data_VXO
# 
_chem_comp.id                                    VXO 
_chem_comp.name                                  "5-[(2S)-2-[[2-(1H-indol-3-yl)ethanoylamino]methyl]-4-methyl-pentyl]-1,3-benzodioxole-4-carboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H28 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                    2014-04-28 
_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                        436.500 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     VXO 
_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        4CJQ 
_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 
VXO C1   C1   C 0 1 Y N N -36.474 35.006 -20.817 -6.935 0.882  1.279  C1   VXO 1  
VXO C2   C2   C 0 1 Y N N -37.014 36.253 -20.603 -7.786 -0.212 1.207  C2   VXO 2  
VXO C3   C3   C 0 1 Y N N -36.492 34.034 -19.842 -5.779 0.912  0.551  C3   VXO 3  
VXO C4   C4   C 0 1 Y N N -32.601 31.711 -11.835 2.335  -1.205 1.897  C4   VXO 4  
VXO C5   C5   C 0 1 Y N N -37.600 36.590 -19.404 -7.481 -1.287 0.402  C5   VXO 5  
VXO C6   C6   C 0 1 Y N N -32.172 32.503 -10.792 2.769  -2.506 1.706  C6   VXO 6  
VXO C7   C7   C 0 1 Y N N -37.916 34.454 -16.547 -4.557 -1.670 -1.700 C7   VXO 7  
VXO C8   C8   C 0 1 Y N N -37.076 34.350 -18.629 -5.451 -0.167 -0.272 C8   VXO 8  
VXO C9   C9   C 0 1 Y N N -32.582 33.568 -13.363 3.865  -0.442 0.208  C9   VXO 9  
VXO C10  C10  C 0 1 Y N N -32.815 32.222 -13.106 2.874  -0.175 1.158  C10  VXO 10 
VXO C11  C11  C 0 1 Y N N -37.268 33.619 -17.430 -4.326 -0.461 -1.164 C11  VXO 11 
VXO C12  C12  C 0 1 Y N N -37.612 35.608 -18.441 -6.309 -1.278 -0.349 C12  VXO 12 
VXO C13  C13  C 0 1 Y N N -31.952 33.825 -11.060 3.750  -2.787 0.770  C13  VXO 13 
VXO C14  C14  C 0 1 Y N N -32.155 34.334 -12.305 4.305  -1.757 0.015  C14  VXO 14 
VXO C15  C15  C 0 1 N N N -32.771 34.232 -14.679 4.445  0.657  -0.586 C15  VXO 15 
VXO C16  C16  C 0 1 N N N -37.017 31.776 -15.800 -2.093 0.195  -0.365 C16  VXO 16 
VXO C17  C17  C 0 1 N N N -31.177 35.800 -11.101 4.961  -3.696 -0.870 C17  VXO 17 
VXO C18  C18  C 0 1 N N N -33.085 27.718 -13.895 2.300  3.756  -1.404 C18  VXO 18 
VXO C19  C19  C 0 1 N N N -33.970 27.468 -16.214 1.684  5.385  0.388  C19  VXO 19 
VXO C20  C20  C 0 1 N N N -36.835 32.227 -17.217 -3.136 0.424  -1.429 C20  VXO 20 
VXO C21  C21  C 0 1 N N N -33.258 31.256 -14.160 2.395  1.238  1.372  C21  VXO 21 
VXO C22  C22  C 0 1 N N N -34.735 29.368 -14.853 0.875  3.025  0.514  C22  VXO 22 
VXO C23  C23  C 0 1 N N N -35.705 31.351 -13.765 0.079  0.660  0.636  C23  VXO 23 
VXO C24  C24  C 0 1 N N N -33.553 28.453 -15.138 2.038  3.926  0.094  C24  VXO 24 
VXO C25  C25  C 0 1 N N S -34.490 30.446 -13.810 1.288  1.559  0.367  C25  VXO 25 
VXO N26  N26  N 0 1 Y N N -38.118 35.652 -17.171 -5.737 -2.174 -1.224 N26  VXO 26 
VXO N27  N27  N 0 1 N N N -35.921 32.055 -15.010 -0.935 0.882  -0.398 N27  VXO 27 
VXO O28  O28  O 0 1 N N N -31.861 35.007 -15.080 5.357  1.319  -0.132 O28  VXO 28 
VXO O29  O29  O 0 1 N N N -33.854 34.004 -15.285 3.963  0.928  -1.814 O29  VXO 29 
VXO O30  O30  O 0 1 N N N -38.041 31.216 -15.437 -2.297 -0.608 0.521  O30  VXO 30 
VXO O31  O31  O 0 1 N N N -31.511 34.769 -10.174 4.337  -3.963 0.400  O31  VXO 31 
