVYGPZ-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 8BX "SYSTEMATIC NAME" ACDLabs 12.01 "6-{[(3R,4R)-4-(2-{[2-(2-chlorophenyl)-2,2-difluoroethyl]amino}ethoxy)pyrrolidin-3-yl]methyl}-4-methylpyridin-2-amine" 8BX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "6-[[(3R,4R)-4-[2-[[2-(2-chlorophenyl)-2,2-difluoro-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 8BX "Create component" 2010-11-30 RCSB 8BX "Modify aromatic_flag" 2011-06-04 RCSB 8BX "Modify descriptor" 2011-06-04 RCSB #