# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 06:41:57 2020
#   Inital geometry file: a 127 line input string
#   Ligand name: 5-amino-1-tert-butyl-3-[2-(cyclobutyloxy)quinolin-6-yl]-1H-pyrazole-4-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)(C)n1nc(c2ccc3nc(OC4CCC4)ccc3c2)c(C(N)=O)c1N
#
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
 UW4  UW4  5-amino-1-tert-butyl-3-[2-(cyclobutyloxy)quinolin-6-yl]-1H-pyrazole-4-carboxamide  ligand  53  28  .  2022-03-23  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_UW4
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
 UW4  O1   O  O     0  -0.473  -1.3956  -2.9483  -1.0465
 UW4  C19  C  C     0   0.426  -2.4284  -2.7233  -0.4304
 UW4  N3   N  NH2   0  -0.821  -3.2836  -3.7133  -0.0661
 UW4  C18  C  CR5   0  -0.383  -2.8504  -1.3641  -0.0797
 UW4  C20  C  CR5   0   0.602  -4.1505  -0.8577  -0.0476
 UW4  N4   N  NH2   0  -0.860  -5.3319  -1.5298  -0.2023
 UW4  N    N  NR5   0  -0.343  -4.0460   0.4664   0.1933
 UW4  C1   C  CT    0   0.038  -5.1215   1.4803   0.2806
 UW4  C3   C  CH3   0  -0.649  -6.1516   1.0577   1.3309
 UW4  C2   C  CH3   0  -0.642  -4.5187   2.8118   0.7199
 UW4  C    C  CH3   0  -0.640  -5.7544   1.6635  -1.1011
 UW4  C4   C  CR5   0   0.308  -2.0320  -0.2290   0.1335
 UW4  N1   N  N     0  -0.310  -2.7585   0.8484   0.3022
 UW4  C5   C  CR6   0   0.077  -0.5689  -0.1394   0.2094
 UW4  C10  C  CR16  0  -0.288   0.1853  -1.1179   0.8954
 UW4  C9   C  CR16  0  -0.288   1.5475  -1.0255   0.9945
 UW4  C8   C  CR66  0   0.202   2.2383   0.0534   0.4053
 UW4  N2   N  N     0  -0.496   3.5898   0.1093   0.5110
 UW4  C11  C  CR6   0   0.506   4.2132   1.1060  -0.0389
 UW4  C16  C  CR16  0  -0.386   3.5660   2.1557  -0.7508
 UW4  C17  C  CR16  0  -0.179   2.2131   2.1124  -0.8600
 UW4  C7   C  CR66  0   0.083   1.4904   1.0401  -0.2755
 UW4  C6   C  CR16  0  -0.376   0.0905   0.9270  -0.3579
 UW4  O    O  O2    0  -0.480   5.5393   1.2034   0.0487
 UW4  C12  C  C     0   0.013   6.2437   0.1671   0.7282
 UW4  C15  C  C     0  -0.467   6.4163  -1.1044  -0.1213
 UW4  C14  C  C     0  -0.452   7.7991  -0.5888  -0.5693
 UW4  C13  C  C     0  -0.470   7.7498   0.4259   0.5905
 UW4  H1   H  HNH2  0   0.400  -2.9955  -4.6663  -0.2265
 UW4  H2   H  HNH2  0   0.402  -3.9031  -3.5819   0.7173
 UW4  H3   H  HNH2  0   0.394  -5.2299  -2.4260  -0.6559
 UW4  H4   H  HNH2  0   0.398  -6.0972  -1.0149  -0.6060
 UW4  H5   H  HCH3  0   0.243  -5.6791   0.9548   2.3085
 UW4  H6   H  HCH3  0   0.242  -6.9207   1.8262   1.4095
 UW4  H7   H  HCH3  0   0.239  -6.6533   0.1204   1.1014
 UW4  H8   H  HCH3  0   0.243  -3.7844   3.1895   0.0113
