# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 18:24:44 2021
#   Inital geometry file: a 150 line input string
#   Ligand name: N-[4-({[(6S)-2-amino-5-formyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)benzoyl]-L-glutamic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC1=NC2=C(N(C=O)[C@@H](CNc3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)CN2)C(=O)N1
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 FFO  FFO  'N-[4-({[(6S)-2-amino-5-formyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)benzoyl]-L-glutamic acid'  ligand  57  34  .  2022-03-18  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FFO
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 FFO  N1    N  N     0  -0.526  22.2726  58.8160  22.9159
 FFO  C2    C  CR6   0   0.679  22.4694  59.9120  23.5999
 FFO  NA2   N  NH2   0  -0.827  23.3721  60.8097  23.1718
 FFO  N3    N  NR16  0  -0.721  21.7655  60.2135  24.7139
 FFO  C4    C  CR6   0   0.547  20.7475  59.4058  25.2421
 FFO  O4    O  O     0  -0.476  20.1119  59.8007  26.2058
 FFO  C4A   C  CR6   0  -0.022  20.6075  58.1792  24.5426
 FFO  N5    N  NT    0  -0.469  19.6052  57.2511  24.8856
 FFO  C6    C  CH1   0  -0.206  18.9726  56.5892  23.7598
 FFO  C7    C  CH2   0  -0.253  20.0720  55.9079  22.9436
 FFO  N8    N  NH1   0  -0.661  21.1083  56.8670  22.6331
 FFO  C8A   C  CR6   0   0.503  21.3372  57.9592  23.3829
 FFO  C9    C  CH2   0  -0.287  18.1533  57.5488  22.8817
 FFO  N10   N  NH1   0  -0.694  17.3222  58.4510  23.6247
 FFO  C11   C  CR6   0  -0.062  18.1787  62.4472  24.5589
 FFO  C12   C  CR16  0  -0.258  17.2071  61.7212  25.2513
 FFO  C13   C  CR16  0  -0.337  16.9392  60.4075  24.9432
 FFO  C14   C  CR6   0   0.419  17.6289  59.7481  23.9109
 FFO  C15   C  CR16  0  -0.333  18.5685  60.4926  23.1797
 FFO  C16   C  CR16  0  -0.285  18.8363  61.8049  23.5099
 FFO  O     O  O     0  -0.499  17.6354  64.4986  25.6178
 FFO  N     N  NH1   0  -0.667  19.6142  64.3769  24.5503
 FFO  CA    C  CH1   0  -0.175  20.0124  65.7266  24.8584
 FFO  CB    C  CH2   0  -0.447  20.6477  65.8081  26.2601
 FFO  CG    C  CH2   0  -0.570  20.9913  67.2290  26.7044
 FFO  CD    C  C     0   0.542  21.3610  67.3320  28.1596
 FFO  OE1   O  O     0  -0.446  20.9588  68.1878  28.9085
 FFO  OE2   O  OH1   0  -0.590  22.2124  66.3846  28.5356
 FFO  CT    C  C     0   0.548  20.9924  66.1717  23.7895
 FFO  O1    O  O     0  -0.431  21.7149  65.4137  23.1927
 FFO  O2    O  OH1   0  -0.579  20.9810  67.4804  23.6138
 FFO  C5A   C  C1    0   0.234  19.4998  56.7256  26.1256
 FFO  O5B   O  O     0  -0.471  20.2080  56.9948  27.0740
 FFO  HN21  H  HNH2  0   0.409  24.0009  60.5139  22.4443
 FFO  HN22  H  HNH2  0   0.410  23.7257  61.5160  23.7950
 FFO  H6    H  HCH1  0   0.285  18.3111  55.8168  24.1560
 FFO  H7    H  HCH2  0   0.258  20.4694  55.0623  23.5115
