# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 00:09:04 2020
#   Inital geometry file: a 106 line input string
#   Ligand name: 1,5-dimethyl-3-oxidanyl-~{N}-[2,3,5,6-tetrakis(fluoranyl)-4-phenyl-phenyl]pyrazole-4-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1nc(O)c(c1C)C(=O)Nc2c(F)c(F)c(c(F)c2F)c3ccccc3
#
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
 U91  U91  1,5-dimethyl-3-oxidanyl-~{N}-[2,3,5,6-tetrakis(fluoranyl)-4-phenyl-phenyl]pyrazole-4-carboxamide  ligand  40  27  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_U91
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
 U91  C01  C  CR5   0   0.489  -4.6391   0.9524   1.1968
 U91  C02  C  CR5   0  -0.440  -3.7309   0.1842   0.4275
 U91  N03  N  N     0  -0.319  -5.8773   0.5996   0.9831
 U91  C04  C  CR5   0   0.487  -4.5519  -0.6787  -0.3036
 U91  N05  N  NR5   0  -0.337  -5.8010  -0.3932   0.0691
 U91  C06  C  CH3   0  -0.513  -7.0451  -0.9846  -0.3626
 U91  O07  O  OH1   0  -0.618  -4.3457   1.9255   2.0512
 U91  C08  C  CH3   0  -0.800  -4.1892  -1.7107  -1.3107
 U91  C09  C  C     0   0.555  -2.3003   0.3841   0.5113
 U91  O10  O  O     0  -0.502  -1.8356   1.3120   1.1717
 U91  N11  N  NH1   0  -0.754  -1.4828  -0.4846  -0.1469
 U91  C12  C  CR6   0  -0.024  -0.0921  -0.3714  -0.0875
 U91  C13  C  CR6   0   0.414   0.5690   0.7331  -0.6059
 U91  C14  C  CR6   0   0.404   0.6771  -1.3762   0.4809
 U91  C15  C  CR6   0   0.419   1.9450   0.8274  -0.5388
 U91  C16  C  CR6   0   0.422   2.0544  -1.2844   0.5188
 U91  C17  C  CR6   0  -0.407   2.7216  -0.1775   0.0185
 U91  C18  C  CR6   0   0.106   4.1957  -0.0755   0.0693
 U91  C19  C  CR16  0  -0.275   4.9353  -0.0288  -1.1098
 U91  C20  C  CR16  0  -0.276   4.8533  -0.0261   1.2959
 U91  C21  C  CR16  0  -0.243   6.3185   0.0656  -1.0609
 U91  C22  C  CR16  0  -0.242   6.2365   0.0720   1.3412
 U91  C23  C  CR16  0  -0.255   6.9711   0.1166   0.1638
 U91  F24  F  F     0  -0.285  -0.1252   1.7083  -1.1808
 U91  F25  F  F     0  -0.287   2.5344   1.9143  -1.0340
 U91  F26  F  F     0  -0.286   2.7468  -2.2879   1.0545
 U91  F27  F  F     0  -0.286   0.0740  -2.4478   0.9892
 U91  H2   H  HCH3  0   0.267  -7.5740  -1.3925   0.4960
 U91  H3   H  HCH3  0   0.265  -7.6672  -0.2319  -0.8426
 U91  H4   H  HCH3  0   0.260  -6.8592  -1.7875  -1.0664
 U91  H5   H  HCH3  0   0.291  -5.0397  -2.0325  -1.9059
 U91  H6   H  HCH3  0   0.275  -3.4471  -1.3210  -2.0069
 U91  H7   H  HCH3  0   0.278  -3.7756  -2.6004  -0.8319
 U91  H8   H  HNH1  0   0.430  -1.8608  -1.3441  -0.5132
 U91  H9   H  HCR6  0   0.261   4.4325  -0.0818  -2.0673
 U91  H10  H  HCR6  0   0.262   4.2841  -0.0495   2.2167
 U91  H11  H  HCR6  0   0.263   6.8874   0.0983  -1.9807
 U91  H12  H  HCR6  0   0.263   6.7400   0.1151   2.2980
