# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr  3 16:13:34 2020
#   Inital geometry file: a 95 line input string
#   Ligand name: 4-(morpholin-4-ylcarbonyl)-2-phenyl-1H-imidazole-5-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1[nH]c(nc1C(=O)N2CCOCC2)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
 4FY  4FY  '4-(morpholin-4-ylcarbonyl)-2-phenyl-1H-imidazole-5-carboxylic acid'  ligand  36  22  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_4FY
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
 4FY  C13   C  C1     0  -0.297  -3.5270   1.5372  -1.2663
 4FY  C14   C  C1     0  -0.238  -4.8406   1.9608  -1.3813
 4FY  C2    C  CH2    0  -0.182   3.2135   1.3320   1.7788
 4FY  C15   C  C1     0  -0.263  -5.8434   1.3480  -0.6394
 4FY  C16   C  C1     0  -0.237  -5.5184   0.3056   0.2178
 4FY  C17   C  C1     0  -0.310  -4.2041  -0.1214   0.3352
 4FY  C12   C  C      0   0.037  -3.1912   0.4907  -0.4045
 4FY  C9    C  CR5    0   0.459  -1.7964   0.0729  -0.2984
 4FY  N10   N  N      0  -0.459  -0.7927   0.6200  -0.9567
 4FY  N8    N  NR15   0  -0.665  -1.3522  -0.9208   0.4978
 4FY  C7    C  CR5    0   0.120  -0.0000  -1.0239   0.3528
 4FY  C20   C  C      0   0.377   0.8397  -2.0164   1.0917
 4FY  O22   O  O      0  -0.577   2.0584  -1.9710   0.8433
 4FY  O21   O  OC    -1  -0.597   0.2336  -2.7755   1.8710
 4FY  C11   C  CR5    0  -0.034   0.3188  -0.0500  -0.5566
 4FY  C18   C  C      0   0.496   1.6520   0.2449  -1.1557
 4FY  O19   O  O      0  -0.498   1.9658  -0.2726  -2.2206
 4FY  N3    N  NT     0  -0.447   2.4270   1.1340  -0.5105
 4FY  C1    C  CH2    0  -0.322   2.1325   1.7200   0.7837
 4FY  C5    C  CH2    0  -0.332   3.7599   1.4608  -0.9840
 4FY  C6    C  CH2    0  -0.179   4.7831   1.0814   0.0742
 4FY  O4    O  O2     0  -0.486   4.4966   1.6928   1.3131
 4FY  H11C  H  HCH2   0   0.275   1.1636   1.3878   1.1493
 4FY  H12C  H  HCH2   0   0.246   2.0908   2.8090   0.6802
 4FY  H61C  H  HCH2   0   0.209   4.8078  -0.0121   0.1779
 4FY  H62C  H  HCH2   0   0.241   5.7752   1.4148  -0.2332
 4FY  H51C  H  HCH2   0   0.267   3.9672   0.9339  -1.9121
 4FY  H52C  H  HCH2   0   0.248   3.8130   2.5350  -1.1882
 4FY  H8    H  HNR5   0   0.412  -1.8922  -1.5108   1.1122
 4FY  H13   H  H      0   0.254  -2.7511   2.0183  -1.8468
 4FY  H17   H  H      0   0.244  -3.9868  -0.9377   1.0126
 4FY  H14   H  H      0   0.260  -5.0818   2.7753  -2.0518
 4FY  H15   H  H      0   0.260  -6.8690   1.6809  -0.7282
 4FY  H16   H  H      0   0.262  -6.2891  -0.1792   0.8024
 4FY  H21C  H  HCH2   0   0.238   3.0503   1.8525   2.7240
 4FY  H22C  H  HCH2   0   0.216   3.1553   0.2516   1.9602

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
 4FY  C1   C2    single    1.520  0.020  1.520
 4FY  C1   N3    single    1.451  0.020  1.451
 4FY  C2   O4    single    1.412  0.020  1.412
 4FY  O4   C6    single    1.411  0.020  1.411
 4FY  C6   C5    single    1.520  0.020  1.520
 4FY  C5   N3    single    1.452  0.020  1.452
 4FY  N3   C18   single    1.344  0.020  1.344
 4FY  C18  O19   double    1.225  0.020  1.225
 4FY  C18  C11   single    1.491  0.020  1.491
 4FY  C11  N10   aromatic  1.358  0.020  1.358
 4FY  C11  C7    aromatic  1.370  0.020  1.370
 4FY  N10  C9    aromatic  1.319  0.020  1.319
 4FY  C7   C20   single    1.495  0.020  1.495
