data_JMQ
# 
_chem_comp.id                                    JMQ 
_chem_comp.name                                  (2R,3R,4S)-2-(hydroxymethyl)-1-[(4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]pyrrolidine-3,4-diol 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H16 N4 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         (2R,3R,4S)-1-[(4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]-2-(hydroxymethyl)pyrrolidin-3,4-diol 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-10-02 
_chem_comp.pdbx_modified_date                    2009-03-20 
_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                        280.280 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     JMQ 
_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        3EPW 
_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 
JMQ C1     C1     C 0 1 N N N 18.906 9.748  39.434 0.565  -1.154 0.062  C1  JMQ 1  
JMQ C2     C2     C 0 1 Y N N 18.077 8.793  43.789 -3.233 0.262  -2.132 C2  JMQ 2  
JMQ C8     C8     C 0 1 Y N N 16.389 9.277  39.710 -1.262 -0.716 1.784  C3  JMQ 3  
JMQ C9     C9     C 0 1 Y N N 17.633 9.375  40.212 -0.814 -0.749 0.515  C4  JMQ 4  
JMQ O6     O6     O 0 1 N N N 14.612 8.248  43.421 -5.265 0.664  0.748  O1  JMQ 5  
JMQ C6     C6     C 0 1 Y N N 15.787 8.523  43.123 -4.195 0.388  -0.036 C5  JMQ 6  
JMQ N1     N1     N 0 1 Y N N 16.754 8.493  44.100 -4.267 0.527  -1.354 N1  JMQ 7  
JMQ N3     N3     N 0 1 Y N N 18.435 9.086  42.561 -2.080 -0.152 -1.653 N2  JMQ 8  
JMQ C4     C4     C 0 1 Y N N 17.521 9.110  41.571 -1.916 -0.320 -0.339 C6  JMQ 9  
JMQ C5     C5     C 0 1 Y N N 16.185 8.840  41.834 -2.993 -0.049 0.526  C7  JMQ 10 
JMQ N7     N7     N 0 1 Y N N 15.530 8.951  40.677 -2.561 -0.300 1.807  N3  JMQ 11 
JMQ "N4'"  "N4'"  N 0 1 N N N 19.828 8.603  39.141 1.367  0.048  -0.199 N4  JMQ 12 
JMQ "C1'"  "C1'"  C 0 1 N N N 19.735 7.435  40.059 1.641  0.786  1.053  C8  JMQ 13 
JMQ "C2'"  "C2'"  C 0 1 N N S 20.654 6.412  39.421 3.049  1.397  0.852  C9  JMQ 14 
JMQ "O2'"  "O2'"  O 0 1 N N N 21.974 6.539  39.988 2.981  2.596  0.077  O2  JMQ 15 
JMQ "C3'"  "C3'"  C 0 1 N N R 20.630 6.717  37.910 3.772  0.270  0.068  C10 JMQ 16 
JMQ "O3'"  "O3'"  O 0 1 N N N 21.947 6.922  37.379 4.832  0.806  -0.726 O3  JMQ 17 
JMQ "C4'"  "C4'"  C 0 1 N N R 19.804 8.013  37.761 2.654  -0.302 -0.829 C11 JMQ 18 
JMQ "C5'"  "C5'"  C 0 1 N N N 18.391 7.690  37.226 2.790  -1.822 -0.925 C12 JMQ 19 
JMQ "O5'"  "O5'"  O 0 1 N N N 17.692 8.852  36.765 2.874  -2.377 0.389  O4  JMQ 20 
JMQ H1     H1     H 0 1 N N N 18.594 10.180 38.472 1.044  -1.748 0.841  H1  JMQ 21 
JMQ H1A    H1A    H 0 1 N N N 19.468 10.444 40.074 0.489  -1.746 -0.850 H2  JMQ 22 
JMQ H2     H2     H 0 1 N N N 18.821 8.785  44.571 -3.339 0.385  -3.200 H3  JMQ 23 
JMQ H8     H8     H 0 1 N N N 16.124 9.439  38.675 -0.680 -0.980 2.655  H4  JMQ 24 
JMQ HN7    HN7    H 0 1 N N N 14.547 8.811  40.554 -3.099 -0.197 2.608  H5  JMQ 25 
JMQ "H1'"  "H1'"  H 0 1 N N N 20.063 7.694  41.076 0.902  1.574  1.198  H6  JMQ 26 
JMQ "H1'A" "H1'A" H 0 0 N N N 18.705 7.067  40.179 1.641  0.103  1.903  H7  JMQ 27 
JMQ "H2'"  "H2'"  H 0 1 N N N 20.337 5.374  39.600 3.536  1.581  1.810  H8  JMQ 28 
JMQ "HO2'" "HO2'" H 0 0 N N N 22.618 6.567  39.290 2.456  3.299  0.484  H9  JMQ 29 
JMQ "H3'"  "H3'"  H 0 1 N N N 20.200 5.870  37.356 4.150  -0.492 0.750  H10 JMQ 30 
