data_SHP
# 
_chem_comp.id                                    SHP 
_chem_comp.name                                  "(4-HYDROXYMALTOSEPHENYL)GLYCINE" 
_chem_comp.type                                  "L-PEPTIDE LINKING" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C20 H29 N O13" 
_chem_comp.mon_nstd_parent_comp_id               GLY 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2009-01-07 
_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                        491.443 
_chem_comp.one_letter_code                       G 
_chem_comp.three_letter_code                     SHP 
_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        1DSR 
_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 
SHP N      N      N 0 1 N N N 22.101 20.852 16.914 2.945  -0.313 -5.517 N      SHP 1  
SHP CA     CA     C 0 1 N N S 21.676 19.422 16.938 1.492  -0.386 -5.721 CA     SHP 2  
SHP C      C      C 0 1 N N N 21.544 18.932 18.411 0.992  0.931  -6.254 C      SHP 3  
SHP O      O      O 0 1 N N N 22.517 18.923 19.169 1.559  1.956  -5.958 O      SHP 4  
SHP OXT    OXT    O 0 1 N Y N 20.328 18.512 18.796 -0.083 0.965  -7.056 OXT    SHP 5  
SHP C1B    C1*    C 0 1 Y N N 22.476 18.393 16.080 0.816  -0.686 -4.408 C1B    SHP 6  
SHP C2B    C2*    C 0 1 Y N N 21.828 17.215 15.680 0.051  -1.830 -4.271 C2B    SHP 7  
SHP C3B    C3*    C 0 1 Y N N 22.473 16.294 14.863 -0.570 -2.107 -3.069 C3B    SHP 8  
SHP C4B    C4*    C 0 1 Y N N 23.777 16.520 14.437 -0.425 -1.237 -1.998 C4B    SHP 9  
SHP O4B    O4*    O 0 1 N N N 24.316 15.550 13.599 -1.035 -1.508 -0.814 O4B    SHP 10 
SHP C5B    C5*    C 0 1 Y N N 24.430 17.702 14.814 0.342  -0.090 -2.138 C5B    SHP 11 
SHP C6B    C6*    C 0 1 Y N N 23.790 18.622 15.638 0.965  0.179  -3.340 C6B    SHP 12 
SHP C1     C1     C 0 1 N N R 25.703 15.131 13.675 -0.593 -0.515 0.114  C1     SHP 13 
SHP C2     C2     C 0 1 N N S 26.349 15.265 12.275 -0.980 -0.939 1.533  C2     SHP 14 
SHP C3     C3     C 0 1 N N S 27.771 14.655 12.274 -2.500 -1.111 1.608  C3     SHP 15 
SHP C4     C4     C 0 1 N N S 27.808 13.211 12.834 -3.164 0.176  1.109  C4     SHP 16 
SHP C5     C5     C 0 1 N N R 27.029 13.056 14.180 -2.613 0.516  -0.278 C5     SHP 17 
SHP C6     C6     C 0 1 N N N 27.790 13.478 15.458 -3.295 1.783  -0.798 C6     SHP 18 
SHP O1     O1     O 0 1 N N N 26.460 16.672 11.910 -0.566 0.064  2.462  O1     SHP 19 
SHP O3     O3     O 0 1 N N N 28.626 15.487 13.051 -2.892 -1.360 2.959  O3     SHP 20 
SHP O4     O4     O 0 1 N N N 27.232 12.331 11.869 -4.578 -0.011 1.029  O4     SHP 21 
SHP O5     O5     O 0 1 N N N 25.734 13.741 14.122 -1.206 0.733  -0.199 O5     SHP 22 
SHP O6     O6     O 0 1 N N N 28.984 12.718 15.637 -2.788 2.098  -2.096 O6     SHP 23 
SHP "C1'"  "C1'"  C 0 1 N N R 25.531 17.174 10.916 -0.074 -0.619 3.616  "C1'"  SHP 24 
SHP "C2'"  "C2'"  C 0 1 N N S 26.116 17.008 9.485  0.138  0.385  4.751  "C2'"  SHP 25 
SHP "C3'"  "C3'"  C 0 1 N N S 27.157 18.102 9.150  1.132  1.456  4.292  "C3'"  SHP 26 
SHP "C4'"  "C4'"  C 0 1 N N S 26.650 19.525 9.472  2.403  0.761  3.790  "C4'"  SHP 27 
SHP "C5'"  "C5'"  C 0 1 N N R 26.173 19.618 10.946 2.020  -0.271 2.728  "C5'"  SHP 28 
SHP "C6'"  "C6'"  C 0 1 N N N 25.462 20.948 11.256 3.287  -0.946 2.198  "C6'"  SHP 29 
