# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  8 16:25:40 2020
#   Inital geometry file: a 143 line input string
#   Ligand name: (2~{S})-3-(4-fluorophenyl)-2-[2-(3-hydroxyphenyl)ethanoylamino]-~{N}-[(1~{S})-1-phenylethyl]propanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](NC(=O)[C@H](Cc1ccc(F)cc1)NC(=O)Cc2cccc(O)c2)c3ccccc3
#
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
 5RE  5RE  (2~{S})-3-(4-fluorophenyl)-2-[2-(3-hydroxyphenyl)ethanoylamino]-~{N}-[(1~{S})-1-phenylethyl]propanamide  ligand  56  31  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_5RE
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
 5RE  C14   C  CH1   0  -0.201   0.7623   0.2139  -0.0637
 5RE  C10   C  C     0   0.541  -1.0223   1.7854  -0.6061
 5RE  C01   C  CR16  0  -0.402  -4.3724   2.5179  -0.3727
 5RE  C02   C  CR6   0   0.366  -5.5328   2.1003   0.2781
 5RE  O03   O  OH1   0  -0.634  -6.3810   3.0545   0.7116
 5RE  C05   C  CR16  0  -0.397  -5.7750   0.7420   0.4579
 5RE  C06   C  CR16  0  -0.233  -4.8555  -0.1831  -0.0177
 5RE  C07   C  CR16  0  -0.301  -3.7042   0.2271  -0.6699
 5RE  C08   C  CR6   0   0.142  -3.4608   1.5883  -0.8521
 5RE  C09   C  CH2   0  -0.658  -2.1945   2.0476  -1.5308
 5RE  O11   O  O     0  -0.483  -0.8161   2.4633   0.3883
 5RE  N12   N  NH1   0  -0.617  -0.2734   0.7152  -0.9237
 5RE  C15   C  CH2   0  -0.551   0.9690  -1.2869  -0.3184
 5RE  C16   C  CR6   0   0.135  -0.3085  -2.0556  -0.1216
 5RE  C17   C  CR16  0  -0.275  -0.8727  -2.1838   1.1462
 5RE  C18   C  CR16  0  -0.390  -2.0831  -2.8329   1.3325
 5RE  C19   C  CR6   0   0.512  -2.7265  -3.3595   0.2283
 5RE  F20   F  F     0  -0.319  -3.9069  -3.9799   0.3992
 5RE  C21   C  CR16  0  -0.398  -2.1972  -3.2649  -1.0419
 5RE  C22   C  CR16  0  -0.306  -0.9841  -2.6070  -1.2051
 5RE  C23   C  C     0   0.569   2.0782   0.9543  -0.2939
 5RE  O24   O  O     0  -0.476   2.4288   1.3037  -1.4080
 5RE  N25   N  NH1   0  -0.641   2.8207   1.1330   0.8077
 5RE  C27   C  CH1   0  -0.137   4.1580   1.6902   0.7701
 5RE  C28   C  CH3   0  -0.675   4.5808   2.0601   2.1874
 5RE  C29   C  CR6   0   0.152   5.1578   0.7438   0.1400
 5RE  C30   C  CR16  0  -0.311   6.1780   1.2509  -0.6578
 5RE  C31   C  CR16  0  -0.243   7.1444   0.4109  -1.1954
 5RE  C32   C  CR16  0  -0.273   7.0982  -0.9537  -0.9430
 5RE  C33   C  CR16  0  -0.245   6.0808  -1.4687  -0.1494
 5RE  C34   C  CR16  0  -0.312   5.1190  -0.6248   0.3893
 5RE  H141  H  HCH1  0   0.279   0.4407   0.3470   0.9727
 5RE  H04   H  HOH1  0   0.474  -7.1420   2.6544   1.1466
 5RE  H051  H  HCR6  0   0.269  -6.6740   0.4058   0.9619
 5RE  H061  H  HCR6  0   0.254  -5.0470  -1.2390   0.1259
 5RE  H071  H  HCR6  0   0.250  -2.9979  -0.5109  -1.0298
 5RE  H092  H  HCH2  0   0.285  -2.2409   3.1165  -1.7404
 5RE  H091  H  HCH2  0   0.280  -2.0685   1.5333  -2.4858
 5RE  H13   H  HNH1  0   0.407  -0.4490   0.2375  -1.7928
