# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 00:54:51 2020
#   Inital geometry file: a 92 line input string
#   Ligand name: 1-[(1R)-1-(hydroxymethyl)-3-phenylpropyl]-1H-imidazole-4-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=O)c1cn(cn1)[C@@H](CO)CCc2ccccc2
#
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
 FR2  FR2  1-[(1R)-1-(hydroxymethyl)-3-phenylpropyl]-1H-imidazole-4-carboxamide  ligand  36  19  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FR2
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
 FR2  C1    C  CR15  0  -0.052  -0.1480   0.8620   2.5417
 FR2  N2    N  NR5   0  -0.415   0.4115   0.2468   1.4679
 FR2  C3    C  CR15  0   0.107   0.4910  -1.0753   1.7635
 FR2  N4    N  N     0  -0.463   0.0132  -1.3359   2.9494
 FR2  C5    C  CR5   0  -0.021  -0.3905  -0.1311   3.4523
 FR2  C8    C  C     0   0.441  -1.0019   0.0332   4.7807
 FR2  O9    O  O     0  -0.495  -1.3485   1.1359   5.1919
 FR2  N10   N  NH2   0  -0.810  -1.1399  -1.1014   5.4811
 FR2  C13   C  CH1   0  -0.128   0.8766   0.9105   0.2534
 FR2  C14   C  CH2   0  -0.154   2.3948   0.9911   0.2380
 FR2  O15   O  OH1   0  -0.662   2.9277  -0.2976   0.0702
 FR2  C18   C  CH2   0  -0.430   0.2569   0.2582  -0.9815
 FR2  C19   C  CH2   0  -0.529   0.5936   0.9982  -2.2770
 FR2  C22   C  CR6   0   0.141  -0.1148   0.3821  -3.4516
 FR2  C25   C  CR16  0  -0.308  -1.4144   0.7614  -3.7819
 FR2  C26   C  CR16  0  -0.240  -2.0853   0.1598  -4.8383
 FR2  C27   C  CR16  0  -0.273  -1.4646  -0.8356  -5.5825
 FR2  C28   C  CR16  0  -0.239  -0.1697  -1.2220  -5.2628
 FR2  C29   C  CR16  0  -0.312   0.4971  -0.6165  -4.2054
 FR2  H1    H  HCR5  0   0.305  -0.3292   1.9235   2.5685
 FR2  H3    H  HCR5  0   0.288   0.8996  -1.8014   1.0797
 FR2  H101  H  HNH2  0   0.402  -1.5698  -1.0933   6.3908
 FR2  H102  H  HNH2  0   0.405  -0.8612  -1.9863   5.0922
 FR2  H13   H  HCH1  0   0.281   0.5121   1.9381   0.3192
 FR2  H141  H  HCH2  0   0.217   2.6944   1.6699  -0.5695
 FR2  H142  H  HCH2  0   0.227   2.7249   1.4533   1.1763
 FR2  HO    H  HOH1  0   0.463   3.8817  -0.2488   0.1785
 FR2  H181  H  HCH2  0   0.249   0.5700  -0.7840  -1.0725
 FR2  H182  H  HCH2  0   0.255  -0.8280   0.2470  -0.8486
 FR2  H191  H  HCH2  0   0.248   0.3120   2.0502  -2.1780
 FR2  H192  H  HCH2  0   0.254   1.6710   0.9754  -2.4529
 FR2  H25   H  HCR6  0   0.246  -1.9067   1.5368  -3.2058
 FR2  H26   H  HCR6  0   0.254  -3.0937   0.4698  -5.0812
 FR2  H27   H  HCR6  0   0.253  -1.9867  -1.3048  -6.4064
 FR2  H28   H  HCR6  0   0.253   0.3250  -1.9940  -5.8384
 FR2  H29   H  HCR6  0   0.246   1.5088  -0.9226  -3.9643

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
 FR2  C1   N2    aromatic  1.358  0.020  1.358
 FR2  C1   C5    aromatic  1.369  0.020  1.369
 FR2  C1   H1    single    0.930  0.020  1.080
 FR2  N2   C3    aromatic  1.357  0.020  1.357
 FR2  N2   C13   single    1.460  0.020  1.460
 FR2  C3   N4    aromatic  1.305  0.020  1.305
 FR2  C3   H3    single    0.930  0.020  1.080
 FR2  N4   C5    aromatic  1.367  0.020  1.367
