# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 22 22:53:52 2022
#   Inital geometry file: a 114 line input string
#   Ligand name: 4-[(2-phenylimidazo[1,2-a]pyrazin-3-yl)amino]benzene-1,2-dicarboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc(Nc2n3ccncc3nc2c4ccccc4)cc1C(O)=O
#
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
 TGV  TGV  '4-[(2-phenylimidazo[1,2-a]pyrazin-3-yl)amino]benzene-1,2-dicarboxylic acid'  ligand  40  28  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_TGV
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
 TGV  C10  C  CR5    0   0.144  10.4143  -4.3226  -101.3700
 TGV  C13  C  CR16   0  -0.238  10.6767  -1.8447  -104.1743
 TGV  C15  C  CR16   0  -0.237   9.5519  -0.7847  -102.3386
 TGV  C21  C  CR16   0  -0.161  10.8729  -7.8853   -98.7674
 TGV  C22  C  CR16   0  -0.037  10.7660  -6.5389   -98.6398
 TGV  C24  C  CR16   0  -0.380   9.4359  -1.9325   -97.5635
 TGV  C04  C  CR6    0  -0.138   7.0984  -2.1163   -96.9966
 TGV  C05  C  CR16   0  -0.281   7.0590  -3.2805   -97.7599
 TGV  C06  C  CR16   0  -0.330   8.1719  -3.7842   -98.4164
 TGV  C07  C  CR6    0   0.329   9.3829  -3.1036   -98.3172
 TGV  C09  C  CR5    0   0.397  10.5041  -4.4632   -99.9912
 TGV  C11  C  CR6    0   0.040  10.2852  -3.0784  -102.1328
 TGV  C12  C  CR16   0  -0.299  10.7864  -3.0118  -103.4345
 TGV  C14  C  CR16   0  -0.262  10.0610  -0.7254  -103.6287
 TGV  C16  C  CR16   0  -0.318   9.6617  -1.9505  -101.5954
 TGV  C18  C  CR56   0   0.443  10.6215  -6.4141  -101.0187
 TGV  C19  C  CR16   0  -0.125  10.7348  -7.8200  -101.0477
 TGV  C25  C  CR6    0  -0.033   8.3148  -1.4234   -96.9173
 TGV  N08  N  NH1    0  -0.772  10.5429  -3.5636   -98.9438
 TGV  N17  N  N      0  -0.479  10.4987  -5.5244  -101.9845
 TGV  N20  N  N      0  -0.373  10.8559  -8.5308   -99.9644
 TGV  N23  N  N      0  -0.483  10.6362  -5.8081   -99.7823
 TGV  O01  O  OC    -1  -0.592   6.0360  -1.0668   -95.1697
 TGV  O03  O  O      0  -0.602   4.7549  -2.0548   -96.7033
 TGV  O27  O  O      0  -0.603   7.8829   0.8795   -96.7802
 TGV  O28  O  OC    -1  -0.610   9.2889  -0.0216   -95.2928
 TGV  H1   H  HCR6   0   0.256  11.0767  -1.8085  -105.1794
 TGV  H2   H  HCR6   0   0.258   9.0609   0.0778  -101.9068
 TGV  H3   H  HCR6   0   0.279  10.9780  -8.4976   -97.8824
 TGV  H4   H  HCR6   0   0.318  10.7769  -6.0084   -97.6995
 TGV  H5   H  HCR6   0   0.241  10.3773  -1.3951   -97.5039
 TGV  H6   H  HCR6   0   0.234   6.1242  -3.8206   -97.8395
 TGV  H7   H  HCR6   0   0.249   8.0882  -4.6941   -98.9983
 TGV  H8   H  HCR6   0   0.251  11.2731  -3.8774  -103.8646
 TGV  H9   H  HCR6   0   0.257   9.9765   0.1859  -104.2064
 TGV  H10  H  HCR6   0   0.261   9.2341  -1.9776  -100.6025
 TGV  H11  H  HCR6   0   0.282  10.7235  -8.3255  -102.0070
 TGV  H12  H  HNH1   0   0.396  11.3151  -2.9130   -98.9596
 TGV  C02  C  C      0   0.368   5.8536  -1.6971   -96.2290
