# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 16:34:44 2022
#   Inital geometry file: a 131 line input string
#   Ligand name: 4'-fluoro-4,5-dihydroxy-N-[4-(thieno[2,3-c]pyridin-2-yl)butyl][1,1'-biphenyl]-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cc(cc(c1O)C(=O)NCCCCc2sc3cnccc3c2)c4ccc(F)cc4
#
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
 76G  76G  4'-fluoro-4,5-dihydroxy-N-[4-(thieno[2,3-c]pyridin-2-yl)butyl][1,1'-biphenyl]-3-carboxamide  ligand  52  31  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_76G
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
 76G  N1   N  NH1   0  -0.667    0.7932  -1.2154   0.0998
 76G  C4   C  CH2   0  -0.421   -2.9064  -0.3884   0.0285
 76G  C5   C  CH2   0  -0.504   -3.6801   0.9115  -0.2014
 76G  C6   C  CR5   0  -0.130   -5.1521   0.7451  -0.0311
 76G  C8   C  CR15  0  -0.255   -5.9243   1.1731   0.9972
 76G  C10  C  CR56  0  -0.308   -7.5270   0.0757  -0.3233
 76G  N12  N  N     0  -0.414   -9.8342  -0.1335   0.1592
 76G  C13  C  CR16  0  -0.077   -9.6267   0.5587   1.2877
 76G  C17  C  CR16  0  -0.413    5.8675  -1.2429  -0.1000
 76G  C20  C  CR6   0   0.115    4.9504  -0.1905   0.0164
 76G  C21  C  CR6   0   0.082    5.4237   1.2024   0.1410
 76G  C22  C  C     0   0.639    1.6991  -2.1709  -0.0913
 76G  C24  C  CR6   0   0.328    5.4429  -2.5486  -0.2129
 76G  C26  C  CR16  0  -0.397    7.0468   2.8054   0.9680
 76G  C28  C  CR16  0  -0.396    5.1535   3.5686  -0.3214
 76G  C2   C  CH2   0  -0.245   -0.6348  -1.4660   0.1499
 76G  C3   C  CH2   0  -0.476   -1.4041  -0.1782  -0.0944
 76G  S7   S  S2    0   0.224   -6.0653  -0.1345  -1.2253
 76G  C9   C  CR56  0   0.293   -7.2985   0.8026   0.8559
 76G  C11  C  CR16  0  -0.080   -8.8063  -0.3716  -0.6341
 76G  C14  C  CR16  0  -0.390   -8.3987   1.0463   1.6826
 76G  O15  O  OH1   0  -0.632    6.3544  -3.5328  -0.3290
 76G  O16  O  OH1   0  -0.645    3.7354  -4.1305  -0.3440
 76G  C18  C  CR6   0  -0.147    3.1392  -1.8035  -0.0982
 76G  C19  C  CR16  0  -0.412    3.5984  -0.4868   0.0153
 76G  C23  C  CR6   0   0.240    4.0677  -2.8437  -0.2198
 76G  C25  C  CR16  0  -0.295    6.5914   1.5016   0.8452
 76G  C27  C  CR6   0   0.514    6.3162   3.8195   0.3806
 76G  C29  C  CR16  0  -0.299    4.7175   2.2580  -0.4388
 76G  F30  F  F     0  -0.315    6.7500   5.0854   0.4917
 76G  O31  O  O     0  -0.547    1.3588  -3.3534  -0.2654
 76G  H1   H  HNH1  0   0.418    1.0941  -0.2840   0.3324
 76G  H2   H  HCH2  0   0.239   -3.1457  -0.7766   1.0221
 76G  H3   H  HCH2  0   0.233   -3.2322  -1.1467  -0.6894
 76G  H4   H  HCH2  0   0.262   -3.3392   1.6701   0.5066
 76G  H5   H  HCH2  0   0.262   -3.4612   1.2960  -1.2016
 76G  H6   H  HCR5  0   0.269   -5.5336   1.7334   1.8356
 76G  H7   H  HCR6  0   0.265  -10.4994   0.7306   1.9069
