# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 21:58:05 2020
#   Inital geometry file: a 136 line input string
#   Ligand name: (2S)-4-[(2-ammonioethyl)amino]-N-[(1R)-1-(4-chloro-2-fluoro-3-phenoxyphenyl)propyl]-4-oxobutan-2-aminium
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[C@@H]([NH2+][C@@H](C)CC(=O)NCC[NH3+])c1ccc(Cl)c(Oc2ccccc2)c1F
#
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
 1LH  1LH  (2S)-4-[(2-ammonioethyl)amino]-N-[(1R)-1-(4-chloro-2-fluoro-3-phenoxyphenyl)propyl]-4-oxobutan-2-aminium  ligand  57  28  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_1LH
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
 1LH  C1    C   CH3   0  -0.693   1.1402   4.1413   2.5024
 1LH  C2    C   CH2   0  -0.428   0.6603   2.6999   2.4027
 1LH  C3    C   CH1   0  -0.209   0.5956   2.1670   0.9734
 1LH  N5    N   NT2   1  -0.693   1.9711   2.1399   0.3749
 1LH  C8    C   CH1   0  -0.128   2.0657   1.7750  -1.0788
 1LH  C10   C   CH3   0  -0.669   1.5695   2.9056  -1.9564
 1LH  C11   C   CH2   0  -0.596   3.5104   1.4027  -1.4001
 1LH  C12   C   C     0   0.617   4.0129   0.2329  -0.5826
 1LH  O13   O   O     0  -0.506   3.7326   0.1240   0.6125
 1LH  N14   N   NH1   0  -0.628   4.7730  -0.6532  -1.2269
 1LH  C15   C   CH2   0  -0.316   5.3694  -1.7991  -0.5872
 1LH  C16   C   CH2   0  -0.314   6.7037  -1.4289   0.0459
 1LH  N17   N   NT3   1  -0.777   7.3235  -2.6199   0.6764
 1LH  C21   C   CR6   0  -0.076  -0.0115   0.7901   0.8975
 1LH  C22   C   CR16  0  -0.297   0.4597  -0.2598   1.6829
 1LH  C23   C   CR16  0  -0.225  -0.1115  -1.5180   1.6291
 1LH  C24   C   CR6   0  -0.127  -1.1821  -1.7461   0.7780
 1LH  CL2   CL  CL    0  -0.070  -1.9275  -3.2909   0.6968
 1LH  C26   C   CR6   0   0.246  -1.6698  -0.7285  -0.0295
 1LH  O27   O   O2    0  -0.490  -2.6661  -0.9481  -0.9179
 1LH  C28   C   CR6   0   0.369  -3.9611  -0.6743  -0.5542
 1LH  C29   C   CR16  0  -0.323  -4.9164  -0.8518  -1.5471
 1LH  C30   C   CR16  0  -0.246  -6.2490  -0.6047  -1.2592
 1LH  C31   C   CR16  0  -0.268  -6.6319  -0.1820   0.0086
 1LH  C32   C   CR16  0  -0.247  -5.6658  -0.0099   0.9878
 1LH  C33   C   CR16  0  -0.338  -4.3243  -0.2552   0.7173
 1LH  C34   C   CR6   0   0.527  -1.0764   0.5239   0.0541
 1LH  F35   F   F     0  -0.285  -1.5718   1.4869  -0.7253
 1LH  H3    H   HCH1  0   0.320   0.0169   2.8673   0.3729
 1LH  HN5   H   HNT2  0   0.458   2.4091   3.0523   0.5176
 1LH  HN5A  H   HNT2  0   0.476   2.5742   1.4527   0.8727
 1LH  H8    H   HCH1  0   0.313   1.4361   0.8937  -1.2081
 1LH  HN17  H   HNT3  0   0.474   6.7393  -3.0136   1.4141
 1LH  HN1A  H   HNT3  0   0.473   7.5039  -3.3632   0.0016
 1LH  HN1B  H   HNT3  0   0.484   8.2197  -2.3875   1.1033
 1LH  H1    H   HCH3  0   0.232   2.1961   4.2596   2.2537
