data_CRH
# 
_chem_comp.id                                    CRH 
_chem_comp.name                                  1,2-HYDRO-1-OXY-3,4-HYDRO-3-(1-METHOXY-2-OXY-3,4-DIHYDROXYPENTYL)-8,9-DIHYROXY-7-METHYLANTHRACENE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H24 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        388.411 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CRH 
_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        ? 
_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 
CRH C1     C1   C 0 1 N N N -6.154 -8.330  0.890  -1.377 0.078  -0.163 C1     CRH 1  
CRH C2     C2   C 0 1 N N N -6.863 -9.490  1.604  -0.817 0.457  1.190  C2     CRH 2  
CRH C3     C3   C 0 1 N N R -5.939 -10.127 2.658  0.558  -0.207 1.321  C3     CRH 3  
CRH C4     C4   C 0 1 N N N -5.359 -9.079  3.553  1.503  0.369  0.271  C4     CRH 4  
CRH C5     C5   C 0 1 Y N N -1.478 -6.213  3.055  2.143  0.185  -4.592 C5     CRH 5  
CRH C6     C6   C 0 1 Y N N -0.706 -5.279  2.392  1.644  0.093  -5.857 C6     CRH 6  
CRH C7     C7   C 0 1 Y N N -1.154 -4.782  1.173  0.277  -0.023 -6.083 C7     CRH 7  
CRH C8     C8   C 0 1 Y N N -2.359 -5.208  0.644  -0.609 -0.050 -5.028 C8     CRH 8  
CRH C9     C9   C 0 1 Y N N -4.323 -6.692  0.773  -0.991 0.013  -2.606 C9     CRH 9  
CRH C10    C10  C 0 1 Y N N -3.376 -7.628  3.199  1.769  0.263  -2.176 C10    CRH 10 
CRH C11    C11  C 0 1 Y N N -2.674 -6.655  2.526  1.274  0.163  -3.490 C11    CRH 11 
CRH C12    C12  C 0 1 Y N N -3.140 -6.165  1.304  -0.120 0.041  -3.710 C12    CRH 12 
CRH C13    C13  C 0 1 Y N N -5.041 -7.696  1.448  -0.465 0.112  -1.315 C13    CRH 13 
CRH C14    C14  C 0 1 Y N N -4.543 -8.140  2.679  0.923  0.243  -1.112 C14    CRH 14 
CRH C15    C15  C 0 1 N N N -0.237 -3.969  0.275  -0.239 -0.120 -7.495 C15    CRH 15 
CRH O1     O1   O 0 1 N N N -6.552 -7.985  -0.222 -2.540 -0.243 -0.293 O1     CRH 16 
CRH O8     O8   O 0 1 N N N -2.758 -4.579  -0.522 -1.942 -0.165 -5.257 O8     CRH 17 
CRH O9     O9   O 0 1 N N N -4.742 -6.192  -0.444 -2.326 -0.107 -2.792 O9     CRH 18 
CRH "C1'"  C1*  C 0 1 N N S -6.681 -11.291 3.300  1.124  0.058  2.718  "C1'"  CRH 19 
CRH "C2'"  C2*  C 0 1 N N N -5.839 -12.067 4.325  0.263  -0.626 3.747  "C2'"  CRH 20 
CRH "C3'"  C3*  C 0 1 N N S -5.087 -13.309 3.857  -0.907 0.101  4.357  "C3'"  CRH 21 
CRH "C4'"  C4*  C 0 1 N N R -4.168 -12.909 2.697  -0.446 0.846  5.611  "C4'"  CRH 22 
CRH C1M    C1M  C 0 1 N N N -8.838 -12.223 3.511  3.128  0.308  3.807  C1M    CRH 23 
CRH C4M    C4M  C 0 1 N N N -3.046 -11.940 3.081  -1.634 1.585  6.230  C4M    CRH 24 
CRH "O1'"  O1*  O 0 1 N N N -8.007 -11.101 3.781  2.457  -0.448 2.797  "O1'"  CRH 25 
CRH "O2'"  O2*  O 0 1 N N N -5.749 -11.685 5.494  0.511  -1.759 4.084  "O2'"  CRH 26 
CRH "O3'"  O3*  O 0 1 N N N -5.965 -14.283 3.290  -1.923 -0.839 4.708  "O3'"  CRH 27 
