# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 10 19:26:24 2022
#   Inital geometry file: a 107 line input string
#   Ligand name: [(1S)-3-[benzoyl(hydroxy)amino]-1-(3,4-dichlorophenyl)propyl]phosphonic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: ON(CC[C@@H](c1ccc(Cl)c(Cl)c1)[P](O)(O)=O)C(=O)c2ccccc2
#
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
 FM6  FM6  '[(1S)-3-[benzoyl(hydroxy)amino]-1-(3,4-dichlorophenyl)propyl]phosphonic acid'  ligand  39  25  .  2022-09-22  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_FM6
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
 FM6  C7    C   CR16   0  -0.274  -3.0325   0.1454  -0.8628
 FM6  C8    C   CR6    0   0.012  -4.1423  -0.5917  -0.4869
 FM6  CL1   CL  CL     0  -0.121  -5.4889  -0.7004  -1.5663
 FM6  C9    C   CR6    0  -0.037  -4.1764  -1.2321   0.7462
 FM6  CL2   CL  CL     0  -0.122  -5.5513  -2.1591   1.2312
 FM6  C10   C   CR16   0  -0.209  -3.0819  -1.1266   1.5899
 FM6  C11   C   CR16   0  -0.315  -1.9742  -0.3880   1.2069
 FM6  C6    C   CR6    0   0.195  -1.9173   0.2512  -0.0325
 FM6  C4    C   CH1    0  -0.582  -0.7526   1.0841  -0.4452
 FM6  PA1   P   P      0   1.193  -1.0698   2.8539   0.1686
 FM6  OP1   O   OP    -1  -0.887  -1.0849   2.7162   1.6932
 FM6  OP3   O   OP    -1  -0.879   0.1006   3.6883  -0.3713
 FM6  OP2   O   O      0  -0.884  -2.4185   3.2281  -0.4500
 FM6  C3    C   CH2    0  -0.446   0.5813   0.5133   0.0409
 FM6  C2    C   CH2    0  -0.300   1.7727   1.1045  -0.7051
 FM6  N1    N   NT     0  -0.196   3.0387   0.5386  -0.2828
 FM6  O2    O   OH1    0  -0.549   3.5215   1.0037   0.9120
 FM6  C1    C   C      0   0.484   3.6371  -0.5118  -0.8789
 FM6  O1    O   O      0  -0.486   3.1425  -1.0585  -1.8564
 FM6  C12   C   CR6    0  -0.030   4.9386  -0.9931  -0.3216
 FM6  C17   C   CR16   0  -0.273   5.1125  -2.3692  -0.1957
 FM6  C16   C   CR16   0  -0.247   6.3239  -2.8862   0.2398
 FM6  C15   C   CR16   0  -0.254   7.3828  -2.0329   0.5194
 FM6  C14   C   CR16   0  -0.247   7.2229  -0.6616   0.3677
 FM6  C13   C   CR16   0  -0.248   6.0040  -0.1402  -0.0410
 FM6  H7    H   HCR6   0   0.257  -3.0295   0.6399  -1.8247
 FM6  H10   H   HCR6   0   0.274  -3.1015  -1.6194   2.5528
 FM6  H11   H   HCR6   0   0.250  -1.1388  -0.3203   1.8891
 FM6  H4    H   HCH1   0   0.209  -0.7358   1.1194  -1.5415
 FM6  H31C  H   HCH2   0   0.214   0.6893   0.7043   1.1123
 FM6  H32C  H   HCH2   0   0.220   0.5997  -0.5748  -0.0907
 FM6  H21C  H   HCH2   0   0.234   1.6719   0.9265  -1.7750
 FM6  H22C  H   HCH2   0   0.266   1.8051   2.1829  -0.5578
 FM6  H17   H   HCR6   0   0.260   4.2956  -3.0403  -0.4284
 FM6  H13   H   HCR6   0   0.260   5.8989   0.9297  -0.1573
 FM6  H16   H   HCR6   0   0.260   6.4428  -3.9559   0.3516
 FM6  H15   H   HCR6   0   0.261   8.3315  -2.4352   0.8499
 FM6  H14   H   HCR6   0   0.260   8.0491   0.0071   0.5709
 FM6  H2O   H   HOH1   0   0.474   3.1156   0.4651   1.6057

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
 FM6  C7   C8    aromatic  1.384  0.020  1.384
 FM6  C7   C6    aromatic  1.394  0.020  1.394
 FM6  C8   CL1   single    1.729  0.020  1.729
 FM6  C8   C9    aromatic  1.390  0.020  1.390
 FM6  C9   CL2   single    1.728  0.020  1.728
 FM6  C9   C10   aromatic  1.386  0.020  1.386
 FM6  C10  C11   aromatic  1.385  0.020  1.385
 FM6  C11  C6    aromatic  1.396  0.020  1.396
