# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 10 19:23:30 2022
#   Inital geometry file: a 133 line input string
#   Ligand name: 2-[3-[2,6-bis(fluoranyl)-4-(1~{H}-pyrazol-4-yl)phenyl]-3-oxidanylidene-propyl]-4-(1-methylpyrazol-4-yl)benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1cc(cn1)c2ccc(C(O)=O)c(CCC(=O)c3c(F)cc(cc3F)c4c[nH]nc4)c2
#
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
 D60  D60  '2-[3-[2,6-bis(fluoranyl)-4-(1~{H}-pyrazol-4-yl)phenyl]-3-oxidanylidene-propyl]-4-(1-methylpyrazol-4-yl)benzoic acid'  ligand  49  32  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_D60
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
 D60  C10  C  CH3    0  -0.506  -22.6320   1.5503  45.7207
 D60  N1   N  NR5    0  -0.266  -23.9936   1.6222  45.2491
 D60  C8   C  CR15   0   0.008  -25.1029   1.2370  45.8993
 D60  N2   N  N      0  -0.278  -24.2593   2.1305  44.0505
 D60  C9   C  CR15   0  -0.100  -25.5715   2.0719  43.9293
 D60  C1   C  CR5    0  -0.135  -26.1772   1.5100  45.0718
 D60  C2   C  CR6    0   0.127  -27.5969   1.2773  45.3240
 D60  C6   C  CR16   0  -0.395  -28.0201   0.3993  46.3202
 D60  C7   C  CR16   0  -0.348  -28.5783   1.9334  44.5828
 D60  C5   C  CR16   0  -0.260  -29.9163   1.6988  44.8417
 D60  C3   C  CR6    0  -0.135  -30.3428   0.7980  45.8178
 D60  C11  C  C      0   0.370  -31.8478   0.5699  45.9469
 D60  O2   O  OC    -1  -0.586  -32.2244  -0.5767  46.2605
 D60  O1   O  O      0  -0.587  -32.5738   1.5483  45.6855
 D60  C4   C  CR6    0   0.096  -29.3645   0.1475  46.5876
 D60  C12  C  CH2    0  -0.509  -29.6950  -0.7954  47.7245
 D60  C13  C  CH2    0  -0.593  -28.8417  -0.5763  48.9778
 D60  C14  C  C      0   0.424  -28.7786   0.8580  49.4427
 D60  O3   O  O      0  -0.368  -27.7724   1.3458  49.9000
 D60  C15  C  C      0  -0.469  -30.0083   1.6987  49.2885
 D60  C19  C  C      0   0.618  -31.2500   1.3318  49.7845
 D60  F1   F  F      0  -0.302  -31.3432   0.1774  50.4573
 D60  C20  C  C1     0  -0.522  -32.3875   2.0927  49.6358
 D60  C16  C  C      0   0.623  -29.9678   2.9239  48.6334
 D60  F2   F  F      0  -0.295  -28.8024   3.3377  48.1310
 D60  C17  C  C1     0  -0.524  -31.0759   3.7182  48.4464
 D60  C18  C  C      0   0.153  -32.3123   3.3028  48.9451
 D60  C21  C  CR5    0  -0.114  -33.5083   4.1083  48.7445
 D60  C22  C  CR15   0   0.008  -33.7028   5.1308  47.8333
 D60  N3   N  NR15   0  -0.425  -34.9570   5.5595  48.0079
 D60  N4   N  N      0  -0.255  -35.6093   4.9068  48.9639
 D60  C23  C  CR15   0  -0.104  -34.7472   4.0218  49.4182
 D60  H1   H  HCH3   0   0.260  -22.0233   0.9743  45.0267
 D60  H2   H  HCH3   0   0.259  -22.2098   2.5485  45.8227
