data_CXW # _chem_comp.id CXW _chem_comp.name "2-({[2-({(3S,4S)-4-[(6-amino-4-methylpyridin-2-yl)methyl]pyrrolidin-3-yl}oxy)ethyl]amino}methyl)phenol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H28 N4 O2" _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 356.462 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CXW _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 3TYN _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 CXW O22 O22 O 0 1 N N N 3.354 1.768 27.797 -5.233 0.373 1.385 O22 CXW 1 CXW C22 C22 C 0 1 Y N N 3.376 3.125 27.671 -4.865 -0.622 0.537 C22 CXW 2 CXW C23 C23 C 0 1 Y N N 2.188 3.870 27.704 -5.185 -1.940 0.831 C23 CXW 3 CXW C24 C24 C 0 1 Y N N 2.244 5.260 27.569 -4.809 -2.950 -0.033 C24 CXW 4 CXW C25 C25 C 0 1 Y N N 3.477 5.910 27.397 -4.114 -2.649 -1.190 C25 CXW 5 CXW C26 C26 C 0 1 Y N N 4.687 5.207 27.355 -3.794 -1.337 -1.485 C26 CXW 6 CXW C21 C21 C 0 1 Y N N 4.686 3.814 27.487 -4.173 -0.322 -0.628 C21 CXW 7 CXW C13 C13 C 0 1 N N N 5.965 2.984 27.449 -3.824 1.108 -0.950 C13 CXW 8 CXW N12 N12 N 0 1 N N N 6.825 3.255 26.293 -2.643 1.510 -0.174 N12 CXW 9 CXW C11 C11 C 0 1 N N N 6.394 2.986 24.937 -2.273 2.902 -0.463 C11 CXW 10 CXW C10 C10 C 0 1 N N N 6.794 1.588 24.517 -1.042 3.284 0.361 C10 CXW 11 CXW O09 O09 O 0 1 N N N 8.223 1.544 24.438 0.076 2.500 -0.060 O09 CXW 12 CXW "C4'" "C4'" C 0 1 N N S 8.626 0.207 24.137 1.283 2.780 0.652 "C4'" CXW 13 CXW "C5'" "C5'" C 0 1 N N N 8.670 -0.745 25.349 2.095 3.871 -0.079 "C5'" CXW 14 CXW "N1'" "N1'" N 0 1 N N N 9.749 -1.661 24.995 3.513 3.461 0.094 "N1'" CXW 15 CXW "C2'" "C2'" C 0 1 N N N 10.436 -1.284 23.758 3.487 1.984 -0.062 "C2'" CXW 16 CXW "C3'" "C3'" C 0 1 N N S 10.018 0.159 23.511 2.199 1.538 0.663 "C3'" CXW 17 CXW C08 C08 C 0 1 N N N 10.948 1.173 24.160 1.537 0.383 -0.091 C08 CXW 18 CXW C06 C06 C 0 1 Y N N 12.332 1.091 23.488 2.424 -0.834 -0.025 C06 CXW 19 CXW C05 C05 C 0 1 Y N N 12.615 1.933 22.414 1.914 -2.022 0.456 C05 CXW 20 CXW C04 C04 C 0 1 Y N N 13.834 1.873 21.771 2.734 -3.142 0.510 C04 CXW 21 CXW C07 C07 C 0 1 N N N 14.048 2.830 20.611 2.211 -4.456 1.030 C07 CXW 22 CXW N01 N01 N 0 1 Y N N 13.258 0.199 23.898 3.676 -0.750 -0.433 N01 CXW 23 CXW C02 C02 C 0 1 Y N N 14.492 0.138 23.307 4.491 -1.793 -0.393 C02 CXW 24 CXW N02 N02 N 0 1 N N N 15.371 -0.779 23.745 5.802 -1.660 -0.833 N02 CXW 25 CXW C03 C03 C 0 