# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar 23 00:35:41 2022
#   Inital geometry file: a 116 line input string
#   Ligand name: 4-{[2-(2-hydroxyphenyl)imidazo[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(Nc2n3ccncc3nc2c4ccccc4O)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
 SZV  SZV  '4-{[2-(2-hydroxyphenyl)imidazo[1,2-a]pyrazin-3-yl]amino}benzene-1,2-dicarboxylic acid'  ligand  41  29  .  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_SZV
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
 SZV  C10  C  CR5    0   0.086  10.4923  -3.9391  -101.5627
 SZV  C13  C  CR16   0  -0.269  11.6629  -1.6864  -104.3246
 SZV  C15  C  CR16   0  -0.328   9.7956  -0.6236  -103.2401
 SZV  C20  C  CR16   0  -0.124  10.5404  -7.3894  -100.8400
 SZV  C22  C  CR16   0  -0.158  10.4870  -7.2062   -98.5626
 SZV  C26  C  CR6    0  -0.032   8.5092  -1.1875   -96.6492
 SZV  C04  C  CR6    0  -0.138   7.3020  -1.9030   -96.6835
 SZV  C05  C  CR16   0  -0.283   7.1806  -2.9323   -97.6117
 SZV  C06  C  CR16   0  -0.352   8.2066  -3.2887   -98.4745
 SZV  C07  C  CR6    0   0.342   9.4094  -2.5862   -98.4257
 SZV  C09  C  CR5    0   0.393  10.4534  -3.9264  -100.1746
 SZV  C11  C  CR6    0  -0.073  10.5609  -2.7816  -102.4624
 SZV  C12  C  CR16   0  -0.291  11.5388  -2.7578  -103.4588
 SZV  C14  C  CR16   0  -0.245  10.7891  -0.6119  -104.2027
 SZV  C16  C  CR6    0   0.305   9.6667  -1.7066  -102.3718
 SZV  C19  C  CR56   0   0.440  10.5278  -5.9846  -100.9717
 SZV  C23  C  CR16   0  -0.040  10.4660  -5.8504   -98.5879
 SZV  C25  C  CR16   0  -0.381   9.5419  -1.5444   -97.5082
 SZV  N08  N  NH1    0  -0.772  10.4844  -2.9098   -99.2491
 SZV  N18  N  N      0  -0.464  10.5536  -5.2059  -102.0349
 SZV  N21  N  N      0  -0.372  10.5190  -7.9800   -99.6809
 SZV  N24  N  N      0  -0.483  10.4795  -5.2446   -99.8100
 SZV  O01  O  OC    -1  -0.592   6.4609  -1.1759   -94.6002
 SZV  O03  O  O      0  -0.601   5.0204  -2.0032   -96.0861
 SZV  O17  O  OH1    0  -0.613   8.6544  -1.6537  -101.4855
 SZV  O28  O  OC    -1  -0.610   9.6285  -0.0805   -94.8931
 SZV  O29  O  O      0  -0.604   8.1164   1.0564   -96.0837
 SZV  H1   H  HCR6   0   0.253  12.4352  -1.6851  -105.0817
 SZV  H2   H  HCR6   0   0.263   9.0990   0.2015  -103.1586
 SZV  H3   H  HCR6   0   0.283  10.5731  -7.9979  -101.7371
 SZV  H4   H  HCR6   0   0.280  10.4797  -7.7202   -97.6114
 SZV  H5   H  HCR6   0   0.235   6.2536  -3.4888   -97.6585
 SZV  H6   H  HCR6   0   0.262   8.0571  -4.1047   -99.1727
 SZV  H7   H  HCR6   0   0.255  12.2197  -3.5961  -103.5363
 SZV  H8   H  HCR6   0   0.258  10.8739   0.2375  -104.8681
 SZV  H9   H  HCR6   0   0.325  10.4444  -5.2263   -97.7075
 SZV  H10  H  HCR6   0   0.244  10.4778  -0.9952   -97.4784
 SZV  H11  H  HNH1   0   0.402  11.2181  -2.2247   -99.3459
 SZV  H13  H  HOH1   0   0.473   8.5075  -2.5079  -101.0620
 SZV  C02  C  C      0   0.370   6.1602  -1.6601   -95.7083
 SZV  C27  C  C      0   0.354   8.7539   0.0343   -95.7723

