data_BMN
# 
_chem_comp.id                                    BMN 
_chem_comp.name                                  "(1R)-1,4-anhydro-2-deoxy-1-(3-methoxynaphthalen-2-yl)-5-O-phosphono-D-erythro-pentitol" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C16 H19 O7 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2011-07-29 
_chem_comp.pdbx_modified_date                    2012-06-01 
_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                        354.292 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BMN 
_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        3SV3 
_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 
BMN C1     C1     C 0 1 Y N N 16.068 -21.221 1.909  1.770  0.613  0.190  C1     BMN 1  
BMN P      P      P 0 1 N N N 14.885 -22.214 7.888  -4.617 -1.089 0.211  P      BMN 2  
BMN C2     C2     C 0 1 Y N N 16.376 -20.347 2.955  1.575  -0.708 -0.071 C2     BMN 3  
BMN C3     C3     C 0 1 Y N N 17.006 -19.083 2.672  2.681  -1.573 -0.154 C3     BMN 4  
BMN C4     C4     C 0 1 Y N N 17.305 -18.742 1.369  3.986  -1.055 0.036  C4     BMN 5  
BMN C5     C5     C 0 1 Y N N 16.990 -19.646 0.291  4.153  0.314  0.304  C5     BMN 6  
BMN C6     C6     C 0 1 Y N N 16.378 -20.872 0.562  3.058  1.126  0.378  C6     BMN 7  
BMN "C1'"  C1*    C 0 1 N N R 15.408 -22.544 2.248  0.583  1.537  0.272  C1*    BMN 8  
BMN "C2'"  C2*    C 0 1 N N N 16.386 -23.650 2.165  0.338  2.233  -1.091 C2*    BMN 9  
BMN C20    C20    C 0 1 Y N N 17.930 -17.488 1.085  5.090  -1.921 -0.047 C20    BMN 10 
BMN "O3'"  "O3'"  O 0 1 N N N 16.941 -25.311 3.625  -1.350 3.937  -0.607 "O3'"  BMN 11 
BMN C21    C21    C 0 1 Y N N 18.237 -16.609 2.132  4.891  -3.242 -0.308 C21    BMN 12 
BMN C22    C22    C 0 1 Y N N 17.937 -16.949 3.459  3.607  -3.751 -0.495 C22    BMN 13 
BMN C23    C23    C 0 1 Y N N 17.322 -18.182 3.741  2.515  -2.942 -0.421 C23    BMN 14 
BMN "C3'"  C3*    C 0 1 N N S 16.758 -23.951 3.510  -1.169 2.578  -1.012 C3*    BMN 15 
BMN O37    O37    O 0 1 N N N 16.070 -21.754 -0.498 3.220  2.450  0.637  O37    BMN 16 
BMN C38    C38    C 0 1 N N N 16.834 -21.728 -1.682 4.559  2.915  0.819  C38    BMN 17 
BMN "C4'"  C4*    C 0 1 N N R 15.574 -23.541 4.309  -1.722 1.618  0.059  C4*    BMN 18 
BMN "O4'"  O4*    O 0 1 N N N 14.877 -22.573 3.582  -0.631 0.787  0.491  O4*    BMN 19 
BMN "C5'"  C5*    C 0 1 N N N 15.951 -23.011 5.644  -2.830 0.751  -0.541 C5*    BMN 20 
BMN "O5'"  O5*    O 0 1 N N N 14.853 -22.570 6.367  -3.415 -0.053 0.486  O5*    BMN 21 
BMN H2     H2     H 0 1 N N N 16.142 -20.619 3.974  0.575  -1.090 -0.213 H2     BMN 22 
BMN H5     H5     H 0 1 N N N 17.227 -19.375 -0.727 5.142  0.722  0.451  H5     BMN 23 
BMN "H1'"  H1*    H 0 1 N N N 14.592 -22.661 1.519  0.727  2.276  1.060  H1*    BMN 24 
BMN "H2'"  H2*    H 0 1 N N N 15.936 -24.530 1.682  0.940  3.137  -1.180 H2*    BMN 25 
BMN "H2'A" H2*A   H 0 0 N N N 17.266 -23.346 1.579  0.538  1.551  -1.917 H2*A   BMN 26 
BMN H20    H20    H 0 1 N N N 18.165 -17.219 0.066  6.091  -1.541 0.094  H20    BMN 27 
BMN "HO3'" "HO3'" H 0 0 N N N 17.189 -25.523 4.517  -0.969 4.583  -1.217 "HO3'" BMN 28 
BMN H21    H21    H 0 1 N N N 18.709 -15.662 1.915  5.741  -3.905 -0.372 H21    BMN 29 
BMN H22    H22    H 0 1 N N N 18.177 -16.267 4.261  3.477  -4.803 -0.701 H22    BMN 30 
BMN H23    H23    H 0 1 N N N 17.088 -18.449 4.761  1.526  -3.351 -0.568 H23    BMN 31 
BMN "H3'"  H3*    H 0 1 N N N 17.683 -23.450 3.831  -1.652 2.400  -1.973 H3*    BMN 32 
BMN H38    H38    H 0 1 N N N 16.447 -22.480 -2.385 4.547  3.987  1.018  H38    BMN 33 
BMN H38A   H38A   H 0 0 N N N 16.767 -20.730 -2.139 5.014  2.394  1.661  H38A   BMN 34 
BMN H38B   H38B   H 0 0 N N N 17.884 -21.954 -1.445 5.138  2.720  -0.084 H38B   BMN 35 
BMN "H4'"  H4*    H 0 1 N N N 14.944 -24.424 4.491  -2.110 2.188  0.903  H4*    BMN 36 