 4FY  C7   N8    aromatic  1.364  0.020  1.364
 4FY  C20  O22   deloc     1.245  0.020  1.245
 4FY  C20  O21   deloc     1.245  0.020  1.245
 4FY  N8   C9    aromatic  1.349  0.020  1.349
 4FY  C9   C12   single    1.460  0.020  1.460
 4FY  C12  C13   aromatic  1.397  0.020  1.397
 4FY  C12  C17   aromatic  1.396  0.020  1.396
 4FY  C13  C14   aromatic  1.385  0.020  1.385
 4FY  C14  C15   aromatic  1.390  0.020  1.390
 4FY  C15  C16   aromatic  1.388  0.020  1.388
 4FY  C16  C17   aromatic  1.387  0.020  1.387
 4FY  C1   H11C  single    0.970  0.020  1.090
 4FY  C1   H12C  single    0.970  0.020  1.090
 4FY  C2   H21C  single    0.970  0.020  1.090
 4FY  C2   H22C  single    0.970  0.020  1.090
 4FY  C6   H61C  single    0.970  0.020  1.090
 4FY  C6   H62C  single    0.970  0.020  1.090
 4FY  C5   H51C  single    0.970  0.020  1.090
 4FY  C5   H52C  single    0.970  0.020  1.090
 4FY  N8   H8    single    0.860  0.020  1.020
 4FY  C13  H13   single    0.930  0.020  1.080
 4FY  C17  H17   single    0.930  0.020  1.080
 4FY  C14  H14   single    0.930  0.020  1.080
 4FY  C15  H15   single    0.930  0.020  1.080
 4FY  C16  H16   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
 4FY  H13   C13  C12   119.47  3.000
 4FY  H13   C13  C14   119.98  3.000
 4FY  C12   C13  C14   120.56  3.000
 4FY  H14   C14  C15   120.11  3.000
 4FY  H14   C14  C13   119.54  3.000
 4FY  C15   C14  C13   120.34  3.000
 4FY  H22C  C2   H21C  108.58  3.000
 4FY  H22C  C2   O4    110.75  3.000
 4FY  H21C  C2   O4    107.44  3.000
 4FY  H22C  C2   C1    108.78  3.000
 4FY  H21C  C2   C1    109.82  3.000
 4FY  O4    C2   C1    111.42  3.000
 4FY  H15   C15  C16   120.25  3.000
 4FY  H15   C15  C14   120.30  3.000
 4FY  C16   C15  C14   119.46  3.000
 4FY  H16   C16  C17   119.43  3.000
 4FY  H16   C16  C15   120.22  3.000
 4FY  C17   C16  C15   120.35  3.000
 4FY  H17   C17  C12   121.10  3.000
 4FY  H17   C17  C16   118.37  3.000
 4FY  C12   C17  C16   120.52  3.000
 4FY  C9    C12  C17   121.96  3.000
 4FY  C17   C12  C13   118.76  3.000
 4FY  C9    C12  C13   119.27  3.000
 4FY  N8    C9   N10   110.46  3.000
 4FY  N8    C9   C12   124.65  3.000
 4FY  N10   C9   C12   124.89  3.000
 4FY  C11   N10  C9    105.73  3.000
 4FY  H8    N8   C7    123.46  3.000
 4FY  H8    N8   C9    127.90  3.000
 4FY  C7    N8   C9    108.64  3.000
 4FY  C11   C7   C20   132.00  3.000
 4FY  C20   C7   N8    123.67  3.000
 4FY  C11   C7   N8    104.33  3.000
 4FY  O21   C20  O22   128.59  3.000
 4FY  O21   C20  C7    116.13  3.000
 4FY  O22   C20  C7    115.28  3.000
 4FY  C18   C11  C7    127.98  3.000
 4FY  C7    C11  N10   110.84  3.000
 4FY  C18   C11  N10   121.05  3.000
 4FY  N3    C18  O19   123.29  3.000
 4FY  O19   C18  C11   119.66  3.000
 4FY  N3    C18  C11   116.96  3.000
 4FY  C5    N3   C1    112.73  3.000
 4FY  C5    N3   C18   121.44  3.000
 4FY  C1    N3   C18   125.32  3.000
 4FY  H12C  C1   H11C  107.56  3.000
 4FY  H12C  C1   N3    108.97  3.000
 4FY  H11C  C1   N3    110.94  3.000
 4FY  H12C  C1   C2    110.06  3.000
 4FY  H11C  C1   C2    109.61  3.000
 4FY  N3    C1   C2    109.67  3.000
 4FY  H52C  C5   H51C  107.88  3.000
 4FY  H52C  C5   C6    110.00  3.000
 4FY  H51C  C5   C6    110.17  3.000
 4FY  H52C  C5   N3    109.04  3.000
 4FY  H51C  C5   N3    110.15  3.000
