data_PH5
# 
_chem_comp.id                                    PH5 
_chem_comp.name                                  2-PHENYL-PROP5AC 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H27 N O9" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-06-27 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        413.419 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PH5 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2BVE 
_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 
PH5 C1   C1   C 0 1 N N N 17.859 37.113 32.530 -0.572 -1.093 -1.724 C1   PH5 1  
PH5 O1A  O1A  O 0 1 N N N 17.184 36.322 33.201 -0.268 -2.084 -2.345 O1A  PH5 2  
PH5 O1B  O1B  O 0 1 N N N 17.378 37.771 31.578 -0.823 0.054  -2.372 O1B  PH5 3  
PH5 C2   C2   C 0 1 N N R 19.320 37.353 32.926 -0.668 -1.146 -0.221 C2   PH5 4  
PH5 O2   O2   O 0 1 N N N 19.351 38.281 33.973 -2.024 -1.390 0.160  O2   PH5 5  
PH5 C3   C3   C 0 1 N N N 19.958 36.047 33.407 0.220  -2.275 0.307  C3   PH5 6  
PH5 C4   C4   C 0 1 N N S 20.177 35.048 32.265 1.665  -2.022 -0.135 C4   PH5 7  
PH5 O4   O4   O 0 1 N N N 20.926 33.927 32.723 2.531  -2.983 0.472  O4   PH5 8  
PH5 C5   C5   C 0 1 N N R 20.892 35.691 31.067 2.073  -0.611 0.305  C5   PH5 9  
PH5 N5   N5   N 0 1 N N N 20.919 34.701 29.999 3.395  -0.291 -0.239 N5   PH5 10 
PH5 C10  C10  C 0 1 N N N 22.015 34.488 29.277 4.506  -0.673 0.421  C10  PH5 11 
PH5 O10  O10  O 0 1 N N N 23.056 35.124 29.407 4.412  -1.282 1.465  O10  PH5 12 
PH5 C11  C11  C 0 1 N N N 21.915 33.398 28.248 5.866  -0.343 -0.139 C11  PH5 13 
PH5 C12  C12  C 0 1 N N N 22.649 32.183 28.754 6.948  -0.886 0.796  C12  PH5 14 
PH5 C6   C6   C 0 1 N N R 20.105 36.941 30.654 1.045  0.393  -0.220 C6   PH5 15 
PH5 O6   O6   O 0 1 N N N 20.002 37.848 31.775 -0.240 0.100  0.325  O6   PH5 16 
PH5 C7   C7   C 0 1 N N R 20.738 37.690 29.463 1.460  1.808  0.188  C7   PH5 17 
PH5 O7   O7   O 0 1 N N N 22.082 38.023 29.761 1.628  1.865  1.606  O7   PH5 18 
PH5 C8   C8   C 0 1 N N R 19.962 38.989 29.178 0.376  2.800  -0.237 C8   PH5 19 
PH5 O8   O8   O 0 1 N N N 18.567 38.740 29.243 0.207  2.744  -1.654 O8   PH5 20 
PH5 C9   C9   C 0 1 N N N 20.334 39.534 27.792 0.790  4.215  0.172  C9   PH5 21 
PH5 O9   O9   O 0 1 N N N 19.782 40.829 27.603 -0.272 5.126  -0.119 O9   PH5 22 
PH5 CB   CB   C 0 1 N N N 19.161 39.618 33.593 -2.779 -0.246 -0.244 CB   PH5 23 
PH5 CG   CG   C 0 1 Y N N 19.684 40.600 34.592 -4.198 -0.383 0.244  CG   PH5 24 
PH5 CD1  CD1  C 0 1 Y N N 18.878 41.038 35.644 -4.552 0.110  1.486  CD1  PH5 25 
PH5 CD2  CD2  C 0 1 Y N N 20.974 41.083 34.487 -5.147 -0.996 -0.552 CD2  PH5 26 
PH5 CE1  CE1  C 0 1 Y N N 19.351 41.949 36.573 -5.854 -0.016 1.934  CE1  PH5 27 
PH5 CE2  CE2  C 0 1 Y N N 21.466 41.996 35.408 -6.448 -1.125 -0.103 CE2  PH5 28 
PH5 CZ   CZ   C 0 1 Y N N 20.656 42.435 36.458 -6.802 -0.634 1.140  CZ   PH5 29 
PH5 H1B  H1B  H 0 1 N N N 16.457 37.559 31.479 -0.761 0.088  -3.337 H1B  PH5 30 