 76G  H8   H  HCR6  0   0.269    6.9323  -1.0433  -0.1227
 76G  H9   H  HCR6  0   0.282    7.9513   3.0256   1.5197
 76G  H10  H  HCR6  0   0.282    4.6017   4.3783  -0.7805
 76G  H11  H  HCH2  0   0.248   -0.8931  -2.2072  -0.6068
 76G  H12  H  HCH2  0   0.241   -0.9083  -1.8879   1.1223
 76G  H13  H  HCH2  0   0.241   -1.1629   0.2072  -1.0889
 76G  H14  H  HCH2  0   0.236   -1.0864   0.5833   0.6257
 76G  H15  H  HCR6  0   0.273   -8.9963  -0.9322  -1.5432
 76G  H16  H  HCR6  0   0.269   -8.2978   1.6006   2.6063
 76G  H17  H  HOH1  0   0.475    5.9144  -4.3894  -0.3950
 76G  H18  H  HOH1  0   0.484    2.7396  -4.1570  -0.3540
 76G  H19  H  HCR6  0   0.251    2.8980   0.3312   0.1176
 76G  H20  H  HCR6  0   0.266    7.1527   0.7107   1.3259
 76G  H21  H  HCR6  0   0.266    3.8205   2.0610  -1.0119

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
 76G  F30  C27  single    1.343  0.020  1.343
 76G  C28  C27  aromatic  1.381  0.020  1.381
 76G  C28  C29  aromatic  1.386  0.020  1.386
 76G  C27  C26  aromatic  1.381  0.020  1.381
 76G  C29  C21  aromatic  1.396  0.020  1.396
 76G  C26  C25  aromatic  1.386  0.020  1.386
 76G  C21  C25  aromatic  1.396  0.020  1.396
 76G  C21  C20  single    1.476  0.020  1.476
 76G  C20  C19  aromatic  1.384  0.020  1.384
 76G  C20  C17  aromatic  1.401  0.020  1.401
 76G  C19  C18  aromatic  1.399  0.020  1.399
 76G  C17  C24  aromatic  1.378  0.020  1.378
 76G  C3   C4   single    1.522  0.020  1.522
 76G  C3   C2   single    1.520  0.020  1.520
 76G  O31  C22  double    1.243  0.020  1.243
 76G  C18  C22  single    1.486  0.020  1.486
 76G  C18  C23  aromatic  1.400  0.020  1.400
 76G  C5   C4   single    1.530  0.020  1.530
 76G  C5   C6   single    1.491  0.020  1.491
 76G  C22  N1   single    1.330  0.020  1.330
 76G  C24  C23  aromatic  1.407  0.020  1.407
 76G  C24  O15  single    1.346  0.020  1.346
 76G  C23  O16  single    1.335  0.020  1.335
 76G  N1   C2   single    1.451  0.020  1.451
 76G  C6   C8   aromatic  1.355  0.020  1.355
 76G  C6   S7   aromatic  1.742  0.020  1.742
 76G  C8   C9   aromatic  1.430  0.020  1.430
 76G  S7   C10  aromatic  1.730  0.020  1.730
 76G  C9   C10  aromatic  1.404  0.020  1.404
 76G  C9   C14  aromatic  1.398  0.020  1.398
 76G  C10  C11  aromatic  1.390  0.020  1.390
 76G  C14  C13  aromatic  1.379  0.020  1.379
 76G  C11  N12  aromatic  1.320  0.020  1.320
 76G  C13  N12  aromatic  1.340  0.020  1.340
 76G  N1   H1   single    0.860  0.020  1.020
 76G  C4   H2   single    0.970  0.020  1.090
 76G  C4   H3   single    0.970  0.020  1.090
 76G  C5   H4   single    0.970  0.020  1.090
 76G  C5   H5   single    0.970  0.020  1.090
 76G  C8   H6   single    0.930  0.020  1.080
 76G  C13  H7   single    0.930  0.020  1.080
