# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 06:35:14 2020
#   Inital geometry file: a 134 line input string
#   Ligand name: (5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-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\C\C=C/CCCC(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
 EPA  EPA  '(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoic acid'  ligand  51  22  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_EPA
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
 EPA  C1    C  C      0   0.410  -0.7273  -1.1450  -8.9217
 EPA  OA    O  OC    -1  -0.634  -0.6352  -2.0945  -9.7290
 EPA  OB    O  O      0  -0.609  -1.6059  -0.2607  -8.9226
 EPA  C2    C  CH2    0  -0.582   0.3565  -1.0821  -7.8310
 EPA  C3    C  CH2    0  -0.401   0.2603   0.0845  -6.8615
 EPA  C4    C  CH2    0  -0.489   1.3770   0.0676  -5.8147
 EPA  C5    C  C1     0  -0.212   1.3049   1.2478  -4.8971
 EPA  C6    C  C1     0  -0.206   0.9327   1.2588  -3.6180
 EPA  C7    C  CH2    0  -0.577   0.5430   0.0764  -2.7766
 EPA  C8    C  C1     0  -0.203   1.5771  -0.1765  -1.7178
 EPA  C9    C  C1     0  -0.205   1.4489  -0.0200  -0.4014
 EPA  C10   C  CH2    0  -0.577   0.2228   0.4061   0.3539
 EPA  C11   C  C1     0  -0.206  -0.2804  -0.7212   1.2089
 EPA  C12   C  C1     0  -0.203  -0.2540  -0.8079   2.5376
 EPA  C13   C  CH2    0  -0.577   0.2489   0.2166   3.5137
 EPA  C14   C  C1     0  -0.205  -0.8771   0.7298   4.3641
 EPA  C15   C  C1     0  -0.204  -1.0667   0.5333   5.6677
 EPA  C16   C  CH2    0  -0.576  -0.1818  -0.2173   6.6210
 EPA  C17   C  C1     0  -0.204   0.4162   0.7183   7.6332
 EPA  C18   C  C1     0  -0.212   0.1538   0.7723   8.9381
 EPA  C19   C  CH2    0  -0.490  -0.7738  -0.1029   9.7231
 EPA  C20   C  CH3    0  -0.659  -0.0202  -0.9625  10.7367
 EPA  H21   H  HCH2   0   0.218   1.3374  -1.0733  -8.3211
 EPA  H22   H  HCH2   0   0.218   0.3338  -2.0252  -7.2716
 EPA  H31   H  HCH2   0   0.209  -0.7046   0.0677  -6.3480
 EPA  H32   H  HCH2   0   0.207   0.2929   1.0294  -7.4114
 EPA  H41   H  HCH2   0   0.225   2.3449   0.0743  -6.3278
 EPA  H42   H  HCH2   0   0.225   1.3377  -0.8704  -5.2552
 EPA  H51   H  H      0   0.230   1.5585   2.2031  -5.3497
 EPA  H61   H  H      0   0.233   0.9216   2.2123  -3.0972
 EPA  H71   H  HCH2   0   0.252   0.4360  -0.8176  -3.3955
 EPA  H72   H  HCH2   0   0.251  -0.4358   0.2611  -2.3279
 EPA  H81   H  H      0   0.238   2.5436  -0.4983  -2.0950
 EPA  H91   H  H      0   0.238   2.3116  -0.2419   0.2204
 EPA  H101  H  HCH2   0   0.253  -0.5674   0.7162  -0.3335
 EPA  H102  H  HCH2   0   0.253   0.4627   1.2809   0.9623
 EPA  H111  H  H      0   0.239  -0.6815  -1.5665   0.6570
 EPA  H121  H  H      0   0.239  -0.6528  -1.7101   2.9924
