# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 21:27:15 2020
#   Inital geometry file: a 135 line input string
#   Ligand name: 4-[(2-tert-butylphenyl)amino]-7-(3,5-dimethyl-1,2-oxazol-4-yl)-1,8-naphthyridine-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1onc(C)c1c2ccc3c(Nc4ccccc4C(C)(C)C)c(cnc3n2)C(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
 UTH  UTH  '4-[(2-tert-butylphenyl)amino]-7-(3,5-dimethyl-1,2-oxazol-4-yl)-1,8-naphthyridine-3-carboxylic acid'  ligand  54  31  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_UTH
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
 UTH  C01   C  CH3    0  -0.717   5.0037   2.9727  -0.3304
 UTH  C02   C  CR5    0   0.129   5.2234   1.5098  -0.2568
 UTH  N01   N  N      0  -0.133   6.4356   1.0487  -0.2363
 UTH  O01   O  O      0  -0.213   6.3379  -0.3221  -0.1990
 UTH  C03   C  CR5    0   0.441   5.0454  -0.6806  -0.2046
 UTH  C04   C  CH3    0  -0.866   4.7457  -2.1362  -0.2437
 UTH  C05   C  CR5    0  -0.098   4.2699   0.4376  -0.2139
 UTH  C06   C  CR6    0   0.153   2.8110   0.5380  -0.2236
 UTH  C07   C  CR16   0  -0.328   2.0090  -0.4968   0.2956
 UTH  C08   C  CR16   0  -0.126   0.6486  -0.3675   0.2089
 UTH  C09   C  CR66   0  -0.040   0.0788   0.7852  -0.3572
 UTH  C10   C  CR6    0   0.112  -1.3359   1.0159  -0.4782
 UTH  N02   N  NH1    0  -0.707  -2.2831   0.0971  -0.2100
 UTH  C11   C  CR6    0   0.128  -2.1581  -1.2929  -0.3998
 UTH  C12   C  CR16   0  -0.341  -1.6527  -1.7441  -1.6210
 UTH  C13   C  CR16   0  -0.098  -1.5147  -3.0931  -1.8907
 UTH  C14   C  CR16   0  -0.297  -1.9102  -4.0112  -0.9319
 UTH  C15   C  CR16   0  -0.247  -2.4337  -3.5649   0.2727
 UTH  C16   C  CR6    0   0.069  -2.5685  -2.2094   0.5858
 UTH  C17   C  CT     0  -0.085  -3.1357  -1.7663   1.9400
 UTH  C18   C  CH3    0  -0.689  -3.4858  -2.9682   2.8288
 UTH  C19   C  CH3    0  -0.670  -2.1059  -0.9353   2.7195
 UTH  C20   C  CH3    0  -0.688  -4.4255  -0.9589   1.7408
 UTH  C21   C  CR6    0  -0.254  -1.7335   2.3178  -0.8273
 UTH  C22   C  CR16   0  -0.056  -0.7413   3.2461  -1.1516
 UTH  N1    N  N      0  -0.286   0.5574   3.0361  -1.1552
 UTH  C23   C  CR66   0   0.361   0.9706   1.8251  -0.7443
 UTH  C1    C  C      0   0.350  -3.1939   2.7218  -0.9261
 UTH  O02   O  OC    -1  -0.730  -3.4544   3.8950  -1.1991
 UTH  O1    O  O      0  -0.398  -4.0423   1.8109  -0.6828
 UTH  N51   N  N      0  -0.462   2.3077   1.6509  -0.7065
 UTH  H011  H  HCH3   0   0.235   4.3473   3.2179  -1.1608
 UTH  H012  H  HCH3   0   0.240   4.5044   3.3316   0.5696
 UTH  H013  H  HCH3   0   0.236   5.9544   3.4950  -0.4280
 UTH  H041  H  HCH3   0   0.290   5.5432  -2.6916  -0.7357
 UTH  H042  H  HCH3   0   0.279   4.6190  -2.5550   0.7557
 UTH  H043  H  HCH3   0   0.276   3.8184  -2.3198  -0.7838
 UTH  H07   H  HCR6   0   0.259   2.4380  -1.3575   0.7868
 UTH  H08   H  HCR6   0   0.230   0.0260  -1.1515   0.6112
 UTH  H02   H  HNH1   0   0.398  -3.2197   0.5889  -0.3301