 FM6  C6   C4    single    1.490  0.020  1.490
 FM6  C4   PA1   single    1.900  0.020  1.900
 FM6  C4   C3    single    1.530  0.020  1.530
 FM6  PA1  OP1   deloc     1.531  0.020  1.531
 FM6  PA1  OP3   deloc     1.535  0.020  1.535
 FM6  PA1  OP2   deloc     1.530  0.020  1.530
 FM6  C3   C2    single    1.525  0.020  1.525
 FM6  C2   N1    single    1.450  0.020  1.450
 FM6  N1   O2    single    1.370  0.020  1.370
 FM6  N1   C1    single    1.348  0.020  1.348
 FM6  C1   O1    double    1.224  0.020  1.224
 FM6  C1   C12   single    1.495  0.020  1.495
 FM6  C12  C17   aromatic  1.393  0.020  1.393
 FM6  C12  C13   aromatic  1.393  0.020  1.393
 FM6  C17  C16   aromatic  1.387  0.020  1.387
 FM6  C16  C15   aromatic  1.388  0.020  1.388
 FM6  C15  C14   aromatic  1.389  0.020  1.389
 FM6  C14  C13   aromatic  1.387  0.020  1.387
 FM6  O2   H2O   single    0.850  0.020  0.980
 FM6  C7   H7    single    0.930  0.020  1.080
 FM6  C10  H10   single    0.930  0.020  1.080
 FM6  C11  H11   single    0.930  0.020  1.080
 FM6  C4   H4    single    0.970  0.020  1.090
 FM6  C3   H31C  single    0.970  0.020  1.090
 FM6  C3   H32C  single    0.970  0.020  1.090
 FM6  C2   H21C  single    0.970  0.020  1.090
 FM6  C2   H22C  single    0.970  0.020  1.090
 FM6  C17  H17   single    0.930  0.020  1.080
 FM6  C13  H13   single    0.930  0.020  1.080
 FM6  C16  H16   single    0.930  0.020  1.080
 FM6  C15  H15   single    0.930  0.020  1.080
 FM6  C14  H14   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
 FM6  H7    C7   C6    119.52  3.000
 FM6  H7    C7   C8    119.16  3.000
 FM6  C6    C7   C8    121.32  3.000
 FM6  C9    C8   CL1   120.38  3.000
 FM6  C9    C8   C7    120.40  3.000
 FM6  CL1   C8   C7    119.22  3.000
 FM6  C10   C9   CL2   119.89  3.000
 FM6  C10   C9   C8    119.05  3.000
 FM6  CL2   C9   C8    121.05  3.000
 FM6  H10   C10  C11   120.23  3.000
 FM6  H10   C10  C9    119.53  3.000
 FM6  C11   C10  C9    120.24  3.000
 FM6  H11   C11  C6    120.02  3.000
 FM6  H11   C11  C10   118.49  3.000
 FM6  C6    C11  C10   121.49  3.000
 FM6  C4    C6   C11   122.26  3.000
 FM6  C4    C6   C7    120.17  3.000
 FM6  C11   C6   C7    117.48  3.000
 FM6  H4    C4   C3    108.43  3.000
 FM6  H4    C4   PA1   107.19  3.000
 FM6  C3    C4   PA1   112.98  3.000
 FM6  H4    C4   C6    107.86  3.000
 FM6  C3    C4   C6    112.63  3.000
 FM6  PA1   C4   C6    107.50  3.000
 FM6  OP2   PA1  OP3   113.38  3.000
 FM6  OP2   PA1  OP1   114.58  3.000
 FM6  OP3   PA1  OP1   113.99  3.000
 FM6  OP2   PA1  C4    104.14  3.000
 FM6  OP3   PA1  C4    105.39  3.000
 FM6  OP1   PA1  C4    103.86  3.000
 FM6  H32C  C3   H31C  106.82  3.000
 FM6  H32C  C3   C2    108.24  3.000
 FM6  H31C  C3   C2    109.54  3.000
 FM6  H32C  C3   C4    110.29  3.000
 FM6  H31C  C3   C4    109.40  3.000
 FM6  C2    C3   C4    112.40  3.000
 FM6  H22C  C2   H21C  107.31  3.000
 FM6  H22C  C2   N1    108.74  3.000
 FM6  H21C  C2   N1    107.65  3.000
 FM6  H22C  C2   C3    109.94  3.000
 FM6  H21C  C2   C3    110.17  3.000
 FM6  N1    C2   C3    112.85  3.000
 FM6  C1    N1   O2    119.59  3.000
 FM6  C1    N1   C2    124.28  3.000
 FM6  O2    N1   C2    115.42  3.000
 FM6  H2O   O2   N1    106.76  3.000
 FM6  C12   C1   O1    120.36  3.000
 FM6  C12   C1   N1    118.19  3.000
 FM6  O1    C1   N1    121.44  3.000
 FM6  C13   C12  C17   119.41  3.000
 FM6  C13   C12  C1    122.93  3.000