 TGV  C26  C  C      0   0.355   8.4885  -0.0668   -96.2457

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
 TGV  C13  C14  aromatic  1.389  0.020  1.389
 TGV  C13  C12  aromatic  1.386  0.020  1.386
 TGV  C14  C15  aromatic  1.388  0.020  1.388
 TGV  C12  C11  aromatic  1.396  0.020  1.396
 TGV  C15  C16  aromatic  1.387  0.020  1.387
 TGV  C11  C16  aromatic  1.396  0.020  1.396
 TGV  C11  C10  single    1.465  0.020  1.465
 TGV  N17  C10  aromatic  1.353  0.020  1.353
 TGV  N17  C18  aromatic  1.319  0.020  1.319
 TGV  C10  C09  aromatic  1.389  0.020  1.389
 TGV  C19  C18  aromatic  1.411  0.020  1.411
 TGV  C19  N20  aromatic  1.301  0.020  1.301
 TGV  C18  N23  aromatic  1.377  0.020  1.377
 TGV  C09  N23  aromatic  1.367  0.020  1.367
 TGV  C09  N08  single    1.381  0.020  1.381
 TGV  N20  C21  aromatic  1.360  0.020  1.360
 TGV  N23  C22  aromatic  1.362  0.020  1.362
 TGV  N08  C07  single    1.396  0.020  1.396
 TGV  C21  C22  aromatic  1.357  0.020  1.357
 TGV  C06  C07  aromatic  1.393  0.020  1.393
 TGV  C06  C05  aromatic  1.387  0.020  1.387
 TGV  C07  C24  aromatic  1.394  0.020  1.394
 TGV  C05  C04  aromatic  1.393  0.020  1.393
 TGV  C24  C25  aromatic  1.391  0.020  1.391
 TGV  C04  C25  aromatic  1.402  0.020  1.402
 TGV  C04  C02  single    1.521  0.020  1.521
 TGV  O03  C02  deloc     1.249  0.020  1.249
 TGV  C25  C26  single    1.524  0.020  1.524
 TGV  C02  O01  deloc     1.246  0.020  1.246
 TGV  O27  C26  deloc     1.244  0.020  1.244
 TGV  C26  O28  deloc     1.245  0.020  1.245
 TGV  C13  H1   single    0.930  0.020  1.080
 TGV  C15  H2   single    0.930  0.020  1.080
 TGV  C21  H3   single    0.930  0.020  1.080
 TGV  C22  H4   single    0.930  0.020  1.080
 TGV  C24  H5   single    0.930  0.020  1.080
 TGV  C05  H6   single    0.930  0.020  1.080
 TGV  C06  H7   single    0.930  0.020  1.080
 TGV  C12  H8   single    0.930  0.020  1.080
 TGV  C14  H9   single    0.930  0.020  1.080
 TGV  C16  H10  single    0.930  0.020  1.080
 TGV  C19  H11  single    0.930  0.020  1.080
 TGV  N08  H12  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
 TGV  N17  C10  C11  121.57  3.000
 TGV  N17  C10  C09  110.92  3.000
 TGV  C11  C10  C09  127.49  3.000
 TGV  H1   C13  C14  120.11  3.000
 TGV  H1   C13  C12  119.64  3.000
 TGV  C14  C13  C12  120.26  3.000
 TGV  H2   C15  C16  119.47  3.000
 TGV  H2   C15  C14  120.20  3.000
 TGV  C16  C15  C14  120.33  3.000
 TGV  H3   C21  N20  116.92  3.000
 TGV  H3   C21  C22  119.52  3.000
 TGV  N20  C21  C22  123.56  3.000
 TGV  H4   C22  N23  117.89  3.000
 TGV  H4   C22  C21  124.66  3.000
 TGV  N23  C22  C21  117.45  3.000
 TGV  H5   C24  C25  119.49  3.000
 TGV  H5   C24  C07  118.60  3.000
 TGV  C25  C24  C07  121.89  3.000
 TGV  C25  C04  C05  117.95  3.000
 TGV  C25  C04  C02  123.04  3.000
 TGV  C05  C04  C02  118.93  3.000
 TGV  H6   C05  C06  118.49  3.000
 TGV  H6   C05  C04  118.80  3.000
 TGV  C06  C05  C04  122.71  3.000
