# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  2 07:50:58 2020
#   Inital geometry file: a 135 line input string
#   Ligand name: 3-fluoro-4-{[(2S)-2-hydroxy-2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)acetyl]amino}benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1(C)CCC(C)(C)c2cc(ccc12)[C@H](O)C(=O)Nc3ccc(cc3F)C(O)=O
#
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
 395  395  '3-fluoro-4-{[(2S)-2-hydroxy-2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)acetyl]amino}benzoic acid'  ligand  54  29  .  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_395
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
 395  C1    C  CR6    0   0.487   0.3505  -1.1214   3.2621
 395  C2    C  CR16   0  -0.451   1.0144  -0.7270   4.3973
 395  C3    C  CR6    0  -0.096   0.7416   0.5187   4.9564
 395  C4    C  CR16   0  -0.294  -0.2030   1.3230   4.3308
 395  C5    C  CR16   0  -0.298  -0.8708   0.9168   3.1842
 395  C6    C  CR6    0   0.211  -0.6039  -0.3308   2.6218
 395  C7    C  C      0   0.406   1.4644   0.9742   6.2173
 395  C8    C  CR16   0  -0.359  -1.2708   0.1869  -2.3244
 395  C9    C  CR6    0   0.113  -1.3747  -0.9523  -1.5425
 395  C10   C  CR16   0  -0.330  -0.3904  -1.9257  -1.6520
 395  C11   C  CR16   0  -0.287   0.6585  -1.7427  -2.5333
 395  C12   C  CR6    0   0.118   0.7691  -0.6021  -3.3319
 395  C13   C  CT     0  -0.167   1.9615  -0.4875  -4.2731
 395  C14   C  CH2    0  -0.425   1.7303   0.6259  -5.2990
 395  C15   C  CH2    0  -0.423   1.1832   1.8891  -4.6695
 395  C16   C  CT     0  -0.172  -0.1916   1.6812  -4.0267
 395  C17   C  CR6    0   0.155  -0.2097   0.3950  -3.2083
 395  C18   C  CH3    0  -0.647  -0.4793   2.9039  -3.1471
 395  C19   C  CH3    0  -0.636  -1.2732   1.5884  -5.1121
 395  C20   C  CH3    0  -0.648   2.1843  -1.7924  -5.0479
 395  C21   C  CH3    0  -0.637   3.2198  -0.1904  -3.4441
 395  C22   C  CH1    0  -0.144  -2.5137  -1.1103  -0.5551
 395  C23   C  C      0   0.503  -2.1599  -0.2989   0.6972
 395  N6    N  NH1    0  -0.727  -1.2056  -0.8506   1.4736
 395  F1    F  F      0  -0.321   0.6250  -2.3283   2.7240
 395  O22   O  OH1    0  -0.657  -3.7370  -0.6738  -1.0585
 395  O23   O  O      0  -0.459  -2.7074   0.7698   0.8999
 395  O71   O  O      0  -0.591   1.1558   2.0973   6.6573
 395  O72   O  OC    -1  -0.589   2.2977   0.1816   6.6950
 395  H2    H  HCR6   0   0.271   1.7429  -1.3879   4.8481
 395  H4    H  HCR6   0   0.252  -0.4284   2.2957   4.7456
 395  H5    H  HCR6   0   0.286  -1.5963   1.5736   2.7338
 395  H8    H  HCR6   0   0.238  -2.0447   0.9410  -2.2464
 395  H10   H  HCR6   0   0.251  -0.4441  -2.8344  -1.0622
 395  H11   H  HCR6   0   0.245   1.4093  -2.5187  -2.6062
 395  H141  H  HCH2   0   0.232   2.6740   0.8348  -5.8111
 395  H142  H  HCH2   0   0.227   1.0430   0.2677  -6.0728
 395  H151  H  HCH2   0   0.228   1.8802   2.2564  -3.9102
 395  H152  H  HCH2   0   0.232   1.1054   2.6841  -5.4165
 395  H181  H  HCH3   0   0.229  -1.4870   2.9006  -2.7308
 395  H182  H  HCH3   0   0.229   0.2266   2.9685  -2.3174
 395  H183  H  HCH3   0   0.230  -0.3839   3.8157  -3.7409
 395  H191  H  HCH3   0   0.230  -2.2659   1.4811  -4.6713
 395  H192  H  HCH3   0   0.226  -1.2764   2.4944  -5.7220
 395  H193  H  HCH3   0   0.231  -1.1168   0.7372  -5.7760
 395  H201  H  HCH3   0   0.229   2.5055  -2.6166  -4.4100