 D60  H3   H  HCH3   0   0.259  -22.6199   1.0604  46.6900
 D60  H4   H  HCR5   0   0.288  -25.0566   0.8156  46.8911
 D60  H5   H  HCR5   0   0.255  -26.0476   2.4198  43.0243
 D60  H6   H  HCR6   0   0.240  -27.2682  -0.1234  46.9006
 D60  H7   H  HCR6   0   0.236  -28.3016   2.6417  43.8112
 D60  H8   H  HCR6   0   0.240  -30.6610   2.2300  44.2635
 D60  H10  H  HCH2   0   0.261  -30.7485  -0.7243  47.9708
 D60  H11  H  HCH2   0   0.259  -29.5458  -1.8291  47.3999
 D60  H12  H  HCH2   0   0.288  -29.2492  -1.1836  49.7919
 D60  H13  H  HCH2   0   0.268  -27.8150  -0.9199  48.8443
 D60  H14  H  H      0   0.278  -33.3227   1.7311  50.0424
 D60  H15  H  H      0   0.275  -30.9697   4.6551  47.9155
 D60  H16  H  HCR5   0   0.296  -33.0573   5.5592  47.0836
 D60  H17  H  HNR5   0   0.425  -35.4204   6.2939  47.4953
 D60  H18  H  HCR5   0   0.263  -35.0271   3.3556  50.2207

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
 D60  C9   N2   aromatic  1.319  0.020  1.319
 D60  C9   C1   aromatic  1.410  0.020  1.410
 D60  N2   N1   aromatic  1.329  0.020  1.329
 D60  C7   C5   aromatic  1.383  0.020  1.383
 D60  C7   C2   aromatic  1.394  0.020  1.394
 D60  C5   C3   aromatic  1.395  0.020  1.395
 D60  C1   C2   single    1.461  0.020  1.461
 D60  C1   C8   aromatic  1.383  0.020  1.383
 D60  C2   C6   aromatic  1.394  0.020  1.394
 D60  N1   C10  single    1.443  0.020  1.443
 D60  N1   C8   aromatic  1.342  0.020  1.342
 D60  O1   C11  deloc     1.246  0.020  1.246
 D60  C3   C11  single    1.528  0.020  1.528
 D60  C3   C4   aromatic  1.405  0.020  1.405
 D60  C11  O2   deloc     1.247  0.020  1.247
 D60  C6   C4   aromatic  1.394  0.020  1.394
 D60  C4   C12  single    1.513  0.020  1.513
 D60  C12  C13  single    1.532  0.020  1.532
 D60  F2   C16  single    1.335  0.020  1.335
 D60  C16  C17  aromatic  1.376  0.020  1.376
 D60  C16  C15  aromatic  1.390  0.020  1.390
 D60  C17  C18  aromatic  1.396  0.020  1.396
 D60  C22  N3   aromatic  1.337  0.020  1.337
 D60  C22  C21  aromatic  1.383  0.020  1.383
 D60  C13  C14  single    1.509  0.020  1.509
 D60  O3   C14  double    1.208  0.020  1.208
 D60  C14  C15  single    1.498  0.020  1.498
 D60  N3   N4   aromatic  1.329  0.020  1.329
 D60  C15  C19  aromatic  1.386  0.020  1.386
 D60  C18  C21  single    1.456  0.020  1.456
 D60  C18  C20  aromatic  1.395  0.020  1.395
 D60  C21  C23  aromatic  1.413  0.020  1.413
 D60  C19  C20  aromatic  1.377  0.020  1.377
 D60  C19  F1   single    1.339  0.020  1.339
 D60  N4   C23  aromatic  1.316  0.020  1.316
 D60  C10  H1   single    0.970  0.020  1.090
 D60  C10  H2   single    0.970  0.020  1.090
 D60  C10  H3   single    0.970  0.020  1.090
