# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 31 00:42:48 2020
#   Inital geometry file: a 122 line input string
#   Ligand name: trans-4-{4-[7-amino-2-(1,2,3-benzothiadiazol-7-yl)-3-chlorofuro[2,3-c]pyridin-4-yl]-1H-pyrazol-1-yl}cyclohexanol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1ncc(c2cnn(c2)[C@H]3CC[C@H](O)CC3)c4c(Cl)c(oc14)c5cccc6nnsc56
#
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
 1UO  1UO  trans-4-{4-[7-amino-2-(1,2,3-benzothiadiazol-7-yl)-3-chlorofuro[2,3-c]pyridin-4-yl]-1H-pyrazol-1-yl}cyclohexanol  ligand  51  32  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_1UO
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
 1UO  O1   O   OH1   0  -0.677   8.7888  -1.4951  -1.7523
 1UO  C2   C   CH1   0   0.084   7.5017  -1.0003  -1.4474
 1UO  C4   C   CH2   0  -0.467   6.6912  -2.1337  -0.8385
 1UO  C5   C   CH2   0  -0.440   5.2853  -1.6676  -0.4747
 1UO  C6   C   CH1   0  -0.068   5.3347  -0.4675   0.4698
 1UO  C8   C   CH2   0  -0.463   6.1514   0.6692  -0.1363
 1UO  C9   C   CH2   0  -0.481   7.5538   0.1840  -0.4871
 1UO  N10  N   NR5   0  -0.287   3.9957  -0.0273   0.8294
 1UO  C11  C   CR15  0   0.026   3.1418   0.6937   0.0832
 1UO  C12  C   CR5   0  -0.213   1.9621   0.7923   0.7933
 1UO  C13  C   CR15  0  -0.091   2.2264   0.0735   1.9756
 1UO  N14  N   N     0  -0.284   3.4501  -0.4172   1.9788
 1UO  C15  C   CR6   0  -0.072   0.7751   1.5539   0.4092
 1UO  C16  C   CR16  0  -0.131   0.8884   2.8656  -0.0195
 1UO  N17  N   N     0  -0.456  -0.1147   3.6671  -0.3943
 1UO  C18  C   CR6   0   0.391  -1.3629   3.2306  -0.3589
 1UO  N19  N   NH2   0  -0.828  -2.3791   4.0706  -0.6817
 1UO  C20  C   CR56  0   0.183  -1.5753   1.9130   0.0620
 1UO  O21  O   O     0  -0.480  -2.7701   1.2858   0.1271
 1UO  C22  C   CR5   0   0.504  -2.5420   0.0121   0.5229
 1UO  C23  C   CR6   0   0.063  -3.7210  -0.8274   0.6064
 1UO  C24  C   CR16  0  -0.327  -3.7535  -2.0202   1.3164
 1UO  C25  C   CR16  0  -0.241  -4.8991  -2.8225   1.3700
 1UO  C26  C   CR16  0  -0.274  -6.0544  -2.4581   0.7181
 1UO  C27  C   CR56  0   0.333  -6.0482  -1.2564   0.0083
 1UO  N28  N   N     0  -0.229  -7.1144  -0.7517  -0.6950
 1UO  N29  N   N     0  -0.302  -6.8856   0.3416  -1.2603
 1UO  S30  S   S2    0   0.412  -5.3069   0.9172  -0.9994
 1UO  C31  C   CR56  0  -0.308  -4.9080  -0.4463  -0.0447
 1UO  C32  C   CR5   0  -0.372  -1.2050  -0.1771   0.7141
 1UO  CL3  CL  CL    0  -0.111  -0.4408  -1.6444   1.1204
 1UO  C34  C   CR56  0   0.359  -0.5473   1.0646   0.4300
 1UO  H1   H   HOH1  0   0.447   9.2992  -0.7796  -2.1440
 1UO  H2   H   HCH1  0   0.190   6.9905  -0.6710  -2.3661
 1UO  H3   H   HCH2  0   0.246   6.6312  -2.9720  -1.5363
 1UO  H4   H   HCH2  0   0.225   7.2038  -2.4980   0.0587
 1UO  H5   H   HCH2  0   0.230   4.7425  -1.3828  -1.3823
 1UO  H6   H   HCH2  0   0.253   4.7260  -2.4819  -0.0100
