# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 12:24:34 2020
#   Inital geometry file: a 143 line input string
#   Ligand name: 2-[(3-tert-butyl-1-phenyl-1H-pyrazol-5-yl)amino]-2-oxoethyl 4-(1H-tetrazol-1-yl)benzoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)(C)c1cc(NC(=O)COC(=O)c2ccc(cc2)n3cnnn3)n(n1)c4ccccc4
#
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
 OOD  OOD  '2-[(3-tert-butyl-1-phenyl-1H-pyrazol-5-yl)amino]-2-oxoethyl 4-(1H-tetrazol-1-yl)benzoate'  ligand  56  33  .  2021-08-17  2021-08-17  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_OOD
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
 OOD  C2   C  C     0   0.621  -2.3170  -1.9219  -0.3861
 OOD  C4   C  CH2   0  -0.294  -0.0260  -1.4136  -0.4466
 OOD  C5   C  C     0   0.498   0.8348  -0.1984  -0.1578
 OOD  C8   C  CR5   0   0.640   3.1393   0.5417  -0.2741
 OOD  C15  C  CR16  0  -0.249   4.8607  -3.3817   0.9153
 OOD  C16  C  CR16  0  -0.252   5.9964  -3.7145   0.1906
 OOD  C17  C  CR16  0  -0.254   6.6087  -2.7576  -0.6094
 OOD  C18  C  CR16  0  -0.273   6.0823  -1.4784  -0.7003
 OOD  C21  C  CH3   0  -0.632   4.3483   4.3829   1.2254
 OOD  C23  C  CR6   0  -0.091  -3.6685  -1.3436  -0.1839
 OOD  C24  C  CR16  0  -0.247  -4.7720  -2.1859  -0.2923
 OOD  C27  C  CR16  0  -0.286  -5.1361   0.5020   0.3014
 OOD  C30  C  CR15  0   0.162  -7.9969   1.4021   0.1467
 OOD  O1   O  O     0  -0.434  -2.1041  -3.0878  -0.6044
 OOD  O3   O  O2    0  -0.450  -1.3676  -1.0023  -0.3002
 OOD  O6   O  O     0  -0.429   0.4046   0.8171   0.3373
 OOD  N7   N  NH1   0  -0.756   2.1388  -0.3921  -0.4889
 OOD  C9   C  CR15  0  -0.535   3.1295   1.9132  -0.2744
 OOD  C10  C  CR5   0   0.352   4.4774   2.2776  -0.0586
 OOD  N11  N  N     0  -0.310   5.2414   1.2136   0.0585
 OOD  N12  N  NR5   0  -0.446   4.4221   0.1556  -0.0543
 OOD  C13  C  CR6   0   0.303   4.9441  -1.1532   0.0287
 OOD  C14  C  CR16  0  -0.297   4.3359  -2.0985   0.8473
 OOD  C20  C  CH3   0  -0.634   4.6989   4.4348  -1.2518
 OOD  C22  C  CH3   0  -0.637   6.5351   3.6673   0.2545
 OOD  C25  C  CR16  0  -0.271  -6.0529  -1.6952  -0.1202
 OOD  C26  C  CR6   0   0.396  -6.2238  -0.3498   0.1760
 OOD  C28  C  CR16  0  -0.256  -3.8594   0.0038   0.1126
 OOD  N29  N  NR5   0  -0.412  -7.5257   0.1650   0.3510
 OOD  N31  N  N     0  -0.328  -9.2687   1.4022   0.4349
 OOD  N32  N  N     0  -0.113  -9.5606   0.1554   0.8159
 OOD  N33  N  N     0  -0.072  -8.5345  -0.5924   0.7705
 OOD  H1   H  HCH2  0   0.285   0.1650  -1.7911  -1.4547
 OOD  H2   H  HCH2  0   0.290   0.2268  -2.2101   0.2604
 OOD  H3   H  HCR6  0   0.268   4.3857  -4.1157   1.5523
 OOD  H4   H  HCR6  0   0.264   6.4053  -4.7142   0.2514
 OOD  H5   H  HCR6  0   0.267   7.4967  -3.0092  -1.1738
 OOD  H6   H  HCR6  0   0.273   6.5506  -0.7366  -1.3331
 OOD  H7   H  HCH3  0   0.229   4.5780   3.8794   2.1660
 OOD  H8   H  HCH3  0   0.228   4.6970   5.4146   1.3033
