data_GCH
# 
_chem_comp.id                                    GCH 
_chem_comp.name                                  "GLYCOCHOLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H43 N O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         N-CHOLYLGLYCINE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-03-09 
_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                        465.623 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GCH 
_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        1EIO 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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 
GCH C   C   C 0 1 N N R 0.298   -2.898 -4.787  0.563  -0.960 -6.700 C   GCH 1  
GCH O   O   O 0 1 N N N 0.856   -3.269 -6.046  0.356  -2.315 -7.102 O   GCH 2  
GCH C1  C1  C 0 1 N N N -0.167  -1.448 -4.834  -0.690 -0.439 -5.995 C1  GCH 3  
GCH C2  C2  C 0 1 N N S -0.886  -0.998 -3.548  -0.468 1.011  -5.563 C2  GCH 4  
GCH C3  C3  C 0 1 N N S -2.036  -1.968 -3.136  0.721  1.081  -4.604 C3  GCH 5  
GCH C4  C4  C 0 1 N N N -1.485  -3.423 -3.125  1.975  0.562  -5.311 C4  GCH 6  
GCH C5  C5  C 0 1 N N N -0.845  -3.839 -4.444  1.754  -0.888 -5.742 C5  GCH 7  
GCH C6  C6  C 0 1 N N N -2.464  -1.641 -1.685  0.943  2.531  -4.169 C6  GCH 8  
GCH C7  C7  C 0 1 N N N -1.368  0.464  -3.668  -1.723 1.530  -4.859 C7  GCH 9  
GCH C8  C8  C 0 1 N N R -2.613  0.662  -4.535  -2.008 0.673  -3.624 C8  GCH 10 
GCH O1  O1  O 0 1 N N N -2.224  0.567  -5.908  -2.214 -0.683 -4.022 O1  GCH 11 
GCH C9  C9  C 0 1 N N R -3.751  -0.328 -4.188  -0.819 0.748  -2.665 C9  GCH 12 
GCH C10 C10 C 0 1 N N S -3.236  -1.799 -4.137  0.448  0.230  -3.362 C10 GCH 13 
GCH C11 C11 C 0 1 N N N -4.395  -2.803 -3.900  1.657  0.257  -2.434 C11 GCH 14 
GCH C12 C12 C 0 1 N N S -5.561  -2.638 -4.894  1.380  -0.509 -1.130 C12 GCH 15 
GCH C13 C13 C 0 1 N N R -6.109  -1.196 -4.890  0.137  0.062  -0.483 C13 GCH 16 
GCH C14 C14 C 0 1 N N S -4.911  -0.251 -5.188  -1.060 -0.132 -1.454 C14 GCH 17 
GCH C15 C15 C 0 1 N N N -5.553  1.110  -5.410  -2.247 0.261  -0.567 C15 GCH 18 
GCH C16 C16 C 0 1 N N N -6.894  0.778  -6.066  -1.896 -0.398 0.794  C16 GCH 19 
GCH C17 C17 C 0 1 N N R -7.045  -0.770 -6.070  -0.357 -0.571 0.812  C17 GCH 20 
GCH C18 C18 C 0 1 N N R -8.531  -1.235 -6.123  0.243  0.150  2.019  C18 GCH 21 
GCH C19 C19 C 0 1 N N N -8.645  -2.743 -6.367  1.767  0.024  1.983  C19 GCH 22 
GCH C20 C20 C 0 1 N N N -9.300  -0.469 -7.236  -0.290 -0.479 3.308  C20 GCH 23 
GCH C21 C21 C 0 1 N N N -10.772 -0.850 -7.378  0.310  0.243  4.515  C21 GCH 24 
