# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 00:58:42 2020
#   Inital geometry file: a 120 line input string
#   Ligand name: 5-fluoranyl-1-[4-[2-[(3~{R})-1-methyl-3-oxidanyl-2-oxidanylidene-pyrrol-3-yl]ethynyl]pyridin-2-yl]indazole-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1C=C[C@@](O)(C#Cc2ccnc(c2)n3nc(C(N)=O)c4cc(F)ccc34)C1=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
 ELW  ELW  5-fluoranyl-1-[4-[2-[(3~{R})-1-methyl-3-oxidanyl-2-oxidanylidene-pyrrol-3-yl]ethynyl]pyridin-2-yl]indazole-3-carboxamide  ligand  43  29  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_ELW
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
 ELW  C4   C  CR15  0  -0.365   6.1780   1.0214   0.6577
 ELW  C14  C  CR16  0  -0.419   0.2812   0.5585   0.2342
 ELW  C5   C  CR5   0  -0.093   5.1515  -0.0549   0.8941
 ELW  C11  C  CR16  0  -0.033  -0.0936   3.2259  -0.1537
 ELW  C7   C  CSP   0   0.143   3.8000   0.4522   0.6527
 ELW  C8   C  CSP   0   0.176   2.6894   0.8793   0.4699
 ELW  C9   C  CR6   0  -0.033   1.3837   1.4039   0.2506
 ELW  C10  C  CR16  0  -0.381   1.1943   2.7742   0.0512
 ELW  C13  C  CR6   0   0.543  -0.9666   1.1376   0.0195
 ELW  N2   N  NR5   0  -0.486   6.5513  -0.5818  -0.9017
 ELW  C3   C  CR15  0   0.038   6.9311   0.6575  -0.3757
 ELW  C1   C  CH3   0  -0.521   7.1892  -1.2650  -2.0031
 ELW  O6   O  OH1   0  -0.635   5.2527  -0.7348   2.1151
 ELW  N12  N  N     0  -0.448  -1.1545   2.4273  -0.1694
 ELW  N15  N  NR5   0  -0.495  -2.1188   0.3399  -0.0043
 ELW  N16  N  N     0  -0.259  -2.0046  -0.9715   0.1844
 ELW  C17  C  CR5   0   0.151  -3.1988  -1.4929   0.1234
 ELW  C18  C  C     0   0.486  -3.4252  -2.9482   0.2930
 ELW  N19  N  NH2   0  -0.808  -2.3272  -3.6818   0.4999
 ELW  O20  O  O     0  -0.472  -4.5598  -3.4020   0.2391
 ELW  C21  C  CR56  0  -0.099  -4.1751  -0.4838  -0.1194
 ELW  C22  C  CR56  0   0.436  -3.4345   0.7064  -0.1985
 ELW  C23  C  CR16  0  -0.253  -4.0541   1.9381  -0.4348
 ELW  C24  C  CR16  0  -0.412  -5.4221   1.9352  -0.5871
 ELW  C25  C  CR6   0   0.549  -6.1465   0.7408  -0.5044
 ELW  F26  F  F     0  -0.316  -7.4783   0.8097  -0.6612
 ELW  C27  C  CR16  0  -0.502  -5.5657  -0.4771  -0.2738
 ELW  C28  C  CR5   0   0.547   5.5078  -1.0897  -0.2087
 ELW  O29  O  O     0  -0.435   4.9576  -2.1495  -0.3927
 ELW  H1   H  HCR5  0   0.287   6.2517   1.9351   1.2252
 ELW  H3   H  HCR6  0   0.281  -0.2849   4.2801  -0.3113
 ELW  H4   H  HCR6  0   0.282   2.0269   3.4621   0.0573
 ELW  H5   H  HCR5  0   0.307   7.7524   1.1898  -0.8313
 ELW  H6   H  HCH3  0   0.263   8.0611  -0.6965  -2.3128
 ELW  H7   H  HCH3  0   0.259   7.5149  -2.2599  -1.7040
 ELW  H8   H  HCH3  0   0.258   6.5134  -1.3552  -2.8527
 ELW  H9   H  HOH1  0   0.466   5.1491  -0.0972   2.8312
 ELW  H10  H  HNH2  0   0.415  -1.4108  -3.2674   0.5301
 ELW  H11  H  HNH2  0   0.410  -2.3994  -4.6793   0.6155
 ELW  H12  H  HCR6  0   0.298  -3.4926   2.8552  -0.4981
 ELW  H13  H  HCR6  0   0.290  -5.9472   2.8625  -0.7746
