# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 00:25:43 2020
#   Inital geometry file: a 128 line input string
#   Ligand name: (2~{Z})-6-methoxy-7-(piperazin-1-ylmethyl)-2-(1~{H}-pyrrolo[3,2-b]pyridin-3-ylmethylidene)-1-benzofuran-3-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc2C(=O)/C(Oc2c1CN3CCNCC3)=C/c4c[nH]c5cccnc45
#
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
 8GU  8GU  (2~{Z})-6-methoxy-7-(piperazin-1-ylmethyl)-2-(1~{H}-pyrrolo[3,2-b]pyridin-3-ylmethylidene)-1-benzofuran-3-one  ligand  51  29  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_8GU
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
 8GU  C15  C  CH2   0  -0.278  -2.8905   3.2070   0.6859
 8GU  C17  C  CR5   0   0.261   0.8948  -1.7401  -0.1234
 8GU  C20  C  CR15  0  -0.033   2.5795   0.7861   0.7167
 8GU  C22  C  CR56  0   0.324   4.8017   0.8997   0.6607
 8GU  C26  C  CR16  0  -0.335   7.0413   0.2837   0.3362
 8GU  C28  C  CR5   0   0.331   0.1110  -2.9209  -0.5378
 8GU  C01  C  CH3   0  -0.442  -5.9388  -1.0080   0.5367
 8GU  C03  C  CR6   0   0.382  -3.5709  -1.1313   0.3315
 8GU  C04  C  CR16  0  -0.407  -3.6408  -2.4427  -0.1755
 8GU  C05  C  CR16  0  -0.287  -2.4881  -3.1322  -0.4964
 8GU  C06  C  CR56  0  -0.154  -1.2633  -2.5089  -0.3068
 8GU  C07  C  CR56  0   0.427  -1.2247  -1.2113   0.1971
 8GU  C08  C  CR6   0  -0.115  -2.3412  -0.4778   0.5364
 8GU  C09  C  CH2   0  -0.337  -2.2737   0.9251   1.0699
 8GU  N10  N  NT    0  -0.407  -2.6714   1.9069   0.0797
 8GU  C11  C  CH2   0  -0.277  -1.7277   2.0050  -1.0184
 8GU  C12  C  CH2   0  -0.296  -2.2215   3.0009  -2.0512
 8GU  N13  N  NH1   0  -0.599  -2.4162   4.2959  -1.4269
 8GU  C14  C  CH2   0  -0.301  -3.3842   4.1991  -0.3507
 8GU  O16  O  O     0  -0.501   0.0458  -0.7495   0.3091
 8GU  C19  C  CR5   0   0.010   2.9935  -0.4470   0.2437
 8GU  N21  N  NR15  0  -0.669   3.6506   1.5731   0.9596
 8GU  C23  C  CR56  0   0.117   4.4288  -0.3796   0.2044
 8GU  N24  N  N     0  -0.421   5.3061  -1.3063  -0.1755
 8GU  C25  C  CR16  0  -0.108   6.5818  -0.9648  -0.1049
 8GU  C27  C  CR16  0  -0.201   6.1399   1.2546   0.7340
 8GU  O29  O  O     0  -0.421   0.5488  -3.9736  -0.9689
 8GU  H1   H  HCH2  0   0.234  -3.6390   3.1065   1.4757
 8GU  H2   H  HCH2  0   0.187  -1.9718   3.6015   1.1548
 8GU  H4   H  HCR6  0   0.270   8.1043   0.4784   0.3621
 8GU  H5   H  HCH3  0   0.237  -6.1662  -1.2682  -0.4991
 8GU  H6   H  HCH3  0   0.236  -6.0447  -1.8980   1.1609
 8GU  H7   H  HCH3  0   0.266  -6.6457  -0.2547   0.8736
 8GU  H8   H  HCR6  0   0.288  -4.5958  -2.9251  -0.3258
