data_4HF
# 
_chem_comp.id                                    4HF 
_chem_comp.name                                  "N-[(5-{2-[(6R)-2-AMINO-4-OXO-3,4,5,6,7,8-HEXAHYDROPYRIDO[2,3-D]PYRIMIDIN-6-YL]ETHYL}-2-THIENYL)CARBONYL]-L-GLUTAMIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H23 N5 O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         
;6R-2',5'-THIENYL-5,10-DIDEAZATETRAHYDROFOLIC ACID; LY309887
;
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-02-27 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        449.481 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     4HF 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2FMN 
_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 
4HF C5    C5    C 0 1 N N N -44.001 -14.665 67.674 4.528  -0.413 -0.784 C5    4HF 1  
4HF C4A   C4A   C 0 1 Y N N -43.612 -13.239 68.101 5.970  -0.001 -0.666 C4A   4HF 2  
4HF C4    C4    C 0 1 Y N N -44.082 -12.661 69.286 6.789  -0.032 -1.801 C4    4HF 3  
4HF O4    O4    O 0 1 N N N -44.844 -13.294 70.018 6.342  -0.386 -2.881 O4    4HF 4  
4HF N3    N3    N 0 1 Y N N -43.694 -11.356 69.640 8.080  0.342  -1.684 N3    4HF 5  
4HF C2    C2    C 0 1 Y N N -42.835 -10.630 68.803 8.572  0.729  -0.475 C2    4HF 6  
4HF N2    N2    N 0 1 N N N -42.452 -9.399  69.142 9.887  1.096  -0.372 N2    4HF 7  
4HF N1    N1    N 0 1 Y N N -42.389 -11.195 67.661 7.807  0.761  0.596  N1    4HF 8  
4HF C8A   C8A   C 0 1 Y N N -42.753 -12.453 67.296 6.516  0.409  0.537  C8A   4HF 9  
4HF N8    N8    N 0 1 N N N -42.322 -12.941 66.112 5.745  0.467  1.683  N8    4HF 10 
4HF C7    C7    C 0 1 N N N -42.692 -14.287 65.572 4.435  -0.198 1.696  C7    4HF 11 
4HF C6    C6    C 0 1 N N R -44.052 -14.782 66.140 3.717  0.149  0.385  C6    4HF 12 
4HF C9    C9    C 0 1 N N N -45.216 -13.909 65.618 2.318  -0.470 0.383  C9    4HF 13 
4HF C10   C10   C 0 1 N N N -45.448 -14.076 64.115 1.469  0.185  1.474  C10   4HF 14 
4HF "C3'" "C3'" C 0 1 Y N N -46.655 -13.251 63.656 0.091  -0.425 1.473  "C3'" 4HF 15 
4HF "S2'" "S2'" S 0 1 Y N N -48.252 -13.336 64.445 -1.309 0.081  0.584  "S2'" 4HF 16 
4HF "C4'" "C4'" C 0 1 Y N N -46.749 -12.372 62.620 -0.354 -1.507 2.163  "C4'" 4HF 17 
4HF "C5'" "C5'" C 0 1 Y N N -48.000 -11.782 62.430 -1.661 -1.900 2.023  "C5'" 4HF 18 
4HF "C1'" "C1'" C 0 1 Y N N -48.958 -12.166 63.308 -2.454 -1.160 1.160  "C1'" 4HF 19 
4HF C11   C11   C 0 1 N N N -50.410 -11.663 63.312 -3.866 -1.346 0.813  C11   4HF 20 
4HF O11   O11   O 0 1 N N N -50.780 -10.808 62.507 -4.500 -2.258 1.311  O11   4HF 21 
4HF N     N     N 0 1 N N N -51.210 -12.215 64.231 -4.463 -0.507 -0.057 N     4HF 22 
4HF CA    CA    C 0 1 N N S -52.632 -11.829 64.365 -5.874 -0.694 -0.404 CA    4HF 23 
4HF C     C     C 0 1 N N N -52.795 -10.837 65.520 -5.988 -1.701 -1.519 C     4HF 24 
