# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 21:05:56 2020
#   Inital geometry file: a 139 line input string
#   Ligand name: 4-{[({3-[2-(4-methoxybenzyl)-2H-tetrazol-5-yl]phenyl}carbonyl)amino]methyl}benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(Cn2nnc(n2)c3cccc(c3)C(=O)NCc4ccc(cc4)C(O)=O)cc1
#
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
 3KE  3KE  '4-{[({3-[2-(4-methoxybenzyl)-2H-tetrazol-5-yl]phenyl}carbonyl)amino]methyl}benzoic acid'  ligand  54  33  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_3KE
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
 3KE  C3    C  CR16  0  -0.280   1.1284  -0.2834  -1.8216
 3KE  C22   C  CR6   0   0.062   1.2218  -1.0872  -0.6857
 3KE  C7    C  C     0   0.535  -2.3904  -1.4887   0.2951
 3KE  N2    N  NH1   0  -0.647  -3.5264  -1.6035  -0.4164
 3KE  C11   C  CH2   0  -0.348  -4.7972  -1.9655   0.1558
 3KE  C9    C  CR6   0  -0.097  -7.5854   1.2851   0.6273
 3KE  C12   C  CR16  0  -0.242  -8.0333  -0.0123   0.3870
 3KE  C14   C  CR16  0  -0.288  -7.1270  -1.0440   0.2199
 3KE  C20   C  CR6   0   0.110  -5.7564  -0.8083   0.2943
 3KE  C16   C  CR16  0  -0.283  -5.3124   0.4885   0.5321
 3KE  C18   C  CR16  0  -0.241  -6.2146   1.5269   0.6975
 3KE  C2    C  CR16  0  -0.225  -0.1108   0.1368  -2.2724
 3KE  C23   C  CR16  0  -0.313   0.0640  -1.4602  -0.0126
 3KE  C8    C  CR6   0  -0.009  -1.1832  -1.0592  -0.4781
 3KE  C6    C  CR16  0  -0.296  -1.2661  -0.2502  -1.6084
 3KE  O3    O  O     0  -0.478  -2.3221  -1.7208   1.4932
 3KE  O4    O  OH1   0  -0.594  -8.0478   3.5549   0.9877
 3KE  O5    O  O     0  -0.440  -9.7849   2.1751   0.7688
 3KE  N1    N  N     0  -0.265   3.6710  -1.2644  -0.8017
 3KE  N5    N  NR5   0  -0.084   4.5343  -1.8565  -0.0224
 3KE  N3    N  N     0  -0.054   3.9954  -2.4513   1.0007
 3KE  N4    N  N     0  -0.342   2.7204  -2.2613   0.9087
 3KE  C5    C  CR5   0   0.377   2.5255  -1.5298  -0.2014
 3KE  C21   C  CR6   0   0.381   7.4250   2.1822   0.5012
 3KE  C15   C  CR16  0  -0.330   7.2677   1.2770   1.5550
 3KE  C10   C  CR16  0  -0.265   6.8128  -0.0031   1.3083
 3KE  C4    C  CR6   0   0.092   6.5062  -0.4178   0.0127
 3KE  C19   C  CR16  0  -0.267   6.6694   0.4854  -1.0267
 3KE  C17   C  CR16  0  -0.373   7.1262   1.7775  -0.7978
 3KE  C13   C  CH3   0  -0.438   8.0047   4.3761  -0.1897
 3KE  H3    H  HCR6  0   0.269   2.0235   0.0185  -2.3493
 3KE  HN2   H  HNH1  0   0.414  -3.4952  -1.4837  -1.4157
 3KE  H11   H  HCH2  0   0.276  -5.2522  -2.7438  -0.4583
 3KE  H11A  H  HCH2  0   0.280  -4.6220  -2.4072   1.1379
 3KE  H12   H  HCR6  0   0.266  -9.0936  -0.2159   0.3213
 3KE  H14   H  HCR6  0   0.261  -7.4903  -2.0456   0.0234
 3KE  H16   H  HCR6  0   0.257  -4.2532   0.7025   0.5893
 3KE  H18   H  HCR6  0   0.268  -5.8362   2.5222   0.8846
 3KE  H2    H  HCR6  0   0.273  -0.1792   0.7735  -3.1438
 3KE  H23   H  HCR6  0   0.264   0.1302  -2.0780   0.8732
 3KE  H6    H  HCR6  0   0.266  -2.2210   0.1080  -1.9715
