# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 13:59:05 2020
#   Inital geometry file: a 91 line input string
#   Ligand name: 3-(1-ethyl-1H-indol-3-yl)-1-methyl-1H-pyrazole-5-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCn1cc(c2cc(n(C)n2)C(O)=O)c3ccccc13
#
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
 53X  53X  '3-(1-ethyl-1H-indol-3-yl)-1-methyl-1H-pyrazole-5-carboxylic acid'  ligand  35  20  .  2022-11-17  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_53X
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
 53X  OAS   O  O     0  -0.433   4.5597  -2.0664  -0.0294
 53X  CAO   C  C     0   0.510   4.3710  -0.8749  -0.0657
 53X  OAT   O  OH1   0  -0.591   5.3368   0.0252  -0.1413
 53X  CAL   C  CR5   0   0.280   3.0209  -0.3006  -0.0267
 53X  CAK   C  CR15  0  -0.525   1.8509  -1.0238   0.0667
 53X  NAM   N  NR5   0  -0.311   2.6693   1.0083  -0.0779
 53X  CAP   C  CH3   0  -0.517   3.4926   2.1960  -0.1890
 53X  NAN   N  N     0  -0.298   1.3571   1.1563  -0.0232
 53X  CAJ   C  CR5   0   0.234   0.8310  -0.0617   0.0661
 53X  CAI   C  CR5   0  -0.034  -0.6026  -0.2616   0.1404
 53X  CAH   C  CR15  0  -0.077  -1.2385  -1.4673   0.2892
 53X  CAF   C  CR56  0   0.044  -1.6394   0.7292   0.0741
 53X  CAA   C  CR16  0  -0.379  -1.6594   2.1221  -0.0682
 53X  CAB   C  CR16  0  -0.263  -2.8776   2.7729  -0.0991
 53X  CAC   C  CR16  0  -0.281  -4.0847   2.0645   0.0088
 53X  CAD   C  CR16  0  -0.309  -4.0965   0.6907   0.1524
 53X  CAE   C  CR56  0   0.368  -2.8654   0.0370   0.1863
 53X  NAG   N  NR5   0  -0.523  -2.5885  -1.2957   0.3290
 53X  CAQ   C  CH2   0  -0.325  -3.5696  -2.3605   0.3775
 53X  CAR   C  CH3   0  -0.662  -4.0448  -2.7823  -1.0033
 53X  H1    H  HOH1  0   0.495   6.2012  -0.4137  -0.1647
 53X  HAK1  H  HCR5  0   0.273   1.7602  -2.0960   0.1238
 53X  HAP3  H  HCH3  0   0.261   4.0667   2.1890  -1.1122
 53X  HAP2  H  HCH3  0   0.270   2.8216   3.0483  -0.1954
 53X  HAP1  H  HCH3  0   0.261   4.1707   2.2840   0.6560
 53X  HAH1  H  HCR5  0   0.286  -0.8181  -2.4578   0.3799
 53X  HAA1  H  HCR6  0   0.247  -0.7365   2.6789  -0.1531
 53X  HAB1  H  HCR6  0   0.247  -2.9052   3.8494  -0.2084
 53X  HAC1  H  HCR6  0   0.251  -5.0226   2.6039  -0.0228
 53X  HAD1  H  HCR6  0   0.263  -5.0299   0.1476   0.2344
 53X  HAQ1  H  HCH2  0   0.266  -3.1195  -3.2028   0.9019
 53X  HAQ2  H  HCH2  0   0.260  -4.4087  -2.0234   0.9874
 53X  HAR1  H  HCH3  0   0.241  -4.7908  -3.5715  -0.9152
 53X  HAR3  H  HCH3  0   0.234  -4.4985  -1.9485  -1.5391
 53X  HAR2  H  HCH3  0   0.236  -3.2172  -3.1634  -1.6015