 UTH  H12   H  HCR6   0   0.261  -1.3779  -1.0117  -2.3701
 UTH  H13   H  HCR6   0   0.231  -1.1243  -3.4203  -2.8452
 UTH  H14   H  HCR6   0   0.194  -1.8256  -5.0739  -1.1187
 UTH  H15   H  HCR6   0   0.274  -2.7384  -4.3117   0.9907
 UTH  H181  H  HCH3   0   0.250  -2.6148  -3.5882   3.0500
 UTH  H182  H  HCH3   0   0.263  -3.8736  -2.6062   3.7816
 UTH  H183  H  HCH3   0   0.191  -4.2566  -3.6030   2.3884
 UTH  H191  H  HCH3   0   0.190  -1.8209  -0.0231   2.2018
 UTH  H192  H  HCH3   0   0.249  -2.5220  -0.6455   3.6868
 UTH  H193  H  HCH3   0   0.282  -1.2035  -1.5179   2.9155
 UTH  H201  H  HCH3   0   0.194  -5.1507  -1.5158   1.1452
 UTH  H202  H  HCH3   0   0.206  -4.8855  -0.7515   2.7097
 UTH  H203  H  HCH3   0   0.303  -4.2565   0.0029   1.2568
 UTH  H22   H  HCR6   0   0.257  -1.0679   4.2341  -1.4572

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
 UTH  C01  C02   single    1.481  0.020  1.481
 UTH  C02  N01   aromatic  1.297  0.020  1.297
 UTH  C02  C05   aromatic  1.435  0.020  1.435
 UTH  N01  O01   aromatic  1.375  0.020  1.375
 UTH  O01  C03   aromatic  1.341  0.020  1.341
 UTH  C03  C04   single    1.487  0.020  1.487
 UTH  C03  C05   aromatic  1.361  0.020  1.361
 UTH  C05  C06   single    1.462  0.020  1.462
 UTH  C06  C07   aromatic  1.408  0.020  1.408
 UTH  C06  N51   aromatic  1.313  0.020  1.313
 UTH  C07  C08   aromatic  1.369  0.020  1.369
 UTH  C08  C09   aromatic  1.405  0.020  1.405
 UTH  C09  C10   aromatic  1.438  0.020  1.438
 UTH  C09  C23   aromatic  1.424  0.020  1.424
 UTH  C10  N02   single    1.347  0.020  1.347
 UTH  C10  C21   aromatic  1.405  0.020  1.405
 UTH  N02  C11   single    1.408  0.020  1.408
 UTH  C11  C12   aromatic  1.397  0.020  1.397
 UTH  C11  C16   aromatic  1.407  0.020  1.407
 UTH  C12  C13   aromatic  1.383  0.020  1.383
 UTH  C13  C14   aromatic  1.385  0.020  1.385
 UTH  C14  C15   aromatic  1.387  0.020  1.387
 UTH  C15  C16   aromatic  1.398  0.020  1.398
 UTH  C16  C17   single    1.534  0.020  1.534
 UTH  C17  C18   single    1.535  0.020  1.535
 UTH  C17  C19   single    1.536  0.020  1.536
 UTH  C17  C20   single    1.535  0.020  1.535
 UTH  C21  C22   aromatic  1.397  0.020  1.397
 UTH  C21  C1    single    1.518  0.020  1.518
 UTH  C22  N1    aromatic  1.316  0.020  1.316
 UTH  N1   C23   aromatic  1.344  0.020  1.344
 UTH  C23  N51   aromatic  1.349  0.020  1.349
 UTH  C1   O02   deloc     1.232  0.020  1.232
 UTH  C1   O1    deloc     1.268  0.020  1.268
 UTH  C01  H011  single    0.970  0.020  1.090
 UTH  C01  H012  single    0.970  0.020  1.090
 UTH  C01  H013  single    0.970  0.020  1.090
 UTH  C04  H041  single    0.970  0.020  1.090
 UTH  C04  H042  single    0.970  0.020  1.090
 UTH  C04  H043  single    0.970  0.020  1.090
 UTH  C07  H07   single    0.930  0.020  1.080
 UTH  C08  H08   single    0.930  0.020  1.080
 UTH  N02  H02   single    0.890  0.020  1.040