 UW4  H9   H  HCH3  0   0.238  -5.3259   3.5409   0.7900
 UW4  H10  H  HCH3  0   0.239  -4.0465   2.7392   1.6988
 UW4  H11  H  HCH3  0   0.229  -6.2158   0.7571  -1.4935
 UW4  H12  H  HCH3  0   0.244  -6.5349   2.4224  -1.0525
 UW4  H13  H  HCH3  0   0.245  -5.0048   1.9926  -1.8214
 UW4  H14  H  HCR6  0   0.253  -0.3228  -1.9444   1.3733
 UW4  H15  H  HCR6  0   0.258   2.1144  -1.7772   1.5286
 UW4  H16  H  HCR6  0   0.276   4.1483   2.9569  -1.1850
 UW4  H17  H  HCR6  0   0.272   1.6796   2.8912  -1.3907
 UW4  H18  H  HCR6  0   0.254  -0.4667   1.6894  -0.8892
 UW4  H19  H  H     0   0.243   5.8410   0.0440   1.7354
 UW4  H20  H  H     0   0.239   6.4895  -1.9858   0.5169
 UW4  H21  H  H     0   0.245   5.6684  -1.2974  -0.8900
 UW4  H22  H  H     0   0.235   8.6206  -1.3039  -0.5660
 UW4  H23  H  H     0   0.232   7.7657  -0.1057  -1.5461
 UW4  H24  H  H     0   0.243   8.0584   1.4527   0.3910
 UW4  H25  H  H     0   0.243   8.2832   0.0694   1.4721

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
 UW4  C16  C17  aromatic  1.358  0.020  1.358
 UW4  C16  C11  aromatic  1.424  0.020  1.424
 UW4  C17  C7   aromatic  1.419  0.020  1.419
 UW4  O    C11  single    1.332  0.020  1.332
 UW4  O    C12  single    1.425  0.020  1.425
 UW4  C11  N2   aromatic  1.298  0.020  1.298
 UW4  C7   C6   aromatic  1.407  0.020  1.407
 UW4  C7   C8   aromatic  1.413  0.020  1.413
 UW4  C15  C12  single    1.539  0.020  1.539
 UW4  C15  C14  single    1.542  0.020  1.542
 UW4  C6   C5   aromatic  1.376  0.020  1.376
 UW4  C12  C13  single    1.534  0.020  1.534
 UW4  N2   C8   aromatic  1.357  0.020  1.357
 UW4  C13  C14  single    1.542  0.020  1.542
 UW4  C8   C9   aromatic  1.410  0.020  1.410
 UW4  N3   C19  single    1.358  0.020  1.358
 UW4  C5   C4   single    1.468  0.020  1.468
 UW4  C5   C10  aromatic  1.413  0.020  1.413
 UW4  C19  O1   double    1.224  0.020  1.224
 UW4  C19  C18  single    1.466  0.020  1.466
 UW4  C4   C18  aromatic  1.415  0.020  1.415
 UW4  C4   N1   aromatic  1.310  0.020  1.310
 UW4  C2   C1   single    1.526  0.020  1.526
 UW4  C18  C20  aromatic  1.396  0.020  1.396
 UW4  C9   C10  aromatic  1.369  0.020  1.369
 UW4  N1   N    aromatic  1.347  0.020  1.347
 UW4  C20  N    aromatic  1.350  0.020  1.350
 UW4  C20  N4   single    1.368  0.020  1.368
 UW4  N    C1   single    1.481  0.020  1.481
 UW4  C1   C3   single    1.531  0.020  1.531
 UW4  C1   C    single    1.531  0.020  1.531
 UW4  N3   H1   single    0.890  0.020  1.040
 UW4  N3   H2   single    0.890  0.020  1.040
 UW4  N4   H3   single    0.890  0.020  1.040
 UW4  N4   H4   single    0.890  0.020  1.040
 UW4  C3   H5   single    0.970  0.020  1.090