 395  H202  H  HCH3   0   0.228   1.2783  -2.1041  -5.5706
 395  H203  H  HCH3   0   0.230   2.9663  -1.6423  -5.7950
 395  H211  H  HCH3   0   0.230   3.3930  -0.9704  -2.7002
 395  H212  H  HCH3   0   0.225   4.1002  -0.1436  -4.0893
 395  H213  H  HCH3   0   0.232   3.1492   0.7581  -2.9093
 395  H22   H  HCH1   0   0.286  -2.6003  -2.1691  -0.2818
 395  HN6   H  HNH1   0   0.417  -0.8892  -1.7691   1.1996
 395  HO22  H  HOH1   0   0.452  -3.9060   0.2060  -0.6926

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
 395  C1   C2    aromatic  1.373  0.020  1.373
 395  C1   C6    aromatic  1.395  0.020  1.395
 395  C1   F1    single    1.350  0.020  1.350
 395  C2   C3    aromatic  1.392  0.020  1.392
 395  C2   H2    single    0.930  0.020  1.080
 395  C3   C4    aromatic  1.389  0.020  1.389
 395  C3   C7    single    1.523  0.020  1.523
 395  C4   C5    aromatic  1.388  0.020  1.388
 395  C4   H4    single    0.930  0.020  1.080
 395  C5   C6    aromatic  1.394  0.020  1.394
 395  C5   H5    single    0.930  0.020  1.080
 395  C6   N6    single    1.397  0.020  1.397
 395  C7   O71   deloc     1.245  0.020  1.245
 395  C7   O72   deloc     1.245  0.020  1.245
 395  C8   C9    aromatic  1.386  0.020  1.386
 395  C8   C17   aromatic  1.397  0.020  1.397
 395  C8   H8    single    0.930  0.020  1.080
 395  C9   C10   aromatic  1.389  0.020  1.389
 395  C9   C22   single    1.516  0.020  1.516
 395  C10  C11   aromatic  1.382  0.020  1.382
 395  C10  H10   single    0.930  0.020  1.080
 395  C11  C12   aromatic  1.397  0.020  1.397
 395  C11  H11   single    0.930  0.020  1.080
 395  C12  C13   single    1.523  0.020  1.523
 395  C12  C17   aromatic  1.403  0.020  1.403
 395  C13  C14   single    1.532  0.020  1.532
 395  C13  C20   single    1.534  0.020  1.534
 395  C13  C21   single    1.536  0.020  1.536
 395  C14  C15   single    1.514  0.020  1.514
 395  C14  H141  single    0.970  0.020  1.090
 395  C14  H142  single    0.970  0.020  1.090
 395  C15  C16   single    1.532  0.020  1.532
 395  C15  H151  single    0.970  0.020  1.090
 395  C15  H152  single    0.970  0.020  1.090
 395  C16  C17   single    1.525  0.020  1.525
 395  C16  C18   single    1.534  0.020  1.534
 395  C16  C19   single    1.535  0.020  1.535
 395  C18  H181  single    0.970  0.020  1.090
 395  C18  H182  single    0.970  0.020  1.090
 395  C18  H183  single    0.970  0.020  1.090
 395  C19  H191  single    0.970  0.020  1.090
 395  C19  H192  single    0.970  0.020  1.090
 395  C19  H193  single    0.970  0.020  1.090
 395  C20  H201  single    0.970  0.020  1.090
 395  C20  H202  single    0.970  0.020  1.090
 395  C20  H203  single    0.970  0.020  1.090
 395  C21  H211  single    0.970  0.020  1.090
 395  C21  H212  single    0.970  0.020  1.090
 395  C21  H213  single    0.970  0.020  1.090
 395  C22  C23   single    1.534  0.020  1.534
 395  C22  O22   single    1.393  0.020  1.393
 395  C22  H22   single    0.970  0.020  1.090
 395  C23  N6    single    1.348  0.020  1.348
 395  C23  O23   double    1.218  0.020  1.218
 395  N6   HN6   single    0.860  0.020  1.020
 395  O22  HO22  single    0.850  0.020  0.980

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
 395  F1    C1   C6    117.58  3.000
 395  F1    C1   C2    119.23  3.000
 395  C6    C1   C2    123.20  3.000
 395  H2    C2   C3    120.73  3.000
 395  H2    C2   C1    119.64  3.000
