# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 14:11:09 2020
#   Inital geometry file: a 147 line input string
#   Ligand name: (6E,10Z,13Z,16Z,19Z)-4-oxodocosa-6,10,13,16,19-pentaenoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC\C=C/C/C=C\C\C=C/C/C=C\CC\C=C\CC(=O)CCC(O)=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
 4R8  4R8  '(6E,10Z,13Z,16Z,19Z)-4-oxodocosa-6,10,13,16,19-pentaenoic acid'  ligand  57  25  .  2021-08-04  2023-02-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_4R8
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
 4R8  C22   C  CH3   0  -0.657  -10.6863  -2.6389   0.3611
 4R8  C21   C  CH2   0  -0.491   -9.2964  -2.9919  -0.1666
 4R8  C20   C  C1    0  -0.211   -8.8314  -2.0160  -1.2024
 4R8  C19   C  C1    0  -0.204   -7.8150  -1.1595  -1.1151
 4R8  C18   C  CH2   0  -0.580   -6.8633  -0.9911   0.0351
 4R8  C17   C  C1    0  -0.203   -5.5010  -1.5101  -0.3269
 4R8  C16   C  C1    0  -0.204   -4.4006  -0.7973  -0.5601
 4R8  C15   C  CH2   0  -0.578   -4.2474   0.6949  -0.4841
 4R8  C14   C  C1    0  -0.204   -3.4139   1.0781   0.7049
 4R8  C13   C  C1    0  -0.202   -2.1757   1.5679   0.7053
 4R8  C12   C  CH2   0  -0.578   -1.3148   1.8871  -0.4830
 4R8  C11   C  C1    0  -0.203   -1.0867   3.3681  -0.5907
 4R8  C10   C  C1    0  -0.214    0.0390   4.0295  -0.3279
 4R8  C9    C  CH2   0  -0.491    1.3485   3.4501   0.1065
 4R8  C8    C  CH2   0  -0.481    2.4146   3.5500  -0.9944
 4R8  C7    C  C1    0  -0.208    3.7443   3.0491  -0.5292
 4R8  C6    C  C1    0  -0.193    4.3767   1.9957  -1.0348
 4R8  C5    C  CH2   0  -0.629    5.7027   1.4998  -0.5606
 4R8  C4    C  C     0   0.409    5.6731   0.0798  -0.0389
 4R8  O3    O  O     0  -0.398    4.6476  -0.5557   0.0385
 4R8  C3    C  CH2   0  -0.556    7.0079  -0.4815   0.3808
 4R8  C2    C  CH2   0  -0.583    6.9316  -1.9051   0.8945
 4R8  C1    C  C     0   0.556    8.2730  -2.4520   1.2951
 4R8  O1    O  O     0  -0.444    9.3170  -1.8510   1.2429
 4R8  O2    O  OH1   0  -0.596    8.1790  -3.7067   1.7233
 4R8  H221  H  HCH3  0   0.222  -10.6815  -1.6650   0.8522
 4R8  H222  H  HCH3  0   0.222  -11.4175  -2.5987  -0.4475
 4R8  H223  H  HCH3  0   0.229  -11.0320  -3.3779   1.0847
 4R8  H211  H  HCH2  0   0.232   -8.5913  -3.0536   0.6640
 4R8  H212  H  HCH2  0   0.233   -9.3301  -3.9908  -0.6123
 4R8  H20   H  H     0   0.231   -9.4182  -2.0047  -2.1178
 4R8  H19   H  H     0   0.235   -7.6165  -0.5149  -1.9668
 4R8  H181  H  HCH2  0   0.251   -6.8145   0.0653   0.3082
 4R8  H182  H  HCH2  0   0.254   -7.2248  -1.5209   0.9190
 4R8  H17   H  H     0   0.238   -5.4350  -2.5896  -0.4282
 4R8  H16   H  H     0   0.239   -3.4915  -1.3359  -0.8122
 4R8  H151  H  HCH2  0   0.254   -3.7952   1.0547  -1.4108
 4R8  H152  H  HCH2  0   0.252   -5.2218   1.1826  -0.4082
 4R8  H14   H  H     0   0.239   -3.8876   0.9033   1.6667
 4R8  H13   H  H     0   0.239   -1.7199   1.7862   1.6669
 4R8  H121  H  HCH2  0   0.251   -0.3660   1.3541  -0.3863
 4R8  H122  H  HCH2  0   0.253   -1.7748   1.5286  -1.4062
 4R8  H11   H  H     0   0.237   -1.9570   3.9428  -0.8944
