# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 11:14:37 2020
#   Inital geometry file: a 130 line input string
#   Ligand name: 3-{(2S)-2-(7-chloro-1,3-benzodioxol-5-yl)-3-[(5-chlorothiophen-2-yl)carbonyl]-4-hydroxy-5-oxo-2,5-dihydro-1H-pyrrol-1-yl}benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cccc(c1)N2[C@@H](c3cc(Cl)c4OCOc4c3)C(=C(O)C2=O)C(=O)c5sc(Cl)cc5
#
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
 1DE  1DE  '3-{(2S)-2-(7-chloro-1,3-benzodioxol-5-yl)-3-[(5-chlorothiophen-2-yl)carbonyl]-4-hydroxy-5-oxo-2,5-dihydro-1H-pyrrol-1-yl}benzoic acid'  ligand  46  34  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_1DE
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
 1DE  CAO  C   CR16   0  -0.389   0.5079  -1.1358   1.1296
 1DE  CBD  C   CR6    0   0.321   0.2917  -2.4829   1.2790
 1DE  OAQ  O   O2     0  -0.481   0.5959  -3.2777   2.3299
 1DE  CAP  C   CH2    0   0.067  -0.0013  -4.5404   2.0618
 1DE  OAR  O   O2     0  -0.469  -0.3694  -4.5366   0.6837
 1DE  CBF  C   CR6    0   0.390  -0.2917  -3.2522   0.2881
 1DE  CAZ  C   CR6    0  -0.155  -0.6787  -2.6878  -0.9025
 1DE  CL2  CL  CL     0  -0.098  -1.3984  -3.6609  -2.1274
 1DE  CAM  C   CR16   0  -0.281  -0.4650  -1.3222  -1.0856
 1DE  CBB  C   CR6    0   0.165   0.1201  -0.5608  -0.0851
 1DE  CBG  C   CR15   0  -0.230   0.3266   0.9206  -0.3040
 1DE  CAX  C   CR5    0  -0.132   1.0821   1.2383  -1.5719
 1DE  CAU  C   C      0   0.369   2.3652   0.6544  -1.9667
 1DE  OAB  O   O      0  -0.382   2.6605   0.5266  -3.1409
 1DE  CBE  C   CR5    0  -0.296   3.2984   0.1780  -0.9313
 1DE  CAL  C   CR15   0  -0.181   4.1789  -0.8583  -1.0816
 1DE  CAK  C   CR15   0  -0.123   4.9825  -1.0822   0.0580
 1DE  CAY  C   CR5    0  -0.236   4.7068  -0.1853   1.0461
 1DE  CL1  CL  CL     0  -0.057   5.4604  -0.0777   2.5692
 1DE  SAS  S   S2     0   0.303   3.4727   0.9213   0.6168
 1DE  CAV  C   CR5    0   0.239   0.3169   2.0326  -2.3408
 1DE  OAE  O   OH1    0  -0.563   0.5688   2.5455  -3.5215
 1DE  CAW  C   CR5    0   0.475  -0.9715   2.3185  -1.6509
 1DE  OAC  O   O      0  -0.453  -1.8476   3.0380  -2.0866
 1DE  NBH  N   NR5    0  -0.597  -0.9336   1.6258  -0.4940
 1DE  CBC  C   CR6    0   0.382  -1.9707   1.5780   0.4621
 1DE  CAN  C   CR16   0  -0.328  -3.2659   1.2687   0.0674
 1DE  CAJ  C   CR16   0  -0.301  -1.6821   1.8172   1.8005
 1DE  CAH  C   CR16   0  -0.244  -2.7006   1.7398   2.7384
 1DE  CAI  C   CR16   0  -0.295  -3.9973   1.4463   2.3424
 1DE  CBA  C   CR6    0  -0.098  -4.2934   1.2101   1.0025
