# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 19 00:49:15 2022
#   Inital geometry file: a 107 line input string
#   Ligand name: 4-[(4-naphthalen-2-yl-1,3-thiazol-2-yl)amino]-2-oxidanyl-benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc(Nc2scc(n2)c3ccc4ccccc4c3)cc1O
#
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
 N5Q  N5Q  '4-[(4-naphthalen-2-yl-1,3-thiazol-2-yl)amino]-2-oxidanyl-benzoic acid'  ligand  39  26  .  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_N5Q
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
 N5Q  C12   C  CR5    0   0.299  41.9993  31.3815  11.8920
 N5Q  C14   C  CR5    0   0.432  39.9972  30.8081  11.1626
 N5Q  C15   C  CR15   0  -0.622  39.6956  30.9001  12.4849
 N5Q  C17   C  CR6    0   0.053  39.0722  30.4348  10.0881
 N5Q  C18   C  CR16   0  -0.387  39.5281  30.2835   8.8000
 N5Q  C19   C  CR66   0   0.154  38.6598  29.9099   7.7507
 N5Q  C22   C  CR16   0  -0.257  36.8998  29.1582   5.7050
 N5Q  C23   C  CR16   0  -0.306  36.4215  29.3131   6.9788
 N5Q  C26   C  CR16   0  -0.325  37.6954  30.2161  10.3558
 N5Q  C04   C  CR6    0  -0.305  46.1444  32.2656   8.8700
 N5Q  C05   C  CR16   0  -0.274  46.4547  32.4235  10.2179
 N5Q  C06   C  CR16   0  -0.380  45.5188  32.2318  11.2115
 N5Q  C07   C  CR6    0   0.371  44.2073  31.8665  10.8680
 N5Q  C08   C  CR16   0  -0.454  43.8672  31.6940   9.5313
 N5Q  C09   C  CR6    0   0.392  44.8290  31.8934   8.5352
 N5Q  C20   C  CR16   0  -0.315  39.1252  29.7449   6.4247
 N5Q  C21   C  CR16   0  -0.256  38.2654  29.3759   5.4259
 N5Q  C24   C  CR66   0   0.099  37.2870  29.6900   8.0297
 N5Q  C25   C  CR16   0  -0.291  36.8345  29.8564   9.3608
 N5Q  N11   N  NH1    0  -0.774  43.3154  31.7049  11.9246
 N5Q  N13   N  N      0  -0.485  41.3035  31.0836  10.8448
 N5Q  O01   O  O      0  -0.632  46.7502  32.3089   6.5999
 N5Q  O03   O  OC    -1  -0.547  48.3146  32.8164   8.1006
 N5Q  O10   O  OH1    0  -0.656  44.4797  31.7269   7.2646
 N5Q  S16   S  S2     0   0.204  41.0912  31.3515  13.3861
 N5Q  H151  H  HCR5   0   0.301  38.7578  30.7259  12.9869
 N5Q  H181  H  HCR6   0   0.269  40.5745  30.4471   8.5743
 N5Q  H221  H  HCR6   0   0.257  36.2308  28.8672   4.9057
 N5Q  H231  H  HCR6   0   0.254  35.3730  29.1467   7.1951
 N5Q  H261  H  HCR6   0   0.250  37.3125  30.3372  11.3608
 N5Q  H051  H  HCR6   0   0.245  47.4622  32.7079  10.4933
 N5Q  H061  H  HCR6   0   0.255  45.7909  32.3652  12.2519
 N5Q  H081  H  HCR6   0   0.300  42.8669  31.4108   9.2446
 N5Q  H201  H  HCR6   0   0.254  40.1743  29.9135   6.2131
 N5Q  H211  H  HCR6   0   0.257  38.6310  29.2494   4.4152
 N5Q  H251  H  HCR6   0   0.256  35.7869  29.6943   9.5833
 N5Q  H111  H  HNH1   0   0.422  43.7083  31.8788  12.8376
 N5Q  H101  H  HOH1   0   0.456  45.3552  31.9358   6.7546
 N5Q  C02   C  C      0   0.485  47.1668  32.4860   7.7922

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