 FM6  C17   C12  C1    117.41  3.000
 FM6  H17   C17  C16   119.70  3.000
 FM6  H17   C17  C12   119.93  3.000
 FM6  C16   C17  C12   120.37  3.000
 FM6  H16   C16  C15   120.19  3.000
 FM6  H16   C16  C17   119.79  3.000
 FM6  C15   C16  C17   120.02  3.000
 FM6  H15   C15  C14   120.09  3.000
 FM6  H15   C15  C16   120.11  3.000
 FM6  C14   C15  C16   119.80  3.000
 FM6  H14   C14  C13   119.60  3.000
 FM6  H14   C14  C15   120.11  3.000
 FM6  C13   C14  C15   120.29  3.000
 FM6  H13   C13  C14   119.27  3.000
 FM6  H13   C13  C12   120.64  3.000
 FM6  C14   C13  C12   120.08  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
 FM6  CONST_01  C10  C9   C8   C7      0.00   0.0  0
 FM6  CONST_02  C10  C11  C6   C7      0.00   0.0  0
 FM6  CONST_03  C11  C6   C7   C8      0.00   0.0  0
 FM6  CONST_04  C11  C10  C9   C8      0.00   0.0  0
 FM6  CONST_05  C6   C7   C8   C9      0.00   0.0  0
 FM6  CONST_06  C6   C11  C10  C9      0.00   0.0  0
 FM6  CONST_07  C15  C16  C17  C12     0.00   0.0  0
 FM6  CONST_08  C15  C14  C13  C12     0.00   0.0  0
 FM6  CONST_09  C14  C13  C12  C17     0.00   0.0  0
 FM6  CONST_10  C14  C15  C16  C17     0.00   0.0  0
 FM6  CONST_11  C13  C12  C17  C16     0.00   0.0  0
 FM6  CONST_12  C13  C14  C15  C16     0.00   0.0  0
 FM6  CONST_13  CL2  C9   C8   C7    180.00   0.0  0
 FM6  CONST_14  C4   C6   C7   C8    180.00   0.0  0
 FM6  CONST_15  C6   C7   C8   CL1   180.00   0.0  0
 FM6  CONST_16  C10  C9   C8   CL1   180.00   0.0  0
 FM6  CONST_17  C11  C10  C9   CL2   180.00   0.0  0
 FM6  CONST_18  C4   C6   C11  C10   180.00   0.0  0
 FM6  CONST_19  C16  C17  C12  C1    180.00   0.0  0
 FM6  CONST_20  C14  C13  C12  C1    180.00   0.0  0
 FM6  CONST_21  H11  C11  C6   C7    180.00   0.0  0
 FM6  CONST_22  H10  C10  C9   C8    180.00   0.0  0
 FM6  CONST_23  H7   C7   C8   C9    180.00   0.0  0
 FM6  CONST_24  H16  C16  C17  C12   180.00   0.0  0
 FM6  CONST_25  H14  C14  C13  C12   180.00   0.0  0
 FM6  CONST_26  H13  C13  C12  C17   180.00   0.0  0
 FM6  CONST_27  H15  C15  C16  C17   180.00   0.0  0
 FM6  CONST_28  H17  C17  C16  C15   180.00   0.0  0
 FM6  CONST_29  C12  C1   N1   C2    180.00   0.0  0
 FM6  CONST_30  C12  C1   N1   O2      0.00   0.0  0
 FM6  CONST_31  O1   C1   N1   C2      0.00   0.0  0
 FM6  CONST_32  O1   C1   N1   O2    180.00   0.0  0
 FM6  Var_01    C17  C12  C1   N1    136.54  30.0  2
 FM6  Var_02    N1   C2   C3   C4   -178.10  30.0  3
 FM6  Var_03    O2   N1   C2   C3    -77.06  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
 FM6  chir_01  C4  C6  PA1  C3  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
 FM6  plan-1  C7   0.020
 FM6  plan-1  C8   0.020
 FM6  plan-1  CL1  0.020
 FM6  plan-1  C9   0.020
 FM6  plan-1  CL2  0.020
 FM6  plan-1  C10  0.020
 FM6  plan-1  C11  0.020
 FM6  plan-1  C6   0.020
 FM6  plan-1  C4   0.020
 FM6  plan-1  H7   0.020
 FM6  plan-1  H10  0.020
 FM6  plan-1  H11  0.020
 FM6  plan-2  C1   0.020
 FM6  plan-2  C12  0.020
 FM6  plan-2  C17  0.020
 FM6  plan-2  C16  0.020
 FM6  plan-2  C15  0.020
 FM6  plan-2  C14  0.020
 FM6  plan-2  C13  0.020
 FM6  plan-2  H17  0.020
 FM6  plan-2  H13  0.020
 FM6  plan-2  H16  0.020
 FM6  plan-2  H15  0.020
 FM6  plan-2  H14  0.020
 FM6  plan-3  C2   0.020
 FM6  plan-3  N1   0.020
 FM6  plan-3  O2   0.020
 FM6  plan-3  C1   0.020
 FM6  plan-3  O1   0.020
 FM6  plan-3  C12  0.020