 3KE  HO4   H  HOH1  0   0.488  -8.7431   4.2200   1.1008
 3KE  H1    H  HCH2  0   0.304   6.4118  -2.5342   0.4273
 3KE  H1A   H  HCH2  0   0.306   6.1591  -2.1185  -1.2662
 3KE  H15   H  HCR6  0   0.267   7.5040   1.5884   2.5646
 3KE  H10   H  HCR6  0   0.261   6.6974  -0.6896   2.1388
 3KE  H19   H  HCR6  0   0.262   6.4401   0.1860  -2.0420
 3KE  H17   H  HCR6  0   0.282   7.2392   2.4467  -1.6396
 3KE  H13   H  HCH3  0   0.230   8.7401   4.0769  -0.9410
 3KE  H13A  H  HCH3  0   0.230   7.0534   4.5797  -0.6878
 3KE  H13B  H  HCH3  0   0.261   8.3493   5.2871   0.2929
 3KE  C24   C  C     0   0.531  -8.5912   2.3602   0.7979
 3KE  C1    C  CH2   0  -0.407   5.9737  -1.7971  -0.2425
 3KE  O1    O  O2    0  -0.468   7.8668   3.4076   0.8319

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
 3KE  C2   C3    aromatic  1.384  0.020  1.384
 3KE  C3   C22   aromatic  1.395  0.020  1.395
 3KE  C3   H3    single    0.930  0.020  1.080
 3KE  C23  C22   aromatic  1.390  0.020  1.390
 3KE  C22  C5    single    1.460  0.020  1.460
 3KE  N2   C7    single    1.345  0.020  1.345
 3KE  C7   C8    single    1.497  0.020  1.497
 3KE  C7   O3    double    1.222  0.020  1.222
 3KE  C11  N2    single    1.440  0.020  1.440
 3KE  N2   HN2   single    0.860  0.020  1.020
 3KE  C20  C11   single    1.509  0.020  1.509
 3KE  C11  H11   single    0.970  0.020  1.090
 3KE  C11  H11A  single    0.970  0.020  1.090
 3KE  C24  C9    single    1.482  0.020  1.482
 3KE  C9   C12   aromatic  1.393  0.020  1.393
 3KE  C9   C18   aromatic  1.394  0.020  1.394
 3KE  C12  C14   aromatic  1.383  0.020  1.383
 3KE  C12  H12   single    0.930  0.020  1.080
 3KE  C14  C20   aromatic  1.393  0.020  1.393
 3KE  C14  H14   single    0.930  0.020  1.080
 3KE  C16  C20   aromatic  1.391  0.020  1.391
 3KE  C18  C16   aromatic  1.385  0.020  1.385
 3KE  C16  H16   single    0.930  0.020  1.080
 3KE  C18  H18   single    0.930  0.020  1.080
 3KE  C6   C2    aromatic  1.388  0.020  1.388
 3KE  C2   H2    single    0.930  0.020  1.080
 3KE  C8   C23   aromatic  1.390  0.020  1.390
 3KE  C23  H23   single    0.930  0.020  1.080
 3KE  C6   C8    aromatic  1.393  0.020  1.393
 3KE  C6   H6    single    0.930  0.020  1.080
 3KE  O5   C24   double    1.208  0.020  1.208
 3KE  O4   C24   single    1.326  0.020  1.326
 3KE  O4   HO4   single    0.850  0.020  0.980
 3KE  N1   C5    aromatic  1.320  0.020  1.320
 3KE  N1   N5    aromatic  1.305  0.020  1.305
 3KE  C1   N5    single    1.457  0.020  1.457
 3KE  N5   N3    aromatic  1.300  0.020  1.300
 3KE  N4   N3    aromatic  1.292  0.020  1.292
 3KE  C5   N4    aromatic  1.344  0.020  1.344
 3KE  C4   C1    single    1.500  0.020  1.500
 3KE  C1   H1    single    0.970  0.020  1.090
 3KE  C1   H1A   single    0.970  0.020  1.090
 3KE  O1   C21   single    1.344  0.020  1.344
 3KE  C17  C21   aromatic  1.393  0.020  1.393
 3KE  C21  C15   aromatic  1.398  0.020  1.398
 3KE  C15  C10   aromatic  1.381  0.020  1.381
