# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr  4 17:56:22 2020
#   Inital geometry file: a 139 line input string
#   Ligand name: 3-[3-fluoranyl-4-[5-methoxy-4-oxidanylidene-3-(2-phenylpyrazol-3-yl)pyridazin-1-yl]phenyl]-1,3-oxazolidin-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC1=CN(N=C(C1=O)c2ccnn2c3ccccc3)c4ccc(cc4F)N5CCOC5=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
 4LK  4LK  3-[3-fluoranyl-4-[5-methoxy-4-oxidanylidene-3-(2-phenylpyrazol-3-yl)pyridazin-1-yl]phenyl]-1,3-oxazolidin-2-one  ligand  51  33  .  2021-08-04  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_4LK
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
 4LK  C25  C  CR16  0  -0.253  -5.7436  -0.7381  -2.7294
 4LK  C24  C  CR16  0  -0.258  -6.4881  -0.1995  -1.6866
 4LK  C26  C  CR16  0  -0.250  -4.3864  -0.4642  -2.8200
 4LK  C23  C  CR16  0  -0.271  -5.8794   0.5948  -0.7281
 4LK  C27  C  CR16  0  -0.290  -3.7710   0.3461  -1.8757
 4LK  C5   C  CR16  0  -0.351   3.4541  -0.7209  -1.2776
 4LK  C6   C  CR16  0  -0.253   2.1135  -0.9537  -1.0287
 4LK  C18  C  CR15  0  -0.524  -2.5014   2.5647   1.5737
 4LK  C3   C  CR16  0  -0.490   3.5671   0.7056   0.6612
 4LK  C19  C  CR15  0  -0.065  -3.6172   3.3846   1.3499
 4LK  C22  C  CR6   0   0.342  -4.5200   0.8588  -0.8258
 4LK  C4   C  CR6   0   0.416   4.1969   0.1095  -0.4348
 4LK  C13  C  CR6   0   0.116   1.4886  -0.3818   0.0658
 4LK  C2   C  CR6   0   0.584   2.2378   0.4390   0.8954
 4LK  C17  C  CR5   0   0.442  -2.7202   1.4602   0.7829
 4LK  C28  C  CR16  0  -0.099  -0.3078  -1.9095   0.5649
 4LK  C16  C  CR6   0  -0.062  -1.9235   0.2372   0.6664
 4LK  C29  C  CR6   0   0.243  -1.6161  -2.1565   0.8467
 4LK  C32  C  CR6   0   0.320  -2.5430  -1.0491   0.9530
 4LK  C11  C  CR5   0   0.720   6.4979   0.7320   0.1674
 4LK  C8   C  CH2   0  -0.339   6.1398  -0.0334  -1.9943
 4LK  C9   C  CH2   0  -0.198   7.5053   0.6261  -1.8643
 4LK  C31  C  CH3   0  -0.449  -1.2723  -4.4787   1.0421
 4LK  N20  N  N     0  -0.270  -4.4510   2.8377   0.4873
 4LK  N15  N  N     0  -0.176  -0.6637   0.4102   0.3901
 4LK  N21  N  NR5   0  -0.442  -3.8999   1.6734   0.1474
 4LK  N14  N  NR6   0  -0.387   0.1220  -0.6356   0.3501
 4LK  N7   N  NR5   0  -0.627   5.5348   0.3501  -0.7303
 4LK  O33  O  O     0  -0.440  -3.7206  -1.1746   1.2674
 4LK  O10  O  O     0  -0.460   7.6741   0.8089  -0.4553
 4LK  O30  O  O2    0  -0.443  -2.1390  -3.3579   1.0839
 4LK  F1   F  F     0  -0.293   1.6525   0.9904   1.9590
 4LK  H1   H  HCR6  0   0.261  -6.2227  -1.3626  -3.4717
 4LK  H2   H  HCR6  0   0.264  -7.5472  -0.4078  -1.6118
 4LK  H3   H  HCR6  0   0.264  -3.8030  -0.8670  -3.6372
