# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 09:21:42 2020
#   Inital geometry file: a 145 line input string
#   Ligand name: O3-ethyl O5-methyl (4R)-4-(2-bromophenyl)-2-[2-(dimethylamino)ethoxymethyl]-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)C1=C(COCCN(C)C)NC(=C([C@H]1c2ccccc2Br)C(=O)OC)C
#
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
 6UC  6UC  'O3-ethyl O5-methyl (4R)-4-(2-bromophenyl)-2-[2-(dimethylamino)ethoxymethyl]-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate'  ligand  59  30  .  2021-08-05  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_6UC
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
 6UC  CAA   C   CH3   0  -0.687  -1.5604   5.2326   1.3702
 6UC  CAL   C   CH2   0  -0.176  -0.3879   4.2867   1.4664
 6UC  OAS   O   O2    0  -0.475  -0.8015   3.0222   0.9346
 6UC  CAV   C   C     0   0.592   0.0782   2.0241   0.9302
 6UC  OAF   O   O     0  -0.462   1.2112   2.1590   1.3406
 6UC  CAY   C   C     0  -0.170  -0.4239   0.7626   0.3864
 6UC  CAW   C   C     0   0.304  -1.7103   0.5351   0.0215
 6UC  NAP   N   NH1   0  -0.735  -2.0797  -0.6950  -0.4365
 6UC  CAT   C   C     0   0.358  -1.2553  -1.7854  -0.4526
 6UC  CAX   C   C     0  -0.169   0.0467  -1.6552  -0.0918
 6UC  CBB   C   CH1   0  -0.378   0.6517  -0.2938   0.1991
 6UC  CBA   C   CR6   0   0.255   1.5748   0.1283  -0.9410
 6UC  CAK   C   CR16  0  -0.295   1.0016   0.2712  -2.2062
 6UC  CAI   C   CR16  0  -0.237   1.7344   0.6562  -3.3154
 6UC  CAH   C   CR16  0  -0.273   3.0913   0.9134  -3.1822
 6UC  CAJ   C   CR16  0  -0.224   3.6934   0.7818  -1.9418
 6UC  CAZ   C   CR6   0  -0.189   2.9388   0.3940  -0.8382
 6UC  BRAG  BR  BR    0  -0.065   3.8800   0.2485   0.7992
 6UC  CAU   C   C     0   0.572   0.9167  -2.8298  -0.0393
 6UC  OAE   O   O     0  -0.472   0.5938  -3.9836  -0.2380
 6UC  OAQ   O   O2    0  -0.456   2.1665  -2.4948   0.2737
 6UC  CAB   C   CH3   0  -0.416   3.1332  -3.5342   0.3450
 6UC  CAC   C   CH3   0  -0.744  -1.9332  -3.0393  -0.9154
 6UC  C24   C   CH2   0  -0.220  -2.8453   1.5523   0.0119
 6UC  O25   O   O2    0  -0.493  -4.0544   0.9729  -0.3858
 6UC  C26   C   CH2   0  -0.182  -4.9185   0.5926   0.6705
 6UC  C27   C   CH2   0  -0.304  -5.8438  -0.4871   0.1576
 6UC  N28   N   NT    0  -0.419  -5.1368  -1.7241  -0.1387
 6UC  C21   C   CH3   0  -0.533  -4.8613  -2.4830   1.0668
 6UC  C22   C   CH3   0  -0.522  -5.8676  -2.5372  -1.0917
 6UC  H1    H   HCH3  0   0.235  -1.8719   5.3841   0.3368
 6UC  H2    H   HCH3  0   0.234  -2.4158   4.8722   1.9422
 6UC  H3    H   HCH3  0   0.238  -1.2716   6.2012   1.7774
 6UC  H4    H   HCH2  0   0.232   0.4638   4.6653   0.8975