VXO O32  O32  O 0 1 N N N -31.864 35.662 -12.349 5.238  -2.284 -0.826 O32  VXO 32 
VXO H1   H1   H 0 1 N N N -36.025 34.784 -21.774 -7.191 1.719  1.912  H1   VXO 33 
VXO H2   H2   H 0 1 N N N -36.977 36.986 -21.395 -8.696 -0.221 1.788  H2   VXO 34 
VXO H3   H3   H 0 1 N N N -36.065 33.058 -20.019 -5.123 1.767  0.612  H3   VXO 35 
VXO H5   H5   H 0 1 N N N -38.025 37.567 -19.230 -8.149 -2.135 0.353  H5   VXO 36 
VXO H4   H4   H 0 1 N N N -32.776 30.660 -11.657 1.566  -0.997 2.627  H4   VXO 37 
VXO H6   H6   H 0 1 N N N -32.016 32.096 -9.804  2.341  -3.307 2.291  H6   VXO 38 
VXO H7   H7   H 0 1 N N N -38.212 34.205 -15.539 -3.908 -2.171 -2.403 H7   VXO 39 
VXO H26  H26  H 0 1 N N N -38.569 36.444 -16.760 -6.115 -3.033 -1.468 H26  VXO 40 
VXO H211 H211 H 0 0 N N N -33.473 31.826 -15.076 2.007  1.340  2.386  H211 VXO 41 
VXO H212 H212 H 0 0 N N N -32.432 30.555 -14.350 3.227  1.928  1.230  H212 VXO 42 
VXO H201 H201 H 0 0 N N N -37.425 31.571 -17.874 -2.716 0.186  -2.406 H201 VXO 43 
VXO H202 H202 H 0 0 N N N -35.770 32.146 -17.478 -3.449 1.468  -1.412 H202 VXO 44 
VXO H29  H29  H 0 1 N N N -33.878 34.507 -16.091 4.423  1.606  -2.327 H29  VXO 45 
VXO H27  H27  H 0 1 N N N -35.267 32.753 -15.302 -0.772 1.525  -1.106 H27  VXO 46 
VXO H171 H171 H 0 0 N N N -31.442 36.771 -10.658 5.886  -4.265 -0.969 H171 VXO 47 
VXO H172 H172 H 0 0 N N N -30.094 35.767 -11.290 4.279  -3.928 -1.688 H172 VXO 48 
VXO H181 H181 H 0 0 N N N -32.787 28.447 -13.127 2.552  2.717  -1.613 H181 VXO 49 
VXO H182 H182 H 0 0 N N N -33.904 27.093 -13.509 1.406  4.033  -1.962 H182 VXO 50 
VXO H183 H183 H 0 0 N N N -32.225 27.081 -14.148 3.129  4.398  -1.703 H183 VXO 51 
VXO H24  H24  H 0 1 N N N -32.721 29.062 -15.521 2.932  3.649  0.653  H24  VXO 52 
VXO H191 H191 H 0 0 N N N -34.305 28.018 -17.105 0.844  5.688  -0.236 H191 VXO 53 
VXO H192 H192 H 0 0 N N N -33.114 26.829 -16.478 1.413  5.489  1.439  H192 VXO 54 
VXO H193 H193 H 0 0 N N N -34.793 26.842 -15.839 2.545  6.018  0.171  H193 VXO 55 
VXO H25  H25  H 0 1 N N N -34.349 29.975 -12.826 1.653  1.383  -0.645 H25  VXO 56 
VXO H221 H221 H 0 0 N N N -35.014 29.864 -15.794 0.615  3.227  1.553  H221 VXO 57 
VXO H222 H222 H 0 0 N N N -35.571 28.744 -14.505 0.013  3.225  -0.122 H222 VXO 58 
VXO H231 H231 H 0 0 N N N -36.593 30.739 -13.548 0.392  -0.384 0.619  H231 VXO 59 
VXO H232 H232 H 0 0 N N N -35.564 32.090 -12.962 -0.341 0.898  1.613  H232 VXO 60 
# 
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 
VXO C1  C2   SING Y N 1  
VXO C1  C3   DOUB Y N 2  
VXO C2  C5   DOUB Y N 3  
VXO C3  C8   SING Y N 4  
VXO C4  C6   SING Y N 5  
VXO C4  C10  DOUB Y N 6  
VXO C5  C12  SING Y N 7  
VXO C6  C13  DOUB Y N 8  
VXO C7  C11  DOUB Y N 9  
VXO C7  N26  SING Y N 10 
VXO C8  C11  SING Y N 11 
VXO C8  C12  DOUB Y N 12 
VXO C9  C10  SING Y N 13 
VXO C9  C14  DOUB Y N 14 
VXO C9  C15  SING N N 15 
VXO C10 C21  SING N N 16 
VXO C11 C20  SING N N 17 
VXO C12 N26  SING Y N 18 
VXO C13 C14  SING Y N 19 
VXO C13 O31  SING N N 20 
VXO C14 O32  SING N N 21 
VXO C15 O28  DOUB N N 22 
VXO C15 O29  SING N N 23 
VXO C16 C20  SING N N 24 
VXO C16 N27  SING N N 25 
VXO C16 O30  DOUB N N 26 
