data_4D2
# 
_chem_comp.id                                    4D2 
_chem_comp.name                                  "5-[(2S)-4-methyl-2-[(pyridin-3-ylcarbonylamino)methyl]pentyl]-1,3-benzodioxole-4-carboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H24 N2 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2013-12-22 
_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                        384.426 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     4D2 
_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        4CJP 
_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 
4D2 C1   C1   C 0 1 Y N N -36.658 33.048 -19.135 5.981  -2.333 0.440  C1   4D2 1  
4D2 C2   C2   C 0 1 Y N N -36.580 32.222 -18.037 4.874  -2.167 -0.373 C2   4D2 2  
4D2 C3   C3   C 0 1 Y N N -32.521 31.681 -11.919 -2.365 -0.807 -1.921 C3   4D2 3  
4D2 C4   C4   C 0 1 Y N N -32.136 32.484 -10.869 -3.144 -1.896 -1.567 C4   4D2 4  
4D2 C5   C5   C 0 1 Y N N -37.178 34.310 -18.973 6.118  -1.543 1.567  C5   4D2 5  
4D2 C6   C6   C 0 1 Y N N -37.538 33.987 -16.764 4.141  -0.440 1.135  C6   4D2 6  
4D2 C7   C7   C 0 1 Y N N -37.030 32.712 -16.837 3.930  -1.196 -0.018 C7   4D2 7  
4D2 C8   C8   C 0 1 Y N N -32.558 33.542 -13.453 -3.088 0.356  0.055  C8   4D2 8  
4D2 C9   C9   C 0 1 Y N N -32.738 32.188 -13.193 -2.332 0.314  -1.121 C9   4D2 9  
4D2 C10  C10  C 0 1 Y N N -31.963 33.814 -11.138 -3.899 -1.871 -0.407 C10  4D2 10 
4D2 C11  C11  C 0 1 Y N N -32.169 34.319 -12.387 -3.876 -0.745 0.412  C11  4D2 11 
4D2 C12  C12  C 0 1 N N N -36.965 31.866 -15.645 2.728  -0.975 -0.851 C12  4D2 12 
4D2 C13  C13  C 0 1 N N N -32.755 34.192 -14.787 -3.055 1.553  0.914  C13  4D2 13 
4D2 C14  C14  C 0 1 N N N -31.143 35.741 -11.214 -4.898 -2.388 1.521  C14  4D2 14 
4D2 C15  C15  C 0 1 N N N -33.008 27.701 -14.006 2.800  3.894  -0.578 C15  4D2 15 
4D2 C16  C16  C 0 1 N N N -33.872 27.366 -16.273 1.587  2.678  1.236  C16  4D2 16 
4D2 C17  C17  C 0 1 N N N -33.142 31.206 -14.255 -1.481 1.494  -1.512 C17  4D2 17 
4D2 C18  C18  C 0 1 N N N -34.620 29.351 -15.009 0.685  2.668  -1.094 C18  4D2 18 
4D2 C19  C19  C 0 1 N N N -35.579 31.241 -13.731 0.636  0.180  -1.324 C19  4D2 19 
4D2 C20  C20  C 0 1 N N N -33.450 28.412 -15.266 1.960  2.659  -0.248 C20  4D2 20 
4D2 C21  C21  C 0 1 N N S -34.357 30.364 -13.908 -0.126 1.402  -0.807 C21  4D2 21 
4D2 N22  N22  N 0 1 Y N N -37.625 34.809 -17.816 5.212  -0.636 1.877  N22  4D2 22 
4D2 N23  N23  N 0 1 N N N -35.828 32.059 -14.893 1.826  -0.038 -0.498 N23  4D2 23 
4D2 O24  O24  O 0 1 N N N -31.835 34.936 -15.228 -2.210 1.608  1.962  O24  4D2 24 
4D2 O25  O25  O 0 1 N N N -37.874 31.082 -15.410 2.554  -1.640 -1.854 O25  4D2 25 
4D2 O26  O26  O 0 1 N N N -33.841 33.977 -15.389 -3.791 2.491  0.678  O26  4D2 26 
4D2 O27  O27  O 0 1 N N N -31.570 34.773 -10.246 -4.732 -2.798 0.151  O27  4D2 27 
