# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 05:04:21 2020
#   Inital geometry file: a 70 line input string
#   Ligand name: ethyl (5R)-4,5,6,7-tetrahydro-1H-indazole-5-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)[C@@H]1CCc2[nH]ncc2C1
#
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
 TWL  TWL  'ethyl (5R)-4,5,6,7-tetrahydro-1H-indazole-5-carboxylate'  ligand  28  14  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_TWL
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
 TWL  C01   C  CH3   0  -0.689   4.5740   1.5457   0.4772
 TWL  C02   C  CH2   0  -0.181   3.9663   0.2965  -0.1127
 TWL  O03   O  O2    0  -0.457   2.5708   0.2868   0.2272
 TWL  C04   C  C     0   0.621   1.8257  -0.7198  -0.2064
 TWL  C05   C  CH1   0  -0.403   0.3821  -0.5581   0.2084
 TWL  C06   C  CH2   0  -0.436  -0.4410  -1.8023  -0.1258
 TWL  C07   C  CH2   0  -0.513  -1.8469  -1.7189   0.4714
 TWL  C08   C  CR5   0   0.407  -2.4076  -0.3731   0.1801
 TWL  C09   C  CR5   0  -0.137  -1.6889   0.7280  -0.2246
 TWL  C10   C  CH2   0  -0.494  -0.2122   0.7090  -0.4410
 TWL  C11   C  CR15  0  -0.131  -2.6543   1.7427  -0.3591
 TWL  N12   N  N     0  -0.274  -3.8631   1.3011  -0.0600
 TWL  N13   N  NR15  0  -0.507  -3.6905   0.0210   0.2627
 TWL  O14   O  O     0  -0.447   2.2625  -1.6352  -0.8598
 TWL  H011  H  HCH3  0   0.239   5.6384   1.5693   0.2454
 TWL  H012  H  HCH3  0   0.236   4.1214   2.4464   0.0628
 TWL  H013  H  HCH3  0   0.236   4.4687   1.5697   1.5618
 TWL  H021  H  HCH2  0   0.235   4.0807   0.2826  -1.1984
 TWL  H022  H  HCH2  0   0.234   4.4475  -0.5982   0.2874
 TWL  H05   H  HCH1  0   0.281   0.3688  -0.4110   1.2955
 TWL  H061  H  HCH2  0   0.239  -0.5124  -1.9145  -1.2107
 TWL  H062  H  HCH2  0   0.252   0.0537  -2.6967   0.2539
 TWL  H101  H  HCH2  0   0.259   0.2544   1.6003  -0.0187
 TWL  H102  H  HCH2  0   0.246   0.0160   0.7153  -1.5125
 TWL  H071  H  HCH2  0   0.265  -2.4775  -2.5094   0.0590
 TWL  H072  H  HCH2  0   0.256  -1.8064  -1.8862   1.5520
 TWL  H13   H  HNR5  0   0.411  -4.4847  -0.5365   0.5334
 TWL  H11   H  HCR5  0   0.250  -2.5095   2.7705  -0.6597

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
 TWL  C01  C02   single    1.509  0.020  1.509
 TWL  C02  O03   single    1.436  0.020  1.436
 TWL  O03  C04   single    1.325  0.020  1.325
 TWL  C04  C05   single    1.511  0.020  1.511
 TWL  C04  O14   double    1.207  0.020  1.207
 TWL  C05  C06   single    1.529  0.020  1.529
 TWL  C05  C10   single    1.543  0.020  1.543
 TWL  C06  C07   single    1.530  0.020  1.530
 TWL  C07  C08   single    1.487  0.020  1.487
 TWL  C08  C09   aromatic  1.376  0.020  1.376
 TWL  C08  N13   aromatic  1.345  0.020  1.345
 TWL  C09  C10   single    1.493  0.020  1.493
 TWL  C09  C11   aromatic  1.407  0.020  1.407
 TWL  C11  N12   aromatic  1.321  0.020  1.321
 TWL  N12  N13   aromatic  1.331  0.020  1.331
 TWL  C01  H011  single    0.970  0.020  1.090
 TWL  C01  H012  single    0.970  0.020  1.090
 TWL  C01  H013  single    0.970  0.020  1.090
 TWL  C02  H021  single    0.970  0.020  1.090
 TWL  C02  H022  single    0.970  0.020  1.090
 TWL  C05  H05   single    0.970  0.020  1.090
 TWL  C06  H061  single    0.970  0.020  1.090
 TWL  C06  H062  single    0.970  0.020  1.090
 TWL  C10  H101  single    0.970  0.020  1.090
 TWL  C10  H102  single    0.970  0.020  1.090
 TWL  C07  H071  single    0.970  0.020  1.090
 TWL  C07  H072  single    0.970  0.020  1.090
 TWL  N13  H13   single    0.860  0.020  1.020
 TWL  C11  H11   single    0.930  0.020  1.080