 EPA  H131  H  HCH2   0   0.253   0.7142   1.0546   2.9907
 EPA  H132  H  HCH2   0   0.253   1.0308  -0.2328   4.1304
 EPA  H141  H  H      0   0.238  -1.6262   1.3046   3.8267
 EPA  H151  H  H      0   0.239  -1.9493   0.9759   6.1206
 EPA  H161  H  HCH2   0   0.251   0.6231  -0.7254   6.0854
 EPA  H162  H  HCH2   0   0.252  -0.7666  -0.9979   7.1127
 EPA  H171  H  H      0   0.235   1.1242   1.4345   7.2255
 EPA  H181  H  H      0   0.231   0.6794   1.5234   9.5225
 EPA  H191  H  HCH2   0   0.232  -1.3649  -0.7406   9.0643
 EPA  H192  H  HCH2   0   0.233  -1.4877   0.5316  10.2573
 EPA  H201  H  HCH3   0   0.230  -0.7087  -1.5543  11.3407
 EPA  H202  H  HCH3   0   0.223   0.6630  -1.6497  10.2362
 EPA  H203  H  HCH3   0   0.222   0.5694  -0.3453  11.4164

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
 EPA  C1   OA    deloc   1.250  0.020  1.250
 EPA  C1   OB    deloc   1.247  0.020  1.247
 EPA  C1   C2    single  1.539  0.020  1.539
 EPA  C2   C3    single  1.520  0.020  1.520
 EPA  C2   H21   single  0.970  0.020  1.090
 EPA  C2   H22   single  0.970  0.020  1.090
 EPA  C3   C4    single  1.531  0.020  1.531
 EPA  C3   H31   single  0.970  0.020  1.090
 EPA  C3   H32   single  0.970  0.020  1.090
 EPA  C4   C5    single  1.497  0.020  1.497
 EPA  C4   H41   single  0.970  0.020  1.090
 EPA  C4   H42   single  0.970  0.020  1.090
 EPA  C5   C6    double  1.332  0.020  1.332
 EPA  C5   H51   single  0.930  0.020  1.080
 EPA  C6   C7    single  1.503  0.020  1.503
 EPA  C6   H61   single  0.930  0.020  1.080
 EPA  C7   C8    single  1.501  0.020  1.501
 EPA  C7   H71   single  0.970  0.020  1.090
 EPA  C7   H72   single  0.970  0.020  1.090
 EPA  C8   C9    double  1.332  0.020  1.332
 EPA  C8   H81   single  0.930  0.020  1.080
 EPA  C9   C10   single  1.502  0.020  1.502
 EPA  C9   H91   single  0.930  0.020  1.080
 EPA  C10  C11   single  1.502  0.020  1.502
 EPA  C10  H101  single  0.970  0.020  1.090
 EPA  C10  H102  single  0.970  0.020  1.090
 EPA  C11  C12   double  1.332  0.020  1.332
 EPA  C11  H111  single  0.930  0.020  1.080
 EPA  C12  C13   single  1.502  0.020  1.502
 EPA  C12  H121  single  0.930  0.020  1.080
 EPA  C13  C14   single  1.501  0.020  1.501
 EPA  C13  H131  single  0.970  0.020  1.090
 EPA  C13  H132  single  0.970  0.020  1.090
 EPA  C14  C15   double  1.332  0.020  1.332
 EPA  C14  H141  single  0.930  0.020  1.080
 EPA  C15  C16   single  1.502  0.020  1.502
 EPA  C15  H151  single  0.930  0.020  1.080
 EPA  C16  C17   single  1.502  0.020  1.502
 EPA  C16  H161  single  0.970  0.020  1.090
 EPA  C16  H162  single  0.970  0.020  1.090
 EPA  C17  C18   double  1.332  0.020  1.332
 EPA  C17  H171  single  0.930  0.020  1.080
 EPA  C18  C19   single  1.498  0.020  1.498
