# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 00:27:48 2020
#   Inital geometry file: a 70 line input string
#   Ligand name: (5S)-5-(hydroxymethyl)-2-methyl-5,8-dihydro-1H-[1,2,4]triazolo[1,2-a]pyridazine-1,3(2H)-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1C(=O)N2CC=C[C@@H](CO)N2C1=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
 HMM  HMM  (5S)-5-(hydroxymethyl)-2-methyl-5,8-dihydro-1H-[1,2,4]triazolo[1,2-a]pyridazine-1,3(2H)-dione  ligand  25  14  .  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_HMM
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
 HMM  C31   C  CH3   0  -0.524  -1.0853  -0.1929   3.2944
 HMM  N07   N  NR5   0  -0.581  -0.4315  -0.0987   2.0110
 HMM  C08   C  CR5   0   0.727   0.9039   0.1727   1.8126
 HMM  O09   O  OC    0  -0.489   1.7655   0.3011   2.6564
 HMM  N10   N  N     0  -0.358   1.0562   0.2583   0.4649
 HMM  N11   N  N     0  -0.379  -0.1190  -0.1649  -0.1568
 HMM  C12   C  CR5   0   0.747  -1.0852  -0.2438   0.8124
 HMM  O13   O  OC    0  -0.484  -2.2776  -0.3984   0.6582
 HMM  C14   C  C     0  -0.300   2.2971   0.0262  -0.2315
 HMM  C15   C  CR16  0  -0.263   2.1163   0.4287  -1.6566
 HMM  C16   C  CR16  0  -0.207   0.9200   0.6157  -2.1972
 HMM  C17   C  CR16  0  -0.148  -0.3799   0.3448  -1.4995
 HMM  C18   C  CH2   0  -0.147  -1.1711  -0.7073  -2.2855
 HMM  O19   O  OH1   0  -0.667  -1.4450  -0.1592  -3.5510
 HMM  H311  H  HCH3  0   0.264  -1.5870  -1.1528   3.3938
 HMM  H312  H  HCH3  0   0.267  -0.3336  -0.1079   4.0729
 HMM  H313  H  HCH3  0   0.262  -1.8133   0.6066   3.4173
 HMM  H141  H  H     0   0.282   3.0628   0.6394   0.2420
 HMM  H142  H  H     0   0.270   2.6164  -1.0194  -0.1512
 HMM  H151  H  HCR6  0   0.273   3.0140   0.5763  -2.2427
 HMM  H161  H  HCR6  0   0.277   0.8354   0.9374  -3.2263
 HMM  H171  H  HCR6  0   0.278  -0.9719   1.2677  -1.4453
 HMM  H181  H  HCH2  0   0.206  -0.5633  -1.6185  -2.3459
 HMM  H182  H  HCH2  0   0.231  -2.0906  -0.9562  -1.7498
 HMM  HO19  H  HOH1  0   0.463  -1.9386  -0.8097  -4.0583

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
 HMM  C31  N07   single    1.443  0.020  1.443
 HMM  C31  H311  single    0.970  0.020  1.090
 HMM  C31  H312  single    0.970  0.020  1.090
 HMM  C31  H313  single    0.970  0.020  1.090
 HMM  N07  C08   aromatic  1.377  0.020  1.377
 HMM  N07  C12   aromatic  1.373  0.020  1.373
 HMM  C08  O09   double    1.213  0.020  1.213
 HMM  C08  N10   aromatic  1.359  0.020  1.359
 HMM  N10  N11   aromatic  1.395  0.020  1.395
 HMM  N10  C14   single    1.442  0.020  1.442
 HMM  N11  C12   aromatic  1.371  0.020  1.371
 HMM  N11  C17   single    1.460  0.020  1.460
 HMM  C12  O13   double    1.212  0.020  1.212
 HMM  C14  C15   single    1.492  0.020  1.492
 HMM  C14  H141  single    0.970  0.020  1.090
 HMM  C14  H142  single    0.970  0.020  1.090
 HMM  C15  C16   double    1.326  0.020  1.326
 HMM  C15  H151  single    0.930  0.020  1.080
 HMM  C16  C17   single    1.500  0.020  1.500
 HMM  C16  H161  single    0.930  0.020  1.080
 HMM  C17  C18   single    1.533  0.020  1.533
 HMM  C17  H171  single    0.970  0.020  1.090
 HMM  C18  O19   single    1.406  0.020  1.406
 HMM  C18  H181  single    0.970  0.020  1.090