JMQ "HO3'" "HO3'" H 0 0 N N N 21.903 6.967  36.431 5.524  1.245  -0.213 H11 JMQ 31 
JMQ "H4'"  "H4'"  H 0 1 N N N 20.202 8.730  37.028 2.713  0.142  -1.823 H12 JMQ 32 
JMQ "H5'"  "H5'"  H 0 1 N N N 18.491 6.989  36.384 1.920  -2.233 -1.438 H13 JMQ 33 
JMQ "H5'A" "H5'A" H 0 0 N N N 17.811 7.261  38.056 3.692  -2.072 -1.483 H14 JMQ 34 
JMQ "HO5'" "HO5'" H 0 0 N N N 17.537 9.440  37.495 2.962  -3.340 0.405  H15 JMQ 35 
JMQ H16    H16    H 0 1 N N N 14.532 8.178  44.365 -5.845 -0.094 0.903  H16 JMQ 36 
# 
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 
JMQ C1    C9     SING N N 1  
JMQ C1    "N4'"  SING N N 2  
JMQ C1    H1     SING N N 3  
JMQ C1    H1A    SING N N 4  
JMQ C2    N1     SING Y N 5  
JMQ C2    N3     DOUB Y N 6  
JMQ C2    H2     SING N N 7  
JMQ C8    C9     DOUB Y N 8  
JMQ C8    N7     SING Y N 9  
JMQ C8    H8     SING N N 10 
JMQ C9    C4     SING Y N 11 
JMQ O6    C6     SING N N 12 
JMQ C6    N1     DOUB N N 13 
JMQ C6    C5     SING Y N 14 
JMQ N3    C4     SING Y N 15 
JMQ C4    C5     DOUB Y N 16 
JMQ C5    N7     SING Y N 17 
JMQ N7    HN7    SING Y N 18 
JMQ "N4'" "C1'"  SING N N 19 
JMQ "N4'" "C4'"  SING N N 20 
JMQ "C1'" "C2'"  SING N N 21 
JMQ "C1'" "H1'"  SING N N 22 
JMQ "C1'" "H1'A" SING N N 23 
JMQ "C2'" "O2'"  SING N N 24 
JMQ "C2'" "C3'"  SING N N 25 
JMQ "C2'" "H2'"  SING N N 26 
JMQ "O2'" "HO2'" SING N N 27 
JMQ "C3'" "O3'"  SING N N 28 
JMQ "C3'" "C4'"  SING N N 29 
JMQ "C3'" "H3'"  SING N N 30 
JMQ "O3'" "HO3'" SING N N 31 
JMQ "C4'" "C5'"  SING N N 32 
JMQ "C4'" "H4'"  SING N N 33 
JMQ "C5'" "O5'"  SING N N 34 
JMQ "C5'" "H5'"  SING N N 35 
JMQ "C5'" "H5'A" SING N N 36 
JMQ "O5'" "HO5'" SING N N 37 
JMQ O6    H16    SING N N 38 
# 
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 
JMQ SMILES           ACDLabs              10.04 Oc2ncnc1c(cnc12)CN3C(C(O)C(O)C3)CO                                                                                                             
JMQ InChI            InChI                1.02b InChI=1/C12H16N4O4/c17-4-7-11(19)8(18)3-16(7)2-6-1-13-10-9(6)14-5-15-12(10)20/h1,5,7-8,11,13,17-19H,2-4H2,(H,14,15,20)/t7-,8+,11-/m1/s1/f/h20H 
JMQ InChIKey         InChI                1.02b OKGGSJRJIFFOGK-XVVPYFRKDV                                                                                                                      
JMQ SMILES_CANONICAL CACTVS               3.341 OC[C@@H]1[C@@H](O)[C@@H](O)CN1Cc2c[nH]c3c(O)ncnc23                                                                                             
JMQ SMILES           CACTVS               3.341 OC[CH]1[CH](O)[CH](O)CN1Cc2c[nH]c3c(O)ncnc23                                                                                                   
JMQ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1c(c2c([nH]1)c(ncn2)O)C[N@]3C[C@@H]([C@@H]([C@H]3CO)O)O                                                                                       
JMQ SMILES           "OpenEye OEToolkits" 1.5.0 c1c(c2c([nH]1)c(ncn2)O)CN3CC(C(C3CO)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 
JMQ "SYSTEMATIC NAME" ACDLabs              10.04 (2R,3R,4S)-2-(hydroxymethyl)-1-[(4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]pyrrolidine-3,4-diol    
JMQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (1S,2R,3R,4S)-2-(hydroxymethyl)-1-[(4-hydroxy-5H-pyrrolo[5,4-e]pyrimidin-7-yl)methyl]pyrrolidine-3,4-diol 
# 