 4R8  H10   H  H     0   0.234    0.0294   5.1086  -0.4577
 4R8  H9C1  H  HCH2  0   0.238    1.7016   3.9913   0.9904
 4R8  H9C2  H  HCH2  0   0.236    1.2436   2.4066   0.4085
 4R8  H8    H  HCH2  0   0.237    2.0845   2.9876  -1.8715
 4R8  H7    H  H     0   0.235    4.1965   3.5925   0.2990
 4R8  H6    H  H     0   0.239    3.9254   1.4521  -1.8608
 4R8  H5C1  H  HCH2  0   0.279    6.4436   1.5397  -1.3679
 4R8  H5C2  H  HCH2  0   0.286    6.1059   2.1403   0.2310
 4R8  H3C1  H  HCH2  0   0.280    7.6860  -0.4077  -0.4742
 4R8  H3C2  H  HCH2  0   0.280    7.4290   0.1889   1.1362
 4R8  H2C1  H  HCH2  0   0.288    6.2633  -1.9757   1.7567
 4R8  H2C2  H  HCH2  0   0.287    6.5063  -2.5702   0.1386
 4R8  H2    H  HOH1  0   0.479    9.0544  -4.0384   1.9727
 4R8  HOT   H  HCH2  0   0.235    2.5036   4.5961  -1.3058

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
 4R8  C22  C21   single  1.528  0.020  1.528
 4R8  C21  C20   single  1.497  0.020  1.497
 4R8  C20  C19   double  1.332  0.020  1.332
 4R8  C19  C18   single  1.502  0.020  1.502
 4R8  C18  C17   single  1.502  0.020  1.502
 4R8  C17  C16   double  1.332  0.020  1.332
 4R8  C16  C15   single  1.502  0.020  1.502
 4R8  C15  C14   single  1.502  0.020  1.502
 4R8  C14  C13   double  1.331  0.020  1.331
 4R8  C13  C12   single  1.502  0.020  1.502
 4R8  C12  C11   single  1.502  0.020  1.502
 4R8  C11  C10   double  1.332  0.020  1.332
 4R8  C10  C9    single  1.496  0.020  1.496
 4R8  C9   C8    single  1.536  0.020  1.536
 4R8  C8   C7    single  1.495  0.020  1.495
 4R8  C7   C6    double  1.329  0.020  1.329
 4R8  C6   C5    single  1.493  0.020  1.493
 4R8  C5   C4    single  1.513  0.020  1.513
 4R8  C4   O3    double  1.209  0.020  1.209
 4R8  C4   C3    single  1.508  0.020  1.508
 4R8  C3   C2    single  1.515  0.020  1.515
 4R8  C2   C1    single  1.503  0.020  1.503
 4R8  C1   O1    double  1.206  0.020  1.206
 4R8  C1   O2    single  1.329  0.020  1.329
 4R8  C22  H221  single  0.970  0.020  1.090
 4R8  C22  H222  single  0.970  0.020  1.090
 4R8  C22  H223  single  0.970  0.020  1.090
 4R8  C21  H211  single  0.970  0.020  1.090
 4R8  C21  H212  single  0.970  0.020  1.090
 4R8  C20  H20   single  0.930  0.020  1.080
 4R8  C19  H19   single  0.930  0.020  1.080
 4R8  C18  H181  single  0.970  0.020  1.090
 4R8  C18  H182  single  0.970  0.020  1.090
 4R8  C17  H17   single  0.930  0.020  1.080
 4R8  C16  H16   single  0.930  0.020  1.080
 4R8  C15  H151  single  0.970  0.020  1.090
 4R8  C15  H152  single  0.970  0.020  1.090
 4R8  C14  H14   single  0.930  0.020  1.080
 4R8  C13  H13   single  0.930  0.020  1.080
 4R8  C12  H121  single  0.970  0.020  1.090
 4R8  C12  H122  single  0.970  0.020  1.090
 4R8  C11  H11   single  0.930  0.020  1.080
 4R8  C10  H10   single  0.930  0.020  1.080
 4R8  C9   H9C1  single  0.970  0.020  1.090
 4R8  C9   H9C2  single  0.970  0.020  1.090
 4R8  C8   H8    single  0.970  0.020  1.090
 4R8  C8   HOT   single  0.970  0.020  1.090
 4R8  C7   H7    single  0.930  0.020  1.080
 4R8  C6   H6    single  0.930  0.020  1.080