 4LK  H4   H  HCR6  0   0.269  -6.4526   1.0020   0.0938
 4LK  H5   H  HCR6  0   0.281  -2.7209   0.5891  -1.9740
 4LK  H6   H  HCR6  0   0.297   3.9064  -1.1924  -2.1377
 4LK  H7   H  HCR6  0   0.299   1.5490  -1.5894  -1.6984
 4LK  H8   H  HCR5  0   0.273  -1.6680   2.7320   2.2354
 4LK  H9   H  HCR6  0   0.308   4.0884   1.3675   1.3344
 4LK  H10  H  HCR5  0   0.269  -3.8379   4.3486   1.7819
 4LK  H11  H  HCR6  0   0.337   0.4549  -2.6721   0.5130
 4LK  H12  H  HCH2  0   0.289   5.5770   0.3554  -2.8415
 4LK  H13  H  HCH2  0   0.271   8.3160   0.0081  -2.2406
 4LK  H14  H  HCH3  0   0.239  -0.8283  -4.6058   0.0514
 4LK  H15  H  HCH3  0   0.238  -0.4731  -4.3956   1.7832
 4LK  H16  H  HCH3  0   0.271  -1.8798  -5.3495   1.2715
 4LK  H17  H  HCH2  0   0.276   6.2102  -1.1199  -2.0853
 4LK  H18  H  HCH2  0   0.264   7.5360   1.6006  -2.3526
 4LK  O12  O  O     0  -0.464   6.3745   0.9653   1.3413

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
 4LK  O10  C9   single    1.431  0.020  1.431
 4LK  O10  C11  single    1.333  0.020  1.333
 4LK  C9   C8   single    1.522  0.020  1.522
 4LK  O12  C11  double    1.203  0.020  1.203
 4LK  C11  N7   single    1.371  0.020  1.371
 4LK  C8   N7   single    1.453  0.020  1.453
 4LK  N7   C4   single    1.391  0.020  1.391
 4LK  C3   C4   aromatic  1.398  0.020  1.398
 4LK  C3   C2   aromatic  1.376  0.020  1.376
 4LK  C4   C5   aromatic  1.397  0.020  1.397
 4LK  F1   C2   single    1.333  0.020  1.333
 4LK  C2   C13  aromatic  1.387  0.020  1.387
 4LK  C5   C6   aromatic  1.383  0.020  1.383
 4LK  C13  C6   aromatic  1.384  0.020  1.384
 4LK  C13  N14  single    1.419  0.020  1.419
 4LK  C31  O30  single    1.417  0.020  1.417
 4LK  C28  N14  single    1.361  0.020  1.361
 4LK  C28  C29  double    1.361  0.020  1.361
 4LK  N14  N15  single    1.309  0.020  1.309
 4LK  O30  C29  single    1.332  0.020  1.332
 4LK  C29  C32  single    1.448  0.020  1.448
 4LK  N15  C16  double    1.301  0.020  1.301
 4LK  C25  C26  aromatic  1.388  0.020  1.388
 4LK  C25  C24  aromatic  1.390  0.020  1.390
 4LK  C26  C27  aromatic  1.388  0.020  1.388
 4LK  C24  C23  aromatic  1.386  0.020  1.386
 4LK  C32  C16  single    1.456  0.020  1.456
 4LK  C32  O33  double    1.225  0.020  1.225
 4LK  C16  C17  single    1.464  0.020  1.464
 4LK  C27  C22  aromatic  1.388  0.020  1.388
 4LK  C23  C22  aromatic  1.388  0.020  1.388
 4LK  C22  N21  single    1.413  0.020  1.413
 4LK  C17  N21  aromatic  1.357  0.020  1.357
 4LK  C17  C18  aromatic  1.376  0.020  1.376
 4LK  N21  N20  aromatic  1.332  0.020  1.332
 4LK  C18  C19  aromatic  1.403  0.020  1.403
 4LK  N20  C19  aromatic  1.318  0.020  1.318
 4LK  C25  H1   single    0.930  0.020  1.080