 ELW  H14  H  HCR6  0   0.282  -6.1531  -1.3817  -0.2151
 ELW  H2   H  HCR6  0   0.298   0.3957  -0.5042   0.3830

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
 ELW  O20  C18  double    1.223  0.020  1.223
 ELW  F26  C25  single    1.343  0.020  1.343
 ELW  C27  C25  aromatic  1.369  0.020  1.369
 ELW  C27  C21  aromatic  1.399  0.020  1.399
 ELW  C18  N19  single    1.337  0.020  1.337
 ELW  C18  C17  single    1.483  0.020  1.483
 ELW  C25  C24  aromatic  1.399  0.020  1.399
 ELW  C21  C17  aromatic  1.425  0.020  1.425
 ELW  C21  C22  aromatic  1.404  0.020  1.404
 ELW  C17  N16  aromatic  1.304  0.020  1.304
 ELW  C24  C23  aromatic  1.376  0.020  1.376
 ELW  C22  C23  aromatic  1.399  0.020  1.399
 ELW  C22  N15  aromatic  1.380  0.020  1.380
 ELW  N16  N15  aromatic  1.330  0.020  1.330
 ELW  N15  C13  single    1.402  0.020  1.402
 ELW  C13  C14  aromatic  1.392  0.020  1.392
 ELW  C13  N12  aromatic  1.317  0.020  1.317
 ELW  C14  C9   aromatic  1.389  0.020  1.389
 ELW  N12  C11  aromatic  1.328  0.020  1.328
 ELW  C1   N2   single    1.445  0.020  1.445
 ELW  N2   C3   single    1.399  0.020  1.399
 ELW  N2   C28  single    1.352  0.020  1.352
 ELW  C9   C8   single    1.424  0.020  1.424
 ELW  C9   C10  aromatic  1.398  0.020  1.398
 ELW  C11  C10  aromatic  1.380  0.020  1.380
 ELW  O29  C28  double    1.208  0.020  1.208
 ELW  C3   C4   double    1.330  0.020  1.330
 ELW  C28  C5   single    1.554  0.020  1.554
 ELW  C8   C7   triple    1.204  0.020  1.204
 ELW  C7   C5   single    1.464  0.020  1.464
 ELW  C4   C5   single    1.506  0.020  1.506
 ELW  C5   O6   single    1.401  0.020  1.401
 ELW  C4   H1   single    0.930  0.020  1.080
 ELW  C14  H2   single    0.930  0.020  1.080
 ELW  C11  H3   single    0.930  0.020  1.080
 ELW  C10  H4   single    0.930  0.020  1.080
 ELW  C3   H5   single    0.930  0.020  1.080
 ELW  C1   H6   single    0.970  0.020  1.090
 ELW  C1   H7   single    0.970  0.020  1.090
 ELW  C1   H8   single    0.970  0.020  1.090
 ELW  O6   H9   single    0.850  0.020  0.980
 ELW  N19  H10  single    0.860  0.020  1.020
 ELW  N19  H11  single    0.860  0.020  1.020
 ELW  C23  H12  single    0.930  0.020  1.080
 ELW  C24  H13  single    0.930  0.020  1.080
 ELW  C27  H14  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
 ELW  H1   C4   C3   127.04  3.000
 ELW  H1   C4   C5   124.73  3.000
 ELW  C3   C4   C5   108.21  3.000
 ELW  H2   C14  C13  121.73  3.000
 ELW  H2   C14  C9   120.88  3.000
 ELW  C13  C14  C9   117.38  3.000
 ELW  C28  C5   O6   106.19  3.000
 ELW  O6   C5   C7   112.24  3.000
 ELW  C28  C5   C7   108.99  3.000
 ELW  O6   C5   C4   115.74  3.000
 ELW  C7   C5   C4   110.85  3.000
 ELW  C28  C5   C4   102.02  3.000
 ELW  H3   C11  N12  116.26  3.000
 ELW  H3   C11  C10  120.34  3.000
 ELW  N12  C11  C10  123.40  3.000
 ELW  C8   C7   C5   180.00  3.000
 ELW  C9   C8   C7   180.00  3.000
 ELW  C10  C9   C8   120.49  3.000
 ELW  C10  C9   C14  119.16  3.000