 5RE  H151  H  HCH2  0   0.274   1.3428  -1.4375  -1.3342
 5RE  H152  H  HCH2  0   0.280   1.7442  -1.6496   0.3606
 5RE  H171  H  HCR6  0   0.260  -0.3669  -1.7653   2.0085
 5RE  H181  H  HCR6  0   0.279  -2.5177  -2.9273   2.3190
 5RE  H211  H  HCR6  0   0.280  -2.7184  -3.6880  -1.8906
 5RE  H221  H  HCR6  0   0.264  -0.5636  -2.5233  -2.2002
 5RE  H26   H  HNH1  0   0.403   2.4513   0.8435   1.6995
 5RE  H271  H  HCH1  0   0.261   4.1305   2.6029   0.1688
 5RE  H281  H  HCH3  0   0.251   5.5809   2.4903   2.1808
 5RE  H282  H  HCH3  0   0.247   3.8986   2.7943   2.6175
 5RE  H283  H  HCH3  0   0.234   4.5970   1.1809   2.8340
 5RE  H301  H  HCR6  0   0.247   6.2150   2.3143  -0.8656
 5RE  H311  H  HCR6  0   0.253   7.9300   0.8228  -1.8160
 5RE  H321  H  HCR6  0   0.256   7.8471  -1.6116  -1.3643
 5RE  H331  H  HCR6  0   0.259   6.0355  -2.5313   0.0522
 5RE  H341  H  HCR6  0   0.252   4.3305  -1.0436   1.0036
 5RE  H011  H  HCR6  0   0.262  -4.1900   3.5779  -0.5066

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
 5RE  C28  C27   single    1.525  0.020  1.525
 5RE  C34  C33   aromatic  1.388  0.020  1.388
 5RE  C34  C29   aromatic  1.392  0.020  1.392
 5RE  C27  C29   single    1.514  0.020  1.514
 5RE  C27  N25   single    1.449  0.020  1.449
 5RE  C33  C32   aromatic  1.389  0.020  1.389
 5RE  C29  C30   aromatic  1.391  0.020  1.391
 5RE  C32  C31   aromatic  1.388  0.020  1.388
 5RE  N25  C23   single    1.340  0.020  1.340
 5RE  C30  C31   aromatic  1.389  0.020  1.389
 5RE  O24  C23   double    1.219  0.020  1.219
 5RE  C23  C14   single    1.527  0.020  1.527
 5RE  C15  C14   single    1.536  0.020  1.536
 5RE  C15  C16   single    1.504  0.020  1.504
 5RE  C17  C16   aromatic  1.394  0.020  1.394
 5RE  C17  C18   aromatic  1.386  0.020  1.386
 5RE  C14  N12   single    1.436  0.020  1.436
 5RE  C16  C22   aromatic  1.391  0.020  1.391
 5RE  C18  C19   aromatic  1.382  0.020  1.382
 5RE  N12  C10   single    1.344  0.020  1.344
 5RE  C09  C10   single    1.516  0.020  1.516
 5RE  C09  C08   single    1.508  0.020  1.508
 5RE  C22  C21   aromatic  1.390  0.020  1.390
 5RE  C10  O11   double    1.221  0.020  1.221
 5RE  C19  C21   aromatic  1.379  0.020  1.379
 5RE  C19  F20   single    1.344  0.020  1.344
 5RE  C01  C08   aromatic  1.388  0.020  1.388
 5RE  C01  C02   aromatic  1.394  0.020  1.394
 5RE  C08  C07   aromatic  1.395  0.020  1.395
 5RE  O03  C02   single    1.348  0.020  1.348
 5RE  C02  C05   aromatic  1.391  0.020  1.391
 5RE  C07  C06   aromatic  1.385  0.020  1.385
 5RE  C05  C06   aromatic  1.388  0.020  1.388
 5RE  C14  H141  single    0.970  0.020  1.090
 5RE  C01  H011  single    0.930  0.020  1.080
 5RE  O03  H04   single    0.850  0.020  0.980
 5RE  C05  H051  single    0.930  0.020  1.080
 5RE  C06  H061  single    0.930  0.020  1.080
 5RE  C07  H071  single    0.930  0.020  1.080
