# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 02:33:14 2020
#   Inital geometry file: a 98 line input string
#   Ligand name: 1-{(1R,2S)-1-[2-(2,3-dichlorophenyl)ethyl]-2-hydroxypropyl}-1H-imidazole-4-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](O)[C@@H](CCc1cccc(Cl)c1Cl)n2cnc(c2)C(N)=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
 FR7  FR7  1-{(1R,2S)-1-[2-(2,3-dichlorophenyl)ethyl]-2-hydroxypropyl}-1H-imidazole-4-carboxamide  ligand  39  22  .  2022-07-25  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_FR7
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
 FR7  C1    C   CR15  0  -0.057   3.1854   0.1466   0.7724
 FR7  N2    N   NR5   0  -0.406   2.3225   0.5326  -0.2023
 FR7  C3    C   CR15  0   0.092   2.6854  -0.1178  -1.3368
 FR7  N4    N   N     0  -0.456   3.7190  -0.8894  -1.1428
 FR7  C5    C   CR5   0  -0.015   4.0455  -0.7358   0.1747
 FR7  C8    C   C     0   0.443   5.1671  -1.4367   0.8216
 FR7  O9    O   O     0  -0.493   5.4193  -1.2731   2.0106
 FR7  N10   N   NH2   0  -0.810   5.8656  -2.2458   0.0132
 FR7  C13   C   CH1   0  -0.155   1.2333   1.4922  -0.0691
 FR7  C14   C   CH1   0   0.051   1.5621   2.7756  -0.8591
 FR7  O15   O   OH1   0  -0.653   0.4990   3.6938  -0.7585
 FR7  C18   C   CH2   0  -0.423  -0.0915   0.8596  -0.4826
 FR7  C2    C   CH2   0  -0.517  -0.4485  -0.3605   0.3685
 FR7  C22   C   CR6   0   0.222  -1.7618  -0.9606  -0.0442
 FR7  C25   C   CR16  0  -0.324  -1.7830  -2.0514  -0.9087
 FR7  C26   C   CR16  0  -0.234  -2.9742  -2.6167  -1.3336
 FR7  C27   C   CR16  0  -0.243  -4.1832  -2.1012  -0.8969
 FR7  C28   C   CR6   0   0.025  -4.1847  -1.0139  -0.0379
 FR7  C29   C   CR6   0  -0.089  -2.9857  -0.4443   0.3822
 FR7  CL1   CL  CL    0  -0.099  -5.6927  -0.3795   0.5074
 FR7  CL2   CL  CL    0  -0.100  -3.0213   0.9132   1.4488
 FR7  C9    C   CH3   0  -0.694   2.8830   3.3939  -0.4264
 FR7  H1    H   HCR5  0   0.308   3.1192   0.5179   1.7810
 FR7  H3    H   HCR5  0   0.297   2.1603   0.0056  -2.2718
 FR7  H101  H   HNH2  0   0.406   5.6239  -2.3405  -0.9587
 FR7  H102  H   HNH2  0   0.402   6.6571  -2.7604   0.3614
 FR7  H13   H   HCH1  0   0.272   1.1865   1.7455   0.9947
 FR7  H14   H   HCH1  0   0.231   1.6215   2.5148  -1.9209
 FR7  HO    H   HOH1  0   0.448   0.4906   4.0602   0.1330
 FR7  H181  H   HCH2  0   0.260  -0.8707   1.6154  -0.3886
 FR7  H182  H   HCH2  0   0.246  -0.0590   0.5792  -1.5395
 FR7  H21   H   HCH2  0   0.265   0.3234  -1.1261   0.2697
 FR7  H22   H   HCH2  0   0.258  -0.4701  -0.0762   1.4229
 FR7  H25   H   HCR6  0   0.263  -0.8416  -2.4642  -1.2490
 FR7  H26   H   HCR6  0   0.273  -2.9654  -3.4647  -2.0045
 FR7  H27   H   HCR6  0   0.288  -5.1196  -2.5382  -1.2148
 FR7  H91   H   HCH3  0   0.228   2.8661   3.6577   0.6342
 FR7  H92   H   HCH3  0   0.240   3.7236   2.7192  -0.5869
 FR7  H93   H   HCH3  0   0.251   3.0792   4.3008  -0.9983

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
 FR7  C1   N2    aromatic  1.358  0.020  1.358
 FR7  C1   C5    aromatic  1.370  0.020  1.370
 FR7  C1   H1    single    0.930  0.020  1.080
 FR7  N2   C3    aromatic  1.357  0.020  1.357
 FR7  N2   C13   single    1.458  0.020  1.458
 FR7  C3   N4    aromatic  1.304  0.020  1.304
 FR7  C3   H3    single    0.930  0.020  1.080
 FR7  N4   C5    aromatic  1.366  0.020  1.366
