# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 08:54:12 2020
#   Inital geometry file: a 131 line input string
#   Ligand name: 3-{3-bromo-4-[(2,4-difluorobenzyl)oxy]-6-methyl-2-oxopyridin-1(2H)-yl}-N,4-dimethylbenzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNC(=O)c1ccc(C)c(c1)N2C(=CC(=C(Br)C2=O)OCc3ccc(F)cc3F)C
#
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
 I45  I45  3-{3-bromo-4-[(2,4-difluorobenzyl)oxy]-6-methyl-2-oxopyridin-1(2H)-yl}-N,4-dimethylbenzamide  ligand  49  30  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_I45
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
 I45  C1    C   CR6   0  -0.180   4.4917   0.7172   0.7110
 I45  C2    C   CR6   0   0.561   5.4465   1.6121   1.1710
 I45  C3    C   CR16  0  -0.553   6.7811   1.2968   1.3152
 I45  C4    C   CR6   0   0.536   7.1640   0.0124   0.9779
 I45  C5    C   CR16  0  -0.410   6.2639  -0.9249   0.5154
 I45  C6    C   CR16  0  -0.266   4.9296  -0.5616   0.3863
 I45  C7    C   CH2   0  -0.194   3.0636   1.1712   0.6019
 I45  O8    O   O2    0  -0.457   2.3045   0.1051   0.0612
 I45  C9    C   CR6   0   0.625   0.9942   0.2353  -0.0993
 I45  C10   C   CR6   0  -0.473   0.3025  -0.8330  -0.6164
 I45  C11   C   CR6   0   0.581  -1.1107  -0.8012  -0.8263
 I45  N12   N   NR6   0  -0.665  -1.7272   0.4023  -0.4596
 I45  C13   C   CR6   0   0.386  -1.0587   1.4753   0.0496
 I45  C14   C   CR16  0  -0.532   0.2886   1.4148   0.2359
 I45  C15   C   CR6   0   0.242  -3.1453   0.4649  -0.6500
 I45  C16   C   CR16  0  -0.255  -3.9701   0.1231   0.4039
 I45  C17   C   CR6   0  -0.056  -5.3518   0.2034   0.2687
 I45  C18   C   CR16  0  -0.267  -5.8782   0.6062  -0.9548
 I45  C19   C   CR16  0  -0.309  -5.0391   0.9295  -2.0092
 I45  C20   C   CR6   0   0.112  -3.6549   0.8663  -1.8842
 I45  F21   F   F     0  -0.304   5.0472   2.8510   1.4953
 I45  F22   F   F     0  -0.308   8.4537  -0.3231   1.1077
 I45  BR23  BR  BR    0  -0.017   1.1876  -2.4144  -1.0810
 I45  O24   O   O     0  -0.478  -1.7832  -1.7144  -1.2819
 I45  C25   C   CH3   0  -0.730  -1.8357   2.7019   0.3908
 I45  C26   C   C     0   0.531  -6.1943  -0.1889   1.4407
 I45  O27   O   O     0  -0.491  -5.7511  -0.9209   2.3173
 I45  N28   N   NH1   0  -0.641  -7.4400   0.3010   1.4756
 I45  C29   C   CH3   0  -0.514  -8.3563  -0.0149   2.5464
 I45  C30   C   CH3   0  -0.737  -2.7585   1.1952  -3.0368
 I45  H3    H   HCR6  0   0.306   7.4932   2.0273   1.6766
 I45  H5    H   HCR6  0   0.287   6.5907  -1.9230   0.2574
 I45  H6    H   HCR6  0   0.278   4.2273  -1.2993   0.0249
 I45  H7    H   HCH2  0   0.269   2.6799   1.4487   1.5890
 I45  H7A   H   HCH2  0   0.268   2.9916   2.0513  -0.0450
 I45  H14   H   HCR6  0   0.308   0.7909   2.2803   0.6387
 I45  H16   H   HCR6  0   0.270  -3.5325  -0.1996   1.3400
 I45  H18   H   HCR6  0   0.263  -6.9476   0.6529  -1.1158
 I45  H19   H   HCR6  0   0.266  -5.4701   1.2343  -2.9544
 I45  H25   H   HCH3  0   0.278  -2.5869   2.5006   1.1550
 I45  H25A  H   HCH3  0   0.275  -1.1656   3.4707   0.7663
 I45  H25B  H   HCH3  0   0.272  -2.3594   3.1015  -0.4785
 I45  HN28  H   HNH1  0   0.412  -7.7291   0.9893   0.8021
 I45  H29   H   HCH3  0   0.252  -9.3189   0.4314   2.3148