 76G  C17  H8   single    0.930  0.020  1.080
 76G  C26  H9   single    0.930  0.020  1.080
 76G  C28  H10  single    0.930  0.020  1.080
 76G  C2   H11  single    0.970  0.020  1.090
 76G  C2   H12  single    0.970  0.020  1.090
 76G  C3   H13  single    0.970  0.020  1.090
 76G  C3   H14  single    0.970  0.020  1.090
 76G  C11  H15  single    0.930  0.020  1.080
 76G  C14  H16  single    0.930  0.020  1.080
 76G  O15  H17  single    0.850  0.020  0.980
 76G  O16  H18  single    0.850  0.020  0.980
 76G  C19  H19  single    0.930  0.020  1.080
 76G  C25  H20  single    0.930  0.020  1.080
 76G  C29  H21  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
 76G  H1   N1   C2   116.51  3.000
 76G  H1   N1   C22  119.63  3.000
 76G  C2   N1   C22  123.45  3.000
 76G  H3   C4   H2   106.57  3.000
 76G  H3   C4   C3   109.68  3.000
 76G  H2   C4   C3   109.78  3.000
 76G  H3   C4   C5   109.86  3.000
 76G  H2   C4   C5   109.12  3.000
 76G  C3   C4   C5   111.70  3.000
 76G  H5   C5   H4   106.63  3.000
 76G  H5   C5   C6   109.96  3.000
 76G  H4   C5   C6   108.15  3.000
 76G  H5   C5   C4   109.56  3.000
 76G  H4   C5   C4   109.56  3.000
 76G  C6   C5   C4   112.78  3.000
 76G  S7   C6   C8   112.39  3.000
 76G  S7   C6   C5   119.71  3.000
 76G  C8   C6   C5   127.87  3.000
 76G  H6   C8   C9   123.91  3.000
 76G  H6   C8   C6   123.10  3.000
 76G  C9   C8   C6   113.00  3.000
 76G  C11  C10  C9   120.27  3.000
 76G  C11  C10  S7   128.44  3.000
 76G  C9   C10  S7   111.30  3.000
 76G  C11  N12  C13  118.60  3.000
 76G  H7   C13  C14  119.82  3.000
 76G  H7   C13  N12  116.01  3.000
 76G  C14  C13  N12  124.17  3.000
 76G  H8   C17  C24  118.41  3.000
 76G  H8   C17  C20  120.45  3.000
 76G  C24  C17  C20  121.14  3.000
 76G  C19  C20  C21  121.01  3.000
 76G  C19  C20  C17  118.60  3.000
 76G  C21  C20  C17  120.39  3.000
 76G  C29  C21  C25  118.07  3.000
 76G  C25  C21  C20  120.86  3.000
 76G  C29  C21  C20  121.07  3.000
 76G  O31  C22  C18  119.99  3.000
 76G  C18  C22  N1   118.88  3.000
 76G  O31  C22  N1   121.13  3.000
 76G  C23  C24  O15  120.53  3.000
 76G  O15  C24  C17  119.42  3.000
 76G  C23  C24  C17  120.04  3.000
 76G  H9   C26  C27  120.64  3.000
 76G  H9   C26  C25  120.74  3.000
 76G  C27  C26  C25  118.62  3.000
 76G  H10  C28  C29  120.74  3.000
 76G  H10  C28  C27  120.60  3.000
 76G  C29  C28  C27  118.66  3.000
 76G  H12  C2   H11  107.18  3.000
 76G  H12  C2   C3   110.05  3.000
 76G  H11  C2   C3   110.16  3.000
 76G  H12  C2   N1   110.08  3.000
 76G  H11  C2   N1   109.06  3.000
 76G  C3   C2   N1   110.26  3.000
 76G  H14  C3   H13  106.80  3.000
 76G  H14  C3   C2   109.68  3.000
 76G  H13  C3   C2   109.46  3.000
 76G  H14  C3   C4   109.23  3.000
 76G  H13  C3   C4   109.86  3.000