 FFO  H91   H  HCH2  0   0.255  18.8133  58.1127  22.2261
 FFO  H92   H  HCH2  0   0.269  17.5352  56.9328  22.2244
 FFO  HN0   H  HNH1  0   0.384  16.6531  58.0157  24.2399
 FFO  H12   H  HCR6  0   0.248  16.6620  62.1919  26.0594
 FFO  H13   H  HCR6  0   0.254  16.1949  59.8646  25.5146
 FFO  H15   H  HCR6  0   0.266  19.0909  60.0594  22.3383
 FFO  H16   H  HCR6  0   0.242  19.5516  62.3341  22.8914
 FFO  HN    H  HNH1  0   0.385  20.3088  63.7882  24.1213
 FFO  HA    H  HCH1  0   0.293  19.1322  66.3719  24.8296
 FFO  HB1   H  HCH2  0   0.270  19.9173  65.3782  26.9475
 FFO  HB2   H  HCH2  0   0.254  21.5296  65.1660  26.2864
 FFO  HG1   H  HCH2  0   0.285  21.8376  67.6210  26.1331
 FFO  HG2   H  HCH2  0   0.272  20.1519  67.9021  26.5295
 FFO  HOE2  H  HOH1  0   0.483  22.4402  66.4964  29.4709
 FFO  HO2   H  HOH1  0   0.489  21.6575  67.7413  22.9693
 FFO  H5A   H  H     0   0.197  18.6690  56.0054  26.1929
 FFO  H22   H  HNR6  0   0.408  21.9231  61.0929  25.1861
 FFO  H23   H  HCH2  0   0.265  19.6674  55.5130  22.0106
 FFO  H24   H  HNH1  0   0.398  21.6153  56.7845  21.7676
 FFO  C     C  C     0   0.540  18.4368  63.8496  24.9544

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 FFO  N1   C2    double    1.307  0.020  1.307
 FFO  N1   C8A   single    1.352  0.020  1.352
 FFO  C2   NA2   single    1.343  0.020  1.343
 FFO  C2   N3    single    1.352  0.020  1.352
 FFO  NA2  HN21  single    0.890  0.020  1.040
 FFO  NA2  HN22  single    0.890  0.020  1.040
 FFO  N3   C4    single    1.403  0.020  1.403
 FFO  N3   H22   single    0.860  0.020  1.020
 FFO  C4   O4    double    1.220  0.020  1.220
 FFO  C4   C4A   single    1.419  0.020  1.419
 FFO  C4A  N5    single    1.408  0.020  1.408
 FFO  C4A  C8A   double    1.388  0.020  1.388
 FFO  N5   C6    single    1.451  0.020  1.451
 FFO  N5   C5A   single    1.351  0.020  1.351
 FFO  C6   C7    single    1.529  0.020  1.529
 FFO  C6   C9    single    1.537  0.020  1.537
 FFO  C6   H6    single    0.970  0.020  1.090
 FFO  C7   N8    single    1.446  0.020  1.446
 FFO  C7   H7    single    0.970  0.020  1.090
 FFO  C7   H23   single    0.970  0.020  1.090
 FFO  N8   C8A   single    1.345  0.020  1.345
 FFO  N8   H24   single    0.860  0.020  1.020
 FFO  C9   N10   single    1.434  0.020  1.434
 FFO  C9   H91   single    0.970  0.020  1.090
 FFO  C9   H92   single    0.970  0.020  1.090
 FFO  N10  C14   single    1.363  0.020  1.363
 FFO  N10  HN0   single    0.890  0.020  1.040
 FFO  C11  C12   aromatic  1.397  0.020  1.397
 FFO  C11  C16   aromatic  1.395  0.020  1.395
 FFO  C11  C     single    1.480  0.020  1.480
 FFO  C12  C13   aromatic  1.376  0.020  1.376
 FFO  C12  H12   single    0.930  0.020  1.080
 FFO  C13  C14   aromatic  1.406  0.020  1.406
 FFO  C13  H13   single    0.930  0.020  1.080
 FFO  C14  C15   aromatic  1.404  0.020  1.404
