data_3YF
# 
_chem_comp.id                                    3YF 
_chem_comp.name                                  "(S)-2-({4-[3-(2-Amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)-propyl]-thiophene-2-carbonyl}-amino)-pentanedioic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H21 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                    2015-12-11 
_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                        447.465 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     3YF 
_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        4ZZ1 
_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 
3YF N1  N1  N 0 1 N N N 25.652 -10.874 -23.871 7.476  -0.300 1.337  N1  3YF 1  
3YF C2  C1  C 0 1 N N N 24.582 -11.017 -24.644 8.234  0.770  1.265  C2  3YF 2  
3YF N3  N2  N 0 1 N N N 23.947 -12.196 -24.773 8.047  1.729  0.314  N3  3YF 3  
3YF C4  C2  C 0 1 N N N 24.383 -13.307 -24.140 7.056  1.598  -0.597 C4  3YF 4  
3YF N5  N3  N 0 1 Y N N 27.201 -12.027 -22.382 5.551  -1.493 0.312  N5  3YF 5  
3YF C6  C3  C 0 1 Y N N 27.331 -13.270 -21.927 4.731  -1.210 -0.752 C6  3YF 6  
3YF C7  C4  C 0 1 Y N N 26.309 -14.072 -22.485 5.097  -0.042 -1.305 C7  3YF 7  
3YF C8  C5  C 0 1 Y N N 25.536 -13.200 -23.304 6.234  0.452  -0.531 C8  3YF 8  
3YF C9  C6  C 0 1 Y N N 26.159 -11.932 -23.196 6.473  -0.501 0.469  C9  3YF 9  
3YF O10 O1  O 0 1 N N N 23.801 -14.386 -24.270 6.878  2.448  -1.453 O10 3YF 10 
3YF N11 N4  N 0 1 N N N 24.079 -9.906  -25.325 9.247  0.928  2.178  N11 3YF 11 
3YF C12 C7  C 0 1 Y N N 26.133 -11.431 -17.581 -0.955 -1.049 -1.068 C12 3YF 12 
3YF C13 C8  C 0 1 Y N N 25.400 -10.925 -16.539 -2.078 -0.754 -0.348 C13 3YF 13 
3YF S14 S1  S 0 1 Y N N 24.206 -12.079 -16.190 -2.085 -1.715 1.125  S14 3YF 14 
3YF C15 C9  C 0 1 Y N N 24.663 -13.221 -17.381 -0.605 -2.452 0.707  C15 3YF 15 
3YF C16 C10 C 0 1 Y N N 25.742 -12.707 -18.057 -0.157 -1.995 -0.469 C16 3YF 16 
3YF C17 C11 C 0 1 N N N 25.564 -9.668  -15.857 -3.111 0.209  -0.739 C17 3YF 17 
3YF O18 O2  O 0 1 N N N 24.673 -9.263  -15.088 -3.005 0.824  -1.785 O18 3YF 18 
3YF N19 N5  N 0 1 N N N 26.756 -8.920  -16.090 -4.178 0.415  0.058  N19 3YF 19 
3YF C20 C12 C 0 1 N N S 26.924 -7.664  -15.422 -5.210 1.378  -0.333 C20 3YF 20 
3YF C21 C13 C 0 1 N N N 28.135 -7.721  -14.571 -6.535 1.005  0.334  C21 3YF 21 
3YF C22 C14 C 0 1 N N N 27.874 -8.525  -13.305 -7.016 -0.344 -0.204 C22 3YF 22 
3YF C23 C15 C 0 1 N N N 29.180 -8.983  -12.613 -8.321 -0.712 0.454  C23 3YF 23 
3YF O24 O3  O 0 1 N N N 29.234 -10.128 -12.033 -8.933 -1.863 0.134  O24 3YF 24 
3YF O25 O4  O 0 1 N N N 30.229 -8.200  -12.618 -8.816 0.029  1.270  O25 3YF 25 
3YF C26 C16 C 0 1 N N N 27.069 -6.590  -16.501 -4.799 2.760  0.104  C26 3YF 26 
3YF O27 O5  O 0 1 N N N 26.682 -5.374  -16.254 -5.597 3.809  -0.150 O27 3YF 27 