 395  C3    C2   C1    119.63  3.000
 395  C7    C3   C4    121.48  3.000
 395  C7    C3   C2    120.47  3.000
 395  C4    C3   C2    118.05  3.000
 395  H4    C4   C5    118.68  3.000
 395  H4    C4   C3    119.33  3.000
 395  C5    C4   C3    121.99  3.000
 395  H5    C5   C6    120.38  3.000
 395  H5    C5   C4    119.41  3.000
 395  C6    C5   C4    120.20  3.000
 395  N6    C6   C5    125.61  3.000
 395  N6    C6   C1    117.46  3.000
 395  C5    C6   C1    116.93  3.000
 395  O72   C7   O71   127.18  3.000
 395  O72   C7   C3    116.40  3.000
 395  O71   C7   C3    116.41  3.000
 395  H8    C8   C17   118.99  3.000
 395  H8    C8   C9    118.56  3.000
 395  C17   C8   C9    122.45  3.000
 395  C22   C9   C10   120.73  3.000
 395  C22   C9   C8    120.64  3.000
 395  C10   C9   C8    118.60  3.000
 395  H10   C10  C11   119.69  3.000
 395  H10   C10  C9    120.62  3.000
 395  C11   C10  C9    119.69  3.000
 395  H11   C11  C12   119.48  3.000
 395  H11   C11  C10   118.32  3.000
 395  C12   C11  C10   122.20  3.000
 395  C17   C12  C13   123.17  3.000
 395  C17   C12  C11   118.35  3.000
 395  C13   C12  C11   118.47  3.000
 395  C21   C13  C20   108.55  3.000
 395  C21   C13  C14   110.16  3.000
 395  C20   C13  C14   107.58  3.000
 395  C21   C13  C12   108.80  3.000
 395  C20   C13  C12   111.21  3.000
 395  C14   C13  C12   110.52  3.000
 395  H142  C14  H141  105.85  3.000
 395  H142  C14  C15   109.87  3.000
 395  H141  C14  C15   110.32  3.000
 395  H142  C14  C13   109.28  3.000
 395  H141  C14  C13   108.80  3.000
 395  C15   C14  C13   112.50  3.000
 395  H152  C15  H151  105.98  3.000
 395  H152  C15  C16   108.75  3.000
 395  H151  C15  C16   109.03  3.000
 395  H152  C15  C14   110.38  3.000
 395  H151  C15  C14   109.78  3.000
 395  C16   C15  C14   112.68  3.000
 395  C19   C16  C18   108.76  3.000
 395  C19   C16  C17   108.67  3.000
 395  C18   C16  C17   111.26  3.000
 395  C19   C16  C15   110.11  3.000
 395  C18   C16  C15   107.51  3.000
 395  C17   C16  C15   110.52  3.000
 395  C16   C17  C12   122.96  3.000
 395  C16   C17  C8    118.33  3.000
 395  C12   C17  C8    118.68  3.000
 395  H183  C18  H182  107.90  3.000
 395  H183  C18  H181  106.91  3.000
 395  H182  C18  H181  107.93  3.000
 395  H183  C18  C16   109.72  3.000
 395  H182  C18  C16   111.22  3.000
 395  H181  C18  C16   112.95  3.000
 395  H193  C19  H192  107.93  3.000
 395  H193  C19  H191  107.42  3.000
 395  H192  C19  H191  107.72  3.000
 395  H193  C19  C16   112.12  3.000
 395  H192  C19  C16   110.29  3.000
 395  H191  C19  C16   111.18  3.000
 395  H203  C20  H202  107.82  3.000
 395  H203  C20  H201  107.05  3.000
 395  H202  C20  H201  107.98  3.000
 395  H203  C20  C13   109.44  3.000
 395  H202  C20  C13   111.37  3.000
 395  H201  C20  C13   112.97  3.000
 395  H213  C21  H212  107.72  3.000
 395  H213  C21  H211  107.30  3.000
 395  H212  C21  H211  107.77  3.000
 395  H213  C21  C13   112.31  3.000
 395  H212  C21  C13   110.47  3.000
 395  H211  C21  C13   111.07  3.000
 395  H22   C22  O22   108.86  3.000
 395  H22   C22  C23   108.99  3.000
 395  O22   C22  C23   109.38  3.000
 395  H22   C22  C9    108.80  3.000
 395  O22   C22  C9    113.07  3.000
 395  C23   C22  C9    107.66  3.000
 395  O23   C23  N6    125.55  3.000
 395  O23   C23  C22   119.77  3.000
 395  N6    C23  C22   114.65  3.000
 395  HN6   N6   C23   115.97  3.000