 FFO  C15  C16   aromatic  1.379  0.020  1.379
 FFO  C15  H15   single    0.930  0.020  1.080
 FFO  C16  H16   single    0.930  0.020  1.080
 FFO  C    O     double    1.226  0.020  1.226
 FFO  C    N     single    1.352  0.020  1.352
 FFO  N    CA    single    1.441  0.020  1.441
 FFO  N    HN    single    0.860  0.020  1.020
 FFO  CA   CB    single    1.541  0.020  1.541
 FFO  CA   CT    single    1.517  0.020  1.517
 FFO  CA   HA    single    0.970  0.020  1.090
 FFO  CB   CG    single    1.528  0.020  1.528
 FFO  CB   HB1   single    0.970  0.020  1.090
 FFO  CB   HB2   single    0.970  0.020  1.090
 FFO  CG   CD    single    1.505  0.020  1.505
 FFO  CG   HG1   single    0.970  0.020  1.090
 FFO  CG   HG2   single    0.970  0.020  1.090
 FFO  CD   OE1   double    1.206  0.020  1.206
 FFO  CD   OE2   single    1.328  0.020  1.328
 FFO  OE2  HOE2  single    0.850  0.020  0.980
 FFO  CT   O1    double    1.205  0.020  1.205
 FFO  CT   O2    single    1.321  0.020  1.321
 FFO  O2   HO2   single    0.850  0.020  0.980
 FFO  C5A  O5B   double    1.214  0.020  1.214
 FFO  C5A  H5A   single    0.930  0.020  1.080

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 FFO  C8A   N1   C2    117.06  3.000
 FFO  N3    C2   NA2   117.62  3.000
 FFO  N3    C2   N1    122.68  3.000
 FFO  NA2   C2   N1    119.67  3.000
 FFO  HN22  NA2  HN21  115.76  3.000
 FFO  HN22  NA2  C2    120.53  3.000
 FFO  HN21  NA2  C2    117.00  3.000
 FFO  H22   N3   C4    116.00  3.000
 FFO  H22   N3   C2    119.86  3.000
 FFO  C4    N3   C2    124.04  3.000
 FFO  C4A   C4   O4    128.15  3.000
 FFO  C4A   C4   N3    112.56  3.000
 FFO  O4    C4   N3    119.28  3.000
 FFO  C8A   C4A  N5    118.25  3.000
 FFO  C8A   C4A  C4    119.81  3.000
 FFO  N5    C4A  C4    121.32  3.000
 FFO  C5A   N5   C6    120.05  3.000
 FFO  C5A   N5   C4A   122.37  3.000
 FFO  C6    N5   C4A   114.95  3.000
 FFO  H6    C6   C9    109.03  3.000
 FFO  H6    C6   C7    108.31  3.000
 FFO  C9    C6   C7    110.88  3.000
 FFO  H6    C6   N5    107.78  3.000
 FFO  C9    C6   N5    113.00  3.000
 FFO  C7    C6   N5    107.69  3.000
 FFO  H23   C7   H7    107.40  3.000
 FFO  H23   C7   N8    108.80  3.000
 FFO  H7    C7   N8    111.34  3.000
 FFO  H23   C7   C6    110.55  3.000
 FFO  H7    C7   C6    109.19  3.000
 FFO  N8    C7   C6    109.53  3.000
 FFO  H24   N8   C8A   117.42  3.000
 FFO  H24   N8   C7    119.43  3.000
 FFO  C8A   N8   C7    122.76  3.000
 FFO  N8    C8A  C4A   120.35  3.000
 FFO  N8    C8A  N1    116.11  3.000
 FFO  C4A   C8A  N1    123.51  3.000
 FFO  H92   C9   H91   105.84  3.000
 FFO  H92   C9   N10   109.79  3.000
 FFO  H91   C9   N10   109.74  3.000
 FFO  H92   C9   C6    107.05  3.000
 FFO  H91   C9   C6    110.15  3.000
 FFO  N10   C9   C6    113.93  3.000
 FFO  HN0   N10  C14   115.60  3.000
 FFO  HN0   N10  C9    115.42  3.000
 FFO  C14   N10  C9    125.24  3.000
