data_3QA # _chem_comp.id 3QA _chem_comp.name "(3R,4S)-1-[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]-4-(2-{[2-(2-hydroxyethoxy)ethyl]sulfanyl}ethyl)pyrrolidin-3-ol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H27 N5 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "2-(2-hydroxyethoxy)ethylthiomethyl-DADMe-Immucillin-A" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-10-06 _chem_comp.pdbx_modified_date 2021-03-01 _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 381.493 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3QA _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 4WKP _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 3QA "C5'" C1 C 0 1 N N N 38.009 74.000 22.750 1.574 -1.906 0.200 "C5'" 3QA 1 3QA "C4'" C2 C 0 1 N N S 37.056 73.183 23.619 0.189 -1.416 0.627 "C4'" 3QA 2 3QA "C3'" C3 C 0 1 N N R 35.702 73.841 23.806 -0.823 -2.584 0.647 "C3'" 3QA 3 3QA "O3'" O1 O 0 1 N N N 34.655 72.872 23.891 -1.025 -3.043 1.985 "O3'" 3QA 4 3QA "C2'" C4 C 0 1 N N N 35.813 74.508 25.144 -2.128 -1.995 0.081 "C2'" 3QA 5 3QA "C1'" C5 C 0 1 N N N 37.614 73.008 25.030 -0.406 -0.460 -0.436 "C1'" 3QA 6 3QA C8 C6 C 0 1 Y N N 39.448 74.409 27.818 -5.010 -1.013 -1.386 C8 3QA 7 3QA N7 N1 N 0 1 Y N N 40.304 75.467 27.879 -6.235 -0.632 -0.921 N7 3QA 8 3QA C5 C7 C 0 1 Y N N 39.680 76.581 27.473 -6.135 0.583 -0.284 C5 3QA 9 3QA C6 C8 C 0 1 Y N N 40.048 77.986 27.303 -7.041 1.429 0.365 C6 3QA 10 3QA N1 N2 N 0 1 Y N N 39.102 78.846 26.843 -6.589 2.566 0.886 N1 3QA 11 3QA C2 C9 C 0 1 Y N N 37.866 78.413 26.551 -5.314 2.902 0.800 C2 3QA 12 3QA N3 N3 N 0 1 Y N N 37.442 77.151 26.671 -4.424 2.141 0.201 N3 3QA 13 3QA C4 C10 C 0 1 Y N N 38.317 76.227 27.140 -4.788 0.981 -0.351 C4 3QA 14 3QA "N1'" N4 N 0 1 N N N 36.525 73.464 25.908 -1.870 -0.568 -0.210 "N1'" 3QA 15 3QA "C6'" C11 C 0 1 N N N 37.572 73.899 21.294 2.578 -0.757 0.310 "C6'" 3QA 16 3QA "S6'" S1 S 0 1 N N N 38.917 74.174 20.189 4.220 -1.339 -0.196 "S6'" 3QA 17 3QA C20 C12 C 0 1 N N N 39.982 72.762 20.187 5.254 0.139 -0.001 C20 3QA 18 3QA C21 C13 C 0 1 N N N 39.586 71.814 19.064 6.695 -0.191 -0.395 C21 3QA 19 3QA O22 O2 O 0 1 N N N 39.815 72.425 17.779 7.510 0.972 -0.241 O22 3QA 20 3QA C10 C14 C 0 1 N N N 36.981 73.882 27.234 -2.620 -0.128 -1.393 C10 3QA 21 3QA C9 C15 C 0 1 Y N N 38.186 74.784 27.354 -4.091 -0.082 -1.068 C9 3QA 22 3QA N6 N5 N 0 1 N N N 41.297 78.359 27.607 -8.381 1.090 0.463 N6 3QA 23 3QA C23 C16 C 0 1 N N N 40.379 71.527 16.812 8.882 0.771 -0.585 C23 3QA 24 3QA C24 C17 C 0 1 N N