# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr  5 19:37:29 2020
#   Inital geometry file: a 144 line input string
#   Ligand name: (2R)-N-hydroxy-2-[(3S)-3-methyl-3-{4-[(2-methylquinolin-4-yl)methoxy]phenyl}-2-oxopyrrolidin-1-yl]propanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](N1CC[C@](C)(C1=O)c2ccc(OCc3cc(C)nc4ccccc34)cc2)C(=O)NO
#
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
 541  541  (2R)-N-hydroxy-2-[(3S)-3-methyl-3-{4-[(2-methylquinolin-4-yl)methoxy]phenyl}-2-oxopyrrolidin-1-yl]propanamide  ligand  59  32  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_541
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
 541  C20   C  CR16  0  -0.296  -7.8483   1.8395   0.1213
 541  C1    C  CR16  0  -0.261  -7.4562   2.9914   0.7495
 541  C2    C  CR16  0  -0.246  -6.1075   3.1819   1.1032
 541  C3    C  CR16  0  -0.346  -5.1765   2.2160   0.8237
 541  C21   C  CR66  0   0.066  -5.5533   1.0166   0.1791
 541  C22   C  CR66  0   0.193  -6.9098   0.8276  -0.1777
 541  N1    N  N     0  -0.462  -7.3572  -0.2919  -0.8001
 541  C5    C  CR6   0   0.235  -6.5017  -1.2374  -1.0793
 541  C6    C  CR16  0  -0.416  -5.1215  -1.1407  -0.7608
 541  C7    C  CR6   0   0.166  -4.6380  -0.0284  -0.1372
 541  C8    C  CH2   0  -0.224  -3.1921   0.1421   0.2202
 541  C9    C  CR6   0   0.389  -1.1508  -1.0533   0.1040
 541  O2    O  O2    0  -0.481  -2.4803  -1.0153  -0.1337
 541  C10   C  CR16  0  -0.332  -0.4915  -2.2269  -0.2490
 541  C11   C  CR16  0  -0.325   0.8731  -2.3515  -0.0437
 541  C12   C  CR6   0   0.210   1.6219  -1.3217   0.5200
 541  C13   C  CR16  0  -0.293   0.9432  -0.1558   0.8634
 541  C14   C  CR16  0  -0.366  -0.4218  -0.0082   0.6656
 541  C15   C  CH2   0  -0.445   3.4854  -1.2476   2.2553
 541  C16   C  CR5   0  -0.335   3.1105  -1.4198   0.7723
 541  C17   C  CH3   0  -0.677   3.7426  -2.6949   0.2052
 541  C18   C  CR5   0   0.609   3.8459  -0.2519   0.1147
 541  O3    O  O     0  -0.482   3.6962   0.1357  -1.0310
 541  C19   C  CH2   0  -0.281   4.8217  -0.5107   2.2242
 541  C23   C  CH1   0  -0.204   5.7481   1.1912   0.5821
 541  C24   C  C     0   0.529   6.5439   0.5742  -0.5760
 541  N2    N  NH1   0  -0.385   6.9824   1.4497  -1.4959
 541  O1    O  OH1   0  -0.542   7.6135   0.9827  -2.6102
 541  O4    O  O     0  -0.468   6.8178  -0.6104  -0.5889
 541  C25   C  CH3   0  -0.700   5.1761   2.5880   0.3625
 541  N3    N  NR5   0  -0.457   4.7360   0.2470   0.9910
 541  H20   H  HCR6  0   0.260  -8.8819   1.6788  -0.1575
 541  H1    H  HCR6  0   0.263  -8.1840   3.7594   0.9767
 541  H2    H  HCR6  0   0.264  -5.8052   4.0947   1.5988
 541  H3    H  HCR6  0   0.261  -4.1448   2.3843   1.1047
 541  H41   H  HCH3  0   0.255  -6.9233  -3.3359  -1.0850
 541  H42   H  HCH3  0   0.251  -8.0472  -2.3652  -2.0438
 541  H43   H  HCH3  0   0.252  -6.4161  -2.7082  -2.6414
 541  H6    H  HCR6  0   0.261  -4.4731  -1.9646  -1.0245
 541  H81   H  HCH2  0   0.253  -3.1032   0.3379   1.2960
 541  H82   H  HCH2  0   0.255  -2.7941   1.0222  -0.3013