CRH "O4'"  O4*  O 0 1 N N N -3.455 -14.064 2.268  0.076  -0.089 6.556  "O4'"  CRH 28 
CRH H21    1H2  H 0 1 N N N -7.753 -9.124  2.097  -1.478 0.099  1.979  H21    CRH 29 
CRH H22    2H2  H 0 1 N N N -7.248 -10.246 0.881  -0.712 1.540  1.257  H22    CRH 30 
CRH H3     H3   H 0 1 N N N -5.084 -10.549 2.149  0.458  -1.282 1.169  H3     CRH 31 
CRH H41    1H4  H 0 1 N N N -4.707 -9.501  4.304  1.679  1.422  0.490  H41    CRH 32 
CRH H42    2H4  H 0 1 N N N -6.155 -8.538  4.043  2.452  -0.165 0.311  H42    CRH 33 
CRH H5     H5   H 0 1 N N N -1.140 -6.618  3.998  3.208  0.273  -4.437 H5     CRH 34 
CRH H6     H6   H 0 1 N N N 0.248  -4.937  2.826  2.322  0.112  -6.698 H6     CRH 35 
CRH H10    H10  H 0 1 N N N -2.987 -8.014  4.130  2.832  0.356  -2.011 H10    CRH 36 
CRH H151   1H15 H 0 0 N N N 0.560  -3.523  0.852  -0.444 0.879  -7.877 H151   CRH 37 
CRH H152   2H15 H 0 0 N N N -0.842 -3.260  -0.269 0.509  -0.602 -8.124 H152   CRH 38 
CRH H153   3H15 H 0 0 N N N 0.195  -4.679  -0.415 -1.156 -0.709 -7.506 H153   CRH 39 
CRH HO8    HO8  H 0 1 N N N -3.675 -4.817  -0.671 -2.289 0.733  -5.342 HO8    CRH 40 
CRH HO9    HO9  H 0 1 N N N -5.544 -6.549  -0.804 -2.680 0.789  -2.870 HO9    CRH 41 
CRH "H1'"  H1*  H 0 1 N N N -6.787 -11.893 2.410  1.132  1.132  2.908  "H1'"  CRH 42 
CRH "H3'"  H3*  H 0 1 N N N -4.512 -13.721 4.673  -1.306 0.815  3.636  "H3'"  CRH 43 
CRH "H4'"  H4*  H 0 1 N N N -4.807 -12.503 1.928  0.328  1.564  5.344  "H4'"  CRH 44 
CRH "H1'1" 1H1* H 0 0 N N N -8.415 -13.106 3.968  4.125  -0.101 3.965  "H1'1" CRH 45 
CRH "H1'2" 2H1* H 0 0 N N N -8.909 -12.350 2.441  3.208  1.347  3.489  "H1'2" CRH 46 
CRH "H1'3" 3H1* H 0 0 N N N -9.817 -12.031 3.922  2.562  0.255  4.737  "H1'3" CRH 47 
CRH "H4'1" 1H4* H 0 0 N N N -2.430 -12.396 3.842  -1.306 2.116  7.124  "H4'1" CRH 48 
CRH "H4'2" 2H4* H 0 0 N N N -3.451 -11.013 3.462  -2.033 2.299  5.510  "H4'2" CRH 49 
CRH "H4'3" 3H4* H 0 0 N N N -2.440 -11.712 2.217  -2.409 0.868  6.498  "H4'3" CRH 50 
CRH HO3    HO3  H 0 1 N N N -5.403 -14.954 2.898  -1.529 -1.451 5.346  HO3    CRH 51 
CRH HO4    HO4  H 0 1 N N N -2.831 -13.740 1.614  -0.639 -0.704 6.766  HO4    CRH 52 
# 
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 
CRH C1    C2     SING N N 1  
CRH C1    C13    SING N N 2  
CRH C1    O1     DOUB N N 3  
CRH C2    C3     SING N N 4  
CRH C2    H21    SING N N 5  
CRH C2    H22    SING N N 6  
CRH C3    C4     SING N N 7  
CRH C3    "C1'"  SING N N 8  
CRH C3    H3     SING N N 9  
CRH C4    C14    SING N N 10 
CRH C4    H41    SING N N 11 
CRH C4    H42    SING N N 12 
CRH C5    C6     DOUB Y N 13 
CRH C5    C11    SING Y N 14 
CRH C5    H5     SING N N 15 
CRH C6    C7     SING Y N 16 
CRH C6    H6     SING N N 17 
CRH C7    C8     DOUB Y N 18 
CRH C7    C15    SING N N 19 
CRH C8    C12    SING Y N 20 
CRH C8    O8     SING N N 21 
CRH C9    C12    DOUB Y N 22 
CRH C9    C13    SING Y N 23 
