data_AXW # _chem_comp.id AXW _chem_comp.name "6-{[(3S,4S)-4-{2-[(2-fluorobenzyl)amino]ethoxy}pyrrolidin-3-yl]methyl}-4-methylpyridin-2-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H27 F N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-10-18 _chem_comp.pdbx_modified_date 2012-03-09 _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 358.453 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AXW _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 3TYL _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 AXW F22 F22 F 0 1 N N N 3.738 1.480 27.909 -2.593 -0.933 -1.644 F22 AXW 1 AXW C22 C22 C 0 1 Y N N 3.580 2.816 27.752 -3.617 -1.166 -0.793 C22 AXW 2 AXW C23 C23 C 0 1 Y N N 2.308 3.411 27.786 -3.968 -2.466 -0.471 C23 AXW 3 AXW C24 C24 C 0 1 Y N N 2.193 4.793 27.611 -5.015 -2.702 0.400 C24 AXW 4 AXW C25 C25 C 0 1 Y N N 3.331 5.587 27.396 -5.712 -1.641 0.948 C25 AXW 5 AXW C26 C26 C 0 1 Y N N 4.614 5.041 27.348 -5.362 -0.343 0.627 C26 AXW 6 AXW C21 C21 C 0 1 Y N N 4.784 3.664 27.519 -4.311 -0.104 -0.239 C21 AXW 7 AXW C13 C13 C 0 1 N N N 6.155 3.007 27.469 -3.930 1.311 -0.589 C13 AXW 8 AXW N12 N12 N 0 1 N N N 6.785 3.136 26.152 -2.697 1.676 0.122 N12 AXW 9 AXW C11 C11 C 0 1 N N N 6.267 2.312 25.080 -2.294 3.053 -0.197 C11 AXW 10 AXW C10 C10 C 0 1 N N N 7.318 2.108 24.027 -1.010 3.396 0.560 C10 AXW 11 AXW O09 O09 O 0 1 N N N 8.423 1.477 24.640 0.057 2.571 0.087 O09 AXW 12 AXW "C4'" "C4'" C 0 1 N N S 8.646 0.165 24.137 1.309 2.812 0.732 "C4'" AXW 13 AXW "C5'" "C5'" C 0 1 N N N 8.772 -0.820 25.307 2.118 3.871 -0.048 "C5'" AXW 14 AXW "N1'" "N1'" N 0 1 N N N 9.835 -1.723 24.859 3.528 3.413 0.053 "N1'" AXW 15 AXW "C2'" "C2'" C 0 1 N N N 10.419 -1.324 23.572 3.443 1.936 -0.091 "C2'" AXW 16 AXW "C3'" "C3'" C 0 1 N N S 9.986 0.133 23.414 2.181 1.540 0.703 "C3'" AXW 17 AXW C08 C08 C 0 1 N N N 10.928 1.107 24.119 1.441 0.405 -0.007 C08 AXW 18 AXW C06 C06 C 0 1 Y N N 12.325 1.085 23.461 2.287 -0.842 0.021 C06 AXW 19 AXW N01 N01 N 0 1 Y N N 13.265 0.217 23.901 3.518 -0.804 -0.453 N01 AXW 20 AXW C02 C02 C 0 1 Y N N 14.504 0.173 23.327 4.297 -1.874 -0.448 C02 AXW 21 AXW N02 N02 N 0 1 N N N 15.417 -0.711 23.789 5.588 -1.789 -0.958 N02 AXW 22 AXW C03 C03 C 0 1 Y N N 14.791 0.985 22.206 3.835 -3.084 0.062 C03 AXW 23 AXW C05 C05 C 0 1 Y N N 12.582 1.906 22.359 1.766 -2.007 0.547 C05 AXW 24 AXW C04 C04 C 0 1 Y N N 13.831 1.871 21.724 2.549 -3.154 0.566 C04 AXW 25 AXW C07 C07 C 0 1 N N N 14.088 2.779 20.536 2.011 -4.445 1.128 C07 AXW 26 AXW H1 H1 H 0 1 N N N 1.427 2.807 27.946 -3.425 -3.295 -0.900 H1 AXW 27 AXW H2 H2 H 0 1 N N N 1.218 5.255 27.642 -5.290 -3.716 0.651 H2 AXW 28 AXW H3 H3 H 0 1 N N N 3.210 6.652 27.264 -6.530 -1.827 1.628 H3 AXW 29 AXW H4 H4 H 0 1 N N N 5.470 5.678 27.180 -5.907 0.485 1.056 H4 AXW 30 AXW H5 H5 H 0 1 N N N 6.039 1.937 27.698 -3.766 1.388 -1.664 H5 AXW 31 AXW H6 H6 H 0 1 N N N 6.802 3.491 28.215 -4.733 1.987 -0.294 H6 AXW 32 AXW H7 H7 H 0 1 N N N 7.748 2.893 26.266 -1.954 1.025 -0.085 H7 AXW 33 AXW H9 H9 H 0 1 N N N 5.395 2.810 24.630 -2.119 3.142 -1.269 H9 AXW 34 AXW H10 H10 H 0 1 N N N 5.968 1.335 25.487 -3.086 3.741 0.101 H10 AXW 35 AXW H11 H11 H 0 1 N N N 7.623 3.077 23.605 -0.759 4.444 0.395 H11 AXW 36 AXW H12 H12 H 0 1 N N N 6.924 1.476 23.218 -1.158 3.222 1.626 H12 AXW 37 AXW H13 H13 H 0 1 N N N 7.812 -0.104 23.473 1.148 3.140 1.759 H13 AXW 38 AXW H14 H14 H 0 1 N N N 9.039 -0.309 26.243 1.802 3.900 -1.091 H14 AXW 39 AXW H15 H15 H 0 1 N N N 7.830 -1.358 25.490 2.002 4.852 0.411 H15 AXW 40 AXW H16 H16 H 0 1 N N N 9.448 -2.639 24.758 3.928 3.667 0.944 H16 AXW 41 AXW H18 H18 H 0 1 N N N 10.041 -1.947 22.748 3.334 1.663 -1.141 H18 AXW 42 AXW H19 H19 H 0 1 N N N 11.515 -1.419 23.581 4.327 1.462 0.335 H19 AXW 43 AXW H20 H20 H 0 1 N N N 9.965 0.433 22.356 2.449 1.240 1.716 H20 AXW 44 AXW H21 H21 H 0 1 N N N 10.513 2.123 24.049 0.495 0.214 0.501 H21 AXW 45 AXW H22 H22 H 0 1 N N N 11.023 0.815 25.175 1.246 0.689 -1.041 H22 AXW 46 AXW H23 H23 H 0 1 N N N 15.019 -1.241 24.538 5.914 -0.948 -1.314 H23 AXW 47 AXW H24 H24 H 0 1 N N N 15.686 -1.329 23.050 6.162 -2.571 -0.956 H24 AXW 48 AXW H25 H25 H 0 1 N N N 15.755 0.918 21.723 4.473 -3.955 0.065 H25 AXW 49 AXW H26 H26 H 0 1 N N N 11.813 2.571 21.995 0.758 -2.028 0.933 H26 AXW 50 AXW H27 H27 H 0 1 N N N 13.799 2.262 19.609 2.232 -4.497 2.194 H27 AXW 51 AXW H28 H28 H 0 1 N N N 13.494 3.699 20.643 0.932 -4.484 0.977 H28 AXW 52 AXW H29 H29 H 0 1 N N N 15.157 3.035 20.495 2.480 -5.286 0.618 H29 AXW 53 # 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 AXW C07 C04 SING N N 1 AXW C04 C03 DOUB Y N 2 AXW C04 C05 SING Y N 3 AXW C03 C02 SING Y N 4 AXW C05 C06 DOUB Y