 3KE  C15  H15   single    0.930  0.020  1.080
 3KE  C4   C10   aromatic  1.394  0.020  1.394
 3KE  C10  H10   single    0.930  0.020  1.080
 3KE  C19  C4    aromatic  1.387  0.020  1.387
 3KE  C17  C19   aromatic  1.389  0.020  1.389
 3KE  C19  H19   single    0.930  0.020  1.080
 3KE  C17  H17   single    0.930  0.020  1.080
 3KE  O1   C13   single    1.414  0.020  1.414
 3KE  C13  H13   single    0.970  0.020  1.090
 3KE  C13  H13A  single    0.970  0.020  1.090
 3KE  C13  H13B  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
 3KE  H3    C3   C2    119.81  3.000
 3KE  H3    C3   C22   120.17  3.000
 3KE  C2    C3   C22   120.02  3.000
 3KE  C5    C22  C23   120.12  3.000
 3KE  C5    C22  C3    120.32  3.000
 3KE  C23   C22  C3    119.56  3.000
 3KE  O3    C7   C8    121.05  3.000
 3KE  O3    C7   N2    123.33  3.000
 3KE  C8    C7   N2    115.62  3.000
 3KE  HN2   N2   C11   116.85  3.000
 3KE  HN2   N2   C7    119.25  3.000
 3KE  C11   N2   C7    123.81  3.000
 3KE  H11A  C11  H11   106.55  3.000
 3KE  H11A  C11  C20   109.26  3.000
 3KE  H11   C11  C20   109.49  3.000
 3KE  H11A  C11  N2    108.53  3.000
 3KE  H11   C11  N2    108.89  3.000
 3KE  C20   C11  N2    113.86  3.000
 3KE  C24   C9   C18   122.40  3.000
 3KE  C18   C9   C12   119.10  3.000
 3KE  C24   C9   C12   118.49  3.000
 3KE  H12   C12  C14   119.63  3.000
 3KE  H12   C12  C9    120.06  3.000
 3KE  C14   C12  C9    120.31  3.000
 3KE  H14   C14  C20   119.75  3.000
 3KE  H14   C14  C12   119.45  3.000
 3KE  C20   C14  C12   120.80  3.000
 3KE  C16   C20  C14   118.75  3.000
 3KE  C16   C20  C11   121.84  3.000
 3KE  C14   C20  C11   119.39  3.000
 3KE  H16   C16  C18   118.87  3.000
 3KE  H16   C16  C20   120.38  3.000
 3KE  C18   C16  C20   120.75  3.000
 3KE  H18   C18  C16   118.87  3.000
 3KE  H18   C18  C9    120.83  3.000
 3KE  C16   C18  C9    120.29  3.000
 3KE  H2    C2   C6    119.81  3.000
 3KE  H2    C2   C3    119.86  3.000
 3KE  C6    C2   C3    120.33  3.000
 3KE  H23   C23  C8    119.58  3.000
 3KE  H23   C23  C22   119.91  3.000
 3KE  C8    C23  C22   120.50  3.000
 3KE  C6    C8   C23   119.52  3.000
 3KE  C6    C8   C7    122.55  3.000
 3KE  C23   C8   C7    117.90  3.000
 3KE  H6    C6   C8    121.13  3.000
 3KE  H6    C6   C2    118.79  3.000
 3KE  C8    C6   C2    120.06  3.000
 3KE  HO4   O4   C24   109.95  3.000
 3KE  C5    N1   N5    102.20  3.000
 3KE  C1    N5   N3    123.15  3.000
 3KE  N3    N5   N1    113.78  3.000
 3KE  C1    N5   N1    123.00  3.000
 3KE  N4    N3   N5    106.60  3.000
 3KE  C5    N4   N3    106.38  3.000
 3KE  N4    C5   N1    111.05  3.000
 3KE  N4    C5   C22   124.67  3.000
 3KE  N1    C5   C22   124.28  3.000
 3KE  O1    C21  C17   124.39  3.000
 3KE  C17   C21  C15   119.38  3.000
 3KE  O1    C21  C15   116.23  3.000
 3KE  H15   C15  C10   120.35  3.000
 3KE  H15   C15  C21   119.48  3.000
 3KE  C10   C15  C21   120.18  3.000
 3KE  H10   C10  C4    120.01  3.000