 1LH  H1A   H   HCH3  0   0.241   0.5616   4.8012   1.8548
 1LH  H1B   H   HCH3  0   0.263   1.0232   4.4977   3.5247
 1LH  H2    H   HCH2  0   0.255   1.2835   2.0501   3.0213
 1LH  H2A   H   HCH2  0   0.276  -0.3529   2.6267   2.7997
 1LH  H10   H   HCH3  0   0.274   1.6169   2.5927  -2.9980
 1LH  H10A  H   HCH3  0   0.261   0.5349   3.1726  -1.7470
 1LH  H10B  H   HCH3  0   0.252   2.1897   3.7959  -1.8445
 1LH  H11   H   HCH2  0   0.304   3.5706   1.1894  -2.4672
 1LH  H11A  H   HCH2  0   0.308   4.1713   2.2566  -1.2184
 1LH  HN14  H   HNH1  0   0.424   4.9763  -0.5019  -2.2024
 1LH  H15   H   HCH2  0   0.279   4.6876  -2.1977   0.1643
 1LH  H15A  H   HCH2  0   0.291   5.5105  -2.5692  -1.3449
 1LH  H16   H   HCH2  0   0.305   7.4044  -1.0563  -0.6971
 1LH  H16A  H   HCH2  0   0.303   6.5811  -0.6813   0.8255
 1LH  H22   H   HCR6  0   0.286   1.2851  -0.1040   2.3651
 1LH  H23   H   HCR6  0   0.298   0.2674  -2.3154   2.2521
 1LH  H29   H   HCR6  0   0.274  -4.6146  -1.1799  -2.5335
 1LH  H30   H   HCR6  0   0.264  -6.9922  -0.7435  -2.0332
 1LH  H31   H   HCR6  0   0.259  -7.6732   0.0088   0.2300
 1LH  H32   H   HCR6  0   0.266  -5.9496   0.3172   1.9793
 1LH  H33   H   HCR6  0   0.280  -3.5910  -0.1204   1.5020

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
 1LH  C1   C2    single    1.522  0.020  1.522
 1LH  C1   H1    single    0.970  0.020  1.090
 1LH  C1   H1A   single    0.970  0.020  1.090
 1LH  C1   H1B   single    0.970  0.020  1.090
 1LH  C2   C3    single    1.527  0.020  1.527
 1LH  C2   H2    single    0.970  0.020  1.090
 1LH  C2   H2A   single    0.970  0.020  1.090
 1LH  C3   N5    single    1.500  0.020  1.500
 1LH  C3   C21   single    1.507  0.020  1.507
 1LH  C3   H3    single    0.970  0.020  1.090
 1LH  N5   C8    single    1.502  0.020  1.502
 1LH  N5   HN5   single    0.890  0.020  1.040
 1LH  N5   HN5A  single    0.890  0.020  1.040
 1LH  C8   C10   single    1.515  0.020  1.515
 1LH  C8   C11   single    1.526  0.020  1.526
 1LH  C8   H8    single    0.970  0.020  1.090
 1LH  C10  H10   single    0.970  0.020  1.090
 1LH  C10  H10A  single    0.970  0.020  1.090
 1LH  C10  H10B  single    0.970  0.020  1.090
 1LH  C11  C12   single    1.513  0.020  1.513
 1LH  C11  H11   single    0.970  0.020  1.090
 1LH  C11  H11A  single    0.970  0.020  1.090
 1LH  C12  O13   double    1.232  0.020  1.232
 1LH  C12  N14   single    1.333  0.020  1.333
 1LH  N14  C15   single    1.442  0.020  1.442
 1LH  N14  HN14  single    0.860  0.020  1.020
 1LH  C15  C16   single    1.523  0.020  1.523
 1LH  C15  H15   single    0.970  0.020  1.090
 1LH  C15  H15A  single    0.970  0.020  1.090
 1LH  C16  N17   single    1.483  0.020  1.483
 1LH  C16  H16   single    0.970  0.020  1.090
