# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 00:22:24 2020
#   Inital geometry file: a 99 line input string
#   Ligand name: (1S,7S)-7-amino-7-benzyl-8-oxohexahydro-1H-pyrazolo[1,2-a]pyridazine-1-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@]1(CCN2CC[C@H](N2C1=O)C(O)=O)Cc3ccccc3
#
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
 00U  00U  '(1S,7S)-7-amino-7-benzyl-8-oxohexahydro-1H-pyrazolo[1,2-a]pyridazine-1-carboxylic acid'  peptide  40  21  .  2022-09-22  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND (side chain)
;

data_comp_00U
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
 00U  C1    C  CR15  0  -0.158   2.3766   0.8520   0.4917
 00U  N1    N  NR5   0  -0.286   2.2321  -1.4762   0.2392
 00U  O1    O  O     0  -0.499  -0.0614   1.0687  -0.7105
 00U  C2    C  CH2   0  -0.512   3.5897   0.1628   1.1566
 00U  N2    N  NR5   0  -0.356   1.5177  -0.2508   0.1389
 00U  C3    C  CH2   0  -0.265   3.0811  -1.2514   1.3961
 00U  N3    N  NH2   0  -0.785  -1.2324  -1.1725  -2.0159
 00U  C4    C  CH2   0  -0.310   1.3317  -2.6020   0.3428
 00U  C5    C  CH2   0  -0.461   0.3537  -2.5559  -0.8128
 00U  C6    C  CT    0  -0.031  -0.5228  -1.3017  -0.7601
 00U  C7    C  C     0   0.587   0.3343  -0.0652  -0.4624
 00U  C8    C  C     0   0.539   2.8037   1.6380  -0.7311
 00U  C9    C  CH2   0  -0.509  -1.5603  -1.4587   0.3831
 00U  C10   C  CR6   0   0.148  -2.5891  -0.3690   0.4927
 00U  C11   C  CR16  0  -0.293  -2.4145   0.6955   1.3751
 00U  C12   C  CR16  0  -0.247  -3.3720   1.6929   1.4897
 00U  C13   C  CR16  0  -0.272  -4.5267   1.6429   0.7187
 00U  C14   C  CR16  0  -0.243  -4.7169   0.5846  -0.1596
 00U  C15   C  CR16  0  -0.316  -3.7571  -0.4138  -0.2669
 00U  H1    H  HCR5  0   0.305   1.8652   1.5110   1.1952
 00U  H2    H  HCH2  0   0.267   4.4511   0.1430   0.4883
 00U  H2A   H  HCH2  0   0.278   3.8837   0.6664   2.0738
 00U  H3    H  HCH2  0   0.225   2.5151  -1.3108   2.3364
 00U  H3A   H  HCH2  0   0.265   3.8791  -1.9918   1.4201
 00U  HN3   H  HNH2  0   0.355  -1.7378  -0.2947  -2.0365
 00U  HN3A  H  HNH2  0   0.348  -0.5741  -1.1356  -2.7854
 00U  H4    H  HCH2  0   0.269   1.9368  -3.5078   0.2956
 00U  H4A   H  HCH2  0   0.222   0.8050  -2.6146   1.3087
 00U  H5    H  HCH2  0   0.252   0.9171  -2.5688  -1.7510
 00U  H5A   H  HCH2  0   0.259  -0.2801  -3.4442  -0.8061
 00U  H9    H  HCH2  0   0.259  -2.0619  -2.4138   0.2075
 00U  H9A   H  HCH2  0   0.257  -1.0364  -1.5526   1.3360
 00U  H11   H  HCR6  0   0.240  -1.5221   0.7386   1.9885
 00U  H12   H  HCR6  0   0.251  -3.2189   2.5083   2.1852
 00U  H13   H  HCR6  0   0.253  -5.2770   2.4176   0.8099
 00U  H14   H  HCR6  0   0.252  -5.6181   0.5307  -0.7572
 00U  H15   H  HCR6  0   0.248  -3.9201  -1.2424  -0.9458
 00U  OXT   O  OH1   0  -0.589   3.1314   2.8796  -0.4055
 00U  HXT   H  HOH1  0   0.485   3.4647   3.3535  -1.1826
 00U  O2    O  O     0  -0.432   2.8935   1.1796  -1.8388

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
 00U  C1   N2    single    1.442  0.020  1.442
 00U  C1   H1    single    0.970  0.020  1.090
 00U  N1   N2    single    1.422  0.020  1.422
 00U  N1   C4    single    1.445  0.020  1.445
 00U  C2   C1    single    1.546  0.020  1.546