 6UC  H5    H   HCH2  0   0.231  -0.0700   4.1671   2.5041
 6UC  H6    H   HNH1  0   0.421  -3.0672  -0.8468  -0.6370
 6UC  H9    H   HCH1  0   0.271   1.2331  -0.3492   1.1194
 6UC  H10   H   HCR6  0   0.263  -0.0576   0.0739  -2.3226
 6UC  H11   H   HCR6  0   0.259   1.2493   0.7546  -4.2776
 6UC  H12   H   HCR6  0   0.264   3.6840   1.2142  -4.0360
 6UC  H13   H   HCR6  0   0.273   4.7520   0.9803  -1.8386
 6UC  H14   H   HCH3  0   0.232   2.9006  -4.2499   1.1343
 6UC  H15   H   HCH3  0   0.232   3.2231  -4.0668  -0.6021
 6UC  H16   H   HCH3  0   0.244   4.0771  -3.0470   0.5720
 6UC  H17   H   HCH3  0   0.254  -2.9239  -2.8074  -1.3004
 6UC  H18   H   HCH3  0   0.270  -1.3678  -3.5243  -1.7066
 6UC  H19   H   HCH3  0   0.263  -2.0424  -3.7604  -0.1072
 6UC  H20   H   HCH2  0   0.253  -2.9337   2.0282   0.9901
 6UC  H21   H   HCH2  0   0.273  -2.6010   2.3360  -0.7082
 6UC  H22   H   HCH2  0   0.218  -4.3481   0.2416   1.5384
 6UC  H23   H   HCH2  0   0.237  -5.5081   1.4536   1.0059
 6UC  H24   H   HCH2  0   0.215  -6.6502  -0.6394   0.8912
 6UC  H25   H   HCH2  0   0.245  -6.3211  -0.1241  -0.7560
 6UC  H27   H   HCH3  0   0.210  -5.7791  -2.8056   1.5810
 6UC  H28   H   HCH3  0   0.240  -4.2880  -3.3762   0.8204
 6UC  H29   H   HCH3  0   0.236  -4.2705  -1.8994   1.7729
 6UC  H30   H   HCH3  0   0.238  -6.0131  -1.9876  -2.0217
 6UC  H31   H   HCH3  0   0.233  -5.3010  -3.4403  -1.3229
 6UC  H32   H   HCH3  0   0.204  -6.8549  -2.8505  -0.7220

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
 6UC  CAJ   CAH  aromatic  1.385  0.020  1.385
 6UC  CAJ   CAZ  aromatic  1.392  0.020  1.392
 6UC  CAH   CAI  aromatic  1.387  0.020  1.387
 6UC  BRAG  CAZ  single    1.894  0.020  1.894
 6UC  CAZ   CBA  aromatic  1.393  0.020  1.393
 6UC  CAI   CAK  aromatic  1.384  0.020  1.384
 6UC  CBA   CAK  aromatic  1.396  0.020  1.396
 6UC  CBA   CBB  single    1.526  0.020  1.526
 6UC  CBB   CAX  single    1.518  0.020  1.518
 6UC  CBB   CAY  single    1.519  0.020  1.519
 6UC  OAE   CAU  double    1.214  0.020  1.214
 6UC  CAX   CAU  single    1.463  0.020  1.463
 6UC  CAX   CAT  double    1.357  0.020  1.357
 6UC  CAU   OAQ  single    1.331  0.020  1.331
 6UC  OAF   CAV  double    1.213  0.020  1.213
 6UC  CAY   CAV  single    1.463  0.020  1.463
 6UC  CAY   CAW  double    1.356  0.020  1.356
 6UC  NAP   CAT  single    1.367  0.020  1.367
 6UC  NAP   CAW  single    1.364  0.020  1.364
 6UC  CAT   CAC  single    1.499  0.020  1.499
 6UC  CAV   OAS  single    1.331  0.020  1.331
 6UC  CAW   C24  single    1.524  0.020  1.524
 6UC  OAQ   CAB  single    1.421  0.020  1.421
 6UC  OAS   CAL  single    1.433  0.020  1.433