 U91  H13  H  HCR6  0   0.263   8.0500   0.1900   0.2004
 U91  H1   H  HOH1  0   0.477  -3.3788   2.0504   2.0136

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
 U91  F26  C16  single    1.332  0.020  1.332
 U91  C22  C20  aromatic  1.387  0.020  1.387
 U91  C22  C23  aromatic  1.389  0.020  1.389
 U91  C20  C18  aromatic  1.393  0.020  1.393
 U91  F27  C14  single    1.331  0.020  1.331
 U91  C08  C04  single    1.487  0.020  1.487
 U91  C23  C21  aromatic  1.389  0.020  1.389
 U91  O10  C09  double    1.230  0.020  1.230
 U91  C16  C14  aromatic  1.381  0.020  1.381
 U91  C16  C17  aromatic  1.386  0.020  1.386
 U91  C14  C12  aromatic  1.387  0.020  1.387
 U91  C18  C17  single    1.479  0.020  1.479
 U91  C18  C19  aromatic  1.393  0.020  1.393
 U91  C17  C15  aromatic  1.387  0.020  1.387
 U91  C09  C02  single    1.447  0.020  1.447
 U91  C09  N11  single    1.362  0.020  1.362
 U91  C21  C19  aromatic  1.387  0.020  1.387
 U91  C04  C02  aromatic  1.398  0.020  1.398
 U91  C04  N05  aromatic  1.334  0.020  1.334
 U91  C12  N11  single    1.397  0.020  1.397
 U91  C12  C13  aromatic  1.388  0.020  1.388
 U91  C02  C01  aromatic  1.417  0.020  1.417
 U91  C06  N05  single    1.444  0.020  1.444
 U91  C15  C13  aromatic  1.381  0.020  1.381
 U91  C15  F25  single    1.332  0.020  1.332
 U91  N05  N03  aromatic  1.352  0.020  1.352
 U91  C13  F24  single    1.328  0.020  1.328
 U91  C01  N03  aromatic  1.305  0.020  1.305
 U91  C01  O07  single    1.328  0.020  1.328
 U91  C06  H2   single    0.970  0.020  1.090
 U91  C06  H3   single    0.970  0.020  1.090
 U91  C06  H4   single    0.970  0.020  1.090
 U91  C08  H5   single    0.970  0.020  1.090
 U91  C08  H6   single    0.970  0.020  1.090
 U91  C08  H7   single    0.970  0.020  1.090
 U91  N11  H8   single    0.860  0.020  1.020
 U91  C19  H9   single    0.930  0.020  1.080
 U91  C20  H10  single    0.930  0.020  1.080
 U91  C21  H11  single    0.930  0.020  1.080
 U91  C22  H12  single    0.930  0.020  1.080
 U91  C23  H13  single    0.930  0.020  1.080
 U91  O07  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
 U91  O07  C01  N03  120.87  3.000
 U91  O07  C01  C02  127.24  3.000
 U91  N03  C01  C02  111.88  3.000
 U91  C09  C02  C04  134.15  3.000
 U91  C04  C02  C01  104.02  3.000
 U91  C09  C02  C01  121.83  3.000
 U91  N05  N03  C01  104.82  3.000
 U91  C08  C04  N05  124.47  3.000
 U91  N05  C04  C02  105.77  3.000
 U91  C08  C04  C02  129.76  3.000
 U91  C06  N05  C04  129.46  3.000
 U91  C06  N05  N03  117.03  3.000
 U91  C04  N05  N03  113.51  3.000
 U91  H4   C06  H3   108.92  3.000
 U91  H4   C06  H2   108.56  3.000
 U91  H3   C06  H2   109.25  3.000
 U91  H4   C06  N05  110.47  3.000
 U91  H3   C06  N05  109.95  3.000