PH5 H3C1 1H3C H 0 0 N N N 19.273 35.584 34.132 -0.123 -3.228 -0.097 H3C1 PH5 31 
PH5 H3C2 2H3C H 0 0 N N N 20.934 36.281 33.858 0.170  -2.300 1.396  H3C2 PH5 32 
PH5 H4   H4   H 0 1 N N N 19.183 34.717 31.929 1.735  -2.101 -1.220 H4   PH5 33 
PH5 HA   HA   H 0 1 N N N 21.093 33.339 31.996 2.240  -3.853 0.169  HA   PH5 34 
PH5 H5   H5   H 0 1 N N N 21.922 35.995 31.306 2.105  -0.564 1.394  H5   PH5 35 
PH5 HB   HB   H 0 1 N N N 20.095 34.169 29.804 3.470  0.197  -1.074 HB   PH5 36 
PH5 H111 1H11 H 0 0 N N N 22.361 33.736 27.301 5.970  0.739  -0.226 H111 PH5 37 
PH5 H112 2H11 H 0 0 N N N 20.858 33.147 28.075 5.974  -0.799 -1.123 H112 PH5 38 
PH5 H121 1H12 H 0 0 N N N 22.043 31.683 29.524 6.840  -0.430 1.781  H121 PH5 39 
PH5 H122 2H12 H 0 0 N N N 23.612 32.491 29.188 6.843  -1.967 0.884  H122 PH5 40 
PH5 H123 3H12 H 0 0 N N N 22.828 31.488 27.920 7.931  -0.647 0.392  H123 PH5 41 
PH5 H6   H6   H 0 1 N N N 19.111 36.594 30.336 1.001  0.328  -1.307 H6   PH5 42 
PH5 H7   H7   H 0 1 N N N 20.700 37.034 28.581 2.400  2.066  -0.300 H7   PH5 43 
PH5 HC   HC   H 0 1 N N N 22.577 38.098 28.953 0.776  1.630  1.998  HC   PH5 44 
PH5 H8   H8   H 0 1 N N N 20.230 39.739 29.937 -0.564 2.542  0.252  H8   PH5 45 
PH5 HD   HD   H 0 1 N N N 18.297 38.684 30.152 1.059  2.978  -2.047 HD   PH5 46 
PH5 H9C1 1H9C H 0 0 N N N 19.931 38.859 27.023 1.005  4.237  1.240  H9C1 PH5 47 
PH5 H9C2 2H9C H 0 0 N N N 21.429 39.593 27.710 1.682  4.507  -0.384 H9C2 PH5 48 
PH5 H9   H9   H 0 1 N N N 19.659 41.247 28.447 0.030  6.003  0.153  H9   PH5 49 
PH5 HBC1 1HBC H 0 0 N N N 18.077 39.783 33.510 -2.333 0.652  0.182  HBC1 PH5 50 
PH5 HBC2 2HBC H 0 0 N N N 19.688 39.783 32.642 -2.774 -0.174 -1.331 HBC2 PH5 51 
PH5 HD1  HD1  H 0 1 N N N 17.870 40.661 35.735 -3.812 0.592  2.107  HD1  PH5 52 
PH5 HD2  HD2  H 0 1 N N N 21.606 40.746 33.679 -4.870 -1.380 -1.523 HD2  PH5 53 
PH5 HE1  HE1  H 0 1 N N N 18.716 42.282 37.381 -6.130 0.368  2.905  HE1  PH5 54 
PH5 HE2  HE2  H 0 1 N N N 22.476 42.368 35.313 -7.188 -1.608 -0.723 HE2  PH5 55 
PH5 HZ   HZ   H 0 1 N N N 21.036 43.146 37.177 -7.818 -0.732 1.490  HZ   PH5 56 
# 
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 
PH5 C1  O1A  DOUB N N 1  
PH5 C1  O1B  SING N N 2  
PH5 C1  C2   SING N N 3  
PH5 O1B H1B  SING N N 4  
PH5 C2  O2   SING N N 5  
PH5 C2  C3   SING N N 6  
PH5 C2  O6   SING N N 7  
PH5 O2  CB   SING N N 8  
PH5 C3  C4   SING N N 9  
PH5 C3  H3C1 SING N N 10 
PH5 C3  H3C2 SING N N 11 
PH5 C4  O4   SING N N 12 
PH5 C4  C5   SING N N 13 
PH5 C4  H4   SING N N 14 
PH5 O4  HA   SING N N 15 
PH5 C5  N5   SING N N 16 
PH5 C5  C6   SING N N 17 
PH5 C5  H5   SING N N 18 
PH5 N5  C10  SING N N 19 
PH5 N5  HB   SING N N 20 
PH5 C10 O10  DOUB N N 21 
PH5 C10 C11  SING N N 22 
PH5 C11 C12  SING N N 23 
PH5 C11 H111 SING N N 24 
PH5 C11 H112 SING N N 25 
PH5 C12 H121 SING N N 26 
PH5 C12 H122 SING N N 27 
PH5 C12 H123 SING N N 28 
PH5 C6  O6   SING N N 29 
PH5 C6  C7   SING N N 30 