 4LK  C24  H2   single    0.930  0.020  1.080
 4LK  C26  H3   single    0.930  0.020  1.080
 4LK  C23  H4   single    0.930  0.020  1.080
 4LK  C27  H5   single    0.930  0.020  1.080
 4LK  C5   H6   single    0.930  0.020  1.080
 4LK  C6   H7   single    0.930  0.020  1.080
 4LK  C18  H8   single    0.930  0.020  1.080
 4LK  C3   H9   single    0.930  0.020  1.080
 4LK  C19  H10  single    0.930  0.020  1.080
 4LK  C28  H11  single    0.930  0.020  1.080
 4LK  C8   H12  single    0.970  0.020  1.090
 4LK  C9   H13  single    0.970  0.020  1.090
 4LK  C31  H14  single    0.970  0.020  1.090
 4LK  C31  H15  single    0.970  0.020  1.090
 4LK  C31  H16  single    0.970  0.020  1.090
 4LK  C8   H17  single    0.970  0.020  1.090
 4LK  C9   H18  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
 4LK  H1   C25  C26  120.15  3.000
 4LK  H1   C25  C24  120.08  3.000
 4LK  C26  C25  C24  119.77  3.000
 4LK  H2   C24  C23  119.51  3.000
 4LK  H2   C24  C25  120.11  3.000
 4LK  C23  C24  C25  120.38  3.000
 4LK  H3   C26  C27  119.47  3.000
 4LK  H3   C26  C25  120.22  3.000
 4LK  C27  C26  C25  120.29  3.000
 4LK  H4   C23  C22  120.05  3.000
 4LK  H4   C23  C24  120.57  3.000
 4LK  C22  C23  C24  119.37  3.000
 4LK  H5   C27  C22  120.63  3.000
 4LK  H5   C27  C26  119.96  3.000
 4LK  C22  C27  C26  119.40  3.000
 4LK  H6   C5   C4   121.14  3.000
 4LK  H6   C5   C6   118.40  3.000
 4LK  C4   C5   C6   120.45  3.000
 4LK  H7   C6   C13  119.78  3.000
 4LK  H7   C6   C5   119.54  3.000
 4LK  C13  C6   C5   120.69  3.000
 4LK  H8   C18  C17  126.93  3.000
 4LK  H8   C18  C19  128.51  3.000
 4LK  C17  C18  C19  104.54  3.000
 4LK  H9   C3   C2   118.67  3.000
 4LK  H9   C3   C4   122.24  3.000
 4LK  C2   C3   C4   119.10  3.000
 4LK  H10  C19  N20  120.21  3.000
 4LK  H10  C19  C18  128.38  3.000
 4LK  N20  C19  C18  111.41  3.000
 4LK  N21  C22  C27  119.82  3.000
 4LK  N21  C22  C23  119.41  3.000
 4LK  C27  C22  C23  120.76  3.000
 4LK  N7   C4   C3   121.75  3.000
 4LK  C3   C4   C5   119.14  3.000
 4LK  N7   C4   C5   119.08  3.000
 4LK  N14  C13  C2   120.42  3.000
 4LK  N14  C13  C6   121.30  3.000
 4LK  C2   C13  C6   118.28  3.000
 4LK  F1   C2   C13  119.00  3.000
 4LK  C13  C2   C3   122.33  3.000
 4LK  F1   C2   C3   118.67  3.000
 4LK  N21  C17  C16  124.54  3.000
 4LK  N21  C17  C18  106.34  3.000
 4LK  C16  C17  C18  129.03  3.000
 4LK  H11  C28  N14  115.48  3.000
 4LK  H11  C28  C29  124.11  3.000
 4LK  N14  C28  C29  120.40  3.000
 4LK  N15  C16  C32  124.83  3.000
 4LK  C32  C16  C17  119.39  3.000
 4LK  N15  C16  C17  115.63  3.000
 4LK  O30  C29  C32  115.19  3.000
 4LK  C32  C29  C28  119.46  3.000