 HMM  C18  H182  single    0.970  0.020  1.090
 HMM  O19  HO19  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
 HMM  H313  C31  H312  108.95  3.000
 HMM  H313  C31  H311  109.24  3.000
 HMM  H312  C31  H311  108.84  3.000
 HMM  H313  C31  N07   110.83  3.000
 HMM  H312  C31  N07   108.60  3.000
 HMM  H311  C31  N07   110.35  3.000
 HMM  C12   N07  C08   110.90  3.000
 HMM  C12   N07  C31   123.62  3.000
 HMM  C08   N07  C31   125.47  3.000
 HMM  N10   C08  O09   127.13  3.000
 HMM  N10   C08  N07   105.31  3.000
 HMM  O09   C08  N07   127.55  3.000
 HMM  C14   N10  N11   117.44  3.000
 HMM  C14   N10  C08   124.43  3.000
 HMM  N11   N10  C08   109.17  3.000
 HMM  C17   N11  C12   122.99  3.000
 HMM  C17   N11  N10   117.03  3.000
 HMM  C12   N11  N10   107.22  3.000
 HMM  O13   C12  N11   127.64  3.000
 HMM  O13   C12  N07   126.36  3.000
 HMM  N11   C12  N07   106.00  3.000
 HMM  H142  C14  H141  107.48  3.000
 HMM  H142  C14  C15   111.27  3.000
 HMM  H141  C14  C15   110.40  3.000
 HMM  H142  C14  N10   111.64  3.000
 HMM  H141  C14  N10   107.72  3.000
 HMM  C15   C14  N10   108.28  3.000
 HMM  H151  C15  C16   120.55  3.000
 HMM  H151  C15  C14   116.98  3.000
 HMM  C16   C15  C14   122.47  3.000
 HMM  H161  C16  C17   115.38  3.000
 HMM  H161  C16  C15   120.03  3.000
 HMM  C17   C16  C15   124.52  3.000
 HMM  H171  C17  C18   108.90  3.000
 HMM  H171  C17  C16   109.78  3.000
 HMM  C18   C17  C16   109.43  3.000
 HMM  H171  C17  N11   110.15  3.000
 HMM  C18   C17  N11   108.92  3.000
 HMM  C16   C17  N11   109.64  3.000
 HMM  H182  C18  H181  107.70  3.000
 HMM  H182  C18  O19   111.47  3.000
 HMM  H181  C18  O19   112.47  3.000
 HMM  H182  C18  C17   109.82  3.000
 HMM  H181  C18  C17   108.19  3.000
 HMM  O19   C18  C17   107.13  3.000
 HMM  HO19  O19  C18   108.13  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
 HMM  CONST_01  N11   N10  C08  N07     0.00   0.0  0
 HMM  CONST_02  N10   N11  C12  N07     0.00   0.0  0
 HMM  CONST_03  N11   C12  N07  C08     0.00   0.0  0
 HMM  CONST_04  C12   N11  N10  C08     0.00   0.0  0
 HMM  CONST_05  C12   N07  C08  N10     0.00   0.0  0
 HMM  CONST_06  N10   C08  N07  C31   180.00   0.0  0
 HMM  CONST_07  N11   C12  N07  C31   180.00   0.0  0
 HMM  CONST_08  O13   C12  N07  C08   180.00   0.0  0
 HMM  CONST_09  C12   N07  C08  O09   180.00   0.0  0
 HMM  CONST_10  N11   N10  C08  O09   180.00   0.0  0
 HMM  CONST_12  O13   C12  N11  N10   180.00   0.0  0
 HMM  CONST_14  O09   C08  N07  C31     0.00   0.0  0
 HMM  CONST_15  O13   C12  N07  C31     0.00   0.0  0
 HMM  Var_01    C15   C14  N10  C08  -170.92  30.0  1
 HMM  Var_02    C16   C15  C14  N10   -15.86  30.0  1
 HMM  Var_03    C17   C16  C15  C14    -5.18  30.0  1
 HMM  Var_04    H311  C31  N07  C08  -124.51  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
 HMM  chir_01  C17  N11  C16  C18  negativ

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
 HMM  plan-1  C31  0.020
 HMM  plan-1  N07  0.020
 HMM  plan-1  C08  0.020
 HMM  plan-1  O09  0.020
 HMM  plan-1  N10  0.020
 HMM  plan-1  N11  0.020
 HMM  plan-1  C12  0.020
 HMM  plan-1  O13  0.020
 HMM  plan-1  C14  0.020
 HMM  plan-1  C17  0.020