 8GU  H9   H  HCR6  0   0.274  -2.5464  -4.1386  -0.8900
 8GU  H10  H  HCH2  0   0.251  -2.9504   1.0113   1.9231
 8GU  H11  H  HCH2  0   0.223  -1.2636   1.1260   1.4612
 8GU  H13  H  HCH2  0   0.185  -0.7254   2.3094  -0.6671
 8GU  H14  H  HCH2  0   0.237  -1.6197   1.0289  -1.4965
 8GU  H15  H  HCH2  0   0.232  -1.4800   3.0897  -2.8474
 8GU  H16  H  HCH2  0   0.190  -3.1438   2.6048  -2.5057
 8GU  H17  H  HNH1  0   0.353  -2.7379   4.9614  -2.1172
 8GU  H19  H  HCH2  0   0.191  -4.3778   3.8762  -0.6999
 8GU  H20  H  HCH2  0   0.232  -3.5065   5.1775   0.1179
 8GU  H22  H  HNR5  0   0.426   3.5959   2.5148   1.3139
 8GU  H23  H  HCR6  0   0.255   7.3009  -1.7155  -0.4131
 8GU  H24  H  HCR6  0   0.283   6.4633   2.2267   1.0821
 8GU  C18  C  C1    0  -0.444   2.2255  -1.5897  -0.1458
 8GU  O02  O  O2    0  -0.446  -4.6526  -0.4260   0.6627
 8GU  H3   H  HCR5  0   0.299   1.5864   1.1612   0.8989
 8GU  H21  H  H     0   0.278   2.7833  -2.4473  -0.5063

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
 8GU  C20  N21  aromatic  1.351  0.020  1.351
 8GU  C20  C19  aromatic  1.384  0.020  1.384
 8GU  N21  C22  aromatic  1.367  0.020  1.367
 8GU  O29  C28  double    1.219  0.020  1.219
 8GU  C18  C19  single    1.431  0.020  1.431
 8GU  C18  C17  double    1.339  0.020  1.339
 8GU  C19  C23  aromatic  1.437  0.020  1.437
 8GU  C22  C23  aromatic  1.409  0.020  1.409
 8GU  C22  C27  aromatic  1.386  0.020  1.386
 8GU  C28  C17  single    1.477  0.020  1.477
 8GU  C28  C06  single    1.453  0.020  1.453
 8GU  C17  O16  single    1.375  0.020  1.375
 8GU  C23  N24  aromatic  1.331  0.020  1.331
 8GU  C27  C26  aromatic  1.383  0.020  1.383
 8GU  C06  C05  aromatic  1.387  0.020  1.387
 8GU  C06  C07  aromatic  1.393  0.020  1.393
 8GU  O16  C07  single    1.356  0.020  1.356
 8GU  N24  C25  aromatic  1.322  0.020  1.322
 8GU  C05  C04  aromatic  1.381  0.020  1.381
 8GU  C26  C25  aromatic  1.402  0.020  1.402
 8GU  C07  C08  aromatic  1.378  0.020  1.378
 8GU  C04  C03  aromatic  1.408  0.020  1.408
 8GU  C08  C03  aromatic  1.408  0.020  1.408
 8GU  C08  C09  single    1.502  0.020  1.502
 8GU  C03  O02  single    1.333  0.020  1.333
 8GU  C15  N10  single    1.451  0.020  1.451
 8GU  C15  C14  single    1.517  0.020  1.517
 8GU  C09  N10  single    1.450  0.020  1.450
 8GU  N10  C11  single    1.451  0.020  1.451
 8GU  C14  N13  single    1.451  0.020  1.451
 8GU  O02  C01  single    1.417  0.020  1.417
 8GU  C11  C12  single    1.517  0.020  1.517
 8GU  N13  C12  single    1.451  0.020  1.451
 8GU  C15  H1   single    0.970  0.020  1.090
