# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 18:35:45 2021
#   Inital geometry file: a 88 line input string
#   Ligand name: 3-[(4-pyridin-2-yl-1,3-thiazol-2-yl)amino]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cccc(Nc2scc(n2)c3ccccn3)c1
#
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
 N4N  N4N  '3-[(4-pyridin-2-yl-1,3-thiazol-2-yl)amino]benzoic acid'  ligand  32  21  .  2022-03-23  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_N4N
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
 N4N  C02   C  C     0   0.540  -0.7955  51.4021  35.2193
 N4N  C04   C  CR6   0  -0.068   0.2422  51.1349  34.1903
 N4N  C05   C  CR16  0  -0.380   1.5272  50.7412  34.5381
 N4N  C06   C  CR6   0   0.400   2.4885  50.4965  33.5543
 N4N  C07   C  CR16  0  -0.314   2.1406  50.6540  32.2113
 N4N  C08   C  CR16  0  -0.236   0.8520  51.0484  31.8781
 N4N  C09   C  CR16  0  -0.280  -0.1026  51.2900  32.8490
 N4N  C11   C  CR5   0   0.302   4.8556  49.8151  33.2719
 N4N  C13   C  CR5   0   0.383   6.2213  49.4624  31.5843
 N4N  C14   C  CR15  0  -0.568   7.1040  49.2115  32.5846
 N4N  C16   C  CR6   0   0.182   6.5351  49.3917  30.1523
 N4N  C17   C  CR16  0  -0.320   5.5616  49.6503  29.1896
 N4N  C18   C  CR16  0  -0.153   5.9128  49.5709  27.8516
 N4N  C19   C  CR16  0  -0.323   7.2158  49.2382  27.5164
 N4N  C20   C  CR16  0  -0.077   8.1126  48.9977  28.5492
 N4N  N10   N  NH1   0  -0.781   3.7479  50.1087  33.9980
 N4N  N12   N  N     0  -0.486   4.9542  49.8021  31.9835
 N4N  N21   N  N     0  -0.431   7.7881  49.0707  29.8302
 N4N  O01   O  O     0  -0.437  -1.9281  51.7278  34.9566
 N4N  O03   O  OH1   0  -0.593  -0.3529  51.2487  36.4589
 N4N  S15   S  S2    0   0.208   6.3342  49.4063  34.1102
 N4N  H051  H  HCR6  0   0.282   1.7999  50.6183  35.5787
 N4N  H071  H  HCR6  0   0.313   2.8655  50.4730  31.4343
 N4N  H081  H  HCR6  0   0.266   0.5967  51.1669  30.8335
 N4N  H091  H  HCR6  0   0.264  -1.1007  51.5962  32.5698
 N4N  H141  H  HCR5  0   0.304   8.1413  48.9292  32.5116
 N4N  H171  H  HCR6  0   0.281   4.5549  49.9078  29.4860
 N4N  H181  H  HCR6  0   0.274   5.1772  49.7671  27.0827
 N4N  H191  H  HCR6  0   0.272   7.5349  49.1649  26.4861
 N4N  H201  H  HCR6  0   0.263   9.1410  48.7344  28.3273
 N4N  H101  H  HNH1  0   0.425   3.8456  50.0472  34.9996
 N4N  H1    H  HOH1  0   0.489  -1.0633  51.4362  37.0904

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
 N4N  C19  C18   aromatic  1.386  0.020  1.386
 N4N  C19  C20   aromatic  1.389  0.020  1.389
 N4N  C18  C17   aromatic  1.386  0.020  1.386
 N4N  C20  N21   aromatic  1.323  0.020  1.323
 N4N  C17  C16   aromatic  1.393  0.020  1.393
 N4N  N21  C16   aromatic  1.333  0.020  1.333
 N4N  C16  C13   single    1.468  0.020  1.468
 N4N  C13  N12   aromatic  1.371  0.020  1.371
 N4N  C13  C14   aromatic  1.357  0.020  1.357
 N4N  N12  C11   aromatic  1.292  0.020  1.292
 N4N  C08  C07   aromatic  1.388  0.020  1.388
 N4N  C08  C09   aromatic  1.383  0.020  1.383
 N4N  C07  C06   aromatic  1.396  0.020  1.396
 N4N  C14  S15   aromatic  1.720  0.020  1.720
