# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May  3 22:28:35 2020
#   Inital geometry file: a 114 line input string
#   Ligand name: N-cyclopropyl-2',6-dimethyl-4'-(5-methyl-1,3,4-oxadiazol-2-yl)biphenyl-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1oc(nn1)c2ccc(c(C)c2)c3cc(ccc3C)C(=O)NC4CC4
#
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
 G6A  G6A  N-cyclopropyl-2',6-dimethyl-4'-(5-methyl-1,3,4-oxadiazol-2-yl)biphenyl-3-carboxamide  ligand  47  26  .  2022-09-22  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_G6A
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
 G6A  C26   C  CH3   0  -0.758   7.6306  -1.7953  -0.8786
 G6A  C23   C  CH2   0  -0.512  -7.8499  -1.0713  -0.0553
 G6A  C22   C  CH2   0  -0.483  -7.1824  -1.4515   1.2302
 G6A  C19   C  CH1   0  -0.079  -6.4533  -1.6029  -0.0657
 G6A  C25   C  CR5   0   0.459   6.5728  -1.1510  -0.0790
 G6A  O21   O  O     0  -0.412   5.3411  -1.0089  -0.6010
 G6A  N24   N  N     0  -0.310   6.6309  -0.6692   1.1115
 G6A  N20   N  N     0  -0.317   5.3862  -0.1811   1.4060
 G6A  C18   C  CR5   0   0.477   4.6482  -0.3980   0.3732
 G6A  C15   C  CR6   0  -0.013   3.2462  -0.0731   0.1727
 G6A  C12   C  CR16  0  -0.294   2.5908  -0.4005  -1.0106
 G6A  C6    C  CR16  0  -0.259   1.2536  -0.0716  -1.1586
 G6A  C10   C  CR16  0  -0.322   2.5463   0.5743   1.1907
 G6A  C5    C  CR6   0   0.101   1.2064   0.9065   1.0493
 G6A  C11   C  CH3   0  -0.743   0.4750   1.5964   2.1629
 G6A  C2    C  CR6   0   0.012   0.5553   0.5791  -0.1481
 G6A  C1    C  CR6   0   0.036  -0.8750   0.9224  -0.3533
 G6A  C3    C  CR16  0  -0.296  -1.8558   0.0117   0.0116
 G6A  C7    C  CR6   0  -0.035  -3.2062   0.2859  -0.1874
 G6A  C13   C  C     0   0.531  -4.2063  -0.7393   0.2382
 G6A  O17   O  O     0  -0.482  -3.9385  -1.5691   1.0948
 G6A  N16   N  NH1   0  -0.660  -5.4040  -0.6893  -0.3761
 G6A  C14   C  CR16  0  -0.286  -3.5634   1.5121  -0.7394
 G6A  C8    C  CR16  0  -0.283  -2.5861   2.4279  -1.0957
 G6A  C4    C  CR6   0   0.073  -1.2334   2.1541  -0.9166
 G6A  C9    C  CH3   0  -0.744  -0.1913   3.1576  -1.3112
 G6A  H26   H  HCH3  0   0.278   7.8392  -1.2237  -1.7832
 G6A  H26A  H  HCH3  0   0.276   8.5417  -1.8598  -0.2903
 G6A  H26B  H  HCH3  0   0.278   7.3342  -2.8004  -1.1784
 G6A  H23A  H  HCH2  0   0.258  -7.9871  -0.0166  -0.2586
 G6A  H22   H  HCH2  0   0.256  -6.8673  -0.6539   1.8904
 G6A  H22A  H  HCH2  0   0.256  -7.5007  -2.3550   1.7337
 G6A  H19   H  HCH1  0   0.267  -6.3121  -2.6143  -0.4348
 G6A  H12   H  HCR6  0   0.264   3.1047  -0.9075  -1.8158
 G6A  H6    H  HCR6  0   0.260   0.7437  -0.3267  -2.0791
 G6A  H10   H  HCR6  0   0.258   3.0575   0.8254   2.1119
 G6A  H11   H  HCH3  0   0.250   0.1201   2.5830   1.8596
 G6A  H11A  H  HCH3  0   0.253  -0.4015   1.0280   2.4765
 G6A  H11B  H  HCH3  0   0.254   1.1176   1.7280   3.0320
 G6A  H3    H  HCR6  0   0.253  -1.5592  -0.9324   0.4511
 G6A  HN16  H  HNH1  0   0.406  -5.5118  -0.1150  -1.1964
 G6A  H14   H  HCR6  0   0.257  -4.6023   1.7833  -0.8777
 G6A  H8    H  HCR6  0   0.258  -2.8839   3.3792  -1.5187
 G6A  H9    H  HCH3  0   0.253   0.5468   2.7250  -1.9873
 G6A  H9A   H  HCH3  0   0.255  -0.6400   4.0175  -1.8059
 G6A  H9B   H  HCH3  0   0.251   0.3570   3.5247  -0.4410
