# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 07:41:15 2020
#   Inital geometry file: a 105 line input string
#   Ligand name: 4-{[(2-amino-4-oxo-3,4,7,8-tetrahydropteridin-6-yl)methyl]amino}benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC1=NC2=C(N=C(CNc3ccc(cc3)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
 78H  78H  '4-{[(2-amino-4-oxo-3,4,7,8-tetrahydropteridin-6-yl)methyl]amino}benzoic acid'  ligand  36  23  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_78H
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
 78H  O4    O  O      0  -0.499  -2.9404  -2.5644   0.5135
 78H  C4    C  C      0   0.486  -3.5444  -1.5237   0.2823
 78H  C5    C  C      0  -0.106  -3.0144  -0.2101   0.2057
 78H  N3    N  NH1    0  -0.716  -4.9269  -1.5707   0.0591
 78H  C9    C  C      0   0.515  -3.8701   0.8495  -0.0967
 78H  N5    N  N      0  -0.409  -1.6425  -0.0197   0.2837
 78H  C2    C  C      0   0.700  -5.6812  -0.4925  -0.2568
 78H  N8    N  NH1    0  -0.657  -3.3434   2.0789  -0.2066
 78H  N1    N  N      0  -0.525  -5.1851   0.7195  -0.3420
 78H  C6    C  C      0   0.179  -1.1787   1.1599   0.3051
 78H  N2    N  NH2    0  -0.824  -6.9865  -0.6848  -0.4604
 78H  C7    C  CH2    0  -0.311  -2.0465   2.3903   0.3487
 78H  C10   C  CH2    0  -0.325   0.3010   1.3917   0.3279
 78H  N11   N  NH1    0  -0.696   1.0106   0.1645   0.5299
 78H  C15   C  CR6    0   0.368   2.3484   0.0423   0.2762
 78H  C16   C  CR16   0  -0.345   2.9297  -1.2332   0.1784
 78H  C17   C  CR16   0  -0.344   3.1880   1.1555   0.1295
 78H  C18   C  CR16   0  -0.278   4.2826  -1.3774  -0.0572
 78H  C19   C  CR16   0  -0.281   4.5438   0.9864  -0.1079
 78H  C20   C  CR6    0  -0.134   5.1252  -0.2741  -0.2077
 78H  C21   C  C      0   0.384   6.6071  -0.4428  -0.4670
 78H  O22   O  O      0  -0.604   7.0406  -1.6120  -0.5306
 78H  O23   O  OC    -1  -0.604   7.2813   0.6003  -0.5970
 78H  H3    H  HNH1   0   0.419  -5.3609  -2.4826   0.1166
 78H  H21N  H  HNH2   0   0.418  -7.3761  -1.6063  -0.5603
 78H  H22N  H  HNH2   0   0.415  -7.5396   0.0885  -0.7881
 78H  H71   H  HCH2   0   0.268  -1.5925   3.2000  -0.2253
 78H  H72   H  HCH2   0   0.256  -2.1170   2.7431   1.3880
 78H  H101  H  HCH2   0   0.248   0.5818   1.8826  -0.6174
 78H  H102  H  HCH2   0   0.248   0.5269   2.1253   1.1136
 78H  H11   H  HNH1   0   0.382   0.4410  -0.6607   0.4098
 78H  H16   H  HCR6   0   0.246   2.3027  -2.1115   0.2875
 78H  H17   H  HCR6   0   0.256   2.7867   2.1584   0.2074
 78H  H18   H  HCR6   0   0.235   4.6979  -2.3743  -0.1322
 78H  H19   H  HCR6   0   0.236   5.1665   1.8653  -0.2181
 78H  HN8   H  HNH1   0   0.400  -3.9755   2.8409  -0.3952

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
 78H  O4   C4    double    1.225  0.020  1.225
 78H  C4   C5    single    1.419  0.020  1.419
 78H  C4   N3    single    1.401  0.020  1.401
 78H  C5   C9    double    1.395  0.020  1.395
 78H  C5   N5    single    1.387  0.020  1.387
 78H  N3   C2    single    1.353  0.020  1.353
 78H  C9   N8    single    1.342  0.020  1.342
 78H  C9   N1    single    1.344  0.020  1.344
 78H  N5   C6    double    1.268  0.020  1.268
 78H  C2   N1    double    1.312  0.020  1.312