 4LK  O30  C29  C28  125.32  3.000
 4LK  O33  C32  C29  123.76  3.000
 4LK  O33  C32  C16  123.36  3.000
 4LK  C29  C32  C16  112.88  3.000
 4LK  O10  C11  O12  122.35  3.000
 4LK  O12  C11  N7   128.38  3.000
 4LK  O10  C11  N7   109.27  3.000
 4LK  H17  C8   H12  108.87  3.000
 4LK  H17  C8   N7   111.21  3.000
 4LK  H12  C8   N7   111.56  3.000
 4LK  H17  C8   C9   112.34  3.000
 4LK  H12  C8   C9   112.05  3.000
 4LK  N7   C8   C9   100.66  3.000
 4LK  H18  C9   H13  109.41  3.000
 4LK  H18  C9   O10  108.87  3.000
 4LK  H13  C9   O10  109.01  3.000
 4LK  H18  C9   C8   111.98  3.000
 4LK  H13  C9   C8   113.17  3.000
 4LK  O10  C9   C8   104.20  3.000
 4LK  H16  C31  H15  109.07  3.000
 4LK  H16  C31  H14  108.99  3.000
 4LK  H15  C31  H14  109.05  3.000
 4LK  H16  C31  O30  106.60  3.000
 4LK  H15  C31  O30  111.53  3.000
 4LK  H14  C31  O30  111.53  3.000
 4LK  N21  N20  C19  105.53  3.000
 4LK  N14  N15  C16  118.78  3.000
 4LK  N20  N21  C17  112.18  3.000
 4LK  N20  N21  C22  119.88  3.000
 4LK  C17  N21  C22  127.86  3.000
 4LK  N15  N14  C28  123.60  3.000
 4LK  N15  N14  C13  116.20  3.000
 4LK  C28  N14  C13  120.21  3.000
 4LK  C8   N7   C11  110.53  3.000
 4LK  C8   N7   C4   122.66  3.000
 4LK  C11  N7   C4   125.79  3.000
 4LK  C9   O10  C11  110.40  3.000
 4LK  C31  O30  C29  117.91  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
 4LK  CONST_01  C22  C27  C26  C25     0.00   0.0  0
 4LK  CONST_02  C22  C23  C24  C25     0.00   0.0  0
 4LK  CONST_03  C27  C26  C25  C24     0.00   0.0  0
 4LK  CONST_04  C27  C22  C23  C24     0.00   0.0  0
 4LK  CONST_05  N21  C22  C23  C24   180.00   0.0  0
 4LK  CONST_06  C23  C24  C25  C26     0.00   0.0  0
 4LK  CONST_07  C23  C22  C27  C26     0.00   0.0  0
 4LK  CONST_08  N21  C22  C27  C26   180.00   0.0  0
 4LK  CONST_13  C2   C3   C4   C5      0.00   0.0  0
 4LK  CONST_14  C2   C13  C6   C5      0.00   0.0  0
 4LK  CONST_15  C3   C4   C5   C6      0.00   0.0  0
 4LK  CONST_16  C3   C2   C13  C6      0.00   0.0  0
 4LK  CONST_17  C22  N21  C17  C18   180.00   0.0  0
 4LK  CONST_18  N20  N21  C17  C18     0.00   0.0  0
 4LK  CONST_19  N21  N20  C19  C18     0.00   0.0  0
 4LK  CONST_20  N21  C17  C18  C19     0.00   0.0  0
 4LK  CONST_21  C22  N21  N20  C19   180.00   0.0  0
 4LK  CONST_22  C17  N21  N20  C19     0.00   0.0  0
 4LK  CONST_23  C13  C2   C3   C4      0.00   0.0  0
 4LK  CONST_24  C13  C6   C5   C4      0.00   0.0  0
 4LK  CONST_25  N20  C19  C18  C17     0.00   0.0  0
 4LK  CONST_26  N14  C13  C6   C5    180.00   0.0  0
 4LK  CONST_27  N7   C4   C5   C6    180.00   0.0  0
 4LK  CONST_28  N14  C13  C2   C3    180.00   0.0  0
 4LK  CONST_29  C16  C17  C18  C19   180.00   0.0  0