 ELW  C8   C9   C14  120.35  3.000
 ELW  H4   C10  C9   121.28  3.000
 ELW  H4   C10  C11  120.78  3.000
 ELW  C9   C10  C11  117.94  3.000
 ELW  N15  C13  N12  115.95  3.000
 ELW  N12  C13  C14  123.87  3.000
 ELW  N15  C13  C14  120.18  3.000
 ELW  C28  N2   C1   123.65  3.000
 ELW  C28  N2   C3   110.47  3.000
 ELW  C1   N2   C3   125.86  3.000
 ELW  H5   C3   N2   118.99  3.000
 ELW  H5   C3   C4   128.62  3.000
 ELW  N2   C3   C4   112.39  3.000
 ELW  H8   C1   H7   108.92  3.000
 ELW  H8   C1   H6   108.60  3.000
 ELW  H7   C1   H6   108.45  3.000
 ELW  H8   C1   N2   111.09  3.000
 ELW  H7   C1   N2   110.78  3.000
 ELW  H6   C1   N2   108.93  3.000
 ELW  H9   O6   C5   108.57  3.000
 ELW  C13  N12  C11  118.24  3.000
 ELW  C22  N15  N16  111.34  3.000
 ELW  N16  N15  C13  119.23  3.000
 ELW  C22  N15  C13  129.44  3.000
 ELW  C17  N16  N15  107.99  3.000
 ELW  C21  C17  C18  127.59  3.000
 ELW  C21  C17  N16  110.62  3.000
 ELW  C18  C17  N16  121.79  3.000
 ELW  O20  C18  N19  124.41  3.000
 ELW  N19  C18  C17  115.53  3.000
 ELW  O20  C18  C17  120.05  3.000
 ELW  H11  N19  H10  118.03  3.000
 ELW  H11  N19  C18  120.18  3.000
 ELW  H10  N19  C18  121.78  3.000
 ELW  C27  C21  C22  120.93  3.000
 ELW  C22  C21  C17  104.39  3.000
 ELW  C27  C21  C17  134.68  3.000
 ELW  C23  C22  C21  121.49  3.000
 ELW  C23  C22  N15  132.85  3.000
 ELW  C21  C22  N15  105.66  3.000
 ELW  H12  C23  C24  120.89  3.000
 ELW  H12  C23  C22  121.92  3.000
 ELW  C24  C23  C22  117.19  3.000
 ELW  H13  C24  C25  119.37  3.000
 ELW  H13  C24  C23  119.98  3.000
 ELW  C25  C24  C23  120.65  3.000
 ELW  C27  C25  F26  119.09  3.000
 ELW  C27  C25  C24  123.35  3.000
 ELW  F26  C25  C24  117.56  3.000
 ELW  H14  C27  C25  121.57  3.000
 ELW  H14  C27  C21  122.03  3.000
 ELW  C25  C27  C21  116.39  3.000
 ELW  O29  C28  N2   127.09  3.000
 ELW  O29  C28  C5   126.01  3.000
 ELW  N2   C28  C5   106.90  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
 ELW  CONST_01  C22  N15  C13  C14  180.00   0.0  0
 ELW  CONST_02  N16  N15  C13  C14    0.00   0.0  0
 ELW  CONST_03  C11  N12  C13  C14    0.00   0.0  0
 ELW  CONST_04  C11  C10  C9   C14    0.00   0.0  0
 ELW  CONST_05  N15  C13  N12  C11  180.00   0.0  0
 ELW  CONST_06  N15  C13  C14  C9   180.00   0.0  0
 ELW  CONST_07  N12  C13  C14  C9     0.00   0.0  0
 ELW  CONST_08  N12  C11  C10  C9     0.00   0.0  0
 ELW  CONST_09  C13  C14  C9   C10    0.00   0.0  0
 ELW  CONST_10  C13  N12  C11  C10    0.00   0.0  0
 ELW  CONST_11  C21  C22  N15  C13  180.00   0.0  0
 ELW  CONST_12  C23  C22  N15  C13    0.00   0.0  0
 ELW  CONST_13  C17  N16  N15  C13  180.00   0.0  0
 ELW  CONST_14  C22  N15  C13  N12    0.00   0.0  0
 ELW  CONST_15  N16  N15  C13  N12  180.00   0.0  0
 ELW  CONST_16  C27  C21  C22  N15  180.00   0.0  0
 ELW  CONST_17  C17  C21  C22  N15    0.00   0.0  0
 ELW  CONST_18  C24  C23  C22  N15  180.00   0.0  0
 ELW  CONST_19  C21  C17  N16  N15    0.00   0.0  0