 00U  C2   C3    single    1.522  0.020  1.522
 00U  C2   H2    single    0.970  0.020  1.090
 00U  C2   H2A   single    0.970  0.020  1.090
 00U  N2   C7    single    1.340  0.020  1.340
 00U  O2   C8    double    1.202  0.020  1.202
 00U  C3   N1    single    1.452  0.020  1.452
 00U  C3   H3    single    0.970  0.020  1.090
 00U  C3   H3A   single    0.970  0.020  1.090
 00U  N3   HN3   single    0.890  0.020  1.040
 00U  N3   HN3A  single    0.890  0.020  1.040
 00U  C4   C5    single    1.515  0.020  1.515
 00U  C4   H4    single    0.970  0.020  1.090
 00U  C4   H4A   single    0.970  0.020  1.090
 00U  C5   C6    single    1.531  0.020  1.531
 00U  C5   H5    single    0.970  0.020  1.090
 00U  C5   H5A   single    0.970  0.020  1.090
 00U  C6   N3    single    1.448  0.020  1.448
 00U  C6   C9    single    1.552  0.020  1.552
 00U  C7   O1    double    1.226  0.020  1.226
 00U  C7   C6    single    1.534  0.020  1.534
 00U  C8   C1    single    1.515  0.020  1.515
 00U  C9   C10   single    1.503  0.020  1.503
 00U  C9   H9    single    0.970  0.020  1.090
 00U  C9   H9A   single    0.970  0.020  1.090
 00U  C10  C15   aromatic  1.394  0.020  1.394
 00U  C10  C11   aromatic  1.394  0.020  1.394
 00U  C11  C12   aromatic  1.387  0.020  1.387
 00U  C11  H11   single    0.930  0.020  1.080
 00U  C12  C13   aromatic  1.389  0.020  1.389
 00U  C12  H12   single    0.930  0.020  1.080
 00U  C13  H13   single    0.930  0.020  1.080
 00U  C14  C13   aromatic  1.388  0.020  1.388
 00U  C14  H14   single    0.930  0.020  1.080
 00U  C15  C14   aromatic  1.389  0.020  1.389
 00U  C15  H15   single    0.930  0.020  1.080
 00U  C8   OXT   single    1.325  0.020  1.325
 00U  OXT  HXT   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
 00U  H1    C1   C8   109.82  3.000
 00U  C8    C1   N2   111.55  3.000
 00U  H1    C1   N2   109.91  3.000
 00U  C8    C1   C2   110.93  3.000
 00U  H1    C1   C2   111.09  3.000
 00U  N2    C1   C2   103.41  3.000
 00U  C4    N1   C3   115.32  3.000
 00U  C3    N1   N2   102.50  3.000
 00U  C4    N1   N2   111.30  3.000
 00U  H2A   C2   H2   108.18  3.000
 00U  H2A   C2   C3   112.84  3.000
 00U  H2    C2   C3   110.10  3.000
 00U  H2A   C2   C1   111.64  3.000
 00U  H2    C2   C1   111.37  3.000
 00U  C3    C2   C1   102.69  3.000
 00U  C7    N2   N1   126.48  3.000
 00U  C7    N2   C1   122.00  3.000
 00U  N1    N2   C1   110.03  3.000
 00U  H3A   C3   H3   108.77  3.000
 00U  H3A   C3   C2   112.98  3.000
 00U  H3    C3   C2   110.92  3.000
 00U  H3A   C3   N1   109.92  3.000
 00U  H3    C3   N1   111.84  3.000
 00U  C2    C3   N1   102.35  3.000
 00U  HN3A  N3   HN3  106.08  3.000
 00U  HN3A  N3   C6   110.09  3.000
 00U  HN3   N3   C6   109.84  3.000
 00U  H4A   C4   H4   107.10  3.000
 00U  H4A   C4   C5   111.17  3.000
 00U  H4    C4   C5   110.52  3.000
 00U  H4A   C4   N1   111.72  3.000
 00U  H4    C4   N1   107.35  3.000
 00U  C5    C4   N1   108.90  3.000
 00U  H5A   C5   H5   107.13  3.000
 00U  H5A   C5   C6   109.52  3.000
 00U  H5    C5   C6   109.50  3.000
 00U  H5A   C5   C4   110.22  3.000
 00U  H5    C5   C4   108.74  3.000
 00U  C6    C5   C4   111.61  3.000
 00U  C9    C6   C7   108.19  3.000
 00U  C7    C6   C5   110.32  3.000
 00U  C9    C6   C5   108.98  3.000
