data_HW5 # _chem_comp.id HW5 _chem_comp.name "6-{[(3S,4S)-4-{[(4E)-5-(3-fluorophenyl)pent-4-en-1-yl]oxy}pyrrolidin-3-yl]methyl}-4-methylpyridin-2-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H28 F N3 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-11-22 _chem_comp.pdbx_modified_date 2012-07-06 _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 369.476 _chem_comp.one_letter_code ? _chem_comp.three_letter_code HW5 _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 3UFQ _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 HW5 F23 F23 F 0 1 N N N -0.810 3.891 27.827 -8.851 -2.016 0.927 F23 HW5 1 HW5 C23 C23 C 0 1 Y N N 0.487 4.233 27.636 -7.929 -1.368 0.182 C23 HW5 2 HW5 C22 C22 C 0 1 Y N N 1.519 3.330 27.944 -6.872 -0.725 0.798 C22 HW5 3 HW5 C21 C21 C 0 1 Y N N 2.864 3.689 27.739 -5.920 -0.057 0.026 C21 HW5 4 HW5 C26 C26 C 0 1 Y N N 3.171 4.958 27.228 -6.043 -0.043 -1.364 C26 HW5 5 HW5 C25 C25 C 0 1 Y N N 2.144 5.859 26.920 -7.103 -0.688 -1.968 C25 HW5 6 HW5 C24 C24 C 0 1 Y N N 0.807 5.500 27.127 -8.041 -1.353 -1.199 C24 HW5 7 HW5 C14 C14 C 0 1 N N N 3.949 2.720 28.067 -4.787 0.632 0.678 C14 HW5 8 HW5 C13 C13 C 0 1 N N N 5.239 3.021 27.876 -3.885 1.266 -0.058 C13 HW5 9 HW5 C12 C12 C 0 1 N N N 5.965 2.348 26.724 -2.730 1.969 0.607 C12 HW5 10 HW5 C11 C11 C 0 1 N N N 6.763 3.308 25.838 -1.414 1.451 0.024 C11 HW5 11 HW5 C10 C10 C 0 1 N N N 7.342 2.544 24.652 -0.241 2.165 0.700 C10 HW5 12 HW5 O09 O09 O 0 1 N N N 8.473 1.783 25.079 0.989 1.681 0.155 O09 HW5 13 HW5 "C3'" "C3'" C 0 1 N N S 8.606 0.508 24.438 2.153 2.286 0.720 "C3'" HW5 14 HW5 "C4'" "C4'" C 0 1 N N S 9.970 0.384 23.756 3.355 1.323 0.631 "C4'" HW5 15 HW5 "C5'" "C5'" C 0 1 N N N 10.312 -1.101 23.847 4.395 2.060 -0.241 "C5'" HW5 16 HW5 "N1'" "N1'" N 0 1 N N N 9.631 -1.540 25.066 4.053 3.498 -0.095 "N1'" HW5 17 HW5 "C2'" "C2'" C 0 1 N N N 8.521 -0.670 25.432 2.568 3.523 -0.104 "C2'" HW5 18 HW5 C08 C08 C 0 1 N N N 11.056 1.250 24.414 2.936 0.012 -0.037 C08 HW5 19 HW5 C06 C06 C 0 1 Y N N 12.402 1.118 23.709 4.110 -0.933 -0.068 C06 HW5 20 HW5 C05 C05 C 0 1 Y N N 12.659 1.902 22.591 3.983 -2.196 0.474 C05 HW5 21 HW5 C04 C04 C 0 1 Y N N 13.868 1.805 21.907 5.066 -3.064 0.437 C04 HW5 22 HW5 C07 C07 C 0 1 N N N 14.083 2.664 20.687 4.963 -4.450 1.020 C07 HW5 23 HW5 C03 C03 C 0 1 Y N N 14.835 0.912 22.358 6.242 -2.628 -0.147 C03 HW5 24 HW5 C02 C02 C 0 1 Y N N 14.563 0.148 23.493 6.299 -1.342 -0.674 C02 HW5 25 HW5 N01 N01 N 0 1 Y N N 13.363 0.234 24.126 5.244 -0.544 -0.619 N01 HW5 26 HW5 N02 N02 N 0 1 N N N 15.483 -0.730 23.947 7.475 -0.891 -1.264 N02 HW5 27 HW5 H1 H1 H 0 1 N N N 1.278 2.355 28.340 -6.782 -0.740 1.874 H1 HW5 28 HW5 H2 H2 H 0 1 N N N 4.201 5.241 27.072 -5.310 0.473 -1.966 H2 HW5 29 HW5 H3 H3 H 0 1 N N N 2.384 6.834 26.522 -7.196 -0.680 -3.044 H3 HW5 30 HW5 H4 H4 H 0 1 N N N 0.019 6.201 26.894 -8.869 -1.856 -1.677 H4 HW5 31 HW5 H5 H5 H 0 1 N N N 3.688 1.752 28.468 -4.695 0.620 1.754 H5 HW5 32 HW5 H7 H7 H 0 1 N N N 5.748 3.721 28.521 -3.978 1.279 -1.133 H7 HW5 33 HW5 H9 H9 H 0 1 N N N 5.219 1.839 26.096 -2.807 3.042 0.431 H9 HW5 34 HW5 H10 H10 H 0 1 N N N 6.661 1.605 27.142 -2.754 1.774 1.679 H10 HW5 35 HW5 H11 H11 H 0 1 N N N 7.582 3.752 26.423 -1.336 0.378 0.200 H11 HW5 36 HW5 H12 H12 H 0 1 N N N 6.100 4.106 25.472 -1.389 1.646 -1.048 H12 HW5 37 HW5 H13 H13 H 0 1 N N N 7.653 3.257 23.874 -0.318 3.238 0.524 H13 HW5 38 HW5 H14 H14 H 0 1 N N N 6.577 1.866 24.244 -0.265 1.970 1.772 H14 HW5 39 HW5 H15 H15 H 0 1 N N N 7.819 0.383 23.679 1.968 2.567 1.757 H15 HW5 40 HW5 H16 H16 H 0 1 N N N 9.873 0.670 22.698 3.761 1.131 1.623 H16 HW5 41 HW5 H17 H17 H 0 1 N N N 9.934 -1.645 22.969 5.403 1.869 0.128 H17 HW5 42 HW5 H18 H18 H 0 1 N N N 11.399 -1.249 23.930 4.305 1.751 -1.282 H18 HW5 43 HW5 H19 H19 H 0 1 N N N 9.279 -2.465 24.921 4.416 3.871 0.770 H19 HW5 44 HW5 H21 H21 H 0 1 N N N 8.632 -0.314 26.467 2.192 3.444 -1.124 H21 HW5 45 HW5 H22 H22 H 0 1 N N N 7.562 -1.199 25.327 2.200 4.435 0.367 H22 HW5 46 HW5 H23 H23 H 0 1 N N N 11.173 0.937 25.462 2.122 -0.440 0.529 H23 HW5 47 HW5 H24 H24 H 0 1 N N N 10.739 2.303 24.379 2.604 0.212 -1.055 H24 HW5 48 HW5 H25 H25 H 0 1 N N N 11.909 2.598 22.247 3.051 -2.505 0.923 H25 HW5 49 HW5 H26 H26 H 0 1 N N N 13.732 2.127 19.793 5.257 -4.426 2.069 H26 HW5 50 HW5 H27 H27 H 0 1 N N N 13.519 3.602 20.795 3.935 -4.803 0.938 H27 HW5 51 HW5 H28 H28 H 0 1 N N N 15.154 2.890 20.582 5.622 -5.124 0.473 H28 HW5 52 HW5 H29 H29 H 0 1 N N N 15.777 0.812 21.840 7.104 -3.278 -0.192 H29 HW5 53 HW5 H30 H30 H 0 1 N N N 15.115 -1.220 24.738 8.250 -1.473 -1.306 H30 HW5 54 HW5 H31 H31 H 0 1 N N N 15.705 -1.384 23.224 7.519 0.005 -1.633 H31 HW5 55 # 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 HW5 C07 C04 SING N N 1 HW5 C04 C03 DOUB Y N 2 HW5 C04 C05 SING Y N 3 HW5 C03 C02 SING Y N 4 HW5 C05 C06 DOUB Y N 