 5RE  C09  H092  single    0.970  0.020  1.090
 5RE  C09  H091  single    0.970  0.020  1.090
 5RE  N12  H13   single    0.860  0.020  1.020
 5RE  C15  H151  single    0.970  0.020  1.090
 5RE  C15  H152  single    0.970  0.020  1.090
 5RE  C17  H171  single    0.930  0.020  1.080
 5RE  C18  H181  single    0.930  0.020  1.080
 5RE  C21  H211  single    0.930  0.020  1.080
 5RE  C22  H221  single    0.930  0.020  1.080
 5RE  N25  H26   single    0.860  0.020  1.020
 5RE  C27  H271  single    0.970  0.020  1.090
 5RE  C28  H281  single    0.970  0.020  1.090
 5RE  C28  H282  single    0.970  0.020  1.090
 5RE  C28  H283  single    0.970  0.020  1.090
 5RE  C30  H301  single    0.930  0.020  1.080
 5RE  C31  H311  single    0.930  0.020  1.080
 5RE  C32  H321  single    0.930  0.020  1.080
 5RE  C33  H331  single    0.930  0.020  1.080
 5RE  C34  H341  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
 5RE  H141  C14  C23   109.72  3.000
 5RE  H141  C14  C15   108.40  3.000
 5RE  C23   C14  C15   109.43  3.000
 5RE  H141  C14  N12   108.24  3.000
 5RE  C15   C14  N12   109.80  3.000
 5RE  C23   C14  N12   111.21  3.000
 5RE  N12   C10  O11   122.71  3.000
 5RE  O11   C10  C09   122.10  3.000
 5RE  N12   C10  C09   115.11  3.000
 5RE  H011  C01  C08   120.13  3.000
 5RE  H011  C01  C02   119.38  3.000
 5RE  C08   C01  C02   120.49  3.000
 5RE  C05   C02  O03   122.67  3.000
 5RE  C05   C02  C01   119.84  3.000
 5RE  O03   C02  C01   117.50  3.000
 5RE  H04   O03  C02   110.38  3.000
 5RE  H051  C05  C06   120.12  3.000
 5RE  H051  C05  C02   120.48  3.000
 5RE  C06   C05  C02   119.40  3.000
 5RE  H061  C06  C07   119.89  3.000
 5RE  H061  C06  C05   119.16  3.000
 5RE  C07   C06  C05   120.95  3.000
 5RE  H071  C07  C08   120.51  3.000
 5RE  H071  C07  C06   119.78  3.000
 5RE  C08   C07  C06   119.71  3.000
 5RE  C09   C08  C07   120.17  3.000
 5RE  C07   C08  C01   119.60  3.000
 5RE  C09   C08  C01   120.20  3.000
 5RE  H091  C09  H092  107.38  3.000
 5RE  H091  C09  C08   110.30  3.000
 5RE  H092  C09  C08   110.44  3.000
 5RE  H091  C09  C10   111.27  3.000
 5RE  H092  C09  C10   108.65  3.000
 5RE  C08   C09  C10   108.78  3.000
 5RE  H13   N12  C10   118.97  3.000
 5RE  H13   N12  C14   118.48  3.000
 5RE  C10   N12  C14   122.55  3.000
 5RE  H152  C15  H151  106.82  3.000
 5RE  H152  C15  C16   110.59  3.000
 5RE  H151  C15  C16   109.99  3.000
 5RE  H152  C15  C14   108.47  3.000
 5RE  H151  C15  C14   109.56  3.000
 5RE  C16   C15  C14   111.30  3.000
 5RE  C22   C16  C17   118.40  3.000
 5RE  C22   C16  C15   120.88  3.000
 5RE  C17   C16  C15   120.66  3.000
 5RE  H171  C17  C18   118.78  3.000
 5RE  H171  C17  C16   119.96  3.000
 5RE  C18   C17  C16   121.26  3.000
 5RE  H181  C18  C19   120.53  3.000
 5RE  H181  C18  C17   120.94  3.000
 5RE  C19   C18  C17   118.53  3.000
 5RE  C21   C19  F20   119.05  3.000
