# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 23:34:24 2020
#   Inital geometry file: a 130 line input string
#   Ligand name: 5-(3-{(1E)-3-[3-hydroxy-2-(methoxycarbonyl)phenoxy]prop-1-en-1-yl}phenyl)-4-(hydroxymethyl)isoxazole-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)c1c(O)cccc1OC/C=C/c2cccc(c2)c3onc(C(O)=O)c3CO
#
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
 IX1  IX1  '5-(3-{(1E)-3-[3-hydroxy-2-(methoxycarbonyl)phenoxy]prop-1-en-1-yl}phenyl)-4-(hydroxymethyl)isoxazole-3-carboxylic acid'  ligand  49  31  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_IX1
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
 IX1  C1    C  CR16   0  -0.318   2.1743  -0.6569   3.0970
 IX1  C2    C  CR6    0   0.046   0.8439  -0.2445   3.1130
 IX1  C3    C  CR16   0  -0.355   0.0797  -0.3652   1.9522
 IX1  C4    C  CR6    0   0.171   0.6183  -0.8956   0.7823
 IX1  C5    C  CR16   0  -0.323   1.9493  -1.3240   0.7944
 IX1  C6    C  CR16   0  -0.220   2.7154  -1.2010   1.9398
 IX1  C7    C  CR5    0   0.431   0.2508   0.3181   4.3232
 IX1  O12   O  O      0  -0.352  -0.5854   1.3507   4.1543
 IX1  N13   N  N      0  -0.165  -1.0798   1.7445   5.3597
 IX1  C14   C  CR5    0   0.076  -0.5399   0.9690   6.2533
 IX1  C15   C  CR5    0  -0.190   0.3369   0.0214   5.6469
 IX1  C16   C  C      0   0.384  -0.8367   1.1795   7.7291
 IX1  O1    O  OC    -1  -0.586  -1.9213   1.7158   7.9997
 IX1  O2    O  O      0  -0.577   0.0585   0.8051   8.5038
 IX1  C8    C  C1     0  -0.275  -0.2405  -0.9782  -0.4022
 IX1  C32   C  CR6    0   0.426  -1.0297  -0.4842  -4.9669
 IX1  C33   C  CR16   0  -0.409  -2.1849  -1.2053  -5.2521
 IX1  C34   C  CR16   0  -0.229  -2.7459  -1.0939  -6.5183
 IX1  C35   C  CR16   0  -0.402  -2.1886  -0.2908  -7.4974
 IX1  C36   C  CR6    0   0.376  -1.0320   0.4280  -7.2027
 IX1  C37   C  CR6    0  -0.254  -0.4547   0.3309  -5.9427
 IX1  C38   C  C      0   0.539   0.7687   1.1210  -5.6166
 IX1  O11   O  O      0  -0.432   0.7545   2.2260  -5.1392
 IX1  O13   O  O2     0  -0.435   1.8679   0.4539  -5.9193
 IX1  C39   C  CH3    0  -0.424   3.1202   1.0951  -5.6616
 IX1  O14   O  OH1    0  -0.622  -0.4189   1.2319  -8.0884
 IX1  O3    O  O2     0  -0.470  -0.3873  -0.4952  -3.7867
 IX1  C40   C  CH2    0  -0.242  -0.8267  -1.3908  -2.7704
 IX1  C41   C  C1     0  -0.252   0.1378  -1.2945  -1.6400
 IX1  C9    C  CH2    0  -0.241   1.0423  -1.1035   6.3192
 IX1  O4    O  OH1    0  -0.669   0.0670  -1.9969   6.8162
 IX1  H1    H  HCR6   0   0.267   2.7966  -0.5359   3.9734
 IX1  H3    H  HCR6   0   0.262  -0.9577  -0.0524   1.9543
 IX1  H5    H  HCR6   0   0.261   2.3927  -1.7593  -0.0918
 IX1  H6    H  HCR6   0   0.268   3.7474  -1.5251   1.9339
 IX1  H8    H  H      0   0.258  -1.2866  -0.7414  -0.2282
 IX1  H33   H  HCR6   0   0.283  -2.6553  -1.8422  -4.5169
 IX1  H34   H  HCR6   0   0.270  -3.6458  -1.6510  -6.7430
 IX1  H35   H  HCR6   0   0.274  -2.6422  -0.2231  -8.4786
 IX1  H391  H  HCH3   0   0.254   3.8839   0.3910  -5.9775
 IX1  H392  H  HCH3   0   0.243   3.2183   2.0171  -6.2340
 IX1  H393  H  HCH3   0   0.242   3.2436   1.3124  -4.6010
 IX1  H14   H  HOH1   0   0.483  -0.8908   1.2350  -8.9293
 IX1  H401  H  HCH2   0   0.247  -1.8394  -1.1378  -2.4396