 OOD  H9   H  HCH3  0   0.228   3.2629   4.4096   1.1157
 OOD  H10  H  HCR6  0   0.280  -4.6360  -3.2337  -0.5217
 OOD  H11  H  HCR6  0   0.299  -5.2697   1.5442   0.5571
 OOD  H12  H  HCR5  0   0.336  -7.4148   2.2345  -0.2116
 OOD  H13  H  HNH1  0   0.430   2.3964  -1.2544  -0.9496
 OOD  H14  H  HCR5  0   0.272   2.2855   2.5629  -0.4253
 OOD  H15  H  HCR6  0   0.283   3.4712  -1.8371   1.4431
 OOD  H16  H  HCH3  0   0.229   5.0647   5.4614  -1.1886
 OOD  H17  H  HCH3  0   0.230   5.1691   3.9617  -2.1155
 OOD  H18  H  HCH3  0   0.228   3.6244   4.4779  -1.4372
 OOD  H19  H  HCH3  0   0.227   6.8102   3.1577   1.1788
 OOD  H20  H  HCH3  0   0.226   7.0562   3.1751  -0.5676
 OOD  H21  H  HCH3  0   0.226   6.9036   4.6929   0.3161
 OOD  H22  H  HCR6  0   0.296  -6.9042  -2.3527  -0.2229
 OOD  H23  H  HCR6  0   0.281  -3.0194   0.6761   0.2130
 OOD  C19  C  CT    0  -0.191   5.0225   3.6776   0.0419

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
 OOD  N31  N32  aromatic  1.336  0.020  1.336
 OOD  N31  C30  aromatic  1.304  0.020  1.304
 OOD  N32  N33  aromatic  1.270  0.020  1.270
 OOD  C30  N29  aromatic  1.339  0.020  1.339
 OOD  N33  N29  aromatic  1.329  0.020  1.329
 OOD  N29  C26  single    1.411  0.020  1.411
 OOD  C26  C25  aromatic  1.388  0.020  1.388
 OOD  C26  C27  aromatic  1.387  0.020  1.387
 OOD  C25  C24  aromatic  1.382  0.020  1.382
 OOD  C27  C28  aromatic  1.383  0.020  1.383
 OOD  C24  C23  aromatic  1.392  0.020  1.392
 OOD  C28  C23  aromatic  1.393  0.020  1.393
 OOD  C23  C2   single    1.484  0.020  1.484
 OOD  C2   O1   double    1.205  0.020  1.205
 OOD  C2   O3   single    1.325  0.020  1.325
 OOD  O3   C4   single    1.411  0.020  1.411
 OOD  C4   C5   single    1.517  0.020  1.517
 OOD  O6   C5   double    1.209  0.020  1.209
 OOD  C5   N7   single    1.359  0.020  1.359
 OOD  N7   C8   single    1.385  0.020  1.385
 OOD  C9   C8   aromatic  1.372  0.020  1.372
 OOD  C9   C10  aromatic  1.413  0.020  1.413
 OOD  C8   N12  aromatic  1.358  0.020  1.358
 OOD  C22  C19  single    1.528  0.020  1.528
 OOD  C20  C19  single    1.533  0.020  1.533
 OOD  C10  C19  single    1.506  0.020  1.506
 OOD  C10  N11  aromatic  1.315  0.020  1.315
 OOD  C19  C21  single    1.534  0.020  1.534
 OOD  N12  N11  aromatic  1.343  0.020  1.343
 OOD  N12  C13  single    1.411  0.020  1.411
 OOD  C18  C13  aromatic  1.390  0.020  1.390
 OOD  C18  C17  aromatic  1.386  0.020  1.386
 OOD  C13  C14  aromatic  1.391  0.020  1.391
 OOD  C17  C16  aromatic  1.389  0.020  1.389
 OOD  C14  C15  aromatic  1.388  0.020  1.388
 OOD  C16  C15  aromatic  1.388  0.020  1.388
 OOD  C4   H1   single    0.970  0.020  1.090
 OOD  C4   H2   single    0.970  0.020  1.090
 OOD  C15  H3   single    0.930  0.020  1.080
 OOD  C16  H4   single    0.930  0.020  1.080
 OOD  C17  H5   single    0.930  0.020  1.080
 OOD  C18  H6   single    0.930  0.020  1.080