 TGV  H7   C06  C07  121.06  3.000
 TGV  H7   C06  C05  119.82  3.000
 TGV  C07  C06  C05  119.12  3.000
 TGV  N08  C07  C06  121.97  3.000
 TGV  C06  C07  C24  118.83  3.000
 TGV  N08  C07  C24  119.20  3.000
 TGV  N23  C09  N08  121.47  3.000
 TGV  N08  C09  C10  133.53  3.000
 TGV  N23  C09  C10  104.92  3.000
 TGV  C16  C11  C12  118.72  3.000
 TGV  C16  C11  C10  121.66  3.000
 TGV  C12  C11  C10  119.62  3.000
 TGV  H8   C12  C11  119.59  3.000
 TGV  H8   C12  C13  119.79  3.000
 TGV  C11  C12  C13  120.62  3.000
 TGV  H9   C14  C15  120.23  3.000
 TGV  H9   C14  C13  120.23  3.000
 TGV  C15  C14  C13  119.55  3.000
 TGV  H10  C16  C11  120.65  3.000
 TGV  H10  C16  C15  118.80  3.000
 TGV  C11  C16  C15  120.54  3.000
 TGV  N23  C18  N17  111.20  3.000
 TGV  N23  C18  C19  117.14  3.000
 TGV  N17  C18  C19  131.66  3.000
 TGV  H11  C19  N20  118.86  3.000
 TGV  H11  C19  C18  118.81  3.000
 TGV  N20  C19  C18  122.33  3.000
 TGV  C04  C25  C26  124.32  3.000
 TGV  C26  C25  C24  116.03  3.000
 TGV  C04  C25  C24  119.49  3.000
 TGV  H12  N08  C09  115.42  3.000
 TGV  H12  N08  C07  115.47  3.000
 TGV  C09  N08  C07  122.11  3.000
 TGV  C18  N17  C10  105.81  3.000
 TGV  C19  N20  C21  118.33  3.000
 TGV  C18  N23  C09  107.13  3.000
 TGV  C09  N23  C22  131.67  3.000
 TGV  C18  N23  C22  121.19  3.000
 TGV  O03  C02  O01  126.61  3.000
 TGV  O01  C02  C04  116.65  3.000
 TGV  O03  C02  C04  116.70  3.000
 TGV  O28  C26  O27  127.88  3.000
 TGV  O28  C26  C25  116.29  3.000
 TGV  O27  C26  C25  115.62  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
 TGV  CONST_01  C13  C12  C11  C10   180.00   0.0  0
 TGV  CONST_02  C15  C16  C11  C10   180.00   0.0  0
 TGV  CONST_03  C19  C18  N17  C10   180.00   0.0  0
 TGV  CONST_04  N23  C18  N17  C10     0.00   0.0  0
 TGV  CONST_05  C18  N23  C09  C10     0.00   0.0  0
 TGV  CONST_06  C22  N23  C09  C10   180.00   0.0  0
 TGV  CONST_07  C16  C15  C14  C13     0.00   0.0  0
 TGV  CONST_08  C16  C11  C12  C13     0.00   0.0  0
 TGV  CONST_09  C12  C13  C14  C15     0.00   0.0  0
 TGV  CONST_10  C12  C11  C16  C15     0.00   0.0  0
 TGV  CONST_11  C18  C19  N20  C21     0.00   0.0  0
 TGV  CONST_12  C18  N23  C22  C21     0.00   0.0  0
 TGV  CONST_13  C09  N23  C22  C21   180.00   0.0  0
 TGV  CONST_14  N17  C18  N23  C22   180.00   0.0  0
 TGV  CONST_15  C19  C18  N23  C22     0.00   0.0  0
 TGV  CONST_16  C19  N20  C21  C22     0.00   0.0  0
 TGV  CONST_17  C05  C06  C07  C24     0.00   0.0  0
 TGV  CONST_18  C05  C04  C25  C24     0.00   0.0  0
 TGV  CONST_19  C07  C06  C05  C04     0.00   0.0  0
 TGV  CONST_20  C07  C24  C25  C04     0.00   0.0  0
 TGV  CONST_21  C25  C24  C07  C06     0.00   0.0  0
 TGV  CONST_22  C25  C04  C05  C06     0.00   0.0  0
 TGV  CONST_25  C18  N17  C10  C09     0.00   0.0  0
 TGV  CONST_26  N17  C18  N23  C09     0.00   0.0  0
 TGV  CONST_27  C19  C18  N23  C09   180.00   0.0  0
