data_3YB # _chem_comp.id 3YB _chem_comp.name "N-({4-[4-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)butyl]thiophen-2-yl}carbonyl)-L-glutamic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H23 N5 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-12-10 _chem_comp.pdbx_modified_date 2016-04-15 _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 461.492 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3YB _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 4X75 _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 3YB N1 N1 N 0 1 N N N 34.211 -5.980 -14.155 -8.377 -1.396 -0.954 N1 3YB 1 3YB C2 C1 C 0 1 N N N 34.886 -5.103 -13.408 -9.559 -0.825 -0.963 C2 3YB 2 3YB N3 N2 N 0 1 N N N 36.227 -5.172 -13.301 -9.803 0.348 -0.313 N3 3YB 3 3YB C4 C2 C 0 1 N N N 36.945 -6.115 -13.963 -8.813 0.965 0.371 C4 3YB 4 3YB N5 N3 N 0 1 Y N N 34.388 -7.897 -15.616 -6.041 -1.209 -0.123 N5 3YB 5 3YB C6 C3 C 0 1 Y N N 35.401 -8.645 -16.091 -5.393 -0.278 0.650 C6 3YB 6 3YB C7 C4 C 0 1 Y N N 36.595 -8.156 -15.563 -6.249 0.699 0.992 C7 3YB 7 3YB C8 C5 C 0 1 Y N N 36.256 -7.048 -14.749 -7.537 0.361 0.389 C8 3YB 8 3YB C9 C6 C 0 1 Y N N 34.859 -6.945 -14.827 -7.344 -0.846 -0.298 C9 3YB 9 3YB O10 O1 O 0 1 N N N 38.175 -6.107 -13.819 -9.016 2.014 0.957 O10 3YB 10 3YB N11 N4 N 0 1 N N N 34.196 -4.076 -12.692 -10.583 -1.429 -1.649 N11 3YB 11 3YB C12 C7 C 0 1 Y N N 34.396 -6.637 -21.233 1.513 0.186 -0.562 C12 3YB 12 3YB C13 C8 C 0 1 Y N N 34.077 -5.403 -21.709 2.786 0.308 -0.081 C13 3YB 13 3YB S14 S1 S 0 1 Y N N 35.519 -4.504 -21.564 2.868 1.704 0.984 S14 3YB 14 3YB C15 C9 C 0 1 Y N N 36.524 -5.711 -20.893 1.215 2.049 0.735 C15 3YB 15 3YB C16 C10 C 0 1 Y N N 35.732 -6.816 -20.791 0.661 1.160 -0.097 C16 3YB 16 3YB C17 C11 C 0 1 N N N 32.794 -4.961 -22.208 3.905 -0.584 -0.401 C17 3YB 17 3YB O18 O2 O 0 1 N N N 32.718 -3.875 -22.758 3.737 -1.526 -1.153 O18 3YB 18 3YB N19 N5 N 0 1 N N N 31.634 -5.786 -22.029 5.120 -0.361 0.138 N19 3YB 19 3YB C20 C12 C 0 1 N N S 30.409 -5.413 -22.466 6.238 -1.252 -0.181 C20 3YB 20 3YB C21 C13 C 0 1 N N N 29.771 -6.475 -23.151 7.558 -0.499 0.001 C21 3YB 21 3YB C22 C14 C 0 1 N N N 30.759 -7.302 -23.897 7.642 0.638 -1.020 C22 3YB 22 3YB C23 C15 C 0 1 N N N 30.060 -8.495 -24.460 8.942 1.379 -0.840 C23 3YB 23 3YB O24 O3 O 0 1 N N N 29.010 -8.933 -23.911 9.234 2.423 -1.632 O24 3YB 24 3YB O25 O4 O 0 1 N N N 30.523 -9.064 -25.484 9.721 1.033 0.016 O25 3YB 25 3YB C26 C16 C 0 1 N N N 29.581 -5.052 -21.379 6.209 -2.445 