 541  H10   H  HCR6  0   0.263  -1.0504  -3.0440  -0.6877
 541  H11   H  HCR6  0   0.257   1.3454  -3.2792  -0.3367
 541  H13   H  HCR6  0   0.252   1.4817   0.6764   1.3029
 541  H14   H  HCR6  0   0.282  -0.8901   0.9222   0.9566
 541  H151  H  HCH2  0   0.262   3.5470  -2.1988   2.7831
 541  H152  H  HCH2  0   0.260   2.7445  -0.6336   2.7683
 541  H171  H  HCH3  0   0.247   3.3277  -3.5802   0.6875
 541  H172  H  HCH3  0   0.244   3.5825  -2.7810  -0.8695
 541  H173  H  HCH3  0   0.257   4.8199  -2.7024   0.3771
 541  H191  H  HCH2  0   0.243   5.6759  -1.1936   2.1979
 541  H192  H  HCH2  0   0.258   4.9473   0.1527   3.0804
 541  H23   H  HCH1  0   0.304   6.4659   1.2554   1.4054
 541  HN2   H  HNH1  0   0.426   6.5989   2.3771  -1.5978
 541  HO1   H  HOH1  0   0.479   8.5590   1.0975  -2.4505
 541  H251  H  HCH3  0   0.243   5.9691   3.3221   0.2155
 541  H252  H  HCH3  0   0.251   4.4975   2.6270  -0.4881
 541  H253  H  HCH3  0   0.262   4.6256   2.8910   1.2518
 541  C4    C  CH3   0  -0.735  -7.0050  -2.4760  -1.7529

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
 541  C20  C1    aromatic  1.369  0.020  1.369
 541  C20  C22   aromatic  1.412  0.020  1.412
 541  C20  H20   single    0.930  0.020  1.080
 541  C1   C2    aromatic  1.407  0.020  1.407
 541  C1   H1    single    0.930  0.020  1.080
 541  C2   C3    aromatic  1.370  0.020  1.370
 541  C2   H2    single    0.930  0.020  1.080
 541  C3   C21   aromatic  1.413  0.020  1.413
 541  C3   H3    single    0.930  0.020  1.080
 541  C21  C22   aromatic  1.415  0.020  1.415
 541  C21  C7    aromatic  1.425  0.020  1.425
 541  C22  N1    aromatic  1.357  0.020  1.357
 541  N1   C5    aromatic  1.305  0.020  1.305
 541  C4   C5    single    1.497  0.020  1.497
 541  C4   H41   single    0.970  0.020  1.090
 541  C4   H42   single    0.970  0.020  1.090
 541  C4   H43   single    0.970  0.020  1.090
 541  C5   C6    aromatic  1.420  0.020  1.420
 541  C6   C7    aromatic  1.364  0.020  1.364
 541  C6   H6    single    0.930  0.020  1.080
 541  C7   C8    single    1.499  0.020  1.499
 541  C8   O2    single    1.404  0.020  1.404
 541  C8   H81   single    0.970  0.020  1.090
 541  C8   H82   single    0.970  0.020  1.090
 541  C9   O2    single    1.351  0.020  1.351
 541  C9   C10   aromatic  1.392  0.020  1.392
 541  C9   C14   aromatic  1.393  0.020  1.393
 541  C10  C11   aromatic  1.386  0.020  1.386
 541  C10  H10   single    0.930  0.020  1.080
 541  C11  C12   aromatic  1.392  0.020  1.392
 541  C11  H11   single    0.930  0.020  1.080
 541  C12  C13   aromatic  1.392  0.020  1.392
 541  C12  C16   single    1.513  0.020  1.513
 541  C13  C14   aromatic  1.387  0.020  1.387
 541  C13  H13   single    0.930  0.020  1.080
 541  C14  H14   single    0.930  0.020  1.080
 541  C15  C16   single    1.539  0.020  1.539
 541  C15  C19   single    1.526  0.020  1.526
 541  C15  H151  single    0.970  0.020  1.090
 541  C15  H152  single    0.970  0.020  1.090
 541  C16  C17   single    1.532  0.020  1.532