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
 53X  CAR  CAQ   single    1.520  0.020  1.520
 53X  CAQ  NAG   single    1.449  0.020  1.449
 53X  NAG  CAH   aromatic  1.361  0.020  1.361
 53X  NAG  CAE   aromatic  1.369  0.020  1.369
 53X  CAH  CAI   aromatic  1.371  0.020  1.371
 53X  CAE  CAD   aromatic  1.394  0.020  1.394
 53X  CAE  CAF   aromatic  1.412  0.020  1.412
 53X  CAD  CAC   aromatic  1.381  0.020  1.381
 53X  CAI  CAF   aromatic  1.436  0.020  1.436
 53X  CAI  CAJ   single    1.449  0.020  1.449
 53X  CAF  CAA   aromatic  1.400  0.020  1.400
 53X  CAC  CAB   aromatic  1.404  0.020  1.404
 53X  CAJ  NAN   aromatic  1.330  0.020  1.330
 53X  CAJ  CAK   aromatic  1.402  0.020  1.402
 53X  NAN  NAM   aromatic  1.322  0.020  1.322
 53X  CAA  CAB   aromatic  1.381  0.020  1.381
 53X  CAK  CAL   aromatic  1.379  0.020  1.379
 53X  NAM  CAP   single    1.449  0.020  1.449
 53X  NAM  CAL   aromatic  1.356  0.020  1.356
 53X  CAL  CAO   single    1.468  0.020  1.468
 53X  OAS  CAO   double    1.207  0.020  1.207
 53X  CAO  OAT   single    1.322  0.020  1.322
 53X  OAT  H1    single    0.850  0.020  0.980
 53X  CAK  HAK1  single    0.930  0.020  1.080
 53X  CAP  HAP3  single    0.970  0.020  1.090
 53X  CAP  HAP2  single    0.970  0.020  1.090
 53X  CAP  HAP1  single    0.970  0.020  1.090
 53X  CAH  HAH1  single    0.930  0.020  1.080
 53X  CAA  HAA1  single    0.930  0.020  1.080
 53X  CAB  HAB1  single    0.930  0.020  1.080
 53X  CAC  HAC1  single    0.930  0.020  1.080
 53X  CAD  HAD1  single    0.930  0.020  1.080
 53X  CAQ  HAQ1  single    0.970  0.020  1.090
 53X  CAQ  HAQ2  single    0.970  0.020  1.090
 53X  CAR  HAR1  single    0.970  0.020  1.090
 53X  CAR  HAR3  single    0.970  0.020  1.090
 53X  CAR  HAR2  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
 53X  CAL   CAO  OAT   114.01  3.000
 53X  OAT   CAO  OAS   124.03  3.000
 53X  CAL   CAO  OAS   121.96  3.000
 53X  H1    OAT  CAO   110.14  3.000
 53X  NAM   CAL  CAK   106.78  3.000
 53X  NAM   CAL  CAO   127.96  3.000
 53X  CAK   CAL  CAO   125.26  3.000
 53X  HAK1  CAK  CAJ   128.44  3.000
 53X  HAK1  CAK  CAL   126.65  3.000
 53X  CAJ   CAK  CAL   104.91  3.000
 53X  NAN   NAM  CAP   118.38  3.000
 53X  CAP   NAM  CAL   130.27  3.000
 53X  NAN   NAM  CAL   111.34  3.000
 53X  HAP1  CAP  HAP2  109.07  3.000
 53X  HAP1  CAP  HAP3  109.35  3.000
 53X  HAP2  CAP  HAP3  109.07  3.000
 53X  HAP1  CAP  NAM   111.17  3.000
 53X  HAP2  CAP  NAM   107.03  3.000
 53X  HAP3  CAP  NAM   111.09  3.000