 EPA  C18  H181  single  0.930  0.020  1.080
 EPA  C19  C20   single  1.528  0.020  1.528
 EPA  C19  H191  single  0.970  0.020  1.090
 EPA  C19  H192  single  0.970  0.020  1.090
 EPA  C20  H201  single  0.970  0.020  1.090
 EPA  C20  H202  single  0.970  0.020  1.090
 EPA  C20  H203  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
 EPA  C2    C1   OB    117.89  3.000
 EPA  C2    C1   OA    115.92  3.000
 EPA  OB    C1   OA    126.19  3.000
 EPA  H22   C2   H21   104.68  3.000
 EPA  H22   C2   C3    109.47  3.000
 EPA  H21   C2   C3    109.61  3.000
 EPA  H22   C2   C1    108.17  3.000
 EPA  H21   C2   C1    108.27  3.000
 EPA  C3    C2   C1    116.03  3.000
 EPA  H32   C3   H31   106.01  3.000
 EPA  H32   C3   C4    109.37  3.000
 EPA  H31   C3   C4    108.81  3.000
 EPA  H32   C3   C2    109.91  3.000
 EPA  H31   C3   C2    110.10  3.000
 EPA  C4    C3   C2    112.43  3.000
 EPA  H42   C4   H41   106.07  3.000
 EPA  H42   C4   C5    111.17  3.000
 EPA  H41   C4   C5    108.96  3.000
 EPA  H42   C4   C3    109.47  3.000
 EPA  H41   C4   C3    108.91  3.000
 EPA  C5    C4   C3    112.05  3.000
 EPA  H51   C5   C6    117.23  3.000
 EPA  H51   C5   C4    115.25  3.000
 EPA  C6    C5   C4    127.49  3.000
 EPA  H61   C6   C7    114.80  3.000
 EPA  H61   C6   C5    118.05  3.000
 EPA  C7    C6   C5    127.13  3.000
 EPA  H72   C7   H71   106.45  3.000
 EPA  H72   C7   C8    110.85  3.000
 EPA  H71   C7   C8    109.22  3.000
 EPA  H72   C7   C6    109.23  3.000
 EPA  H71   C7   C6    110.61  3.000
 EPA  C8    C7   C6    110.41  3.000
 EPA  H81   C8   C9    117.63  3.000
 EPA  H81   C8   C7    114.70  3.000
 EPA  C9    C8   C7    127.65  3.000
 EPA  H91   C9   C10   114.73  3.000
 EPA  H91   C9   C8    117.73  3.000
 EPA  C10   C9   C8    127.52  3.000
 EPA  H102  C10  H101  106.38  3.000
 EPA  H102  C10  C11   110.96  3.000
 EPA  H101  C10  C11   109.21  3.000
 EPA  H102  C10  C9    109.15  3.000
 EPA  H101  C10  C9    110.77  3.000
 EPA  C11   C10  C9    110.30  3.000
 EPA  H111  C11  C12   117.62  3.000
 EPA  H111  C11  C10   114.75  3.000
 EPA  C12   C11  C10   127.61  3.000
 EPA  H121  C12  C13   114.67  3.000
 EPA  H121  C12  C11   117.67  3.000
 EPA  C13   C12  C11   127.64  3.000
 EPA  H132  C13  H131  106.33  3.000
 EPA  H132  C13  C14   110.95  3.000
 EPA  H131  C13  C14   109.18  3.000
 EPA  H132  C13  C12   109.02  3.000
 EPA  H131  C13  C12   110.79  3.000
 EPA  C14   C13  C12   110.50  3.000
 EPA  H141  C14  C15   117.65  3.000
 EPA  H141  C14  C13   114.69  3.000
 EPA  C15   C14  C13   127.64  3.000
 EPA  H151  C15  C16   114.69  3.000
 EPA  H151  C15  C14   117.62  3.000
 EPA  C16   C15  C14   127.68  3.000
 EPA  H162  C16  H161  106.43  3.000
 EPA  H162  C16  C17   110.78  3.000
 EPA  H161  C16  C17   109.08  3.000