 IX1  H402  H  HCH2   0   0.245  -0.8466  -2.4140  -3.1634
 IX1  H41   H  H      0   0.266   1.1729  -1.5231  -1.8734
 IX1  H91   H  HCH2   0   0.199   1.7093  -1.6034   5.6088
 IX1  H92   H  HCH2   0   0.219   1.6654  -0.7041   7.1226
 IX1  HO4   H  HOH1   0   0.455   0.4998  -2.5824   7.4445

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
 IX1  C1   C2    aromatic  1.393  0.020  1.393
 IX1  C1   C6    aromatic  1.388  0.020  1.388
 IX1  C1   H1    single    0.930  0.020  1.080
 IX1  C2   C3    aromatic  1.395  0.020  1.395
 IX1  C2   C7    single    1.460  0.020  1.460
 IX1  C3   C4    aromatic  1.393  0.020  1.393
 IX1  C3   H3    single    0.930  0.020  1.080
 IX1  C4   C5    aromatic  1.398  0.020  1.398
 IX1  C4   C8    single    1.465  0.020  1.465
 IX1  C5   C6    aromatic  1.383  0.020  1.383
 IX1  C5   H5    single    0.930  0.020  1.080
 IX1  C6   H6    single    0.930  0.020  1.080
 IX1  C7   O12   aromatic  1.339  0.020  1.339
 IX1  C7   C15   aromatic  1.359  0.020  1.359
 IX1  O12  N13   aromatic  1.361  0.020  1.361
 IX1  N13  C14   aromatic  1.301  0.020  1.301
 IX1  C14  C15   aromatic  1.426  0.020  1.426
 IX1  C14  C16   single    1.520  0.020  1.520
 IX1  C15  C9    single    1.488  0.020  1.488
 IX1  C16  O1    deloc     1.240  0.020  1.240
 IX1  C16  O2    deloc     1.242  0.020  1.242
 IX1  C8   C41   double    1.332  0.020  1.332
 IX1  C8   H8    single    0.930  0.020  1.080
 IX1  C32  C33   aromatic  1.391  0.020  1.391
 IX1  C32  C37   aromatic  1.395  0.020  1.395
 IX1  C32  O3    single    1.344  0.020  1.344
 IX1  C33  C34   aromatic  1.389  0.020  1.389
 IX1  C33  H33   single    0.930  0.020  1.080
 IX1  C34  C35   aromatic  1.384  0.020  1.384
 IX1  C34  H34   single    0.930  0.020  1.080
 IX1  C35  C36   aromatic  1.393  0.020  1.393
 IX1  C35  H35   single    0.930  0.020  1.080
 IX1  C36  C37   aromatic  1.389  0.020  1.389
 IX1  C36  O14   single    1.344  0.020  1.344
 IX1  C37  C38   single    1.492  0.020  1.492
 IX1  C38  O11   double    1.204  0.020  1.204
 IX1  C38  O13   single    1.321  0.020  1.321
 IX1  O13  C39   single    1.430  0.020  1.430
 IX1  C39  H391  single    0.970  0.020  1.090
 IX1  C39  H392  single    0.970  0.020  1.090
 IX1  C39  H393  single    0.970  0.020  1.090
 IX1  O14  H14   single    0.850  0.020  0.980
 IX1  O3   C40   single    1.424  0.020  1.424
 IX1  C40  C41   single    1.489  0.020  1.489
 IX1  C40  H401  single    0.970  0.020  1.090
 IX1  C40  H402  single    0.970  0.020  1.090
 IX1  C41  H41   single    0.930  0.020  1.080
 IX1  C9   O4    single    1.413  0.020  1.413
 IX1  C9   H91   single    0.970  0.020  1.090
 IX1  C9   H92   single    0.970  0.020  1.090
 IX1  O4   HO4   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
 IX1  H1    C1   C6    119.66  3.000
 IX1  H1    C1   C2    120.47  3.000
 IX1  C6    C1   C2    119.85  3.000
 IX1  C7    C2   C3    120.03  3.000
 IX1  C7    C2   C1    120.76  3.000
 IX1  C3    C2   C1    119.21  3.000
 IX1  H3    C3   C4    118.80  3.000
 IX1  H3    C3   C2    119.86  3.000
 IX1  C4    C3   C2    121.34  3.000
 IX1  C8    C4   C5    123.20  3.000
 IX1  C8    C4   C3    118.28  3.000
 IX1  C5    C4   C3    118.52  3.000