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
 SZV  C13  C14  aromatic  1.390  0.020  1.390
 SZV  C13  C12  aromatic  1.383  0.020  1.383
 SZV  C14  C15  aromatic  1.383  0.020  1.383
 SZV  C12  C11  aromatic  1.396  0.020  1.396
 SZV  C15  C16  aromatic  1.394  0.020  1.394
 SZV  C11  C16  aromatic  1.401  0.020  1.401
 SZV  C11  C10  single    1.468  0.020  1.468
 SZV  C16  O17  single    1.346  0.020  1.346
 SZV  N18  C10  aromatic  1.353  0.020  1.353
 SZV  N18  C19  aromatic  1.318  0.020  1.318
 SZV  C10  C09  aromatic  1.389  0.020  1.389
 SZV  C20  C19  aromatic  1.411  0.020  1.411
 SZV  C20  N21  aromatic  1.301  0.020  1.301
 SZV  C19  N24  aromatic  1.378  0.020  1.378
 SZV  C09  N24  aromatic  1.368  0.020  1.368
 SZV  C09  N08  single    1.375  0.020  1.375
 SZV  N21  C22  aromatic  1.360  0.020  1.360
 SZV  N24  C23  aromatic  1.364  0.020  1.364
 SZV  N08  C07  single    1.392  0.020  1.392
 SZV  C22  C23  aromatic  1.356  0.020  1.356
 SZV  C06  C07  aromatic  1.394  0.020  1.394
 SZV  C06  C05  aromatic  1.387  0.020  1.387
 SZV  C07  C25  aromatic  1.395  0.020  1.395
 SZV  C05  C04  aromatic  1.391  0.020  1.391
 SZV  C25  C26  aromatic  1.390  0.020  1.390
 SZV  C04  C26  aromatic  1.404  0.020  1.404
 SZV  C04  C02  single    1.521  0.020  1.521
 SZV  C26  C27  single    1.524  0.020  1.524
 SZV  O03  C02  deloc     1.249  0.020  1.249
 SZV  O29  C27  deloc     1.244  0.020  1.244
 SZV  C02  O01  deloc     1.246  0.020  1.246
 SZV  C27  O28  deloc     1.245  0.020  1.245
 SZV  C13  H1   single    0.930  0.020  1.080
 SZV  C15  H2   single    0.930  0.020  1.080
 SZV  C20  H3   single    0.930  0.020  1.080
 SZV  C22  H4   single    0.930  0.020  1.080
 SZV  C05  H5   single    0.930  0.020  1.080
 SZV  C06  H6   single    0.930  0.020  1.080
 SZV  C12  H7   single    0.930  0.020  1.080
 SZV  C14  H8   single    0.930  0.020  1.080
 SZV  C23  H9   single    0.930  0.020  1.080
 SZV  C25  H10  single    0.930  0.020  1.080
 SZV  N08  H11  single    0.860  0.020  1.020
 SZV  O17  H13  single    0.850  0.020  0.980

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
 SZV  N18  C10  C11  121.49  3.000
 SZV  N18  C10  C09  111.01  3.000
 SZV  C11  C10  C09  127.36  3.000
 SZV  H1   C13  C14  120.61  3.000
 SZV  H1   C13  C12  120.22  3.000
 SZV  C14  C13  C12  119.17  3.000
 SZV  H2   C15  C16  119.05  3.000
 SZV  H2   C15  C14  120.52  3.000
 SZV  C16  C15  C14  120.42  3.000
 SZV  H3   C20  N21  118.87  3.000
 SZV  H3   C20  C19  118.79  3.000
 SZV  N21  C20  C19  122.34  3.000
 SZV  H4   C22  N21  116.94  3.000
 SZV  H4   C22  C23  119.44  3.000
 SZV  N21  C22  C23  123.62  3.000
 SZV  C27  C26  C25  116.25  3.000
 SZV  C27  C26  C04  124.12  3.000
 SZV  C25  C26  C04  119.54  3.000
 SZV  C05  C04  C02  118.71  3.000
 SZV  C02  C04  C26  123.27  3.000
 SZV  C05  C04  C26  117.93  3.000
 SZV  H5   C05  C06  118.33  3.000
 SZV  H5   C05  C04  118.95  3.000