 EPA  H162  C16  C15   109.11  3.000
 EPA  H161  C16  C15   110.82  3.000
 EPA  C17   C16  C15   110.54  3.000
 EPA  H171  C17  C18   117.98  3.000
 EPA  H171  C17  C16   114.65  3.000
 EPA  C18   C17  C16   127.36  3.000
 EPA  H181  C18  C19   114.92  3.000
 EPA  H181  C18  C17   117.35  3.000
 EPA  C19   C18  C17   127.72  3.000
 EPA  H192  C19  H191  106.28  3.000
 EPA  H192  C19  C20   108.91  3.000
 EPA  H191  C19  C20   109.82  3.000
 EPA  H192  C19  C18   108.73  3.000
 EPA  H191  C19  C18   111.14  3.000
 EPA  C20   C19  C18   111.78  3.000
 EPA  H203  C20  H202  107.68  3.000
 EPA  H203  C20  H201  107.65  3.000
 EPA  H202  C20  H201  107.92  3.000
 EPA  H203  C20  C19   111.20  3.000
 EPA  H202  C20  C19   111.04  3.000
 EPA  H201  C20  C19   111.18  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
 EPA  Var_01  C7    C6   C5   C4      2.40   0.0  2
 EPA  Var_02  C10   C9   C8   C7      2.17   0.0  2
 EPA  Var_03  C13   C12  C11  C10     1.94   0.0  2
 EPA  Var_04  C16   C15  C14  C13     1.91   0.0  2
 EPA  Var_05  C19   C18  C17  C16     1.57   0.0  2
 EPA  Var_06  C4    C3   C2   C1   -179.93  30.0  3
 EPA  Var_07  C3    C2   C1   OA    179.03  30.0  3
 EPA  Var_08  C5    C4   C3   C2    177.82  30.0  3
 EPA  Var_09  C6    C5   C4   C3    107.75  30.0  3
 EPA  Var_10  C8    C7   C6   C5    111.41  30.0  3
 EPA  Var_11  C9    C8   C7   C6    111.58  30.0  3
 EPA  Var_12  C11   C10  C9   C8    113.40  30.0  3
 EPA  Var_13  C12   C11  C10  C9    110.10  30.0  3
 EPA  Var_14  C14   C13  C12  C11   115.05  30.0  3
 EPA  Var_15  C15   C14  C13  C12   111.68  30.0  3
 EPA  Var_16  C17   C16  C15  C14   113.58  30.0  3
 EPA  Var_17  C18   C17  C16  C15   111.48  30.0  3
 EPA  Var_18  C20   C19  C18  C17   114.36  30.0  3
 EPA  Var_19  H201  C20  C19  C18   176.83  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
 EPA  plan-1  C1    0.020
 EPA  plan-1  OA    0.020
 EPA  plan-1  OB    0.020
 EPA  plan-1  C2    0.020
 EPA  plan-2  C4    0.020
 EPA  plan-2  C5    0.020
 EPA  plan-2  C6    0.020
 EPA  plan-2  C7    0.020
 EPA  plan-2  H51   0.020
 EPA  plan-2  H61   0.020
 EPA  plan-3  C7    0.020
 EPA  plan-3  C8    0.020
 EPA  plan-3  C9    0.020
 EPA  plan-3  C10   0.020
 EPA  plan-3  H81   0.020
 EPA  plan-3  H91   0.020
 EPA  plan-4  C10   0.020
 EPA  plan-4  C11   0.020
 EPA  plan-4  C12   0.020
 EPA  plan-4  C13   0.020
 EPA  plan-4  H111  0.020
 EPA  plan-4  H121  0.020
 EPA  plan-5  C13   0.020
 EPA  plan-5  C14   0.020
 EPA  plan-5  C15   0.020
 EPA  plan-5  C16   0.020
 EPA  plan-5  H141  0.020
 EPA  plan-5  H151  0.020
 EPA  plan-6  C16   0.020
 EPA  plan-6  C17   0.020
 EPA  plan-6  C18   0.020
 EPA  plan-6  C19   0.020
 EPA  plan-6  H171  0.020
 EPA  plan-6  H181  0.020