 1DE  CAT  C   C      0   0.405  -5.7150   0.8754   0.5601
 1DE  OAD  O   O      0  -0.589  -5.8795   0.6458  -0.6527
 1DE  OAA  O   OC    -1  -0.591  -6.5845   0.8624   1.4509
 1DE  H1   H   HCR6   0   0.275   0.9647  -0.5472   1.9140
 1DE  H2   H   HCH2   0   0.254   0.7179  -5.3368   2.2473
 1DE  H3   H   HCH2   0   0.243  -0.8947  -4.6696   2.6806
 1DE  H4   H   HCR6   0   0.277  -0.7650  -0.8651  -2.0201
 1DE  H5   H   HCR5   0   0.298   0.8277   1.3412   0.5734
 1DE  H6   H   HCR5   0   0.288   4.2341  -1.4564  -1.9799
 1DE  H7   H   HCR5   0   0.297   5.7265  -1.8597   0.1416
 1DE  H8   H   HOH1   0   0.489  -0.1612   3.1258  -3.7886
 1DE  H9   H   HCR6   0   0.256  -3.4824   1.0549  -0.9702
 1DE  H10  H   HCR6   0   0.268  -0.6762   2.0700   2.1114
 1DE  H11  H   HCR6   0   0.259  -2.4777   1.9201   3.7819
 1DE  H12  H   HCR6   0   0.250  -4.7874   1.3952   3.0789

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
 1DE  CAP  OAQ  single    1.422  0.020  1.422
 1DE  CAP  OAR  single    1.426  0.020  1.426
 1DE  CL1  CAY  single    1.703  0.020  1.703
 1DE  OAQ  CBD  single    1.352  0.020  1.352
 1DE  CAK  CAY  aromatic  1.363  0.020  1.363
 1DE  CAK  CAL  aromatic  1.412  0.020  1.412
 1DE  OAR  CBF  single    1.346  0.020  1.346
 1DE  CAY  SAS  aromatic  1.712  0.020  1.712
 1DE  CAL  CBE  aromatic  1.368  0.020  1.368
 1DE  CBD  CBF  aromatic  1.383  0.020  1.383
 1DE  CBD  CAO  aromatic  1.372  0.020  1.372
 1DE  CBF  CAZ  aromatic  1.373  0.020  1.373
 1DE  SAS  CBE  aromatic  1.726  0.020  1.726
 1DE  CBE  CAU  single    1.473  0.020  1.473
 1DE  CAO  CBB  aromatic  1.399  0.020  1.399
 1DE  CAZ  CL2  single    1.722  0.020  1.722
 1DE  CAZ  CAM  aromatic  1.394  0.020  1.394
 1DE  CAU  OAB  double    1.217  0.020  1.217
 1DE  CAU  CAX  single    1.464  0.020  1.464
 1DE  OAE  CAV  single    1.312  0.020  1.312
 1DE  CBB  CAM  aromatic  1.387  0.020  1.387
 1DE  CBB  CBG  single    1.512  0.020  1.512
 1DE  CAX  CAV  double    1.344  0.020  1.344
 1DE  CAX  CBG  single    1.510  0.020  1.510
 1DE  CAV  CAW  single    1.489  0.020  1.489
 1DE  CBG  NBH  single    1.457  0.020  1.457
 1DE  CAW  OAC  double    1.214  0.020  1.214
 1DE  CAW  NBH  single    1.349  0.020  1.349
 1DE  OAD  CAT  deloc     1.245  0.020  1.245
 1DE  NBH  CBC  single    1.411  0.020  1.411
 1DE  CAN  CBC  aromatic  1.389  0.020  1.389
 1DE  CAN  CBA  aromatic  1.390  0.020  1.390
 1DE  CBC  CAJ  aromatic  1.390  0.020  1.390
 1DE  CAT  CBA  single    1.526  0.020  1.526
 1DE  CAT  OAA  deloc     1.245  0.020  1.245