 UTH  C12  H12   single    0.930  0.020  1.080
 UTH  C13  H13   single    0.930  0.020  1.080
 UTH  C14  H14   single    0.930  0.020  1.080
 UTH  C15  H15   single    0.930  0.020  1.080
 UTH  C18  H181  single    0.970  0.020  1.090
 UTH  C18  H182  single    0.970  0.020  1.090
 UTH  C18  H183  single    0.970  0.020  1.090
 UTH  C19  H191  single    0.970  0.020  1.090
 UTH  C19  H192  single    0.970  0.020  1.090
 UTH  C19  H193  single    0.970  0.020  1.090
 UTH  C20  H201  single    0.970  0.020  1.090
 UTH  C20  H202  single    0.970  0.020  1.090
 UTH  C20  H203  single    0.970  0.020  1.090
 UTH  C22  H22   single    0.930  0.020  1.080

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
 UTH  H013  C01  H012  108.42  3.000
 UTH  H013  C01  H011  110.53  3.000
 UTH  H012  C01  H011  106.27  3.000
 UTH  H013  C01  C02   110.40  3.000
 UTH  H012  C01  C02   110.62  3.000
 UTH  H011  C01  C02   110.51  3.000
 UTH  C05   C02  N01   110.78  3.000
 UTH  C05   C02  C01   129.84  3.000
 UTH  N01   C02  C01   119.38  3.000
 UTH  O01   N01  C02   106.77  3.000
 UTH  C03   O01  N01   109.57  3.000
 UTH  C05   C03  C04   133.59  3.000
 UTH  C05   C03  O01   109.24  3.000
 UTH  C04   C03  O01   117.13  3.000
 UTH  H043  C04  H042  106.90  3.000
 UTH  H043  C04  H041  108.27  3.000
 UTH  H042  C04  H041  107.64  3.000
 UTH  H043  C04  C03   110.48  3.000
 UTH  H042  C04  C03   112.04  3.000
 UTH  H041  C04  C03   111.32  3.000
 UTH  C06   C05  C03   128.68  3.000
 UTH  C06   C05  C02   127.67  3.000
 UTH  C03   C05  C02   103.62  3.000
 UTH  N51   C06  C07   122.68  3.000
 UTH  N51   C06  C05   116.29  3.000
 UTH  C07   C06  C05   121.01  3.000
 UTH  H07   C07  C08   119.92  3.000
 UTH  H07   C07  C06   121.81  3.000
 UTH  C08   C07  C06   118.23  3.000
 UTH  H08   C08  C09   120.83  3.000
 UTH  H08   C08  C07   118.75  3.000
 UTH  C09   C08  C07   120.39  3.000
 UTH  C23   C09  C10   118.43  3.000
 UTH  C23   C09  C08   117.06  3.000
 UTH  C10   C09  C08   124.35  3.000
 UTH  C21   C10  N02   118.85  3.000
 UTH  C21   C10  C09   116.60  3.000
 UTH  N02   C10  C09   124.45  3.000
 UTH  H02   N02  C11   121.25  3.000
 UTH  H02   N02  C10   106.33  3.000
 UTH  C11   N02  C10   125.74  3.000
 UTH  C16   C11  C12   120.50  3.000
 UTH  C16   C11  N02   121.50  3.000
 UTH  C12   C11  N02   117.96  3.000
 UTH  H12   C12  C13   119.97  3.000
 UTH  H12   C12  C11   118.56  3.000
 UTH  C13   C12  C11   121.46  3.000
 UTH  H13   C13  C14   120.88  3.000
 UTH  H13   C13  C12   120.21  3.000
 UTH  C14   C13  C12   118.90  3.000
 UTH  H14   C14  C15   119.68  3.000
 UTH  H14   C14  C13   120.60  3.000
 UTH  C15   C14  C13   119.71  3.000
 UTH  H15   C15  C16   119.63  3.000
 UTH  H15   C15  C14   117.48  3.000
 UTH  C16   C15  C14   122.89  3.000
 UTH  C17   C16  C15   120.91  3.000
 UTH  C17   C16  C11   122.56  3.000
 UTH  C15   C16  C11   116.53  3.000
 UTH  C20   C17  C19   110.17  3.000
 UTH  C20   C17  C18   107.18  3.000