5 HW5 C02 N02 SING N N 6 HW5 C02 N01 DOUB Y N 7 HW5 C06 N01 SING Y N 8 HW5 C06 C08 SING N N 9 HW5 "C4'" "C5'" SING N N 10 HW5 "C4'" C08 SING N N 11 HW5 "C4'" "C3'" SING N N 12 HW5 "C5'" "N1'" SING N N 13 HW5 "C3'" O09 SING N N 14 HW5 "C3'" "C2'" SING N N 15 HW5 C10 O09 SING N N 16 HW5 C10 C11 SING N N 17 HW5 "N1'" "C2'" SING N N 18 HW5 C11 C12 SING N N 19 HW5 C12 C13 SING N N 20 HW5 C25 C24 DOUB Y N 21 HW5 C25 C26 SING Y N 22 HW5 C24 C23 SING Y N 23 HW5 C26 C21 DOUB Y N 24 HW5 C23 F23 SING N N 25 HW5 C23 C22 DOUB Y N 26 HW5 C21 C22 SING Y N 27 HW5 C21 C14 SING N N 28 HW5 C13 C14 DOUB N E 29 HW5 C22 H1 SING N N 30 HW5 C26 H2 SING N N 31 HW5 C25 H3 SING N N 32 HW5 C24 H4 SING N N 33 HW5 C14 H5 SING N N 34 HW5 C13 H7 SING N N 35 HW5 C12 H9 SING N N 36 HW5 C12 H10 SING N N 37 HW5 C11 H11 SING N N 38 HW5 C11 H12 SING N N 39 HW5 C10 H13 SING N N 40 HW5 C10 H14 SING N N 41 HW5 "C3'" H15 SING N N 42 HW5 "C4'" H16 SING N N 43 HW5 "C5'" H17 SING N N 44 HW5 "C5'" H18 SING N N 45 HW5 "N1'" H19 SING N N 46 HW5 "C2'" H21 SING N N 47 HW5 "C2'" H22 SING N N 48 HW5 C08 H23 SING N N 49 HW5 C08 H24 SING N N 50 HW5 C05 H25 SING N N 51 HW5 C07 H26 SING N N 52 HW5 C07 H27 SING N N 53 HW5 C07 H28 SING N N 54 HW5 C03 H29 SING N N 55 HW5 N02 H30 SING N N 56 HW5 N02 H31 SING N N 57 # 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 HW5 SMILES ACDLabs 12.01 "Fc1cccc(c1)\C=C\CCCOC2C(CNC2)Cc3nc(N)cc(c3)C" HW5 InChI InChI 1.03 "InChI=1S/C22H28FN3O/c1-16-10-20(26-22(24)11-16)13-18-14-25-15-21(18)27-9-4-2-3-6-17-7-5-8-19(23)12-17/h3,5-8,10-12,18,21,25H,2,4,9,13-15H2,1H3,(H2,24,26)/b6-3+/t18-,21+/m0/s1" HW5 InChIKey InChI 1.03 GPCIKCOFIVHWEN-KAMCARKFSA-N HW5 SMILES_CANONICAL CACTVS 3.370 "Cc1cc(N)nc(C[C@H]2CNC[C@H]2OCCC\C=C\c3cccc(F)c3)c1" HW5 SMILES CACTVS 3.370 "Cc1cc(N)nc(C[CH]2CNC[CH]2OCCCC=Cc3cccc(F)c3)c1" HW5 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1cc(nc(c1)N)C[C@H]2CNC[C@H]2OCCCC=Cc3cccc(c3)F" HW5 SMILES "OpenEye OEToolkits" 1.7.6 "Cc1cc(nc(c1)N)CC2CNCC2OCCCC=Cc3cccc(c3)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 HW5 "SYSTEMATIC NAME" ACDLabs 12.01 "6-{[(3S,4S)-4-{[(4E)-5-(3-fluorophenyl)pent-4-en-1-yl]oxy}pyrrolidin-3-yl]methyl}-4-methylpyridin-2-amine" HW5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "6-[[(3S,4S)-4-[5-(3-fluorophenyl)pent-4-enoxy]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 HW5 "Create component" 2011-11-22 RCSB #