0.739 C26 3YB 26 3YB O27 O5 O 0 1 N N N 28.679 -4.189 -21.551 5.343 -2.541 1.576 O27 3YB 27 3YB O28 O6 O 0 1 N N N 29.718 -5.586 -20.241 7.145 -3.400 0.629 O28 3YB 28 3YB C29 C17 C 0 1 N N N 35.231 -9.812 -17.004 -3.943 -0.343 1.054 C29 3YB 29 3YB C30 C18 C 0 1 N N N 35.950 -9.560 -18.290 -3.102 0.474 0.071 C30 3YB 30 3YB C31 C19 C 0 1 N N N 35.434 -8.340 -18.962 -1.630 0.408 0.481 C31 3YB 31 3YB C32 C20 C 0 1 N N N 36.196 -8.117 -20.234 -0.789 1.225 -0.502 C32 3YB 32 3YB H1 H1 H 0 1 N N N 36.705 -4.513 -12.720 -10.689 0.742 -0.341 H1 3YB 33 3YB H2 H2 H 0 1 N N N 33.421 -8.040 -15.828 -5.632 -2.007 -0.492 H2 3YB 34 3YB H3 H3 H 0 1 N N N 37.586 -8.546 -15.740 -6.028 1.567 1.596 H3 3YB 35 3YB H4 H4 H 0 1 N N N 33.200 -4.010 -12.748 -10.427 -2.264 -2.118 H4 3YB 36 3YB H5 H5 H 0 1 N N N 34.710 -3.423 -12.135 -11.463 -1.021 -1.666 H5 3YB 37 3YB H6 H6 H 0 1 N N N 33.671 -7.437 -21.194 1.208 -0.595 -1.242 H6 3YB 38 3YB H7 H7 H 0 1 N N N 37.562 -5.619 -20.611 0.687 2.875 1.188 H7 3YB 39 3YB H8 H8 H 0 1 N N N 31.734 -6.666 -21.566 5.254 0.390 0.738 H8 3YB 40 3YB H9 H9 H 0 1 N N N 30.501 -4.554 -23.146 6.151 -1.587 -1.215 H9 3YB 41 3YB H10 H10 H 0 1 N N N 29.042 -6.058 -23.862 7.605 -0.087 1.009 H10 3YB 42 3YB H11 H11 H 0 1 N N N 29.249 -7.111 -22.421 8.391 -1.186 -0.151 H11 3YB 43 3YB H12 H12 H 0 1 N N N 31.557 -7.629 -23.215 7.595 0.226 -2.028 H12 3YB 44 3YB H13 H13 H 0 1 N N N 31.195 -6.709 -24.714 6.809 1.324 -0.868 H13 3YB 45 3YB H14 H14 H 0 1 N N N 28.695 -9.691 -24.389 10.079 2.867 -1.479 H14 3YB 46 3YB H15 H15 H 0 1 N N N 29.072 -5.229 -19.643 7.085 -4.146 1.241 H15 3YB 47 3YB H16 H16 H 0 1 N N N 34.161 -9.963 -17.208 -3.827 0.064 2.058 H16 3YB 48 3YB H17 H17 H 0 1 N N N 35.644 -10.713 -16.526 -3.609 -1.381 1.043 H17 3YB 49 3YB H18 H18 H 0 1 N N N 35.808 -10.424 -18.956 -3.218 0.066 -0.933 H18 3YB 50 3YB H19 H19 H 0 1 N N N 37.022 -9.429 -18.082 -3.436 1.511 0.083 H19 3YB 51 3YB H20 H20 H 0 1 N N N 35.564 -7.472 -18.299 -1.514 0.816 1.485 H20 3YB 52 3YB H21 H21 H 0 1 N N N 34.366 -8.470 -19.191 -1.296 -0.630 0.470 H21 3YB 53 3YB H22 H22 H 0 1 N N N 35.990 -8.929 -20.947 -1.123 2.263 -0.490 H22 3YB 54 3YB H23 H23 H 0 1 N N N 37.276 -8.077 -20.027 -0.905 0.817 -1.506 H23 3YB 55 # 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 3YB O25 C23 DOUB N N 1 3YB C23 O24 SING N N 2 3YB C23 C22 SING N N 3 3YB C22 C21 SING N N 4 3YB C21 C20 SING N N 5 3YB O18 C17 DOUB N N 6 3YB C20 N19 SING N N 7 3YB C20 C26 SING N N 8 3YB C17 N19 SING N N 