 FR2  C5   C8    single    1.472  0.020  1.472
 FR2  C8   O9    double    1.227  0.020  1.227
 FR2  C8   N10   single    1.340  0.020  1.340
 FR2  N10  H101  single    0.860  0.020  1.020
 FR2  N10  H102  single    0.860  0.020  1.020
 FR2  C13  C14   single    1.520  0.020  1.520
 FR2  C13  C18   single    1.528  0.020  1.528
 FR2  C13  H13   single    0.970  0.020  1.090
 FR2  C14  O15   single    1.405  0.020  1.405
 FR2  C14  H141  single    0.970  0.020  1.090
 FR2  C14  H142  single    0.970  0.020  1.090
 FR2  O15  HO    single    0.850  0.020  0.980
 FR2  C18  C19   single    1.529  0.020  1.529
 FR2  C18  H181  single    0.970  0.020  1.090
 FR2  C18  H182  single    0.970  0.020  1.090
 FR2  C19  C22   single    1.504  0.020  1.504
 FR2  C19  H191  single    0.970  0.020  1.090
 FR2  C19  H192  single    0.970  0.020  1.090
 FR2  C22  C25   aromatic  1.394  0.020  1.394
 FR2  C22  C29   aromatic  1.393  0.020  1.393
 FR2  C25  C26   aromatic  1.389  0.020  1.389
 FR2  C25  H25   single    0.930  0.020  1.080
 FR2  C26  C27   aromatic  1.389  0.020  1.389
 FR2  C26  H26   single    0.930  0.020  1.080
 FR2  C27  C28   aromatic  1.389  0.020  1.389
 FR2  C27  H27   single    0.930  0.020  1.080
 FR2  C28  C29   aromatic  1.389  0.020  1.389
 FR2  C28  H28   single    0.930  0.020  1.080
 FR2  C29  H29   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
 FR2  H1    C1   C5    131.95  3.000
 FR2  H1    C1   N2    122.37  3.000
 FR2  C5    C1   N2    105.68  3.000
 FR2  C13   N2   C3    127.26  3.000
 FR2  C13   N2   C1    125.66  3.000
 FR2  C3    N2   C1    107.05  3.000
 FR2  H3    C3   N4    125.51  3.000
 FR2  H3    C3   N2    122.71  3.000
 FR2  N4    C3   N2    111.78  3.000
 FR2  C5    N4   C3    105.46  3.000
 FR2  C8    C5   N4    123.60  3.000
 FR2  C8    C5   C1    126.37  3.000
 FR2  N4    C5   C1    110.03  3.000
 FR2  N10   C8   O9    123.82  3.000
 FR2  N10   C8   C5    114.83  3.000
 FR2  O9    C8   C5    121.35  3.000
 FR2  H102  N10  H101  118.36  3.000
 FR2  H102  N10  C8    120.93  3.000
 FR2  H101  N10  C8    120.64  3.000
 FR2  H13   C13  C18   108.36  3.000
 FR2  H13   C13  C14   106.50  3.000
 FR2  C18   C13  C14   114.80  3.000
 FR2  H13   C13  N2    105.74  3.000
 FR2  C18   C13  N2    110.43  3.000
 FR2  C14   C13  N2    110.52  3.000
 FR2  H142  C14  H141  106.67  3.000
 FR2  H142  C14  O15   112.01  3.000
 FR2  H141  C14  O15   112.10  3.000
 FR2  H142  C14  C13   108.31  3.000
 FR2  H141  C14  C13   108.24  3.000
 FR2  O15   C14  C13   109.35  3.000
 FR2  HO    O15  C14   108.45  3.000
 FR2  H182  C18  H181  106.55  3.000
 FR2  H182  C18  C19   109.06  3.000
 FR2  H181  C18  C19   109.16  3.000
 FR2  H182  C18  C13   107.98  3.000
 FR2  H181  C18  C13   111.00  3.000
 FR2  C19   C18  C13   112.88  3.000
 FR2  H192  C19  H191  106.79  3.000
 FR2  H192  C19  C22   109.30  3.000
 FR2  H191  C19  C22   110.09  3.000
 FR2  H192  C19  C18   110.09  3.000
 FR2  H191  C19  C18   109.40  3.000
 FR2  C22   C19  C18   111.08  3.000
 FR2  C29   C22  C25   118.47  3.000