 SZV  C06  C05  C04  122.72  3.000
 SZV  H6   C06  C07  121.39  3.000
 SZV  H6   C06  C05  119.47  3.000
 SZV  C07  C06  C05  119.14  3.000
 SZV  N08  C07  C25  119.30  3.000
 SZV  C25  C07  C06  118.79  3.000
 SZV  N08  C07  C06  121.90  3.000
 SZV  N24  C09  N08  122.18  3.000
 SZV  N08  C09  C10  132.76  3.000
 SZV  N24  C09  C10  104.89  3.000
 SZV  C16  C11  C12  118.68  3.000
 SZV  C16  C11  C10  122.39  3.000
 SZV  C12  C11  C10  118.92  3.000
 SZV  H7   C12  C11  118.57  3.000
 SZV  H7   C12  C13  119.90  3.000
 SZV  C11  C12  C13  121.52  3.000
 SZV  H8   C14  C15  119.39  3.000
 SZV  H8   C14  C13  120.23  3.000
 SZV  C15  C14  C13  120.38  3.000
 SZV  O17  C16  C11  123.53  3.000
 SZV  O17  C16  C15  116.68  3.000
 SZV  C11  C16  C15  119.79  3.000
 SZV  N24  C19  N18  111.31  3.000
 SZV  N24  C19  C20  117.14  3.000
 SZV  N18  C19  C20  131.55  3.000
 SZV  H9   C23  N24  118.31  3.000
 SZV  H9   C23  C22  124.27  3.000
 SZV  N24  C23  C22  117.42  3.000
 SZV  H10  C25  C07  118.55  3.000
 SZV  H10  C25  C26  119.59  3.000
 SZV  C07  C25  C26  121.86  3.000
 SZV  H11  N08  C09  117.00  3.000
 SZV  H11  N08  C07  117.43  3.000
 SZV  C09  N08  C07  123.54  3.000
 SZV  C19  N18  C10  105.70  3.000
 SZV  C22  N21  C20  118.33  3.000
 SZV  C23  N24  C19  121.14  3.000
 SZV  C23  N24  C09  131.80  3.000
 SZV  C19  N24  C09  107.06  3.000
 SZV  H13  O17  C16  111.64  3.000
 SZV  O03  C02  O01  126.58  3.000
 SZV  O01  C02  C04  116.81  3.000
 SZV  O03  C02  C04  116.57  3.000
 SZV  O29  C27  O28  127.75  3.000
 SZV  O28  C27  C26  116.43  3.000
 SZV  O29  C27  C26  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
 SZV  CONST_01  C13  C12  C11  C10  180.00   0.0  0
 SZV  CONST_02  C15  C16  C11  C10  180.00   0.0  0
 SZV  CONST_03  C20  C19  N18  C10  180.00   0.0  0
 SZV  CONST_04  N24  C19  N18  C10    0.00   0.0  0
 SZV  CONST_05  C19  N24  C09  C10    0.00   0.0  0
 SZV  CONST_06  C23  N24  C09  C10  180.00   0.0  0
 SZV  CONST_07  C16  C15  C14  C13    0.00   0.0  0
 SZV  CONST_08  C16  C11  C12  C13    0.00   0.0  0
 SZV  CONST_09  C12  C13  C14  C15    0.00   0.0  0
 SZV  CONST_10  C12  C11  C16  C15    0.00   0.0  0
 SZV  CONST_11  C09  N24  C19  C20  180.00   0.0  0
 SZV  CONST_12  C23  N24  C19  C20    0.00   0.0  0
 SZV  CONST_13  C23  C22  N21  C20    0.00   0.0  0
 SZV  CONST_14  C19  C20  N21  C22    0.00   0.0  0
 SZV  CONST_15  C19  N24  C23  C22    0.00   0.0  0
 SZV  CONST_16  C09  N24  C23  C22  180.00   0.0  0
 SZV  CONST_17  C06  C07  C25  C26    0.00   0.0  0
 SZV  CONST_18  C06  C05  C04  C26    0.00   0.0  0
 SZV  CONST_19  C07  C06  C05  C04    0.00   0.0  0
 SZV  CONST_20  C07  C25  C26  C04    0.00   0.0  0
 SZV  CONST_21  C25  C07  C06  C05    0.00   0.0  0
 SZV  CONST_22  C25  C26  C04  C05    0.00   0.0  0
 SZV  CONST_25  C19  N18  C10  C09    0.00   0.0  0
 SZV  CONST_26  N18  C19  N24  C09    0.00   0.0  0
 SZV  CONST_27  C14  C13  C12  C11    0.00   0.0  0
 SZV  CONST_28  C14  C15  C16  C11    0.00   0.0  0