 6UC  C24   O25  single    1.398  0.020  1.398
 6UC  CAL   CAA  single    1.510  0.020  1.510
 6UC  O25   C26  single    1.417  0.020  1.417
 6UC  C26   C27  single    1.512  0.020  1.512
 6UC  C27   N28  single    1.455  0.020  1.455
 6UC  C22   N28  single    1.450  0.020  1.450
 6UC  C21   N28  single    1.451  0.020  1.451
 6UC  CAA   H1   single    0.970  0.020  1.090
 6UC  CAA   H2   single    0.970  0.020  1.090
 6UC  CAA   H3   single    0.970  0.020  1.090
 6UC  CAL   H4   single    0.970  0.020  1.090
 6UC  CAL   H5   single    0.970  0.020  1.090
 6UC  NAP   H6   single    0.860  0.020  1.020
 6UC  CBB   H9   single    0.970  0.020  1.090
 6UC  CAK   H10  single    0.930  0.020  1.080
 6UC  CAI   H11  single    0.930  0.020  1.080
 6UC  CAH   H12  single    0.930  0.020  1.080
 6UC  CAJ   H13  single    0.930  0.020  1.080
 6UC  CAB   H14  single    0.970  0.020  1.090
 6UC  CAB   H15  single    0.970  0.020  1.090
 6UC  CAB   H16  single    0.970  0.020  1.090
 6UC  CAC   H17  single    0.970  0.020  1.090
 6UC  CAC   H18  single    0.970  0.020  1.090
 6UC  CAC   H19  single    0.970  0.020  1.090
 6UC  C24   H20  single    0.970  0.020  1.090
 6UC  C24   H21  single    0.970  0.020  1.090
 6UC  C26   H22  single    0.970  0.020  1.090
 6UC  C26   H23  single    0.970  0.020  1.090
 6UC  C27   H24  single    0.970  0.020  1.090
 6UC  C27   H25  single    0.970  0.020  1.090
 6UC  C21   H27  single    0.970  0.020  1.090
 6UC  C21   H28  single    0.970  0.020  1.090
 6UC  C21   H29  single    0.970  0.020  1.090
 6UC  C22   H30  single    0.970  0.020  1.090
 6UC  C22   H31  single    0.970  0.020  1.090
 6UC  C22   H32  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
 6UC  H3    CAA  H2   107.80  3.000
 6UC  H3    CAA  H1   107.85  3.000
 6UC  H2    CAA  H1   108.61  3.000
 6UC  H3    CAA  CAL  109.10  3.000
 6UC  H2    CAA  CAL  111.64  3.000
 6UC  H1    CAA  CAL  111.68  3.000
 6UC  H5    CAL  H4   107.82  3.000
 6UC  H5    CAL  OAS  109.89  3.000
 6UC  H4    CAL  OAS  109.74  3.000
 6UC  H5    CAL  CAA  110.82  3.000
 6UC  H4    CAL  CAA  110.82  3.000
 6UC  OAS   CAL  CAA  107.76  3.000
 6UC  CAV   OAS  CAL  118.19  3.000
 6UC  CAY   CAV  OAF  122.86  3.000
 6UC  CAY   CAV  OAS  114.91  3.000
 6UC  OAF   CAV  OAS  122.23  3.000
 6UC  CBB   CAY  CAW  121.44  3.000
 6UC  CAW   CAY  CAV  124.77  3.000
 6UC  CBB   CAY  CAV  113.73  3.000
 6UC  C24   CAW  NAP  113.47  3.000
 6UC  C24   CAW  CAY  126.58  3.000
 6UC  NAP   CAW  CAY  119.91  3.000
 6UC  H6    NAP  CAT  117.60  3.000
 6UC  H6    NAP  CAW  117.58  3.000
 6UC  CAT   NAP  CAW  124.07  3.000
 6UC  CAC   CAT  CAX  126.60  3.000