 78H  C2   N2    single    1.335  0.020  1.335
 78H  N8   C7    single    1.445  0.020  1.445
 78H  C6   C7    single    1.506  0.020  1.506
 78H  C6   C10   single    1.498  0.020  1.498
 78H  C10  N11   single    1.432  0.020  1.432
 78H  N11  C15   single    1.367  0.020  1.367
 78H  C15  C16   aromatic  1.405  0.020  1.405
 78H  C15  C17   aromatic  1.402  0.020  1.402
 78H  C16  C18   aromatic  1.381  0.020  1.381
 78H  C17  C19   aromatic  1.387  0.020  1.387
 78H  C18  C20   aromatic  1.396  0.020  1.396
 78H  C19  C20   aromatic  1.392  0.020  1.392
 78H  C20  C21   single    1.514  0.020  1.514
 78H  C21  O22   deloc     1.249  0.020  1.249
 78H  C21  O23   deloc     1.249  0.020  1.249
 78H  N3   H3    single    0.860  0.020  1.020
 78H  N2   H21N  single    0.860  0.020  1.020
 78H  N2   H22N  single    0.860  0.020  1.020
 78H  C7   H71   single    0.970  0.020  1.090
 78H  C7   H72   single    0.970  0.020  1.090
 78H  C10  H101  single    0.970  0.020  1.090
 78H  C10  H102  single    0.970  0.020  1.090
 78H  N11  H11   single    0.890  0.020  1.040
 78H  C16  H16   single    0.930  0.020  1.080
 78H  C17  H17   single    0.930  0.020  1.080
 78H  C18  H18   single    0.930  0.020  1.080
 78H  C19  H19   single    0.930  0.020  1.080
 78H  N8   HN8   single    0.890  0.020  1.040

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
 78H  N3    C4   C5    113.02  3.000
 78H  N3    C4   O4    119.21  3.000
 78H  C5    C4   O4    127.77  3.000
 78H  N5    C5   C9    120.97  3.000
 78H  N5    C5   C4    119.57  3.000
 78H  C9    C5   C4    119.07  3.000
 78H  H3    N3   C2    119.49  3.000
 78H  H3    N3   C4    116.39  3.000
 78H  C2    N3   C4    124.09  3.000
 78H  N1    C9   N8    117.24  3.000
 78H  N1    C9   C5    124.49  3.000
 78H  N8    C9   C5    118.21  3.000
 78H  C6    N5   C5    119.36  3.000
 78H  N2    C2   N1    119.52  3.000
 78H  N2    C2   N3    117.77  3.000
 78H  N1    C2   N3    122.70  3.000
 78H  HN8   N8   C7    118.17  3.000
 78H  HN8   N8   C9    117.50  3.000
 78H  C7    N8   C9    121.22  3.000
 78H  C2    N1   C9    116.57  3.000
 78H  C10   C6   C7    116.25  3.000
 78H  C10   C6   N5    120.37  3.000
 78H  C7    C6   N5    123.36  3.000
 78H  H22N  N2   H21N  117.34  3.000
 78H  H22N  N2   C2    118.47  3.000
 78H  H21N  N2   C2    121.74  3.000
 78H  H72   C7   H71   106.59  3.000
 78H  H72   C7   C6    109.05  3.000
 78H  H71   C7   C6    110.56  3.000
 78H  H72   C7   N8    112.01  3.000
 78H  H71   C7   N8    109.34  3.000
 78H  C6    C7   N8    109.27  3.000
 78H  H102  C10  H101  105.29  3.000
 78H  H102  C10  N11   111.69  3.000
 78H  H101  C10  N11   112.13  3.000
 78H  H102  C10  C6    108.51  3.000
 78H  H101  C10  C6    107.93  3.000
 78H  N11   C10  C6    111.04  3.000
 78H  H11   N11  C15   117.18  3.000
 78H  H11   N11  C10   113.83  3.000
 78H  C15   N11  C10   122.37  3.000
 78H  C17   C15  C16   117.76  3.000
 78H  C17   C15  N11   122.31  3.000
 78H  C16   C15  N11   119.93  3.000
 78H  H16   C16  C18   119.93  3.000
 78H  H16   C16  C15   119.27  3.000
 78H  C18   C16  C15   120.80  3.000
 78H  H17   C17  C19   119.17  3.000
 78H  H17   C17  C15   120.39  3.000