 4R8  C5   H5C1  single  0.970  0.020  1.090
 4R8  C5   H5C2  single  0.970  0.020  1.090
 4R8  C3   H3C1  single  0.970  0.020  1.090
 4R8  C3   H3C2  single  0.970  0.020  1.090
 4R8  C2   H2C1  single  0.970  0.020  1.090
 4R8  C2   H2C2  single  0.970  0.020  1.090
 4R8  O2   H2    single  0.850  0.020  0.980

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
 4R8  H223  C22  H222  107.72  3.000
 4R8  H223  C22  H221  107.92  3.000
 4R8  H222  C22  H221  107.68  3.000
 4R8  H223  C22  C21   111.16  3.000
 4R8  H222  C22  C21   111.24  3.000
 4R8  H221  C22  C21   110.96  3.000
 4R8  H212  C21  H211  106.16  3.000
 4R8  H212  C21  C20   108.83  3.000
 4R8  H211  C21  C20   111.27  3.000
 4R8  H212  C21  C22   108.88  3.000
 4R8  H211  C21  C22   109.75  3.000
 4R8  C20   C21  C22   111.77  3.000
 4R8  H20   C20  C19   117.41  3.000
 4R8  H20   C20  C21   114.93  3.000
 4R8  C19   C20  C21   127.65  3.000
 4R8  H19   C19  C18   114.71  3.000
 4R8  H19   C19  C20   118.00  3.000
 4R8  C18   C19  C20   127.28  3.000
 4R8  H182  C18  H181  106.36  3.000
 4R8  H182  C18  C17   109.13  3.000
 4R8  H181  C18  C17   110.73  3.000
 4R8  H182  C18  C19   110.83  3.000
 4R8  H181  C18  C19   109.16  3.000
 4R8  C17   C18  C19   110.57  3.000
 4R8  H17   C17  C16   117.73  3.000
 4R8  H17   C17  C18   114.90  3.000
 4R8  C16   C17  C18   127.35  3.000
 4R8  H16   C16  C15   114.77  3.000
 4R8  H16   C16  C17   117.83  3.000
 4R8  C15   C16  C17   127.39  3.000
 4R8  H152  C15  H151  106.34  3.000
 4R8  H152  C15  C14   109.03  3.000
 4R8  H151  C15  C14   110.98  3.000
 4R8  H152  C15  C16   110.86  3.000
 4R8  H151  C15  C16   109.06  3.000
 4R8  C14   C15  C16   110.50  3.000
 4R8  H14   C14  C13   117.68  3.000
 4R8  H14   C14  C15   114.70  3.000
 4R8  C13   C14  C15   127.60  3.000
 4R8  H13   C13  C12   114.65  3.000
 4R8  H13   C13  C14   117.67  3.000
 4R8  C12   C13  C14   127.67  3.000
 4R8  H122  C12  H121  106.29  3.000
 4R8  H122  C12  C11   109.08  3.000
 4R8  H121  C12  C11   110.81  3.000
 4R8  H122  C12  C13   110.96  3.000
 4R8  H121  C12  C13   108.91  3.000
 4R8  C11   C12  C13   110.69  3.000
 4R8  H11   C11  C10   118.01  3.000
 4R8  H11   C11  C12   114.83  3.000
 4R8  C10   C11  C12   127.14  3.000
 4R8  H10   C10  C9    115.27  3.000
 4R8  H10   C10  C11   117.52  3.000
 4R8  C9    C10  C11   127.20  3.000
 4R8  H9C2  C9   H9C1  106.28  3.000
 4R8  H9C2  C9   C8    109.11  3.000
 4R8  H9C1  C9   C8    108.82  3.000
 4R8  H9C2  C9   C10   111.49  3.000
 4R8  H9C1  C9   C10   108.97  3.000
 4R8  C8    C9   C10   111.97  3.000
 4R8  HOT   C8   H8    106.73  3.000
 4R8  HOT   C8   C7    109.64  3.000
 4R8  H8    C8   C7    110.24  3.000
 4R8  HOT   C8   C9    108.81  3.000
 4R8  H8    C8   C9    109.40  3.000
 4R8  C7    C8   C9    111.87  3.000
 4R8  H7    C7   C6    119.17  3.000
 4R8  H7    C7   C8    116.03  3.000
 4R8  C6    C7   C8    124.79  3.000
 4R8  H6    C6   C5    116.36  3.000
 4R8  H6    C6   C7    119.21  3.000
 4R8  C5    C6   C7    124.41  3.000
 4R8  H5C2  C5   H5C1  105.19  3.000
 4R8  H5C2  C5   C4    107.87  3.000
