# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 03:36:54 2020
#   Inital geometry file: a 96 line input string
#   Ligand name: 2-[5-(2-methoxyethanoylamino)-2-oxidanyl-phenyl]pyridine-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COCC(=O)Nc1ccc(O)c(c1)c2cc(ccn2)C(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
 7WH  7WH  '2-[5-(2-methoxyethanoylamino)-2-oxidanyl-phenyl]pyridine-4-carboxylic acid'  ligand  35  22  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_7WH
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
 7WH  O4    O  O      0  -0.459   2.6323   1.2648   0.9271
 7WH  C2    C  C      0   0.478   3.3642   0.6597   0.1705
 7WH  C1    C  CH2    0  -0.252   4.7907   1.0969  -0.1192
 7WH  O     O  O2     0  -0.474   5.0826   2.2206   0.6456
 7WH  C     C  CH3    0  -0.400   6.3921   2.6856   0.4263
 7WH  N     N  NH1    0  -0.744   3.0156  -0.4581  -0.5101
 7WH  C3    C  CR6    0   0.359   1.8135  -1.1792  -0.4276
 7WH  C8    C  CR16   0  -0.333   0.5900  -0.6032  -0.0987
 7WH  C7    C  CR6    0  -0.040  -0.5744  -1.3645  -0.0365
 7WH  C6    C  CR6    0   0.314  -0.5225  -2.7304  -0.3330
 7WH  O3    O  OH1    0  -0.618  -1.6655  -3.4422  -0.3060
 7WH  C5    C  CR16   0  -0.373   0.6971  -3.3030  -0.6798
 7WH  C4    C  CR16   0  -0.326   1.8500  -2.5401  -0.7180
 7WH  C9    C  CR6    0   0.224  -1.8505  -0.7004   0.3189
 7WH  N1    N  N      0  -0.413  -2.5614  -1.2292   1.3132
 7WH  C13   C  CR16   0  -0.083  -3.6964  -0.6310   1.6499
 7WH  C12   C  CR16   0  -0.357  -4.1811   0.5087   1.0273
 7WH  C11   C  CR6    0   0.004  -3.4469   1.0704  -0.0099
 7WH  C10   C  CR16   0  -0.362  -2.2590   0.4431  -0.3628
 7WH  C14   C  C      0   0.403  -3.9298   2.3226  -0.7414
 7WH  O2    O  O      0  -0.583  -3.1895   2.7519  -1.6438
 7WH  O1    O  OC    -1  -0.584  -5.0177   2.7918  -0.3638
 7WH  H11C  H  HCH2   0   0.241   5.4742   0.2622   0.0999
 7WH  H12C  H  HCH2   0   0.244   4.8863   1.2967  -1.1980
 7WH  H     H  HNH1   0   0.414   3.7416  -0.9002  -1.0548
 7WH  HC1   H  HCH3   0   0.239   6.5492   3.5527   1.0661
 7WH  HC2   H  HCH3   0   0.209   7.1444   1.9284   0.6766
 7WH  HC3   H  HCH3   0   0.209   6.5508   2.9876  -0.6153
 7WH  H8    H  HCR6   0   0.273   0.5218   0.4510   0.1223
 7WH  H4    H  HCR6   0   0.275   2.7879  -3.0143  -0.9810
 7WH  H5    H  HCR6   0   0.275   0.7523  -4.3583  -0.9215
 7WH  H10   H  HCR6   0   0.256  -1.6581   0.8349  -1.1727
 7WH  H13   H  HCR6   0   0.254  -4.2527  -1.0828   2.4645
 7WH  H12   H  HCR6   0   0.256  -5.1159   0.9480   1.3459
 7WH  H3    H  HOH1   0   0.474  -1.4931  -4.3514  -0.5751

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
 7WH  O4   C2    double    1.214  0.020  1.214
 7WH  C2   C1    single    1.520  0.020  1.520
 7WH  C2   N     single    1.354  0.020  1.354
 7WH  C1   O     single    1.390  0.020  1.390
 7WH  O    C     single    1.407  0.020  1.407
 7WH  N    C3    single    1.404  0.020  1.404
 7WH  C3   C8    aromatic  1.392  0.020  1.392
 7WH  C3   C4    aromatic  1.392  0.020  1.392
 7WH  C8   C7    aromatic  1.393  0.020  1.393