 D60  C8   H4   single    0.930  0.020  1.080
 D60  C9   H5   single    0.930  0.020  1.080
 D60  C6   H6   single    0.930  0.020  1.080
 D60  C7   H7   single    0.930  0.020  1.080
 D60  C5   H8   single    0.930  0.020  1.080
 D60  C12  H10  single    0.970  0.020  1.090
 D60  C12  H11  single    0.970  0.020  1.090
 D60  C13  H12  single    0.970  0.020  1.090
 D60  C13  H13  single    0.970  0.020  1.090
 D60  C20  H14  single    0.930  0.020  1.080
 D60  C17  H15  single    0.930  0.020  1.080
 D60  C22  H16  single    0.930  0.020  1.080
 D60  N3   H17  single    0.860  0.020  1.020
 D60  C23  H18  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
 D60  H3   C10  H2   109.01  3.000
 D60  H3   C10  H1   108.92  3.000
 D60  H2   C10  H1   109.16  3.000
 D60  H3   C10  N1   108.95  3.000
 D60  H2   C10  N1   110.55  3.000
 D60  H1   C10  N1   110.23  3.000
 D60  N2   N1   C8   112.43  3.000
 D60  C8   N1   C10  127.40  3.000
 D60  N2   N1   C10  120.17  3.000
 D60  H4   C8   C1   131.34  3.000
 D60  H4   C8   N1   121.47  3.000
 D60  C1   C8   N1   107.19  3.000
 D60  C9   N2   N1   105.35  3.000
 D60  H5   C9   C1   128.16  3.000
 D60  H5   C9   N2   120.08  3.000
 D60  C1   C9   N2   111.76  3.000
 D60  C2   C1   C9   128.39  3.000
 D60  C2   C1   C8   128.33  3.000
 D60  C9   C1   C8   103.28  3.000
 D60  C7   C2   C6   117.57  3.000
 D60  C6   C2   C1   121.26  3.000
 D60  C7   C2   C1   121.17  3.000
 D60  H6   C6   C4   118.63  3.000
 D60  H6   C6   C2   118.41  3.000
 D60  C4   C6   C2   122.95  3.000
 D60  H7   C7   C5   119.43  3.000
 D60  H7   C7   C2   120.44  3.000
 D60  C5   C7   C2   120.12  3.000
 D60  H8   C5   C3   118.71  3.000
 D60  H8   C5   C7   118.85  3.000
 D60  C3   C5   C7   122.44  3.000
 D60  C4   C3   C11  124.80  3.000
 D60  C4   C3   C5   118.01  3.000
 D60  C11  C3   C5   117.18  3.000
 D60  O1   C11  O2   126.78  3.000
 D60  O2   C11  C3   117.14  3.000
 D60  O1   C11  C3   116.04  3.000
 D60  C12  C4   C3   123.24  3.000
 D60  C12  C4   C6   117.86  3.000
 D60  C3   C4   C6   118.88  3.000
 D60  H11  C12  H10  105.18  3.000
 D60  H11  C12  C13  107.58  3.000
 D60  H10  C12  C13  110.24  3.000
 D60  H11  C12  C4   109.64  3.000
 D60  H10  C12  C4   110.00  3.000
 D60  C13  C12  C4   113.82  3.000
 D60  H13  C13  H12  105.47  3.000
 D60  H13  C13  C14  107.32  3.000
 D60  H12  C13  C14  108.30  3.000
 D60  H13  C13  C12  112.27  3.000
 D60  H12  C13  C12  108.78  3.000
 D60  C14  C13  C12  114.28  3.000
 D60  C15  C14  O3   119.75  3.000
 D60  C15  C14  C13  117.87  3.000
 D60  O3   C14  C13  122.36  3.000
 D60  C16  C15  C19  115.33  3.000
 D60  C19  C15  C14  123.37  3.000
 D60  C16  C15  C14  121.30  3.000