 G6A  H23   H  HCH2  0   0.259  -8.6322  -1.7083  -0.4458

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
 G6A  C26  C25   single    1.474  0.020  1.474
 G6A  C23  C22   single    1.498  0.020  1.498
 G6A  C23  C19   single    1.494  0.020  1.494
 G6A  C22  C19   single    1.495  0.020  1.495
 G6A  C19  N16   single    1.426  0.020  1.426
 G6A  C25  O21   aromatic  1.345  0.020  1.345
 G6A  C25  N24   aromatic  1.286  0.020  1.286
 G6A  O21  C18   aromatic  1.343  0.020  1.343
 G6A  N24  N20   aromatic  1.369  0.020  1.369
 G6A  N20  C18   aromatic  1.288  0.020  1.288
 G6A  C18  C15   single    1.453  0.020  1.453
 G6A  C15  C12   aromatic  1.392  0.020  1.392
 G6A  C15  C10   aromatic  1.395  0.020  1.395
 G6A  C12  C6    aromatic  1.385  0.020  1.385
 G6A  C6   C2    aromatic  1.390  0.020  1.390
 G6A  C10  C5    aromatic  1.388  0.020  1.388
 G6A  C5   C11   single    1.500  0.020  1.500
 G6A  C5   C2    aromatic  1.402  0.020  1.402
 G6A  C2   C1    single    1.485  0.020  1.485
 G6A  C1   C3    aromatic  1.387  0.020  1.387
 G6A  C1   C4    aromatic  1.401  0.020  1.401
 G6A  C3   C7    aromatic  1.392  0.020  1.392
 G6A  C7   C13   single    1.494  0.020  1.494
 G6A  C7   C14   aromatic  1.391  0.020  1.391
 G6A  C13  O17   double    1.222  0.020  1.222
 G6A  C13  N16   single    1.347  0.020  1.347
 G6A  C14  C8    aromatic  1.386  0.020  1.386
 G6A  C8   C4    aromatic  1.392  0.020  1.392
 G6A  C4   C9    single    1.500  0.020  1.500
 G6A  C26  H26   single    0.970  0.020  1.090
 G6A  C26  H26A  single    0.970  0.020  1.090
 G6A  C26  H26B  single    0.970  0.020  1.090
 G6A  C23  H23   single    0.970  0.020  1.090
 G6A  C23  H23A  single    0.970  0.020  1.090
 G6A  C22  H22   single    0.970  0.020  1.090
 G6A  C22  H22A  single    0.970  0.020  1.090
 G6A  C19  H19   single    0.970  0.020  1.090
 G6A  C12  H12   single    0.930  0.020  1.080
 G6A  C6   H6    single    0.930  0.020  1.080
 G6A  C10  H10   single    0.930  0.020  1.080
 G6A  C11  H11   single    0.970  0.020  1.090
 G6A  C11  H11A  single    0.970  0.020  1.090
 G6A  C11  H11B  single    0.970  0.020  1.090
 G6A  C3   H3    single    0.930  0.020  1.080
 G6A  N16  HN16  single    0.860  0.020  1.020
 G6A  C14  H14   single    0.930  0.020  1.080
 G6A  C8   H8    single    0.930  0.020  1.080
 G6A  C9   H9    single    0.970  0.020  1.090
 G6A  C9   H9A   single    0.970  0.020  1.090
 G6A  C9   H9B   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
 G6A  H26B  C26  H26A  108.81  3.000
 G6A  H26B  C26  H26   107.89  3.000
 G6A  H26A  C26  H26   108.66  3.000
 G6A  H26B  C26  C25   110.92  3.000
 G6A  H26A  C26  C25   109.51  3.000
 G6A  H26   C26  C25   110.98  3.000
 G6A  H23A  C23  H23   114.47  3.000
 G6A  H23A  C23  C19   117.62  3.000
 G6A  H23   C23  C19   117.63  3.000
 G6A  H23A  C23  C22   117.71  3.000
 G6A  H23   C23  C22   118.86  3.000
 G6A  C19   C23  C22    59.94  3.000
 G6A  H22A  C22  H22   114.65  3.000
 G6A  H22A  C22  C19   117.54  3.000
 G6A  H22   C22  C19   117.49  3.000
 G6A  H22A  C22  C23   118.70  3.000
 G6A  H22   C22  C23   117.79  3.000
 G6A  C19   C22  C23    59.92  3.000
 G6A  H19   C19  N16   115.29  3.000
 G6A  H19   C19  C22   116.91  3.000