BMN "H5'"  H5*    H 0 1 N N N 16.443 -23.814 6.212  -3.595 1.392  -0.980 H5*    BMN 37 
BMN "H5'A" H5*A   H 0 0 N N N 16.638 -22.164 5.502  -2.410 0.106  -1.313 H5*A   BMN 38 
BMN OP1    OP1    O 0 1 N N N 14.903 -23.510 8.718  -5.743 -0.378 -0.435 OP1    BMN 39 
BMN OP3    OP3    O 0 1 N Y N 16.164 -21.380 8.200  -4.099 -2.266 -0.759 OP3    BMN 40 
BMN OP2    OP2    O 0 1 N N N 13.489 -21.294 8.291  -5.110 -1.721 1.607  OP2    BMN 41 
BMN HOP3   HOP3   H 0 0 N N N 16.695 -21.841 8.839  -3.360 -2.775 -0.399 HOP3   BMN 42 
BMN HOP2   HOP2   H 0 0 N N N 12.985 -21.755 8.952  -5.834 -2.355 1.517  HOP2   BMN 43 
# 
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 
BMN C1    C2     DOUB Y N 1  
BMN C1    C6     SING Y N 2  
BMN C1    "C1'"  SING N N 3  
BMN P     "O5'"  SING N N 4  
BMN C2    C3     SING Y N 5  
BMN C2    H2     SING N N 6  
BMN C3    C4     DOUB Y N 7  
BMN C3    C23    SING Y N 8  
BMN C4    C5     SING Y N 9  
BMN C4    C20    SING Y N 10 
BMN C5    C6     DOUB Y N 11 
BMN C5    H5     SING N N 12 
BMN C6    O37    SING N N 13 
BMN "C1'" "C2'"  SING N N 14 
BMN "C1'" "O4'"  SING N N 15 
BMN "C1'" "H1'"  SING N N 16 
BMN "C2'" "C3'"  SING N N 17 
BMN "C2'" "H2'"  SING N N 18 
BMN "C2'" "H2'A" SING N N 19 
BMN C20   C21    DOUB Y N 20 
BMN C20   H20    SING N N 21 
BMN "O3'" "C3'"  SING N N 22 
BMN "O3'" "HO3'" SING N N 23 
BMN C21   C22    SING Y N 24 
BMN C21   H21    SING N N 25 
BMN C22   C23    DOUB Y N 26 
BMN C22   H22    SING N N 27 
BMN C23   H23    SING N N 28 
BMN "C3'" "C4'"  SING N N 29 
BMN "C3'" "H3'"  SING N N 30 
BMN O37   C38    SING N N 31 
BMN C38   H38    SING N N 32 
BMN C38   H38A   SING N N 33 
BMN C38   H38B   SING N N 34 
BMN "C4'" "O4'"  SING N N 35 
BMN "C4'" "C5'"  SING N N 36 
BMN "C4'" "H4'"  SING N N 37 
BMN "C5'" "O5'"  SING N N 38 
BMN "C5'" "H5'"  SING N N 39 
BMN "C5'" "H5'A" SING N N 40 
BMN P     OP1    DOUB N N 41 
BMN P     OP3    SING N N 42 
BMN P     OP2    SING N N 43 
BMN OP3   HOP3   SING N N 44 
BMN OP2   HOP2   SING N N 45 
# 
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 
BMN SMILES           ACDLabs              12.01 "O=P(O)(OCC3OC(c2cc1ccccc1cc2OC)CC3O)O"                                                                                                                 
BMN InChI            InChI                1.03  "InChI=1S/C16H19O7P/c1-21-14-7-11-5-3-2-4-10(11)6-12(14)15-8-13(17)16(23-15)9-22-24(18,19)20/h2-7,13,15-17H,8-9H2,1H3,(H2,18,19,20)/t13-,15+,16+/m0/s1" 
BMN InChIKey         InChI                1.03  CYEAIBNOGXXKTF-NUEKZKHPSA-N                                                                                                                             
BMN SMILES_CANONICAL CACTVS               3.370 "COc1cc2ccccc2cc1[C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)O3"                                                                                                
BMN SMILES           CACTVS               3.370 "COc1cc2ccccc2cc1[CH]3C[CH](O)[CH](CO[P](O)(O)=O)O3"                                                                                                    
BMN SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "COc1cc2ccccc2cc1[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)O)O"                                                                                                  
BMN SMILES           "OpenEye OEToolkits" 1.7.2 "COc1cc2ccccc2cc1C3CC(C(O3)COP(=O)(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 
BMN "SYSTEMATIC NAME" ACDLabs              12.01 "(1R)-1,4-anhydro-2-deoxy-1-(3-methoxynaphthalen-2-yl)-5-O-phosphono-D-erythro-pentitol"      
BMN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "[(2R,3S,5R)-5-(3-methoxynaphthalen-2-yl)-3-oxidanyl-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
BMN "Create component"     2011-07-29 RCSB 
BMN "Modify internal type" 2011-07-29 RCSB 
# 