GCH C22 C22 C 0 1 N N N -11.549 0.268  -8.046  -0.214 -0.376 5.784  C22 GCH 25 
GCH N   N   N 0 1 N N N -11.675 0.167  -9.408  0.180  0.100  6.981  N   GCH 26 
GCH CA  CA  C 0 1 N N N -12.575 1.040  -10.148 -0.329 -0.502 8.215  CA  GCH 27 
GCH O2  O2  O 0 1 N N N -11.993 1.221  -7.402  -0.992 -1.305 5.729  O2  GCH 28 
GCH C23 C23 C 0 1 N N N -6.782  -0.902 -3.532  0.301  1.571  -0.291 C23 GCH 29 
GCH O3  O3  O 0 1 N N N -5.096  -2.996 -6.203  1.119  -1.884 -1.421 O3  GCH 30 
GCH C24 C24 C 0 1 N N N -12.025 2.446  -10.363 0.262  0.209  9.404  C24 GCH 31 
GCH O4  O4  O 0 1 N N N -13.008 3.355  -10.540 -0.065 -0.175 10.648 O4  GCH 32 
GCH O5  O5  O 0 1 N N N -10.847 2.766  -10.405 1.031  1.126  9.238  O5  GCH 33 
GCH H12 H12 H 0 1 N N N 1.077   -3.006 -4.037  0.766  -0.347 -7.579 H12 GCH 34 
GCH H1  H1  H 0 1 N N N 1.723   -2.794 -6.089  1.168  -2.604 -7.542 H1  GCH 35 
GCH H10 H10 H 0 1 N N N 0.695   -0.795 -5.015  -0.893 -1.053 -5.117 H10 GCH 36 
GCH H11 H11 H 0 1 N N N -0.811  -1.331 -5.707  -1.538 -0.490 -6.678 H11 GCH 37 
GCH H9  H9  H 0 1 N N N -0.126  -1.015 -2.753  -0.264 1.624  -6.441 H9  GCH 38 
GCH H4  H4  H 0 1 N N N -2.264  -4.144 -2.855  2.824  0.613  -4.629 H4  GCH 39 
GCH H5  H5  H 0 1 N N N -0.727  -3.512 -2.336  2.177  1.176  -6.189 H5  GCH 40 
GCH H2  H2  H 0 1 N N N -0.462  -4.862 -4.366  1.551  -1.502 -4.864 H2  GCH 41 
GCH H3  H3  H 0 1 N N N -1.580  -3.868 -5.255  2.648  -1.258 -6.245 H3  GCH 42 
GCH H6  H6  H 0 1 N N N -3.260  -2.304 -1.341  1.147  3.146  -5.045 H6  GCH 43 
GCH H7  H7  H 0 1 N N N -1.622  -1.755 -0.993  0.050  2.900  -3.665 H7  GCH 44 
GCH H8  H8  H 0 1 N N N -2.829  -0.619 -1.570  1.791  2.579  -3.486 H8  GCH 45 
GCH H17 H17 H 0 1 N N N -0.549  1.077  -4.068  -2.571 1.477  -5.541 H17 GCH 46 
GCH H18 H18 H 0 1 N N N -1.577  0.850  -2.664  -1.566 2.565  -4.554 H18 GCH 47 
GCH H16 H16 H 0 1 N N N -2.966  1.689  -4.384  -2.903 1.044  -3.123 H16 GCH 48 
GCH H13 H13 H 0 1 N N N -2.943  0.945  -6.446  -2.971 -0.686 -4.624 H13 GCH 49 
GCH H15 H15 H 0 1 N N N -4.130  -0.048 -3.199  -0.668 1.780  -2.346 H15 GCH 50 
GCH H14 H14 H 0 1 N N N -2.860  -2.026 -5.143  0.265  -0.798 -3.673 H14 GCH 51 
GCH H41 H41 H 0 1 N N N -4.015  -3.824 -4.009  2.507  -0.198 -2.942 H41 GCH 52 
GCH H42 H42 H 0 1 N N N -4.775  -2.716 -2.878  1.900  1.292  -2.195 H42 GCH 53 
GCH H40 H40 H 0 1 N N N -6.338  -3.356 -4.624  2.238  -0.428 -0.463 H40 GCH 54 
GCH H35 H35 H 0 1 N N N -4.494  -0.555 -6.156  -1.140 -1.176 -1.755 H35 GCH 55 
GCH H33 H33 H 0 1 N N N -5.705  1.643  -4.466  -3.176 -0.145 -0.965 H33 GCH 56 