 1LH  C16  H16A  single    0.970  0.020  1.090
 1LH  N17  HN17  single    0.890  0.020  1.040
 1LH  N17  HN1A  single    0.890  0.020  1.040
 1LH  N17  HN1B  single    0.890  0.020  1.040
 1LH  C21  C22   aromatic  1.393  0.020  1.393
 1LH  C21  C34   aromatic  1.384  0.020  1.384
 1LH  C22  C23   aromatic  1.383  0.020  1.383
 1LH  C22  H22   single    0.930  0.020  1.080
 1LH  C23  C24   aromatic  1.387  0.020  1.387
 1LH  C23  H23   single    0.930  0.020  1.080
 1LH  C24  CL2   single    1.717  0.020  1.717
 1LH  C24  C26   aromatic  1.388  0.020  1.388
 1LH  C26  O27   single    1.353  0.020  1.353
 1LH  C26  C34   aromatic  1.388  0.020  1.388
 1LH  O27  C28   single    1.373  0.020  1.373
 1LH  C28  C29   aromatic  1.389  0.020  1.389
 1LH  C28  C33   aromatic  1.387  0.020  1.387
 1LH  C29  C30   aromatic  1.385  0.020  1.385
 1LH  C29  H29   single    0.930  0.020  1.080
 1LH  C30  C31   aromatic  1.390  0.020  1.390
 1LH  C30  H30   single    0.930  0.020  1.080
 1LH  C31  C32   aromatic  1.386  0.020  1.386
 1LH  C31  H31   single    0.930  0.020  1.080
 1LH  C32  C33   aromatic  1.390  0.020  1.390
 1LH  C32  H32   single    0.930  0.020  1.080
 1LH  C33  H33   single    0.930  0.020  1.080
 1LH  C34  F35   single    1.334  0.020  1.334

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
 1LH  H1B   C1   H1A   107.60  3.000
 1LH  H1B   C1   H1    106.40  3.000
 1LH  H1A   C1   H1    108.20  3.000
 1LH  H1B   C1   C2    109.72  3.000
 1LH  H1A   C1   C2    111.51  3.000
 1LH  H1    C1   C2    113.13  3.000
 1LH  H2A   C2   H2    106.50  3.000
 1LH  H2A   C2   C3    106.14  3.000
 1LH  H2    C2   C3    110.29  3.000
 1LH  H2A   C2   C1    109.42  3.000
 1LH  H2    C2   C1    110.26  3.000
 1LH  C3    C2   C1    113.90  3.000
 1LH  H3    C3   C21   110.23  3.000
 1LH  H3    C3   N5    106.19  3.000
 1LH  C21   C3   N5    109.44  3.000
 1LH  H3    C3   C2    108.32  3.000
 1LH  C21   C3   C2    112.53  3.000
 1LH  N5    C3   C2    109.93  3.000
 1LH  HN5A  N5   HN5   105.92  3.000
 1LH  HN5A  N5   C8    105.43  3.000
 1LH  HN5   N5   C8    108.97  3.000
 1LH  HN5A  N5   C3    110.62  3.000
 1LH  HN5   N5   C3    108.73  3.000
 1LH  C8    N5   C3    116.64  3.000
 1LH  H8    C8   C11   108.93  3.000
 1LH  H8    C8   C10   110.20  3.000
 1LH  C11   C8   C10   111.73  3.000
 1LH  H8    C8   N5    105.94  3.000
 1LH  C11   C8   N5    108.83  3.000
 1LH  C10   C8   N5    111.03  3.000
 1LH  H10B  C10  H10A  108.69  3.000
 1LH  H10B  C10  H10   107.94  3.000
 1LH  H10A  C10  H10   107.21  3.000
 1LH  H10B  C10  C8    111.31  3.000
 1LH  H10A  C10  C8    112.51  3.000
 1LH  H10   C10  C8    109.00  3.000
 1LH  H11A  C11  H11   106.37  3.000
 1LH  H11A  C11  C12   108.23  3.000
