# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 16:39:28 2020
#   Inital geometry file: a 88 line input string
#   Ligand name: 5-hydroxy-2-methyl-1-[4-(1H-tetrazol-5-yl)phenyl]pyridin-4(1H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1=CC(=O)C(=CN1c2ccc(cc2)c3[nH]nnn3)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
 HWM  HWM  5-hydroxy-2-methyl-1-[4-(1H-tetrazol-5-yl)phenyl]pyridin-4(1H)-one  ligand  31  20  .  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_HWM
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
 HWM  NAD  N  NR15  0  -0.505  -4.7057   0.4124   1.0330
 HWM  NAA  N  N     0  -0.068  -5.9598   0.3708   0.6222
 HWM  NAB  N  N     0  -0.136  -5.9234   0.0643  -0.6143
 HWM  NAC  N  N     0  -0.339  -4.6720  -0.0988  -1.0319
 HWM  CAE  C  CR5   0   0.510  -3.8992   0.1209   0.0086
 HWM  CAF  C  CR6   0   0.068  -2.4437   0.0575   0.0311
 HWM  CAI  C  CR16  0  -0.279  -1.7623  -0.2025  -1.1572
 HWM  CAJ  C  CR16  0  -0.228  -0.3808  -0.2641  -1.1688
 HWM  CAG  C  CR16  0  -0.285  -1.7255   0.2518   1.2083
 HWM  CAH  C  CR16  0  -0.225  -0.3425   0.1830   1.2000
 HWM  CAK  C  CR6   0   0.226   0.3223  -0.0766   0.0121
 HWM  NAL  N  NR6   0  -0.571   1.7499  -0.1219   0.0052
 HWM  CAM  C  CR16  0  -0.100   2.4189   1.0758   0.0625
 HWM  CAN  C  CR6   0   0.168   3.7697   1.1220   0.0724
 HWM  OAO  O  OH1   0  -0.632   4.4292   2.2894   0.1260
 HWM  CAS  C  CR6   0   0.364   4.5583  -0.0956   0.0215
 HWM  OAT  O  O     0  -0.527   5.7977  -0.0249   0.0288
 HWM  CAR  C  CR16  0  -0.522   3.7898  -1.2955  -0.0303
 HWM  CAQ  C  CR6   0   0.372   2.4219  -1.3013  -0.0360
 HWM  CAP  C  CH3   0  -0.733   1.6395  -2.5740  -0.0740
 HWM  H1   H  HNR5  0   0.453  -4.4940   0.6422   1.9939
 HWM  H2   H  HCR6  0   0.279  -2.3117  -0.3501  -2.0767
 HWM  H3   H  HCR6  0   0.290   0.1475  -0.4549  -2.0936
 HWM  H4   H  HCR6  0   0.267  -2.2250   0.4532   2.1467
 HWM  H5   H  HCR6  0   0.288   0.2146   0.3290   2.1159
 HWM  H6   H  HCR6  0   0.315   1.8050   1.9648   0.0927
 HWM  H7   H  HOH1  0   0.464   5.3753   2.0733   0.1135
 HWM  H8   H  HCR6  0   0.271   4.3092  -2.2439  -0.0600
 HWM  H9   H  HCH3  0   0.272   1.0566  -2.6640  -0.9909
 HWM  H10  H  HCH3  0   0.275   2.3193  -3.4209  -0.0253
 HWM  H11  H  HCH3  0   0.269   0.9447  -2.6473   0.7635

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
 HWM  OAO  CAN  single    1.342  0.020  1.342
 HWM  OAT  CAS  double    1.241  0.020  1.241
 HWM  CAN  CAS  single    1.452  0.020  1.452
 HWM  CAN  CAM  double    1.352  0.020  1.352
 HWM  CAS  CAR  single    1.426  0.020  1.426
 HWM  CAM  NAL  single    1.373  0.020  1.373
 HWM  CAR  CAQ  double    1.368  0.020  1.368