 FR7  C5   C8    single    1.472  0.020  1.472
 FR7  C8   O9    double    1.226  0.020  1.226
 FR7  C8   N10   single    1.340  0.020  1.340
 FR7  N10  H101  single    0.860  0.020  1.020
 FR7  N10  H102  single    0.860  0.020  1.020
 FR7  C13  C14   single    1.542  0.020  1.542
 FR7  C13  C18   single    1.525  0.020  1.525
 FR7  C13  H13   single    0.970  0.020  1.090
 FR7  C14  O15   single    1.408  0.020  1.408
 FR7  C14  C9    single    1.521  0.020  1.521
 FR7  C14  H14   single    0.970  0.020  1.090
 FR7  O15  HO    single    0.850  0.020  0.980
 FR7  C18  C2    single    1.530  0.020  1.530
 FR7  C18  H181  single    0.970  0.020  1.090
 FR7  C18  H182  single    0.970  0.020  1.090
 FR7  C2   C22   single    1.502  0.020  1.502
 FR7  C2   H21   single    0.970  0.020  1.090
 FR7  C2   H22   single    0.970  0.020  1.090
 FR7  C22  C25   aromatic  1.392  0.020  1.392
 FR7  C22  C29   aromatic  1.395  0.020  1.395
 FR7  C25  C26   aromatic  1.385  0.020  1.385
 FR7  C25  H25   single    0.930  0.020  1.080
 FR7  C26  C27   aromatic  1.385  0.020  1.385
 FR7  C26  H26   single    0.930  0.020  1.080
 FR7  C27  C28   aromatic  1.386  0.020  1.386
 FR7  C27  H27   single    0.930  0.020  1.080
 FR7  C28  C29   aromatic  1.392  0.020  1.392
 FR7  C28  CL1   single    1.725  0.020  1.725
 FR7  C29  CL2   single    1.727  0.020  1.727
 FR7  C9   H91   single    0.970  0.020  1.090
 FR7  C9   H92   single    0.970  0.020  1.090
 FR7  C9   H93   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
 FR7  H1    C1   C5    132.03  3.000
 FR7  H1    C1   N2    122.36  3.000
 FR7  C5    C1   N2    105.61  3.000
 FR7  C13   N2   C3    126.27  3.000
 FR7  C13   N2   C1    126.62  3.000
 FR7  C3    N2   C1    107.09  3.000
 FR7  H3    C3   N4    125.58  3.000
 FR7  H3    C3   N2    122.64  3.000
 FR7  N4    C3   N2    111.78  3.000
 FR7  C5    N4   C3    105.45  3.000
 FR7  C8    C5   N4    123.53  3.000
 FR7  C8    C5   C1    126.40  3.000
 FR7  N4    C5   C1    110.07  3.000
 FR7  N10   C8   O9    123.93  3.000
 FR7  N10   C8   C5    114.80  3.000
 FR7  O9    C8   C5    121.28  3.000
 FR7  H102  N10  H101  118.36  3.000
 FR7  H102  N10  C8    120.67  3.000
 FR7  H101  N10  C8    120.96  3.000
 FR7  H13   C13  C18   108.80  3.000
 FR7  H13   C13  C14   108.32  3.000
 FR7  C18   C13  C14   113.04  3.000
 FR7  H13   C13  N2    105.85  3.000
 FR7  C18   C13  N2    110.56  3.000
 FR7  C14   C13  N2    109.98  3.000
 FR7  H14   C14  C9    108.99  3.000
 FR7  H14   C14  O15   105.40  3.000
 FR7  C9    C14  O15   111.73  3.000
 FR7  H14   C14  C13   108.06  3.000
 FR7  C9    C14  C13   112.18  3.000
 FR7  O15   C14  C13   110.18  3.000
 FR7  HO    O15  C14   108.69  3.000
 FR7  H182  C18  H181  106.40  3.000
 FR7  H182  C18  C2    109.88  3.000
 FR7  H181  C18  C2    109.78  3.000
 FR7  H182  C18  C13   110.02  3.000
 FR7  H181  C18  C13   108.06  3.000
 FR7  C2    C18  C13   112.50  3.000
 FR7  H22   C2   H21   106.49  3.000
 FR7  H22   C2   C22   110.61  3.000
 FR7  H21   C2   C22   108.26  3.000
 FR7  H22   C2   C18   109.51  3.000
 FR7  H21   C2   C18   110.12  3.000
 FR7  C22   C2   C18   111.71  3.000
 FR7  C29   C22  C25   117.81  3.000
 FR7  C29   C22  C2    122.37  3.000
 FR7  C25   C22  C2    119.81  3.000
 FR7  H25   C25  C26   119.71  3.000