 53X  CAJ   NAN  NAM   107.04  3.000
 53X  CAI   CAJ  NAN   121.41  3.000
 53X  NAN   CAJ  CAK   109.92  3.000
 53X  CAI   CAJ  CAK   128.67  3.000
 53X  CAF   CAI  CAH   106.07  3.000
 53X  CAF   CAI  CAJ   128.08  3.000
 53X  CAH   CAI  CAJ   125.84  3.000
 53X  HAH1  CAH  NAG   119.95  3.000
 53X  HAH1  CAH  CAI   129.43  3.000
 53X  NAG   CAH  CAI   110.62  3.000
 53X  CAE   CAF  CAA   118.89  3.000
 53X  CAA   CAF  CAI   134.55  3.000
 53X  CAE   CAF  CAI   106.56  3.000
 53X  HAA1  CAA  CAB   120.56  3.000
 53X  HAA1  CAA  CAF   120.53  3.000
 53X  CAB   CAA  CAF   118.91  3.000
 53X  HAB1  CAB  CAC   119.18  3.000
 53X  HAB1  CAB  CAA   119.56  3.000
 53X  CAC   CAB  CAA   121.26  3.000
 53X  HAC1  CAC  CAD   119.42  3.000
 53X  HAC1  CAC  CAB   119.44  3.000
 53X  CAD   CAC  CAB   121.14  3.000
 53X  HAD1  CAD  CAE   121.60  3.000
 53X  HAD1  CAD  CAC   120.92  3.000
 53X  CAE   CAD  CAC   117.47  3.000
 53X  NAG   CAE  CAD   129.62  3.000
 53X  CAD   CAE  CAF   122.33  3.000
 53X  NAG   CAE  CAF   108.05  3.000
 53X  CAQ   NAG  CAE   125.60  3.000
 53X  CAE   NAG  CAH   108.68  3.000
 53X  CAQ   NAG  CAH   125.44  3.000
 53X  HAQ2  CAQ  HAQ1  106.71  3.000
 53X  HAQ2  CAQ  CAR   110.68  3.000
 53X  HAQ1  CAQ  CAR   110.60  3.000
 53X  HAQ2  CAQ  NAG   108.22  3.000
 53X  HAQ1  CAQ  NAG   107.74  3.000
 53X  CAR   CAQ  NAG   112.66  3.000
 53X  HAR2  CAR  HAR3  108.29  3.000
 53X  HAR2  CAR  HAR1  108.12  3.000
 53X  HAR3  CAR  HAR1  107.99  3.000
 53X  HAR2  CAR  CAQ   110.99  3.000
 53X  HAR3  CAR  CAQ   111.37  3.000
 53X  HAR1  CAR  CAQ   109.98  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
 53X  CONST_01  CAI   CAJ  CAK  CAL   180.00   0.0  0
 53X  CONST_02  NAN   CAJ  CAK  CAL     0.00   0.0  0
 53X  CONST_03  CAJ   NAN  NAM  CAL     0.00   0.0  0
 53X  CONST_04  CAH   CAI  CAJ  CAK     0.00   0.0  0
 53X  CONST_05  CAF   CAI  CAJ  CAK   180.00   0.0  0
 53X  CONST_06  NAM   NAN  CAJ  CAK     0.00   0.0  0
 53X  CONST_07  NAN   NAM  CAL  CAK     0.00   0.0  0
 53X  CONST_08  CAI   CAJ  NAN  NAM   180.00   0.0  0
 53X  CONST_09  CAJ   CAK  CAL  NAM     0.00   0.0  0
 53X  CONST_10  CAH   CAI  CAJ  NAN   180.00   0.0  0
 53X  CONST_11  CAF   CAI  CAJ  NAN     0.00   0.0  0
 53X  CONST_12  NAG   CAH  CAI  CAJ   180.00   0.0  0
 53X  CONST_13  CAE   CAF  CAI  CAJ   180.00   0.0  0
 53X  CONST_14  CAA   CAF  CAI  CAJ     0.00   0.0  0
 53X  CONST_15  CAE   NAG  CAH  CAI     0.00   0.0  0
 53X  CONST_16  NAG   CAE  CAF  CAI     0.00   0.0  0
 53X  CONST_17  CAD   CAE  CAF  CAI   180.00   0.0  0