4HF OX1   OX1   O 0 1 N N N -53.065 -9.655  65.213 -7.196 -2.032 -2.003 OX1   4HF 25 
4HF OX2   OX2   O 0 1 N N N -52.643 -11.282 66.683 -4.993 -2.211 -1.977 OX2   4HF 26 
4HF CB    CB    C 0 1 N N N -53.511 -13.063 64.617 -6.467 0.641  -0.859 CB    4HF 27 
4HF CG    CG    C 0 1 N N N -53.558 -13.987 63.396 -6.465 1.626  0.311  CG    4HF 28 
4HF CD    CD    C 0 1 N N N -54.476 -15.191 63.660 -7.050 2.941  -0.138 CD    4HF 29 
4HF OE1   OE1   O 0 1 N N N -55.630 -15.149 63.174 -7.429 3.076  -1.277 OE1   4HF 30 
4HF OE2   OE2   O 0 1 N N N -54.003 -16.125 64.343 -7.149 3.962  0.728  OE2   4HF 31 
4HF H51   1H5   H 0 1 N N N -44.997 -14.895 68.079 4.120  -0.035 -1.721 H51   4HF 32 
4HF H52   2H5   H 0 1 N N N -43.254 -15.372 68.063 4.462  -1.501 -0.778 H52   4HF 33 
4HF HN3   HN3   H 0 1 N N N -44.031 -10.947 70.488 8.661  0.328  -2.460 HN3   4HF 34 
4HF HN21  1HN2  H 0 0 N N N -42.729 -8.918  69.974 10.246 1.377  0.484  HN21  4HF 35 
4HF HN22  2HN2  H 0 0 N N N -41.845 -9.030  68.438 10.460 1.072  -1.154 HN22  4HF 36 
4HF HN8   HN8   H 0 1 N N N -42.657 -12.291 65.430 6.065  0.939  2.467  HN8   4HF 37 
4HF H71   1H7   H 0 1 N N N -41.913 -15.003 65.872 3.849  0.159  2.542  H71   4HF 38 
4HF H72   2H7   H 0 1 N N N -42.771 -14.218 64.477 4.569  -1.277 1.768  H72   4HF 39 
4HF H6    H6    H 0 1 N N N -44.220 -15.822 65.822 3.638  1.232  0.287  H6    4HF 40 
4HF H91   1H9   H 0 1 N N N -44.954 -12.857 65.802 1.850  -0.307 -0.588 H91   4HF 41 
4HF H92   2H9   H 0 1 N N N -46.135 -14.202 66.147 2.394  -1.540 0.574  H92   4HF 42 
4HF H101  1H10  H 0 0 N N N -45.644 -15.137 63.904 1.937  0.022  2.445  H101  4HF 43 
4HF H102  2H10  H 0 0 N N N -44.553 -13.735 63.574 1.393  1.255  1.283  H102  4HF 44 
4HF "H4'" "H4'" H 0 1 N N N -45.906 -12.145 61.984 0.311  -2.047 2.821  "H4'" 4HF 45 
4HF "H5'" "H5'" H 0 1 N N N -48.190 -11.071 61.640 -2.054 -2.753 2.557  "H5'" 4HF 46 
4HF HN    HN    H 0 1 N N N -50.836 -12.909 64.846 -3.958 0.219  -0.454 HN    4HF 47 
4HF HA    HA    H 0 1 N N N -52.953 -11.356 63.425 -6.418 -1.054 0.469  HA    4HF 48 
4HF HX1   HX1   H 0 1 N N N -53.140 -9.132  66.002 -7.269 -2.678 -2.719 HX1   4HF 49 
4HF HB1   1HB   H 0 1 N N N -54.534 -12.718 64.826 -5.869 1.045  -1.676 HB1   4HF 50 
4HF HB2   2HB   H 0 1 N N N -53.096 -13.624 65.468 -7.491 0.485  -1.201 HB2   4HF 51 
4HF HG1   1HG   H 0 1 N N N -52.542 -14.355 63.191 -7.064 1.222  1.127  HG1   4HF 52 
4HF HG2   2HG   H 0 1 N N N -53.944 -13.423 62.534 -5.442 1.782  0.653  HG2   4HF 53 
4HF HE2   HE2   H 0 1 N N N -54.656 -16.808 64.441 -7.524 4.805  0.440  HE2   4HF 54 
# 
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 
4HF C5    C4A   SING N N 1  
4HF C5    C6    SING N N 2  
4HF C5    H51   SING N N 3  
4HF C5    H52   SING N N 4  
4HF C4A   C4    SING Y N 5  
4HF C4A   C8A   DOUB Y N 6  
4HF C4    O4    DOUB N N 7  
4HF C4    N3    SING Y N 8  