 541  C16  C18   single    1.529  0.020  1.529
 541  C17  H171  single    0.970  0.020  1.090
 541  C17  H172  single    0.970  0.020  1.090
 541  C17  H173  single    0.970  0.020  1.090
 541  C18  O3    double    1.219  0.020  1.219
 541  C18  N3    single    1.345  0.020  1.345
 541  C19  N3    single    1.450  0.020  1.450
 541  C19  H191  single    0.970  0.020  1.090
 541  C19  H192  single    0.970  0.020  1.090
 541  C23  C24   single    1.535  0.020  1.535
 541  C23  C25   single    1.525  0.020  1.525
 541  C23  N3    single    1.443  0.020  1.443
 541  C23  H23   single    0.970  0.020  1.090
 541  C24  N2    single    1.344  0.020  1.344
 541  C24  O4    double    1.216  0.020  1.216
 541  N2   O1    single    1.363  0.020  1.363
 541  N2   HN2   single    0.890  0.020  1.040
 541  O1   HO1   single    0.850  0.020  0.980
 541  C25  H251  single    0.970  0.020  1.090
 541  C25  H252  single    0.970  0.020  1.090
 541  C25  H253  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
 541  H20   C20  C22   118.27  3.000
 541  H20   C20  C1    121.09  3.000
 541  C22   C20  C1    120.64  3.000
 541  H1    C1   C2    119.72  3.000
 541  H1    C1   C20   120.05  3.000
 541  C2    C1   C20   120.23  3.000
 541  H2    C2   C3    119.89  3.000
 541  H2    C2   C1    119.81  3.000
 541  C3    C2   C1    120.30  3.000
 541  H3    C3   C21   120.31  3.000
 541  H3    C3   C2    119.01  3.000
 541  C21   C3   C2    120.68  3.000
 541  C7    C21  C22   117.50  3.000
 541  C7    C21  C3    123.55  3.000
 541  C22   C21  C3    118.95  3.000
 541  N1    C22  C21   122.81  3.000
 541  N1    C22  C20   117.99  3.000
 541  C21   C22  C20   119.20  3.000
 541  C5    N1   C22   118.66  3.000
 541  C6    C5   C4    118.95  3.000
 541  C6    C5   N1    122.67  3.000
 541  C4    C5   N1    118.37  3.000
 541  H6    C6   C7    121.36  3.000
 541  H6    C6   C5    118.45  3.000
 541  C7    C6   C5    120.18  3.000
 541  C8    C7   C6    122.94  3.000
 541  C8    C7   C21   118.90  3.000
 541  C6    C7   C21   118.16  3.000
 541  H82   C8   H81   107.06  3.000
 541  H82   C8   O2    110.93  3.000
 541  H81   C8   O2    110.68  3.000
 541  H82   C8   C7    109.13  3.000
 541  H81   C8   C7    109.41  3.000
 541  O2    C8   C7    109.58  3.000
 541  C14   C9   C10   119.16  3.000
 541  C14   C9   O2    124.40  3.000
 541  C10   C9   O2    116.44  3.000
 541  C9    O2   C8    118.54  3.000
 541  H10   C10  C11   120.03  3.000
 541  H10   C10  C9    119.65  3.000
 541  C11   C10  C9    120.32  3.000
 541  H11   C11  C12   120.61  3.000
 541  H11   C11  C10   117.84  3.000
 541  C12   C11  C10   121.54  3.000
 541  C16   C12  C13   119.53  3.000
 541  C16   C12  C11   123.28  3.000
 541  C13   C12  C11   117.19  3.000
 541  H13   C13  C14   117.70  3.000
 541  H13   C13  C12   120.04  3.000
 541  C14   C13  C12   122.26  3.000
 541  H14   C14  C13   118.64  3.000
 541  H14   C14  C9    121.84  3.000
 541  C13   C14  C9    119.52  3.000
 541  H152  C15  H151  107.58  3.000