 1LH  H11   C11  C12   111.06  3.000
 1LH  H11A  C11  C8    110.25  3.000
 1LH  H11   C11  C8    107.83  3.000
 1LH  C12   C11  C8    112.91  3.000
 1LH  N14   C12  O13   122.65  3.000
 1LH  N14   C12  C11   116.23  3.000
 1LH  O13   C12  C11   121.11  3.000
 1LH  HN14  N14  C15   117.74  3.000
 1LH  HN14  N14  C12   118.87  3.000
 1LH  C15   N14  C12   123.34  3.000
 1LH  H15A  C15  H15   107.57  3.000
 1LH  H15A  C15  C16   110.34  3.000
 1LH  H15   C15  C16   110.51  3.000
 1LH  H15A  C15  N14   107.87  3.000
 1LH  H15   C15  N14   109.74  3.000
 1LH  C16   C15  N14   110.72  3.000
 1LH  H16A  C16  H16   109.10  3.000
 1LH  H16A  C16  N17   107.12  3.000
 1LH  H16   C16  N17   107.24  3.000
 1LH  H16A  C16  C15   111.51  3.000
 1LH  H16   C16  C15   111.35  3.000
 1LH  N17   C16  C15   110.34  3.000
 1LH  HN1B  N17  HN1A  106.71  3.000
 1LH  HN1B  N17  HN17  106.77  3.000
 1LH  HN1A  N17  HN17  107.36  3.000
 1LH  HN1B  N17  C16   111.24  3.000
 1LH  HN1A  N17  C16   112.20  3.000
 1LH  HN17  N17  C16   112.21  3.000
 1LH  C34   C21  C22   117.30  3.000
 1LH  C34   C21  C3    121.09  3.000
 1LH  C22   C21  C3    121.60  3.000
 1LH  H22   C22  C23   118.08  3.000
 1LH  H22   C22  C21   120.32  3.000
 1LH  C23   C22  C21   121.60  3.000
 1LH  H23   C23  C24   120.22  3.000
 1LH  H23   C23  C22   120.27  3.000
 1LH  C24   C23  C22   119.50  3.000
 1LH  C26   C24  CL2   118.66  3.000
 1LH  C26   C24  C23   120.53  3.000
 1LH  CL2   C24  C23   120.80  3.000
 1LH  C34   C26  O27   120.05  3.000
 1LH  C34   C26  C24   118.44  3.000
 1LH  O27   C26  C24   121.46  3.000
 1LH  C28   O27  C26   119.23  3.000
 1LH  C33   C28  C29   120.91  3.000
 1LH  C33   C28  O27   123.38  3.000
 1LH  C29   C28  O27   115.71  3.000
 1LH  H29   C29  C30   120.77  3.000
 1LH  H29   C29  C28   119.89  3.000
 1LH  C30   C29  C28   119.34  3.000
 1LH  H30   C30  C31   120.14  3.000
 1LH  H30   C30  C29   119.28  3.000
 1LH  C31   C30  C29   120.58  3.000
 1LH  H31   C31  C32   120.30  3.000
 1LH  H31   C31  C30   120.36  3.000
 1LH  C32   C31  C30   119.34  3.000
 1LH  H32   C32  C33   119.00  3.000
 1LH  H32   C32  C31   120.13  3.000
 1LH  C33   C32  C31   120.87  3.000
 1LH  H33   C33  C32   119.39  3.000
 1LH  H33   C33  C28   121.65  3.000
 1LH  C32   C33  C28   118.97  3.000
 1LH  F35   C34  C26   117.21  3.000
 1LH  F35   C34  C21   120.18  3.000
 1LH  C26   C34  C21   122.61  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
 1LH  CONST_01  C24   C23  C22  C21     0.00   0.0  0
 1LH  CONST_02  C24   C26  C34  C21     0.00   0.0  0
 1LH  CONST_03  C26   C34  C21  C22     0.00   0.0  0
 1LH  CONST_04  C26   C24  C23  C22     0.00   0.0  0
 1LH  CONST_05  C34   C21  C22  C23     0.00   0.0  0
 1LH  CONST_06  C34   C26  C24  C23     0.00   0.0  0