 1DE  CBA  CAI  aromatic  1.392  0.020  1.392
 1DE  CAJ  CAH  aromatic  1.387  0.020  1.387
 1DE  CAI  CAH  aromatic  1.387  0.020  1.387
 1DE  CAO  H1   single    0.930  0.020  1.080
 1DE  CAP  H2   single    0.970  0.020  1.090
 1DE  CAP  H3   single    0.970  0.020  1.090
 1DE  CAM  H4   single    0.930  0.020  1.080
 1DE  CBG  H5   single    0.970  0.020  1.090
 1DE  CAL  H6   single    0.930  0.020  1.080
 1DE  CAK  H7   single    0.930  0.020  1.080
 1DE  OAE  H8   single    0.850  0.020  0.980
 1DE  CAN  H9   single    0.930  0.020  1.080
 1DE  CAJ  H10  single    0.930  0.020  1.080
 1DE  CAH  H11  single    0.930  0.020  1.080
 1DE  CAI  H12  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
 1DE  H1   CAO  CBB  121.54  3.000
 1DE  H1   CAO  CBD  121.44  3.000
 1DE  CBB  CAO  CBD  117.02  3.000
 1DE  CBF  CBD  OAQ  108.94  3.000
 1DE  CBF  CBD  CAO  122.29  3.000
 1DE  OAQ  CBD  CAO  128.76  3.000
 1DE  CAP  OAQ  CBD  106.31  3.000
 1DE  H3   CAP  H2   110.88  3.000
 1DE  H3   CAP  OAR  109.63  3.000
 1DE  H2   CAP  OAR  109.69  3.000
 1DE  H3   CAP  OAQ  109.94  3.000
 1DE  H2   CAP  OAQ  109.87  3.000
 1DE  OAR  CAP  OAQ  106.75  3.000
 1DE  CBF  OAR  CAP  105.75  3.000
 1DE  CAZ  CBF  OAR  129.09  3.000
 1DE  CAZ  CBF  CBD  120.75  3.000
 1DE  OAR  CBF  CBD  110.15  3.000
 1DE  CAM  CAZ  CL2  121.61  3.000
 1DE  CAM  CAZ  CBF  118.24  3.000
 1DE  CL2  CAZ  CBF  120.15  3.000
 1DE  H4   CAM  CBB  120.51  3.000
 1DE  H4   CAM  CAZ  118.97  3.000
 1DE  CBB  CAM  CAZ  120.51  3.000
 1DE  CBG  CBB  CAM  119.42  3.000
 1DE  CBG  CBB  CAO  119.39  3.000
 1DE  CAM  CBB  CAO  121.18  3.000
 1DE  H5   CBG  NBH  108.34  3.000
 1DE  H5   CBG  CAX  111.30  3.000
 1DE  NBH  CBG  CAX  102.80  3.000
 1DE  H5   CBG  CBB  108.85  3.000
 1DE  NBH  CBG  CBB  112.04  3.000
 1DE  CAX  CBG  CBB  113.34  3.000
 1DE  CAV  CAX  CAU  125.46  3.000
 1DE  CAV  CAX  CBG  108.65  3.000
 1DE  CAU  CAX  CBG  125.53  3.000
 1DE  CBE  CAU  OAB  119.36  3.000
 1DE  OAB  CAU  CAX  120.97  3.000
 1DE  CBE  CAU  CAX  119.64  3.000
 1DE  SAS  CBE  CAL  111.08  3.000
 1DE  SAS  CBE  CAU  123.72  3.000
 1DE  CAL  CBE  CAU  125.13  3.000
 1DE  H6   CAL  CAK  123.64  3.000
 1DE  H6   CAL  CBE  122.91  3.000
 1DE  CAK  CAL  CBE  113.43  3.000
 1DE  H7   CAK  CAY  123.87  3.000
 1DE  H7   CAK  CAL  124.67  3.000
 1DE  CAY  CAK  CAL  111.45  3.000
 1DE  SAS  CAY  CL1  120.16  3.000
 1DE  SAS  CAY  CAK  112.91  3.000
 1DE  CL1  CAY  CAK  126.92  3.000
 1DE  CAY  SAS  CBE   91.11  3.000
 1DE  CAW  CAV  OAE  120.53  3.000
 1DE  CAW  CAV  CAX  109.93  3.000