 FR7  H25   C25  C22   118.74  3.000
 FR7  C26   C25  C22   121.55  3.000
 FR7  H26   C26  C27   119.65  3.000
 FR7  H26   C26  C25   120.21  3.000
 FR7  C27   C26  C25   120.14  3.000
 FR7  H27   C27  C28   119.90  3.000
 FR7  H27   C27  C26   120.86  3.000
 FR7  C28   C27  C26   119.24  3.000
 FR7  CL1   C28  C29   120.48  3.000
 FR7  CL1   C28  C27   119.05  3.000
 FR7  C29   C28  C27   120.47  3.000
 FR7  CL2   C29  C28   119.35  3.000
 FR7  CL2   C29  C22   119.86  3.000
 FR7  C28   C29  C22   120.79  3.000
 FR7  H93   C9   H92   107.40  3.000
 FR7  H93   C9   H91   108.13  3.000
 FR7  H92   C9   H91   107.72  3.000
 FR7  H93   C9   C14   110.19  3.000
 FR7  H92   C9   C14   112.10  3.000
 FR7  H91   C9   C14   111.14  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
 FR7  CONST_01  N4    C3   N2   C1     0.00   0.0  0
 FR7  CONST_02  C3    N4   C5   C1     0.00   0.0  0
 FR7  CONST_03  N4    C5   C1   N2     0.00   0.0  0
 FR7  CONST_04  C5    N4   C3   N2     0.00   0.0  0
 FR7  CONST_05  C5    C1   N2   C3     0.00   0.0  0
 FR7  CONST_06  C27   C26  C25  C22    0.00   0.0  0
 FR7  CONST_07  C27   C28  C29  C22    0.00   0.0  0
 FR7  CONST_08  C28   C29  C22  C25    0.00   0.0  0
 FR7  CONST_09  C28   C27  C26  C25    0.00   0.0  0
 FR7  CONST_10  C29   C22  C25  C26    0.00   0.0  0
 FR7  CONST_11  C29   C28  C27  C26    0.00   0.0  0
 FR7  CONST_12  C8    C5   C1   N2   180.00   0.0  0
 FR7  CONST_13  C8    C5   N4   C3   180.00   0.0  0
 FR7  CONST_14  C13   N2   C3   N4   180.00   0.0  0
 FR7  CONST_15  C13   N2   C1   C5   180.00   0.0  0
 FR7  CONST_16  C26   C25  C22  C2   180.00   0.0  0
 FR7  CONST_17  C28   C29  C22  C2   180.00   0.0  0
 FR7  CONST_18  CL1   C28  C29  C22  180.00   0.0  0
 FR7  CONST_19  CL2   C29  C22  C25  180.00   0.0  0
 FR7  CONST_20  CL1   C28  C27  C26  180.00   0.0  0
 FR7  CONST_21  CL2   C29  C28  C27  180.00   0.0  0
 FR7  CONST_22  H3    C3   N2   C1   180.00   0.0  0
 FR7  CONST_23  H1    C1   N2   C3   180.00   0.0  0
 FR7  CONST_24  H26   C26  C25  C22  180.00   0.0  0
 FR7  CONST_25  H27   C27  C26  C25  180.00   0.0  0
 FR7  CONST_26  H25   C25  C26  C27  180.00   0.0  0
 FR7  CONST_27  H101  N10  C8   C5     0.00   0.0  0
 FR7  CONST_28  H102  N10  C8   C5   180.00   0.0  0
 FR7  Var_01    O9    C8   C5   C1     0.33  30.0  2
 FR7  Var_02    C25   C22  C2   C18   97.07  30.0  2
 FR7  Var_03    C22   C2   C18  C13  179.42  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
 FR7  chir_01  C13  N2   C14  C18  negativ
 FR7  chir_02  C14  O15  C13  C9   positiv

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
 FR7  plan-1  C1    0.020
 FR7  plan-1  N2    0.020
 FR7  plan-1  C3    0.020
 FR7  plan-1  N4    0.020
 FR7  plan-1  C5    0.020
 FR7  plan-1  C8    0.020
 FR7  plan-1  C13   0.020
 FR7  plan-1  H1    0.020
 FR7  plan-1  H3    0.020
 FR7  plan-2  C2    0.020
 FR7  plan-2  C22   0.020
 FR7  plan-2  C25   0.020
 FR7  plan-2  C26   0.020
 FR7  plan-2  C27   0.020
 FR7  plan-2  C28   0.020
 FR7  plan-2  C29   0.020
 FR7  plan-2  CL1   0.020
 FR7  plan-2  CL2   0.020
 FR7  plan-2  H25   0.020
 FR7  plan-2  H26   0.020
 FR7  plan-2  H27   0.020
 FR7  plan-3  C5    0.020
 FR7  plan-3  C8    0.020
 FR7  plan-3  O9    0.020
 FR7  plan-3  N10   0.020
 FR7  plan-3  H101  0.020
 FR7  plan-3  H102  0.020