SHP "O2'"  "O2'"  O 0 1 N N N 25.067 17.047 8.522  0.658  -0.289 5.898  "O2'"  SHP 30 
SHP "O3'"  "O3'"  O 0 1 N N N 27.490 18.035 7.766  1.455  2.315  5.387  "O3'"  SHP 31 
SHP "O4'"  "O4'"  O 0 1 N N N 27.711 20.436 9.215  3.285  1.730  3.220  "O4'"  SHP 32 
SHP "O5'"  "O5'"  O 0 1 N N N 25.211 18.562 11.228 1.161  -1.256 3.299  "O5'"  SHP 33 
SHP "O6'"  "O6'"  O 0 1 N N N 24.956 20.920 12.587 2.945  -1.821 1.121  "O6'"  SHP 34 
SHP H      1HN    H 0 1 N N N 22.187 21.172 15.949 3.107  0.428  -4.852 H      SHP 35 
SHP H2     2HN    H 0 1 N Y N 22.957 21.005 17.446 3.218  -1.173 -5.066 H2     SHP 36 
SHP HA     HA     H 0 1 N N N 20.692 19.443 16.414 1.265  -1.177 -6.436 HA     SHP 37 
SHP HXT    HXT    H 0 1 N Y N 20.247 18.213 19.694 -0.404 1.811  -7.398 HXT    SHP 38 
SHP H2B    H2*    H 0 1 N N N 20.796 17.010 16.012 -0.060 -2.507 -5.105 H2B    SHP 39 
SHP H3B    H3*    H 0 1 N N N 21.946 15.376 14.550 -1.167 -3.000 -2.963 H3B    SHP 40 
SHP H5B    H5*    H 0 1 N N N 25.453 17.909 14.460 0.455  0.588  -1.306 H5B    SHP 41 
SHP "H6'"  H6*    H 0 1 N N N 24.326 19.536 15.942 1.564  1.071  -3.450 "H6'"  SHP 42 
SHP H1     H1     H 0 1 N N N 26.273 15.766 14.392 0.489  -0.415 0.048  H1     SHP 43 
SHP HC2    H2     H 0 1 N N N 25.703 14.723 11.544 -0.493 -1.883 1.775  HC2    SHP 44 
SHP H3     H3     H 0 1 N N N 28.114 14.600 11.214 -2.805 -1.947 0.978  H3     SHP 45 
SHP H4     H4     H 0 1 N N N 28.875 12.961 13.037 -2.943 0.991  1.798  H4     SHP 46 
SHP H5     H5     H 0 1 N N N 26.888 11.954 14.277 -2.815 -0.309 -0.960 H5     SHP 47 
SHP H61    1H6    H 0 1 N N N 28.000 14.572 15.462 -4.371 1.618  -0.858 H61    SHP 48 
SHP H62    2H6    H 0 1 N N N 27.134 13.422 16.358 -3.092 2.610  -0.117 H62    SHP 49 
SHP HO3    HO3    H 0 1 N N N 29.499 15.112 13.050 -3.855 -1.449 2.959  HO3    SHP 50 
SHP HO4    HO4    H 0 1 N N N 27.254 11.445 12.212 -4.953 0.818  0.705  HO4    SHP 51 
SHP HO6    HO6    H 0 1 N N N 29.451 12.977 16.422 -3.243 2.901  -2.386 HO6    SHP 52 
SHP "H1'"  "H1'"  H 0 1 N N N 24.586 16.582 10.940 -0.799 -1.371 3.929  "H1'"  SHP 53 
SHP "H2'"  "H2'"  H 0 1 N N N 26.632 16.020 9.452  -0.812 0.854  5.004  "H2'"  SHP 54 
SHP "H3'"  "H3'"  H 0 1 N N N 28.051 17.907 9.786  0.692  2.041  3.485  "H3'"  SHP 55 
SHP "H4'"  "H4'"  H 0 1 N N N 25.773 19.777 8.831  2.898  0.262  4.623  "H4'"  SHP 56 
SHP "H5'"  "H5'"  H 0 1 N N N 27.091 19.529 11.571 1.505  0.227  1.907  "H5'"  SHP 57 
SHP "H6'1" "1H6'" H 0 0 N N N 26.120 21.829 11.074 3.982  -0.185 1.841  "H6'1" SHP 58 
SHP "H6'2" "2H6'" H 0 0 N N N 24.668 21.184 10.509 3.755  -1.519 2.997  "H6'2" SHP 59 
SHP "HO2'" "'HO2" H 0 0 N N N 25.424 16.945 7.647  0.003  -0.953 6.153  "HO2'" SHP 60 
SHP "HO3'" "'HO3" H 0 0 N N N 28.129 18.706 7.560  0.629  2.730  5.670  "HO3'" SHP 61 
SHP "HO4'" "'HO4" H 0 0 N N N 27.399 21.311 9.413  3.500  2.359  3.921  "HO4'" SHP 62 
SHP "HO6'" "'HO6" H 0 0 N N N 24.517 21.740 12.778 3.769  -2.225 0.817  "HO6'" SHP 63 
# 
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 
SHP N     CA     SING N N 1  
SHP N     H      SING N N 2  
SHP N     H2     SING N N 3  
SHP CA    C      SING N N 4  
SHP CA    C1B    SING N N 5  
SHP CA    HA     SING N N 6  
SHP C     O      DOUB N N 7  
SHP C     OXT    SING N N 8  
SHP OXT   HXT    SING N N 9  