 N5Q  C21  C22   aromatic  1.411  0.020  1.411
 N5Q  C21  C20   aromatic  1.369  0.020  1.369
 N5Q  C22  C23   aromatic  1.369  0.020  1.369
 N5Q  C20  C19   aromatic  1.415  0.020  1.415
 N5Q  O01  C02   deloc     1.275  0.020  1.275
 N5Q  C23  C24   aromatic  1.413  0.020  1.413
 N5Q  O10  C09   single    1.328  0.020  1.328
 N5Q  C02  O03   deloc     1.234  0.020  1.234
 N5Q  C02  C04   single    1.502  0.020  1.502
 N5Q  C19  C24   aromatic  1.418  0.020  1.418
 N5Q  C19  C18   aromatic  1.412  0.020  1.412
 N5Q  C24  C25   aromatic  1.416  0.020  1.416
 N5Q  C09  C04   aromatic  1.407  0.020  1.407
 N5Q  C09  C08   aromatic  1.399  0.020  1.399
 N5Q  C04  C05   aromatic  1.392  0.020  1.392
 N5Q  C18  C17   aromatic  1.375  0.020  1.375
 N5Q  C25  C26   aromatic  1.364  0.020  1.364
 N5Q  C08  C07   aromatic  1.390  0.020  1.390
 N5Q  C05  C06   aromatic  1.378  0.020  1.378
 N5Q  C17  C26   aromatic  1.420  0.020  1.420
 N5Q  C17  C14   single    1.466  0.020  1.466
 N5Q  C07  C06   aromatic  1.404  0.020  1.404
 N5Q  C07  N11   single    1.392  0.020  1.392
 N5Q  N13  C14   aromatic  1.372  0.020  1.372
 N5Q  N13  C12   aromatic  1.292  0.020  1.292
 N5Q  C14  C15   aromatic  1.359  0.020  1.359
 N5Q  N11  C12   single    1.356  0.020  1.356
 N5Q  C12  S16   aromatic  1.749  0.020  1.749
 N5Q  C15  S16   aromatic  1.722  0.020  1.722
 N5Q  C15  H151  single    0.930  0.020  1.080
 N5Q  C18  H181  single    0.930  0.020  1.080
 N5Q  C22  H221  single    0.930  0.020  1.080
 N5Q  C23  H231  single    0.930  0.020  1.080
 N5Q  C26  H261  single    0.930  0.020  1.080
 N5Q  C05  H051  single    0.930  0.020  1.080
 N5Q  C06  H061  single    0.930  0.020  1.080
 N5Q  C08  H081  single    0.930  0.020  1.080
 N5Q  C20  H201  single    0.930  0.020  1.080
 N5Q  C21  H211  single    0.930  0.020  1.080
 N5Q  C25  H251  single    0.930  0.020  1.080
 N5Q  N11  H111  single    0.860  0.020  1.020
 N5Q  O10  H101  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
 N5Q  S16   C12  N13  114.13  3.000
 N5Q  S16   C12  N11  119.19  3.000
 N5Q  N13   C12  N11  126.68  3.000
 N5Q  N13   C14  C17  118.82  3.000
 N5Q  N13   C14  C15  115.02  3.000
 N5Q  C17   C14  C15  126.16  3.000
 N5Q  H151  C15  S16  120.26  3.000
 N5Q  H151  C15  C14  129.43  3.000
 N5Q  S16   C15  C14  110.31  3.000
 N5Q  C26   C17  C18  118.77  3.000
 N5Q  C26   C17  C14  120.87  3.000
 N5Q  C18   C17  C14  120.36  3.000
 N5Q  H181  C18  C19  118.64  3.000
 N5Q  H181  C18  C17  119.94  3.000
 N5Q  C19   C18  C17  121.42  3.000
 N5Q  C24   C19  C20  118.99  3.000
 N5Q  C24   C19  C18  119.35  3.000
 N5Q  C20   C19  C18  121.66  3.000
 N5Q  H221  C22  C21  119.59  3.000
 N5Q  H221  C22  C23  120.11  3.000
 N5Q  C21   C22  C23  120.31  3.000
 N5Q  H231  C23  C24  119.04  3.000
 N5Q  H231  C23  C22  120.42  3.000
 N5Q  C24   C23  C22  120.54  3.000
 N5Q  H261  C26  C25  118.93  3.000
 N5Q  H261  C26  C17  120.06  3.000