 4R8  H5C1  C5   C4    107.53  3.000
 4R8  H5C2  C5   C6    111.25  3.000
 4R8  H5C1  C5   C6    110.74  3.000
 4R8  C4    C5   C6    113.82  3.000
 4R8  C3    C4   O3    122.51  3.000
 4R8  C3    C4   C5    115.34  3.000
 4R8  O3    C4   C5    122.15  3.000
 4R8  H3C2  C3   H3C1  105.05  3.000
 4R8  H3C2  C3   C2    111.16  3.000
 4R8  H3C1  C3   C2    111.08  3.000
 4R8  H3C2  C3   C4    107.75  3.000
 4R8  H3C1  C3   C4    107.83  3.000
 4R8  C2    C3   C4    113.55  3.000
 4R8  H2C2  C2   H2C1  105.57  3.000
 4R8  H2C2  C2   C1    108.07  3.000
 4R8  H2C1  C2   C1    108.18  3.000
 4R8  H2C2  C2   C3    110.90  3.000
 4R8  H2C1  C2   C3    111.03  3.000
 4R8  C1    C2   C3    112.78  3.000
 4R8  O2    C1   O1    123.07  3.000
 4R8  O2    C1   C2    111.49  3.000
 4R8  O1    C1   C2    125.44  3.000
 4R8  H2    O2   C1    110.02  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
 4R8  CONST_01  H2    O2   C1   C2    180.00   0.0  0
 4R8  Var_01    C18   C19  C20  C21     1.78   0.0  2
 4R8  Var_02    C15   C16  C17  C18     1.66   0.0  2
 4R8  Var_03    C12   C13  C14  C15     1.44   0.0  2
 4R8  Var_04    C9    C10  C11  C12     1.49   0.0  2
 4R8  Var_05    C5    C6   C7   C8   -179.78   0.0  2
 4R8  Var_06    C19   C20  C21  C22   113.77  30.0  3
 4R8  Var_07    C17   C18  C19  C20   108.90  30.0  3
 4R8  Var_08    C16   C17  C18  C19   108.51  30.0  3
 4R8  Var_09    C14   C15  C16  C17   109.13  30.0  3
 4R8  Var_10    C13   C14  C15  C16   109.41  30.0  3
 4R8  Var_11    C11   C12  C13  C14   112.88  30.0  3
 4R8  Var_12    C10   C11  C12  C13   107.21  30.0  3
 4R8  Var_13    C8    C9   C10  C11   109.89  30.0  3
 4R8  Var_14    C7    C8   C9   C10   176.42  30.0  3
 4R8  Var_15    C6    C7   C8   C9    116.42  30.0  3
 4R8  Var_16    C4    C5   C6   C7    119.82  30.0  3
 4R8  Var_17    O3    C4   C5   C6     -3.36  30.0  3
 4R8  Var_18    C2    C3   C4   C5   -179.93  30.0  3
 4R8  Var_19    C1    C2   C3   C4    179.43  30.0  3
 4R8  Var_20    O1    C1   C2   C3      0.79  30.0  3
 4R8  Var_21    H221  C22  C21  C20   -62.19  30.0  3

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
 4R8  plan-1  C5   0.020
 4R8  plan-1  C4   0.020
 4R8  plan-1  O3   0.020
 4R8  plan-1  C3   0.020
 4R8  plan-2  C2   0.020
 4R8  plan-2  C1   0.020
 4R8  plan-2  O1   0.020
 4R8  plan-2  O2   0.020
 4R8  plan-2  H2   0.020
 4R8  plan-3  C21  0.020
 4R8  plan-3  C20  0.020
 4R8  plan-3  C19  0.020
 4R8  plan-3  C18  0.020
 4R8  plan-3  H20  0.020
 4R8  plan-3  H19  0.020
 4R8  plan-4  C18  0.020
 4R8  plan-4  C17  0.020
 4R8  plan-4  C16  0.020
 4R8  plan-4  C15  0.020
 4R8  plan-4  H17  0.020
 4R8  plan-4  H16  0.020
 4R8  plan-5  C15  0.020
 4R8  plan-5  C14  0.020
 4R8  plan-5  C13  0.020
 4R8  plan-5  C12  0.020
 4R8  plan-5  H14  0.020
 4R8  plan-5  H13  0.020
 4R8  plan-6  C12  0.020
 4R8  plan-6  C11  0.020
 4R8  plan-6  C10  0.020
 4R8  plan-6  C9   0.020
 4R8  plan-6  H11  0.020
 4R8  plan-6  H10  0.020
 4R8  plan-7  C8   0.020
 4R8  plan-7  C7   0.020
 4R8  plan-7  C6   0.020
 4R8  plan-7  C5   0.020
 4R8  plan-7  H7   0.020
 4R8  plan-7  H6   0.020