 I45  H29A  H   HCH3  0   0.242  -8.4922  -1.0912   2.6459
 I45  H29B  H   HCH3  0   0.239  -8.0150   0.3782   3.5052
 I45  H30   H   HCH3  0   0.262  -2.2448   0.3025  -3.3972
 I45  H30A  H   HCH3  0   0.262  -3.3313   1.6045  -3.8666
 I45  H30B  H   HCH3  0   0.252  -1.9911   1.9248  -2.7740

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
 I45  C1   C2    aromatic  1.387  0.020  1.387
 I45  C1   C6    aromatic  1.390  0.020  1.390
 I45  C1   C7    single    1.503  0.020  1.503
 I45  C2   C3    aromatic  1.379  0.020  1.379
 I45  C2   F21   single    1.341  0.020  1.341
 I45  C3   C4    aromatic  1.382  0.020  1.382
 I45  C4   C5    aromatic  1.379  0.020  1.379
 I45  C4   F22   single    1.339  0.020  1.339
 I45  C5   C6    aromatic  1.389  0.020  1.389
 I45  C7   O8    single    1.416  0.020  1.416
 I45  O8   C9    single    1.327  0.020  1.327
 I45  C9   C10   double    1.374  0.020  1.374
 I45  C9   C14   single    1.415  0.020  1.415
 I45  C10  C11   single    1.429  0.020  1.429
 I45  C10  BR23  single    1.871  0.020  1.871
 I45  C11  N12   single    1.401  0.020  1.401
 I45  C11  O24   double    1.222  0.020  1.222
 I45  N12  C13   single    1.363  0.020  1.363
 I45  N12  C15   single    1.432  0.020  1.432
 I45  C13  C14   double    1.361  0.020  1.361
 I45  C13  C25   single    1.492  0.020  1.492
 I45  C15  C16   aromatic  1.381  0.020  1.381
 I45  C15  C20   aromatic  1.394  0.020  1.394
 I45  C16  C17   aromatic  1.391  0.020  1.391
 I45  C17  C18   aromatic  1.391  0.020  1.391
 I45  C17  C26   single    1.496  0.020  1.496
 I45  C18  C19   aromatic  1.386  0.020  1.386
 I45  C19  C20   aromatic  1.391  0.020  1.391
 I45  C20  C30   single    1.497  0.020  1.497
 I45  C26  O27   double    1.225  0.020  1.225
 I45  C26  N28   single    1.339  0.020  1.339
 I45  N28  C29   single    1.444  0.020  1.444
 I45  C3   H3    single    0.930  0.020  1.080
 I45  C5   H5    single    0.930  0.020  1.080
 I45  C6   H6    single    0.930  0.020  1.080
 I45  C7   H7    single    0.970  0.020  1.090
 I45  C7   H7A   single    0.970  0.020  1.090
 I45  C14  H14   single    0.930  0.020  1.080
 I45  C16  H16   single    0.930  0.020  1.080
 I45  C18  H18   single    0.930  0.020  1.080
 I45  C19  H19   single    0.930  0.020  1.080
 I45  C25  H25   single    0.970  0.020  1.090
 I45  C25  H25A  single    0.970  0.020  1.090
 I45  C25  H25B  single    0.970  0.020  1.090
 I45  N28  HN28  single    0.860  0.020  1.020
 I45  C29  H29   single    0.970  0.020  1.090
 I45  C29  H29A  single    0.970  0.020  1.090
 I45  C29  H29B  single    0.970  0.020  1.090
 I45  C30  H30   single    0.970  0.020  1.090
 I45  C30  H30A  single    0.970  0.020  1.090
 I45  C30  H30B  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
 I45  C7    C1   C6    124.08  3.000
 I45  C7    C1   C2    118.91  3.000
 I45  C6    C1   C2    117.01  3.000
 I45  F21   C2   C3    118.29  3.000
 I45  F21   C2   C1    118.10  3.000
 I45  C3    C2   C1    123.60  3.000
 I45  H3    C3   C4    121.76  3.000
 I45  H3    C3   C2    121.17  3.000
 I45  C4    C3   C2    117.07  3.000
 I45  F22   C4   C5    119.39  3.000