 N5Q  C25   C26  C17  121.01  3.000
 N5Q  C09   C04  C05  117.95  3.000
 N5Q  C05   C04  C02  121.77  3.000
 N5Q  C09   C04  C02  120.29  3.000
 N5Q  H051  C05  C06  119.02  3.000
 N5Q  H051  C05  C04  118.92  3.000
 N5Q  C06   C05  C04  122.06  3.000
 N5Q  H061  C06  C07  120.10  3.000
 N5Q  H061  C06  C05  120.29  3.000
 N5Q  C07   C06  C05  119.61  3.000
 N5Q  N11   C07  C08  123.97  3.000
 N5Q  N11   C07  C06  116.29  3.000
 N5Q  C08   C07  C06  119.75  3.000
 N5Q  H081  C08  C09  119.07  3.000
 N5Q  H081  C08  C07  121.01  3.000
 N5Q  C09   C08  C07  119.92  3.000
 N5Q  O10   C09  C08  118.85  3.000
 N5Q  C08   C09  C04  120.72  3.000
 N5Q  O10   C09  C04  120.43  3.000
 N5Q  H201  C20  C21  120.52  3.000
 N5Q  H201  C20  C19  118.90  3.000
 N5Q  C21   C20  C19  120.58  3.000
 N5Q  H211  C21  C20  120.05  3.000
 N5Q  H211  C21  C22  119.59  3.000
 N5Q  C20   C21  C22  120.36  3.000
 N5Q  C25   C24  C23  122.34  3.000
 N5Q  C25   C24  C19  118.43  3.000
 N5Q  C23   C24  C19  119.22  3.000
 N5Q  H251  C25  C24  118.99  3.000
 N5Q  H251  C25  C26  120.01  3.000
 N5Q  C24   C25  C26  121.01  3.000
 N5Q  H111  N11  C07  114.67  3.000
 N5Q  H111  N11  C12  116.16  3.000
 N5Q  C07   N11  C12  129.15  3.000
 N5Q  C14   N13  C12  111.79  3.000
 N5Q  H101  O10  C09  102.93  3.000
 N5Q  C15   S16  C12   88.75  3.000
 N5Q  O03   C02  O01  125.09  3.000
 N5Q  O03   C02  C04  119.56  3.000
 N5Q  O01   C02  C04  115.35  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
 N5Q  CONST_01  C17   C14  N13  C12   180.00   0.0  0
 N5Q  CONST_02  C15   C14  N13  C12     0.00   0.0  0
 N5Q  CONST_03  C14   C15  S16  C12     0.00   0.0  0
 N5Q  CONST_04  C19   C18  C17  C14   180.00   0.0  0
 N5Q  CONST_05  C25   C26  C17  C14   180.00   0.0  0
 N5Q  CONST_06  S16   C12  N13  C14     0.00   0.0  0
 N5Q  CONST_07  C18   C17  C14  C15   180.00   0.0  0
 N5Q  CONST_08  C26   C17  C14  C15     0.00   0.0  0
 N5Q  CONST_09  N13   C12  S16  C15     0.00   0.0  0
 N5Q  CONST_10  C20   C19  C18  C17   180.00   0.0  0
 N5Q  CONST_11  C24   C19  C18  C17     0.00   0.0  0
 N5Q  CONST_12  C24   C25  C26  C17     0.00   0.0  0
 N5Q  CONST_13  S16   C15  C14  C17   180.00   0.0  0
 N5Q  CONST_14  C21   C20  C19  C18   180.00   0.0  0
 N5Q  CONST_15  C23   C24  C19  C18   180.00   0.0  0
 N5Q  CONST_16  C25   C24  C19  C18     0.00   0.0  0
 N5Q  CONST_17  C25   C26  C17  C18     0.00   0.0  0
 N5Q  CONST_18  N13   C14  C17  C18     0.00   0.0  0
 N5Q  CONST_19  C22   C21  C20  C19     0.00   0.0  0
 N5Q  CONST_20  C22   C23  C24  C19     0.00   0.0  0
 N5Q  CONST_21  C26   C25  C24  C19     0.00   0.0  0
 N5Q  CONST_22  C26   C17  C18  C19     0.00   0.0  0
 N5Q  CONST_23  C25   C24  C23  C22   180.00   0.0  0
 N5Q  CONST_24  C20   C21  C22  C23     0.00   0.0  0
 N5Q  CONST_25  C20   C19  C24  C23     0.00   0.0  0
 N5Q  CONST_26  C26   C25  C24  C23   180.00   0.0  0