 1UO  H7   H   HCH1  0   0.262   5.7982  -0.7711   1.4116
 1UO  H8   H   HCH2  0   0.232   5.6610   1.0363  -1.0435
 1UO  H9   H   HCH2  0   0.258   6.2009   1.5077   0.5609
 1UO  H10  H   HCH2  0   0.226   8.0834  -0.1174   0.4235
 1UO  H11  H   HCH2  0   0.244   8.1228   1.0054  -0.9317
 1UO  H12  H   HCR5  0   0.293   3.4044   1.0821  -0.8877
 1UO  H13  H   HCR5  0   0.254   1.5717  -0.0831   2.8196
 1UO  H14  H   HCR6  0   0.258   1.8753   3.3148  -0.0603
 1UO  H15  H   HNH2  0   0.396  -2.1219   4.8989  -1.1941
 1UO  H16  H   HNH2  0   0.393  -3.2660   3.6794  -0.9522
 1UO  H17  H   HCR6  0   0.270  -2.8804  -2.3450   1.8624
 1UO  H18  H   HCR6  0   0.283  -4.8664  -3.7403   1.9400
 1UO  H19  H   HCR6  0   0.292  -6.9454  -3.0698   0.7490

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
 1UO  O1   C2   single    1.412  0.020  1.412
 1UO  C2   C4   single    1.521  0.020  1.521
 1UO  C2   C9   single    1.526  0.020  1.526
 1UO  C4   C5   single    1.525  0.020  1.525
 1UO  C5   C6   single    1.528  0.020  1.528
 1UO  C6   C8   single    1.525  0.020  1.525
 1UO  C6   N10  single    1.455  0.020  1.455
 1UO  C8   C9   single    1.525  0.020  1.525
 1UO  N10  C11  aromatic  1.344  0.020  1.344
 1UO  N10  N14  aromatic  1.331  0.020  1.331
 1UO  C11  C12  aromatic  1.380  0.020  1.380
 1UO  C12  C13  aromatic  1.409  0.020  1.409
 1UO  C12  C15  single    1.462  0.020  1.462
 1UO  C13  N14  aromatic  1.318  0.020  1.318
 1UO  C15  C16  aromatic  1.385  0.020  1.385
 1UO  C15  C34  aromatic  1.410  0.020  1.410
 1UO  C16  N17  aromatic  1.338  0.020  1.338
 1UO  N17  C18  aromatic  1.323  0.020  1.323
 1UO  C18  N19  single    1.357  0.020  1.357
 1UO  C18  C20  aromatic  1.399  0.020  1.399
 1UO  C20  O21  aromatic  1.351  0.020  1.351
 1UO  C20  C34  aromatic  1.383  0.020  1.383
 1UO  O21  C22  aromatic  1.353  0.020  1.353
 1UO  C22  C23  single    1.450  0.020  1.450
 1UO  C22  C32  aromatic  1.364  0.020  1.364
 1UO  C23  C24  aromatic  1.389  0.020  1.389
 1UO  C23  C31  aromatic  1.406  0.020  1.406
 1UO  C24  C25  aromatic  1.400  0.020  1.400
 1UO  C25  C26  aromatic  1.376  0.020  1.376
 1UO  C26  C27  aromatic  1.396  0.020  1.396
 1UO  C27  N28  aromatic  1.373  0.020  1.373
 1UO  C27  C31  aromatic  1.400  0.020  1.400
 1UO  N28  N29  aromatic  1.252  0.020  1.252
 1UO  N29  S30  aromatic  1.700  0.020  1.700
 1UO  S30  C31  aromatic  1.712  0.020  1.712
 1UO  C32  CL3  single    1.704  0.020  1.704
 1UO  C32  C34  aromatic  1.434  0.020  1.434
 1UO  O1   H1   single    0.850  0.020  0.980
 1UO  C2   H2   single    0.970  0.020  1.090
 1UO  C4   H3   single    0.970  0.020  1.090
 1UO  C4   H4   single    0.970  0.020  1.090
 1UO  C5   H5   single    0.970  0.020  1.090
 1UO  C5   H6   single    0.970  0.020  1.090
 1UO  C6   H7   single    0.970  0.020  1.090
 1UO  C8   H8   single    0.970  0.020  1.090