 8GU  C15  H2   single    0.970  0.020  1.090
 8GU  C20  H3   single    0.930  0.020  1.080
 8GU  C26  H4   single    0.930  0.020  1.080
 8GU  C01  H5   single    0.970  0.020  1.090
 8GU  C01  H6   single    0.970  0.020  1.090
 8GU  C01  H7   single    0.970  0.020  1.090
 8GU  C04  H8   single    0.930  0.020  1.080
 8GU  C05  H9   single    0.930  0.020  1.080
 8GU  C09  H10  single    0.970  0.020  1.090
 8GU  C09  H11  single    0.970  0.020  1.090
 8GU  C11  H13  single    0.970  0.020  1.090
 8GU  C11  H14  single    0.970  0.020  1.090
 8GU  C12  H15  single    0.970  0.020  1.090
 8GU  C12  H16  single    0.970  0.020  1.090
 8GU  N13  H17  single    0.890  0.020  1.040
 8GU  C14  H19  single    0.970  0.020  1.090
 8GU  C14  H20  single    0.970  0.020  1.090
 8GU  C18  H21  single    0.930  0.020  1.080
 8GU  N21  H22  single    0.860  0.020  1.020
 8GU  C25  H23  single    0.930  0.020  1.080
 8GU  C27  H24  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
 8GU  H2   C15  H1   107.21  3.000
 8GU  H2   C15  C14  109.09  3.000
 8GU  H1   C15  C14  109.33  3.000
 8GU  H2   C15  N10  111.83  3.000
 8GU  H1   C15  N10  108.84  3.000
 8GU  C14  C15  N10  110.46  3.000
 8GU  C18  C17  O16  122.55  3.000
 8GU  O16  C17  C28  109.68  3.000
 8GU  C18  C17  C28  127.77  3.000
 8GU  H3   C20  N21  119.85  3.000
 8GU  H3   C20  C19  130.08  3.000
 8GU  N21  C20  C19  110.07  3.000
 8GU  C27  C22  C23  120.34  3.000
 8GU  C27  C22  N21  132.48  3.000
 8GU  C23  C22  N21  107.18  3.000
 8GU  H4   C26  C27  120.50  3.000
 8GU  H4   C26  C25  119.37  3.000
 8GU  C27  C26  C25  120.14  3.000
 8GU  O29  C28  C06  129.85  3.000
 8GU  C06  C28  C17  103.34  3.000
 8GU  O29  C28  C17  126.81  3.000
 8GU  H7   C01  H6   108.95  3.000
 8GU  H7   C01  H5   108.89  3.000
 8GU  H6   C01  H5   109.13  3.000
 8GU  H7   C01  O02  106.14  3.000
 8GU  H6   C01  O02  111.83  3.000
 8GU  H5   C01  O02  111.79  3.000
 8GU  C08  C03  C04  121.89  3.000
 8GU  C08  C03  O02  115.28  3.000
 8GU  C04  C03  O02  122.83  3.000
 8GU  H8   C04  C05  118.86  3.000
 8GU  H8   C04  C03  120.65  3.000
 8GU  C05  C04  C03  120.49  3.000
 8GU  H9   C05  C06  121.00  3.000
 8GU  H9   C05  C04  120.25  3.000
 8GU  C06  C05  C04  118.74  3.000
 8GU  C07  C06  C05  119.51  3.000
 8GU  C07  C06  C28  107.19  3.000
 8GU  C05  C06  C28  133.30  3.000
 8GU  O16  C07  C08  123.86  3.000
 8GU  C08  C07  C06  124.23  3.000
 8GU  O16  C07  C06  111.91  3.000
 8GU  C09  C08  C07  123.23  3.000
 8GU  C09  C08  C03  121.63  3.000
 8GU  C07  C08  C03  115.14  3.000
 8GU  H11  C09  H10  106.04  3.000