 4LK  CONST_30  C16  C17  N21  C22     0.00   0.0  0
 4LK  CONST_31  N7   C4   C3   C2    180.00   0.0  0
 4LK  CONST_32  N20  N21  C17  C16   180.00   0.0  0
 4LK  CONST_33  F1   C2   C13  C6    180.00   0.0  0
 4LK  CONST_34  F1   C2   C3   C4    180.00   0.0  0
 4LK  CONST_35  F1   C2   C13  N14     0.00   0.0  0
 4LK  CONST_36  H5   C27  C26  C25   180.00   0.0  0
 4LK  CONST_37  H4   C23  C24  C25   180.00   0.0  0
 4LK  CONST_38  H3   C26  C25  C24   180.00   0.0  0
 4LK  CONST_39  H2   C24  C25  C26   180.00   0.0  0
 4LK  CONST_40  H1   C25  C24  C23   180.00   0.0  0
 4LK  CONST_41  H9   C3   C4   C5    180.00   0.0  0
 4LK  CONST_42  H6   C5   C4   C3    180.00   0.0  0
 4LK  CONST_43  H7   C6   C5   C4    180.00   0.0  0
 4LK  CONST_44  H10  C19  C18  C17   180.00   0.0  0
 4LK  CONST_45  H8   C18  C17  C16     0.00   0.0  0
 4LK  Var_01    C11  N7   C4   C5   -156.47  30.0  2
 4LK  Var_02    C28  N14  C13  C6     58.97  30.0  2
 4LK  Var_03    N15  C16  C17  C18   -54.06  30.0  2
 4LK  Var_04    O10  C11  N7   C4    177.10  30.0  1
 4LK  Var_05    C9   C8   N7   C4    172.28  30.0  1
 4LK  Var_06    C8   C9   O10  C11   -18.40  30.0  1
 4LK  Var_07    N7   C11  O10  C9      6.89  30.0  1
 4LK  Var_08    O10  C9   C8   N7     21.45  30.0  1
 4LK  Var_09    H14  C31  O30  C29   -61.85  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
 4LK  plan-1  C18  0.020
 4LK  plan-1  C19  0.020
 4LK  plan-1  C22  0.020
 4LK  plan-1  C17  0.020
 4LK  plan-1  C16  0.020
 4LK  plan-1  N20  0.020
 4LK  plan-1  N21  0.020
 4LK  plan-1  H8   0.020
 4LK  plan-1  H10  0.020
 4LK  plan-2  C25  0.020
 4LK  plan-2  C24  0.020
 4LK  plan-2  C26  0.020
 4LK  plan-2  C23  0.020
 4LK  plan-2  C27  0.020
 4LK  plan-2  C22  0.020
 4LK  plan-2  N21  0.020
 4LK  plan-2  H1   0.020
 4LK  plan-2  H2   0.020
 4LK  plan-2  H3   0.020
 4LK  plan-2  H4   0.020
 4LK  plan-2  H5   0.020
 4LK  plan-3  C5   0.020
 4LK  plan-3  C6   0.020
 4LK  plan-3  C3   0.020
 4LK  plan-3  C4   0.020
 4LK  plan-3  C13  0.020
 4LK  plan-3  C2   0.020
 4LK  plan-3  N14  0.020
 4LK  plan-3  N7   0.020
 4LK  plan-3  F1   0.020
 4LK  plan-3  H6   0.020
 4LK  plan-3  H7   0.020
 4LK  plan-3  H9   0.020
 4LK  plan-4  C13  0.020
 4LK  plan-4  C17  0.020
 4LK  plan-4  C28  0.020
 4LK  plan-4  C16  0.020
 4LK  plan-4  C29  0.020
 4LK  plan-4  C32  0.020
 4LK  plan-4  N15  0.020
 4LK  plan-4  N14  0.020
 4LK  plan-4  O33  0.020
 4LK  plan-4  O30  0.020
 4LK  plan-4  H11  0.020
 4LK  plan-5  C4   0.020
 4LK  plan-5  C11  0.020
 4LK  plan-5  C8   0.020
 4LK  plan-5  N7   0.020
 4LK  plan-6  C11  0.020
 4LK  plan-6  N7   0.020
 4LK  plan-6  O10  0.020
 4LK  plan-6  O12  0.020