 1UO  C8   H9   single    0.970  0.020  1.090
 1UO  C9   H10  single    0.970  0.020  1.090
 1UO  C9   H11  single    0.970  0.020  1.090
 1UO  C11  H12  single    0.930  0.020  1.080
 1UO  C13  H13  single    0.930  0.020  1.080
 1UO  C16  H14  single    0.930  0.020  1.080
 1UO  N19  H15  single    0.890  0.020  1.040
 1UO  N19  H16  single    0.890  0.020  1.040
 1UO  C24  H17  single    0.930  0.020  1.080
 1UO  C25  H18  single    0.930  0.020  1.080
 1UO  C26  H19  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
 1UO  H1   O1   C2   108.11  3.000
 1UO  H2   C2   C9   107.98  3.000
 1UO  H2   C2   C4   108.02  3.000
 1UO  C9   C2   C4   110.16  3.000
 1UO  H2   C2   O1   110.34  3.000
 1UO  C9   C2   O1   112.13  3.000
 1UO  C4   C2   O1   108.13  3.000
 1UO  H4   C4   H3   107.07  3.000
 1UO  H4   C4   C5   109.73  3.000
 1UO  H3   C4   C5   109.65  3.000
 1UO  H4   C4   C2   109.05  3.000
 1UO  H3   C4   C2   110.21  3.000
 1UO  C5   C4   C2   111.04  3.000
 1UO  H6   C5   H5   107.03  3.000
 1UO  H6   C5   C6   109.83  3.000
 1UO  H5   C5   C6   108.91  3.000
 1UO  H6   C5   C4   110.23  3.000
 1UO  H5   C5   C4   109.80  3.000
 1UO  C6   C5   C4   110.96  3.000
 1UO  H7   C6   N10  105.16  3.000
 1UO  H7   C6   C8   108.81  3.000
 1UO  N10  C6   C8   111.44  3.000
 1UO  H7   C6   C5   109.17  3.000
 1UO  N10  C6   C5   111.15  3.000
 1UO  C8   C6   C5   110.91  3.000
 1UO  H9   C8   H8   106.99  3.000
 1UO  H9   C8   C9   110.46  3.000
 1UO  H8   C8   C9   109.15  3.000
 1UO  H9   C8   C6   110.06  3.000
 1UO  H8   C8   C6   109.84  3.000
 1UO  C9   C8   C6   110.29  3.000
 1UO  H11  C9   H10  107.04  3.000
 1UO  H11  C9   C8   109.45  3.000
 1UO  H10  C9   C8   109.93  3.000
 1UO  H11  C9   C2   110.17  3.000
 1UO  H10  C9   C2   109.03  3.000
 1UO  C8   C9   C2   111.12  3.000
 1UO  N14  N10  C11  112.11  3.000
 1UO  N14  N10  C6   120.15  3.000
 1UO  C11  N10  C6   127.59  3.000
 1UO  H12  C11  C12  130.21  3.000
 1UO  H12  C11  N10  122.59  3.000
 1UO  C12  C11  N10  107.20  3.000
 1UO  C15  C12  C13  129.71  3.000
 1UO  C15  C12  C11  126.58  3.000
 1UO  C13  C12  C11  103.59  3.000
 1UO  H13  C13  N14  120.47  3.000
 1UO  H13  C13  C12  128.05  3.000
 1UO  N14  C13  C12  111.48  3.000
 1UO  C13  N14  N10  105.63  3.000
 1UO  C34  C15  C16  114.20  3.000
 1UO  C34  C15  C12  125.23  3.000
 1UO  C16  C15  C12  120.57  3.000
 1UO  H14  C16  N17  115.06  3.000
 1UO  H14  C16  C15  118.57  3.000
 1UO  N17  C16  C15  126.37  3.000
 1UO  C18  N17  C16  120.16  3.000
 1UO  C20  C18  N19  122.72  3.000
 1UO  C20  C18  N17  117.51  3.000
 1UO  N19  C18  N17  119.72  3.000
 1UO  H16  N19  H15  114.08  3.000
 1UO  H16  N19  C18  118.89  3.000
 1UO  H15  N19  C18  116.02  3.000
 1UO  C34  C20  O21  111.09  3.000
 1UO  C34  C20  C18  123.02  3.000
 1UO  O21  C20  C18  125.86  3.000