 FR2  C29   C22  C19   120.63  3.000
 FR2  C25   C22  C19   120.86  3.000
 FR2  H25   C25  C26   119.65  3.000
 FR2  H25   C25  C22   119.49  3.000
 FR2  C26   C25  C22   120.86  3.000
 FR2  H26   C26  C27   120.08  3.000
 FR2  H26   C26  C25   119.78  3.000
 FR2  C27   C26  C25   120.14  3.000
 FR2  H27   C27  C28   120.30  3.000
 FR2  H27   C27  C26   120.19  3.000
 FR2  C28   C27  C26   119.51  3.000
 FR2  H28   C28  C29   119.75  3.000
 FR2  H28   C28  C27   120.14  3.000
 FR2  C29   C28  C27   120.11  3.000
 FR2  H29   C29  C28   119.62  3.000
 FR2  H29   C29  C22   119.48  3.000
 FR2  C28   C29  C22   120.90  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
 FR2  CONST_01  N4    C3   N2   C1      0.00   0.0  0
 FR2  CONST_02  C3    N4   C5   C1      0.00   0.0  0
 FR2  CONST_03  N4    C5   C1   N2      0.00   0.0  0
 FR2  CONST_04  C5    N4   C3   N2      0.00   0.0  0
 FR2  CONST_05  C5    C1   N2   C3      0.00   0.0  0
 FR2  CONST_06  C27   C26  C25  C22     0.00   0.0  0
 FR2  CONST_07  C27   C28  C29  C22     0.00   0.0  0
 FR2  CONST_08  C28   C29  C22  C25     0.00   0.0  0
 FR2  CONST_09  C28   C27  C26  C25     0.00   0.0  0
 FR2  CONST_10  C29   C22  C25  C26     0.00   0.0  0
 FR2  CONST_11  C29   C28  C27  C26     0.00   0.0  0
 FR2  CONST_12  C8    C5   C1   N2    180.00   0.0  0
 FR2  CONST_13  C8    C5   N4   C3    180.00   0.0  0
 FR2  CONST_14  C13   N2   C3   N4    180.00   0.0  0
 FR2  CONST_15  C13   N2   C1   C5    180.00   0.0  0
 FR2  CONST_16  C26   C25  C22  C19   180.00   0.0  0
 FR2  CONST_17  C28   C29  C22  C19   180.00   0.0  0
 FR2  CONST_18  H3    C3   N2   C1    180.00   0.0  0
 FR2  CONST_19  H1    C1   N2   C3    180.00   0.0  0
 FR2  CONST_20  H26   C26  C25  C22   180.00   0.0  0
 FR2  CONST_21  H28   C28  C29  C22   180.00   0.0  0
 FR2  CONST_22  H29   C29  C22  C25   180.00   0.0  0
 FR2  CONST_23  H27   C27  C26  C25   180.00   0.0  0
 FR2  CONST_24  H25   C25  C26  C27   180.00   0.0  0
 FR2  CONST_25  H101  N10  C8   C5    180.00   0.0  0
 FR2  CONST_26  H102  N10  C8   C5      0.00   0.0  0
 FR2  Var_01    O9    C8   C5   C1     -0.53  30.0  2
 FR2  Var_02    C25   C22  C19  C18    85.90  30.0  2
 FR2  Var_03    C22   C19  C18  C13  -175.93  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
 FR2  chir_01  C13  N2  C14  C18  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
 FR2  plan-1  C1    0.020
 FR2  plan-1  N2    0.020
 FR2  plan-1  C3    0.020
 FR2  plan-1  N4    0.020
 FR2  plan-1  C5    0.020
 FR2  plan-1  C8    0.020
 FR2  plan-1  C13   0.020
 FR2  plan-1  H1    0.020
 FR2  plan-1  H3    0.020
 FR2  plan-2  C19   0.020
 FR2  plan-2  C22   0.020
 FR2  plan-2  C25   0.020
 FR2  plan-2  C26   0.020
 FR2  plan-2  C27   0.020
 FR2  plan-2  C28   0.020
 FR2  plan-2  C29   0.020
 FR2  plan-2  H25   0.020
 FR2  plan-2  H26   0.020
 FR2  plan-2  H27   0.020
 FR2  plan-2  H28   0.020
 FR2  plan-2  H29   0.020
 FR2  plan-3  C5    0.020
 FR2  plan-3  C8    0.020
 FR2  plan-3  O9    0.020
 FR2  plan-3  N10   0.020
 FR2  plan-3  H101  0.020
 FR2  plan-3  H102  0.020