 SZV  CONST_29  C19  N18  C10  C11  180.00   0.0  0
 SZV  CONST_30  N24  C09  C10  C11  180.00   0.0  0
 SZV  CONST_33  N18  C19  N24  C23  180.00   0.0  0
 SZV  CONST_34  N24  C09  C10  N18    0.00   0.0  0
 SZV  CONST_35  N21  C20  C19  N18  180.00   0.0  0
 SZV  CONST_36  N24  C19  C20  N21    0.00   0.0  0
 SZV  CONST_37  N24  C23  C22  N21    0.00   0.0  0
 SZV  CONST_38  O17  C16  C11  C10    0.00   0.0  0
 SZV  CONST_39  N08  C07  C25  C26  180.00   0.0  0
 SZV  CONST_40  C06  C05  C04  C02  180.00   0.0  0
 SZV  CONST_41  C25  C26  C04  C02  180.00   0.0  0
 SZV  CONST_42  N08  C07  C06  C05  180.00   0.0  0
 SZV  CONST_43  C27  C26  C04  C05  180.00   0.0  0
 SZV  CONST_44  C27  C26  C25  C07  180.00   0.0  0
 SZV  CONST_45  N08  C09  C10  C11    0.00   0.0  0
 SZV  CONST_46  O17  C16  C11  C12  180.00   0.0  0
 SZV  CONST_47  O17  C16  C15  C14  180.00   0.0  0
 SZV  CONST_48  N08  C09  N24  C19  180.00   0.0  0
 SZV  CONST_49  N08  C09  N24  C23    0.00   0.0  0
 SZV  CONST_50  N18  C10  C09  N08  180.00   0.0  0
 SZV  CONST_51  H7   C12  C11  C10    0.00   0.0  0
 SZV  CONST_52  H2   C15  C14  C13  180.00   0.0  0
 SZV  CONST_53  H1   C13  C14  C15  180.00   0.0  0
 SZV  CONST_54  H4   C22  N21  C20  180.00   0.0  0
 SZV  CONST_55  H3   C20  N21  C22  180.00   0.0  0
 SZV  CONST_56  H5   C05  C04  C26  180.00   0.0  0
 SZV  CONST_57  H6   C06  C05  C04  180.00   0.0  0
 SZV  CONST_58  H10  C25  C26  C04  180.00   0.0  0
 SZV  CONST_59  H9   C23  N24  C09    0.00   0.0  0
 SZV  CONST_60  H8   C14  C13  C12  180.00   0.0  0
 SZV  Var_01    C07  N08  C09  C10  113.07  30.0  2
 SZV  Var_02    C09  N08  C07  C06    0.50  30.0  3
 SZV  Var_03    O03  C02  C04  C26  156.73  30.0  2
 SZV  Var_04    O29  C27  C26  C04  -68.75  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
 SZV  plan-1  C10  0.020
 SZV  plan-1  C13  0.020
 SZV  plan-1  C15  0.020
 SZV  plan-1  C11  0.020
 SZV  plan-1  C12  0.020
 SZV  plan-1  C14  0.020
 SZV  plan-1  C16  0.020
 SZV  plan-1  O17  0.020
 SZV  plan-1  H1   0.020
 SZV  plan-1  H2   0.020
 SZV  plan-1  H7   0.020
 SZV  plan-1  H8   0.020
 SZV  plan-2  C26  0.020
 SZV  plan-2  C04  0.020
 SZV  plan-2  C05  0.020
 SZV  plan-2  C06  0.020
 SZV  plan-2  C07  0.020
 SZV  plan-2  C25  0.020
 SZV  plan-2  N08  0.020
 SZV  plan-2  H5   0.020
 SZV  plan-2  H6   0.020
 SZV  plan-2  H10  0.020
 SZV  plan-2  C02  0.020
 SZV  plan-2  C27  0.020
 SZV  plan-3  C10  0.020
 SZV  plan-3  C20  0.020
 SZV  plan-3  C22  0.020
 SZV  plan-3  C09  0.020
 SZV  plan-3  C11  0.020
 SZV  plan-3  C19  0.020
 SZV  plan-3  C23  0.020
 SZV  plan-3  N08  0.020
 SZV  plan-3  N18  0.020
 SZV  plan-3  N21  0.020
 SZV  plan-3  N24  0.020
 SZV  plan-3  H3   0.020
 SZV  plan-3  H4   0.020
 SZV  plan-3  H9   0.020
 SZV  plan-4  C04  0.020
 SZV  plan-4  O01  0.020
 SZV  plan-4  O03  0.020
 SZV  plan-4  C02  0.020
 SZV  plan-5  C26  0.020
 SZV  plan-5  O28  0.020
 SZV  plan-5  O29  0.020
 SZV  plan-5  C27  0.020