CRH C9    O9     SING N N 24 
CRH C10   C11    DOUB Y N 25 
CRH C10   C14    SING Y N 26 
CRH C10   H10    SING N N 27 
CRH C11   C12    SING Y N 28 
CRH C13   C14    DOUB Y N 29 
CRH C15   H151   SING N N 30 
CRH C15   H152   SING N N 31 
CRH C15   H153   SING N N 32 
CRH O8    HO8    SING N N 33 
CRH O9    HO9    SING N N 34 
CRH "C1'" "C2'"  SING N N 35 
CRH "C1'" "O1'"  SING N N 36 
CRH "C1'" "H1'"  SING N N 37 
CRH "C2'" "C3'"  SING N N 38 
CRH "C2'" "O2'"  DOUB N N 39 
CRH "C3'" "C4'"  SING N N 40 
CRH "C3'" "O3'"  SING N N 41 
CRH "C3'" "H3'"  SING N N 42 
CRH "C4'" C4M    SING N N 43 
CRH "C4'" "O4'"  SING N N 44 
CRH "C4'" "H4'"  SING N N 45 
CRH C1M   "O1'"  SING N N 46 
CRH C1M   "H1'1" SING N N 47 
CRH C1M   "H1'2" SING N N 48 
CRH C1M   "H1'3" SING N N 49 
CRH C4M   "H4'1" SING N N 50 
CRH C4M   "H4'2" SING N N 51 
CRH C4M   "H4'3" SING N N 52 
CRH "O3'" HO3    SING N N 53 
CRH "O4'" HO4    SING N N 54 
# 
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 
CRH SMILES           ACDLabs              10.04 O=C(C(O)C(O)C)C(OC)C3CC(=O)c2c(cc1ccc(c(O)c1c2O)C)C3                                                                                                               
CRH InChI            InChI                1.02b InChI=1/C21H24O7/c1-9-4-5-11-6-12-7-13(21(28-3)20(27)18(25)10(2)22)8-14(23)15(12)19(26)16(11)17(9)24/h4-6,10,13,18,21-22,24-26H,7-8H2,1-3H3/t10-,13-,18+,21+/m1/s1 
CRH InChIKey         InChI                1.02b XBKVKSRQTHGEJA-FAGSEQTRBK                                                                                                                                          
CRH SMILES_CANONICAL CACTVS               3.341 CO[C@@H]([C@H]1CC(=O)c2c(O)c3c(O)c(C)ccc3cc2C1)C(=O)[C@@H](O)[C@@H](C)O                                                                                            
CRH SMILES           CACTVS               3.341 CO[CH]([CH]1CC(=O)c2c(O)c3c(O)c(C)ccc3cc2C1)C(=O)[CH](O)[CH](C)O                                                                                                   
CRH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1ccc2cc3c(c(c2c1O)O)C(=O)C[C@@H](C3)[C@@H](C(=O)[C@H]([C@@H](C)O)O)OC                                                                                            
CRH SMILES           "OpenEye OEToolkits" 1.5.0 Cc1ccc2cc3c(c(c2c1O)O)C(=O)CC(C3)C(C(=O)C(C(C)O)O)OC                                                                                                               
# 
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 
CRH "SYSTEMATIC NAME" ACDLabs              10.04 (1S)-5-deoxy-1-C-[(2R)-5,10-dihydroxy-6-methyl-4-oxo-1,2,3,4-tetrahydroanthracen-2-yl]-1-O-methyl-D-xylulose   
CRH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (3R)-3-[(1S,3S,4R)-3,4-dihydroxy-1-methoxy-2-oxo-pentyl]-8,9-dihydroxy-7-methyl-3,4-dihydro-2H-anthracen-1-one 
# 
