data_SW4 # _chem_comp.id SW4 _chem_comp.name "2-[(1R,2S)-2-[5-[[(2S)-azetidin-2-yl]methoxy]pyridin-3-yl]cyclopropyl]ethanol" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H20 N2 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-08-03 _chem_comp.pdbx_modified_date 2014-09-05 _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 248.321 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SW4 _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 4B5D _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 SW4 O01 O01 O 0 1 N N N 48.643 16.003 21.198 6.531 -2.299 0.365 O01 SW4 1 SW4 C02 C02 C 0 1 N N N 47.825 15.986 22.308 5.601 -1.296 0.778 C02 SW4 2 SW4 C03 C03 C 0 1 N N N 46.515 15.222 22.168 4.677 -0.946 -0.390 C03 SW4 3 SW4 C04 C04 C 0 1 N N R 46.584 14.098 21.192 3.681 0.128 0.053 C04 SW4 4 SW4 C05 C05 C 0 1 N N N 45.805 12.904 21.643 3.750 1.487 -0.647 C05 SW4 5 SW4 C06 C06 C 0 1 N N S 45.238 13.835 20.612 2.591 0.533 -0.941 C06 SW4 6 SW4 C07 C07 C 0 1 Y N N 44.220 13.285 19.600 1.237 0.890 -0.382 C07 SW4 7 SW4 C08 C08 C 0 1 Y N N 42.860 13.172 19.838 1.103 1.938 0.509 C08 SW4 8 SW4 N09 N09 N 0 1 Y N N 42.077 12.670 18.845 -0.076 2.258 1.005 N09 SW4 9 SW4 C10 C10 C 0 1 Y N N 42.573 12.286 17.648 -1.170 1.600 0.675 C10 SW4 10 SW4 C11 C11 C 0 1 Y N N 43.952 12.405 17.377 -1.115 0.536 -0.213 C11 SW4 11 SW4 O12 O12 O 0 1 N N N 44.545 12.044 16.124 -2.245 -0.140 -0.549 O12 SW4 12 SW4 C13 C13 C 0 1 N N N 45.888 11.709 16.053 -3.466 0.297 0.051 C13 SW4 13 SW4 C14 C14 C 0 1 N N S 46.272 11.147 14.715 -4.620 -0.577 -0.444 C14 SW4 14 SW4 C15 C15 C 0 1 N N N 45.300 11.630 13.728 -6.003 -0.115 0.048 C15 SW4 15 SW4 C16 C16 C 0 1 N N N 44.783 10.275 13.571 -6.308 -1.605 0.283 C16 SW4 16 SW4 N17 N17 N 0 1 N N N 45.699 9.807 14.608 -4.843 -1.789 0.375 N17 SW4 17 SW4 C18 C18 C 0 1 Y N N 44.758 12.910 18.370 0.113 0.175 -0.760 C18 SW4 18 SW4 H01 H01 H 0 1 N N N 49.428 16.502 21.390 7.150 -2.571 1.057 H01 SW4 19 SW4 H021 H021 H 0 0 N N N 48.391 15.532 23.135 5.008 -1.672 1.611 H021 SW4 20 SW4 H022 H022 H 0 0 N N N 47.580 17.028 22.560 6.144 -0.405 1.092 H022 SW4 21 SW4 H031 H031 H 0 0 N N N 46.244 14.812 23.152 5.271 -0.570 -1.223 H031 SW4 22 SW4 H032 H032 H 0 0 N N N 45.736 15.924 21.836 4.134 -1.837 -0.704 H032 SW4 23 SW4 H04 H04 H 0 1 N N N 47.484 13.962 20.574 3.421 0.120 1.111 H04 SW4 24 SW4 H051 H051 H 0 0 N N N 46.129 11.893 21.354 3.534 2.373 -0.050 H051 SW4 25 SW4 H052 H052 H 0 0 N N N 45.376 12.876 22.656 4.505 1.616 -1.423 H052 SW4 26 SW4 H06 H06 H 0 1 N N N 44.599 14.485 21.229 2.583 0.034 -1.910 H06 SW4 27 SW4 H08 H08 H 0 1 N N N 42.434 13.473 20.784 1.976 2.502 0.804 H08 SW4 28 SW4 H18 H18 H 0 1 N N N 45.818 13.017 18.195 0.187 -0.646 -1.458 H18 SW4 29 SW4 H10 H10 H 0 1 N N N 41.910 11.886 16.895 -2.118 1.891 1.102 H10 SW4 30 SW4 H131 H131 H 0 0 N N N 46.487 