# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 16:33:03 2022
#   Inital geometry file: a 71 line input string
#   Ligand name: 1-(3-amino-1H-1,2,4-triazol-5-yl)-L-histidine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@@H](Cc1cn(cn1)c2[nH]nc(N)n2)C(O)=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
 3AH  3AH  1-(3-amino-1H-1,2,4-triazol-5-yl)-L-histidine  L-peptide  27  17  .  2012-08-28  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND (side chain)
;

data_comp_3AH
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
 3AH  N     N  NH2    0  -0.806  15.2557  23.0396  22.2713
 3AH  CA    C  CH1    0  -0.213  14.1493  23.9237  21.9472
 3AH  CB    C  CH2    0  -0.500  12.8527  23.4227  22.5939
 3AH  CG    C  CR5    0   0.139  12.4202  22.0838  22.1012
 3AH  CD2   C  CR15   0  -0.140  11.5325  21.8136  21.1045
 3AH  ND1   N  N      0  -0.446  12.9200  20.9031  22.6046
 3AH  CE1   C  CR15   0   0.097  12.3561  19.9469  21.9331
 3AH  NE2   N  NR5    0  -0.544  11.4939  20.4376  20.9968
 3AH  C     C  C      0   0.414  14.4721  25.3852  22.3631
 3AH  O     O  O      0  -0.604  13.5044  26.1663  22.4482
 3AH  N1    N  NR15   0  -0.505   9.7758  20.1130  19.3513
 3AH  N2    N  N      0  -0.316   9.2426  19.0836  18.6502
 3AH  C3    C  CR5    0   0.496   9.9342  18.0560  19.0891
 3AH  N4    N  N      0  -0.525  10.8774  18.3624  20.0138
 3AH  C5    C  CR5    0   0.779  10.7388  19.6592  20.1435
 3AH  OXT   O  OC    -1  -0.598  15.6750  25.6682  22.5299
 3AH  H     H  HNH2   0   0.332  16.1163  23.5193  22.0446
 3AH  H2    H  HNH2   0   0.330  15.2199  22.2072  21.6978
 3AH  HA    H  HCH1   0   0.197  13.9584  23.9698  20.8595
 3AH  HB2   H  HCH2   0   0.224  12.9896  23.3795  23.6781
 3AH  HB3   H  HCH2   0   0.234  12.0623  24.1456  22.3955
 3AH  HD2   H  HCR5   0   0.303  10.9483  22.4677  20.4785
 3AH  HE1   H  HCR5   0   0.294  12.5095  18.8875  22.0675
 3AH  HN31  H  HNH2   0   0.386  10.5077  16.1650  18.7539
 3AH  HN32  H  HNH2   0   0.384   9.2126  16.6702  17.8261
 3AH  N3A   N  NH2    0  -0.845   9.7000  16.7655  18.7032
 3AH  HN1   H  HNR5   0   0.435   9.4165  21.0480  19.2335

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
 3AH  N    CA    single    1.458  0.019  1.458
 3AH  N    H     single    0.860  0.020  0.860
 3AH  N    H2    single    0.890  0.020  1.040
 3AH  CA   CB    single    1.530  0.020  1.530
 3AH  CA   C     single    1.525  0.021  1.525
 3AH  CA   HA    single    0.970  0.020  0.970
 3AH  CB   CG    single    1.491  0.020  1.491
 3AH  CB   HB2   single    0.970  0.020  1.090
 3AH  CB   HB3   single    0.970  0.020  1.090
 3AH  CG   CD2   aromatic  1.362  0.020  1.362
 3AH  CG   ND1   aromatic  1.377  0.020  1.377
 3AH  CD2  NE2   aromatic  1.381  0.020  1.381
 3AH  CD2  HD2   single    0.930  0.020  1.080
 3AH  ND1  CE1   aromatic  1.297  0.020  1.297
 3AH  CE1  NE2   aromatic  1.364  0.020  1.364
 3AH  CE1  HE1   single    0.930  0.020  1.080
 3AH  NE2  C5    single    1.380  0.020  1.380
 3AH  C    O     deloc     1.231  0.020  1.231
 3AH  C    OXT   deloc     1.247  0.020  1.247
 3AH  N1   N2    aromatic  1.355  0.020  1.355
 3AH  N1   C5    aromatic  1.327  0.020  1.327
 3AH  N1   HN1   single    0.860  0.020  1.020
 3AH  N2   C3    aromatic  1.314  0.020  1.314
 3AH  C3   N4    aromatic  1.356  0.020  1.356
 3AH  C3   N3A   single    1.367  0.020  1.367
 3AH  N4   C5    aromatic  1.311  0.020  1.311
 3AH  N3A  HN31  single    0.890  0.020  1.040
 3AH  N3A  HN32  single    0.890  0.020  1.040