 3KE  H10   C10  C15   119.04  3.000
 3KE  C4    C10  C15   120.94  3.000
 3KE  C19   C4   C10   118.48  3.000
 3KE  C19   C4   C1    120.87  3.000
 3KE  C10   C4   C1    120.63  3.000
 3KE  H19   C19  C17   118.76  3.000
 3KE  H19   C19  C4    119.85  3.000
 3KE  C17   C19  C4    121.40  3.000
 3KE  H17   C17  C19   118.80  3.000
 3KE  H17   C17  C21   121.58  3.000
 3KE  C19   C17  C21   119.62  3.000
 3KE  H13B  C13  H13A  108.80  3.000
 3KE  H13B  C13  H13   108.74  3.000
 3KE  H13A  C13  H13   108.87  3.000
 3KE  H13B  C13  O1    106.50  3.000
 3KE  H13A  C13  O1    111.83  3.000
 3KE  H13   C13  O1    112.00  3.000
 3KE  O5    C24  O4    123.11  3.000
 3KE  O4    C24  C9    113.07  3.000
 3KE  O5    C24  C9    123.82  3.000
 3KE  H1A   C1   H1    108.07  3.000
 3KE  H1A   C1   C4    111.77  3.000
 3KE  H1    C1   C4    112.03  3.000
 3KE  H1A   C1   N5    107.35  3.000
 3KE  H1    C1   N5    106.09  3.000
 3KE  C4    C1   N5    111.24  3.000
 3KE  C13   O1   C21   118.60  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
 3KE  CONST_01  C8   C6   C2   C3      0.00   0.0  0
 3KE  CONST_02  C8   C23  C22  C3      0.00   0.0  0
 3KE  CONST_03  N1   C5   C22  C3      0.00   0.0  0
 3KE  CONST_04  N4   C5   C22  C3    180.00   0.0  0
 3KE  CONST_05  C6   C2   C3   C22     0.00   0.0  0
 3KE  CONST_06  C6   C8   C23  C22     0.00   0.0  0
 3KE  CONST_07  N5   N1   C5   C22   180.00   0.0  0
 3KE  CONST_08  N3   N4   C5   C22   180.00   0.0  0
 3KE  CONST_09  C20  C14  C12  C9      0.00   0.0  0
 3KE  CONST_10  C20  C16  C18  C9      0.00   0.0  0
 3KE  CONST_11  C16  C18  C9   C12     0.00   0.0  0
 3KE  CONST_12  C16  C20  C14  C12     0.00   0.0  0
 3KE  CONST_13  C18  C9   C12  C14     0.00   0.0  0
 3KE  CONST_14  C18  C16  C20  C14     0.00   0.0  0
 3KE  CONST_15  C23  C22  C3   C2      0.00   0.0  0
 3KE  CONST_16  C5   C22  C3   C2    180.00   0.0  0
 3KE  CONST_17  C23  C8   C6   C2      0.00   0.0  0
 3KE  CONST_18  N1   C5   C22  C23   180.00   0.0  0
 3KE  CONST_19  N4   C5   C22  C23     0.00   0.0  0
 3KE  CONST_20  C5   C22  C23  C8    180.00   0.0  0
 3KE  CONST_21  N3   N4   C5   N1      0.00   0.0  0
 3KE  CONST_22  N4   N3   N5   N1      0.00   0.0  0
 3KE  CONST_23  N4   C5   N1   N5      0.00   0.0  0
 3KE  CONST_24  C5   N4   N3   N5      0.00   0.0  0
 3KE  CONST_25  C5   N1   N5   N3      0.00   0.0  0
 3KE  CONST_26  C4   C19  C17  C21     0.00   0.0  0
 3KE  CONST_27  C4   C10  C15  C21     0.00   0.0  0
 3KE  CONST_28  C19  C17  C21  C15     0.00   0.0  0
 3KE  CONST_29  C19  C4   C10  C15     0.00   0.0  0
 3KE  CONST_30  C17  C21  C15  C10     0.00   0.0  0
 3KE  CONST_31  C17  C19  C4   C10     0.00   0.0  0
 3KE  CONST_32  C7   C8   C23  C22   180.00   0.0  0
 3KE  CONST_33  C2   C6   C8   C7    180.00   0.0  0
 3KE  CONST_34  C12  C14  C20  C11   180.00   0.0  0
 3KE  CONST_35  C18  C16  C20  C11   180.00   0.0  0
 3KE  CONST_36  C24  C9   C12  C14   180.00   0.0  0