 OOD  C21  H7   single    0.970  0.020  1.090
 OOD  C21  H8   single    0.970  0.020  1.090
 OOD  C21  H9   single    0.970  0.020  1.090
 OOD  C24  H10  single    0.930  0.020  1.080
 OOD  C27  H11  single    0.930  0.020  1.080
 OOD  C30  H12  single    0.930  0.020  1.080
 OOD  N7   H13  single    0.860  0.020  1.020
 OOD  C9   H14  single    0.930  0.020  1.080
 OOD  C14  H15  single    0.930  0.020  1.080
 OOD  C20  H16  single    0.970  0.020  1.090
 OOD  C20  H17  single    0.970  0.020  1.090
 OOD  C20  H18  single    0.970  0.020  1.090
 OOD  C22  H19  single    0.970  0.020  1.090
 OOD  C22  H20  single    0.970  0.020  1.090
 OOD  C22  H21  single    0.970  0.020  1.090
 OOD  C25  H22  single    0.930  0.020  1.080
 OOD  C28  H23  single    0.930  0.020  1.080

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
 OOD  O3   C2   O1   123.83  3.000
 OOD  O3   C2   C23  111.93  3.000
 OOD  O1   C2   C23  124.24  3.000
 OOD  H2   C4   H1   107.70  3.000
 OOD  H2   C4   O3   111.39  3.000
 OOD  H1   C4   O3   111.26  3.000
 OOD  H2   C4   C5   109.20  3.000
 OOD  H1   C4   C5   110.67  3.000
 OOD  O3   C4   C5   106.64  3.000
 OOD  N7   C5   O6   124.12  3.000
 OOD  N7   C5   C4   112.58  3.000
 OOD  O6   C5   C4   123.29  3.000
 OOD  N12  C8   C9   106.93  3.000
 OOD  N12  C8   N7   121.05  3.000
 OOD  C9   C8   N7   131.98  3.000
 OOD  H3   C15  C14  119.35  3.000
 OOD  H3   C15  C16  120.27  3.000
 OOD  C14  C15  C16  120.37  3.000
 OOD  H4   C16  C17  120.15  3.000
 OOD  H4   C16  C15  120.11  3.000
 OOD  C17  C16  C15  119.74  3.000
 OOD  H5   C17  C18  119.47  3.000
 OOD  H5   C17  C16  120.13  3.000
 OOD  C18  C17  C16  120.40  3.000
 OOD  H6   C18  C13  120.05  3.000
 OOD  H6   C18  C17  120.45  3.000
 OOD  C13  C18  C17  119.49  3.000
 OOD  H9   C21  H8   107.56  3.000
 OOD  H9   C21  H7   107.89  3.000
 OOD  H8   C21  H7   107.89  3.000
 OOD  H9   C21  C19  111.77  3.000
 OOD  H8   C21  C19  110.44  3.000
 OOD  H7   C21  C19  111.12  3.000
 OOD  C28  C23  C24  119.55  3.000
 OOD  C28  C23  C2   122.06  3.000
 OOD  C24  C23  C2   118.39  3.000
 OOD  H10  C24  C25  119.14  3.000
 OOD  H10  C24  C23  120.20  3.000
 OOD  C25  C24  C23  120.66  3.000
 OOD  H11  C27  C28  119.56  3.000
 OOD  H11  C27  C26  121.08  3.000
 OOD  C28  C27  C26  119.35  3.000
 OOD  H12  C30  N31  126.91  3.000
 OOD  H12  C30  N29  125.06  3.000
 OOD  N31  C30  N29  108.03  3.000
 OOD  C4   O3   C2   118.19  3.000
 OOD  H13  N7   C8   117.49  3.000
 OOD  H13  N7   C5   118.48  3.000
 OOD  C8   N7   C5   123.99  3.000
 OOD  H14  C9   C10  127.89  3.000
 OOD  H14  C9   C8   127.56  3.000
 OOD  C10  C9   C8   104.54  3.000
 OOD  N11  C10  C9   111.05  3.000
 OOD  N11  C10  C19  122.41  3.000
 OOD  C9   C10  C19  126.53  3.000
 OOD  N12  N11  C10  105.99  3.000
 OOD  C13  N12  N11  120.00  3.000
 OOD  C13  N12  C8   128.51  3.000