 78H  C19   C17  C15   120.44  3.000
 78H  H18   C18  C20   119.26  3.000
 78H  H18   C18  C16   118.93  3.000
 78H  C20   C18  C16   121.81  3.000
 78H  H19   C19  C20   119.19  3.000
 78H  H19   C19  C17   118.73  3.000
 78H  C20   C19  C17   122.08  3.000
 78H  C21   C20  C19   121.48  3.000
 78H  C21   C20  C18   121.40  3.000
 78H  C19   C20  C18   117.12  3.000
 78H  O23   C21  O22   126.12  3.000
 78H  O23   C21  C20   116.95  3.000
 78H  O22   C21  C20   116.93  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
 78H  CONST_01  C20   C18  C16  C15    0.00   0.0  0
 78H  CONST_02  C20   C19  C17  C15    0.00   0.0  0
 78H  CONST_03  C19   C17  C15  C16    0.00   0.0  0
 78H  CONST_04  C19   C20  C18  C16    0.00   0.0  0
 78H  CONST_05  C18   C16  C15  C17    0.00   0.0  0
 78H  CONST_06  C18   C20  C19  C17    0.00   0.0  0
 78H  CONST_07  N1    C2   N3   C4     0.00   0.0  0
 78H  CONST_08  C2    N3   C4   C5     0.00   0.0  0
 78H  CONST_10  C2    N1   C9   C5     0.00   0.0  0
 78H  CONST_11  C9    N1   C2   N3     0.00   0.0  0
 78H  CONST_12  N8    C9   N1   C2   180.00   0.0  0
 78H  CONST_14  C18   C16  C15  N11  180.00   0.0  0
 78H  CONST_15  C19   C17  C15  N11  180.00   0.0  0
 78H  CONST_16  C21   C20  C18  C16  180.00   0.0  0
 78H  CONST_17  C21   C20  C19  C17  180.00   0.0  0
 78H  CONST_18  C2    N3   C4   O4   180.00   0.0  0
 78H  CONST_19  N2    C2   N3   C4   180.00   0.0  0
 78H  CONST_20  N2    C2   N1   C9   180.00   0.0  0
 78H  CONST_21  H18   C18  C16  C15  180.00   0.0  0
 78H  CONST_22  H19   C19  C17  C15  180.00   0.0  0
 78H  CONST_23  H17   C17  C15  C16  180.00   0.0  0
 78H  CONST_24  H16   C16  C15  C17  180.00   0.0  0
 78H  CONST_25  H3    N3   C4   C5   180.00   0.0  0
 78H  CONST_26  HN8   N8   C9   C5   180.00   0.0  0
 78H  CONST_30  H21N  N2   C2   N3     0.00   0.0  0
 78H  CONST_31  H22N  N2   C2   N3   180.00   0.0  0
 78H  Var_01    C7    C6   N5   C5     4.51  30.0  1
 78H  Var_02    C6    C7   N8   C9    31.15  30.0  1
 78H  Var_03    N8    C7   C6   N5   -24.61  30.0  1
 78H  Var_04    N11   C10  C6   N5    -8.97  30.0  3
 78H  Var_05    C15   N11  C10  C6   164.00  30.0  3
 78H  Var_06    O22   C21  C20  C18   -0.47  30.0  2

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
 78H  plan-1  N11   0.020
 78H  plan-1  C15   0.020
 78H  plan-1  C16   0.020
 78H  plan-1  C17   0.020
 78H  plan-1  C18   0.020
 78H  plan-1  C19   0.020
 78H  plan-1  C20   0.020
 78H  plan-1  C21   0.020
 78H  plan-1  H16   0.020
 78H  plan-1  H17   0.020
 78H  plan-1  H18   0.020
 78H  plan-1  H19   0.020
 78H  plan-2  C10   0.020
 78H  plan-2  N11   0.020
 78H  plan-2  C15   0.020
 78H  plan-2  H11   0.020
 78H  plan-3  O4    0.020
 78H  plan-3  C4    0.020
 78H  plan-3  C5    0.020
 78H  plan-3  N3    0.020
 78H  plan-3  C9    0.020
 78H  plan-3  N5    0.020
 78H  plan-3  C2    0.020
 78H  plan-3  N8    0.020
 78H  plan-3  N1    0.020
 78H  plan-3  N2    0.020
 78H  plan-3  C7    0.020
 78H  plan-3  H3    0.020
 78H  plan-3  H21N  0.020
 78H  plan-3  H22N  0.020
 78H  plan-3  HN8   0.020
 78H  plan-4  C20   0.020
 78H  plan-4  C21   0.020
 78H  plan-4  O22   0.020
 78H  plan-4  O23   0.020