 IX1  H5    C5   C6    119.13  3.000
 IX1  H5    C5   C4    120.41  3.000
 IX1  C6    C5   C4    120.46  3.000
 IX1  H6    C6   C5    119.81  3.000
 IX1  H6    C6   C1    119.59  3.000
 IX1  C5    C6   C1    120.60  3.000
 IX1  C15   C7   O12   109.30  3.000
 IX1  C15   C7   C2    134.21  3.000
 IX1  O12   C7   C2    116.49  3.000
 IX1  N13   O12  C7    109.77  3.000
 IX1  C14   N13  O12   106.57  3.000
 IX1  C16   C14  C15   128.68  3.000
 IX1  C16   C14  N13   120.23  3.000
 IX1  C15   C14  N13   111.05  3.000
 IX1  C9    C15  C14   126.97  3.000
 IX1  C9    C15  C7    129.41  3.000
 IX1  C14   C15  C7    103.31  3.000
 IX1  O2    C16  O1    128.68  3.000
 IX1  O2    C16  C14   115.04  3.000
 IX1  O1    C16  C14   116.28  3.000
 IX1  H8    C8   C41   118.29  3.000
 IX1  H8    C8   C4    114.99  3.000
 IX1  C41   C8   C4    126.72  3.000
 IX1  O3    C32  C37   114.96  3.000
 IX1  O3    C32  C33   124.94  3.000
 IX1  C37   C32  C33   120.10  3.000
 IX1  H33   C33  C34   119.44  3.000
 IX1  H33   C33  C32   121.84  3.000
 IX1  C34   C33  C32   118.72  3.000
 IX1  H34   C34  C35   119.14  3.000
 IX1  H34   C34  C33   118.93  3.000
 IX1  C35   C34  C33   121.92  3.000
 IX1  H35   C35  C36   120.47  3.000
 IX1  H35   C35  C34   120.57  3.000
 IX1  C36   C35  C34   118.96  3.000
 IX1  O14   C36  C37   116.74  3.000
 IX1  O14   C36  C35   123.22  3.000
 IX1  C37   C36  C35   120.04  3.000
 IX1  C38   C37  C36   120.12  3.000
 IX1  C38   C37  C32   119.62  3.000
 IX1  C36   C37  C32   120.25  3.000
 IX1  O13   C38  O11   124.35  3.000
 IX1  O13   C38  C37   111.39  3.000
 IX1  O11   C38  C37   124.26  3.000
 IX1  C39   O13  C38   117.45  3.000
 IX1  H393  C39  H392  109.42  3.000
 IX1  H393  C39  H391  109.44  3.000
 IX1  H392  C39  H391  109.43  3.000
 IX1  H393  C39  O13   111.34  3.000
 IX1  H392  C39  O13   111.32  3.000
 IX1  H391  C39  O13   105.83  3.000
 IX1  H14   O14  C36   110.69  3.000
 IX1  C40   O3   C32   118.97  3.000
 IX1  H402  C40  H401  107.89  3.000
 IX1  H402  C40  C41   110.13  3.000
 IX1  H401  C40  C41   110.77  3.000
 IX1  H402  C40  O3    109.68  3.000
 IX1  H401  C40  O3    110.84  3.000
 IX1  C41   C40  O3    107.53  3.000
 IX1  H41   C41  C40   116.15  3.000
 IX1  H41   C41  C8    121.37  3.000
 IX1  C40   C41  C8    122.46  3.000
 IX1  H92   C9   H91   107.25  3.000
 IX1  H92   C9   O4    111.48  3.000
 IX1  H91   C9   O4    111.09  3.000
 IX1  H92   C9   C15   109.04  3.000
 IX1  H91   C9   C15   109.92  3.000
 IX1  O4    C9   C15   108.04  3.000
 IX1  HO4   O4   C9    107.70  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
 IX1  CONST_01  C4    C3   C2   C1      0.00   0.0  0
 IX1  CONST_04  C4    C5   C6   C1      0.00   0.0  0
 IX1  CONST_05  C5    C6   C1   C2      0.00   0.0  0
 IX1  CONST_06  C5    C4   C3   C2      0.00   0.0  0
 IX1  CONST_07  N13   O12  C7   C2    180.00   0.0  0
 IX1  CONST_08  C14   C15  C7   C2    180.00   0.0  0
 IX1  CONST_09  C6    C1   C2   C3      0.00   0.0  0
 IX1  CONST_12  C6    C5   C4   C3      0.00   0.0  0
 IX1  CONST_13  C7    C2   C3   C4    180.00   0.0  0
 IX1  CONST_14  C7    C2   C1   C6    180.00   0.0  0
 IX1  CONST_15  C14   N13  O12  C7      0.00   0.0  0