 5RE  F20   C19  C18   118.88  3.000
 5RE  C21   C19  C18   122.06  3.000
 5RE  H211  C21  C22   120.90  3.000
 5RE  H211  C21  C19   120.70  3.000
 5RE  C22   C21  C19   118.40  3.000
 5RE  H221  C22  C21   118.89  3.000
 5RE  H221  C22  C16   119.76  3.000
 5RE  C21   C22  C16   121.35  3.000
 5RE  N25   C23  O24   123.61  3.000
 5RE  O24   C23  C14   121.63  3.000
 5RE  N25   C23  C14   114.71  3.000
 5RE  H26   N25  C27   118.14  3.000
 5RE  H26   N25  C23   119.07  3.000
 5RE  C27   N25  C23   122.76  3.000
 5RE  H271  C27  C29   108.03  3.000
 5RE  H271  C27  C28   108.41  3.000
 5RE  C29   C27  C28   110.82  3.000
 5RE  H271  C27  N25   108.18  3.000
 5RE  C29   C27  N25   112.32  3.000
 5RE  C28   C27  N25   108.97  3.000
 5RE  H283  C28  H282  108.53  3.000
 5RE  H283  C28  H281  107.96  3.000
 5RE  H282  C28  H281  108.12  3.000
 5RE  H283  C28  C27   111.06  3.000
 5RE  H282  C28  C27   110.88  3.000
 5RE  H281  C28  C27   110.18  3.000
 5RE  C34   C29  C30   118.80  3.000
 5RE  C30   C29  C27   119.68  3.000
 5RE  C34   C29  C27   121.45  3.000
 5RE  H301  C30  C31   119.69  3.000
 5RE  H301  C30  C29   119.52  3.000
 5RE  C31   C30  C29   120.80  3.000
 5RE  H311  C31  C32   120.15  3.000
 5RE  H311  C31  C30   119.79  3.000
 5RE  C32   C31  C30   120.06  3.000
 5RE  H321  C32  C33   120.25  3.000
 5RE  H321  C32  C31   120.24  3.000
 5RE  C33   C32  C31   119.51  3.000
 5RE  H331  C33  C34   119.69  3.000
 5RE  H331  C33  C32   120.06  3.000
 5RE  C34   C33  C32   120.24  3.000
 5RE  H341  C34  C33   119.28  3.000
 5RE  H341  C34  C29   120.13  3.000
 5RE  C33   C34  C29   120.59  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
 5RE  CONST_01  C06   C07  C08  C01    0.00   0.0  0
 5RE  CONST_02  C06   C05  C02  C01    0.00   0.0  0
 5RE  CONST_03  C07   C08  C01  C02    0.00   0.0  0
 5RE  CONST_04  C07   C06  C05  C02    0.00   0.0  0
 5RE  CONST_05  C08   C01  C02  C05    0.00   0.0  0
 5RE  CONST_06  C08   C07  C06  C05    0.00   0.0  0
 5RE  CONST_07  C19   C18  C17  C16    0.00   0.0  0
 5RE  CONST_08  C19   C21  C22  C16    0.00   0.0  0
 5RE  CONST_09  C21   C22  C16  C17    0.00   0.0  0
 5RE  CONST_10  C21   C19  C18  C17    0.00   0.0  0
 5RE  CONST_11  C22   C16  C17  C18    0.00   0.0  0
 5RE  CONST_12  C22   C21  C19  C18    0.00   0.0  0
 5RE  CONST_13  C32   C33  C34  C29    0.00   0.0  0
 5RE  CONST_14  C32   C31  C30  C29    0.00   0.0  0
 5RE  CONST_15  C33   C34  C29  C30    0.00   0.0  0
 5RE  CONST_16  C33   C32  C31  C30    0.00   0.0  0
 5RE  CONST_17  C34   C33  C32  C31    0.00   0.0  0
 5RE  CONST_18  C34   C29  C30  C31    0.00   0.0  0
 5RE  CONST_19  C09   C08  C01  C02  180.00   0.0  0
 5RE  CONST_20  C08   C01  C02  O03  180.00   0.0  0
 5RE  CONST_21  C06   C05  C02  O03  180.00   0.0  0
 5RE  CONST_22  C09   C08  C07  C06  180.00   0.0  0
 5RE  CONST_23  C18   C17  C16  C15  180.00   0.0  0