N 5 AXW C02 N02 SING N N 6 AXW C02 N01 DOUB Y N 7 AXW "C3'" "C2'" SING N N 8 AXW "C3'" C08 SING N N 9 AXW "C3'" "C4'" SING N N 10 AXW C06 N01 SING Y N 11 AXW C06 C08 SING N N 12 AXW "C2'" "N1'" SING N N 13 AXW C10 O09 SING N N 14 AXW C10 C11 SING N N 15 AXW "C4'" O09 SING N N 16 AXW "C4'" "C5'" SING N N 17 AXW "N1'" "C5'" SING N N 18 AXW C11 N12 SING N N 19 AXW N12 C13 SING N N 20 AXW C26 C25 DOUB Y N 21 AXW C26 C21 SING Y N 22 AXW C25 C24 SING Y N 23 AXW C13 C21 SING N N 24 AXW C21 C22 DOUB Y N 25 AXW C24 C23 DOUB Y N 26 AXW C22 C23 SING Y N 27 AXW C22 F22 SING N N 28 AXW C23 H1 SING N N 29 AXW C24 H2 SING N N 30 AXW C25 H3 SING N N 31 AXW C26 H4 SING N N 32 AXW C13 H5 SING N N 33 AXW C13 H6 SING N N 34 AXW N12 H7 SING N N 35 AXW C11 H9 SING N N 36 AXW C11 H10 SING N N 37 AXW C10 H11 SING N N 38 AXW C10 H12 SING N N 39 AXW "C4'" H13 SING N N 40 AXW "C5'" H14 SING N N 41 AXW "C5'" H15 SING N N 42 AXW "N1'" H16 SING N N 43 AXW "C2'" H18 SING N N 44 AXW "C2'" H19 SING N N 45 AXW "C3'" H20 SING N N 46 AXW C08 H21 SING N N 47 AXW C08 H22 SING N N 48 AXW N02 H23 SING N N 49 AXW N02 H24 SING N N 50 AXW C03 H25 SING N N 51 AXW C05 H26 SING N N 52 AXW C07 H27 SING N N 53 AXW C07 H28 SING N N 54 AXW C07 H29 SING N N 55 # 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 AXW SMILES ACDLabs 12.01 "Fc1ccccc1CNCCOC2C(CNC2)Cc3nc(N)cc(c3)C" AXW InChI InChI 1.03 "InChI=1S/C20H27FN4O/c1-14-8-17(25-20(22)9-14)10-16-12-24-13-19(16)26-7-6-23-11-15-4-2-3-5-18(15)21/h2-5,8-9,16,19,23-24H,6-7,10-13H2,1H3,(H2,22,25)/t16-,19+/m0/s1" AXW InChIKey InChI 1.03 PMZVISPCVPVOFN-QFBILLFUSA-N AXW SMILES_CANONICAL CACTVS 3.370 "Cc1cc(N)nc(C[C@H]2CNC[C@H]2OCCNCc3ccccc3F)c1" AXW SMILES CACTVS 3.370 "Cc1cc(N)nc(C[CH]2CNC[CH]2OCCNCc3ccccc3F)c1" AXW SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "Cc1cc(nc(c1)N)C[C@H]2CNC[C@H]2OCCNCc3ccccc3F" AXW SMILES "OpenEye OEToolkits" 1.7.2 "Cc1cc(nc(c1)N)CC2CNCC2OCCNCc3ccccc3F" # 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 AXW "SYSTEMATIC NAME" ACDLabs 12.01 "6-{[(3S,4S)-4-{2-[(2-fluorobenzyl)amino]ethoxy}pyrrolidin-3-yl]methyl}-4-methylpyridin-2-amine" AXW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "6-[[(3S,4S)-4-[2-[(2-fluorophenyl)methylamino]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 AXW "Create component" 2011-10-18 RCSB #