 ELW  CONST_20  C27  C21  C17  N16  180.00   0.0  0
 ELW  CONST_21  C22  C21  C17  N16    0.00   0.0  0
 ELW  CONST_22  C21  C22  N15  N16    0.00   0.0  0
 ELW  CONST_23  C23  C22  N15  N16  180.00   0.0  0
 ELW  CONST_24  C25  C27  C21  C17  180.00   0.0  0
 ELW  CONST_25  C23  C22  C21  C17  180.00   0.0  0
 ELW  CONST_26  C22  N15  N16  C17    0.00   0.0  0
 ELW  CONST_27  C24  C25  C27  C21    0.00   0.0  0
 ELW  CONST_28  C24  C23  C22  C21    0.00   0.0  0
 ELW  CONST_29  C25  C27  C21  C22    0.00   0.0  0
 ELW  CONST_30  C25  C24  C23  C22    0.00   0.0  0
 ELW  CONST_31  C27  C25  C24  C23    0.00   0.0  0
 ELW  CONST_32  C27  C21  C22  C23    0.00   0.0  0
 ELW  CONST_33  C3   N2   C28  C5     0.00   0.0  0
 ELW  CONST_34  C8   C9   C10  C11  180.00   0.0  0
 ELW  CONST_35  C13  C14  C9   C8   180.00   0.0  0
 ELW  CONST_36  C18  C17  N16  N15  180.00   0.0  0
 ELW  CONST_37  C27  C21  C17  C18    0.00   0.0  0
 ELW  CONST_38  C22  C21  C17  C18  180.00   0.0  0
 ELW  CONST_39  F26  C25  C27  C21  180.00   0.0  0
 ELW  CONST_40  F26  C25  C24  C23  180.00   0.0  0
 ELW  CONST_41  C1   N2   C28  C5   180.00   0.0  0
 ELW  CONST_42  O29  C28  N2   C3   180.00   0.0  0
 ELW  CONST_43  H4   C10  C9   C14  180.00   0.0  0
 ELW  CONST_44  H3   C11  C10  C9   180.00   0.0  0
 ELW  CONST_45  H2   C14  C9   C10  180.00   0.0  0
 ELW  CONST_46  H12  C23  C22  N15    0.00   0.0  0
 ELW  CONST_47  H14  C27  C21  C17    0.00   0.0  0
 ELW  CONST_48  H13  C24  C23  C22  180.00   0.0  0
 ELW  CONST_49  O29  C28  N2   C1     0.00   0.0  0
 ELW  CONST_50  H10  N19  C18  C17    0.00   0.0  0
 ELW  CONST_51  H11  N19  C18  C17  180.00   0.0  0
 ELW  Var_01    C28  N2   C3   C4    -0.17  30.0  1
 ELW  Var_02    N2   C3   C4   C5    -0.38  30.0  1
 ELW  Var_03    O20  C18  C17  N16  179.48  30.0  2
 ELW  Var_04    H6   C1   N2   C3     4.20  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
 ELW  chir_01  C5  C28  C4  O6  positiv

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
 ELW  plan-1  C14  0.020
 ELW  plan-1  C11  0.020
 ELW  plan-1  C7   0.020
 ELW  plan-1  C8   0.020
 ELW  plan-1  C9   0.020
 ELW  plan-1  C10  0.020
 ELW  plan-1  C13  0.020
 ELW  plan-1  N12  0.020
 ELW  plan-1  N15  0.020
 ELW  plan-1  H3   0.020
 ELW  plan-1  H4   0.020
 ELW  plan-1  H2   0.020
 ELW  plan-2  C13  0.020
 ELW  plan-2  N15  0.020
 ELW  plan-2  N16  0.020
 ELW  plan-2  C17  0.020
 ELW  plan-2  C18  0.020
 ELW  plan-2  C21  0.020
 ELW  plan-2  C22  0.020
 ELW  plan-2  C23  0.020
 ELW  plan-2  C24  0.020
 ELW  plan-2  C25  0.020
 ELW  plan-2  F26  0.020
 ELW  plan-2  C27  0.020
 ELW  plan-2  H12  0.020
 ELW  plan-2  H13  0.020
 ELW  plan-2  H14  0.020
 ELW  plan-3  C17  0.020
 ELW  plan-3  C18  0.020
 ELW  plan-3  N19  0.020
 ELW  plan-3  O20  0.020
 ELW  plan-3  H10  0.020
 ELW  plan-3  H11  0.020
 ELW  plan-4  C5   0.020
 ELW  plan-4  N2   0.020
 ELW  plan-4  C3   0.020
 ELW  plan-4  C1   0.020
 ELW  plan-4  C28  0.020
 ELW  plan-4  O29  0.020