 N4N  C09  C04   aromatic  1.394  0.020  1.394
 N4N  C11  N10   single    1.357  0.020  1.357
 N4N  C11  S15   aromatic  1.748  0.020  1.748
 N4N  C06  N10   single    1.391  0.020  1.391
 N4N  C06  C05   aromatic  1.397  0.020  1.397
 N4N  C04  C05   aromatic  1.388  0.020  1.388
 N4N  C04  C02   single    1.486  0.020  1.486
 N4N  O01  C02   double    1.207  0.020  1.207
 N4N  C02  O03   single    1.325  0.020  1.325
 N4N  C05  H051  single    0.930  0.020  1.080
 N4N  C07  H071  single    0.930  0.020  1.080
 N4N  C08  H081  single    0.930  0.020  1.080
 N4N  C09  H091  single    0.930  0.020  1.080
 N4N  C14  H141  single    0.930  0.020  1.080
 N4N  C17  H171  single    0.930  0.020  1.080
 N4N  C18  H181  single    0.930  0.020  1.080
 N4N  C19  H191  single    0.930  0.020  1.080
 N4N  C20  H201  single    0.930  0.020  1.080
 N4N  N10  H101  single    0.860  0.020  1.020
 N4N  O03  H1    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
 N4N  O03   C02  O01  123.23  3.000
 N4N  O03   C02  C04  113.20  3.000
 N4N  O01   C02  C04  123.57  3.000
 N4N  C09   C04  C05  120.11  3.000
 N4N  C05   C04  C02  121.60  3.000
 N4N  C09   C04  C02  118.29  3.000
 N4N  H051  C05  C06  118.92  3.000
 N4N  H051  C05  C04  120.41  3.000
 N4N  C06   C05  C04  120.67  3.000
 N4N  N10   C06  C07  124.34  3.000
 N4N  N10   C06  C05  116.57  3.000
 N4N  C07   C06  C05  119.09  3.000
 N4N  H071  C07  C08  119.93  3.000
 N4N  H071  C07  C06  120.45  3.000
 N4N  C08   C07  C06  119.62  3.000
 N4N  H081  C08  C09  119.73  3.000
 N4N  H081  C08  C07  118.81  3.000
 N4N  C09   C08  C07  121.46  3.000
 N4N  H091  C09  C08  120.38  3.000
 N4N  H091  C09  C04  120.57  3.000
 N4N  C08   C09  C04  119.05  3.000
 N4N  S15   C11  N12  114.28  3.000
 N4N  S15   C11  N10  118.98  3.000
 N4N  N12   C11  N10  126.74  3.000
 N4N  N12   C13  C16  119.58  3.000
 N4N  N12   C13  C14  115.60  3.000
 N4N  C16   C13  C14  124.82  3.000
 N4N  H141  C14  S15  121.38  3.000
 N4N  H141  C14  C13  128.65  3.000
 N4N  S15   C14  C13  109.98  3.000
 N4N  N21   C16  C17  122.31  3.000
 N4N  N21   C16  C13  116.64  3.000
 N4N  C17   C16  C13  121.05  3.000
 N4N  H171  C17  C18  120.98  3.000
 N4N  H171  C17  C16  120.38  3.000
 N4N  C18   C17  C16  118.65  3.000
 N4N  H181  C18  C19  120.71  3.000
 N4N  H181  C18  C17  120.23  3.000
 N4N  C19   C18  C17  119.06  3.000
 N4N  H191  C19  C20  120.42  3.000
 N4N  H191  C19  C18  121.63  3.000
 N4N  C20   C19  C18  117.96  3.000
 N4N  H201  C20  N21  116.35  3.000
 N4N  H201  C20  C19  120.15  3.000
 N4N  N21   C20  C19  123.50  3.000
 N4N  H101  N10  C11  116.07  3.000
 N4N  H101  N10  C06  114.95  3.000
 N4N  C11   N10  C06  128.98  3.000
 N4N  C13   N12  C11  111.30  3.000
 N4N  C20   N21  C16  118.53  3.000
 N4N  H1    O03  C02  110.03  3.000
 N4N  C14   S15  C11   88.84  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
 N4N  CONST_01  C07   C08  C09  C04     0.00   0.0  0
 N4N  CONST_02  C07   C06  C05  C04     0.00   0.0  0
 N4N  CONST_03  C08   C07  C06  C05     0.00   0.0  0
 N4N  CONST_04  C08   C09  C04  C05     0.00   0.0  0
 N4N  CONST_05  C09   C08  C07  C06     0.00   0.0  0