 76G  C2   C3   C4   111.69  3.000
 76G  C10  S7   C6    91.38  3.000
 76G  C14  C9   C10  117.32  3.000
 76G  C14  C9   C8   130.75  3.000
 76G  C10  C9   C8   111.93  3.000
 76G  H15  C11  N12  117.42  3.000
 76G  H15  C11  C10  120.98  3.000
 76G  N12  C11  C10  121.61  3.000
 76G  H16  C14  C9   121.39  3.000
 76G  H16  C14  C13  120.58  3.000
 76G  C9   C14  C13  118.03  3.000
 76G  H17  O15  C24  110.25  3.000
 76G  H18  O16  C23  105.98  3.000
 76G  C23  C18  C19  119.26  3.000
 76G  C23  C18  C22  117.35  3.000
 76G  C19  C18  C22  123.38  3.000
 76G  H19  C19  C18  120.46  3.000
 76G  H19  C19  C20  118.07  3.000
 76G  C18  C19  C20  121.47  3.000
 76G  C18  C23  O16  124.02  3.000
 76G  O16  C23  C24  116.49  3.000
 76G  C18  C23  C24  119.49  3.000
 76G  H20  C25  C26  118.52  3.000
 76G  H20  C25  C21  120.07  3.000
 76G  C26  C25  C21  121.40  3.000
 76G  F30  C27  C28  119.03  3.000
 76G  C28  C27  C26  121.88  3.000
 76G  F30  C27  C26  119.09  3.000
 76G  H21  C29  C28  118.52  3.000
 76G  H21  C29  C21  120.09  3.000
 76G  C28  C29  C21  121.37  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
 76G  CONST_01  C10  C9   C8   C6      0.00   0.0  0
 76G  CONST_02  C14  C9   C8   C6    180.00   0.0  0
 76G  CONST_03  C9   C10  S7   C6      0.00   0.0  0
 76G  CONST_04  C11  C10  S7   C6    180.00   0.0  0
 76G  CONST_05  C10  S7   C6   C8      0.00   0.0  0
 76G  CONST_06  S7   C10  C9   C8      0.00   0.0  0
 76G  CONST_07  C11  C10  C9   C8    180.00   0.0  0
 76G  CONST_08  C13  C14  C9   C8    180.00   0.0  0
 76G  CONST_09  C13  C14  C9   C10     0.00   0.0  0
 76G  CONST_10  C13  N12  C11  C10     0.00   0.0  0
 76G  CONST_11  S7   C10  C11  N12   180.00   0.0  0
 76G  CONST_12  C9   C10  C11  N12     0.00   0.0  0
 76G  CONST_13  C9   C14  C13  N12     0.00   0.0  0
 76G  CONST_16  C18  C19  C20  C17     0.00   0.0  0
 76G  CONST_17  C18  C23  C24  C17     0.00   0.0  0
 76G  CONST_18  C28  C29  C21  C20   180.00   0.0  0
 76G  CONST_19  C26  C25  C21  C20   180.00   0.0  0
 76G  CONST_20  C23  C18  C19  C20     0.00   0.0  0
 76G  CONST_21  C23  C24  C17  C20     0.00   0.0  0
 76G  CONST_22  C27  C28  C29  C21     0.00   0.0  0
 76G  CONST_23  C27  C26  C25  C21     0.00   0.0  0
 76G  CONST_24  C18  C19  C20  C21   180.00   0.0  0
 76G  CONST_25  C24  C17  C20  C21   180.00   0.0  0
 76G  CONST_26  C19  C20  C17  C24     0.00   0.0  0
 76G  CONST_27  C19  C18  C23  C24     0.00   0.0  0
 76G  CONST_28  C29  C28  C27  C26     0.00   0.0  0
 76G  CONST_29  C29  C21  C25  C26     0.00   0.0  0
 76G  CONST_30  C25  C26  C27  C28     0.00   0.0  0
 76G  CONST_31  C25  C21  C29  C28     0.00   0.0  0
 76G  CONST_32  C9   C8   C6   S7      0.00   0.0  0
 76G  CONST_33  C14  C9   C10  S7    180.00   0.0  0
