# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 23 23:26:01 2020
#   Inital geometry file: a 100 line input string
#   Ligand name: 4-({4-[(2-fluorophenyl)amino]pyrimidin-2-yl}amino)benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc(Nc2nccc(Nc3ccccc3F)n2)cc1
#
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
 0BZ  0BZ  '4-({4-[(2-fluorophenyl)amino]pyrimidin-2-yl}amino)benzoic acid'  ligand  37  24  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_0BZ
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
 0BZ  F24  F  F     0  -0.318   6.0826   0.8256  -0.4432
 0BZ  N02  N  N     0  -0.530   1.2385   0.4512   0.0994
 0BZ  N03  N  N     0  -0.492  -0.4406   2.1266   0.0445
 0BZ  N04  N  NH1   0  -0.772   3.4936   1.0103   0.1408
 0BZ  C05  C  CR16  0  -0.246  -4.5024   0.8352  -0.0527
 0BZ  C06  C  CR6   0  -0.104  -5.1137  -0.4164  -0.0499
 0BZ  C07  C  CR16  0  -0.249  -4.2989  -1.5502  -0.0090
 0BZ  C08  C  CR16  0  -0.345  -2.9278  -1.4248   0.0267
 0BZ  C09  C  CR6   0   0.381  -2.3134  -0.1624   0.0229
 0BZ  C10  C  CR16  0  -0.301  -3.1276   0.9761  -0.0162
 0BZ  C12  C  CR6   0   0.624  -0.0284   0.8720   0.0666
 0BZ  C13  C  CR6   0   0.580   2.1853   1.3720   0.1114
 0BZ  C14  C  CR16  0  -0.462   1.8632   2.7451   0.0901
 0BZ  C15  C  CR16  0   0.007   0.5290   3.0474   0.0564
 0BZ  C16  C  CR6   0   0.206   4.0794  -0.2514   0.1471
 0BZ  C17  C  CR16  0  -0.300   3.4368  -1.4513   0.4580
 0BZ  C18  C  CR16  0  -0.260   4.1401  -2.6491   0.4526
 0BZ  C19  C  CR16  0  -0.260   5.4915  -2.6857   0.1482
 0BZ  C20  C  CR16  0  -0.401   6.1524  -1.5019  -0.1545
 0BZ  C21  C  CR6   0   0.458   5.4427  -0.3242  -0.1523
 0BZ  O25  O  OH1   0  -0.598  -7.0459  -1.7381  -0.0808
 0BZ  O26  O  O     0  -0.449  -7.3140   0.4739  -0.1292
 0BZ  H1   H  HNH1  0   0.413  -0.4968  -1.0623   0.0771
 0BZ  H2   H  HNH1  0   0.419   4.1385   1.7835   0.0972
 0BZ  H3   H  HCR6  0   0.264  -5.1121   1.7287  -0.0847
 0BZ  H4   H  HCR6  0   0.267  -4.7260  -2.5437  -0.0046
 0BZ  H5   H  HCR6  0   0.275  -2.3138  -2.3169   0.0594
 0BZ  H6   H  HCR6  0   0.291  -2.6891   1.9599  -0.0181
 0BZ  H7   H  HCR6  0   0.284   2.6215   3.5147   0.0976
 0BZ  H8   H  HCR6  0   0.274   0.2056   4.0818   0.0383
 0BZ  H9   H  HCR6  0   0.293   2.3867  -1.4481   0.6964
 0BZ  H10  H  HCR6  0   0.262   3.6145  -3.5629   0.6953
 0BZ  H11  H  HCR6  0   0.266   6.0338  -3.6212   0.1446
 0BZ  H12  H  HCR6  0   0.283   7.2078  -1.4904  -0.3937
 0BZ  H13  H  HOH1  0   0.485  -8.0139  -1.7288  -0.1084