SHP C1B   C2B    DOUB Y N 10 
SHP C1B   C6B    SING Y N 11 
SHP C2B   C3B    SING Y N 12 
SHP C2B   H2B    SING N N 13 
SHP C3B   C4B    DOUB Y N 14 
SHP C3B   H3B    SING N N 15 
SHP C4B   O4B    SING N N 16 
SHP C4B   C5B    SING Y N 17 
SHP O4B   C1     SING N N 18 
SHP C5B   C6B    DOUB Y N 19 
SHP C5B   H5B    SING N N 20 
SHP C6B   "H6'"  SING N N 21 
SHP C1    C2     SING N N 22 
SHP C1    O5     SING N N 23 
SHP C1    H1     SING N N 24 
SHP C2    C3     SING N N 25 
SHP C2    O1     SING N N 26 
SHP C2    HC2    SING N N 27 
SHP C3    C4     SING N N 28 
SHP C3    O3     SING N N 29 
SHP C3    H3     SING N N 30 
SHP C4    C5     SING N N 31 
SHP C4    O4     SING N N 32 
SHP C4    H4     SING N N 33 
SHP C5    C6     SING N N 34 
SHP C5    O5     SING N N 35 
SHP C5    H5     SING N N 36 
SHP C6    O6     SING N N 37 
SHP C6    H61    SING N N 38 
SHP C6    H62    SING N N 39 
SHP O1    "C1'"  SING N N 40 
SHP O3    HO3    SING N N 41 
SHP O4    HO4    SING N N 42 
SHP O6    HO6    SING N N 43 
SHP "C1'" "C2'"  SING N N 44 
SHP "C1'" "O5'"  SING N N 45 
SHP "C1'" "H1'"  SING N N 46 
SHP "C2'" "C3'"  SING N N 47 
SHP "C2'" "O2'"  SING N N 48 
SHP "C2'" "H2'"  SING N N 49 
SHP "C3'" "C4'"  SING N N 50 
SHP "C3'" "O3'"  SING N N 51 
SHP "C3'" "H3'"  SING N N 52 
SHP "C4'" "C5'"  SING N N 53 
SHP "C4'" "O4'"  SING N N 54 
SHP "C4'" "H4'"  SING N N 55 
SHP "C5'" "C6'"  SING N N 56 
SHP "C5'" "O5'"  SING N N 57 
SHP "C5'" "H5'"  SING N N 58 
SHP "C6'" "O6'"  SING N N 59 
SHP "C6'" "H6'1" SING N N 60 
SHP "C6'" "H6'2" SING N N 61 
SHP "O2'" "HO2'" SING N N 62 
SHP "O3'" "HO3'" SING N N 63 
SHP "O4'" "HO4'" SING N N 64 
SHP "O6'" "HO6'" SING N N 65 
# 
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 
SHP SMILES           ACDLabs              10.04 "O=C(O)C(N)c3ccc(OC2OC(C(O)C(O)C2OC1OC(CO)C(O)C(O)C1O)CO)cc3" 
SHP InChI            InChI                1.02b 
"InChI=1/C20H29NO13/c21-11(18(29)30)7-1-3-8(4-2-7)31-20-17(15(27)13(25)10(6-23)33-20)34-19-16(28)14(26)12(24)9(5-22)32-19/h1-4,9-17,19-20,22-28H,5-6,21H2,(H,29,30)/t9-,10-,11+,12-,13-,14+,15+,16+,17+,19-,20+/m1/s1/f/h29H" 
SHP InChIKey         InChI                1.02b PHPOPZGUOBMSPZ-POZWRIHMDK 
SHP SMILES_CANONICAL CACTVS               3.341 "N[C@H](C(O)=O)c1ccc(O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)cc1" 
SHP SMILES           CACTVS               3.341 "N[CH](C(O)=O)c1ccc(O[CH]2O[CH](CO)[CH](O)[CH](O)[CH]2O[CH]3O[CH](CO)[CH](O)[CH](O)[CH]3O)cc1" 
SHP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1[C@@H](C(=O)O)N)O[C@@H]2[C@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O[C@@H]3[C@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O" 
SHP SMILES           "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1C(C(=O)O)N)OC2C(C(C(C(O2)CO)O)O)OC3C(C(C(C(O3)CO)O)O)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 
SHP "SYSTEMATIC NAME" ACDLabs              10.04 "(2S)-amino{4-[(2-O-alpha-D-mannopyranosyl-alpha-D-mannopyranosyl)oxy]phenyl}ethanoic acid"                                                                                 
SHP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-2-[4-[(2R,3S,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-oxan-2-yl]oxyphenyl]ethanoic acid" 
# 