 I45  F22   C4   C3    118.43  3.000
 I45  C5    C4   C3    122.18  3.000
 I45  H5    C5   C6    120.63  3.000
 I45  H5    C5   C4    120.66  3.000
 I45  C6    C5   C4    118.71  3.000
 I45  H6    C6   C5    118.48  3.000
 I45  H6    C6   C1    120.09  3.000
 I45  C5    C6   C1    121.43  3.000
 I45  H7A   C7   H7    107.81  3.000
 I45  H7A   C7   O8    110.15  3.000
 I45  H7    C7   O8    110.32  3.000
 I45  H7A   C7   C1    110.39  3.000
 I45  H7    C7   C1    110.14  3.000
 I45  O8    C7   C1    108.04  3.000
 I45  C9    O8   C7    120.12  3.000
 I45  C14   C9   C10   119.10  3.000
 I45  C14   C9   O8    123.08  3.000
 I45  C10   C9   O8    117.82  3.000
 I45  BR23  C10  C11   116.75  3.000
 I45  BR23  C10  C9    120.84  3.000
 I45  C11   C10  C9    122.41  3.000
 I45  O24   C11  N12   119.82  3.000
 I45  O24   C11  C10   125.61  3.000
 I45  N12   C11  C10   114.57  3.000
 I45  C15   N12  C13   120.07  3.000
 I45  C15   N12  C11   116.00  3.000
 I45  C13   N12  C11   123.93  3.000
 I45  C25   C13  C14   121.38  3.000
 I45  C25   C13  N12   118.51  3.000
 I45  C14   C13  N12   120.11  3.000
 I45  H14   C14  C13   118.44  3.000
 I45  H14   C14  C9    121.68  3.000
 I45  C13   C14  C9    119.88  3.000
 I45  C20   C15  C16   121.90  3.000
 I45  C20   C15  N12   119.49  3.000
 I45  C16   C15  N12   118.62  3.000
 I45  H16   C16  C17   120.19  3.000
 I45  H16   C16  C15   119.49  3.000
 I45  C17   C16  C15   120.32  3.000
 I45  C26   C17  C18   123.49  3.000
 I45  C26   C17  C16   117.92  3.000
 I45  C18   C17  C16   118.56  3.000
 I45  H18   C18  C19   118.36  3.000
 I45  H18   C18  C17   121.13  3.000
 I45  C19   C18  C17   120.50  3.000
 I45  H19   C19  C20   119.17  3.000
 I45  H19   C19  C18   119.27  3.000
 I45  C20   C19  C18   121.56  3.000
 I45  C30   C20  C19   121.11  3.000
 I45  C30   C20  C15   121.74  3.000
 I45  C19   C20  C15   117.15  3.000
 I45  H25B  C25  H25A  108.20  3.000
 I45  H25B  C25  H25   107.19  3.000
 I45  H25A  C25  H25   108.26  3.000
 I45  H25B  C25  C13   111.65  3.000
 I45  H25A  C25  C13   109.85  3.000
 I45  H25   C25  C13   111.55  3.000
 I45  N28   C26  O27   122.45  3.000
 I45  N28   C26  C17   116.65  3.000
 I45  O27   C26  C17   120.91  3.000
 I45  HN28  N28  C29   117.64  3.000
 I45  HN28  N28  C26   120.03  3.000
 I45  C29   N28  C26   121.98  3.000
 I45  H29B  C29  H29A  108.34  3.000
 I45  H29B  C29  H29   108.46  3.000
 I45  H29A  C29  H29   108.35  3.000
 I45  H29B  C29  N28   111.98  3.000
 I45  H29A  C29  N28   111.28  3.000
 I45  H29   C29  N28   108.32  3.000
 I45  H30B  C30  H30A  107.60  3.000
 I45  H30B  C30  H30   107.19  3.000
 I45  H30A  C30  H30   107.68  3.000
 I45  H30B  C30  C20   112.50  3.000
 I45  H30A  C30  C20   110.77  3.000
 I45  H30   C30  C20   110.89  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
 I45  CONST_01  C4    C3   C2   C1      0.00   0.0  0
 I45  CONST_02  C4    C5   C6   C1      0.00   0.0  0
 I45  CONST_03  C5    C6   C1   C2      0.00   0.0  0
 I45  CONST_04  C5    C4   C3   C2      0.00   0.0  0
 I45  CONST_05  C6    C1   C2   C3      0.00   0.0  0
 I45  CONST_06  C6    C5   C4   C3      0.00   0.0  0
 I45  CONST_07  C18   C17  C16  C15     0.00   0.0  0