 0BZ  N01  N  NH1   0  -0.770  -0.9346  -0.1531   0.0590
 0BZ  C11  C  C     0   0.524  -6.5857  -0.4917  -0.0903

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
 0BZ  C08  C07  aromatic  1.377  0.020  1.377
 0BZ  C08  C09  aromatic  1.404  0.020  1.404
 0BZ  N01  C09  single    1.379  0.020  1.379
 0BZ  N01  C12  single    1.368  0.020  1.368
 0BZ  C07  C06  aromatic  1.397  0.020  1.397
 0BZ  N03  C12  aromatic  1.321  0.020  1.321
 0BZ  N03  C15  aromatic  1.337  0.020  1.337
 0BZ  C09  C10  aromatic  1.400  0.020  1.400
 0BZ  O26  C11  double    1.210  0.020  1.210
 0BZ  C12  N02  aromatic  1.335  0.020  1.335
 0BZ  C06  C11  single    1.474  0.020  1.474
 0BZ  C06  C05  aromatic  1.393  0.020  1.393
 0BZ  C15  C14  aromatic  1.368  0.020  1.368
 0BZ  C10  C05  aromatic  1.382  0.020  1.382
 0BZ  C11  O25  single    1.329  0.020  1.329
 0BZ  N02  C13  aromatic  1.321  0.020  1.321
 0BZ  C14  C13  aromatic  1.411  0.020  1.411
 0BZ  C13  N04  single    1.358  0.020  1.358
 0BZ  F24  C21  single    1.348  0.020  1.348
 0BZ  C21  C20  aromatic  1.375  0.020  1.375
 0BZ  C21  C16  aromatic  1.398  0.020  1.398
 0BZ  N04  C16  single    1.391  0.020  1.391
 0BZ  C20  C19  aromatic  1.389  0.020  1.389
 0BZ  C16  C17  aromatic  1.396  0.020  1.396
 0BZ  C19  C18  aromatic  1.386  0.020  1.386
 0BZ  C17  C18  aromatic  1.389  0.020  1.389
 0BZ  N01  H1   single    0.860  0.020  1.020
 0BZ  N04  H2   single    0.860  0.020  1.020
 0BZ  C05  H3   single    0.930  0.020  1.080
 0BZ  C07  H4   single    0.930  0.020  1.080
 0BZ  C08  H5   single    0.930  0.020  1.080
 0BZ  C10  H6   single    0.930  0.020  1.080
 0BZ  C14  H7   single    0.930  0.020  1.080
 0BZ  C15  H8   single    0.930  0.020  1.080
 0BZ  C17  H9   single    0.930  0.020  1.080
 0BZ  C18  H10  single    0.930  0.020  1.080
 0BZ  C19  H11  single    0.930  0.020  1.080
 0BZ  C20  H12  single    0.930  0.020  1.080
 0BZ  O25  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
 0BZ  C13  N02  C12  117.43  3.000
 0BZ  C15  N03  C12  115.32  3.000
 0BZ  H2   N04  C16  115.25  3.000
 0BZ  H2   N04  C13  114.29  3.000
 0BZ  C16  N04  C13  130.36  3.000
 0BZ  H3   C05  C10  118.48  3.000
 0BZ  H3   C05  C06  119.65  3.000
 0BZ  C10  C05  C06  121.87  3.000
 0BZ  C11  C06  C07  122.80  3.000
 0BZ  C11  C06  C05  118.94  3.000
 0BZ  C07  C06  C05  118.25  3.000
 0BZ  H4   C07  C08  118.47  3.000
 0BZ  H4   C07  C06  121.03  3.000
 0BZ  C08  C07  C06  120.50  3.000
 0BZ  H5   C08  C09  119.50  3.000
 0BZ  H5   C08  C07  119.34  3.000