 FFO  C     C11  C16   123.73  3.000
 FFO  C     C11  C12   118.79  3.000
 FFO  C16   C11  C12   117.48  3.000
 FFO  H12   C12  C13   118.97  3.000
 FFO  H12   C12  C11   119.63  3.000
 FFO  C13   C12  C11   121.39  3.000
 FFO  H13   C13  C14   119.27  3.000
 FFO  H13   C13  C12   119.60  3.000
 FFO  C14   C13  C12   121.12  3.000
 FFO  C15   C14  C13   117.51  3.000
 FFO  C15   C14  N10   123.07  3.000
 FFO  C13   C14  N10   119.35  3.000
 FFO  H15   C15  C16   118.28  3.000
 FFO  H15   C15  C14   121.08  3.000
 FFO  C16   C15  C14   120.64  3.000
 FFO  H16   C16  C15   117.14  3.000
 FFO  H16   C16  C11   121.03  3.000
 FFO  C15   C16  C11   121.78  3.000
 FFO  HN    N    CA    116.64  3.000
 FFO  HN    N    C     120.02  3.000
 FFO  CA    N    C     122.84  3.000
 FFO  HA    CA   CT    109.20  3.000
 FFO  HA    CA   CB    108.97  3.000
 FFO  CT    CA   CB    111.04  3.000
 FFO  HA    CA   N     108.98  3.000
 FFO  CT    CA   N     107.63  3.000
 FFO  CB    CA   N     110.98  3.000
 FFO  HB2   CB   HB1   107.09  3.000
 FFO  HB2   CB   CG    111.01  3.000
 FFO  HB1   CB   CG    109.50  3.000
 FFO  HB2   CB   CA    108.90  3.000
 FFO  HB1   CB   CA    106.03  3.000
 FFO  CG    CB   CA    113.98  3.000
 FFO  HG2   CG   HG1   106.90  3.000
 FFO  HG2   CG   CD    107.58  3.000
 FFO  HG1   CG   CD    106.89  3.000
 FFO  HG2   CG   CB    110.76  3.000
 FFO  HG1   CG   CB    110.82  3.000
 FFO  CD    CG   CB    113.58  3.000
 FFO  OE2   CD   OE1   122.96  3.000
 FFO  OE2   CD   CG    112.48  3.000
 FFO  OE1   CD   CG    124.54  3.000
 FFO  HOE2  OE2  CD    109.97  3.000
 FFO  O2    CT   O1    124.23  3.000
 FFO  O2    CT   CA    112.27  3.000
 FFO  O1    CT   CA    123.48  3.000
 FFO  HO2   O2   CT    110.42  3.000
 FFO  H5A   C5A  O5B   122.50  3.000
 FFO  H5A   C5A  N5    111.67  3.000
 FFO  O5B   C5A  N5    125.83  3.000
 FFO  N     C    O     121.64  3.000
 FFO  N     C    C11   116.21  3.000
 FFO  O     C    C11   122.15  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 FFO  CONST_01  C14   C13  C12  C11     0.00   0.0  0
 FFO  CONST_02  C14   C15  C16  C11     0.00   0.0  0
 FFO  CONST_03  C15   C16  C11  C12     0.00   0.0  0
 FFO  CONST_04  C15   C14  C13  C12     0.00   0.0  0
 FFO  CONST_05  C16   C11  C12  C13     0.00   0.0  0
 FFO  CONST_06  C16   C15  C14  C13     0.00   0.0  0
 FFO  CONST_07  C4    N3   C2   N1      0.00   0.0  0
 FFO  CONST_08  C7    N8   C8A  N1    180.00   0.0  0
 FFO  CONST_09  C4A   C8A  N1   C2      0.00   0.0  0
 FFO  CONST_10  N8    C8A  N1   C2    180.00   0.0  0
 FFO  CONST_11  C4A   C4   N3   C2      0.00   0.0  0
 FFO  CONST_12  C8A   N1   C2   N3      0.00   0.0  0
 FFO  CONST_13  C7    N8   C8A  C4A     0.00   0.0  0
 FFO  CONST_14  C12   C13  C14  N10   180.00   0.0  0
 FFO  CONST_15  C16   C15  C14  N10   180.00   0.0  0
 FFO  CONST_16  C     C11  C12  C13   180.00   0.0  0