 76G  CONST_34  C14  C9   C10  C11     0.00   0.0  0
 76G  CONST_35  C14  C13  N12  C11     0.00   0.0  0
 76G  CONST_38  C9   C8   C6   C5    180.00   0.0  0
 76G  CONST_39  C10  S7   C6   C5    180.00   0.0  0
 76G  CONST_40  O16  C23  C24  C17   180.00   0.0  0
 76G  CONST_41  C22  C18  C19  C20   180.00   0.0  0
 76G  CONST_42  O15  C24  C17  C20   180.00   0.0  0
 76G  CONST_43  C24  C23  C18  C22   180.00   0.0  0
 76G  CONST_44  C18  C23  C24  O15   180.00   0.0  0
 76G  CONST_45  C19  C18  C23  O16   180.00   0.0  0
 76G  CONST_46  F30  C27  C26  C25   180.00   0.0  0
 76G  CONST_47  F30  C27  C28  C29   180.00   0.0  0
 76G  CONST_48  H16  C14  C9   C8      0.00   0.0  0
 76G  CONST_49  H6   C8   C9   C10   180.00   0.0  0
 76G  CONST_50  H15  C11  N12  C13   180.00   0.0  0
 76G  CONST_51  H19  C19  C20  C17   180.00   0.0  0
 76G  CONST_52  H21  C29  C21  C20     0.00   0.0  0
 76G  CONST_53  H20  C25  C21  C20     0.00   0.0  0
 76G  CONST_54  H10  C28  C29  C21   180.00   0.0  0
 76G  CONST_55  H9   C26  C25  C21   180.00   0.0  0
 76G  CONST_56  H8   C17  C20  C21     0.00   0.0  0
 76G  CONST_57  H7   C13  C14  C9    180.00   0.0  0
 76G  CONST_58  C18  C22  N1   C2    180.00   0.0  0
 76G  CONST_59  H1   N1   C22  C18     0.00   0.0  0
 76G  CONST_60  O31  C22  N1   C2      0.00   0.0  0
 76G  Var_01    C19  C18  C22  N1     -3.54  30.0  2
 76G  Var_02    C8   C6   C5   C4    106.34  30.0  2
 76G  Var_03    C3   C4   C5   C6   -177.63  30.0  3
 76G  Var_04    C4   C3   C2   N1   -176.81  30.0  1
 76G  Var_05    C2   C3   C4   C5    179.34  30.0  2
 76G  Var_06    C3   C2   N1   C22  -160.80  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
 76G  plan-1  C17  0.020
 76G  plan-1  C20  0.020
 76G  plan-1  C21  0.020
 76G  plan-1  C22  0.020
 76G  plan-1  C24  0.020
 76G  plan-1  O15  0.020
 76G  plan-1  O16  0.020
 76G  plan-1  C18  0.020
 76G  plan-1  C19  0.020
 76G  plan-1  C23  0.020
 76G  plan-1  H8   0.020
 76G  plan-1  H19  0.020
 76G  plan-2  C20  0.020
 76G  plan-2  C21  0.020
 76G  plan-2  C26  0.020
 76G  plan-2  C28  0.020
 76G  plan-2  C25  0.020
 76G  plan-2  C27  0.020
 76G  plan-2  C29  0.020
 76G  plan-2  F30  0.020
 76G  plan-2  H9   0.020
 76G  plan-2  H10  0.020
 76G  plan-2  H20  0.020
 76G  plan-2  H21  0.020
 76G  plan-3  C5   0.020
 76G  plan-3  C6   0.020
 76G  plan-3  C8   0.020
 76G  plan-3  C10  0.020
 76G  plan-3  N12  0.020
 76G  plan-3  C13  0.020
 76G  plan-3  S7   0.020
 76G  plan-3  C9   0.020
 76G  plan-3  C11  0.020
 76G  plan-3  C14  0.020
 76G  plan-3  H6   0.020
 76G  plan-3  H7   0.020
 76G  plan-3  H15  0.020
 76G  plan-3  H16  0.020
 76G  plan-4  N1   0.020
 76G  plan-4  C22  0.020
 76G  plan-4  C2   0.020
 76G  plan-4  C18  0.020
 76G  plan-4  O31  0.020
 76G  plan-4  H1   0.020