 541  H152  C15  C19   109.43  3.000
 541  H151  C15  C19   112.45  3.000
 541  H152  C15  C16   110.53  3.000
 541  H151  C15  C16   112.51  3.000
 541  C19   C15  C16   104.34  3.000
 541  C18   C16  C17   106.14  3.000
 541  C18   C16  C15   102.23  3.000
 541  C17   C16  C15   110.44  3.000
 541  C18   C16  C12   110.61  3.000
 541  C17   C16  C12   113.47  3.000
 541  C15   C16  C12   113.15  3.000
 541  H173  C17  H172  107.45  3.000
 541  H173  C17  H171  107.49  3.000
 541  H172  C17  H171  108.43  3.000
 541  H173  C17  C16   110.79  3.000
 541  H172  C17  C16   111.72  3.000
 541  H171  C17  C16   110.80  3.000
 541  N3    C18  O3    125.15  3.000
 541  N3    C18  C16   108.75  3.000
 541  O3    C18  C16   126.03  3.000
 541  H192  C19  H191  107.98  3.000
 541  H192  C19  N3    110.90  3.000
 541  H191  C19  N3    110.61  3.000
 541  H192  C19  C15   112.24  3.000
 541  H191  C19  C15   112.50  3.000
 541  N3    C19  C15   102.59  3.000
 541  H23   C23  N3    106.58  3.000
 541  H23   C23  C25   107.49  3.000
 541  N3    C23  C25   112.14  3.000
 541  H23   C23  C24   104.56  3.000
 541  N3    C23  C24   108.33  3.000
 541  C25   C23  C24   117.00  3.000
 541  O4    C24  N2    123.65  3.000
 541  O4    C24  C23   121.10  3.000
 541  N2    C24  C23   115.08  3.000
 541  HN2   N2   O1    114.11  3.000
 541  HN2   N2   C24   122.97  3.000
 541  O1    N2   C24   119.18  3.000
 541  HO1   O1   N2    106.10  3.000
 541  H253  C25  H252  108.24  3.000
 541  H253  C25  H251  106.88  3.000
 541  H252  C25  H251  108.89  3.000
 541  H253  C25  C23   109.07  3.000
 541  H252  C25  C23   112.27  3.000
 541  H251  C25  C23   111.29  3.000
 541  C23   N3   C19   122.78  3.000
 541  C23   N3   C18   121.48  3.000
 541  C19   N3   C18   113.54  3.000
 541  H43   C4   H42   108.73  3.000
 541  H43   C4   H41   106.87  3.000
 541  H42   C4   H41   108.39  3.000
 541  H43   C4   C5    111.17  3.000
 541  H42   C4   C5    110.98  3.000
 541  H41   C4   C5    110.56  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
 541  CONST_01  C3   C2   C1   C20     0.00   0.0  0
 541  CONST_02  C3   C21  C22  C20     0.00   0.0  0
 541  CONST_03  C7   C21  C22  C20   180.00   0.0  0
 541  CONST_04  C5   N1   C22  C20   180.00   0.0  0
 541  CONST_05  C21  C22  C20  C1      0.00   0.0  0
 541  CONST_06  N1   C22  C20  C1    180.00   0.0  0
 541  CONST_07  C21  C3   C2   C1      0.00   0.0  0
 541  CONST_08  C22  C20  C1   C2      0.00   0.0  0
 541  CONST_09  C22  C21  C3   C2      0.00   0.0  0
 541  CONST_10  C7   C21  C3   C2    180.00   0.0  0
 541  CONST_11  N1   C22  C21  C3    180.00   0.0  0
 541  CONST_12  C6   C7   C21  C3    180.00   0.0  0
 541  CONST_13  C5   N1   C22  C21     0.00   0.0  0
 541  CONST_14  C5   C6   C7   C21     0.00   0.0  0
 541  CONST_15  C6   C7   C21  C22     0.00   0.0  0
 541  CONST_16  C6   C5   N1   C22     0.00   0.0  0
 541  CONST_17  C7   C21  C22  N1      0.00   0.0  0
 541  CONST_18  C7   C6   C5   N1      0.00   0.0  0
 541  CONST_19  C12  C11  C10  C9      0.00   0.0  0
