# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 15:05:21 2020
#   Inital geometry file: a 69 line input string
#   Ligand name: 4-(hydroxymethyl)-3-methyl-1H-indole-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1c([nH]c2cccc(CO)c12)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
 NO1  NO1  '4-(hydroxymethyl)-3-methyl-1H-indole-2-carboxylic acid'  ligand  25  15  .  2021-08-15  2021-08-15  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_NO1
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
 NO1  C     C  C      0   0.366  -3.1447  -0.1061   0.0073
 NO1  O     O  O      0  -0.577  -3.5783  -1.2727   0.0073
 NO1  OXT   O  OC    -1  -0.605  -3.8176   0.9455   0.0112
 NO1  CG    C  CR5    0  -0.058  -0.5851  -0.7808  -0.0002
 NO1  CD1   C  CR5    0   0.100  -1.6504   0.0925   0.0003
 NO1  NE1   N  NR15   0  -0.718  -1.1734   1.3785  -0.0072
 NO1  CD2   C  CR5    0   0.063   0.6040   0.0289  -0.0096
 NO1  CE2   C  CR5    0   0.348   0.1801   1.3781  -0.0132
 NO1  CE3   C  C      0  -0.062   1.9890  -0.2500  -0.0152
 NO1  CZ2   C  C1     0  -0.327   1.0726   2.4528  -0.0213
 NO1  CZ3   C  C1     0  -0.343   2.8670   0.8175  -0.0226
 NO1  CH2   C  C1     0  -0.272   2.4151   2.1496  -0.0257
 NO1  CF    C  CH2    0  -0.190   2.4788  -1.6725  -0.0132
 NO1  OH    O  OH1    0  -0.669   3.8827  -1.7129  -0.0310
 NO1  HB1C  H  HCH3   0   0.227  -0.1696  -2.7053  -0.8732
 NO1  HB2C  H  HCH3   0   0.226  -0.1346  -2.6922   0.8812
 NO1  HB3C  H  HCH3   0   0.263  -1.6757  -2.6143   0.0332
 NO1  HE1   H  HNR5   0   0.390  -1.7765   2.1842  -0.0070
 NO1  HZ2   H  H      0   0.251   0.7224   3.4774  -0.0235
 NO1  HZ3   H  H      0   0.242   3.9331   0.6393  -0.0272
 NO1  HF1C  H  HCH2   0   0.212   2.0805  -2.1842   0.8730
 NO1  HF2C  H  HCH2   0   0.211   2.0580  -2.1944  -0.8830
 NO1  HH2   H  H      0   0.243   3.1442   2.9496  -0.0317
 NO1  HH    H  HOH1   0   0.461   4.1496  -2.6358   0.0011
 NO1  CB    C  CH3    0  -0.782  -0.6448  -2.2752   0.0108

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
 NO1  C    O     deloc     1.245  0.020  1.245
 NO1  C    CD1   single    1.507  0.020  1.507
 NO1  CB   CG    single    1.496  0.020  1.496
 NO1  CG   CD1   aromatic  1.378  0.020  1.378
 NO1  CG   CD2   aromatic  1.439  0.020  1.439
 NO1  CD1  NE1   aromatic  1.372  0.020  1.372
 NO1  NE1  CE2   aromatic  1.354  0.020  1.354
 NO1  CD2  CE2   aromatic  1.414  0.020  1.414
 NO1  CD2  CE3   aromatic  1.413  0.020  1.413
 NO1  CE2  CZ2   aromatic  1.397  0.020  1.397
 NO1  CE3  CZ3   aromatic  1.382  0.020  1.382
 NO1  CE3  CF    single    1.504  0.020  1.504
 NO1  CZ2  CH2   aromatic  1.376  0.020  1.376
 NO1  CZ3  CH2   aromatic  1.407  0.020  1.407
 NO1  CF   OH    single    1.405  0.020  1.405
 NO1  C    OXT   deloc     1.248  0.020  1.248
 NO1  CB   HB1C  single    0.970  0.020  1.090
 NO1  CB   HB2C  single    0.970  0.020  1.090
 NO1  CB   HB3C  single    0.970  0.020  1.090
 NO1  NE1  HE1   single    0.860  0.020  1.020
 NO1  CZ2  HZ2   single    0.930  0.020  1.080
 NO1  CZ3  HZ3   single    0.930  0.020  1.080
 NO1  CF   HF1C  single    0.970  0.020  1.090
 NO1  CF   HF2C  single    0.970  0.020  1.090
 NO1  CH2  HH2   single    0.930  0.020  1.080
 NO1  OH   HH    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
 NO1  CD1   C    OXT   115.05  3.000
 NO1  OXT   C    O     126.99  3.000
 NO1  CD1   C    O     117.96  3.000
 NO1  CD2   CG   CD1   106.40  3.000
 NO1  CD2   CG   CB    126.54  3.000
 NO1  CD1   CG   CB    127.06  3.000
 NO1  NE1   CD1  CG    108.99  3.000
 NO1  NE1   CD1  C     117.92  3.000