1 Y N N 14.797 0.954 22.200 4.042 -3.024 0.075 C03 CXW 26 CXW H1 H1 H 0 1 N N N 2.457 1.474 27.907 -4.576 0.573 2.066 H1 CXW 27 CXW H2 H2 H 0 1 N N N 1.238 3.373 27.833 -5.727 -2.176 1.735 H2 CXW 28 CXW H3 H3 H 0 1 N N N 1.332 5.838 27.597 -5.058 -3.976 0.196 H3 CXW 29 CXW H4 H4 H 0 1 N N N 3.492 6.985 27.294 -3.821 -3.440 -1.864 H4 CXW 30 CXW H5 H5 H 0 1 N N N 5.618 5.738 27.221 -3.251 -1.105 -2.390 H5 CXW 31 CXW H6 H6 H 0 1 N N N 5.678 1.923 27.416 -3.607 1.197 -2.015 H6 CXW 32 CXW H7 H7 H 0 1 N N N 6.541 3.208 28.359 -4.664 1.753 -0.695 H7 CXW 33 CXW H8 H8 H 0 1 N N N 7.642 2.694 26.430 -1.868 0.887 -0.345 H8 CXW 34 CXW H10 H10 H 0 1 N N N 6.864 3.713 24.259 -2.045 3.004 -1.525 H10 CXW 35 CXW H11 H11 H 0 1 N N N 5.299 3.078 24.883 -3.102 3.560 -0.205 H11 CXW 36 CXW H12 H12 H 0 1 N N N 6.356 1.350 23.537 -0.820 4.341 0.215 H12 CXW 37 CXW H13 H13 H 0 1 N N N 6.435 0.856 25.256 -1.240 3.097 1.417 H13 CXW 38 CXW H14 H14 H 0 1 N N N 7.845 -0.134 23.441 1.057 3.094 1.671 H14 CXW 39 CXW H15 H15 H 0 1 N N N 8.881 -0.207 26.285 1.833 3.896 -1.136 H15 CXW 40 CXW H16 H16 H 0 1 N N N 7.715 -1.273 25.490 1.921 4.845 0.379 H16 CXW 41 CXW H17 H17 H 0 1 N N N 9.359 -2.574 24.872 3.856 3.722 1.006 H17 CXW 42 CXW H19 H19 H 0 1 N N N 10.133 -1.933 22.923 3.443 1.714 -1.117 H19 CXW 43 CXW H20 H20 H 0 1 N N N 11.527 -1.367 23.869 4.364 1.537 0.407 H20 CXW 44 CXW H21 H21 H 0 1 N N N 10.045 0.426 22.444 2.424 1.243 1.687 H21 CXW 45 CXW H22 H22 H 0 1 N N N 11.045 0.950 25.233 0.574 0.156 0.365 H22 CXW 46 CXW H23 H23 H 0 1 N N N 10.536 2.185 24.034 1.388 0.668 -1.133 H23 CXW 47 CXW H24 H24 H 0 1 N N N 11.871 2.641 22.081 0.888 -2.081 0.789 H24 CXW 48 CXW H25 H25 H 0 1 N N N 13.718 2.353 19.676 2.377 -4.514 2.105 H25 CXW 49 CXW H26 H26 H 0 1 N N N 13.465 3.747 20.780 1.143 -4.529 0.823 H26 CXW 50 CXW H27 H27 H 0 1 N N N 15.116 3.083 20.537 2.734 -5.276 0.537 H27 CXW 51 CXW H28 H28 H 0 1 N N N 14.958 -1.310 24.485 6.118 -0.805 -1.168 H28 CXW 52 CXW H29 H29 H 0 1 N N N 15.617 -1.391 22.993 6.403 -2.421 -0.805 H29 CXW 53 CXW H30 H30 H 0 1 N N N 15.749 0.872 21.696 4.707 -3.874 0.103 H30 CXW 54 # 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 CXW C07 C04 SING N N 1 CXW C04 C03 DOUB Y N 2 CXW C04 C05 SING Y N 3 CXW C03 C02 SING Y N 4 CXW C05 C06 DOUB Y N 5 CXW C02 N02 SING N N 6 CXW C02 N01 DOUB Y N 7 CXW C06 N01 SING