 FFO  CONST_17  C     C11  C16  C15   180.00   0.0  0
 FFO  CONST_18  O4    C4   N3   C2    180.00   0.0  0
 FFO  CONST_19  C8A   N1   C2   NA2   180.00   0.0  0
 FFO  CONST_20  C4    N3   C2   NA2   180.00   0.0  0
 FFO  CONST_21  H13   C13  C12  C11   180.00   0.0  0
 FFO  CONST_22  H15   C15  C16  C11   180.00   0.0  0
 FFO  CONST_23  H16   C16  C11  C12   180.00   0.0  0
 FFO  CONST_24  H12   C12  C13  C14   180.00   0.0  0
 FFO  CONST_25  H22   N3   C2   N1    180.00   0.0  0
 FFO  CONST_26  H24   N8   C8A  N1      0.00   0.0  0
 FFO  CONST_27  O5B   C5A  N5   C4A     0.00   0.0  0
 FFO  CONST_31  HN0   N10  C14  C13     0.00   0.0  0
 FFO  CONST_32  HN21  NA2  C2   N1      0.00   0.0  0
 FFO  CONST_34  CA    N    C    C11   180.00   0.0  0
 FFO  CONST_35  HN    N    C    C11     0.00   0.0  0
 FFO  CONST_36  CA    N    C    O       0.00   0.0  0
 FFO  CONST_37  HO2   O2   CT   CA    180.00   0.0  0
 FFO  CONST_38  HOE2  OE2  CD   CG    180.00   0.0  0
 FFO  Var_01    C6    N5   C4A  C4    140.83  30.0  1
 FFO  Var_02    C8A   N8   C7   C6     25.02  30.0  1
 FFO  Var_03    C14   N10  C9   C6     99.26  30.0  3
 FFO  Var_04    O     C    C11  C12   -18.41  30.0  2
 FFO  Var_05    CD    CG   CB   CA    168.92  30.0  3
 FFO  Var_06    OE1   CD   CG   CB   -135.51  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 FFO  chir_01  C6  N5  C7  C9  positiv
 FFO  chir_02  CA  N   CB  CT  negativ

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 FFO  plan-1  N10   0.020
 FFO  plan-1  C11   0.020
 FFO  plan-1  C12   0.020
 FFO  plan-1  C13   0.020
 FFO  plan-1  C14   0.020
 FFO  plan-1  C15   0.020
 FFO  plan-1  C16   0.020
 FFO  plan-1  H12   0.020
 FFO  plan-1  H13   0.020
 FFO  plan-1  H15   0.020
 FFO  plan-1  H16   0.020
 FFO  plan-1  C     0.020
 FFO  plan-2  CG    0.020
 FFO  plan-2  CD    0.020
 FFO  plan-2  OE1   0.020
 FFO  plan-2  OE2   0.020
 FFO  plan-2  HOE2  0.020
 FFO  plan-3  CA    0.020
 FFO  plan-3  CT    0.020
 FFO  plan-3  O1    0.020
 FFO  plan-3  O2    0.020
 FFO  plan-3  HO2   0.020
 FFO  plan-4  C4A   0.020
 FFO  plan-4  N5    0.020
 FFO  plan-4  C6    0.020
 FFO  plan-4  C5A   0.020
 FFO  plan-4  O5B   0.020
 FFO  plan-4  H5A   0.020
 FFO  plan-5  C11   0.020
 FFO  plan-5  O     0.020
 FFO  plan-5  N     0.020
 FFO  plan-5  CA    0.020
 FFO  plan-5  HN    0.020
 FFO  plan-5  C     0.020
 FFO  plan-6  C9    0.020
 FFO  plan-6  N10   0.020
 FFO  plan-6  C14   0.020
 FFO  plan-6  HN0   0.020
 FFO  plan-7  N1    0.020
 FFO  plan-7  C2    0.020
 FFO  plan-7  NA2   0.020
 FFO  plan-7  N3    0.020
 FFO  plan-7  C4    0.020
 FFO  plan-7  O4    0.020
 FFO  plan-7  C4A   0.020
 FFO  plan-7  N5    0.020
 FFO  plan-7  C7    0.020
 FFO  plan-7  N8    0.020
 FFO  plan-7  C8A   0.020
 FFO  plan-7  HN21  0.020
 FFO  plan-7  HN22  0.020
 FFO  plan-7  H22   0.020
 FFO  plan-7  H24   0.020