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
 TWL  H013  C01  H012  108.66  3.000
 TWL  H013  C01  H011  107.79  3.000
 TWL  H012  C01  H011  107.87  3.000
 TWL  H013  C01  C02   111.61  3.000
 TWL  H012  C01  C02   111.61  3.000
 TWL  H011  C01  C02   109.16  3.000
 TWL  H022  C02  H021  107.92  3.000
 TWL  H022  C02  O03   109.63  3.000
 TWL  H021  C02  O03   109.70  3.000
 TWL  H022  C02  C01   110.95  3.000
 TWL  H021  C02  C01   110.92  3.000
 TWL  O03   C02  C01   107.72  3.000
 TWL  C04   O03  C02   118.29  3.000
 TWL  O14   C04  C05   125.16  3.000
 TWL  O14   C04  O03   123.36  3.000
 TWL  C05   C04  O03   111.48  3.000
 TWL  H05   C05  C10   107.60  3.000
 TWL  H05   C05  C06   108.62  3.000
 TWL  C10   C05  C06   111.65  3.000
 TWL  H05   C05  C04   107.33  3.000
 TWL  C10   C05  C04   109.90  3.000
 TWL  C06   C05  C04   111.55  3.000
 TWL  H062  C06  H061  106.93  3.000
 TWL  H062  C06  C07   109.01  3.000
 TWL  H061  C06  C07   109.46  3.000
 TWL  H062  C06  C05   110.31  3.000
 TWL  H061  C06  C05   109.61  3.000
 TWL  C07   C06  C05   111.41  3.000
 TWL  H072  C07  H071  106.48  3.000
 TWL  H072  C07  C08   110.23  3.000
 TWL  H071  C07  C08   111.31  3.000
 TWL  H072  C07  C06   110.07  3.000
 TWL  H071  C07  C06   110.11  3.000
 TWL  C08   C07  C06   108.63  3.000
 TWL  N13   C08  C09   106.38  3.000
 TWL  N13   C08  C07   127.81  3.000
 TWL  C09   C08  C07   125.81  3.000
 TWL  C11   C09  C10   132.39  3.000
 TWL  C11   C09  C08   104.29  3.000
 TWL  C10   C09  C08   123.32  3.000
 TWL  H102  C10  H101  106.55  3.000
 TWL  H102  C10  C09   110.35  3.000
 TWL  H101  C10  C09   110.89  3.000
 TWL  H102  C10  C05   109.65  3.000
 TWL  H101  C10  C05   110.07  3.000
 TWL  C09   C10  C05   109.30  3.000
 TWL  H11   C11  N12   120.22  3.000
 TWL  H11   C11  C09   128.36  3.000
 TWL  N12   C11  C09   111.42  3.000
 TWL  N13   N12  C11   104.92  3.000
 TWL  H13   N13  N12   119.67  3.000
 TWL  H13   N13  C08   127.34  3.000
 TWL  N12   N13  C08   112.99  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
 TWL  CONST_01  N12   C11  C09  C08     0.00   0.0  0
 TWL  CONST_02  C11   N12  N13  C08     0.00   0.0  0
 TWL  CONST_03  N12   N13  C08  C09     0.00   0.0  0
 TWL  CONST_04  N13   N12  C11  C09     0.00   0.0  0
 TWL  CONST_05  N13   C08  C09  C11     0.00   0.0  0
 TWL  CONST_06  H13   N13  C08  C07     0.00   0.0  0
 TWL  CONST_07  H11   C11  C09  C08   180.00   0.0  0
 TWL  Var_01    C08   C07  C06  C05    46.48  30.0  1
 TWL  Var_02    C08   C09  C10  C05   -15.10  30.0  1
 TWL  Var_03    C09   C08  C07  C06   -16.13  30.0  1
 TWL  Var_04    C05   C04  O03  C02  -178.56  30.0  3
 TWL  Var_05    H011  C01  C02  O03   179.16  30.0  3
 TWL  Var_06    H021  C02  O03  C04    58.28  30.0  1

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
 TWL  chir_01  C05  C04  C06  C10  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
 TWL  plan-1  O03  0.020
 TWL  plan-1  C04  0.020
 TWL  plan-1  C05  0.020
 TWL  plan-1  O14  0.020
 TWL  plan-2  C07  0.020
 TWL  plan-2  C08  0.020
 TWL  plan-2  C09  0.020
 TWL  plan-2  C10  0.020
 TWL  plan-2  C11  0.020
 TWL  plan-2  N12  0.020
 TWL  plan-2  N13  0.020
 TWL  plan-2  H13  0.020
 TWL  plan-2  H11  0.020