 HWM  NAL  CAQ  single    1.358  0.020  1.358
 HWM  NAL  CAK  single    1.428  0.020  1.428
 HWM  CAQ  CAP  single    1.494  0.020  1.494
 HWM  CAH  CAK  aromatic  1.386  0.020  1.386
 HWM  CAH  CAG  aromatic  1.385  0.020  1.385
 HWM  CAK  CAJ  aromatic  1.387  0.020  1.387
 HWM  CAG  CAF  aromatic  1.393  0.020  1.393
 HWM  CAJ  CAI  aromatic  1.383  0.020  1.383
 HWM  CAF  CAI  aromatic  1.394  0.020  1.394
 HWM  CAF  CAE  single    1.457  0.020  1.457
 HWM  NAC  CAE  aromatic  1.315  0.020  1.315
 HWM  NAC  NAB  aromatic  1.329  0.020  1.329
 HWM  CAE  NAD  aromatic  1.336  0.020  1.336
 HWM  NAB  NAA  aromatic  1.275  0.020  1.275
 HWM  NAD  NAA  aromatic  1.320  0.020  1.320
 HWM  NAD  H1   single    0.860  0.020  1.020
 HWM  CAI  H2   single    0.930  0.020  1.080
 HWM  CAJ  H3   single    0.930  0.020  1.080
 HWM  CAG  H4   single    0.930  0.020  1.080
 HWM  CAH  H5   single    0.930  0.020  1.080
 HWM  CAM  H6   single    0.930  0.020  1.080
 HWM  OAO  H7   single    0.850  0.020  0.980
 HWM  CAR  H8   single    0.930  0.020  1.080
 HWM  CAP  H9   single    0.970  0.020  1.090
 HWM  CAP  H10  single    0.970  0.020  1.090
 HWM  CAP  H11  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
 HWM  H1   NAD  CAE  130.73  3.000
 HWM  H1   NAD  NAA  120.13  3.000
 HWM  CAE  NAD  NAA  109.14  3.000
 HWM  NAB  NAA  NAD  106.39  3.000
 HWM  NAC  NAB  NAA  111.17  3.000
 HWM  CAE  NAC  NAB  106.52  3.000
 HWM  CAF  CAE  NAC  126.32  3.000
 HWM  NAC  CAE  NAD  106.77  3.000
 HWM  CAF  CAE  NAD  126.92  3.000
 HWM  CAG  CAF  CAI  119.63  3.000
 HWM  CAI  CAF  CAE  118.89  3.000
 HWM  CAG  CAF  CAE  121.48  3.000
 HWM  H2   CAI  CAJ  119.63  3.000
 HWM  H2   CAI  CAF  120.12  3.000
 HWM  CAJ  CAI  CAF  120.25  3.000
 HWM  H3   CAJ  CAK  120.26  3.000
 HWM  H3   CAJ  CAI  120.19  3.000
 HWM  CAK  CAJ  CAI  119.55  3.000
 HWM  H4   CAG  CAH  118.40  3.000
 HWM  H4   CAG  CAF  121.40  3.000
 HWM  CAH  CAG  CAF  120.20  3.000
 HWM  H5   CAH  CAK  120.26  3.000
 HWM  H5   CAH  CAG  120.16  3.000
 HWM  CAK  CAH  CAG  119.58  3.000
 HWM  NAL  CAK  CAH  119.31  3.000
 HWM  CAH  CAK  CAJ  120.79  3.000
 HWM  NAL  CAK  CAJ  119.89  3.000
 HWM  CAQ  NAL  CAM  121.18  3.000
 HWM  CAQ  NAL  CAK  121.48  3.000
 HWM  CAM  NAL  CAK  117.33  3.000
 HWM  H6   CAM  CAN  122.64  3.000
 HWM  H6   CAM  NAL  116.22  3.000
 HWM  CAN  CAM  NAL  121.14  3.000
 HWM  CAS  CAN  OAO  117.65  3.000
 HWM  CAS  CAN  CAM  120.93  3.000
 HWM  OAO  CAN  CAM  121.41  3.000
 HWM  H7   OAO  CAN  106.56  3.000
 HWM  CAR  CAS  OAT  125.89  3.000
 HWM  CAR  CAS  CAN  114.48  3.000
 HWM  OAT  CAS  CAN  119.63  3.000
 HWM  H8   CAR  CAQ  118.45  3.000
 HWM  H8   CAR  CAS  118.69  3.000