 N5Q  CONST_27  N13   C14  C17  C26   180.00   0.0  0
 N5Q  CONST_28  C07   C08  C09  C04     0.00   0.0  0
 N5Q  CONST_29  C07   C06  C05  C04     0.00   0.0  0
 N5Q  CONST_30  C08   C09  C04  C05     0.00   0.0  0
 N5Q  CONST_31  C08   C07  C06  C05     0.00   0.0  0
 N5Q  CONST_32  C09   C04  C05  C06     0.00   0.0  0
 N5Q  CONST_33  C09   C08  C07  C06     0.00   0.0  0
 N5Q  CONST_34  C25   C24  C19  C20   180.00   0.0  0
 N5Q  CONST_35  C24   C23  C22  C21     0.00   0.0  0
 N5Q  CONST_36  C24   C19  C20  C21     0.00   0.0  0
 N5Q  CONST_37  S16   C15  C14  N13     0.00   0.0  0
 N5Q  CONST_38  N11   C12  N13  C14   180.00   0.0  0
 N5Q  CONST_39  N11   C12  S16  C15   180.00   0.0  0
 N5Q  CONST_40  C08   C09  C04  C02   180.00   0.0  0
 N5Q  CONST_41  C06   C05  C04  C02   180.00   0.0  0
 N5Q  CONST_42  O10   C09  C04  C05   180.00   0.0  0
 N5Q  CONST_43  N11   C07  C06  C05   180.00   0.0  0
 N5Q  CONST_44  O10   C09  C08  C07   180.00   0.0  0
 N5Q  CONST_45  N11   C07  C08  C09   180.00   0.0  0
 N5Q  CONST_46  H151  C15  S16  C12   180.00   0.0  0
 N5Q  CONST_47  H181  C18  C17  C14     0.00   0.0  0
 N5Q  CONST_48  H261  C26  C17  C14     0.00   0.0  0
 N5Q  CONST_49  H251  C25  C26  C17   180.00   0.0  0
 N5Q  CONST_50  H201  C20  C19  C18     0.00   0.0  0
 N5Q  CONST_51  H211  C21  C20  C19   180.00   0.0  0
 N5Q  CONST_52  H231  C23  C24  C19   180.00   0.0  0
 N5Q  CONST_53  H081  C08  C09  C04   180.00   0.0  0
 N5Q  CONST_54  H061  C06  C05  C04   180.00   0.0  0
 N5Q  CONST_55  H051  C05  C06  C07   180.00   0.0  0
 N5Q  CONST_56  H221  C22  C21  C20   180.00   0.0  0
 N5Q  Var_01    C08   C07  N11  C12    -0.86  30.0  2
 N5Q  Var_02    N13   C12  N11  C07     3.85  30.0  2
 N5Q  Var_03    O01   C02  C04  C05  -179.93  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
 N5Q  plan-1  C12   0.020
 N5Q  plan-1  C14   0.020
 N5Q  plan-1  C15   0.020
 N5Q  plan-1  C17   0.020
 N5Q  plan-1  N11   0.020
 N5Q  plan-1  N13   0.020
 N5Q  plan-1  S16   0.020
 N5Q  plan-1  H151  0.020
 N5Q  plan-2  C04   0.020
 N5Q  plan-2  C05   0.020
 N5Q  plan-2  C06   0.020
 N5Q  plan-2  C07   0.020
 N5Q  plan-2  C08   0.020
 N5Q  plan-2  C09   0.020
 N5Q  plan-2  N11   0.020
 N5Q  plan-2  O10   0.020
 N5Q  plan-2  H051  0.020
 N5Q  plan-2  H061  0.020
 N5Q  plan-2  H081  0.020
 N5Q  plan-2  C02   0.020
 N5Q  plan-3  C14   0.020
 N5Q  plan-3  C17   0.020
 N5Q  plan-3  C18   0.020
 N5Q  plan-3  C19   0.020
 N5Q  plan-3  C22   0.020
 N5Q  plan-3  C23   0.020
 N5Q  plan-3  C26   0.020
 N5Q  plan-3  C20   0.020
 N5Q  plan-3  C21   0.020
 N5Q  plan-3  C24   0.020
 N5Q  plan-3  C25   0.020
 N5Q  plan-3  H181  0.020
 N5Q  plan-3  H221  0.020
 N5Q  plan-3  H231  0.020
 N5Q  plan-3  H261  0.020
 N5Q  plan-3  H201  0.020
 N5Q  plan-3  H211  0.020
 N5Q  plan-3  H251  0.020
 N5Q  plan-4  C04   0.020
 N5Q  plan-4  O01   0.020
 N5Q  plan-4  O03   0.020
 N5Q  plan-4  C02   0.020