 UTH  C19   C17  C18   106.42  3.000
 UTH  C20   C17  C16   110.38  3.000
 UTH  C19   C17  C16   110.89  3.000
 UTH  C18   C17  C16   111.67  3.000
 UTH  H183  C18  H182  107.13  3.000
 UTH  H183  C18  H181  108.36  3.000
 UTH  H182  C18  H181  107.16  3.000
 UTH  H183  C18  C17   112.51  3.000
 UTH  H182  C18  C17   109.09  3.000
 UTH  H181  C18  C17   112.33  3.000
 UTH  H193  C19  H192  107.30  3.000
 UTH  H193  C19  H191  108.46  3.000
 UTH  H192  C19  H191  107.40  3.000
 UTH  H193  C19  C17   110.90  3.000
 UTH  H192  C19  C17   109.73  3.000
 UTH  H191  C19  C17   112.84  3.000
 UTH  H203  C20  H202  106.95  3.000
 UTH  H203  C20  H201  108.12  3.000
 UTH  H202  C20  H201  107.53  3.000
 UTH  H203  C20  C17   113.05  3.000
 UTH  H202  C20  C17   109.79  3.000
 UTH  H201  C20  C17   111.16  3.000
 UTH  C1    C21  C22   119.42  3.000
 UTH  C1    C21  C10   122.33  3.000
 UTH  C22   C21  C10   118.19  3.000
 UTH  H22   C22  N1    116.23  3.000
 UTH  H22   C22  C21   117.19  3.000
 UTH  N1    C22  C21   126.56  3.000
 UTH  C23   N1   C22   116.52  3.000
 UTH  N51   C23  N1    115.45  3.000
 UTH  N51   C23  C09   121.27  3.000
 UTH  N1    C23  C09   123.28  3.000
 UTH  O1    C1   O02   125.78  3.000
 UTH  O1    C1   C21   116.09  3.000
 UTH  O02   C1   C21   118.10  3.000
 UTH  C23   N51  C06   119.97  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
 UTH  CONST_01  C03   O01  N01  C02     0.00   0.0  0
 UTH  CONST_02  O01   C03  C05  C02     0.00   0.0  0
 UTH  CONST_05  C03   C05  C02  N01     0.00   0.0  0
 UTH  CONST_06  C06   C05  C02  N01   180.00   0.0  0
 UTH  CONST_07  C05   C03  O01  N01     0.00   0.0  0
 UTH  CONST_08  C05   C02  N01  O01     0.00   0.0  0
 UTH  CONST_09  C06   C05  C03  O01   180.00   0.0  0
 UTH  CONST_12  C08   C07  C06  C05   180.00   0.0  0
 UTH  CONST_13  C23   N51  C06  C05   180.00   0.0  0
 UTH  CONST_14  C09   C08  C07  C06     0.00   0.0  0
 UTH  CONST_15  C09   C23  N51  C06     0.00   0.0  0
 UTH  CONST_16  N1    C23  N51  C06   180.00   0.0  0
 UTH  CONST_17  C23   N51  C06  C07     0.00   0.0  0
 UTH  CONST_18  C10   C09  C08  C07   180.00   0.0  0
 UTH  CONST_19  C23   C09  C08  C07     0.00   0.0  0
 UTH  CONST_20  N51   C06  C07  C08     0.00   0.0  0
 UTH  CONST_21  C21   C10  C09  C08   180.00   0.0  0
 UTH  CONST_22  N1    C23  C09  C08   180.00   0.0  0
 UTH  CONST_23  N51   C23  C09  C08     0.00   0.0  0
 UTH  CONST_24  C22   C21  C10  C09     0.00   0.0  0
 UTH  CONST_25  C22   N1   C23  C09     0.00   0.0  0
 UTH  CONST_26  N1    C23  C09  C10     0.00   0.0  0
 UTH  CONST_27  N51   C23  C09  C10   180.00   0.0  0
 UTH  CONST_28  N1    C22  C21  C10     0.00   0.0  0
 UTH  CONST_29  C14   C13  C12  C11     0.00   0.0  0
 UTH  CONST_30  C14   C15  C16  C11     0.00   0.0  0
 UTH  CONST_31  C15   C16  C11  C12     0.00   0.0  0
 UTH  CONST_32  C15   C14  C13  C12     0.00   0.0  0
 UTH  CONST_33  C16   C11  C12  C13     0.00   0.0  0
