data_B1W # _chem_comp.id B1W _chem_comp.name "(2~{S},3~{R},4~{R},5~{S},6~{R})-2-[5-(4-aminophenyl)-4~{H}-1,2,4-triazol-3-yl]-6-(hydroxymethyl)oxane-3,4,5-triol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H18 N4 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-09-05 _chem_comp.pdbx_modified_date 2018-02-23 _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 322.317 _chem_comp.one_letter_code ? _chem_comp.three_letter_code B1W _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 5OX4 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 B1W C1 C1 C 0 1 Y N N 34.649 23.427 28.791 0.118 -0.150 -0.223 C1 B1W 1 B1W C4 C2 C 0 1 Y N N 35.863 24.284 30.361 -2.049 -0.091 -0.430 C4 B1W 2 B1W C6 C3 C 0 1 Y N N 36.178 24.967 31.641 -3.498 0.008 -0.152 C6 B1W 3 B1W C10 C4 C 0 1 Y N N 35.644 25.831 33.828 -5.297 0.311 1.410 C10 B1W 4 B1W C11 C5 C 0 1 Y N N 35.246 25.176 32.656 -3.946 0.220 1.153 C11 B1W 5 B1W "O4'" O1 O 0 1 N N N 31.284 20.650 25.297 5.690 0.007 0.438 "O4'" B1W 6 B1W "C4'" C6 C 0 1 N N S 32.467 21.135 25.955 4.370 -0.097 -0.099 "C4'" B1W 7 B1W "C5'" C7 C 0 1 N N R 32.327 20.955 27.480 3.556 1.136 0.304 "C5'" B1W 8 B1W "C6'" C8 C 0 1 N N N 32.198 19.484 27.838 4.196 2.389 -0.296 "C6'" B1W 9 B1W "O6'" O2 O 0 1 N N N 33.272 18.729 27.284 3.507 3.549 0.174 "O6'" B1W 10 B1W "C3'" C9 C 0 1 N N R 32.699 22.581 25.586 3.688 -1.352 0.455 "C3'" B1W 11 B1W "O3'" O3 O 0 1 N N N 33.033 22.661 24.184 4.401 -2.513 0.022 "O3'" B1W 12 B1W "C2'" C10 C 0 1 N N R 33.833 23.155 26.451 2.249 -1.410 -0.065 "C2'" B1W 13 B1W "O2'" O4 O 0 1 N N N 34.001 24.543 26.179 1.581 -2.538 0.503 "O2'" B1W 14 B1W "C1'" C11 C 0 1 N N S 33.540 22.923 27.951 1.517 -0.127 0.336 "C1'" B1W 15 B1W "O5'" O5 O 0 1 N N N 33.464 21.516 28.148 2.219 1.003 -0.185 "O5'" B1W 16 B1W N5 N1 N 0 1 Y N N 34.580 24.048 29.983 -1.036 -0.001 0.485 N5 B1W 17 B1W N3 N2 N 0 1 Y N N 36.745 23.843 29.464 -1.489 -0.275 -1.606 N3 B1W 18 B1W N2 N3 N 0 1 Y N N 35.953 23.296 28.458 -0.211 -0.312 -1.476 N2 B1W 19 B1W C7 C12 C 0 1 Y N N 37.506 25.403 31.801 -4.420 -0.104 -1.194 C7 B1W 20 B1W C8 C13 C 0 1 Y N N 37.888 26.057 32.970 -5.769 -0.011 -0.932 C8 B1W 21 B1W C9 C14 C 0 1 Y N N 36.959 26.264 33.979 -6.213 0.194 0.370 C9 B1W 22 B1W N12 N4 N 0 1 N N N 37.332 26.903 35.118 -7.580 0.287 0.633 N12 B1W 23 B1W H1 H1 H 0 1 N N N 34.928 26.001 34.618 -5.645 0.470 2.420 H1 B1W 24 B1W H2 H2 H 0 1 N N N 34.227 24.836 32.540 -3.235 0.311 1.961 H2 B1W 25 B1W H3 H3 H 0 1 N N N 31.141 19.740 25.531 6.262 -0.742 0.221 H3 B1W 26 B1W H4 H4 H 0 1 N N N 33.336 20.548 25.622 4.422 -0.159 -1.186 H4 B1W 27 B1W H5 H5 H 0 1 N N N 31.414 21.475 27.805 3.539 1.221 1.390 H5 B1W 28 B1W H6 H6 H 0 1 N N N 31.246 19.099 27.443 5.243 2.442 0.004 H6 B1W 29 B1W H7 H7 H 0 1 N N N 32.210 19.378 28.933 4.133 2.344 -1.384 H7 B1W 30 B1W H8 H8 H 0 1 N N N 33.171 17.814 27.520 3.860 4.382 -0.167 H8 B1W 31 B1W H9 H9 H 0 1 N N N 31.781 