 UW4  C3   H6   single    0.970  0.020  1.090
 UW4  C3   H7   single    0.970  0.020  1.090
 UW4  C2   H8   single    0.970  0.020  1.090
 UW4  C2   H9   single    0.970  0.020  1.090
 UW4  C2   H10  single    0.970  0.020  1.090
 UW4  C    H11  single    0.970  0.020  1.090
 UW4  C    H12  single    0.970  0.020  1.090
 UW4  C    H13  single    0.970  0.020  1.090
 UW4  C10  H14  single    0.930  0.020  1.080
 UW4  C9   H15  single    0.930  0.020  1.080
 UW4  C16  H16  single    0.930  0.020  1.080
 UW4  C17  H17  single    0.930  0.020  1.080
 UW4  C6   H18  single    0.930  0.020  1.080
 UW4  C12  H19  single    0.970  0.020  1.090
 UW4  C15  H20  single    0.970  0.020  1.090
 UW4  C15  H21  single    0.970  0.020  1.090
 UW4  C14  H22  single    0.970  0.020  1.090
 UW4  C14  H23  single    0.970  0.020  1.090
 UW4  C13  H24  single    0.970  0.020  1.090
 UW4  C13  H25  single    0.970  0.020  1.090

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
 UW4  C18  C19  N3   115.50  3.000
 UW4  C18  C19  O1   122.28  3.000
 UW4  N3   C19  O1   122.18  3.000
 UW4  H2   N3   H1   115.00  3.000
 UW4  H2   N3   C19  120.05  3.000
 UW4  H1   N3   C19  117.80  3.000
 UW4  C4   C18  C20  104.13  3.000
 UW4  C20  C18  C19  127.60  3.000
 UW4  C4   C18  C19  127.82  3.000
 UW4  N    C20  N4   124.68  3.000
 UW4  N4   C20  C18  128.59  3.000
 UW4  N    C20  C18  106.73  3.000
 UW4  H4   N4   H3   110.52  3.000
 UW4  H4   N4   C20  116.78  3.000
 UW4  H3   N4   C20  113.56  3.000
 UW4  N1   N    C1   119.68  3.000
 UW4  C1   N    C20  128.75  3.000
 UW4  N1   N    C20  111.50  3.000
 UW4  C    C1   C2   108.59  3.000
 UW4  C    C1   C3   111.98  3.000
 UW4  C2   C1   C3   108.01  3.000
 UW4  C    C1   N    109.21  3.000
 UW4  C3   C1   N    109.89  3.000
 UW4  C2   C1   N    109.11  3.000
 UW4  H7   C3   H6   107.30  3.000
 UW4  H7   C3   H5   107.91  3.000
 UW4  H6   C3   H5   107.92  3.000
 UW4  H7   C3   C1   113.80  3.000
 UW4  H6   C3   C1   109.25  3.000
 UW4  H5   C3   C1   110.46  3.000
 UW4  H10  C2   H9   107.93  3.000
 UW4  H10  C2   H8   108.41  3.000
 UW4  H9   C2   H8   108.03  3.000
 UW4  H10  C2   C1   111.83  3.000
 UW4  H9   C2   C1   108.03  3.000
 UW4  H8   C2   C1   112.45  3.000
 UW4  H13  C    H12  108.16  3.000
 UW4  H13  C    H11  107.71  3.000
 UW4  H12  C    H11  106.97  3.000
 UW4  H13  C    C1   110.37  3.000
 UW4  H12  C    C1   109.83  3.000
 UW4  H11  C    C1   113.60  3.000
 UW4  C5   C4   N1   119.72  3.000
 UW4  N1   C4   C18  110.99  3.000
 UW4  C5   C4   C18  129.28  3.000
 UW4  C4   N1   N    106.64  3.000
 UW4  C6   C5   C10  118.75  3.000
 UW4  C10  C5   C4   120.98  3.000
 UW4  C6   C5   C4   120.24  3.000