 G6A  N16   C19  C22   118.88  3.000
 G6A  H19   C19  C23   117.08  3.000
 G6A  N16   C19  C23   117.48  3.000
 G6A  C22   C19  C23    60.14  3.000
 G6A  N24   C25  O21   111.17  3.000
 G6A  N24   C25  C26   129.32  3.000
 G6A  O21   C25  C26   119.51  3.000
 G6A  C18   O21  C25   103.83  3.000
 G6A  N20   N24  C25   106.96  3.000
 G6A  C18   N20  N24   106.77  3.000
 G6A  C15   C18  N20   128.75  3.000
 G6A  C15   C18  O21   119.97  3.000
 G6A  N20   C18  O21   111.28  3.000
 G6A  C10   C15  C12   119.56  3.000
 G6A  C10   C15  C18   119.16  3.000
 G6A  C12   C15  C18   121.28  3.000
 G6A  H12   C12  C6    119.38  3.000
 G6A  H12   C12  C15   121.30  3.000
 G6A  C6    C12  C15   119.32  3.000
 G6A  H6    C6   C2    119.46  3.000
 G6A  H6    C6   C12   119.31  3.000
 G6A  C2    C6   C12   121.23  3.000
 G6A  H10   C10  C5    119.14  3.000
 G6A  H10   C10  C15   119.44  3.000
 G6A  C5    C10  C15   121.42  3.000
 G6A  C2    C5   C11   121.00  3.000
 G6A  C2    C5   C10   118.66  3.000
 G6A  C11   C5   C10   120.34  3.000
 G6A  H11B  C11  H11A  107.92  3.000
 G6A  H11B  C11  H11   107.73  3.000
 G6A  H11A  C11  H11   106.84  3.000
 G6A  H11B  C11  C5    111.12  3.000
 G6A  H11A  C11  C5    111.44  3.000
 G6A  H11   C11  C5    111.59  3.000
 G6A  C1    C2   C5    120.75  3.000
 G6A  C1    C2   C6    119.44  3.000
 G6A  C5    C2   C6    119.80  3.000
 G6A  C4    C1   C3    120.13  3.000
 G6A  C4    C1   C2    120.34  3.000
 G6A  C3    C1   C2    119.52  3.000
 G6A  H3    C3   C7    119.69  3.000
 G6A  H3    C3   C1    119.05  3.000
 G6A  C7    C3   C1    121.26  3.000
 G6A  C14   C7   C13   123.09  3.000
 G6A  C14   C7   C3    118.64  3.000
 G6A  C13   C7   C3    118.26  3.000
 G6A  N16   C13  O17   122.66  3.000
 G6A  N16   C13  C7    116.09  3.000
 G6A  O17   C13  C7    121.25  3.000
 G6A  HN16  N16  C13   119.19  3.000
 G6A  HN16  N16  C19   117.65  3.000
 G6A  C13   N16  C19   122.10  3.000
 G6A  H14   C14  C8    118.58  3.000
 G6A  H14   C14  C7    121.18  3.000
 G6A  C8    C14  C7    120.22  3.000
 G6A  H8    C8   C4    119.37  3.000
 G6A  H8    C8   C14   119.14  3.000
 G6A  C4    C8   C14   121.49  3.000
 G6A  C9    C4   C8    120.66  3.000
 G6A  C9    C4   C1    121.09  3.000
 G6A  C8    C4   C1    118.25  3.000
 G6A  H9B   C9   H9A   107.67  3.000
 G6A  H9B   C9   H9    106.71  3.000
 G6A  H9A   C9   H9    108.09  3.000
 G6A  H9B   C9   C4    111.36  3.000
 G6A  H9A   C9   C4    111.20  3.000
 G6A  H9    C9   C4    111.59  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
 G6A  CONST_01  N20   C18  O21  C25    0.00   0.0  0
 G6A  CONST_02  C15   C18  O21  C25  180.00   0.0  0
 G6A  CONST_03  C18   N20  N24  C25    0.00   0.0  0
 G6A  CONST_04  N20   N24  C25  O21    0.00   0.0  0
 G6A  CONST_05  N24   N20  C18  O21    0.00   0.0  0
 G6A  CONST_06  C12   C15  C18  O21    0.00   0.0  0
 G6A  CONST_07  C10   C15  C18  O21  180.00   0.0  0
 G6A  CONST_08  C18   O21  C25  N24    0.00   0.0  0
 G6A  CONST_09  C15   C18  N20  N24  180.00   0.0  0
 G6A  CONST_10  C12   C15  C18  N20  180.00   0.0  0
 G6A  CONST_11  C10   C15  C18  N20    0.00   0.0  0
 G6A  CONST_12  C6    C12  C15  C18  180.00   0.0  0
 G6A  CONST_13  C5    C10  C15  C18  180.00   0.0  0
 G6A  CONST_14  C2    C6   C12  C15    0.00   0.0  0