 395  HN6   N6   C6    115.27  3.000
 395  C23   N6   C6    128.76  3.000
 395  HO22  O22  C22   107.55  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
 395  CONST_01  C4    C3   C2   C1      0.00   0.0  0
 395  CONST_02  C4    C5   C6   C1      0.00   0.0  0
 395  CONST_03  C5    C6   C1   C2      0.00   0.0  0
 395  CONST_04  C5    C4   C3   C2      0.00   0.0  0
 395  CONST_05  C6    C1   C2   C3      0.00   0.0  0
 395  CONST_06  C6    C5   C4   C3      0.00   0.0  0
 395  CONST_07  C11   C10  C9   C8      0.00   0.0  0
 395  CONST_08  C11   C12  C17  C8      0.00   0.0  0
 395  CONST_09  C12   C17  C8   C9      0.00   0.0  0
 395  CONST_10  C12   C11  C10  C9      0.00   0.0  0
 395  CONST_11  C17   C8   C9   C10     0.00   0.0  0
 395  CONST_12  C17   C12  C11  C10     0.00   0.0  0
 395  CONST_13  C7    C3   C2   C1    180.00   0.0  0
 395  CONST_14  N6    C6   C1   C2    180.00   0.0  0
 395  CONST_15  F1    C1   C2   C3    180.00   0.0  0
 395  CONST_16  N6    C6   C5   C4    180.00   0.0  0
 395  CONST_17  C7    C3   C4   C5    180.00   0.0  0
 395  CONST_18  F1    C1   C6   C5    180.00   0.0  0
 395  CONST_19  C22   C9   C10  C11   180.00   0.0  0
 395  CONST_20  C22   C9   C8   C17   180.00   0.0  0
 395  CONST_21  H5    C5   C6   C1    180.00   0.0  0
 395  CONST_22  H4    C4   C3   C2    180.00   0.0  0
 395  CONST_23  H2    C2   C3   C4    180.00   0.0  0
 395  CONST_24  H10   C10  C9   C8    180.00   0.0  0
 395  CONST_25  H11   C11  C10  C9    180.00   0.0  0
 395  CONST_26  H8    C8   C9   C10   180.00   0.0  0
 395  CONST_27  C23   N6   C6   C1    180.00   0.0  0
 395  CONST_28  C23   N6   C6   C5      0.00   0.0  0
 395  CONST_29  HN6   N6   C6   C1      0.00   0.0  0
 395  CONST_30  C22   C23  N6   C6    180.00   0.0  0
 395  CONST_31  O23   C23  N6   C6      0.00   0.0  0
 395  Var_01    C15   C16  C17  C8    166.42  30.0  1
 395  Var_02    C14   C13  C12  C11   165.65  30.0  1
 395  Var_03    C15   C14  C13  C12    45.07  30.0  1
 395  Var_04    C16   C15  C14  C13   -62.63  30.0  1
 395  Var_05    C17   C16  C15  C14    44.94  30.0  1
 395  Var_06    O71   C7   C3   C2   -179.53  30.0  2
 395  Var_07    H201  C20  C13  C12   -67.46  30.0  3
 395  Var_08    H211  C21  C13  C12    58.12  30.0  3
 395  Var_09    H181  C18  C16  C15   173.66  30.0  3
 395  Var_10    H191  C19  C16  C15  -177.67  30.0  3

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
 395  chir_01  C22  C9  C23  O22  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
 395  plan-1  C1   0.020
 395  plan-1  C2   0.020
 395  plan-1  C3   0.020
 395  plan-1  C4   0.020
 395  plan-1  C5   0.020
 395  plan-1  C6   0.020
 395  plan-1  C7   0.020
 395  plan-1  N6   0.020
 395  plan-1  F1   0.020
 395  plan-1  H2   0.020
 395  plan-1  H4   0.020
 395  plan-1  H5   0.020
 395  plan-2  C8   0.020
 395  plan-2  C9   0.020
 395  plan-2  C10  0.020
 395  plan-2  C11  0.020
 395  plan-2  C12  0.020
 395  plan-2  C13  0.020
 395  plan-2  C16  0.020
 395  plan-2  C17  0.020
 395  plan-2  C22  0.020
 395  plan-2  H8   0.020
 395  plan-2  H10  0.020
 395  plan-2  H11  0.020
 395  plan-3  C6   0.020
 395  plan-3  C22  0.020
 395  plan-3  C23  0.020
 395  plan-3  N6   0.020
 395  plan-3  O23  0.020
 395  plan-3  HN6  0.020
 395  plan-4  C3   0.020
 395  plan-4  C7   0.020
 395  plan-4  O71  0.020
 395  plan-4  O72  0.020