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
 3AH  H2    N    H     107.07  3.000
 3AH  H2    N    CA    110.32  3.000
 3AH  H     N    CA    114.00  3.000
 3AH  HA    CA   C     109.00  3.000
 3AH  HA    CA   CB    109.00  3.000
 3AH  C     CA   CB    110.10  1.900
 3AH  HA    CA   N     110.00  3.000
 3AH  C     CA   N     111.00  2.800
 3AH  CB    CA   N     110.50  1.700
 3AH  HB3   CB   HB2   107.31  3.000
 3AH  HB3   CB   CG    108.98  3.000
 3AH  HB2   CB   CG    109.18  3.000
 3AH  HB3   CB   CA    108.66  3.000
 3AH  HB2   CB   CA    108.98  3.000
 3AH  CG    CB   CA    113.55  3.000
 3AH  ND1   CG   CD2   109.51  3.000
 3AH  ND1   CG   CB    122.94  3.000
 3AH  CD2   CG   CB    127.53  3.000
 3AH  HD2   CD2  NE2   122.99  3.000
 3AH  HD2   CD2  CG    131.17  3.000
 3AH  NE2   CD2  CG    105.84  3.000
 3AH  CE1   ND1  CG    106.55  3.000
 3AH  HE1   CE1  NE2   121.91  3.000
 3AH  HE1   CE1  ND1   126.69  3.000
 3AH  NE2   CE1  ND1   111.40  3.000
 3AH  C5    NE2  CE1   124.57  3.000
 3AH  C5    NE2  CD2   128.73  3.000
 3AH  CE1   NE2  CD2   106.70  3.000
 3AH  OXT   C    O     126.69  3.000
 3AH  OXT   C    CA    116.73  3.000
 3AH  O     C    CA    120.80  1.700
 3AH  HN1   N1   C5    130.19  3.000
 3AH  HN1   N1   N2    120.25  3.000
 3AH  C5    N1   N2    109.56  3.000
 3AH  C3    N2   N1    102.36  3.000
 3AH  N3A   C3   N4    121.67  3.000
 3AH  N3A   C3   N2    123.62  3.000
 3AH  N4    C3   N2    114.66  3.000
 3AH  C5    N4   C3    102.56  3.000
 3AH  N4    C5   N1    110.86  3.000
 3AH  N4    C5   NE2   124.16  3.000
 3AH  N1    C5   NE2   124.98  3.000
 3AH  HN32  N3A  HN31  112.02  3.000
 3AH  HN32  N3A  C3    114.70  3.000
 3AH  HN31  N3A  C3    114.27  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
 3AH  CONST_01  CE1  NE2  CD2  CG     0.00   0.0  0
 3AH  CONST_02  C5   NE2  CD2  CG   180.00   0.0  0
 3AH  CONST_03  NE2  CE1  ND1  CG     0.00   0.0  0
 3AH  CONST_04  CE1  ND1  CG   CD2    0.00   0.0  0
 3AH  CONST_05  ND1  CE1  NE2  CD2    0.00   0.0  0
 3AH  CONST_06  N1   C5   NE2  CD2    0.00   0.0  0
 3AH  CONST_07  N4   C5   NE2  CD2  180.00   0.0  0
 3AH  CONST_08  NE2  CD2  CG   ND1    0.00   0.0  0
 3AH  CONST_09  C5   NE2  CE1  ND1  180.00   0.0  0
 3AH  CONST_10  N1   C5   NE2  CE1  180.00   0.0  0
 3AH  CONST_11  N4   C5   NE2  CE1    0.00   0.0  0
 3AH  CONST_12  N2   N1   C5   NE2  180.00   0.0  0
 3AH  CONST_13  C3   N4   C5   NE2  180.00   0.0  0
 3AH  CONST_14  N4   C3   N2   N1     0.00   0.0  0
 3AH  CONST_15  C3   N4   C5   N1     0.00   0.0  0
 3AH  CONST_16  N4   C5   N1   N2     0.00   0.0  0
 3AH  CONST_17  C5   N4   C3   N2     0.00   0.0  0
 3AH  CONST_18  C5   N1   N2   C3     0.00   0.0  0
 3AH  CONST_19  NE2  CD2  CG   CB   180.00   0.0  0
 3AH  CONST_20  CE1  ND1  CG   CB   180.00   0.0  0
 3AH  CONST_21  N3A  C3   N2   N1   180.00   0.0  0
 3AH  CONST_22  N3A  C3   N4   C5   180.00   0.0  0
 3AH  CONST_23  HE1  CE1  ND1  CG   180.00   0.0  0
 3AH  CONST_24  HD2  CD2  CG   ND1  180.00   0.0  0
 3AH  CONST_25  HN1  N1   C5   NE2    0.00   0.0  0
 3AH  Var_01    CD2  CG   CB   CA   -95.05  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
 3AH  chir_01  CA  N  CB  C  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
 3AH  plan-1  CB    0.020
 3AH  plan-1  CG    0.020
 3AH  plan-1  CD2   0.020
 3AH  plan-1  ND1   0.020
 3AH  plan-1  CE1   0.020
 3AH  plan-1  NE2   0.020
 3AH  plan-1  C5    0.020
 3AH  plan-1  HD2   0.020
 3AH  plan-1  HE1   0.020
 3AH  plan-2  NE2   0.020
 3AH  plan-2  N1    0.020
 3AH  plan-2  N2    0.020
 3AH  plan-2  C3    0.020
 3AH  plan-2  N4    0.020
 3AH  plan-2  C5    0.020
 3AH  plan-2  N3A   0.020
 3AH  plan-2  HN1   0.020
 3AH  plan-3  C3    0.020
 3AH  plan-3  HN31  0.020
 3AH  plan-3  HN32  0.020
 3AH  plan-3  N3A   0.020
 3AH  plan-4  CA    0.020
 3AH  plan-4  C     0.020
 3AH  plan-4  O     0.020
 3AH  plan-4  OXT   0.020