 I45  CONST_08  C18   C19  C20  C15     0.00   0.0  0
 I45  CONST_09  C19   C20  C15  C16     0.00   0.0  0
 I45  CONST_10  C19   C18  C17  C16     0.00   0.0  0
 I45  CONST_11  C20   C15  C16  C17     0.00   0.0  0
 I45  CONST_12  C20   C19  C18  C17     0.00   0.0  0
 I45  CONST_13  C17   C16  C15  N12   180.00   0.0  0
 I45  CONST_14  C19   C20  C15  N12   180.00   0.0  0
 I45  CONST_15  C13   N12  C11  C10     0.00   0.0  0
 I45  CONST_16  C15   N12  C11  C10   180.00   0.0  0
 I45  CONST_17  F22   C4   C3   C2    180.00   0.0  0
 I45  CONST_18  C7    C1   C2   C3    180.00   0.0  0
 I45  CONST_19  F21   C2   C3   C4    180.00   0.0  0
 I45  CONST_20  C7    C1   C6   C5    180.00   0.0  0
 I45  CONST_21  F21   C2   C1   C6    180.00   0.0  0
 I45  CONST_22  F22   C4   C5   C6    180.00   0.0  0
 I45  CONST_23  C30   C20  C15  N12     0.00   0.0  0
 I45  CONST_24  C26   C17  C16  C15   180.00   0.0  0
 I45  CONST_25  C30   C20  C15  C16   180.00   0.0  0
 I45  CONST_26  C30   C20  C19  C18   180.00   0.0  0
 I45  CONST_27  C26   C17  C18  C19   180.00   0.0  0
 I45  CONST_28  O24   C11  N12  C13   180.00   0.0  0
 I45  CONST_29  O24   C11  N12  C15     0.00   0.0  0
 I45  CONST_30  H3    C3   C2   C1    180.00   0.0  0
 I45  CONST_31  H5    C5   C6   C1    180.00   0.0  0
 I45  CONST_32  H6    C6   C1   C2    180.00   0.0  0
 I45  CONST_33  H16   C16  C15  N12     0.00   0.0  0
 I45  CONST_34  H19   C19  C20  C15   180.00   0.0  0
 I45  CONST_35  H18   C18  C17  C16   180.00   0.0  0
 I45  CONST_36  C29   N28  C26  C17   180.00   0.0  0
 I45  CONST_37  HN28  N28  C26  C17     0.00   0.0  0
 I45  CONST_38  C29   N28  C26  O27     0.00   0.0  0
 I45  Var_01    C16   C15  N12  C11    92.90  30.0  2
 I45  Var_02    O8    C7   C1   C2    177.58  30.0  2
 I45  Var_03    C10   C9   O8   C7   -179.41  30.0  3
 I45  Var_04    O27   C26  C17  C16   -21.76  30.0  2
 I45  Var_05    H25   C25  C13  N12    60.94  30.0  3
 I45  Var_06    H30   C30  C20  C15    67.60  30.0  2
 I45  Var_07    H29   C29  N28  C26  -175.60  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
 I45  plan-1  C1    0.020
 I45  plan-1  C2    0.020
 I45  plan-1  C3    0.020
 I45  plan-1  C4    0.020
 I45  plan-1  C5    0.020
 I45  plan-1  C6    0.020
 I45  plan-1  C7    0.020
 I45  plan-1  F21   0.020
 I45  plan-1  F22   0.020
 I45  plan-1  H3    0.020
 I45  plan-1  H5    0.020
 I45  plan-1  H6    0.020
 I45  plan-2  O8    0.020
 I45  plan-2  C9    0.020
 I45  plan-2  C10   0.020
 I45  plan-2  C11   0.020
 I45  plan-2  N12   0.020
 I45  plan-2  C13   0.020
 I45  plan-2  C14   0.020
 I45  plan-2  C15   0.020
 I45  plan-2  BR23  0.020
 I45  plan-2  O24   0.020
 I45  plan-2  C25   0.020
 I45  plan-2  H14   0.020
 I45  plan-3  N12   0.020
 I45  plan-3  C15   0.020
 I45  plan-3  C16   0.020
 I45  plan-3  C17   0.020
 I45  plan-3  C18   0.020
 I45  plan-3  C19   0.020
 I45  plan-3  C20   0.020
 I45  plan-3  C26   0.020
 I45  plan-3  C30   0.020
 I45  plan-3  H16   0.020
 I45  plan-3  H18   0.020
 I45  plan-3  H19   0.020
 I45  plan-4  C17   0.020
 I45  plan-4  C26   0.020
 I45  plan-4  O27   0.020
 I45  plan-4  N28   0.020
 I45  plan-4  C29   0.020
 I45  plan-4  HN28  0.020