 UW4  H14  C10  C9   119.15  3.000
 UW4  H14  C10  C5   119.54  3.000
 UW4  C9   C10  C5   121.29  3.000
 UW4  H15  C9   C8   118.74  3.000
 UW4  H15  C9   C10  120.66  3.000
 UW4  C8   C9   C10  120.59  3.000
 UW4  C7   C8   N2   122.41  3.000
 UW4  N2   C8   C9   119.14  3.000
 UW4  C7   C8   C9   118.45  3.000
 UW4  C11  N2   C8   118.49  3.000
 UW4  O    C11  C16  115.55  3.000
 UW4  O    C11  N2   120.42  3.000
 UW4  C16  C11  N2   124.03  3.000
 UW4  H16  C16  C17  121.85  3.000
 UW4  H16  C16  C11  120.14  3.000
 UW4  C17  C16  C11  118.00  3.000
 UW4  H17  C17  C7   119.63  3.000
 UW4  H17  C17  C16  120.48  3.000
 UW4  C7   C17  C16  119.89  3.000
 UW4  C6   C7   C17  122.91  3.000
 UW4  C6   C7   C8   119.92  3.000
 UW4  C17  C7   C8   117.17  3.000
 UW4  H18  C6   C7   118.93  3.000
 UW4  H18  C6   C5   120.07  3.000
 UW4  C7   C6   C5   120.99  3.000
 UW4  C12  O    C11  118.03  3.000
 UW4  H19  C12  C13  117.64  3.000
 UW4  H19  C12  C15  117.22  3.000
 UW4  C13  C12  C15   88.84  3.000
 UW4  H19  C12  O    109.85  3.000
 UW4  C13  C12  O    108.65  3.000
 UW4  C15  C12  O    113.14  3.000
 UW4  H21  C15  H20  108.40  3.000
 UW4  H21  C15  C14  118.01  3.000
 UW4  H20  C15  C14  112.34  3.000
 UW4  H21  C15  C12  117.30  3.000
 UW4  H20  C15  C12  110.62  3.000
 UW4  C14  C15  C12   89.12  3.000
 UW4  H23  C14  H22  108.47  3.000
 UW4  H23  C14  C13  112.42  3.000
 UW4  H22  C14  C13  116.99  3.000
 UW4  H23  C14  C15  112.39  3.000
 UW4  H22  C14  C15  117.12  3.000
 UW4  C13  C14  C15   88.44  3.000
 UW4  H25  C13  H24  108.50  3.000
 UW4  H25  C13  C14  112.18  3.000
 UW4  H24  C13  C14  118.23  3.000
 UW4  H25  C13  C12  110.64  3.000
 UW4  H24  C13  C12  116.93  3.000
 UW4  C14  C13  C12   89.31  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
 UW4  CONST_03  N    N1   C4   C18    0.00   0.0  0
 UW4  CONST_04  N1   N    C20  C18    0.00   0.0  0
 UW4  CONST_05  C5   C4   C18  C20  180.00   0.0  0
 UW4  CONST_06  N1   C4   C18  C20    0.00   0.0  0
 UW4  CONST_07  C4   N1   N    C20    0.00   0.0  0
 UW4  CONST_08  C5   C4   N1   N    180.00   0.0  0
 UW4  CONST_09  C4   C18  C20  N      0.00   0.0  0
 UW4  CONST_10  C7   C6   C5   C4   180.00   0.0  0
 UW4  CONST_11  C9   C10  C5   C4   180.00   0.0  0
 UW4  CONST_14  C17  C7   C6   C5   180.00   0.0  0
 UW4  CONST_15  C8   C7   C6   C5     0.00   0.0  0
 UW4  CONST_16  C8   C9   C10  C5     0.00   0.0  0
 UW4  CONST_17  C7   C6   C5   C10    0.00   0.0  0
 UW4  CONST_18  C7   C8   C9   C10    0.00   0.0  0
 UW4  CONST_19  N2   C8   C9   C10  180.00   0.0  0
 UW4  CONST_20  C17  C7   C8   C9   180.00   0.0  0
 UW4  CONST_21  C6   C7   C8   C9     0.00   0.0  0