 HWM  CAQ  CAR  CAS  122.86  3.000
 HWM  CAP  CAQ  CAR  121.82  3.000
 HWM  CAP  CAQ  NAL  118.77  3.000
 HWM  CAR  CAQ  NAL  119.41  3.000
 HWM  H11  CAP  H10  108.15  3.000
 HWM  H11  CAP  H9   107.43  3.000
 HWM  H10  CAP  H9   107.92  3.000
 HWM  H11  CAP  CAQ  111.79  3.000
 HWM  H10  CAP  CAQ  109.57  3.000
 HWM  H9   CAP  CAQ  111.82  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
 HWM  CONST_01  CAG  CAF  CAE  NAD    0.00   0.0  0
 HWM  CONST_02  CAI  CAF  CAE  NAD  180.00   0.0  0
 HWM  CONST_03  NAB  NAC  CAE  NAD    0.00   0.0  0
 HWM  CONST_04  NAC  NAB  NAA  NAD    0.00   0.0  0
 HWM  CONST_05  CAE  NAC  NAB  NAA    0.00   0.0  0
 HWM  CONST_06  CAF  CAE  NAD  NAA  180.00   0.0  0
 HWM  CONST_07  NAC  CAE  NAD  NAA    0.00   0.0  0
 HWM  CONST_08  CAF  CAE  NAC  NAB  180.00   0.0  0
 HWM  CONST_09  CAE  NAD  NAA  NAB    0.00   0.0  0
 HWM  CONST_10  CAG  CAF  CAE  NAC  180.00   0.0  0
 HWM  CONST_11  CAI  CAF  CAE  NAC    0.00   0.0  0
 HWM  CONST_12  CAH  CAG  CAF  CAE  180.00   0.0  0
 HWM  CONST_13  CAJ  CAI  CAF  CAE  180.00   0.0  0
 HWM  CONST_14  CAK  CAH  CAG  CAF    0.00   0.0  0
 HWM  CONST_15  CAK  CAJ  CAI  CAF    0.00   0.0  0
 HWM  CONST_16  CAH  CAK  CAJ  CAI    0.00   0.0  0
 HWM  CONST_17  CAH  CAG  CAF  CAI    0.00   0.0  0
 HWM  CONST_18  CAG  CAH  CAK  CAJ    0.00   0.0  0
 HWM  CONST_19  CAG  CAF  CAI  CAJ    0.00   0.0  0
 HWM  CONST_20  NAL  CAK  CAJ  CAI  180.00   0.0  0
 HWM  CONST_21  NAL  CAK  CAH  CAG  180.00   0.0  0
 HWM  CONST_22  H1   NAD  NAA  NAB  180.00   0.0  0
 HWM  CONST_23  H4   CAG  CAF  CAE    0.00   0.0  0
 HWM  CONST_24  H2   CAI  CAF  CAE    0.00   0.0  0
 HWM  CONST_25  H5   CAH  CAG  CAF  180.00   0.0  0
 HWM  CONST_26  H3   CAJ  CAI  CAF  180.00   0.0  0
 HWM  Var_01    CAM  NAL  CAK  CAJ  102.87  30.0  2
 HWM  Var_02    H9   CAP  CAQ  NAL   64.82  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
 HWM  plan-1  NAD  0.020
 HWM  plan-1  NAA  0.020
 HWM  plan-1  NAB  0.020
 HWM  plan-1  NAC  0.020
 HWM  plan-1  CAE  0.020
 HWM  plan-1  CAF  0.020
 HWM  plan-1  H1   0.020
 HWM  plan-2  CAE  0.020
 HWM  plan-2  CAF  0.020
 HWM  plan-2  CAI  0.020
 HWM  plan-2  CAJ  0.020
 HWM  plan-2  CAG  0.020
 HWM  plan-2  CAH  0.020
 HWM  plan-2  CAK  0.020
 HWM  plan-2  NAL  0.020
 HWM  plan-2  H2   0.020
 HWM  plan-2  H3   0.020
 HWM  plan-2  H4   0.020
 HWM  plan-2  H5   0.020
 HWM  plan-3  CAK  0.020
 HWM  plan-3  NAL  0.020
 HWM  plan-3  CAM  0.020
 HWM  plan-3  CAN  0.020
 HWM  plan-3  OAO  0.020
 HWM  plan-3  CAS  0.020
 HWM  plan-3  OAT  0.020
 HWM  plan-3  CAR  0.020
 HWM  plan-3  CAQ  0.020
 HWM  plan-3  CAP  0.020
 HWM  plan-3  H6   0.020
 HWM  plan-3  H8   0.020