 1DE  OAE  CAV  CAX  129.53  3.000
 1DE  H8   OAE  CAV  109.71  3.000
 1DE  NBH  CAW  OAC  129.21  3.000
 1DE  NBH  CAW  CAV  105.93  3.000
 1DE  OAC  CAW  CAV  124.87  3.000
 1DE  CBC  NBH  CAW  125.29  3.000
 1DE  CBC  NBH  CBG  122.07  3.000
 1DE  CAW  NBH  CBG  112.63  3.000
 1DE  CAJ  CBC  CAN  120.37  3.000
 1DE  CAJ  CBC  NBH  119.60  3.000
 1DE  CAN  CBC  NBH  120.02  3.000
 1DE  H9   CAN  CBA  119.28  3.000
 1DE  H9   CAN  CBC  120.22  3.000
 1DE  CBA  CAN  CBC  120.49  3.000
 1DE  H10  CAJ  CAH  120.08  3.000
 1DE  H10  CAJ  CBC  120.64  3.000
 1DE  CAH  CAJ  CBC  119.28  3.000
 1DE  H11  CAH  CAI  120.20  3.000
 1DE  H11  CAH  CAJ  119.44  3.000
 1DE  CAI  CAH  CAJ  120.35  3.000
 1DE  H12  CAI  CBA  119.47  3.000
 1DE  H12  CAI  CAH  119.91  3.000
 1DE  CBA  CAI  CAH  120.62  3.000
 1DE  CAT  CBA  CAI  120.95  3.000
 1DE  CAI  CBA  CAN  118.87  3.000
 1DE  CAT  CBA  CAN  120.17  3.000
 1DE  OAA  CAT  OAD  127.06  3.000
 1DE  OAA  CAT  CBA  116.46  3.000
 1DE  OAD  CAT  CBA  116.48  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
 1DE  CONST_01  CAZ  CBF  CBD  CAO     0.00   0.0  0
 1DE  CONST_02  CAZ  CAM  CBB  CAO     0.00   0.0  0
 1DE  CONST_03  CAM  CAZ  CBF  CBD     0.00   0.0  0
 1DE  CONST_04  CAM  CBB  CAO  CBD     0.00   0.0  0
 1DE  CONST_05  CBB  CAO  CBD  CBF     0.00   0.0  0
 1DE  CONST_06  CBB  CAM  CAZ  CBF     0.00   0.0  0
 1DE  CONST_07  CAY  CAK  CAL  CBE     0.00   0.0  0
 1DE  CONST_08  CAK  CAY  SAS  CBE     0.00   0.0  0
 1DE  CONST_09  SAS  CAY  CAK  CAL     0.00   0.0  0
 1DE  CONST_10  CAY  SAS  CBE  CAL     0.00   0.0  0
 1DE  CONST_11  SAS  CBE  CAL  CAK     0.00   0.0  0
 1DE  CONST_12  CAI  CBA  CAN  CBC     0.00   0.0  0
 1DE  CONST_13  CAI  CAH  CAJ  CBC     0.00   0.0  0
 1DE  CONST_14  CAH  CAJ  CBC  CAN     0.00   0.0  0
 1DE  CONST_15  CAH  CAI  CBA  CAN     0.00   0.0  0
 1DE  CONST_16  CBA  CAN  CBC  CAJ     0.00   0.0  0
 1DE  CONST_17  CBA  CAI  CAH  CAJ     0.00   0.0  0
 1DE  CONST_18  CBG  CBB  CAO  CBD   180.00   0.0  0
 1DE  CONST_19  CBG  CBB  CAM  CAZ   180.00   0.0  0
 1DE  CONST_20  CBA  CAN  CBC  NBH   180.00   0.0  0
 1DE  CONST_21  CAH  CAJ  CBC  NBH   180.00   0.0  0
 1DE  CONST_22  CAV  CAW  NBH  CBG     0.00   0.0  0
 1DE  CONST_23  CBC  NBH  CAW  CAV   180.00   0.0  0
 1DE  CONST_24  CL2  CAZ  CBF  CBD   180.00   0.0  0
 1DE  CONST_25  CL2  CAZ  CBF  OAR     0.00   0.0  0
 1DE  CONST_26  CBB  CAM  CAZ  CL2   180.00   0.0  0
 1DE  CONST_27  CAK  CAL  CBE  CAU   180.00   0.0  0
 1DE  CONST_28  CAY  SAS  CBE  CAU   180.00   0.0  0