 U91  H2   C06  N05  109.67  3.000
 U91  H1   O07  C01  106.74  3.000
 U91  H7   C08  H6   108.28  3.000
 U91  H7   C08  H5   107.18  3.000
 U91  H6   C08  H5   106.80  3.000
 U91  H7   C08  C04  111.16  3.000
 U91  H6   C08  C04  110.53  3.000
 U91  H5   C08  C04  112.68  3.000
 U91  N11  C09  O10  120.91  3.000
 U91  N11  C09  C02  118.50  3.000
 U91  O10  C09  C02  120.59  3.000
 U91  H8   N11  C12  117.26  3.000
 U91  H8   N11  C09  119.62  3.000
 U91  C12  N11  C09  121.69  3.000
 U91  C14  C12  C13  117.74  3.000
 U91  C13  C12  N11  121.54  3.000
 U91  C14  C12  N11  120.72  3.000
 U91  F24  C13  C15  119.46  3.000
 U91  F24  C13  C12  119.82  3.000
 U91  C15  C13  C12  120.73  3.000
 U91  F27  C14  C16  119.67  3.000
 U91  C16  C14  C12  121.08  3.000
 U91  F27  C14  C12  119.25  3.000
 U91  F25  C15  C17  119.54  3.000
 U91  F25  C15  C13  118.59  3.000
 U91  C17  C15  C13  121.87  3.000
 U91  F26  C16  C17  119.79  3.000
 U91  C17  C16  C14  121.55  3.000
 U91  F26  C16  C14  118.66  3.000
 U91  C18  C17  C16  121.51  3.000
 U91  C18  C17  C15  121.47  3.000
 U91  C16  C17  C15  117.02  3.000
 U91  C20  C18  C19  119.59  3.000
 U91  C19  C18  C17  120.18  3.000
 U91  C20  C18  C17  120.23  3.000
 U91  H9   C19  C21  119.84  3.000
 U91  H9   C19  C18  120.03  3.000
 U91  C21  C19  C18  120.13  3.000
 U91  H10  C20  C22  119.86  3.000
 U91  H10  C20  C18  120.00  3.000
 U91  C22  C20  C18  120.13  3.000
 U91  H11  C21  C23  120.10  3.000
 U91  H11  C21  C19  119.76  3.000
 U91  C23  C21  C19  120.14  3.000
 U91  H12  C22  C23  120.16  3.000
 U91  H12  C22  C20  119.71  3.000
 U91  C23  C22  C20  120.13  3.000
 U91  H13  C23  C22  120.06  3.000
 U91  H13  C23  C21  120.06  3.000
 U91  C22  C23  C21  119.87  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
 U91  CONST_01  N05  C04  C02  C01     0.00   0.0  0
 U91  CONST_02  C04  N05  N03  C01     0.00   0.0  0
 U91  CONST_03  N03  N05  C04  C02     0.00   0.0  0
 U91  CONST_04  N05  N03  C01  C02     0.00   0.0  0
 U91  CONST_05  C04  C02  C01  N03     0.00   0.0  0
 U91  CONST_06  C17  C16  C14  C12     0.00   0.0  0
 U91  CONST_07  C17  C15  C13  C12     0.00   0.0  0
 U91  CONST_08  C16  C14  C12  C13     0.00   0.0  0
 U91  CONST_09  C16  C17  C15  C13     0.00   0.0  0
 U91  CONST_10  C18  C17  C15  C13   180.00   0.0  0
 U91  CONST_11  C18  C17  C16  C14   180.00   0.0  0
 U91  CONST_12  C15  C17  C16  C14     0.00   0.0  0
 U91  CONST_13  C15  C13  C12  C14     0.00   0.0  0
 U91  CONST_18  C22  C20  C18  C17   180.00   0.0  0
 U91  CONST_19  C21  C19  C18  C17   180.00   0.0  0
 U91  CONST_20  C23  C22  C20  C18     0.00   0.0  0
 U91  CONST_21  C23  C21  C19  C18     0.00   0.0  0
 U91  CONST_22  C22  C20  C18  C19     0.00   0.0  0
