data_4VA
# 
_chem_comp.id                                    4VA 
_chem_comp.name                                  "(2S)-4-amino-N-[(1R)-1-(4-chloro-2-fluoro-3-phenoxyphenyl)propyl]-4-oxobutan-2-aminium" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H23 Cl F N2 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2012-08-16 
_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                        365.850 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     4VA 
_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        4B73 
_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 
4VA F    F    F  0 1 N N N 2.887  13.028 -42.083 -0.776 1.714  -1.170 F    4VA 1  
4VA CL   CL   CL 0 0 N N N 4.822  17.354 -40.395 -2.142 -3.005 0.135  CL   4VA 2  
4VA C1   C1   C  0 1 N N N 0.090  14.723 -44.653 2.341  3.730  1.334  C1   4VA 3  
4VA C2   C2   C  0 1 N N N 0.337  13.597 -43.710 1.426  2.505  1.377  C2   4VA 4  
4VA C3   C3   C  0 1 N N R 0.212  13.994 -42.242 1.703  1.618  0.162  C3   4VA 5  
4VA N5   N5   N  1 1 N N N 0.039  12.745 -41.416 3.079  1.107  0.231  N5   4VA 6  
4VA C8   C8   C  0 1 N N S -1.328 12.108 -41.403 3.391  0.372  -1.002 C8   4VA 7  
4VA C10  C10  C  0 1 N N N -1.266 10.750 -40.712 3.324  1.327  -2.195 C10  4VA 8  
4VA C11  C11  C  0 1 N N N -2.304 13.067 -40.737 4.799  -0.219 -0.900 C11  4VA 9  
4VA C12  C12  C  0 1 N N N -1.957 13.317 -39.299 4.827  -1.266 0.183  C12  4VA 10 
4VA O13  O13  O  0 1 N N N -0.803 13.417 -38.953 3.799  -1.597 0.733  O13  4VA 11 
4VA N14  N14  N  0 1 N N N -2.978 13.406 -38.456 5.996  -1.834 0.540  N14  4VA 12 
4VA C15  C15  C  0 1 Y N N 1.384  14.828 -41.774 0.737  0.461  0.153  C15  4VA 13 
4VA C16  C16  C  0 1 Y N N 1.190  16.143 -41.394 1.052  -0.706 0.823  C16  4VA 14 
4VA C17  C17  C  0 1 Y N N 2.252  16.907 -40.978 0.168  -1.770 0.818  C17  4VA 15 
4VA C18  C18  C  0 1 Y N N 3.516  16.362 -40.935 -1.034 -1.669 0.142  C18  4VA 16 
4VA C20  C20  C  0 1 Y N N 3.726  15.048 -41.297 -1.353 -0.498 -0.532 C20  4VA 17 
4VA O21  O21  O  0 1 N N N 4.977  14.501 -41.276 -2.534 -0.396 -1.197 O21  4VA 18 
4VA C22  C22  C  0 1 Y N N 5.670  14.238 -40.119 -3.610 0.080  -0.517 C22  4VA 19 
4VA C23  C23  C  0 1 Y N N 5.031  14.255 -38.895 -4.837 0.202  -1.155 C23  4VA 20 
4VA C24  C24  C  0 1 Y N N 5.737  13.982 -37.754 -5.929 0.687  -0.462 C24  4VA 21 
4VA C25  C25  C  0 1 Y N N 7.088  13.681 -37.826 -5.801 1.050  0.866  C25  4VA 22 
4VA C26  C26  C  0 1 Y N N 7.727  13.660 -39.041 -4.580 0.929  1.504  C26  4VA 23 
4VA C27  C27  C  0 1 Y N N 7.026  13.940 -40.188 -3.486 0.440  0.817  C27  4VA 24 
4VA C28  C28  C  0 1 Y N N 2.675  14.301 -41.721 -0.467 0.571  -0.520 C28  4VA 25 
4VA H3   H3   H  0 1 N N N -0.699 14.601 -42.135 1.579  2.202  -0.750 H3   4VA 26 
4VA HN5  HN5  H  0 1 N N N 0.684  12.064 -41.762 3.720  1.879  0.335  HN5  4VA 27 
4VA HN5A HN5A H  0 0 N N N 0.272  12.975 -40.471 3.168  0.488  1.023  HN5A 4VA 28 
4VA H8   H8   H  0 1 N N N -1.651 11.952 -42.443 2.669  -0.432 -1.139 H8   4VA 29 
4VA H1   H1   H  0 1 N N N 0.197  14.365 -45.688 3.378  3.414  1.447  H1   4VA 30 
4VA H1A  H1A  H  0 1 N N N -0.928 15.111 -44.502 2.220  4.240  0.378  H1A  4VA 31 
4VA H1B  H1B  H  0 1 N N N 0.819  15.525 -44.465 2.078  4.410  2.144  H1B  4VA 32 
4VA H2   H2   H  0 1 N N N -0.393 12.801 -43.919 1.618  1.941  2.290  H2   4VA 33 
4VA H2A  H2A  H  0 1 N N N 1.354  13.215 -43.882 0.385  2.828  1.362  H2A  4VA 34 
4VA H10  H10  H  0 1 N N N -2.267 10.294 -40.708 4.076  2.107  -2.079 H10  4VA 35 
4VA H10A H10A H  0 0 N N N -0.567 10.095 -41.253 3.513  0.774  -3.115 H10A 4VA 36 
4VA H10B H10B H  0 0 N N N -0.919 10.881 -39.677 2.334  1.782  -2.241 H10B 4VA 37 
4VA H11  H11  H  0 1 N N N -2.285 14.025 -41.278 5.072  -0.673 -1.853 H11  4VA 38 
4VA H11A H11A H  0 0 N N N -3.315 12.637 -40.788 5.509  0.573  -0.659 H11A 4VA 39 
4VA HN14 HN14 H  0 0 N N N -2.811 13.563 -37.483 6.819  -1.569 0.100  HN14 4VA 40 
4VA HN1A HN1A H  0 0 N N N -3.915 13.316 -38.794 6.014  -2.509 1.237  HN1A 4VA 41 