GCH H34 H34 H 0 1 N N N -4.951  1.757  -6.057  -2.310 1.344  -0.467 H34 GCH 57 
GCH H31 H31 H 0 1 N N N -6.912  1.157  -7.090  -2.384 -1.369 0.875  H31 GCH 58 
GCH H32 H32 H 0 1 N N N -7.699  1.265  -5.505  -2.210 0.248  1.614  H32 GCH 59 
GCH H30 H30 H 0 1 N N N -6.587  -1.127 -6.997  -0.097 -1.630 0.838  H30 GCH 60 
GCH H29 H29 H 0 1 N N N -9.014  -1.001 -5.167  -0.035 1.204  1.988  H29 GCH 61 
GCH H19 H19 H 0 1 N N N -9.691  -3.069 -6.378  2.045  -1.029 2.015  H19 GCH 62 
GCH H20 H20 H 0 1 N N N -8.192  -3.026 -7.323  2.147  0.473  1.065  H20 GCH 63 
GCH H21 H21 H 0 1 N N N -8.162  -3.319 -5.581  2.195  0.539  2.843  H21 GCH 64 
GCH H27 H27 H 0 1 N N N -9.254  0.603  -7.027  -1.376 -0.389 3.334  H27 GCH 65 
GCH H28 H28 H 0 1 N N N -8.800  -0.615 -8.201  -0.011 -1.532 3.340  H28 GCH 66 
GCH H25 H25 H 0 1 N N N -10.874 -1.771 -7.959  1.396  0.153  4.489  H25 GCH 67 
GCH H26 H26 H 0 1 N N N -11.233 -1.025 -6.400  0.032  1.297  4.484  H26 GCH 68 
GCH H24 H24 H 0 1 N N N -11.358 -0.678 -9.871  0.803  0.843  7.026  H24 GCH 69 
GCH H22 H22 H 0 1 N N N -13.516 1.107  -9.590  -1.415 -0.412 8.241  H22 GCH 70 
GCH H23 H23 H 0 1 N N N -12.759 0.586  -11.124 -0.051 -1.555 8.247  H23 GCH 71 
GCH H36 H36 H 0 1 N N N -7.610  -1.590 -3.350  0.565  2.032  -1.243 H36 GCH 72 
GCH H37 H37 H 0 1 N N N -6.097  -0.990 -2.687  -0.635 1.996  0.070  H37 GCH 73 
GCH H38 H38 H 0 1 N N N -7.202  0.104  -3.491  1.091  1.761  0.435  H38 GCH 74 
GCH H39 H39 H 0 1 N N N -4.699  -3.880 -6.101  1.908  -2.231 -1.859 H39 GCH 75 
GCH H43 H43 H 0 1 N N N -12.581 4.247  -10.649 0.314  0.281  11.411 H43 GCH 76 
# 
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 
GCH C   O   SING N N 1  
GCH C   C1  SING N N 2  
GCH C   C5  SING N N 3  
GCH C   H12 SING N N 4  
GCH O   H1  SING N N 5  
GCH C1  C2  SING N N 6  
GCH C1  H10 SING N N 7  
GCH C1  H11 SING N N 8  
GCH C2  C3  SING N N 9  
GCH C2  C7  SING N N 10 
GCH C2  H9  SING N N 11 
GCH C3  C4  SING N N 12 
GCH C3  C6  SING N N 13 
GCH C3  C10 SING N N 14 
GCH C4  C5  SING N N 15 
GCH C4  H4  SING N N 16 
GCH C4  H5  SING N N 17 
GCH C5  H2  SING N N 18 
GCH C5  H3  SING N N 19 
GCH C6  H6  SING N N 20 
GCH C6  H7  SING N N 21 
GCH C6  H8  SING N N 22 
GCH C7  C8  SING N N 23 
GCH C7  H17 SING N N 24 
GCH C7  H18 SING N N 25 
GCH C8  O1  SING N N 26 
GCH C8  C9  SING N N 27 
GCH C8  H16 SING N N 28 
GCH O1  H13 SING N N 29 
GCH C9  C10 SING N N 30 
GCH C9  C14 SING N N 31 
GCH C9  H15 SING N N 32 
GCH C10 C11 SING N N 33 
GCH C10 H14 SING N N 34 
GCH C11 C12 SING N N 35 
GCH C11 H41 SING N N 36 