 UTH  CONST_34  C16   C15  C14  C13     0.00   0.0  0
 UTH  CONST_35  C23   C09  C10  C21     0.00   0.0  0
 UTH  CONST_36  C23   N1   C22  C21     0.00   0.0  0
 UTH  CONST_37  N51   C23  N1   C22   180.00   0.0  0
 UTH  CONST_38  O01   N01  C02  C01   180.00   0.0  0
 UTH  CONST_39  C03   C05  C02  C01   180.00   0.0  0
 UTH  CONST_40  C06   C05  C02  C01     0.00   0.0  0
 UTH  CONST_41  C04   C03  C05  C02   180.00   0.0  0
 UTH  CONST_42  C04   C03  O01  N01   180.00   0.0  0
 UTH  CONST_43  C06   C05  C03  C04     0.00   0.0  0
 UTH  CONST_44  N02   C10  C09  C08     0.00   0.0  0
 UTH  CONST_45  C1    C21  C10  C09   180.00   0.0  0
 UTH  CONST_46  C23   C09  C10  N02   180.00   0.0  0
 UTH  CONST_47  C22   C21  C10  N02   180.00   0.0  0
 UTH  CONST_48  C13   C12  C11  N02   180.00   0.0  0
 UTH  CONST_49  C15   C16  C11  N02   180.00   0.0  0
 UTH  CONST_50  C17   C16  C11  C12   180.00   0.0  0
 UTH  CONST_51  C17   C16  C15  C14   180.00   0.0  0
 UTH  CONST_52  C1    C21  C22  N1    180.00   0.0  0
 UTH  CONST_53  H07   C07  C06  C05     0.00   0.0  0
 UTH  CONST_54  H08   C08  C07  C06   180.00   0.0  0
 UTH  CONST_55  H22   C22  C21  C10   180.00   0.0  0
 UTH  CONST_56  H13   C13  C12  C11   180.00   0.0  0
 UTH  CONST_57  H15   C15  C16  C11   180.00   0.0  0
 UTH  CONST_58  H14   C14  C13  C12   180.00   0.0  0
 UTH  CONST_59  H12   C12  C13  C14   180.00   0.0  0
 UTH  Var_01    C11   N02  C10  C09   -32.49  30.0  2
 UTH  Var_02    C12   C11  N02  C10   -47.75  30.0  2
 UTH  Var_03    O02   C1   C21  C10   177.86  30.0  2
 UTH  Var_04    C18   C17  C16  C11  -179.28  30.0  2
 UTH  Var_05    H011  C01  C02  N01   126.45  30.0  2
 UTH  Var_06    H041  C04  C03  O01   -27.84  30.0  2
 UTH  Var_07    H181  C18  C17  C16    60.71  30.0  3
 UTH  Var_08    H191  C19  C17  C16    61.31  30.0  3
 UTH  Var_09    H201  C20  C17  C16    54.36  30.0  3

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
 UTH  plan-1  C01  0.020
 UTH  plan-1  C02  0.020
 UTH  plan-1  N01  0.020
 UTH  plan-1  O01  0.020
 UTH  plan-1  C03  0.020
 UTH  plan-1  C04  0.020
 UTH  plan-1  C05  0.020
 UTH  plan-1  C06  0.020
 UTH  plan-2  N02  0.020
 UTH  plan-2  C11  0.020
 UTH  plan-2  C12  0.020
 UTH  plan-2  C13  0.020
 UTH  plan-2  C14  0.020
 UTH  plan-2  C15  0.020
 UTH  plan-2  C16  0.020
 UTH  plan-2  C17  0.020
 UTH  plan-2  H12  0.020
 UTH  plan-2  H13  0.020
 UTH  plan-2  H14  0.020
 UTH  plan-2  H15  0.020
 UTH  plan-3  C05  0.020
 UTH  plan-3  C06  0.020
 UTH  plan-3  C07  0.020
 UTH  plan-3  C08  0.020
 UTH  plan-3  C09  0.020
 UTH  plan-3  C10  0.020
 UTH  plan-3  N02  0.020
 UTH  plan-3  C21  0.020
 UTH  plan-3  C22  0.020
 UTH  plan-3  N1   0.020
 UTH  plan-3  C23  0.020
 UTH  plan-3  C1   0.020
 UTH  plan-3  N51  0.020
 UTH  plan-3  H07  0.020
 UTH  plan-3  H08  0.020
 UTH  plan-3  H22  0.020
 UTH  plan-4  C21  0.020
 UTH  plan-4  C1   0.020
 UTH  plan-4  O02  0.020
 UTH  plan-4  O1   0.020