 4FY  C6    C5   N3    109.56  3.000
 4FY  H62C  C6   H61C  108.08  3.000
 4FY  H62C  C6   O4    107.44  3.000
 4FY  H61C  C6   O4    110.67  3.000
 4FY  H62C  C6   C5    109.87  3.000
 4FY  H61C  C6   C5    109.22  3.000
 4FY  O4    C6   C5    111.50  3.000
 4FY  C6    O4   C2    111.31  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
 4FY  CONST_01  N10  C9   C12  C13     0.00   0.0  0
 4FY  CONST_02  N8   C9   C12  C13   180.00   0.0  0
 4FY  CONST_03  C16  C17  C12  C13     0.00   0.0  0
 4FY  CONST_04  C16  C15  C14  C13     0.00   0.0  0
 4FY  CONST_05  C9   C12  C13  C14   180.00   0.0  0
 4FY  CONST_06  C17  C12  C13  C14     0.00   0.0  0
 4FY  CONST_07  C17  C16  C15  C14     0.00   0.0  0
 4FY  CONST_08  C12  C13  C14  C15     0.00   0.0  0
 4FY  CONST_09  C12  C17  C16  C15     0.00   0.0  0
 4FY  CONST_10  C9   C12  C17  C16   180.00   0.0  0
 4FY  CONST_11  N10  C9   C12  C17   180.00   0.0  0
 4FY  CONST_12  N8   C9   C12  C17     0.00   0.0  0
 4FY  CONST_13  C11  N10  C9   C12   180.00   0.0  0
 4FY  CONST_14  C7   N8   C9   C12   180.00   0.0  0
 4FY  CONST_15  C7   C11  N10  C9      0.00   0.0  0
 4FY  CONST_16  C11  C7   N8   C9      0.00   0.0  0
 4FY  CONST_17  N8   C7   C11  N10     0.00   0.0  0
 4FY  CONST_18  C7   N8   C9   N10     0.00   0.0  0
 4FY  CONST_19  C11  N10  C9   N8      0.00   0.0  0
 4FY  CONST_20  C18  C11  N10  C9    180.00   0.0  0
 4FY  CONST_21  C20  C7   N8   C9    180.00   0.0  0
 4FY  CONST_22  C20  C7   C11  N10   180.00   0.0  0
 4FY  CONST_23  C18  C11  C7   N8    180.00   0.0  0
 4FY  CONST_24  C1   N3   C18  C11     0.00   0.0  0
 4FY  CONST_25  C5   N3   C18  C11   180.00   0.0  0
 4FY  CONST_26  H17  C17  C12  C13   180.00   0.0  0
 4FY  CONST_27  H15  C15  C14  C13   180.00   0.0  0
 4FY  CONST_28  H16  C16  C15  C14   180.00   0.0  0
 4FY  CONST_29  H13  C13  C14  C15   180.00   0.0  0
 4FY  CONST_30  H14  C14  C15  C16   180.00   0.0  0
 4FY  CONST_31  H8   N8   C9   C12     0.00   0.0  0
 4FY  CONST_32  C1   N3   C18  O19   180.00   0.0  0
 4FY  CONST_33  C5   N3   C18  O19     0.00   0.0  0
 4FY  Var_01    C5   N3   C1   C2    -53.87  30.0  1
 4FY  Var_02    C5   C6   O4   C2     58.61  30.0  1
 4FY  Var_03    O4   C2   C1   N3     55.34  30.0  1
 4FY  Var_04    O4   C6   C5   N3    -55.39  30.0  1
 4FY  Var_05    C6   C5   N3   C1     53.84  30.0  1
 4FY  Var_06    N3   C18  C11  N10    93.99  30.0  2
 4FY  Var_07    O22  C20  C7   N8   -179.78  30.0  2

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
 4FY  plan-1  C12  0.020
 4FY  plan-1  C9   0.020
 4FY  plan-1  N10  0.020
 4FY  plan-1  N8   0.020
 4FY  plan-1  C7   0.020
 4FY  plan-1  C20  0.020
 4FY  plan-1  C11  0.020
 4FY  plan-1  C18  0.020
 4FY  plan-1  H8   0.020
 4FY  plan-2  C13  0.020
 4FY  plan-2  C14  0.020
 4FY  plan-2  C15  0.020
 4FY  plan-2  C16  0.020
 4FY  plan-2  C17  0.020
 4FY  plan-2  C12  0.020
 4FY  plan-2  C9   0.020
 4FY  plan-2  H13  0.020
 4FY  plan-2  H17  0.020
 4FY  plan-2  H14  0.020
 4FY  plan-2  H15  0.020
 4FY  plan-2  H16  0.020
 4FY  plan-3  C11  0.020
 4FY  plan-3  C18  0.020
 4FY  plan-3  O19  0.020
 4FY  plan-3  N3   0.020
 4FY  plan-3  C1   0.020
 4FY  plan-3  C5   0.020
 4FY  plan-4  C7   0.020
 4FY  plan-4  C20  0.020
 4FY  plan-4  O22  0.020
 4FY  plan-4  O21  0.020