 UW4  CONST_22  C11  N2   C8   C9   180.00   0.0  0
 UW4  CONST_23  C6   C5   C10  C9     0.00   0.0  0
 UW4  CONST_24  C16  C17  C7   C8     0.00   0.0  0
 UW4  CONST_25  C16  C11  N2   C8     0.00   0.0  0
 UW4  CONST_26  C17  C16  C11  N2     0.00   0.0  0
 UW4  CONST_27  C17  C7   C8   N2     0.00   0.0  0
 UW4  CONST_28  C6   C7   C8   N2   180.00   0.0  0
 UW4  CONST_29  C7   C17  C16  C11    0.00   0.0  0
 UW4  CONST_30  C7   C8   N2   C11    0.00   0.0  0
 UW4  CONST_31  C6   C7   C17  C16  180.00   0.0  0
 UW4  CONST_32  C5   C4   C18  C19    0.00   0.0  0
 UW4  CONST_33  N1   C4   C18  C19  180.00   0.0  0
 UW4  CONST_34  N    C20  C18  C19  180.00   0.0  0
 UW4  CONST_35  C1   N    C20  C18  180.00   0.0  0
 UW4  CONST_36  C4   C18  C20  N4   180.00   0.0  0
 UW4  CONST_37  N1   N    C20  N4   180.00   0.0  0
 UW4  CONST_38  C4   N1   N    C1   180.00   0.0  0
 UW4  CONST_39  O    C11  N2   C8   180.00   0.0  0
 UW4  CONST_40  O    C11  C16  C17  180.00   0.0  0
 UW4  CONST_41  H18  C6   C5   C4     0.00   0.0  0
 UW4  CONST_42  H14  C10  C5   C4     0.00   0.0  0
 UW4  CONST_43  H15  C9   C10  C5   180.00   0.0  0
 UW4  CONST_44  H17  C17  C7   C8   180.00   0.0  0
 UW4  CONST_45  H16  C16  C11  N2   180.00   0.0  0
 UW4  CONST_48  H1   N3   C19  C18  180.00   0.0  0
 UW4  Var_01    C13  C14  C15  C12   15.53  30.0  1
 UW4  Var_02    C4   C18  C19  O1   -27.54  30.0  2
 UW4  Var_03    C2   C1   N    C20  173.94  30.0  2
 UW4  Var_04    H8   C2   C1   N     61.56  30.0  3
 UW4  Var_05    H5   C3   C1   N     59.63  30.0  3
 UW4  Var_06    H11  C    C1   N     61.35  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 UW4  chir_01  C12  O  C15  C13  negativ

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
 UW4  plan-1  C19  0.020
 UW4  plan-1  C18  0.020
 UW4  plan-1  C20  0.020
 UW4  plan-1  N4   0.020
 UW4  plan-1  N    0.020
 UW4  plan-1  C1   0.020
 UW4  plan-1  C4   0.020
 UW4  plan-1  N1   0.020
 UW4  plan-1  C5   0.020
 UW4  plan-2  C4   0.020
 UW4  plan-2  C5   0.020
 UW4  plan-2  C10  0.020
 UW4  plan-2  C9   0.020
 UW4  plan-2  C8   0.020
 UW4  plan-2  N2   0.020
 UW4  plan-2  C11  0.020
 UW4  plan-2  C16  0.020
 UW4  plan-2  C17  0.020
 UW4  plan-2  C7   0.020
 UW4  plan-2  C6   0.020
 UW4  plan-2  O    0.020
 UW4  plan-2  H14  0.020
 UW4  plan-2  H15  0.020
 UW4  plan-2  H16  0.020
 UW4  plan-2  H17  0.020
 UW4  plan-2  H18  0.020
 UW4  plan-3  C20  0.020
 UW4  plan-3  N4   0.020
 UW4  plan-3  H3   0.020
 UW4  plan-3  H4   0.020
 UW4  plan-4  O1   0.020
 UW4  plan-4  C19  0.020
 UW4  plan-4  N3   0.020
 UW4  plan-4  C18  0.020
 UW4  plan-4  H1   0.020
 UW4  plan-4  H2   0.020