 1UO  C22  O21  C20  107.58  3.000
 1UO  C32  C22  C23  135.14  3.000
 1UO  C32  C22  O21  109.68  3.000
 1UO  C23  C22  O21  115.14  3.000
 1UO  C31  C23  C24  116.73  3.000
 1UO  C31  C23  C22  120.18  3.000
 1UO  C24  C23  C22  123.09  3.000
 1UO  H17  C24  C25  118.04  3.000
 1UO  H17  C24  C23  119.87  3.000
 1UO  C25  C24  C23  122.08  3.000
 1UO  H18  C25  C26  120.01  3.000
 1UO  H18  C25  C24  118.83  3.000
 1UO  C26  C25  C24  121.16  3.000
 1UO  H19  C26  C27  120.35  3.000
 1UO  H19  C26  C25  121.92  3.000
 1UO  C27  C26  C25  117.73  3.000
 1UO  C31  C27  N28  113.60  3.000
 1UO  C31  C27  C26  121.41  3.000
 1UO  N28  C27  C26  124.99  3.000
 1UO  N29  N28  C27  114.22  3.000
 1UO  S30  N29  N28  113.33  3.000
 1UO  C31  S30  N29   91.85  3.000
 1UO  S30  C31  C27  107.00  3.000
 1UO  S30  C31  C23  132.13  3.000
 1UO  C27  C31  C23  120.87  3.000
 1UO  C34  C32  CL3  125.98  3.000
 1UO  C34  C32  C22  107.57  3.000
 1UO  CL3  C32  C22  126.35  3.000
 1UO  C32  C34  C20  104.07  3.000
 1UO  C32  C34  C15  137.19  3.000
 1UO  C20  C34  C15  118.71  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
 1UO  CONST_01  C13  C12  C11  N10    0.00   0.0  0
 1UO  CONST_02  C15  C12  C11  N10  180.00   0.0  0
 1UO  CONST_03  C12  C13  N14  N10    0.00   0.0  0
 1UO  CONST_04  C13  N14  N10  C11    0.00   0.0  0
 1UO  CONST_05  N14  C13  C12  C11    0.00   0.0  0
 1UO  CONST_08  N14  N10  C11  C12    0.00   0.0  0
 1UO  CONST_09  N17  C16  C15  C12  180.00   0.0  0
 1UO  CONST_10  C20  C34  C15  C12  180.00   0.0  0
 1UO  CONST_11  C32  C34  C15  C12    0.00   0.0  0
 1UO  CONST_14  C15  C12  C13  N14  180.00   0.0  0
 1UO  CONST_15  C18  N17  C16  C15    0.00   0.0  0
 1UO  CONST_16  C18  C20  C34  C15    0.00   0.0  0
 1UO  CONST_17  O21  C20  C34  C15  180.00   0.0  0
 1UO  CONST_18  C22  C32  C34  C15  180.00   0.0  0
 1UO  CONST_19  C20  C34  C15  C16    0.00   0.0  0
 1UO  CONST_20  C32  C34  C15  C16  180.00   0.0  0
 1UO  CONST_21  C20  C18  N17  C16    0.00   0.0  0
 1UO  CONST_22  C34  C15  C16  N17    0.00   0.0  0
 1UO  CONST_23  O21  C20  C18  N17  180.00   0.0  0
 1UO  CONST_24  C34  C20  C18  N17    0.00   0.0  0
 1UO  CONST_25  C22  O21  C20  C18  180.00   0.0  0
 1UO  CONST_26  C32  C34  C20  C18  180.00   0.0  0
 1UO  CONST_27  C23  C22  O21  C20  180.00   0.0  0
 1UO  CONST_28  C32  C22  O21  C20    0.00   0.0  0
 1UO  CONST_29  C22  C32  C34  C20    0.00   0.0  0
 1UO  CONST_30  C32  C34  C20  O21    0.00   0.0  0
 1UO  CONST_33  C34  C32  C22  O21    0.00   0.0  0
 1UO  CONST_34  C34  C20  O21  C22    0.00   0.0  0
 1UO  CONST_35  C25  C24  C23  C22  180.00   0.0  0
 1UO  CONST_36  C27  C31  C23  C22  180.00   0.0  0
 1UO  CONST_37  S30  C31  C23  C22    0.00   0.0  0
 1UO  CONST_38  C34  C32  C22  C23  180.00   0.0  0
 1UO  CONST_39  C26  C25  C24  C23    0.00   0.0  0
 1UO  CONST_40  C26  C27  C31  C23    0.00   0.0  0