3YF O28 O6  O 0 1 N N N 27.559 -6.895  -17.648 -3.752 2.924  0.683  O28 3YF 28 
3YF C29 C17 C 0 1 N N N 28.416 -13.683 -20.908 3.595  -2.078 -1.228 C29 3YF 29 
3YF C30 C18 C 0 1 N N N 27.907 -13.103 -19.518 2.286  -1.592 -0.602 C30 3YF 30 
3YF C31 C19 C 0 1 N N N 26.425 -13.423 -19.226 1.132  -2.473 -1.085 C31 3YF 31 
3YF H1  H1  H 0 1 N N N 23.133 -12.251 -25.351 8.626  2.507  0.291  H1  3YF 32 
3YF H2  H2  H 0 1 N N N 27.806 -11.268 -22.143 5.484  -2.284 0.870  H2  3YF 33 
3YF H3  H3  H 0 1 N N N 26.148 -15.128 -22.324 4.639  0.440  -2.156 H3  3YF 34 
3YF H4  H4  H 0 1 N N N 24.524 -9.016  -25.227 9.393  0.256  2.862  H4  3YF 35 
3YF H5  H5  H 0 1 N N N 23.274 -10.001 -25.910 9.816  1.713  2.139  H5  3YF 36 
3YF H6  H6  H 0 1 N N N 26.960 -10.889 -18.014 -0.719 -0.588 -2.016 H6  3YF 37 
3YF H7  H7  H 0 1 N N N 24.189 -14.173 -17.567 -0.098 -3.192 1.308  H7  3YF 38 
3YF H8  H8  H 0 1 N N N 27.462 -9.266  -16.708 -4.262 -0.075 0.891  H8  3YF 39 
3YF H9  H9  H 0 1 N N N 26.044 -7.437  -14.803 -5.332 1.360  -1.416 H9  3YF 40 
3YF H10 H10 H 0 1 N N N 28.950 -8.195  -15.137 -6.392 0.936  1.413  H10 3YF 41 
3YF H11 H11 H 0 1 N N N 28.428 -6.698  -14.293 -7.281 1.770  0.115  H11 3YF 42 
3YF H12 H12 H 0 1 N N N 27.303 -7.901  -12.602 -7.159 -0.275 -1.282 H12 3YF 43 
3YF H13 H13 H 0 1 N N N 27.283 -9.415  -13.568 -6.270 -1.109 0.015  H13 3YF 44 
3YF H14 H14 H 0 1 N N N 30.098 -10.254 -11.660 -9.768 -2.055 0.582  H14 3YF 45 
3YF H15 H15 H 0 1 N N N 26.827 -4.833  -17.021 -5.291 4.676  0.149  H15 3YF 46 
3YF H16 H16 H 0 1 N N N 28.507 -14.778 -20.861 3.522  -2.019 -2.314 H16 3YF 47 
3YF H17 H17 H 0 1 N N N 29.388 -13.245 -21.178 3.778  -3.111 -0.932 H17 3YF 48 
3YF H18 H18 H 0 1 N N N 28.522 -13.534 -18.714 2.358  -1.651 0.484  H18 3YF 49 
3YF H19 H19 H 0 1 N N N 28.032 -12.010 -19.529 2.103  -0.559 -0.898 H19 3YF 50 
3YF H20 H20 H 0 1 N N N 25.855 -13.180 -20.134 1.315  -3.506 -0.789 H20 3YF 51 
3YF H21 H21 H 0 1 N N N 26.358 -14.503 -19.030 1.059  -2.414 -2.171 H21 3YF 52 
# 
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 
3YF N11 C2  SING N N 1  
3YF N3  C2  SING N N 2  
3YF N3  C4  SING N N 3  
3YF C2  N1  DOUB N N 4  
3YF O10 C4  DOUB N N 5  
3YF C4  C8  SING N N 6  
3YF N1  C9  SING N N 7  
3YF C8  C9  DOUB Y N 8  
3YF C8  C7  SING Y N 9  
3YF C9  N5  SING Y N 10 
3YF C7  C6  DOUB Y N 11 
3YF N5  C6  SING Y N 12 
3YF C6  C29 SING N N 13 
3YF C29 C30 SING N N 14 
3YF C30 C31 SING N N 15 
3YF C31 C16 SING N N 16 
3YF C16 C12 SING Y N 17 
3YF C16 C15 DOUB Y N 18 
3YF O28 C26 DOUB N N 19 
3YF C12 C13 DOUB Y N 20 
3YF C15 S14 SING Y N 21 
3YF C13 S14 SING Y N 22 
3YF C13 C17 SING N N 23 
3YF C26 O27 SING N N 24 
3YF C26 C20 SING N N 25 
3YF N19 C17 SING N N 26 
3YF N19 C20 SING N N 27 
3YF C17 O18 DOUB N N 28 
3YF C20 C21 SING N N 29 