 0BZ  C09  C08  C07  121.16  3.000
 0BZ  C10  C09  C08  118.47  3.000
 0BZ  C10  C09  N01  125.20  3.000
 0BZ  C08  C09  N01  116.32  3.000
 0BZ  H6   C10  C09  120.40  3.000
 0BZ  H6   C10  C05  119.86  3.000
 0BZ  C09  C10  C05  119.74  3.000
 0BZ  N03  C12  N02  126.58  3.000
 0BZ  N02  C12  N01  113.10  3.000
 0BZ  N03  C12  N01  120.32  3.000
 0BZ  C14  C13  N04  118.67  3.000
 0BZ  N04  C13  N02  120.35  3.000
 0BZ  C14  C13  N02  120.99  3.000
 0BZ  H7   C14  C15  121.81  3.000
 0BZ  H7   C14  C13  122.21  3.000
 0BZ  C15  C14  C13  115.98  3.000
 0BZ  H8   C15  C14  120.14  3.000
 0BZ  H8   C15  N03  116.14  3.000
 0BZ  C14  C15  N03  123.72  3.000
 0BZ  C21  C16  C17  116.87  3.000
 0BZ  C17  C16  N04  125.92  3.000
 0BZ  C21  C16  N04  117.19  3.000
 0BZ  H9   C17  C18  119.81  3.000
 0BZ  H9   C17  C16  119.71  3.000
 0BZ  C18  C17  C16  120.48  3.000
 0BZ  H10  C18  C19  120.05  3.000
 0BZ  H10  C18  C17  118.79  3.000
 0BZ  C19  C18  C17  121.16  3.000
 0BZ  H11  C19  C20  119.86  3.000
 0BZ  H11  C19  C18  120.84  3.000
 0BZ  C20  C19  C18  119.29  3.000
 0BZ  H12  C20  C21  119.64  3.000
 0BZ  H12  C20  C19  121.41  3.000
 0BZ  C21  C20  C19  118.95  3.000
 0BZ  C20  C21  C16  123.25  3.000
 0BZ  C16  C21  F24  117.71  3.000
 0BZ  C20  C21  F24  119.04  3.000
 0BZ  H13  O25  C11  109.69  3.000
 0BZ  H1   N01  C12  112.80  3.000
 0BZ  H1   N01  C09  115.34  3.000
 0BZ  C12  N01  C09  131.86  3.000
 0BZ  O26  C11  O25  122.70  3.000
 0BZ  O25  C11  C06  113.17  3.000
 0BZ  O26  C11  C06  124.12  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
 0BZ  CONST_01  C15  N03  C12  N02     0.00   0.0  0
 0BZ  CONST_02  C15  C14  C13  N02     0.00   0.0  0
 0BZ  CONST_03  C13  N02  C12  N03     0.00   0.0  0
 0BZ  CONST_04  C13  C14  C15  N03     0.00   0.0  0
 0BZ  CONST_05  C08  C07  C06  C05     0.00   0.0  0
 0BZ  CONST_06  C08  C09  C10  C05     0.00   0.0  0
 0BZ  CONST_07  C09  C08  C07  C06     0.00   0.0  0
 0BZ  CONST_08  C09  C10  C05  C06     0.00   0.0  0
 0BZ  CONST_09  C10  C09  C08  C07     0.00   0.0  0
 0BZ  CONST_10  C10  C05  C06  C07     0.00   0.0  0
 0BZ  CONST_11  C14  C15  N03  C12     0.00   0.0  0
 0BZ  CONST_12  C14  C13  N02  C12     0.00   0.0  0
 0BZ  CONST_13  C19  C20  C21  C16     0.00   0.0  0
 0BZ  CONST_14  C19  C18  C17  C16     0.00   0.0  0
 0BZ  CONST_15  C20  C21  C16  C17     0.00   0.0  0
 0BZ  CONST_16  C20  C19  C18  C17     0.00   0.0  0
 0BZ  CONST_17  C21  C20  C19  C18     0.00   0.0  0
 0BZ  CONST_18  C21  C16  C17  C18     0.00   0.0  0