 3KE  CONST_37  C24  C9   C18  C16   180.00   0.0  0
 3KE  CONST_38  C1   N5   N3   N4    180.00   0.0  0
 3KE  CONST_39  C1   N5   N1   C5    180.00   0.0  0
 3KE  CONST_40  C15  C10  C4   C1    180.00   0.0  0
 3KE  CONST_41  C17  C19  C4   C1    180.00   0.0  0
 3KE  CONST_42  O1   C21  C15  C10   180.00   0.0  0
 3KE  CONST_43  O1   C21  C17  C19   180.00   0.0  0
 3KE  CONST_44  H6   C6   C2   C3    180.00   0.0  0
 3KE  CONST_45  H23  C23  C22  C3    180.00   0.0  0
 3KE  CONST_46  H2   C2   C3   C22   180.00   0.0  0
 3KE  CONST_47  H14  C14  C12  C9    180.00   0.0  0
 3KE  CONST_48  H16  C16  C18  C9    180.00   0.0  0
 3KE  CONST_49  H18  C18  C9   C12   180.00   0.0  0
 3KE  CONST_50  H12  C12  C14  C20   180.00   0.0  0
 3KE  CONST_51  H3   C3   C22  C23   180.00   0.0  0
 3KE  CONST_52  H19  C19  C17  C21   180.00   0.0  0
 3KE  CONST_53  H10  C10  C15  C21   180.00   0.0  0
 3KE  CONST_54  H17  C17  C21  C15   180.00   0.0  0
 3KE  CONST_55  H15  C15  C10  C4    180.00   0.0  0
 3KE  CONST_56  C8   C7   N2   C11   180.00   0.0  0
 3KE  CONST_57  HN2  N2   C7   C8      0.00   0.0  0
 3KE  CONST_58  HO4  O4   C24  C9    180.00   0.0  0
 3KE  CONST_59  O3   C7   N2   C11     0.00   0.0  0
 3KE  Var_01    C4   C1   N5   N1     69.17  30.0  2
 3KE  Var_02    C10  C4   C1   N5     83.15  30.0  3
 3KE  Var_03    C23  C8   C7   N2   -152.62  30.0  2
 3KE  Var_04    C14  C20  C11  N2    150.19  30.0  2
 3KE  Var_05    O5   C24  C9   C12     1.61  30.0  2
 3KE  Var_06    C20  C11  N2   C7    105.07  30.0  1
 3KE  Var_07    H13  C13  O1   C21   -62.42  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
 3KE  plan-1  C22  0.020
 3KE  plan-1  N1   0.020
 3KE  plan-1  N5   0.020
 3KE  plan-1  N3   0.020
 3KE  plan-1  N4   0.020
 3KE  plan-1  C5   0.020
 3KE  plan-1  C1   0.020
 3KE  plan-2  C11  0.020
 3KE  plan-2  C9   0.020
 3KE  plan-2  C12  0.020
 3KE  plan-2  C14  0.020
 3KE  plan-2  C20  0.020
 3KE  plan-2  C16  0.020
 3KE  plan-2  C18  0.020
 3KE  plan-2  H12  0.020
 3KE  plan-2  H14  0.020
 3KE  plan-2  H16  0.020
 3KE  plan-2  H18  0.020
 3KE  plan-2  C24  0.020
 3KE  plan-3  C3   0.020
 3KE  plan-3  C22  0.020
 3KE  plan-3  C7   0.020
 3KE  plan-3  C2   0.020
 3KE  plan-3  C23  0.020
 3KE  plan-3  C8   0.020
 3KE  plan-3  C6   0.020
 3KE  plan-3  C5   0.020
 3KE  plan-3  H3   0.020
 3KE  plan-3  H2   0.020
 3KE  plan-3  H23  0.020
 3KE  plan-3  H6   0.020
 3KE  plan-4  C21  0.020
 3KE  plan-4  C15  0.020
 3KE  plan-4  C10  0.020
 3KE  plan-4  C4   0.020
 3KE  plan-4  C19  0.020
 3KE  plan-4  C17  0.020
 3KE  plan-4  H15  0.020
 3KE  plan-4  H10  0.020
 3KE  plan-4  H19  0.020
 3KE  plan-4  H17  0.020
 3KE  plan-4  C1   0.020
 3KE  plan-4  O1   0.020
 3KE  plan-5  C7   0.020
 3KE  plan-5  N2   0.020
 3KE  plan-5  C11  0.020
 3KE  plan-5  C8   0.020
 3KE  plan-5  O3   0.020
 3KE  plan-5  HN2  0.020
 3KE  plan-6  C9   0.020
 3KE  plan-6  O4   0.020
 3KE  plan-6  O5   0.020
 3KE  plan-6  HO4  0.020
 3KE  plan-6  C24  0.020