 7WH  C7   C6    aromatic  1.399  0.020  1.399
 7WH  C7   C9    single    1.482  0.020  1.482
 7WH  C6   O3    single    1.347  0.020  1.347
 7WH  C6   C5    aromatic  1.391  0.020  1.391
 7WH  C5   C4    aromatic  1.383  0.020  1.383
 7WH  C9   N1    aromatic  1.332  0.020  1.332
 7WH  C9   C10   aromatic  1.393  0.020  1.393
 7WH  N1   C13   aromatic  1.326  0.020  1.326
 7WH  C13  C12   aromatic  1.386  0.020  1.386
 7WH  C12  C11   aromatic  1.389  0.020  1.389
 7WH  C11  C10   aromatic  1.389  0.020  1.389
 7WH  C11  C14   single    1.529  0.020  1.529
 7WH  C14  O2    deloc     1.244  0.020  1.244
 7WH  C14  O1    deloc     1.243  0.020  1.243
 7WH  C1   H11C  single    0.970  0.020  1.090
 7WH  C1   H12C  single    0.970  0.020  1.090
 7WH  N    H     single    0.860  0.020  1.020
 7WH  C    HC1   single    0.970  0.020  1.090
 7WH  C    HC2   single    0.970  0.020  1.090
 7WH  C    HC3   single    0.970  0.020  1.090
 7WH  C8   H8    single    0.930  0.020  1.080
 7WH  C4   H4    single    0.930  0.020  1.080
 7WH  C5   H5    single    0.930  0.020  1.080
 7WH  C10  H10   single    0.930  0.020  1.080
 7WH  C13  H13   single    0.930  0.020  1.080
 7WH  C12  H12   single    0.930  0.020  1.080
 7WH  O3   H3    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
 7WH  N     C2   C1    112.53  3.000
 7WH  N     C2   O4    124.70  3.000
 7WH  C1    C2   O4    122.76  3.000
 7WH  H12C  C1   H11C  106.18  3.000
 7WH  H12C  C1   O     111.97  3.000
 7WH  H11C  C1   O     111.90  3.000
 7WH  H12C  C1   C2    108.68  3.000
 7WH  H11C  C1   C2    109.07  3.000
 7WH  O     C1   C2    108.95  3.000
 7WH  C     O    C1    112.14  3.000
 7WH  HC3   C    HC2   107.93  3.000
 7WH  HC3   C    HC1   108.55  3.000
 7WH  HC2   C    HC1   108.47  3.000
 7WH  HC3   C    O     111.96  3.000
 7WH  HC2   C    O     112.01  3.000
 7WH  HC1   C    O     107.82  3.000
 7WH  H     N    C3    114.99  3.000
 7WH  H     N    C2    116.58  3.000
 7WH  C3    N    C2    127.93  3.000
 7WH  C4    C3   C8    118.49  3.000
 7WH  C4    C3   N     117.86  3.000
 7WH  C8    C3   N     123.64  3.000
 7WH  H8    C8   C7    118.17  3.000
 7WH  H8    C8   C3    120.54  3.000
 7WH  C7    C8   C3    121.29  3.000
 7WH  C9    C7   C6    121.36  3.000
 7WH  C9    C7   C8    119.06  3.000
 7WH  C6    C7   C8    119.57  3.000
 7WH  C5    C6   O3    122.10  3.000
 7WH  C5    C6   C7    119.16  3.000
 7WH  O3    C6   C7    118.71  3.000
 7WH  H3    O3   C6    109.95  3.000
 7WH  H5    C5   C4    119.23  3.000
 7WH  H5    C5   C6    120.06  3.000
 7WH  C4    C5   C6    120.71  3.000
 7WH  H4    C4   C5    119.14  3.000
 7WH  H4    C4   C3    120.09  3.000
 7WH  C5    C4   C3    120.77  3.000
 7WH  C10   C9   N1    122.34  3.000
 7WH  C10   C9   C7    120.21  3.000
 7WH  N1    C9   C7    117.44  3.000
 7WH  C13   N1   C9    117.86  3.000
 7WH  H13   C13  C12   120.02  3.000
 7WH  H13   C13  N1    116.20  3.000
 7WH  C12   C13  N1    123.78  3.000
 7WH  H12   C12  C11   120.86  3.000
 7WH  H12   C12  C13   120.27  3.000
 7WH  C11   C12  C13   118.88  3.000