 0BZ  CONST_19  C19  C20  C21  F24   180.00   0.0  0
 0BZ  CONST_20  C17  C16  C21  F24   180.00   0.0  0
 0BZ  CONST_21  C07  C08  C09  N01   180.00   0.0  0
 0BZ  CONST_22  C05  C10  C09  N01   180.00   0.0  0
 0BZ  CONST_23  C15  N03  C12  N01   180.00   0.0  0
 0BZ  CONST_24  C13  N02  C12  N01   180.00   0.0  0
 0BZ  CONST_25  C12  N02  C13  N04   180.00   0.0  0
 0BZ  CONST_26  C15  C14  C13  N04   180.00   0.0  0
 0BZ  CONST_27  C20  C21  C16  N04   180.00   0.0  0
 0BZ  CONST_28  C18  C17  C16  N04   180.00   0.0  0
 0BZ  CONST_29  C11  C06  C07  C08   180.00   0.0  0
 0BZ  CONST_30  C11  C06  C05  C10   180.00   0.0  0
 0BZ  CONST_31  H7   C14  C13  N02   180.00   0.0  0
 0BZ  CONST_32  H4   C07  C06  C05   180.00   0.0  0
 0BZ  CONST_33  H5   C08  C07  C06   180.00   0.0  0
 0BZ  CONST_34  H6   C10  C05  C06   180.00   0.0  0
 0BZ  CONST_35  H3   C05  C06  C07   180.00   0.0  0
 0BZ  CONST_36  H8   C15  N03  C12   180.00   0.0  0
 0BZ  CONST_37  H12  C20  C21  C16   180.00   0.0  0
 0BZ  CONST_38  H10  C18  C17  C16   180.00   0.0  0
 0BZ  CONST_39  H11  C19  C18  C17   180.00   0.0  0
 0BZ  CONST_40  H9   C17  C18  C19   180.00   0.0  0
 0BZ  CONST_41  H13  O25  C11  C06   180.00   0.0  0
 0BZ  Var_01    C09  N01  C12  N02  -179.67  30.0  1
 0BZ  Var_02    C16  N04  C13  N02     0.83  30.0  2
 0BZ  Var_03    C12  N01  C09  C08   179.99  30.0  2
 0BZ  Var_04    C21  C16  N04  C13   164.52  30.0  2
 0BZ  Var_05    O26  C11  C06  C05     0.17  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
 0BZ  plan-1  N02  0.020
 0BZ  plan-1  N03  0.020
 0BZ  plan-1  N04  0.020
 0BZ  plan-1  C12  0.020
 0BZ  plan-1  C13  0.020
 0BZ  plan-1  C14  0.020
 0BZ  plan-1  C15  0.020
 0BZ  plan-1  H7   0.020
 0BZ  plan-1  H8   0.020
 0BZ  plan-1  N01  0.020
 0BZ  plan-2  C05  0.020
 0BZ  plan-2  C06  0.020
 0BZ  plan-2  C07  0.020
 0BZ  plan-2  C08  0.020
 0BZ  plan-2  C09  0.020
 0BZ  plan-2  C10  0.020
 0BZ  plan-2  H3   0.020
 0BZ  plan-2  H4   0.020
 0BZ  plan-2  H5   0.020
 0BZ  plan-2  H6   0.020
 0BZ  plan-2  N01  0.020
 0BZ  plan-2  C11  0.020
 0BZ  plan-3  F24  0.020
 0BZ  plan-3  N04  0.020
 0BZ  plan-3  C16  0.020
 0BZ  plan-3  C17  0.020
 0BZ  plan-3  C18  0.020
 0BZ  plan-3  C19  0.020
 0BZ  plan-3  C20  0.020
 0BZ  plan-3  C21  0.020
 0BZ  plan-3  H9   0.020
 0BZ  plan-3  H10  0.020
 0BZ  plan-3  H11  0.020
 0BZ  plan-3  H12  0.020
 0BZ  plan-4  C06  0.020
 0BZ  plan-4  O25  0.020
 0BZ  plan-4  O26  0.020
 0BZ  plan-4  H13  0.020
 0BZ  plan-4  C11  0.020