12.612 16.241 -3.387 0.216 1.135 H131 SW4 31 SW4 H132 H132 H 0 0 N N N 46.105 10.958 16.826 -3.653 1.336 -0.222 H132 SW4 32 SW4 H14 H14 H 0 1 N N N 47.333 11.248 14.443 -4.577 -0.771 -1.515 H14 SW4 33 SW4 H151 H151 H 0 0 N N N 44.568 12.345 14.132 -5.968 0.476 0.964 H151 SW4 34 SW4 H152 H152 H 0 0 N N N 45.755 12.045 12.816 -6.615 0.341 -0.730 H152 SW4 35 SW4 H17 H17 H 0 1 N N N 46.346 9.111 14.296 -4.551 -2.618 -0.119 H17 SW4 36 SW4 H161 H161 H 0 0 N N N 43.719 10.167 13.829 -6.835 -1.804 1.216 H161 SW4 37 SW4 H162 H162 H 0 0 N N N 44.966 9.837 12.579 -6.760 -2.101 -0.576 H162 SW4 38 # 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 SW4 O01 C02 SING N N 1 SW4 C02 C03 SING N N 2 SW4 C03 C04 SING N N 3 SW4 C04 C05 SING N N 4 SW4 C04 C06 SING N N 5 SW4 C05 C06 SING N N 6 SW4 C06 C07 SING N N 7 SW4 C07 C08 SING Y N 8 SW4 C07 C18 DOUB Y N 9 SW4 C08 N09 DOUB Y N 10 SW4 N09 C10 SING Y N 11 SW4 C10 C11 DOUB Y N 12 SW4 C11 O12 SING N N 13 SW4 C11 C18 SING Y N 14 SW4 O12 C13 SING N N 15 SW4 C13 C14 SING N N 16 SW4 C14 C15 SING N N 17 SW4 C14 N17 SING N N 18 SW4 C15 C16 SING N N 19 SW4 C16 N17 SING N N 20 SW4 O01 H01 SING N N 21 SW4 C02 H021 SING N N 22 SW4 C02 H022 SING N N 23 SW4 C03 H031 SING N N 24 SW4 C03 H032 SING N N 25 SW4 C04 H04 SING N N 26 SW4 C05 H051 SING N N 27 SW4 C05 H052 SING N N 28 SW4 C06 H06 SING N N 29 SW4 C08 H08 SING N N 30 SW4 C18 H18 SING N N 31 SW4 C10 H10 SING N N 32 SW4 C13 H131 SING N N 33 SW4 C13 H132 SING N N 34 SW4 C14 H14 SING N N 35 SW4 C15 H151 SING N N 36 SW4 C15 H152 SING N N 37 SW4 N17 H17 SING N N 38 SW4 C16 H161 SING N N 39 SW4 C16 H162 SING N N 40 # 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 SW4 SMILES ACDLabs 12.01 "n2cc(OCC1NCC1)cc(c2)C3CC3CCO" SW4 InChI InChI 1.03 "InChI=1S/C14H20N2O2/c17-4-2-10-6-14(10)11-5-13(8-15-7-11)18-9-12-1-3-16-12/h5,7-8,10,12,14,16-17H,1-4,6,9H2/t10-,12-,14-/m0/s1" SW4 InChIKey InChI 1.03 FQIJPHXWIONJLF-JKOKRWQUSA-N SW4 SMILES_CANONICAL CACTVS 3.385 "OCC[C@H]1C[C@@H]1c2cncc(OC[C@@H]3CCN3)c2" SW4 SMILES CACTVS 3.385 "OCC[CH]1C[CH]1c2cncc(OC[CH]3CCN3)c2" SW4 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1c(cncc1OC[C@@H]2CCN2)[C@H]3C[C@@H]3CCO" SW4 SMILES "OpenEye OEToolkits" 1.9.2 "c1c(cncc1OCC2CCN2)C3CC3CCO" # 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 SW4 "SYSTEMATIC NAME" ACDLabs 12.01 "2-[(1R,2S)-2-{5-[(2S)-azetidin-2-ylmethoxy]pyridin-3-yl}cyclopropyl]ethanol" SW4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-[(1R,2S)-2-[5-[[(2S)-azetidin-2-yl]methoxy]pyridin-3-yl]cyclopropyl]ethanol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site SW4 "Create component" 2012-08-03 EBI SW4 "Modify name" 2012-08-29 EBI SW4 "Other modification" 2012-08-29 EBI SW4 "Other modification" 2012-09-17 EBI SW4 "Initial release" 2012-09-21 RCSB SW4 "Modify descriptor" 2014-09-05 RCSB #