Y N 8 CXW C06 C08 SING N N 9 CXW "C3'" "C2'" SING N N 10 CXW "C3'" "C4'" SING N N 11 CXW "C3'" C08 SING N N 12 CXW "C2'" "N1'" SING N N 13 CXW "C4'" O09 SING N N 14 CXW "C4'" "C5'" SING N N 15 CXW O09 C10 SING N N 16 CXW C10 C11 SING N N 17 CXW C11 N12 SING N N 18 CXW "N1'" "C5'" SING N N 19 CXW N12 C13 SING N N 20 CXW C26 C25 DOUB Y N 21 CXW C26 C21 SING Y N 22 CXW C25 C24 SING Y N 23 CXW C13 C21 SING N N 24 CXW C21 C22 DOUB Y N 25 CXW C24 C23 DOUB Y N 26 CXW C22 C23 SING Y N 27 CXW C22 O22 SING N N 28 CXW O22 H1 SING N N 29 CXW C23 H2 SING N N 30 CXW C24 H3 SING N N 31 CXW C25 H4 SING N N 32 CXW C26 H5 SING N N 33 CXW C13 H6 SING N N 34 CXW C13 H7 SING N N 35 CXW N12 H8 SING N N 36 CXW C11 H10 SING N N 37 CXW C11 H11 SING N N 38 CXW C10 H12 SING N N 39 CXW C10 H13 SING N N 40 CXW "C4'" H14 SING N N 41 CXW "C5'" H15 SING N N 42 CXW "C5'" H16 SING N N 43 CXW "N1'" H17 SING N N 44 CXW "C2'" H19 SING N N 45 CXW "C2'" H20 SING N N 46 CXW "C3'" H21 SING N N 47 CXW C08 H22 SING N N 48 CXW C08 H23 SING N N 49 CXW C05 H24 SING N N 50 CXW C07 H25 SING N N 51 CXW C07 H26 SING N N 52 CXW C07 H27 SING N N 53 CXW N02 H28 SING N N 54 CXW N02 H29 SING N N 55 CXW C03 H30 SING N N 56 # 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 CXW SMILES ACDLabs 12.01 "O(CCNCc1ccccc1O)C2C(CNC2)Cc3nc(N)cc(c3)C" CXW InChI InChI 1.03 "InChI=1S/C20H28N4O2/c1-14-8-17(24-20(21)9-14)10-16-12-23-13-19(16)26-7-6-22-11-15-4-2-3-5-18(15)25/h2-5,8-9,16,19,22-23,25H,6-7,10-13H2,1H3,(H2,21,24)/t16-,19+/m0/s1" CXW InChIKey InChI 1.03 YLQFJYDIDCSGLP-QFBILLFUSA-N CXW SMILES_CANONICAL CACTVS 3.370 "Cc1cc(N)nc(C[C@H]2CNC[C@H]2OCCNCc3ccccc3O)c1" CXW SMILES CACTVS 3.370 "Cc1cc(N)nc(C[CH]2CNC[CH]2OCCNCc3ccccc3O)c1" CXW SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "Cc1cc(nc(c1)N)C[C@H]2CNC[C@H]2OCCNCc3ccccc3O" CXW SMILES "OpenEye OEToolkits" 1.7.2 "Cc1cc(nc(c1)N)CC2CNCC2OCCNCc3ccccc3O" # 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 CXW "SYSTEMATIC NAME" ACDLabs 12.01 "2-({[2-({(3S,4S)-4-[(6-amino-4-methylpyridin-2-yl)methyl]pyrrolidin-3-yl}oxy)ethyl]amino}methyl)phenol" CXW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "2-[[2-[(3S,4S)-4-[(6-azanyl-4-methyl-pyridin-2-yl)methyl]pyrrolidin-3-yl]oxyethylamino]methyl]phenol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site CXW "Create component" 2011-10-18 RCSB #