4HF N3    C2    SING Y N 9  
4HF N3    HN3   SING N N 10 
4HF C2    N2    SING N N 11 
4HF C2    N1    DOUB Y N 12 
4HF N2    HN21  SING N N 13 
4HF N2    HN22  SING N N 14 
4HF N1    C8A   SING Y N 15 
4HF C8A   N8    SING N N 16 
4HF N8    C7    SING N N 17 
4HF N8    HN8   SING N N 18 
4HF C7    C6    SING N N 19 
4HF C7    H71   SING N N 20 
4HF C7    H72   SING N N 21 
4HF C6    C9    SING N N 22 
4HF C6    H6    SING N N 23 
4HF C9    C10   SING N N 24 
4HF C9    H91   SING N N 25 
4HF C9    H92   SING N N 26 
4HF C10   "C3'" SING N N 27 
4HF C10   H101  SING N N 28 
4HF C10   H102  SING N N 29 
4HF "C3'" "S2'" SING Y N 30 
4HF "C3'" "C4'" DOUB Y N 31 
4HF "S2'" "C1'" SING Y N 32 
4HF "C4'" "C5'" SING Y N 33 
4HF "C4'" "H4'" SING N N 34 
4HF "C5'" "C1'" DOUB Y N 35 
4HF "C5'" "H5'" SING N N 36 
4HF "C1'" C11   SING N N 37 
4HF C11   O11   DOUB N N 38 
4HF C11   N     SING N N 39 
4HF N     CA    SING N N 40 
4HF N     HN    SING N N 41 
4HF CA    C     SING N N 42 
4HF CA    CB    SING N N 43 
4HF CA    HA    SING N N 44 
4HF C     OX1   SING N N 45 
4HF C     OX2   DOUB N N 46 
4HF OX1   HX1   SING N N 47 
4HF CB    CG    SING N N 48 
4HF CB    HB1   SING N N 49 
4HF CB    HB2   SING N N 50 
4HF CG    CD    SING N N 51 
4HF CG    HG1   SING N N 52 
4HF CG    HG2   SING N N 53 
4HF CD    OE1   DOUB N N 54 
4HF CD    OE2   SING N N 55 
4HF OE2   HE2   SING N N 56 
# 
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 
4HF SMILES           ACDLabs              10.04 O=C(O)C(NC(=O)c1sc(cc1)CCC3CNC=2N=C(N)NC(=O)C=2C3)CCC(=O)O 
4HF InChI            InChI                1.02b 
InChI=1/C19H23N5O6S/c20-19-23-15-11(16(27)24-19)7-9(8-21-15)1-2-10-3-5-13(31-10)17(28)22-12(18(29)30)4-6-14(25)26/h3,5,9,12H,1-2,4,6-8H2,(H,22,28)(H,25,26)(H,29,30)(H4,20,21,23,24,27)/t9-,12+/m1/s1/f/h21-22,24-25,29H,20H2 
4HF InChIKey         InChI                1.02b GQCXGHHHNACOGE-MDZDIAKZDB 
4HF SMILES_CANONICAL CACTVS               3.341 NC1=NC2=C(C[C@@H](CCc3sc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)CN2)C(=O)N1 
4HF SMILES           CACTVS               3.341 NC1=NC2=C(C[CH](CCc3sc(cc3)C(=O)N[CH](CCC(O)=O)C(O)=O)CN2)C(=O)N1 
4HF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(sc1CC[C@@H]2CC3=C(NC2)N=C(NC3=O)N)C(=O)N[C@@H](CCC(=O)O)C(=O)O 
4HF SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(sc1CCC2CC3=C(NC2)N=C(NC3=O)N)C(=O)NC(CCC(=O)O)C(=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 
4HF "SYSTEMATIC NAME" ACDLabs              10.04 "N-[(5-{2-[(6R)-2-amino-4-oxo-3,4,5,6,7,8-hexahydropyrido[2,3-d]pyrimidin-6-yl]ethyl}thiophen-2-yl)carbonyl]-L-glutamic acid"             
4HF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[5-[2-[(6R)-2-amino-4-oxo-5,6,7,8-tetrahydro-3H-pyrido[6,5-d]pyrimidin-6-yl]ethyl]thiophen-2-yl]carbonylamino]pentanedioic acid" 
# 