23.153 25.785 3.681 -1.312 1.544 H9 B1W 32 B1W H10 H10 H 0 1 N N N 33.180 23.568 23.944 4.024 -3.345 0.337 H10 B1W 33 B1W H11 H11 H 0 1 N N N 34.759 22.617 26.200 2.258 -1.500 -1.152 H11 B1W 34 B1W H12 H12 H 0 1 N N N 34.703 24.889 26.717 1.995 -3.387 0.293 H12 B1W 35 B1W H13 H13 H 0 1 N N N 32.596 23.417 28.223 1.473 -0.058 1.423 H13 B1W 36 B1W H14 H14 H 0 1 N N N 33.751 24.287 30.489 -1.122 0.139 1.441 H14 B1W 37 B1W H15 H15 H 0 1 N N N 38.229 25.231 31.018 -4.075 -0.263 -2.206 H15 B1W 38 B1W H16 H16 H 0 1 N N N 38.904 26.402 33.090 -6.483 -0.097 -1.738 H16 B1W 39 B1W H17 H17 H 0 1 N N N 36.548 26.969 35.736 -7.890 0.433 1.540 H17 B1W 40 B1W H18 H18 H 0 1 N N N 38.065 26.389 35.563 -8.220 0.205 -0.092 H18 B1W 41 # 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 B1W "O3'" "C3'" SING N N 1 B1W "O4'" "C4'" SING N N 2 B1W "C3'" "C4'" SING N N 3 B1W "C3'" "C2'" SING N N 4 B1W "C4'" "C5'" SING N N 5 B1W "O2'" "C2'" SING N N 6 B1W "C2'" "C1'" SING N N 7 B1W "O6'" "C6'" SING N N 8 B1W "C5'" "C6'" SING N N 9 B1W "C5'" "O5'" SING N N 10 B1W "C1'" "O5'" SING N N 11 B1W "C1'" C1 SING N N 12 B1W N2 C1 DOUB Y N 13 B1W N2 N3 SING Y N 14 B1W C1 N5 SING Y N 15 B1W N3 C4 DOUB Y N 16 B1W N5 C4 SING Y N 17 B1W C4 C6 SING N N 18 B1W C6 C7 DOUB Y N 19 B1W C6 C11 SING Y N 20 B1W C7 C8 SING Y N 21 B1W C11 C10 DOUB Y N 22 B1W C8 C9 DOUB Y N 23 B1W C10 C9 SING Y N 24 B1W C9 N12 SING N N 25 B1W C10 H1 SING N N 26 B1W C11 H2 SING N N 27 B1W "O4'" H3 SING N N 28 B1W "C4'" H4 SING N N 29 B1W "C5'" H5 SING N N 30 B1W "C6'" H6 SING N N 31 B1W "C6'" H7 SING N N 32 B1W "O6'" H8 SING N N 33 B1W "C3'" H9 SING N N 34 B1W "O3'" H10 SING N N 35 B1W "C2'" H11 SING N N 36 B1W "O2'" H12 SING N N 37 B1W "C1'" H13 SING N N 38 B1W N5 H14 SING N N 39 B1W C7 H15 SING N N 40 B1W C8 H16 SING N N 41 B1W N12 H17 SING N N 42 B1W N12 H18 SING N N 43 # 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 B1W InChI InChI 1.03 "InChI=1S/C14H18N4O5/c15-7-3-1-6(2-4-7)13-16-14(18-17-13)12-11(22)10(21)9(20)8(5-19)23-12/h1-4,8-12,19-22H,5,15H2,(H,16,17,18)/t8-,9-,10+,11-,12-/m1/s1" B1W InChIKey InChI 1.03 NDNZXPQRERAKKG-RMPHRYRLSA-N B1W SMILES_CANONICAL CACTVS 3.385 "Nc1ccc(cc1)c2[nH]c(nn2)[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O" B1W SMILES CACTVS 3.385 "Nc1ccc(cc1)c2[nH]c(nn2)[CH]3O[CH](CO)[CH](O)[CH](O)[CH]3O" B1W SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1c2[nH]c(nn2)[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)N" B1W SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1c2[nH]c(nn2)C3C(C(C(C(O3)CO)O)O)O)N" # 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 B1W "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S},3~{R},4~{R},5~{S},6~{R})-2-[5-(4-aminophenyl)-4~{H}-1,2,4-triazol-3-yl]-6-(hydroxymethyl)oxane-3,4,5-triol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site B1W "Create component" 2017-09-05 EBI B1W "Initial release" 2018-02-28 RCSB #