4VA H16  H16  H  0 1 N N N 0.199  16.571 -41.425 1.990  -0.788 1.351  H16  4VA 42 
4VA H17  H17  H  0 1 N N N 2.096  17.935 -40.685 0.417  -2.681 1.342  H17  4VA 43 
4VA H23  H23  H  0 1 N N N 3.977  14.483 -38.838 -4.938 -0.081 -2.192 H23  4VA 44 
4VA H24  H24  H  0 1 N N N 5.240  14.001 -36.795 -6.884 0.782  -0.957 H24  4VA 45 
4VA H25  H25  H  0 1 N N N 7.640  13.462 -36.924 -6.656 1.429  1.406  H25  4VA 46 
4VA H26  H26  H  0 1 N N N 8.779  13.424 -39.095 -4.482 1.214  2.541  H26  4VA 47 
4VA H27  H27  H  0 1 N N N 7.528  13.929 -41.144 -2.534 0.342  1.317  H27  4VA 48 
# 
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 
4VA F   C28  SING N N 1  
4VA CL  C18  SING N N 2  
4VA C1  C2   SING N N 3  
4VA C1  H1   SING N N 4  
4VA C1  H1A  SING N N 5  
4VA C1  H1B  SING N N 6  
4VA C2  C3   SING N N 7  
4VA C2  H2   SING N N 8  
4VA C2  H2A  SING N N 9  
4VA C3  N5   SING N N 10 
4VA C3  C15  SING N N 11 
4VA C3  H3   SING N N 12 
4VA N5  C8   SING N N 13 
4VA N5  HN5  SING N N 14 
4VA N5  HN5A SING N N 15 
4VA C8  C10  SING N N 16 
4VA C8  C11  SING N N 17 
4VA C8  H8   SING N N 18 
4VA C10 H10  SING N N 19 
4VA C10 H10A SING N N 20 
4VA C10 H10B SING N N 21 
4VA C11 C12  SING N N 22 
4VA C11 H11  SING N N 23 
4VA C11 H11A SING N N 24 
4VA C12 O13  DOUB N N 25 
4VA C12 N14  SING N N 26 
4VA N14 HN14 SING N N 27 
4VA N14 HN1A SING N N 28 
4VA C15 C16  DOUB Y N 29 
4VA C15 C28  SING Y N 30 
4VA C16 C17  SING Y N 31 
4VA C16 H16  SING N N 32 
4VA C17 C18  DOUB Y N 33 
4VA C17 H17  SING N N 34 
4VA C18 C20  SING Y N 35 
4VA C20 O21  SING N N 36 
4VA C20 C28  DOUB Y N 37 
4VA O21 C22  SING N N 38 
4VA C22 C23  DOUB Y N 39 
4VA C22 C27  SING Y N 40 
4VA C23 C24  SING Y N 41 
4VA C23 H23  SING N N 42 
4VA C24 C25  DOUB Y N 43 
4VA C24 H24  SING N N 44 
4VA C25 C26  SING Y N 45 
4VA C25 H25  SING N N 46 
4VA C26 C27  DOUB Y N 47 
4VA C26 H26  SING N N 48 
4VA C27 H27  SING N N 49 
# 
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 
4VA SMILES           ACDLabs              12.01 "Clc2ccc(c(F)c2Oc1ccccc1)C([NH2+]C(C)CC(=O)N)CC"                                                                                                             
4VA InChI            InChI                1.03  "InChI=1S/C19H22ClFN2O2/c1-3-16(23-12(2)11-17(22)24)14-9-10-15(20)19(18(14)21)25-13-7-5-4-6-8-13/h4-10,12,16,23H,3,11H2,1-2H3,(H2,22,24)/p+1/t12-,16+/m0/s1" 
4VA InChIKey         InChI                1.03  DXPCUPMRYIXTFI-BLLLJJGKSA-O                                                                                                                                  
4VA SMILES_CANONICAL CACTVS               3.385 "CC[C@@H]([NH2+][C@@H](C)CC(N)=O)c1ccc(Cl)c(Oc2ccccc2)c1F"                                                                                                   
4VA SMILES           CACTVS               3.385 "CC[CH]([NH2+][CH](C)CC(N)=O)c1ccc(Cl)c(Oc2ccccc2)c1F"                                                                                                       
4VA SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC[C@H](c1ccc(c(c1F)Oc2ccccc2)Cl)[NH2+][C@@H](C)CC(=O)N"                                                                                                    
4VA SMILES           "OpenEye OEToolkits" 1.9.2 "CCC(c1ccc(c(c1F)Oc2ccccc2)Cl)[NH2+]C(C)CC(=O)N"                                                                                                             
# 
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 
4VA "SYSTEMATIC NAME" ACDLabs              12.01 "(2S)-4-amino-N-[(1R)-1-(4-chloro-2-fluoro-3-phenoxyphenyl)propyl]-4-oxobutan-2-aminium"                      
4VA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "[(2S)-4-azanyl-4-oxidanylidene-butan-2-yl]-[(1R)-1-(4-chloranyl-2-fluoranyl-3-phenoxy-phenyl)propyl]azanium" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
4VA "Create component"  2012-08-16 EBI  
4VA "Initial release"   2012-09-28 RCSB 
4VA "Modify descriptor" 2014-09-05 RCSB 
# 