 1DE  CONST_29  CL1  CAY  SAS  CBE   180.00   0.0  0
 1DE  CONST_30  CL1  CAY  CAK  CAL   180.00   0.0  0
 1DE  CONST_31  CAT  CBA  CAN  CBC   180.00   0.0  0
 1DE  CONST_32  CAT  CBA  CAI  CAH   180.00   0.0  0
 1DE  CONST_33  OAC  CAW  NBH  CBG   180.00   0.0  0
 1DE  CONST_34  CBC  NBH  CAW  OAC     0.00   0.0  0
 1DE  CONST_35  H4   CAM  CBB  CAO   180.00   0.0  0
 1DE  CONST_36  H1   CAO  CBD  OAQ     0.00   0.0  0
 1DE  CONST_37  H7   CAK  CAL  CBE   180.00   0.0  0
 1DE  CONST_38  H6   CAL  CAK  CAY   180.00   0.0  0
 1DE  CONST_39  H9   CAN  CBC  NBH     0.00   0.0  0
 1DE  CONST_40  H10  CAJ  CBC  NBH     0.00   0.0  0
 1DE  CONST_41  H11  CAH  CAJ  CBC   180.00   0.0  0
 1DE  CONST_42  H12  CAI  CBA  CAN   180.00   0.0  0
 1DE  Var_01    OAR  CAP  OAQ  CBD    14.10  30.0  1
 1DE  Var_02    CBF  CBD  OAQ  CAP    -8.87  30.0  1
 1DE  Var_03    CAZ  CBF  OAR  CAP  -172.30  30.0  1
 1DE  Var_04    CAW  CAV  CAX  CBG     0.90  30.0  1
 1DE  Var_05    CAN  CBC  NBH  CBG  -129.88  30.0  2
 1DE  Var_06    NBH  CAW  CAV  CAX    -2.16  30.0  1
 1DE  Var_07    CBE  CAU  CAX  CBG   -27.24  30.0  2
 1DE  Var_08    CAL  CBE  CAU  CAX   149.30  30.0  2
 1DE  Var_09    OAD  CAT  CBA  CAN     1.06  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
 1DE  chir_01  CBG  CBB  CAX  NBH  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
 1DE  plan-1  CAU  0.020
 1DE  plan-1  CBE  0.020
 1DE  plan-1  CAL  0.020
 1DE  plan-1  CAK  0.020
 1DE  plan-1  CAY  0.020
 1DE  plan-1  CL1  0.020
 1DE  plan-1  SAS  0.020
 1DE  plan-1  H6   0.020
 1DE  plan-1  H7   0.020
 1DE  plan-2  CAO  0.020
 1DE  plan-2  CBD  0.020
 1DE  plan-2  OAQ  0.020
 1DE  plan-2  OAR  0.020
 1DE  plan-2  CBF  0.020
 1DE  plan-2  CAZ  0.020
 1DE  plan-2  CL2  0.020
 1DE  plan-2  CAM  0.020
 1DE  plan-2  CBB  0.020
 1DE  plan-2  CBG  0.020
 1DE  plan-2  H1   0.020
 1DE  plan-2  H4   0.020
 1DE  plan-3  NBH  0.020
 1DE  plan-3  CBC  0.020
 1DE  plan-3  CAN  0.020
 1DE  plan-3  CAJ  0.020
 1DE  plan-3  CAH  0.020
 1DE  plan-3  CAI  0.020
 1DE  plan-3  CBA  0.020
 1DE  plan-3  CAT  0.020
 1DE  plan-3  H9   0.020
 1DE  plan-3  H10  0.020
 1DE  plan-3  H11  0.020
 1DE  plan-3  H12  0.020
 1DE  plan-4  CAX  0.020
 1DE  plan-4  CAU  0.020
 1DE  plan-4  OAB  0.020
 1DE  plan-4  CBE  0.020
 1DE  plan-5  CBG  0.020
 1DE  plan-5  CAV  0.020
 1DE  plan-5  CAW  0.020
 1DE  plan-5  OAC  0.020
 1DE  plan-5  NBH  0.020
 1DE  plan-5  CBC  0.020
 1DE  plan-6  CBA  0.020
 1DE  plan-6  CAT  0.020
 1DE  plan-6  OAD  0.020
 1DE  plan-6  OAA  0.020