4D2 O28  O28  O 0 1 N N N -31.924 35.664 -12.418 -4.692 -0.964 1.480  O28  4D2 28 
4D2 H1   H1   H 0 1 N N N -36.318 32.712 -20.103 6.728  -3.075 0.199  H1   4D2 29 
4D2 H2   H2   H 0 1 N N N -36.178 31.223 -18.117 4.742  -2.769 -1.260 H2   4D2 30 
4D2 H5   H5   H 0 1 N N N -37.229 34.945 -19.845 6.981  -1.671 2.204  H5   4D2 31 
4D2 H3   H3   H 0 1 N N N -32.658 30.624 -11.746 -1.776 -0.838 -2.826 H3   4D2 32 
4D2 H4   H4   H 0 1 N N N -31.978 32.082 -9.879  -3.164 -2.770 -2.201 H4   4D2 33 
4D2 H6   H6   H 0 1 N N N -37.886 34.345 -15.806 3.422  0.313  1.422  H6   4D2 34 
4D2 H171 H171 H 0 0 N N N -33.365 31.767 -15.174 -1.329 1.491  -2.592 H171 4D2 35 
4D2 H172 H172 H 0 0 N N N -32.295 30.528 -14.435 -1.981 2.417  -1.218 H172 4D2 36 
4D2 H23  H23  H 0 1 N N N -35.173 32.768 -15.153 1.965  0.492  0.302  H23  4D2 37 
4D2 H24  H24  H 0 1 N N N -32.094 35.296 -16.068 -2.276 2.380  2.540  H24  4D2 38 
4D2 H141 H141 H 0 0 N N N -31.249 36.748 -10.783 -5.904 -2.620 1.871  H141 4D2 39 
4D2 H142 H142 H 0 0 N N N -30.087 35.557 -11.461 -4.152 -2.865 2.156  H142 4D2 40 
4D2 H151 H151 H 0 0 N N N -32.695 28.443 -13.256 3.664  3.935  0.086  H151 4D2 41 
4D2 H152 H152 H 0 0 N N N -33.844 27.107 -13.608 3.139  3.837  -1.612 H152 4D2 42 
4D2 H153 H153 H 0 0 N N N -32.163 27.036 -14.238 2.196  4.791  -0.443 H153 4D2 43 
4D2 H20  H20  H 0 1 N N N -32.606 28.989 -15.673 2.535  1.759  -0.466 H20  4D2 44 
4D2 H161 H161 H 0 0 N N N -34.199 27.860 -17.200 0.944  3.534  1.438  H161 4D2 45 
4D2 H162 H162 H 0 0 N N N -33.022 26.703 -16.491 1.059  1.759  1.490  H162 4D2 46 
4D2 H163 H163 H 0 0 N N N -34.703 26.774 -15.861 2.493  2.753  1.838  H163 4D2 47 
4D2 H21  H21  H 0 1 N N N -34.163 29.827 -12.968 -0.281 1.306  0.267  H21  4D2 48 
4D2 H181 H181 H 0 0 N N N -34.838 29.897 -15.939 0.089  3.546  -0.844 H181 4D2 49 
4D2 H182 H182 H 0 0 N N N -35.494 28.747 -14.724 0.951  2.697  -2.151 H182 4D2 50 
4D2 H191 H191 H 0 0 N N N -36.455 30.599 -13.554 -0.008 -0.698 -1.272 H191 4D2 51 
4D2 H192 H192 H 0 0 N N N -35.423 31.897 -12.862 0.937  0.350  -2.358 H192 4D2 52 
# 
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 
4D2 C1  C2   DOUB Y N 1  
4D2 C1  C5   SING Y N 2  
4D2 C2  C7   SING Y N 3  
4D2 C3  C4   SING Y N 4  
4D2 C3  C9   DOUB Y N 5  
4D2 C4  C10  DOUB Y N 6  
4D2 C5  N22  DOUB Y N 7  
4D2 C6  C7   DOUB Y N 8  
4D2 C6  N22  SING Y N 9  
4D2 C7  C12  SING N N 10 
4D2 C8  C9   SING Y N 11 
4D2 C8  C11  DOUB Y N 12 
4D2 C8  C13  SING N N 13 
4D2 C9  C17  SING N N 14 
4D2 C10 C11  SING Y N 15 
4D2 C10 O27  SING N N 16 
4D2 C11 O28  SING N N 17 
4D2 C12 N23  SING N N 18 
4D2 C12 O25  DOUB N N 19 
4D2 C13 O24  SING N N 20 
4D2 C13 O26  DOUB N N 21 
4D2 C14 O27  SING N N 22 
4D2 C14 O28  SING N N 23 
4D2 C15 C20  SING N N 24 
4D2 C16 C20  SING N N 25 
4D2 C17 C21  SING N N 26 
4D2 C18 C20  SING N N 27 