PH5 C6  H6   SING N N 31 
PH5 C7  O7   SING N N 32 
PH5 C7  C8   SING N N 33 
PH5 C7  H7   SING N N 34 
PH5 O7  HC   SING N N 35 
PH5 C8  O8   SING N N 36 
PH5 C8  C9   SING N N 37 
PH5 C8  H8   SING N N 38 
PH5 O8  HD   SING N N 39 
PH5 C9  O9   SING N N 40 
PH5 C9  H9C1 SING N N 41 
PH5 C9  H9C2 SING N N 42 
PH5 O9  H9   SING N N 43 
PH5 CB  CG   SING N N 44 
PH5 CB  HBC1 SING N N 45 
PH5 CB  HBC2 SING N N 46 
PH5 CG  CD1  DOUB Y N 47 
PH5 CG  CD2  SING Y N 48 
PH5 CD1 CE1  SING Y N 49 
PH5 CD1 HD1  SING N N 50 
PH5 CD2 CE2  DOUB Y N 51 
PH5 CD2 HD2  SING N N 52 
PH5 CE1 CZ   DOUB Y N 53 
PH5 CE1 HE1  SING N N 54 
PH5 CE2 CZ   SING Y N 55 
PH5 CE2 HE2  SING N N 56 
PH5 CZ  HZ   SING N N 57 
# 
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 
PH5 SMILES           ACDLabs              10.04 O=C(O)C2(OCc1ccccc1)OC(C(O)C(O)CO)C(NC(=O)CC)C(O)C2                                                                                                                                                        
PH5 InChI            InChI                1.02b InChI=1/C19H27NO9/c1-2-14(24)20-15-12(22)8-19(18(26)27,28-10-11-6-4-3-5-7-11)29-17(15)16(25)13(23)9-21/h3-7,12-13,15-17,21-23,25H,2,8-10H2,1H3,(H,20,24)(H,26,27)/t12-,13+,15+,16+,17+,19+/m0/s1/f/h20,26H 
PH5 InChIKey         InChI                1.02b XDURJXFZCXMSHL-AQGHWPDXDA                                                                                                                                                                                  
PH5 SMILES_CANONICAL CACTVS               3.341 CCC(=O)N[C@@H]1[C@@H](O)C[C@@](OCc2ccccc2)(O[C@H]1[C@H](O)[C@H](O)CO)C(O)=O                                                                                                                                
PH5 SMILES           CACTVS               3.341 CCC(=O)N[CH]1[CH](O)C[C](OCc2ccccc2)(O[CH]1[CH](O)[CH](O)CO)C(O)=O                                                                                                                                         
PH5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCC(=O)N[C@@H]1[C@H](C[C@@](O[C@H]1[C@@H]([C@@H](CO)O)O)(C(=O)O)OCc2ccccc2)O                                                                                                                               
PH5 SMILES           "OpenEye OEToolkits" 1.5.0 CCC(=O)NC1C(CC(OC1C(C(CO)O)O)(C(=O)O)OCc2ccccc2)O                                                                                                                                                          
# 
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 
PH5 "SYSTEMATIC NAME" ACDLabs              10.04 "benzyl 3,5-dideoxy-5-(propanoylamino)-D-glycero-alpha-D-galacto-non-2-ulopyranosidonic acid"                          
PH5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,4S,5R,6R)-4-hydroxy-2-phenylmethoxy-5-(propanoylamino)-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid" 
# 