 OOD  N11  N12  C8   111.47  3.000
 OOD  C14  C13  N12  120.22  3.000
 OOD  C14  C13  C18  120.51  3.000
 OOD  N12  C13  C18  119.26  3.000
 OOD  H15  C14  C13  120.62  3.000
 OOD  H15  C14  C15  119.90  3.000
 OOD  C13  C14  C15  119.47  3.000
 OOD  H18  C20  H17  107.87  3.000
 OOD  H18  C20  H16  107.61  3.000
 OOD  H17  C20  H16  108.01  3.000
 OOD  H18  C20  C19  111.75  3.000
 OOD  H17  C20  C19  111.27  3.000
 OOD  H16  C20  C19  110.17  3.000
 OOD  H21  C22  H20  107.78  3.000
 OOD  H21  C22  H19  107.82  3.000
 OOD  H20  C22  H19  107.91  3.000
 OOD  H21  C22  C19  109.62  3.000
 OOD  H20  C22  C19  111.79  3.000
 OOD  H19  C22  C19  111.77  3.000
 OOD  H22  C25  C26  120.86  3.000
 OOD  H22  C25  C24  120.15  3.000
 OOD  C26  C25  C24  118.99  3.000
 OOD  N29  C26  C25  119.58  3.000
 OOD  C25  C26  C27  121.19  3.000
 OOD  N29  C26  C27  119.22  3.000
 OOD  H23  C28  C27  118.73  3.000
 OOD  H23  C28  C23  121.00  3.000
 OOD  C27  C28  C23  120.26  3.000
 OOD  N33  N29  C26  122.11  3.000
 OOD  C26  N29  C30  129.99  3.000
 OOD  N33  N29  C30  107.90  3.000
 OOD  N32  N31  C30  106.02  3.000
 OOD  N33  N32  N31  111.27  3.000
 OOD  N32  N33  N29  106.79  3.000
 OOD  C22  C19  C20  109.25  3.000
 OOD  C20  C19  C10  109.05  3.000
 OOD  C22  C19  C10  111.19  3.000
 OOD  C10  C19  C21  108.66  3.000
 OOD  C20  C19  C21  109.34  3.000
 OOD  C22  C19  C21  109.33  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
 OOD  CONST_01  N11  C10  C9   C8      0.00   0.0  0
 OOD  CONST_02  C10  N11  N12  C8      0.00   0.0  0
 OOD  CONST_05  N12  C13  C14  C15   180.00   0.0  0
 OOD  CONST_06  C18  C13  C14  C15     0.00   0.0  0
 OOD  CONST_07  C18  C17  C16  C15     0.00   0.0  0
 OOD  CONST_08  C13  C18  C17  C16     0.00   0.0  0
 OOD  CONST_09  C13  C14  C15  C16     0.00   0.0  0
 OOD  CONST_10  N12  C13  C18  C17   180.00   0.0  0
 OOD  CONST_11  C14  C13  C18  C17     0.00   0.0  0
 OOD  CONST_12  C14  C15  C16  C17     0.00   0.0  0
 OOD  CONST_14  C26  C25  C24  C23     0.00   0.0  0
 OOD  CONST_15  C26  C27  C28  C23     0.00   0.0  0
 OOD  CONST_16  N29  C26  C25  C24   180.00   0.0  0
 OOD  CONST_17  C27  C26  C25  C24     0.00   0.0  0
 OOD  CONST_18  C27  C28  C23  C24     0.00   0.0  0
 OOD  CONST_21  N33  N32  N31  C30     0.00   0.0  0
 OOD  CONST_22  N32  N33  N29  C30     0.00   0.0  0
 OOD  CONST_24  N11  N12  C8   C9      0.00   0.0  0
 OOD  CONST_25  C13  N12  C8   C9    180.00   0.0  0
 OOD  CONST_26  N12  N11  C10  C9      0.00   0.0  0
 OOD  CONST_27  N12  C8   C9   C10     0.00   0.0  0
 OOD  CONST_28  C13  N12  N11  C10   180.00   0.0  0
 OOD  CONST_31  C28  C27  C26  C25     0.00   0.0  0
 OOD  CONST_32  C28  C23  C24  C25     0.00   0.0  0
 OOD  CONST_33  N31  C30  N29  C26   180.00   0.0  0
 OOD  CONST_34  N32  N33  N29  C26   180.00   0.0  0
 OOD  CONST_35  N29  C26  C27  C28   180.00   0.0  0
 OOD  CONST_36  N32  N31  C30  N29     0.00   0.0  0