 5RE  CONST_24  C21   C22  C16  C15  180.00   0.0  0
 5RE  CONST_25  F20   C19  C18  C17  180.00   0.0  0
 5RE  CONST_26  C22   C21  C19  F20  180.00   0.0  0
 5RE  CONST_27  C33   C34  C29  C27  180.00   0.0  0
 5RE  CONST_28  C31   C30  C29  C27  180.00   0.0  0
 5RE  CONST_29  H071  C07  C08  C01  180.00   0.0  0
 5RE  CONST_30  H051  C05  C02  C01  180.00   0.0  0
 5RE  CONST_31  H061  C06  C05  C02  180.00   0.0  0
 5RE  CONST_32  H011  C01  C02  C05  180.00   0.0  0
 5RE  CONST_33  H181  C18  C17  C16  180.00   0.0  0
 5RE  CONST_34  H211  C21  C22  C16  180.00   0.0  0
 5RE  CONST_35  H221  C22  C16  C17  180.00   0.0  0
 5RE  CONST_36  H171  C17  C18  C19  180.00   0.0  0
 5RE  CONST_37  H331  C33  C34  C29  180.00   0.0  0
 5RE  CONST_38  H311  C31  C30  C29  180.00   0.0  0
 5RE  CONST_39  H341  C34  C29  C30  180.00   0.0  0
 5RE  CONST_40  H321  C32  C31  C30  180.00   0.0  0
 5RE  CONST_41  H301  C30  C31  C32  180.00   0.0  0
 5RE  CONST_42  C27   N25  C23  C14  180.00   0.0  0
 5RE  CONST_43  C09   C10  N12  C14  180.00   0.0  0
 5RE  CONST_44  O11   C10  N12  C14    0.00   0.0  0
 5RE  CONST_45  C27   N25  C23  O24    0.00   0.0  0
 5RE  CONST_46  H26   N25  C23  C14    0.00   0.0  0
 5RE  CONST_47  H13   N12  C10  C09    0.00   0.0  0
 5RE  Var_01    C17   C16  C15  C14  -67.96  30.0  2
 5RE  Var_02    C01   C08  C09  C10  107.88  30.0  2
 5RE  Var_03    N12   C10  C09  C08  103.14  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
 5RE  chir_01  C14  C23  C15  N12  positiv
 5RE  chir_02  C27  N25  C28  C29  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
 5RE  plan-1  C01   0.020
 5RE  plan-1  C02   0.020
 5RE  plan-1  O03   0.020
 5RE  plan-1  C05   0.020
 5RE  plan-1  C06   0.020
 5RE  plan-1  C07   0.020
 5RE  plan-1  C08   0.020
 5RE  plan-1  C09   0.020
 5RE  plan-1  H051  0.020
 5RE  plan-1  H061  0.020
 5RE  plan-1  H071  0.020
 5RE  plan-1  H011  0.020
 5RE  plan-2  C15   0.020
 5RE  plan-2  C16   0.020
 5RE  plan-2  C17   0.020
 5RE  plan-2  C18   0.020
 5RE  plan-2  C19   0.020
 5RE  plan-2  F20   0.020
 5RE  plan-2  C21   0.020
 5RE  plan-2  C22   0.020
 5RE  plan-2  H171  0.020
 5RE  plan-2  H181  0.020
 5RE  plan-2  H211  0.020
 5RE  plan-2  H221  0.020
 5RE  plan-3  C27   0.020
 5RE  plan-3  C29   0.020
 5RE  plan-3  C30   0.020
 5RE  plan-3  C31   0.020
 5RE  plan-3  C32   0.020
 5RE  plan-3  C33   0.020
 5RE  plan-3  C34   0.020
 5RE  plan-3  H301  0.020
 5RE  plan-3  H311  0.020
 5RE  plan-3  H321  0.020
 5RE  plan-3  H331  0.020
 5RE  plan-3  H341  0.020
 5RE  plan-4  C14   0.020
 5RE  plan-4  C10   0.020
 5RE  plan-4  C09   0.020
 5RE  plan-4  O11   0.020
 5RE  plan-4  N12   0.020
 5RE  plan-4  H13   0.020
 5RE  plan-5  C14   0.020
 5RE  plan-5  C23   0.020
 5RE  plan-5  O24   0.020
 5RE  plan-5  N25   0.020
 5RE  plan-5  C27   0.020
 5RE  plan-5  H26   0.020