 53X  CONST_18  CAB   CAA  CAF  CAI   180.00   0.0  0
 53X  CONST_19  CAD   CAE  NAG  CAH   180.00   0.0  0
 53X  CONST_20  CAF   CAE  NAG  CAH     0.00   0.0  0
 53X  CONST_21  CAE   CAF  CAI  CAH     0.00   0.0  0
 53X  CONST_22  CAA   CAF  CAI  CAH   180.00   0.0  0
 53X  CONST_23  CAC   CAD  CAE  CAF     0.00   0.0  0
 53X  CONST_24  NAG   CAH  CAI  CAF     0.00   0.0  0
 53X  CONST_25  CAC   CAB  CAA  CAF     0.00   0.0  0
 53X  CONST_26  NAG   CAE  CAF  CAA   180.00   0.0  0
 53X  CONST_27  CAD   CAE  CAF  CAA     0.00   0.0  0
 53X  CONST_28  CAD   CAC  CAB  CAA     0.00   0.0  0
 53X  CONST_29  CAE   CAD  CAC  CAB     0.00   0.0  0
 53X  CONST_30  CAE   CAF  CAA  CAB     0.00   0.0  0
 53X  CONST_31  NAG   CAE  CAD  CAC   180.00   0.0  0
 53X  CONST_32  CAJ   CAK  CAL  CAO   180.00   0.0  0
 53X  CONST_33  NAN   NAM  CAL  CAO   180.00   0.0  0
 53X  CONST_34  CAP   NAM  CAL  CAK   180.00   0.0  0
 53X  CONST_35  CAJ   NAN  NAM  CAP   180.00   0.0  0
 53X  CONST_36  CAQ   NAG  CAH  CAI   180.00   0.0  0
 53X  CONST_37  CAQ   NAG  CAE  CAF   180.00   0.0  0
 53X  CONST_38  CAQ   NAG  CAE  CAD     0.00   0.0  0
 53X  CONST_39  HAK1  CAK  CAL  NAM   180.00   0.0  0
 53X  CONST_40  HAH1  CAH  CAI  CAJ     0.00   0.0  0
 53X  CONST_41  HAA1  CAA  CAF  CAI     0.00   0.0  0
 53X  CONST_42  HAD1  CAD  CAE  CAF   180.00   0.0  0
 53X  CONST_43  HAB1  CAB  CAA  CAF   180.00   0.0  0
 53X  CONST_44  HAC1  CAC  CAB  CAA   180.00   0.0  0
 53X  CONST_45  H1    OAT  CAO  CAL   180.00   0.0  0
 53X  Var_01    CAK   CAL  CAO  OAS     0.69  30.0  2
 53X  Var_02    CAR   CAQ  NAG  CAH   -91.91  30.0  2
 53X  Var_03    HAP3  CAP  NAM  CAL    61.14  30.0  2
 53X  Var_04    HAR1  CAR  CAQ  NAG  -179.10  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
 53X  plan-1  CAO   0.020
 53X  plan-1  CAL   0.020
 53X  plan-1  CAK   0.020
 53X  plan-1  NAM   0.020
 53X  plan-1  CAP   0.020
 53X  plan-1  NAN   0.020
 53X  plan-1  CAJ   0.020
 53X  plan-1  CAI   0.020
 53X  plan-1  HAK1  0.020
 53X  plan-2  CAJ   0.020
 53X  plan-2  CAI   0.020
 53X  plan-2  CAH   0.020
 53X  plan-2  CAF   0.020
 53X  plan-2  CAA   0.020
 53X  plan-2  CAB   0.020
 53X  plan-2  CAC   0.020
 53X  plan-2  CAD   0.020
 53X  plan-2  CAE   0.020
 53X  plan-2  NAG   0.020
 53X  plan-2  CAQ   0.020
 53X  plan-2  HAH1  0.020
 53X  plan-2  HAA1  0.020
 53X  plan-2  HAB1  0.020
 53X  plan-2  HAC1  0.020
 53X  plan-2  HAD1  0.020
 53X  plan-3  OAS   0.020
 53X  plan-3  CAO   0.020
 53X  plan-3  OAT   0.020
 53X  plan-3  CAL   0.020
 53X  plan-3  H1    0.020