 NO1  CG    CD1  C     133.08  3.000
 NO1  HE1   NE1  CE2   126.83  3.000
 NO1  HE1   NE1  CD1   122.83  3.000
 NO1  CE2   NE1  CD1   110.33  3.000
 NO1  CE3   CD2  CE2   118.83  3.000
 NO1  CE3   CD2  CG    134.36  3.000
 NO1  CE2   CD2  CG    106.81  3.000
 NO1  CZ2   CE2  CD2   122.85  3.000
 NO1  CZ2   CE2  NE1   129.69  3.000
 NO1  CD2   CE2  NE1   107.46  3.000
 NO1  CF    CE3  CZ3   121.57  3.000
 NO1  CF    CE3  CD2   120.38  3.000
 NO1  CZ3   CE3  CD2   118.05  3.000
 NO1  HZ2   CZ2  CH2   121.60  3.000
 NO1  HZ2   CZ2  CE2   121.42  3.000
 NO1  CH2   CZ2  CE2   116.98  3.000
 NO1  HZ3   CZ3  CH2   118.23  3.000
 NO1  HZ3   CZ3  CE3   119.95  3.000
 NO1  CH2   CZ3  CE3   121.82  3.000
 NO1  HH2   CH2  CZ3   118.92  3.000
 NO1  HH2   CH2  CZ2   119.61  3.000
 NO1  CZ3   CH2  CZ2   121.47  3.000
 NO1  HF2C  CF   HF1C  106.18  3.000
 NO1  HF2C  CF   OH    111.06  3.000
 NO1  HF1C  CF   OH    111.06  3.000
 NO1  HF2C  CF   CE3   108.88  3.000
 NO1  HF1C  CF   CE3   108.88  3.000
 NO1  OH    CF   CE3   110.65  3.000
 NO1  HH    OH   CF    107.74  3.000
 NO1  HB3C  CB   HB2C  107.94  3.000
 NO1  HB3C  CB   HB1C  107.88  3.000
 NO1  HB2C  CB   HB1C  106.96  3.000
 NO1  HB3C  CB   CG    110.50  3.000
 NO1  HB2C  CB   CG    111.64  3.000
 NO1  HB1C  CB   CG    111.73  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
 NO1  CONST_01  CE2   NE1  CD1  CG     0.00   0.0  0
 NO1  CONST_02  NE1   CE2  CD2  CG     0.00   0.0  0
 NO1  CONST_03  CZ2   CE2  CD2  CG   180.00   0.0  0
 NO1  CONST_04  CZ3   CE3  CD2  CG   180.00   0.0  0
 NO1  CONST_05  CE2   CD2  CG   CD1    0.00   0.0  0
 NO1  CONST_06  CE3   CD2  CG   CD1  180.00   0.0  0
 NO1  CONST_07  CD2   CE2  NE1  CD1    0.00   0.0  0
 NO1  CONST_08  CZ2   CE2  NE1  CD1  180.00   0.0  0
 NO1  CONST_09  CD2   CG   CD1  NE1    0.00   0.0  0
 NO1  CONST_10  CE3   CD2  CE2  NE1  180.00   0.0  0
 NO1  CONST_11  CH2   CZ2  CE2  NE1  180.00   0.0  0
 NO1  CONST_12  CH2   CZ2  CE2  CD2    0.00   0.0  0
 NO1  CONST_13  CH2   CZ3  CE3  CD2    0.00   0.0  0
 NO1  CONST_14  CZ3   CE3  CD2  CE2    0.00   0.0  0
 NO1  CONST_15  CZ3   CH2  CZ2  CE2    0.00   0.0  0
 NO1  CONST_16  CZ2   CE2  CD2  CE3    0.00   0.0  0
 NO1  CONST_17  CZ2   CH2  CZ3  CE3    0.00   0.0  0
 NO1  CONST_18  CD2   CG   CD1  C    180.00   0.0  0
 NO1  CONST_19  CE2   NE1  CD1  C    180.00   0.0  0
 NO1  CONST_20  NE1   CD1  CG   CB   180.00   0.0  0
 NO1  CONST_21  CE2   CD2  CG   CB   180.00   0.0  0
 NO1  CONST_22  CE3   CD2  CG   CB     0.00   0.0  0
 NO1  CONST_23  CF    CE3  CD2  CG     0.00   0.0  0
 NO1  CONST_24  CF    CE3  CD2  CE2  180.00   0.0  0
 NO1  CONST_25  CF    CE3  CZ3  CH2  180.00   0.0  0
 NO1  CONST_26  HE1   NE1  CD1  CG   180.00   0.0  0
 NO1  CONST_27  HZ2   CZ2  CE2  NE1    0.00   0.0  0
 NO1  CONST_28  HZ3   CZ3  CE3  CD2  180.00   0.0  0
 NO1  CONST_29  HH2   CH2  CZ2  CE2  180.00   0.0  0
 NO1  Var_01    CG    CD1  C    O     -0.35  30.0  2
 NO1  Var_02    OH    CF   CE3  CD2  179.50  30.0  2
 NO1  Var_03    HB1C  CB   CG   CD1  119.36  30.0  2

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
 NO1  plan-1  C    0.020
 NO1  plan-1  CG   0.020
 NO1  plan-1  CD1  0.020
 NO1  plan-1  NE1  0.020
 NO1  plan-1  CD2  0.020
 NO1  plan-1  CE2  0.020
 NO1  plan-1  CE3  0.020
 NO1  plan-1  CZ2  0.020
 NO1  plan-1  CZ3  0.020
 NO1  plan-1  CH2  0.020
 NO1  plan-1  CF   0.020
 NO1  plan-1  HE1  0.020
 NO1  plan-1  HZ2  0.020
 NO1  plan-1  HZ3  0.020
 NO1  plan-1  HH2  0.020
 NO1  plan-1  CB   0.020
 NO1  plan-2  C    0.020
 NO1  plan-2  O    0.020
 NO1  plan-2  OXT  0.020
 NO1  plan-2  CD1  0.020

