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 #