9 3YB C17 C13 SING N N 10 3YB C13 S14 SING Y N 11 3YB C13 C12 DOUB Y N 12 3YB S14 C15 SING Y N 13 3YB O27 C26 DOUB N N 14 3YB C26 O28 SING N N 15 3YB C12 C16 SING Y N 16 3YB C15 C16 DOUB Y N 17 3YB C16 C32 SING N N 18 3YB C32 C31 SING N N 19 3YB C31 C30 SING N N 20 3YB C30 C29 SING N N 21 3YB C29 C6 SING N N 22 3YB C6 N5 SING Y N 23 3YB C6 C7 DOUB Y N 24 3YB N5 C9 SING Y N 25 3YB C7 C8 SING Y N 26 3YB C9 C8 DOUB Y N 27 3YB C9 N1 SING N N 28 3YB C8 C4 SING N N 29 3YB N1 C2 DOUB N N 30 3YB C4 O10 DOUB N N 31 3YB C4 N3 SING N N 32 3YB C2 N3 SING N N 33 3YB C2 N11 SING N N 34 3YB N3 H1 SING N N 35 3YB N5 H2 SING N N 36 3YB C7 H3 SING N N 37 3YB N11 H4 SING N N 38 3YB N11 H5 SING N N 39 3YB C12 H6 SING N N 40 3YB C15 H7 SING N N 41 3YB N19 H8 SING N N 42 3YB C20 H9 SING N N 43 3YB C21 H10 SING N N 44 3YB C21 H11 SING N N 45 3YB C22 H12 SING N N 46 3YB C22 H13 SING N N 47 3YB O24 H14 SING N N 48 3YB O28 H15 SING N N 49 3YB C29 H16 SING N N 50 3YB C29 H17 SING N N 51 3YB C30 H18 SING N N 52 3YB C30 H19 SING N N 53 3YB C31 H20 SING N N 54 3YB C31 H21 SING N N 55 3YB C32 H22 SING N N 56 3YB C32 H23 SING N N 57 # 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 3YB SMILES ACDLabs 12.01 "O=C(O)C(NC(=O)c1scc(c1)CCCCc3cc2C(=O)NC(=Nc2n3)N)CCC(=O)O" 3YB InChI InChI 1.03 "InChI=1S/C20H23N5O6S/c21-20-24-16-12(17(28)25-20)8-11(22-16)4-2-1-3-10-7-14(32-9-10)18(29)23-13(19(30)31)5-6-15(26)27/h7-9,13H,1-6H2,(H,23,29)(H,26,27)(H,30,31)(H4,21,22,24,25,28)/t13-/m0/s1" 3YB InChIKey InChI 1.03 VMGGIKVXYOZFJO-ZDUSSCGKSA-N 3YB SMILES_CANONICAL CACTVS 3.385 "NC1=Nc2[nH]c(CCCCc3csc(c3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)cc2C(=O)N1" 3YB SMILES CACTVS 3.385 "NC1=Nc2[nH]c(CCCCc3csc(c3)C(=O)N[CH](CCC(O)=O)C(O)=O)cc2C(=O)N1" 3YB SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1c(csc1C(=O)N[C@@H](CCC(=O)O)C(=O)O)CCCCc2cc3c([nH]2)N=C(NC3=O)N" 3YB SMILES "OpenEye OEToolkits" 1.9.2 "c1c(csc1C(=O)NC(CCC(=O)O)C(=O)O)CCCCc2cc3c([nH]2)N=C(NC3=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 3YB "SYSTEMATIC NAME" ACDLabs 12.01 "N-({4-[4-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)butyl]thiophen-2-yl}carbonyl)-L-glutamic acid" 3YB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S)-2-[[4-[4-(2-azanyl-4-oxidanylidene-3,7-dihydropyrrolo[2,3-d]pyrimidin-6-yl)butyl]thiophen-2-yl]carbonylamino]pentanedioic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3YB "Create component" 2014-12-10 RCSB 3YB "Initial release" 2016-04-20 RCSB #