4D2 C18 C21  SING N N 28 
4D2 C19 C21  SING N N 29 
4D2 C19 N23  SING N N 30 
4D2 C1  H1   SING N N 31 
4D2 C2  H2   SING N N 32 
4D2 C5  H5   SING N N 33 
4D2 C3  H3   SING N N 34 
4D2 C4  H4   SING N N 35 
4D2 C6  H6   SING N N 36 
4D2 C17 H171 SING N N 37 
4D2 C17 H172 SING N N 38 
4D2 N23 H23  SING N N 39 
4D2 O24 H24  SING N N 40 
4D2 C14 H141 SING N N 41 
4D2 C14 H142 SING N N 42 
4D2 C15 H151 SING N N 43 
4D2 C15 H152 SING N N 44 
4D2 C15 H153 SING N N 45 
4D2 C20 H20  SING N N 46 
4D2 C16 H161 SING N N 47 
4D2 C16 H162 SING N N 48 
4D2 C16 H163 SING N N 49 
4D2 C21 H21  SING N N 50 
4D2 C18 H181 SING N N 51 
4D2 C18 H182 SING N N 52 
4D2 C19 H191 SING N N 53 
4D2 C19 H192 SING N N 54 
# 
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 
4D2 SMILES           ACDLabs              12.01 "O=C(O)c1c(ccc2OCOc12)CC(CC(C)C)CNC(=O)c3cccnc3"                                                                                                                        
4D2 InChI            InChI                1.03  "InChI=1S/C21H24N2O5/c1-13(2)8-14(10-23-20(24)16-4-3-7-22-11-16)9-15-5-6-17-19(28-12-27-17)18(15)21(25)26/h3-7,11,13-14H,8-10,12H2,1-2H3,(H,23,24)(H,25,26)/t14-/m0/s1" 
4D2 InChIKey         InChI                1.03  LRIOQCGZQZMXSL-AWEZNQCLSA-N                                                                                                                                             
4D2 SMILES_CANONICAL CACTVS               3.385 "CC(C)C[C@H](CNC(=O)c1cccnc1)Cc2ccc3OCOc3c2C(O)=O"                                                                                                                      
4D2 SMILES           CACTVS               3.385 "CC(C)C[CH](CNC(=O)c1cccnc1)Cc2ccc3OCOc3c2C(O)=O"                                                                                                                       
4D2 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(C)C[C@@H](Cc1ccc2c(c1C(=O)O)OCO2)CNC(=O)c3cccnc3"                                                                                                                   
4D2 SMILES           "OpenEye OEToolkits" 1.9.2 "CC(C)CC(Cc1ccc2c(c1C(=O)O)OCO2)CNC(=O)c3cccnc3"                                                                                                                        
# 
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 
4D2 "SYSTEMATIC NAME" ACDLabs              12.01 "5-[(2S)-4-methyl-2-{[(pyridin-3-ylcarbonyl)amino]methyl}pentyl]-1,3-benzodioxole-4-carboxylic acid" 
4D2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "5-[(2S)-4-methyl-2-[(pyridin-3-ylcarbonylamino)methyl]pentyl]-1,3-benzodioxole-4-carboxylic acid"   
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
4D2 "Create component"  2013-12-22 EBI  
4D2 "Initial release"   2014-01-08 RCSB 
4D2 "Modify descriptor" 2014-09-05 RCSB 
# 