 IX1  CONST_16  N13   C14  C15  C7      0.00   0.0  0
 IX1  CONST_17  C14   C15  C7   O12     0.00   0.0  0
 IX1  CONST_18  C15   C14  N13  O12     0.00   0.0  0
 IX1  CONST_19  C15   C7   O12  N13     0.00   0.0  0
 IX1  CONST_20  C35   C34  C33  C32     0.00   0.0  0
 IX1  CONST_21  C35   C36  C37  C32     0.00   0.0  0
 IX1  CONST_22  C36   C37  C32  C33     0.00   0.0  0
 IX1  CONST_23  C36   C35  C34  C33     0.00   0.0  0
 IX1  CONST_24  C37   C32  C33  C34     0.00   0.0  0
 IX1  CONST_25  C37   C36  C35  C34     0.00   0.0  0
 IX1  CONST_26  C8    C4   C3   C2    180.00   0.0  0
 IX1  CONST_27  C9    C15  C7   C2      0.00   0.0  0
 IX1  CONST_28  C8    C4   C5   C6    180.00   0.0  0
 IX1  CONST_29  C16   C14  C15  C7    180.00   0.0  0
 IX1  CONST_30  C9    C15  C7   O12   180.00   0.0  0
 IX1  CONST_31  C16   C14  N13  O12   180.00   0.0  0
 IX1  CONST_32  C9    C15  C14  N13   180.00   0.0  0
 IX1  CONST_33  O14   C36  C37  C32   180.00   0.0  0
 IX1  CONST_34  C38   C37  C32  C33   180.00   0.0  0
 IX1  CONST_35  O3    C32  C33  C34   180.00   0.0  0
 IX1  CONST_36  O14   C36  C35  C34   180.00   0.0  0
 IX1  CONST_37  C38   C37  C36  C35   180.00   0.0  0
 IX1  CONST_38  O3    C32  C37  C36   180.00   0.0  0
 IX1  CONST_39  H3    C3   C2   C1    180.00   0.0  0
 IX1  CONST_40  H5    C5   C6   C1    180.00   0.0  0
 IX1  CONST_41  H6    C6   C1   C2    180.00   0.0  0
 IX1  CONST_42  H1    C1   C2   C3    180.00   0.0  0
 IX1  CONST_43  H34   C34  C33  C32   180.00   0.0  0
 IX1  CONST_44  H35   C35  C34  C33   180.00   0.0  0
 IX1  CONST_45  H33   C33  C34  C35   180.00   0.0  0
 IX1  Var_01    C41   C8   C4   C3    171.00  30.0  2
 IX1  Var_02    O4    C9   C15  C7   -109.09  30.0  2
 IX1  Var_03    O1    C16  C14  N13    26.40  30.0  2
 IX1  Var_04    O11   C38  C37  C32   -88.07  30.0  2
 IX1  Var_05    C40   C41  C8   C4    178.07   0.0  2
 IX1  Var_06    C41   C40  O3   C32   174.21  30.0  3
 IX1  Var_07    O3    C40  C41  C8    123.12  30.0  2
 IX1  Var_08    H391  C39  O13  C38  -179.90  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
 IX1  plan-1  C2   0.020
 IX1  plan-1  C7   0.020
 IX1  plan-1  O12  0.020
 IX1  plan-1  N13  0.020
 IX1  plan-1  C14  0.020
 IX1  plan-1  C15  0.020
 IX1  plan-1  C16  0.020
 IX1  plan-1  C9   0.020
 IX1  plan-2  C1   0.020
 IX1  plan-2  C2   0.020
 IX1  plan-2  C3   0.020
 IX1  plan-2  C4   0.020
 IX1  plan-2  C5   0.020
 IX1  plan-2  C6   0.020
 IX1  plan-2  C7   0.020
 IX1  plan-2  C8   0.020
 IX1  plan-2  H1   0.020
 IX1  plan-2  H3   0.020
 IX1  plan-2  H5   0.020
 IX1  plan-2  H6   0.020
 IX1  plan-3  C32  0.020
 IX1  plan-3  C33  0.020
 IX1  plan-3  C34  0.020
 IX1  plan-3  C35  0.020
 IX1  plan-3  C36  0.020
 IX1  plan-3  C37  0.020
 IX1  plan-3  C38  0.020
 IX1  plan-3  O14  0.020
 IX1  plan-3  O3   0.020
 IX1  plan-3  H33  0.020
 IX1  plan-3  H34  0.020
 IX1  plan-3  H35  0.020
 IX1  plan-4  C14  0.020
 IX1  plan-4  C16  0.020
 IX1  plan-4  O1   0.020
 IX1  plan-4  O2   0.020
 IX1  plan-5  C4   0.020
 IX1  plan-5  C8   0.020
 IX1  plan-5  C40  0.020
 IX1  plan-5  C41  0.020
 IX1  plan-5  H8   0.020
 IX1  plan-5  H41  0.020
 IX1  plan-6  C37  0.020
 IX1  plan-6  C38  0.020
 IX1  plan-6  O11  0.020
 IX1  plan-6  O13  0.020