 8GU  H11  C09  N10  111.75  3.000
 8GU  H10  C09  N10  108.06  3.000
 8GU  H11  C09  C08  109.73  3.000
 8GU  H10  C09  C08  108.85  3.000
 8GU  N10  C09  C08  112.17  3.000
 8GU  C11  N10  C09  112.59  3.000
 8GU  C11  N10  C15  110.71  3.000
 8GU  C09  N10  C15  111.27  3.000
 8GU  H14  C11  H13  107.21  3.000
 8GU  H14  C11  C12  108.71  3.000
 8GU  H13  C11  C12  109.32  3.000
 8GU  H14  C11  N10  109.58  3.000
 8GU  H13  C11  N10  111.59  3.000
 8GU  C12  C11  N10  110.35  3.000
 8GU  H16  C12  H15  107.28  3.000
 8GU  H16  C12  N13  112.72  3.000
 8GU  H15  C12  N13  109.42  3.000
 8GU  H16  C12  C11  108.49  3.000
 8GU  H15  C12  C11  109.19  3.000
 8GU  N13  C12  C11  109.67  3.000
 8GU  H17  N13  C14  109.75  3.000
 8GU  H17  N13  C12  109.65  3.000
 8GU  C14  N13  C12  110.44  3.000
 8GU  H20  C14  H19  107.32  3.000
 8GU  H20  C14  N13  109.47  3.000
 8GU  H19  C14  N13  112.72  3.000
 8GU  H20  C14  C15  109.22  3.000
 8GU  H19  C14  C15  108.57  3.000
 8GU  N13  C14  C15  109.47  3.000
 8GU  C07  O16  C17  107.89  3.000
 8GU  C23  C19  C18  124.47  3.000
 8GU  C23  C19  C20  105.44  3.000
 8GU  C18  C19  C20  130.09  3.000
 8GU  H22  N21  C22  125.66  3.000
 8GU  H22  N21  C20  124.37  3.000
 8GU  C22  N21  C20  109.97  3.000
 8GU  N24  C23  C19  129.28  3.000
 8GU  N24  C23  C22  123.38  3.000
 8GU  C19  C23  C22  107.34  3.000
 8GU  C25  N24  C23  116.14  3.000
 8GU  H23  C25  N24  116.47  3.000
 8GU  H23  C25  C26  119.26  3.000
 8GU  N24  C25  C26  124.27  3.000
 8GU  H24  C27  C26  121.89  3.000
 8GU  H24  C27  C22  122.38  3.000
 8GU  C26  C27  C22  115.73  3.000
 8GU  H21  C18  C19  116.47  3.000
 8GU  H21  C18  C17  115.33  3.000
 8GU  C19  C18  C17  128.20  3.000
 8GU  C03  O02  C01  119.80  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
 8GU  CONST_01  C23  C22  N21  C20    0.00   0.0  0
 8GU  CONST_02  C27  C22  N21  C20  180.00   0.0  0
 8GU  CONST_03  C22  C23  C19  C20    0.00   0.0  0
 8GU  CONST_04  N24  C23  C19  C20  180.00   0.0  0
 8GU  CONST_05  C19  C20  N21  C22    0.00   0.0  0
 8GU  CONST_06  C25  N24  C23  C22    0.00   0.0  0
 8GU  CONST_07  C25  C26  C27  C22    0.00   0.0  0
 8GU  CONST_08  N21  C22  C27  C26  180.00   0.0  0
 8GU  CONST_09  C23  C22  C27  C26    0.00   0.0  0
 8GU  CONST_10  C23  N24  C25  C26    0.00   0.0  0
 8GU  CONST_11  C06  C05  C04  C03    0.00   0.0  0
 8GU  CONST_12  C06  C07  C08  C03    0.00   0.0  0
 8GU  CONST_13  C07  C06  C05  C04    0.00   0.0  0
 8GU  CONST_14  C07  C08  C03  C04    0.00   0.0  0
 8GU  CONST_15  C08  C07  C06  C05    0.00   0.0  0