 D60  C20  C19  F1   118.24  3.000
 D60  F1   C19  C15  118.04  3.000
 D60  C20  C19  C15  123.72  3.000
 D60  H14  C20  C18  121.49  3.000
 D60  H14  C20  C19  119.27  3.000
 D60  C18  C20  C19  119.22  3.000
 D60  C17  C16  F2   118.22  3.000
 D60  C17  C16  C15  123.33  3.000
 D60  F2   C16  C15  118.43  3.000
 D60  H15  C17  C18  121.31  3.000
 D60  H15  C17  C16  119.17  3.000
 D60  C18  C17  C16  119.52  3.000
 D60  C21  C18  C17  120.90  3.000
 D60  C21  C18  C20  120.24  3.000
 D60  C17  C18  C20  118.85  3.000
 D60  C23  C21  C22  103.66  3.000
 D60  C23  C21  C18  128.38  3.000
 D60  C22  C21  C18  127.96  3.000
 D60  H16  C22  N3   121.67  3.000
 D60  H16  C22  C21  131.88  3.000
 D60  N3   C22  C21  106.44  3.000
 D60  H17  N3   N4   119.86  3.000
 D60  H17  N3   C22  126.75  3.000
 D60  N4   N3   C22  113.39  3.000
 D60  C23  N4   N3   104.90  3.000
 D60  H18  C23  N4   120.10  3.000
 D60  H18  C23  C21  128.27  3.000
 D60  N4   C23  C21  111.62  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
 D60  CONST_01  C1   C9   N2   N1      0.00   0.0  0
 D60  CONST_02  C9   C1   C8   N1      0.00   0.0  0
 D60  CONST_03  C2   C1   C8   N1    180.00   0.0  0
 D60  CONST_04  N2   C9   C1   C8      0.00   0.0  0
 D60  CONST_07  C9   N2   N1   C8      0.00   0.0  0
 D60  CONST_08  C2   C1   C9   N2    180.00   0.0  0
 D60  CONST_09  C1   C8   N1   N2      0.00   0.0  0
 D60  CONST_12  C5   C7   C2   C1    180.00   0.0  0
 D60  CONST_13  C4   C6   C2   C1    180.00   0.0  0
 D60  CONST_14  C3   C5   C7   C2      0.00   0.0  0
 D60  CONST_15  C3   C4   C6   C2      0.00   0.0  0
 D60  CONST_16  C5   C7   C2   C6      0.00   0.0  0
 D60  CONST_17  C5   C3   C4   C6      0.00   0.0  0
 D60  CONST_18  C4   C3   C5   C7      0.00   0.0  0
 D60  CONST_19  C4   C6   C2   C7      0.00   0.0  0
 D60  CONST_20  C18  C17  C16  C15     0.00   0.0  0
 D60  CONST_21  C18  C20  C19  C15     0.00   0.0  0
 D60  CONST_22  C17  C16  C15  C19     0.00   0.0  0
 D60  CONST_23  C17  C18  C20  C19     0.00   0.0  0
 D60  CONST_24  C21  C18  C20  C19   180.00   0.0  0
 D60  CONST_25  C16  C17  C18  C20     0.00   0.0  0
 D60  CONST_28  C16  C15  C19  C20     0.00   0.0  0
 D60  CONST_29  C21  C18  C17  C16   180.00   0.0  0
 D60  CONST_32  N3   C22  C21  C18   180.00   0.0  0
 D60  CONST_33  N4   C23  C21  C18   180.00   0.0  0
 D60  CONST_34  N4   N3   C22  C21     0.00   0.0  0
 D60  CONST_35  N3   N4   C23  C21     0.00   0.0  0
 D60  CONST_36  C23  N4   N3   C22     0.00   0.0  0
 D60  CONST_37  N4   C23  C21  C22     0.00   0.0  0
 D60  CONST_38  C23  C21  C22  N3      0.00   0.0  0
 D60  CONST_39  C9   N2   N1   C10   180.00   0.0  0
 D60  CONST_40  C1   C8   N1   C10   180.00   0.0  0