3YF C21 C22 SING N N 30 
3YF C22 C23 SING N N 31 
3YF O25 C23 DOUB N N 32 
3YF C23 O24 SING N N 33 
3YF N3  H1  SING N N 34 
3YF N5  H2  SING N N 35 
3YF C7  H3  SING N N 36 
3YF N11 H4  SING N N 37 
3YF N11 H5  SING N N 38 
3YF C12 H6  SING N N 39 
3YF C15 H7  SING N N 40 
3YF N19 H8  SING N N 41 
3YF C20 H9  SING N N 42 
3YF C21 H10 SING N N 43 
3YF C21 H11 SING N N 44 
3YF C22 H12 SING N N 45 
3YF C22 H13 SING N N 46 
3YF O24 H14 SING N N 47 
3YF O27 H15 SING N N 48 
3YF C29 H16 SING N N 49 
3YF C29 H17 SING N N 50 
3YF C30 H18 SING N N 51 
3YF C30 H19 SING N N 52 
3YF C31 H20 SING N N 53 
3YF C31 H21 SING N N 54 
# 
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 
3YF SMILES           ACDLabs              12.01 "N=2c3nc(CCCc1cc(sc1)C(=O)NC(CCC(O)=O)C(O)=O)cc3C(NC=2N)=O"                                                                                                                                  
3YF InChI            InChI                1.03  "InChI=1S/C19H21N5O6S/c20-19-23-15-11(16(27)24-19)7-10(21-15)3-1-2-9-6-13(31-8-9)17(28)22-12(18(29)30)4-5-14(25)26/h6-8,12H,1-5H2,(H,22,28)(H,25,26)(H,29,30)(H4,20,21,23,24,27)/t12-/m0/s1" 
3YF InChIKey         InChI                1.03  UNSSSMUKJOLMJV-LBPRGKRZSA-N                                                                                                                                                                  
3YF SMILES_CANONICAL CACTVS               3.385 "NC1=Nc2[nH]c(CCCc3csc(c3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)cc2C(=O)N1"                                                                                                                           
3YF SMILES           CACTVS               3.385 "NC1=Nc2[nH]c(CCCc3csc(c3)C(=O)N[CH](CCC(O)=O)C(O)=O)cc2C(=O)N1"                                                                                                                             
3YF SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1c(csc1C(=O)N[C@@H](CCC(=O)O)C(=O)O)CCCc2cc3c([nH]2)N=C(NC3=O)N"                                                                                                                           
3YF SMILES           "OpenEye OEToolkits" 1.9.2 "c1c(csc1C(=O)NC(CCC(=O)O)C(=O)O)CCCc2cc3c([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 
3YF "SYSTEMATIC NAME" ACDLabs              12.01 "N-({4-[3-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)propyl]thiophen-2-yl}carbonyl)-L-glutamic acid"                   
3YF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S)-2-[[4-[3-(2-azanyl-4-oxidanylidene-3,7-dihydropyrrolo[2,3-d]pyrimidin-6-yl)propyl]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 
3YF "Create component" 2014-12-10 RCSB 
3YF "Modify name"      2015-06-09 RCSB 
3YF "Initial release"  2015-12-16 RCSB 
# 