 N4N  CONST_06  C09   C04  C05  C06     0.00   0.0  0
 N4N  CONST_07  C16   C13  N12  C11   180.00   0.0  0
 N4N  CONST_08  C14   C13  N12  C11     0.00   0.0  0
 N4N  CONST_09  C13   C14  S15  C11     0.00   0.0  0
 N4N  CONST_10  C18   C17  C16  C13   180.00   0.0  0
 N4N  CONST_11  C20   N21  C16  C13   180.00   0.0  0
 N4N  CONST_12  S15   C11  N12  C13     0.00   0.0  0
 N4N  CONST_13  C17   C16  C13  C14   180.00   0.0  0
 N4N  CONST_14  N21   C16  C13  C14     0.00   0.0  0
 N4N  CONST_15  N12   C11  S15  C14     0.00   0.0  0
 N4N  CONST_16  C19   C18  C17  C16     0.00   0.0  0
 N4N  CONST_17  C19   C20  N21  C16     0.00   0.0  0
 N4N  CONST_18  S15   C14  C13  C16   180.00   0.0  0
 N4N  CONST_19  C20   C19  C18  C17     0.00   0.0  0
 N4N  CONST_20  C20   N21  C16  C17     0.00   0.0  0
 N4N  CONST_21  N12   C13  C16  C17     0.00   0.0  0
 N4N  CONST_22  N21   C20  C19  C18     0.00   0.0  0
 N4N  CONST_23  N21   C16  C17  C18     0.00   0.0  0
 N4N  CONST_24  N21   C16  C13  N12   180.00   0.0  0
 N4N  CONST_25  S15   C14  C13  N12     0.00   0.0  0
 N4N  CONST_26  C08   C09  C04  C02   180.00   0.0  0
 N4N  CONST_27  C06   C05  C04  C02   180.00   0.0  0
 N4N  CONST_28  N10   C06  C05  C04   180.00   0.0  0
 N4N  CONST_29  N10   C06  C07  C08   180.00   0.0  0
 N4N  CONST_30  N10   C11  N12  C13   180.00   0.0  0
 N4N  CONST_31  N10   C11  S15  C14   180.00   0.0  0
 N4N  CONST_32  H081  C08  C09  C04   180.00   0.0  0
 N4N  CONST_33  H071  C07  C06  C05   180.00   0.0  0
 N4N  CONST_34  H091  C09  C04  C05   180.00   0.0  0
 N4N  CONST_35  H051  C05  C06  C07   180.00   0.0  0
 N4N  CONST_36  H141  C14  S15  C11   180.00   0.0  0
 N4N  CONST_37  H171  C17  C16  C13     0.00   0.0  0
 N4N  CONST_38  H181  C18  C17  C16   180.00   0.0  0
 N4N  CONST_39  H201  C20  N21  C16   180.00   0.0  0
 N4N  CONST_40  H191  C19  C18  C17   180.00   0.0  0
 N4N  CONST_41  H1    O03  C02  C04   180.00   0.0  0
 N4N  Var_01    C11   N10  C06  C05  -179.78  30.0  2
 N4N  Var_02    N12   C11  N10  C06    -2.06  30.0  2
 N4N  Var_03    O01   C02  C04  C05  -178.93  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
 N4N  plan-1  C11   0.020
 N4N  plan-1  C13   0.020
 N4N  plan-1  C14   0.020
 N4N  plan-1  C16   0.020
 N4N  plan-1  N10   0.020
 N4N  plan-1  N12   0.020
 N4N  plan-1  S15   0.020
 N4N  plan-1  H141  0.020
 N4N  plan-2  C02   0.020
 N4N  plan-2  C04   0.020
 N4N  plan-2  C05   0.020
 N4N  plan-2  C06   0.020
 N4N  plan-2  C07   0.020
 N4N  plan-2  C08   0.020
 N4N  plan-2  C09   0.020
 N4N  plan-2  N10   0.020
 N4N  plan-2  H051  0.020
 N4N  plan-2  H071  0.020
 N4N  plan-2  H081  0.020
 N4N  plan-2  H091  0.020
 N4N  plan-3  C13   0.020
 N4N  plan-3  C16   0.020
 N4N  plan-3  C17   0.020
 N4N  plan-3  C18   0.020
 N4N  plan-3  C19   0.020
 N4N  plan-3  C20   0.020
 N4N  plan-3  N21   0.020
 N4N  plan-3  H171  0.020
 N4N  plan-3  H181  0.020
 N4N  plan-3  H191  0.020
 N4N  plan-3  H201  0.020
 N4N  plan-4  C02   0.020
 N4N  plan-4  C04   0.020
 N4N  plan-4  O01   0.020
 N4N  plan-4  O03   0.020
 N4N  plan-4  H1    0.020