 8GU  CONST_16  C08  C03  C04  C05    0.00   0.0  0
 8GU  CONST_17  N21  C22  C23  C19    0.00   0.0  0
 8GU  CONST_18  C27  C22  C23  C19  180.00   0.0  0
 8GU  CONST_19  C25  N24  C23  C19  180.00   0.0  0
 8GU  CONST_20  C23  C19  C20  N21    0.00   0.0  0
 8GU  CONST_21  N24  C23  C22  N21  180.00   0.0  0
 8GU  CONST_22  C27  C22  C23  N24    0.00   0.0  0
 8GU  CONST_23  C27  C26  C25  N24    0.00   0.0  0
 8GU  CONST_24  C18  C19  C23  C22  180.00   0.0  0
 8GU  CONST_25  C05  C04  C03  O02  180.00   0.0  0
 8GU  CONST_26  C07  C08  C03  O02  180.00   0.0  0
 8GU  CONST_27  C09  C08  C03  C04  180.00   0.0  0
 8GU  CONST_28  C09  C08  C07  C06  180.00   0.0  0
 8GU  CONST_29  O16  C07  C08  C09    0.00   0.0  0
 8GU  CONST_30  N21  C20  C19  C18  180.00   0.0  0
 8GU  CONST_31  N24  C23  C19  C18    0.00   0.0  0
 8GU  CONST_32  H3   C20  N21  C22  180.00   0.0  0
 8GU  CONST_33  H4   C26  C27  C22  180.00   0.0  0
 8GU  CONST_34  H9   C05  C06  C28    0.00   0.0  0
 8GU  CONST_35  H8   C04  C05  C06  180.00   0.0  0
 8GU  CONST_36  H22  N21  C20  C19  180.00   0.0  0
 8GU  CONST_37  H24  C27  C22  N21    0.00   0.0  0
 8GU  CONST_38  H23  C25  N24  C23  180.00   0.0  0
 8GU  Var_01    C12  C11  N10  C15  -57.14  30.0  1
 8GU  Var_02    C12  N13  C14  C15   59.40  30.0  1
 8GU  Var_03    N13  C14  C15  N10  -58.05  30.0  1
 8GU  Var_04    N13  C12  C11  N10   57.87  30.0  1
 8GU  Var_05    C14  C15  N10  C11   57.32  30.0  1
 8GU  Var_06    C14  N13  C12  C11  -59.40  30.0  1
 8GU  Var_07    C08  C09  N10  C15  167.11  30.0  2
 8GU  Var_08    C20  C19  C18  C17   -1.11  30.0  2
 8GU  Var_09    C19  C18  C17  C28  179.49  30.0  2
 8GU  Var_10    N10  C09  C08  C03  -73.60  30.0  2
 8GU  Var_11    C04  C03  O02  C01    1.46  30.0  1
 8GU  Var_12    H5   C01  O02  C03  -62.09  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
 8GU  plan-1  C20  0.020
 8GU  plan-1  C22  0.020
 8GU  plan-1  C26  0.020
 8GU  plan-1  C19  0.020
 8GU  plan-1  N21  0.020
 8GU  plan-1  C23  0.020
 8GU  plan-1  N24  0.020
 8GU  plan-1  C25  0.020
 8GU  plan-1  C27  0.020
 8GU  plan-1  H4   0.020
 8GU  plan-1  H22  0.020
 8GU  plan-1  H23  0.020
 8GU  plan-1  H24  0.020
 8GU  plan-1  C18  0.020
 8GU  plan-1  H3   0.020
 8GU  plan-2  C17  0.020
 8GU  plan-2  C28  0.020
 8GU  plan-2  C03  0.020
 8GU  plan-2  C04  0.020
 8GU  plan-2  C05  0.020
 8GU  plan-2  C06  0.020
 8GU  plan-2  C07  0.020
 8GU  plan-2  C08  0.020
 8GU  plan-2  C09  0.020
 8GU  plan-2  O16  0.020
 8GU  plan-2  O29  0.020
 8GU  plan-2  H8   0.020
 8GU  plan-2  H9   0.020
 8GU  plan-2  C18  0.020
 8GU  plan-2  O02  0.020