 541  CONST_20  C12  C13  C14  C9      0.00   0.0  0
 541  CONST_21  C13  C14  C9   C10     0.00   0.0  0
 541  CONST_22  C13  C12  C11  C10     0.00   0.0  0
 541  CONST_23  C14  C9   C10  C11     0.00   0.0  0
 541  CONST_24  C14  C13  C12  C11     0.00   0.0  0
 541  CONST_25  C16  C12  C11  C10   180.00   0.0  0
 541  CONST_26  C16  C12  C13  C14   180.00   0.0  0
 541  CONST_27  C19  N3   C18  C16     0.00   0.0  0
 541  CONST_28  C8   C7   C21  C3      0.00   0.0  0
 541  CONST_29  C8   C7   C21  C22   180.00   0.0  0
 541  CONST_30  C4   C5   N1   C22   180.00   0.0  0
 541  CONST_31  C7   C6   C5   C4    180.00   0.0  0
 541  CONST_32  C8   C7   C6   C5    180.00   0.0  0
 541  CONST_33  C11  C10  C9   O2    180.00   0.0  0
 541  CONST_34  C13  C14  C9   O2    180.00   0.0  0
 541  CONST_35  C23  N3   C18  C16   180.00   0.0  0
 541  CONST_36  C19  N3   C18  O3    180.00   0.0  0
 541  CONST_37  H2   C2   C1   C20   180.00   0.0  0
 541  CONST_38  H3   C3   C2   C1    180.00   0.0  0
 541  CONST_39  H20  C20  C1   C2    180.00   0.0  0
 541  CONST_40  H1   C1   C2   C3    180.00   0.0  0
 541  CONST_41  H6   C6   C7   C21   180.00   0.0  0
 541  CONST_42  H11  C11  C10  C9    180.00   0.0  0
 541  CONST_43  H13  C13  C14  C9    180.00   0.0  0
 541  CONST_44  H14  C14  C9   C10   180.00   0.0  0
 541  CONST_45  H10  C10  C11  C12   180.00   0.0  0
 541  CONST_46  C23  N3   C18  O3      0.00   0.0  0
 541  CONST_47  O1   N2   C24  C23   180.00   0.0  0
 541  CONST_48  O4   C24  N2   O1      0.00   0.0  0
 541  Var_01    C18  N3   C19  C15   -21.55  30.0  1
 541  Var_02    N3   C19  C15  C16    28.72  30.0  1
 541  Var_03    O2   C8   C7   C21   177.91  30.0  2
 541  Var_04    C10  C9   O2   C8    179.26  30.0  3
 541  Var_05    H41  C4   C5   N1   -112.99  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
 541  chir_01  C16  C15  C12  C18  negativ
 541  chir_02  C23  N3   C24  C25  negativ

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
 541  plan-1  C9   0.020
 541  plan-1  O2   0.020
 541  plan-1  C10  0.020
 541  plan-1  C11  0.020
 541  plan-1  C12  0.020
 541  plan-1  C13  0.020
 541  plan-1  C14  0.020
 541  plan-1  C16  0.020
 541  plan-1  H10  0.020
 541  plan-1  H11  0.020
 541  plan-1  H13  0.020
 541  plan-1  H14  0.020
 541  plan-2  C20  0.020
 541  plan-2  C1   0.020
 541  plan-2  C2   0.020
 541  plan-2  C3   0.020
 541  plan-2  C21  0.020
 541  plan-2  C22  0.020
 541  plan-2  N1   0.020
 541  plan-2  C5   0.020
 541  plan-2  C6   0.020
 541  plan-2  C7   0.020
 541  plan-2  C8   0.020
 541  plan-2  H20  0.020
 541  plan-2  H1   0.020
 541  plan-2  H2   0.020
 541  plan-2  H3   0.020
 541  plan-2  H6   0.020
 541  plan-2  C4   0.020
 541  plan-3  C23  0.020
 541  plan-3  C24  0.020
 541  plan-3  N2   0.020
 541  plan-3  O1   0.020
 541  plan-3  O4   0.020
 541  plan-3  HN2  0.020
 541  plan-4  C16  0.020
 541  plan-4  C18  0.020
 541  plan-4  O3   0.020
 541  plan-4  C19  0.020
 541  plan-4  C23  0.020
 541  plan-4  N3   0.020