 D60  CONST_41  C12  C4   C6   C2    180.00   0.0  0
 D60  CONST_42  C11  C3   C4   C6    180.00   0.0  0
 D60  CONST_43  C11  C3   C5   C7    180.00   0.0  0
 D60  CONST_44  C12  C4   C3   C5    180.00   0.0  0
 D60  CONST_45  C17  C16  C15  C14   180.00   0.0  0
 D60  CONST_46  C20  C19  C15  C14   180.00   0.0  0
 D60  CONST_47  F2   C16  C15  C19   180.00   0.0  0
 D60  CONST_48  C16  C15  C19  F1    180.00   0.0  0
 D60  CONST_49  C18  C20  C19  F1    180.00   0.0  0
 D60  CONST_50  C18  C17  C16  F2    180.00   0.0  0
 D60  CONST_51  H5   C9   N2   N1    180.00   0.0  0
 D60  CONST_52  H4   C8   N1   N2    180.00   0.0  0
 D60  CONST_53  H7   C7   C2   C1      0.00   0.0  0
 D60  CONST_54  H6   C6   C2   C1      0.00   0.0  0
 D60  CONST_55  H8   C5   C7   C2    180.00   0.0  0
 D60  CONST_56  H15  C17  C16  C15   180.00   0.0  0
 D60  CONST_57  H14  C20  C19  C15   180.00   0.0  0
 D60  CONST_58  H16  C22  C21  C18     0.00   0.0  0
 D60  CONST_59  H18  C23  C21  C18     0.00   0.0  0
 D60  CONST_60  H17  N3   C22  C21   180.00   0.0  0
 D60  Var_01    C13  C12  C4   C6     42.65  30.0  2
 D60  Var_02    O1   C11  C3   C5    -32.22  30.0  2
 D60  Var_03    C16  C15  C14  C13  -126.66  30.0  2
 D60  Var_04    H1   C10  N1   C8    123.31  30.0  2
 D60  Var_05    C14  C13  C12  C4     50.01  30.0  3
 D60  Var_06    C15  C14  C13  C12    35.80  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
 D60  plan-1  C10  0.020
 D60  plan-1  N1   0.020
 D60  plan-1  C8   0.020
 D60  plan-1  N2   0.020
 D60  plan-1  C9   0.020
 D60  plan-1  C1   0.020
 D60  plan-1  C2   0.020
 D60  plan-1  H4   0.020
 D60  plan-1  H5   0.020
 D60  plan-2  C18  0.020
 D60  plan-2  C21  0.020
 D60  plan-2  C22  0.020
 D60  plan-2  N3   0.020
 D60  plan-2  N4   0.020
 D60  plan-2  C23  0.020
 D60  plan-2  H16  0.020
 D60  plan-2  H17  0.020
 D60  plan-2  H18  0.020
 D60  plan-3  C1   0.020
 D60  plan-3  C2   0.020
 D60  plan-3  C6   0.020
 D60  plan-3  C7   0.020
 D60  plan-3  C5   0.020
 D60  plan-3  C3   0.020
 D60  plan-3  C11  0.020
 D60  plan-3  C4   0.020
 D60  plan-3  C12  0.020
 D60  plan-3  H6   0.020
 D60  plan-3  H7   0.020
 D60  plan-3  H8   0.020
 D60  plan-4  C14  0.020
 D60  plan-4  C15  0.020
 D60  plan-4  C19  0.020
 D60  plan-4  F1   0.020
 D60  plan-4  C20  0.020
 D60  plan-4  C16  0.020
 D60  plan-4  F2   0.020
 D60  plan-4  C17  0.020
 D60  plan-4  C18  0.020
 D60  plan-4  C21  0.020
 D60  plan-4  H14  0.020
 D60  plan-4  H15  0.020
 D60  plan-5  C13  0.020
 D60  plan-5  C14  0.020
 D60  plan-5  O3   0.020
 D60  plan-5  C15  0.020
 D60  plan-6  C3   0.020
 D60  plan-6  C11  0.020
 D60  plan-6  O2   0.020
 D60  plan-6  O1   0.020