 1LH  CONST_07  C31   C30  C29  C28     0.00   0.0  0
 1LH  CONST_08  C31   C32  C33  C28     0.00   0.0  0
 1LH  CONST_09  C32   C33  C28  C29     0.00   0.0  0
 1LH  CONST_10  C32   C31  C30  C29     0.00   0.0  0
 1LH  CONST_11  C33   C28  C29  C30     0.00   0.0  0
 1LH  CONST_12  C33   C32  C31  C30     0.00   0.0  0
 1LH  CONST_13  C23   C22  C21  C3    180.00   0.0  0
 1LH  CONST_14  C26   C34  C21  C3    180.00   0.0  0
 1LH  CONST_15  O27   C26  C34  C21   180.00   0.0  0
 1LH  CONST_16  F35   C34  C21  C22   180.00   0.0  0
 1LH  CONST_17  CL2   C24  C23  C22   180.00   0.0  0
 1LH  CONST_18  O27   C26  C24  C23   180.00   0.0  0
 1LH  CONST_19  F35   C34  C26  C24   180.00   0.0  0
 1LH  CONST_20  C34   C26  C24  CL2   180.00   0.0  0
 1LH  CONST_21  C30   C29  C28  O27   180.00   0.0  0
 1LH  CONST_22  C32   C33  C28  O27   180.00   0.0  0
 1LH  CONST_23  H23   C23  C22  C21   180.00   0.0  0
 1LH  CONST_24  H22   C22  C23  C24   180.00   0.0  0
 1LH  CONST_25  H30   C30  C29  C28   180.00   0.0  0
 1LH  CONST_26  H32   C32  C33  C28   180.00   0.0  0
 1LH  CONST_27  H33   C33  C28  C29   180.00   0.0  0
 1LH  CONST_28  H31   C31  C30  C29   180.00   0.0  0
 1LH  CONST_29  H29   C29  C30  C31   180.00   0.0  0
 1LH  CONST_30  C15   N14  C12  C11   180.00   0.0  0
 1LH  CONST_31  C15   N14  C12  O13     0.00   0.0  0
 1LH  CONST_32  HN14  N14  C12  C11     0.00   0.0  0
 1LH  Var_01    C29   C28  O27  C26   176.37  30.0  2
 1LH  Var_02    C34   C26  O27  C28   -87.18  30.0  2
 1LH  Var_03    O13   C12  C11  C8    -40.56  30.0  3
 1LH  Var_04    C16   C15  N14  C12   -85.78  30.0  3
 1LH  Var_05    N17   C16  C15  N14  -178.79  30.0  3
 1LH  Var_06    H1    C1   C2   C3    -69.56  30.0  3
 1LH  Var_07    HN17  N17  C16  C15   -60.57  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
 1LH  chir_01  C3  C2  N5   C21  negativ
 1LH  chir_02  C8  N5  C10  C11  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
 1LH  plan-1  C3    0.020
 1LH  plan-1  C21   0.020
 1LH  plan-1  C22   0.020
 1LH  plan-1  C23   0.020
 1LH  plan-1  C24   0.020
 1LH  plan-1  CL2   0.020
 1LH  plan-1  C26   0.020
 1LH  plan-1  O27   0.020
 1LH  plan-1  C34   0.020
 1LH  plan-1  F35   0.020
 1LH  plan-1  H22   0.020
 1LH  plan-1  H23   0.020
 1LH  plan-2  O27   0.020
 1LH  plan-2  C28   0.020
 1LH  plan-2  C29   0.020
 1LH  plan-2  C30   0.020
 1LH  plan-2  C31   0.020
 1LH  plan-2  C32   0.020
 1LH  plan-2  C33   0.020
 1LH  plan-2  H29   0.020
 1LH  plan-2  H30   0.020
 1LH  plan-2  H31   0.020
 1LH  plan-2  H32   0.020
 1LH  plan-2  H33   0.020
 1LH  plan-3  C11   0.020
 1LH  plan-3  C12   0.020
 1LH  plan-3  O13   0.020
 1LH  plan-3  N14   0.020
 1LH  plan-3  C15   0.020
 1LH  plan-3  HN14  0.020