 00U  C7    C6   N3   111.73  3.000
 00U  C9    C6   N3   108.68  3.000
 00U  C5    C6   N3   108.89  3.000
 00U  C6    C7   N2   117.96  3.000
 00U  C6    C7   O1   121.73  3.000
 00U  N2    C7   O1   120.25  3.000
 00U  OXT   C8   O2   124.42  3.000
 00U  OXT   C8   C1   110.95  3.000
 00U  O2    C8   C1   124.54  3.000
 00U  H9A   C9   H9   106.58  3.000
 00U  H9A   C9   C10  109.11  3.000
 00U  H9    C9   C10  109.34  3.000
 00U  H9A   C9   C6   109.33  3.000
 00U  H9    C9   C6   106.07  3.000
 00U  C10   C9   C6   115.99  3.000
 00U  C15   C10  C11  118.33  3.000
 00U  C11   C10  C9   120.95  3.000
 00U  C15   C10  C9   120.71  3.000
 00U  H11   C11  C12  119.54  3.000
 00U  H11   C11  C10  119.46  3.000
 00U  C12   C11  C10  121.00  3.000
 00U  H12   C12  C13  120.08  3.000
 00U  H12   C12  C11  119.79  3.000
 00U  C13   C12  C11  120.12  3.000
 00U  H13   C13  C14  120.26  3.000
 00U  C14   C13  C12  119.50  3.000
 00U  H13   C13  C12  120.24  3.000
 00U  H14   C14  C15  119.79  3.000
 00U  C15   C14  C13  120.14  3.000
 00U  H14   C14  C13  120.07  3.000
 00U  H15   C15  C14  119.61  3.000
 00U  H15   C15  C10  119.48  3.000
 00U  C14   C15  C10  120.92  3.000
 00U  HXT   OXT  C8   110.26  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
 00U  CONST_01  C13  C14  C15  C10    0.00   0.0  0
 00U  CONST_02  C13  C12  C11  C10    0.00   0.0  0
 00U  CONST_03  C14  C15  C10  C11    0.00   0.0  0
 00U  CONST_04  C14  C13  C12  C11    0.00   0.0  0
 00U  CONST_05  C15  C10  C11  C12    0.00   0.0  0
 00U  CONST_06  C15  C14  C13  C12    0.00   0.0  0
 00U  CONST_07  C6   C7   N2   C1   180.00   0.0  0
 00U  CONST_09  C14  C15  C10  C9   180.00   0.0  0
 00U  CONST_10  C12  C11  C10  C9   180.00   0.0  0
 00U  CONST_11  O1   C7   N2   C1     0.00   0.0  0
 00U  CONST_12  O1   C7   N2   N1   180.00   0.0  0
 00U  CONST_13  H14  C14  C15  C10  180.00   0.0  0
 00U  CONST_14  H12  C12  C11  C10  180.00   0.0  0
 00U  CONST_15  H15  C15  C10  C11  180.00   0.0  0
 00U  CONST_16  H13  C13  C12  C11  180.00   0.0  0
 00U  CONST_17  H11  C11  C12  C13  180.00   0.0  0
 00U  CONST_18  HXT  OXT  C8   C1   180.00   0.0  0
 00U  Var_01    C4   N1   N2   C1   160.49  30.0  1
 00U  Var_02    N1   C3   C2   C1    35.13  30.0  1
 00U  Var_03    C6   C5   C4   N1   -63.08  30.0  1
 00U  Var_04    N2   N1   C3   C2   -43.63  30.0  1
 00U  Var_05    C5   C4   N1   N2    53.67  30.0  1
 00U  Var_06    C15  C10  C9   C6    85.42  30.0  2

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 00U  chir_01  C1  N2  C2  C8  negativ
 00U  chir_02  C6  C7  C9  C5  positiv

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
 00U  plan-1  C9   0.020
 00U  plan-1  C10  0.020
 00U  plan-1  C11  0.020
 00U  plan-1  C12  0.020
 00U  plan-1  C13  0.020
 00U  plan-1  C14  0.020
 00U  plan-1  C15  0.020
 00U  plan-1  H11  0.020
 00U  plan-1  H12  0.020
 00U  plan-1  H13  0.020
 00U  plan-1  H14  0.020
 00U  plan-1  H15  0.020
 00U  plan-2  C1   0.020
 00U  plan-2  N1   0.020
 00U  plan-2  O1   0.020
 00U  plan-2  N2   0.020
 00U  plan-2  C6   0.020
 00U  plan-2  C7   0.020
 00U  plan-3  C1   0.020
 00U  plan-3  C8   0.020
 00U  plan-3  OXT  0.020
 00U  plan-3  HXT  0.020
 00U  plan-3  O2   0.020