 OOD  CONST_37  N31  N32  N33  N29     0.00   0.0  0
 OOD  CONST_38  N33  N29  C30  N31     0.00   0.0  0
 OOD  CONST_39  C25  C24  C23  C2    180.00   0.0  0
 OOD  CONST_40  C27  C28  C23  C2    180.00   0.0  0
 OOD  CONST_41  C19  C10  C9   C8    180.00   0.0  0
 OOD  CONST_42  N12  N11  C10  C19   180.00   0.0  0
 OOD  CONST_43  C10  C9   C8   N7    180.00   0.0  0
 OOD  CONST_44  N11  N12  C8   N7    180.00   0.0  0
 OOD  CONST_45  C13  N12  C8   N7      0.00   0.0  0
 OOD  CONST_46  H5   C17  C16  C15   180.00   0.0  0
 OOD  CONST_47  H6   C18  C17  C16   180.00   0.0  0
 OOD  CONST_48  H15  C14  C15  C16   180.00   0.0  0
 OOD  CONST_49  H3   C15  C16  C17   180.00   0.0  0
 OOD  CONST_50  H4   C16  C17  C18   180.00   0.0  0
 OOD  CONST_51  H22  C25  C24  C23   180.00   0.0  0
 OOD  CONST_52  H11  C27  C28  C23   180.00   0.0  0
 OOD  CONST_53  H23  C28  C23  C24   180.00   0.0  0
 OOD  CONST_54  H14  C9   C10  N11   180.00   0.0  0
 OOD  CONST_55  H12  C30  N29  C26     0.00   0.0  0
 OOD  CONST_56  H10  C24  C25  C26   180.00   0.0  0
 OOD  CONST_60  C8   N7   C5   C4    180.00   0.0  0
 OOD  CONST_61  O6   C5   N7   C8      0.00   0.0  0
 OOD  Var_01    C9   C10  C19  C21    60.62  30.0  2
 OOD  Var_02    O1   C2   C23  C24    -2.09  30.0  2
 OOD  Var_03    C23  C2   O3   C4    178.81  30.0  1
 OOD  Var_04    H19  C22  C19  C10   -60.94  30.0  3
 OOD  Var_05    H16  C20  C19  C10   178.59  30.0  3
 OOD  Var_06    H7   C21  C19  C10    62.32  30.0  3
 OOD  Var_07    C5   C4   O3   C2   -174.12  30.0  3
 OOD  Var_08    O6   C5   C4   O3     12.13  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
 OOD  plan-1  C8   0.020
 OOD  plan-1  N7   0.020
 OOD  plan-1  C9   0.020
 OOD  plan-1  C10  0.020
 OOD  plan-1  N11  0.020
 OOD  plan-1  N12  0.020
 OOD  plan-1  C13  0.020
 OOD  plan-1  H14  0.020
 OOD  plan-1  C19  0.020
 OOD  plan-2  C30  0.020
 OOD  plan-2  C26  0.020
 OOD  plan-2  N29  0.020
 OOD  plan-2  N31  0.020
 OOD  plan-2  N32  0.020
 OOD  plan-2  N33  0.020
 OOD  plan-2  H12  0.020
 OOD  plan-3  C15  0.020
 OOD  plan-3  C16  0.020
 OOD  plan-3  C17  0.020
 OOD  plan-3  C18  0.020
 OOD  plan-3  N12  0.020
 OOD  plan-3  C13  0.020
 OOD  plan-3  C14  0.020
 OOD  plan-3  H3   0.020
 OOD  plan-3  H4   0.020
 OOD  plan-3  H5   0.020
 OOD  plan-3  H6   0.020
 OOD  plan-3  H15  0.020
 OOD  plan-4  C2   0.020
 OOD  plan-4  C23  0.020
 OOD  plan-4  C24  0.020
 OOD  plan-4  C27  0.020
 OOD  plan-4  C25  0.020
 OOD  plan-4  C26  0.020
 OOD  plan-4  C28  0.020
 OOD  plan-4  N29  0.020
 OOD  plan-4  H10  0.020
 OOD  plan-4  H11  0.020
 OOD  plan-4  H22  0.020
 OOD  plan-4  H23  0.020
 OOD  plan-5  C4   0.020
 OOD  plan-5  C5   0.020
 OOD  plan-5  C8   0.020
 OOD  plan-5  O6   0.020
 OOD  plan-5  N7   0.020
 OOD  plan-5  H13  0.020
 OOD  plan-6  C2   0.020
 OOD  plan-6  C23  0.020
 OOD  plan-6  O1   0.020
 OOD  plan-6  O3   0.020