 7WH  C14   C11  C10   121.24  3.000
 7WH  C14   C11  C12   121.44  3.000
 7WH  C10   C11  C12   117.33  3.000
 7WH  H10   C10  C11   120.11  3.000
 7WH  H10   C10  C9    120.06  3.000
 7WH  C11   C10  C9    119.82  3.000
 7WH  O1    C14  O2    127.66  3.000
 7WH  O1    C14  C11   116.11  3.000
 7WH  O2    C14  C11   116.23  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
 7WH  CONST_01  C6   C7   C8   C3      0.00   0.0  0
 7WH  CONST_02  C9   C7   C8   C3    180.00   0.0  0
 7WH  CONST_03  C6   C5   C4   C3      0.00   0.0  0
 7WH  CONST_04  C5   C4   C3   C8      0.00   0.0  0
 7WH  CONST_05  C5   C6   C7   C8      0.00   0.0  0
 7WH  CONST_08  C4   C3   C8   C7      0.00   0.0  0
 7WH  CONST_09  C4   C5   C6   C7      0.00   0.0  0
 7WH  CONST_10  C13  N1   C9   C7    180.00   0.0  0
 7WH  CONST_11  C11  C10  C9   C7    180.00   0.0  0
 7WH  CONST_14  C9   C7   C6   C5    180.00   0.0  0
 7WH  CONST_15  C12  C13  N1   C9      0.00   0.0  0
 7WH  CONST_16  C12  C11  C10  C9      0.00   0.0  0
 7WH  CONST_17  C11  C10  C9   N1      0.00   0.0  0
 7WH  CONST_18  C11  C12  C13  N1      0.00   0.0  0
 7WH  CONST_19  C10  C9   N1   C13     0.00   0.0  0
 7WH  CONST_20  C10  C11  C12  C13     0.00   0.0  0
 7WH  CONST_21  C7   C8   C3   N     180.00   0.0  0
 7WH  CONST_22  C5   C4   C3   N     180.00   0.0  0
 7WH  CONST_23  O3   C6   C7   C8    180.00   0.0  0
 7WH  CONST_24  C9   C7   C6   O3      0.00   0.0  0
 7WH  CONST_25  C4   C5   C6   O3    180.00   0.0  0
 7WH  CONST_26  C14  C11  C10  C9    180.00   0.0  0
 7WH  CONST_27  C14  C11  C12  C13   180.00   0.0  0
 7WH  CONST_28  H5   C5   C4   C3    180.00   0.0  0
 7WH  CONST_29  H4   C4   C3   C8    180.00   0.0  0
 7WH  CONST_30  H10  C10  C9   C7      0.00   0.0  0
 7WH  CONST_31  H8   C8   C7   C6    180.00   0.0  0
 7WH  CONST_32  H13  C13  N1   C9    180.00   0.0  0
 7WH  CONST_33  H12  C12  C13  N1    180.00   0.0  0
 7WH  CONST_37  C3   N    C2   O4      0.00   0.0  0
 7WH  CONST_38  C3   N    C2   C1    180.00   0.0  0
 7WH  Var_01    O2   C14  C11  C12   179.19  30.0  2
 7WH  Var_02    O    C1   C2   O4      2.20  30.0  3
 7WH  Var_03    HC1  C    O    C1   -179.23  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
 7WH  plan-1  N    0.020
 7WH  plan-1  C3   0.020
 7WH  plan-1  C8   0.020
 7WH  plan-1  C7   0.020
 7WH  plan-1  C6   0.020
 7WH  plan-1  O3   0.020
 7WH  plan-1  C5   0.020
 7WH  plan-1  C4   0.020
 7WH  plan-1  C9   0.020
 7WH  plan-1  H8   0.020
 7WH  plan-1  H4   0.020
 7WH  plan-1  H5   0.020
 7WH  plan-2  C7   0.020
 7WH  plan-2  C9   0.020
 7WH  plan-2  N1   0.020
 7WH  plan-2  C13  0.020
 7WH  plan-2  C12  0.020
 7WH  plan-2  C11  0.020
 7WH  plan-2  C10  0.020
 7WH  plan-2  C14  0.020
 7WH  plan-2  H10  0.020
 7WH  plan-2  H13  0.020
 7WH  plan-2  H12  0.020
 7WH  plan-3  O4   0.020
 7WH  plan-3  C2   0.020
 7WH  plan-3  C1   0.020
 7WH  plan-3  N    0.020
 7WH  plan-3  C3   0.020
 7WH  plan-3  H    0.020
 7WH  plan-4  C11  0.020
 7WH  plan-4  C14  0.020
 7WH  plan-4  O2   0.020
 7WH  plan-4  O1   0.020