VXO C17 O31  SING N N 27 
VXO C17 O32  SING N N 28 
VXO C18 C24  SING N N 29 
VXO C19 C24  SING N N 30 
VXO C21 C25  SING N N 31 
VXO C22 C24  SING N N 32 
VXO C22 C25  SING N N 33 
VXO C23 C25  SING N N 34 
VXO C23 N27  SING N N 35 
VXO C1  H1   SING N N 36 
VXO C2  H2   SING N N 37 
VXO C3  H3   SING N N 38 
VXO C5  H5   SING N N 39 
VXO C4  H4   SING N N 40 
VXO C6  H6   SING N N 41 
VXO C7  H7   SING N N 42 
VXO N26 H26  SING N N 43 
VXO C21 H211 SING N N 44 
VXO C21 H212 SING N N 45 
VXO C20 H201 SING N N 46 
VXO C20 H202 SING N N 47 
VXO O29 H29  SING N N 48 
VXO N27 H27  SING N N 49 
VXO C17 H171 SING N N 50 
VXO C17 H172 SING N N 51 
VXO C18 H181 SING N N 52 
VXO C18 H182 SING N N 53 
VXO C18 H183 SING N N 54 
VXO C24 H24  SING N N 55 
VXO C19 H191 SING N N 56 
VXO C19 H192 SING N N 57 
VXO C19 H193 SING N N 58 
VXO C25 H25  SING N N 59 
VXO C22 H221 SING N N 60 
VXO C22 H222 SING N N 61 
VXO C23 H231 SING N N 62 
VXO C23 H232 SING N N 63 
# 
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 
VXO SMILES           ACDLabs              12.01 "O=C(O)c1c(ccc2OCOc12)CC(CC(C)C)CNC(=O)Cc4c3ccccc3nc4"                                                                                                                                    
VXO InChI            InChI                1.03  "InChI=1S/C25H28N2O5/c1-15(2)9-16(10-17-7-8-21-24(32-14-31-21)23(17)25(29)30)12-27-22(28)11-18-13-26-20-6-4-3-5-19(18)20/h3-8,13,15-16,26H,9-12,14H2,1-2H3,(H,27,28)(H,29,30)/t16-/m0/s1" 
VXO InChIKey         InChI                1.03  MHGZHTDTSPSYHZ-INIZCTEOSA-N                                                                                                                                                               
VXO SMILES_CANONICAL CACTVS               3.385 "CC(C)C[C@H](CNC(=O)Cc1c[nH]c2ccccc12)Cc3ccc4OCOc4c3C(O)=O"                                                                                                                               
VXO SMILES           CACTVS               3.385 "CC(C)C[CH](CNC(=O)Cc1c[nH]c2ccccc12)Cc3ccc4OCOc4c3C(O)=O"                                                                                                                                
VXO SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)C[C@@H](Cc1ccc2c(c1C(=O)O)OCO2)CNC(=O)Cc3c[nH]c4c3cccc4"                                                                                                                            
VXO SMILES           "OpenEye OEToolkits" 1.7.6 "CC(C)CC(Cc1ccc2c(c1C(=O)O)OCO2)CNC(=O)Cc3c[nH]c4c3cccc4"                                                                                                                                 
# 
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 
VXO "SYSTEMATIC NAME" ACDLabs              12.01 "6-{[{2-[(cyclohexylmethyl)carbamoyl]benzyl}(methyl)amino]methyl}-2,3-dihydro-1,4-benzodioxine-5-carboxylic acid" 
VXO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "5-[(2S)-2-[[2-(1H-indol-3-yl)ethanoylamino]methyl]-4-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 
VXO "Create component"   2013-12-22 EBI  
VXO "Initial release"    2014-01-08 RCSB 
VXO "Other modification" 2014-04-28 EBI  
# 