N 39.366 70.448 16.419 9.656 2.076 -0.382 C24 3QA 25 3QA O25 O3 O 0 1 N N N 38.970 70.623 15.059 9.660 2.417 1.005 O25 3QA 26 3QA H1 H1 H 0 1 N N N 39.031 73.607 22.855 1.886 -2.725 0.849 H1 3QA 27 3QA H2 H2 H 0 1 N N N 37.986 75.053 23.069 1.533 -2.256 -0.832 H2 3QA 28 3QA H3 H3 H 0 1 N N N 36.916 72.192 23.163 0.237 -0.931 1.602 H3 3QA 29 3QA H4 H4 H 0 1 N N N 35.516 74.580 23.013 -0.470 -3.401 0.017 H4 3QA 30 3QA H5 H5 H 0 1 N N N 33.822 73.314 24.008 -1.651 -3.776 2.059 H5 3QA 31 3QA H6 H6 H 0 1 N N N 36.397 75.438 25.087 -2.404 -2.517 -0.836 H6 3QA 32 3QA H7 H7 H 0 1 N N N 34.824 74.722 25.574 -2.927 -2.086 0.817 H7 3QA 33 3QA H8 H8 H 0 1 N N N 37.857 71.953 25.225 -0.066 0.562 -0.268 H8 3QA 34 3QA H9 H9 H 0 1 N N N 38.514 73.624 25.173 -0.147 -0.793 -1.441 H9 3QA 35 3QA H10 H10 H 0 1 N N N 39.714 73.400 28.096 -4.808 -1.926 -1.924 H10 3QA 36 3QA H11 H11 H 0 1 N N N 41.256 75.419 28.182 -7.054 -1.141 -1.025 H11 3QA 37 3QA H12 H12 H 0 1 N N N 37.157 79.143 26.190 -4.991 3.835 1.237 H12 3QA 38 3QA H14 H14 H 0 1 N N N 36.794 74.652 21.102 2.266 0.061 -0.338 H14 3QA 39 3QA H15 H15 H 0 1 N N N 37.162 72.894 21.114 2.619 -0.408 1.342 H15 3QA 40 3QA H16 H16 H 0 1 N N N 39.897 72.240 21.152 4.876 0.935 -0.641 H16 3QA 41 3QA H17 H17 H 0 1 N N N 41.021 73.090 20.038 5.228 0.466 1.039 H17 3QA 42 3QA H18 H18 H 0 1 N N N 38.519 71.565 19.161 7.074 -0.988 0.246 H18 3QA 43 3QA H19 H19 H 0 1 N N N 40.185 70.895 19.139 6.722 -0.518 -1.434 H19 3QA 44 3QA H20 H20 H 0 1 N N N 36.140 74.406 27.711 -2.282 0.865 -1.689 H20 3QA 45 3QA H21 H21 H 0 1 N N N 37.210 72.965 27.798 -2.451 -0.828 -2.212 H21 3QA 46 3QA H22 H22 H 0 1 N N N 41.402 79.340 27.442 -8.700 0.258 0.079 H22 3QA 47 3QA H23 H23 H 0 1 N N N 41.478 78.162 28.571 -9.000 1.684 0.915 H23 3QA 48 3QA H24 H24 H 0 1 N N N 41.270 71.046 17.242 9.306 -0.005 0.052 H24 3QA 49 3QA H25 H25 H 0 1 N N N 40.666 72.096 15.916 8.954 0.464 -1.628 H25 3QA 50 3QA H26 H26 H 0 1 N N N 38.482 70.524 17.069 10.681 1.947 -0.728 H26 3QA 51 3QA H27 H27 H 0 1 N N N 39.825 69.456 16.540 9.177 2.873 -0.951 H27 3QA 52 3QA H28 H28 H 0 1 N N N 38.342 69.951 14.823 10.134 3.235 1.208 H28 3QA 53 # # 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 3QA O25 C24 SING N N 1 3QA C24 C23 SING N N 2 3QA C23 O22 SING N N 3 3QA O22 C21 SING N N 4 3QA C21 C20 SING N N 5 3QA C20 "S6'" SING N N 6 3QA "S6'" "C6'" SING N N 7 3QA "C6'" "C5'" SING N N 8 3QA "C5'" "C4'" SING N N 9 3QA "C4'" "C3'" SING N N 10 3QA "C4'" "C1'" SING N N 11 3QA "C3'" "O3'" SING N N 12 3QA "C3'" "C2'" SING N N 13 3QA "C1'" "N1'" SING N N 14 3QA "C2'" "N1'" SING N N 15 3QA "N1'" C10 SING N N 16 3QA C2 N3 DOUB Y N 17 3QA C2 N1 SING Y N 18 3QA N3 C4 SING Y N 19 3QA N1 C6 DOUB Y N 20 3QA C4 C9 SING Y N 21 3QA C4 C5 DOUB Y N 22 3QA C10 C9 SING N N 23 3QA C6 C5 SING Y N 24 3QA C6 N6 SING N N 25 3QA C9 C8 DOUB Y N 26 3QA C5 N7 SING Y N 27 3QA C8 N7 SING Y N 28 3QA "C5'" H1 SING N N 29 3QA "C5'" H2 SING N N 30 3QA "C4'" H3 SING N N 31 3QA "C3'" H4 SING N N 32 3QA "O3'" H5 SING N N 33 3QA "C2'" H6 SING N N 34 3QA "C2'" H7 SING N N 35 3QA "C1'" H8 SING N N 36 3QA "C1'" H9 SING N N 37 3QA C8 H10 SING N N 38 3QA N7 H11 SING N N 39 3QA C2 H12 SING N N 40 3QA "C6'" H14 SING N N 41 3QA "C6'" H15 SING N N 42 3QA C20 H16 SING N N 43 3QA C20 H17 SING N N 44 3QA C21 H18 SING N N 45 3QA C21 H19 SING N N 46 3QA C10 H20 SING N N 47 3QA C10 H21 SING N N 48 3QA N6 H22 SING N N 49 3QA N6 H23 SING N N 50 3QA C23 H24 SING N N 51 3QA C23 H25 SING N N 52 3QA C24 H26 SING N N 53 3QA C24 H27 SING N N 54 3QA O25 H28 SING N N 55 # # 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 3QA SMILES ACDLabs 12.01 "OCCOCCSCCC3CN(Cc2cnc1c2ncnc1N)CC3O" 3QA InChI InChI 1.03 "InChI=1S/C17H27N5O3S/c18-17-16-15(20-11-21-17)13(7-19-16)9-22-8-12(14(24)10-22)1-5-26-6-4-25-3-2-23/h7,11-12,14,19,23-24H,1-6,8-10H2,(H2,18,20,21)/t12-,14-/m0/s1" 3QA InChIKey InChI 1.03 NLPFBCRTOQVKFZ-JSGCOSHPSA-N 3QA SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2c(CN3C[C@H](O)[C@@H](CCSCCOCCO)C3)c[nH]c12" 3QA SMILES CACTVS 3.385 "Nc1ncnc2c(CN3C[CH](O)[CH](CCSCCOCCO)C3)c[nH]c12" 3QA SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1c(c2c([nH]1)c(ncn2)N)CN3C[C@@H]([C@H](C3)O)CCSCCOCCO" 3QA SMILES "OpenEye OEToolkits" 1.9.2 "c1c(c2c([nH]1)c(ncn2)N)CN3CC(C(C3)O)CCSCCOCCO" # # 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 3QA "SYSTEMATIC NAME" ACDLabs 12.01 "(3R,4S)-1-[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]-4-(2-{[2-(2-hydroxyethoxy)ethyl]sulfanyl}ethyl)pyrrolidin-3-ol" 3QA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(3R,4S)-1-[(4-azanyl-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]-4-[2-[2-(2-hydroxyethyloxy)ethylsulfanyl]ethyl]pyrrolidin-3-ol" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3QA "Create component" 2014-10-06 RCSB 3QA "Initial release" 2015-11-25 RCSB 3QA "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 3QA _pdbx_chem_comp_synonyms.name "2-(2-hydroxyethoxy)ethylthiomethyl-DADMe-Immucillin-A" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##