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 
# 