GCH C11 H42 SING N N 37 
GCH C12 C13 SING N N 38 
GCH C12 O3  SING N N 39 
GCH C12 H40 SING N N 40 
GCH C13 C14 SING N N 41 
GCH C13 C17 SING N N 42 
GCH C13 C23 SING N N 43 
GCH C14 C15 SING N N 44 
GCH C14 H35 SING N N 45 
GCH C15 C16 SING N N 46 
GCH C15 H33 SING N N 47 
GCH C15 H34 SING N N 48 
GCH C16 C17 SING N N 49 
GCH C16 H31 SING N N 50 
GCH C16 H32 SING N N 51 
GCH C17 C18 SING N N 52 
GCH C17 H30 SING N N 53 
GCH C18 C19 SING N N 54 
GCH C18 C20 SING N N 55 
GCH C18 H29 SING N N 56 
GCH C19 H19 SING N N 57 
GCH C19 H20 SING N N 58 
GCH C19 H21 SING N N 59 
GCH C20 C21 SING N N 60 
GCH C20 H27 SING N N 61 
GCH C20 H28 SING N N 62 
GCH C21 C22 SING N N 63 
GCH C21 H25 SING N N 64 
GCH C21 H26 SING N N 65 
GCH C22 N   SING N N 66 
GCH C22 O2  DOUB N N 67 
GCH N   CA  SING N N 68 
GCH N   H24 SING N N 69 
GCH CA  C24 SING N N 70 
GCH CA  H22 SING N N 71 
GCH CA  H23 SING N N 72 
GCH C23 H36 SING N N 73 
GCH C23 H37 SING N N 74 
GCH C23 H38 SING N N 75 
GCH O3  H39 SING N N 76 
GCH C24 O4  SING N N 77 
GCH C24 O5  DOUB N N 78 
GCH O4  H43 SING N N 79 
# 
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 
GCH SMILES           ACDLabs              10.04 O=C(O)CNC(=O)CCC(C3CCC2C1C(O)CC4CC(O)CCC4(C)C1CC(O)C23C)C 
GCH InChI            InChI                1.02b 
InChI=1/C26H43NO6/c1-14(4-7-22(31)27-13-23(32)33)17-5-6-18-24-19(12-21(30)26(17,18)3)25(2)9-8-16(28)10-15(25)11-20(24)29/h14-21,24,28-30H,4-13H2,1-3H3,(H,27,31)(H,32,33)/t14-,15+,16-,17-,18+,19+,20-,21+,24+,25+,26-/m1/s1/f/h27,32H 
GCH InChIKey         InChI                1.02b RFDAIACWWDREDC-LGRGVCHPDV 
GCH SMILES_CANONICAL CACTVS               3.341 C[C@H](CCC(=O)NCC(O)=O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C 
GCH SMILES           CACTVS               3.341 C[CH](CCC(=O)NCC(O)=O)[CH]1CC[CH]2[CH]3[CH](O)C[CH]4C[CH](O)CC[C]4(C)[CH]3C[CH](O)[C]12C 
GCH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@H](CCC(=O)NCC(=O)O)[C@H]1CC[C@@H]2[C@@]1([C@H](C[C@H]3[C@H]2[C@@H](C[C@H]4[C@@]3(CC[C@H](C4)O)C)O)O)C 
GCH SMILES           "OpenEye OEToolkits" 1.5.0 CC(CCC(=O)NCC(=O)O)C1CCC2C1(C(CC3C2C(CC4C3(CCC(C4)O)C)O)O)C 
# 
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 
GCH "SYSTEMATIC NAME" ACDLabs              10.04 N-[(3beta,5beta,7beta,9beta,12beta)-3,7,12-trihydroxy-24-oxocholan-24-yl]glycine                                                                                                                     
GCH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[[(4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]ethanoic acid" 
# 