 1UO  CONST_41  N28  C27  C31  C23  180.00   0.0  0
 1UO  CONST_42  N29  S30  C31  C23  180.00   0.0  0
 1UO  CONST_44  C27  C31  C23  C24    0.00   0.0  0
 1UO  CONST_45  S30  C31  C23  C24  180.00   0.0  0
 1UO  CONST_46  C27  C26  C25  C24    0.00   0.0  0
 1UO  CONST_47  C31  C23  C24  C25    0.00   0.0  0
 1UO  CONST_48  N28  C27  C26  C25  180.00   0.0  0
 1UO  CONST_49  C31  C27  C26  C25    0.00   0.0  0
 1UO  CONST_50  N29  N28  C27  C26  180.00   0.0  0
 1UO  CONST_51  S30  C31  C27  C26  180.00   0.0  0
 1UO  CONST_52  S30  N29  N28  C27    0.00   0.0  0
 1UO  CONST_53  N29  S30  C31  C27    0.00   0.0  0
 1UO  CONST_54  S30  C31  C27  N28    0.00   0.0  0
 1UO  CONST_55  C31  S30  N29  N28    0.00   0.0  0
 1UO  CONST_56  C31  C27  N28  N29    0.00   0.0  0
 1UO  CONST_58  C12  C11  N10  C6   180.00   0.0  0
 1UO  CONST_59  C13  N14  N10  C6   180.00   0.0  0
 1UO  CONST_60  CL3  C32  C34  C15    0.00   0.0  0
 1UO  CONST_61  N19  C18  N17  C16  180.00   0.0  0
 1UO  CONST_62  O21  C20  C18  N19    0.00   0.0  0
 1UO  CONST_63  C34  C20  C18  N19  180.00   0.0  0
 1UO  CONST_64  CL3  C32  C34  C20  180.00   0.0  0
 1UO  CONST_65  CL3  C32  C22  O21  180.00   0.0  0
 1UO  CONST_66  CL3  C32  C22  C23    0.00   0.0  0
 1UO  CONST_67  H12  C11  N10  C6     0.00   0.0  0
 1UO  CONST_68  H13  C13  N14  N10  180.00   0.0  0
 1UO  CONST_69  H14  C16  C15  C12    0.00   0.0  0
 1UO  CONST_70  H17  C24  C23  C22    0.00   0.0  0
 1UO  CONST_71  H18  C25  C24  C23  180.00   0.0  0
 1UO  CONST_72  H19  C26  C25  C24  180.00   0.0  0
 1UO  Var_01    C6   C5   C4   C2   -56.31  30.0  1
 1UO  Var_02    C6   C8   C9   C2    57.38  30.0  1

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
 1UO  chir_01  C2  O1   C4  C9  negativ
 1UO  chir_02  C6  N10  C5  C8  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
 1UO  plan-1  C6   0.020
 1UO  plan-1  N10  0.020
 1UO  plan-1  C11  0.020
 1UO  plan-1  C12  0.020
 1UO  plan-1  C13  0.020
 1UO  plan-1  N14  0.020
 1UO  plan-1  C15  0.020
 1UO  plan-1  H12  0.020
 1UO  plan-1  H13  0.020
 1UO  plan-2  C12  0.020
 1UO  plan-2  C15  0.020
 1UO  plan-2  C16  0.020
 1UO  plan-2  N17  0.020
 1UO  plan-2  C18  0.020
 1UO  plan-2  N19  0.020
 1UO  plan-2  C20  0.020
 1UO  plan-2  O21  0.020
 1UO  plan-2  C22  0.020
 1UO  plan-2  C23  0.020
 1UO  plan-2  C32  0.020
 1UO  plan-2  CL3  0.020
 1UO  plan-2  C34  0.020
 1UO  plan-2  H14  0.020
 1UO  plan-3  C22  0.020
 1UO  plan-3  C23  0.020
 1UO  plan-3  C24  0.020
 1UO  plan-3  C25  0.020
 1UO  plan-3  C26  0.020
 1UO  plan-3  C27  0.020
 1UO  plan-3  N28  0.020
 1UO  plan-3  N29  0.020
 1UO  plan-3  S30  0.020
 1UO  plan-3  C31  0.020
 1UO  plan-3  H17  0.020
 1UO  plan-3  H18  0.020
 1UO  plan-3  H19  0.020
 1UO  plan-4  C18  0.020
 1UO  plan-4  N19  0.020
 1UO  plan-4  H15  0.020
 1UO  plan-4  H16  0.020