 U91  CONST_23  C22  C23  C21  C19     0.00   0.0  0
 U91  CONST_24  C21  C23  C22  C20     0.00   0.0  0
 U91  CONST_25  C21  C19  C18  C20     0.00   0.0  0
 U91  CONST_26  C08  C04  C02  C01   180.00   0.0  0
 U91  CONST_27  C06  N05  N03  C01   180.00   0.0  0
 U91  CONST_28  C06  N05  C04  C02   180.00   0.0  0
 U91  CONST_29  C08  C04  N05  N03   180.00   0.0  0
 U91  CONST_30  C09  C02  C01  N03   180.00   0.0  0
 U91  CONST_31  O07  C01  C02  C04   180.00   0.0  0
 U91  CONST_32  C09  C02  C04  N05   180.00   0.0  0
 U91  CONST_33  O07  C01  N03  N05   180.00   0.0  0
 U91  CONST_34  C16  C14  C12  N11   180.00   0.0  0
 U91  CONST_35  C15  C13  C12  N11   180.00   0.0  0
 U91  CONST_36  F26  C16  C14  C12   180.00   0.0  0
 U91  CONST_37  F25  C15  C13  C12   180.00   0.0  0
 U91  CONST_38  F27  C14  C12  C13   180.00   0.0  0
 U91  CONST_39  F24  C13  C12  C14   180.00   0.0  0
 U91  CONST_40  F26  C16  C17  C15   180.00   0.0  0
 U91  CONST_41  F25  C15  C17  C16   180.00   0.0  0
 U91  CONST_42  F27  C14  C16  C17   180.00   0.0  0
 U91  CONST_43  F24  C13  C15  C17   180.00   0.0  0
 U91  CONST_44  F26  C16  C17  C18     0.00   0.0  0
 U91  CONST_45  F25  C15  C17  C18     0.00   0.0  0
 U91  CONST_46  H10  C20  C18  C17     0.00   0.0  0
 U91  CONST_47  H9   C19  C18  C17     0.00   0.0  0
 U91  CONST_48  H12  C22  C20  C18   180.00   0.0  0
 U91  CONST_49  H11  C21  C19  C18   180.00   0.0  0
 U91  CONST_50  H13  C23  C21  C19   180.00   0.0  0
 U91  CONST_51  C12  N11  C09  C02   180.00   0.0  0
 U91  CONST_55  C12  N11  C09  O10     0.00   0.0  0
 U91  Var_01    O10  C09  C02  C01    -6.37  30.0  2
 U91  Var_02    H5   C08  C04  C02  -164.18  30.0  2
 U91  Var_03    H2   C06  N05  N03   -58.46  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
 U91  plan-1  C01  0.020
 U91  plan-1  C02  0.020
 U91  plan-1  N03  0.020
 U91  plan-1  C04  0.020
 U91  plan-1  N05  0.020
 U91  plan-1  C06  0.020
 U91  plan-1  O07  0.020
 U91  plan-1  C08  0.020
 U91  plan-1  C09  0.020
 U91  plan-2  N11  0.020
 U91  plan-2  C12  0.020
 U91  plan-2  C13  0.020
 U91  plan-2  C14  0.020
 U91  plan-2  C15  0.020
 U91  plan-2  C16  0.020
 U91  plan-2  C17  0.020
 U91  plan-2  C18  0.020
 U91  plan-2  F24  0.020
 U91  plan-2  F25  0.020
 U91  plan-2  F26  0.020
 U91  plan-2  F27  0.020
 U91  plan-3  C17  0.020
 U91  plan-3  C18  0.020
 U91  plan-3  C19  0.020
 U91  plan-3  C20  0.020
 U91  plan-3  C21  0.020
 U91  plan-3  C22  0.020
 U91  plan-3  C23  0.020
 U91  plan-3  H9   0.020
 U91  plan-3  H10  0.020
 U91  plan-3  H11  0.020
 U91  plan-3  H12  0.020
 U91  plan-3  H13  0.020
 U91  plan-4  C02  0.020
 U91  plan-4  C09  0.020
 U91  plan-4  O10  0.020
 U91  plan-4  N11  0.020
 U91  plan-4  C12  0.020
 U91  plan-4  H8   0.020