 G6A  CONST_15  C2    C5   C10  C15    0.00   0.0  0
 G6A  CONST_16  C5    C10  C15  C12    0.00   0.0  0
 G6A  CONST_17  C5    C2   C6   C12    0.00   0.0  0
 G6A  CONST_18  C1    C2   C6   C12  180.00   0.0  0
 G6A  CONST_19  C10   C15  C12  C6     0.00   0.0  0
 G6A  CONST_20  C10   C5   C2   C6     0.00   0.0  0
 G6A  CONST_23  C1    C2   C5   C10  180.00   0.0  0
 G6A  CONST_26  C7    C3   C1   C2   180.00   0.0  0
 G6A  CONST_27  C8    C4   C1   C2   180.00   0.0  0
 G6A  CONST_28  C14   C7   C3   C1     0.00   0.0  0
 G6A  CONST_29  C14   C8   C4   C1     0.00   0.0  0
 G6A  CONST_30  C8    C4   C1   C3     0.00   0.0  0
 G6A  CONST_31  C8    C14  C7   C3     0.00   0.0  0
 G6A  CONST_32  C4    C1   C3   C7     0.00   0.0  0
 G6A  CONST_33  C4    C8   C14  C7     0.00   0.0  0
 G6A  CONST_34  C18   O21  C25  C26  180.00   0.0  0
 G6A  CONST_35  N20   N24  C25  C26  180.00   0.0  0
 G6A  CONST_36  C11   C5   C10  C15  180.00   0.0  0
 G6A  CONST_37  C11   C5   C2   C6   180.00   0.0  0
 G6A  CONST_38  C1    C2   C5   C11    0.00   0.0  0
 G6A  CONST_39  C9    C4   C1   C2     0.00   0.0  0
 G6A  CONST_40  C13   C7   C3   C1   180.00   0.0  0
 G6A  CONST_41  C9    C4   C1   C3   180.00   0.0  0
 G6A  CONST_42  C8    C14  C7   C13  180.00   0.0  0
 G6A  CONST_43  C9    C4   C8   C14  180.00   0.0  0
 G6A  CONST_44  H12   C12  C15  C18    0.00   0.0  0
 G6A  CONST_45  H10   C10  C15  C18    0.00   0.0  0
 G6A  CONST_46  H6    C6   C12  C15  180.00   0.0  0
 G6A  CONST_47  H3    C3   C1   C2     0.00   0.0  0
 G6A  CONST_48  H8    C8   C4   C1   180.00   0.0  0
 G6A  CONST_49  H14   C14  C7   C3   180.00   0.0  0
 G6A  CONST_50  C7    C13  N16  C19  180.00   0.0  0
 G6A  CONST_51  O17   C13  N16  C19    0.00   0.0  0
 G6A  CONST_52  HN16  N16  C13  C7     0.00   0.0  0
 G6A  Var_01    N16   C19  C22  C23  106.92  30.0  1
 G6A  Var_02    C13   N16  C19  C23  142.44  30.0  3
 G6A  Var_03    O17   C13  C7   C3    23.24  30.0  2
 G6A  Var_04    H26   C26  C25  O21   62.22  30.0  2
 G6A  Var_05    H11   C11  C5   C10  117.68  30.0  2
 G6A  Var_06    H9    C9   C4   C1    54.47  30.0  2

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
 G6A  chir_01  C19  C23  C22  N16  both

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
 G6A  plan-1  C26   0.020
 G6A  plan-1  C25   0.020
 G6A  plan-1  O21   0.020
 G6A  plan-1  N24   0.020
 G6A  plan-1  N20   0.020
 G6A  plan-1  C18   0.020
 G6A  plan-1  C15   0.020
 G6A  plan-2  C18   0.020
 G6A  plan-2  C15   0.020
 G6A  plan-2  C12   0.020
 G6A  plan-2  C6    0.020
 G6A  plan-2  C10   0.020
 G6A  plan-2  C5    0.020
 G6A  plan-2  C11   0.020
 G6A  plan-2  C2    0.020
 G6A  plan-2  C1    0.020
 G6A  plan-2  H12   0.020
 G6A  plan-2  H6    0.020
 G6A  plan-2  H10   0.020
 G6A  plan-3  C2    0.020
 G6A  plan-3  C1    0.020
 G6A  plan-3  C3    0.020
 G6A  plan-3  C7    0.020
 G6A  plan-3  C13   0.020
 G6A  plan-3  C14   0.020
 G6A  plan-3  C8    0.020
 G6A  plan-3  C4    0.020
 G6A  plan-3  C9    0.020
 G6A  plan-3  H3    0.020
 G6A  plan-3  H14   0.020
 G6A  plan-3  H8    0.020
 G6A  plan-4  C19   0.020
 G6A  plan-4  C7    0.020
 G6A  plan-4  C13   0.020
 G6A  plan-4  O17   0.020
 G6A  plan-4  N16   0.020
 G6A  plan-4  HN16  0.020