 TGV  CONST_28  C14  C13  C12  C11     0.00   0.0  0
 TGV  CONST_29  C14  C15  C16  C11     0.00   0.0  0
 TGV  CONST_30  C18  N17  C10  C11   180.00   0.0  0
 TGV  CONST_31  N23  C09  C10  C11   180.00   0.0  0
 TGV  CONST_34  N23  C09  C10  N17     0.00   0.0  0
 TGV  CONST_35  N20  C19  C18  N17   180.00   0.0  0
 TGV  CONST_36  N23  C18  C19  N20     0.00   0.0  0
 TGV  CONST_37  N23  C22  C21  N20     0.00   0.0  0
 TGV  CONST_38  N08  C09  N23  C22     0.00   0.0  0
 TGV  CONST_39  C02  C04  C25  C24   180.00   0.0  0
 TGV  CONST_40  C07  C24  C25  C26   180.00   0.0  0
 TGV  CONST_41  C05  C04  C25  C26   180.00   0.0  0
 TGV  CONST_42  C06  C05  C04  C02   180.00   0.0  0
 TGV  CONST_43  N08  C07  C06  C05   180.00   0.0  0
 TGV  CONST_44  N08  C09  C10  C11     0.00   0.0  0
 TGV  CONST_45  N08  C09  N23  C18   180.00   0.0  0
 TGV  CONST_46  N08  C07  C24  C25   180.00   0.0  0
 TGV  CONST_47  N17  C10  C09  N08   180.00   0.0  0
 TGV  CONST_48  H8   C12  C11  C10     0.00   0.0  0
 TGV  CONST_49  H10  C16  C11  C10     0.00   0.0  0
 TGV  CONST_50  H2   C15  C14  C13   180.00   0.0  0
 TGV  CONST_51  H1   C13  C14  C15   180.00   0.0  0
 TGV  CONST_52  H11  C19  N20  C21   180.00   0.0  0
 TGV  CONST_53  H7   C06  C07  C24   180.00   0.0  0
 TGV  CONST_54  H5   C24  C25  C04   180.00   0.0  0
 TGV  CONST_55  H6   C05  C06  C07   180.00   0.0  0
 TGV  CONST_56  H4   C22  N23  C09     0.00   0.0  0
 TGV  CONST_57  H9   C14  C13  C12   180.00   0.0  0
 TGV  CONST_58  H3   C21  N20  C19   180.00   0.0  0
 TGV  Var_01    C07  N08  C09  C10    89.29  30.0  2
 TGV  Var_02    C09  N08  C07  C24  -161.00  30.0  2
 TGV  Var_03    O27  C26  C25  C24   110.33  30.0  2
 TGV  Var_04    O03  C02  C04  C05   -28.10  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
 TGV  plan-1  C10  0.020
 TGV  plan-1  C13  0.020
 TGV  plan-1  C15  0.020
 TGV  plan-1  C11  0.020
 TGV  plan-1  C12  0.020
 TGV  plan-1  C14  0.020
 TGV  plan-1  C16  0.020
 TGV  plan-1  H1   0.020
 TGV  plan-1  H2   0.020
 TGV  plan-1  H8   0.020
 TGV  plan-1  H9   0.020
 TGV  plan-1  H10  0.020
 TGV  plan-2  C24  0.020
 TGV  plan-2  C04  0.020
 TGV  plan-2  C05  0.020
 TGV  plan-2  C06  0.020
 TGV  plan-2  C07  0.020
 TGV  plan-2  C25  0.020
 TGV  plan-2  N08  0.020
 TGV  plan-2  H5   0.020
 TGV  plan-2  H6   0.020
 TGV  plan-2  H7   0.020
 TGV  plan-2  C02  0.020
 TGV  plan-2  C26  0.020
 TGV  plan-3  C10  0.020
 TGV  plan-3  C21  0.020
 TGV  plan-3  C22  0.020
 TGV  plan-3  C09  0.020
 TGV  plan-3  C11  0.020
 TGV  plan-3  C18  0.020
 TGV  plan-3  C19  0.020
 TGV  plan-3  N08  0.020
 TGV  plan-3  N17  0.020
 TGV  plan-3  N20  0.020
 TGV  plan-3  N23  0.020
 TGV  plan-3  H3   0.020
 TGV  plan-3  H4   0.020
 TGV  plan-3  H11  0.020
 TGV  plan-4  C04  0.020
 TGV  plan-4  O01  0.020
 TGV  plan-4  O03  0.020
 TGV  plan-4  C02  0.020
 TGV  plan-5  C25  0.020
 TGV  plan-5  O27  0.020
 TGV  plan-5  O28  0.020
 TGV  plan-5  C26  0.020