 6UC  CAC   CAT  NAP  113.47  3.000
 6UC  CAX   CAT  NAP  119.92  3.000
 6UC  CAU   CAX  CBB  118.44  3.000
 6UC  CAU   CAX  CAT  120.21  3.000
 6UC  CBB   CAX  CAT  121.29  3.000
 6UC  H9    CBB  CBA  108.79  3.000
 6UC  H9    CBB  CAX  109.20  3.000
 6UC  CBA   CBB  CAX  110.24  3.000
 6UC  H9    CBB  CAY  107.99  3.000
 6UC  CAX   CBB  CAY  111.41  3.000
 6UC  CBA   CBB  CAY  109.14  3.000
 6UC  CAZ   CBA  CAK  116.69  3.000
 6UC  CAK   CBA  CBB  117.18  3.000
 6UC  CAZ   CBA  CBB  126.12  3.000
 6UC  H10   CAK  CAI  118.83  3.000
 6UC  H10   CAK  CBA  118.68  3.000
 6UC  CAI   CAK  CBA  122.50  3.000
 6UC  H11   CAI  CAH  120.46  3.000
 6UC  H11   CAI  CAK  120.03  3.000
 6UC  CAH   CAI  CAK  119.50  3.000
 6UC  H12   CAH  CAJ  119.67  3.000
 6UC  H12   CAH  CAI  120.76  3.000
 6UC  CAJ   CAH  CAI  119.57  3.000
 6UC  H13   CAJ  CAZ  120.38  3.000
 6UC  H13   CAJ  CAH  119.56  3.000
 6UC  CAZ   CAJ  CAH  120.06  3.000
 6UC  BRAG  CAZ  CAJ  115.94  3.000
 6UC  BRAG  CAZ  CBA  122.38  3.000
 6UC  CAJ   CAZ  CBA  121.68  3.000
 6UC  OAQ   CAU  OAE  121.81  3.000
 6UC  OAQ   CAU  CAX  111.40  3.000
 6UC  OAE   CAU  CAX  126.79  3.000
 6UC  CAB   OAQ  CAU  117.80  3.000
 6UC  H16   CAB  H15  109.21  3.000
 6UC  H16   CAB  H14  109.18  3.000
 6UC  H15   CAB  H14  109.01  3.000
 6UC  H16   CAB  OAQ  105.87  3.000
 6UC  H15   CAB  OAQ  111.70  3.000
 6UC  H14   CAB  OAQ  111.79  3.000
 6UC  H19   CAC  H18  107.28  3.000
 6UC  H19   CAC  H17  108.21  3.000
 6UC  H18   CAC  H17  108.14  3.000
 6UC  H19   CAC  CAT  111.74  3.000
 6UC  H18   CAC  CAT  111.28  3.000
 6UC  H17   CAC  CAT  110.05  3.000
 6UC  H21   C24  H20  107.23  3.000
 6UC  H21   C24  O25  107.65  3.000
 6UC  H20   C24  O25  111.44  3.000
 6UC  H21   C24  CAW  108.45  3.000
 6UC  H20   C24  CAW  110.22  3.000
 6UC  O25   C24  CAW  111.66  3.000
 6UC  C26   O25  C24  115.25  3.000
 6UC  H23   C26  H22  106.80  3.000
 6UC  H23   C26  C27  109.61  3.000
 6UC  H22   C26  C27  111.00  3.000
 6UC  H23   C26  O25  110.21  3.000
 6UC  H22   C26  O25  111.03  3.000
 6UC  C27   C26  O25  108.19  3.000
 6UC  H25   C27  H24  106.44  3.000
 6UC  H25   C27  N28  108.92  3.000
 6UC  H24   C27  N28  111.96  3.000
 6UC  H25   C27  C26  108.29  3.000
 6UC  H24   C27  C26  108.73  3.000
 6UC  N28   C27  C26  112.26  3.000
 6UC  C22   N28  C21  110.39  3.000
 6UC  C21   N28  C27  111.57  3.000
 6UC  C22   N28  C27  111.44  3.000
 6UC  H29   C21  H28  107.47  3.000
 6UC  H29   C21  H27  107.84  3.000
 6UC  H28   C21  H27  107.71  3.000
 6UC  H29   C21  N28  111.17  3.000
 6UC  H28   C21  N28  109.92  3.000
 6UC  H27   C21  N28  112.53  3.000
 6UC  H32   C22  H31  107.55  3.000
 6UC  H32   C22  H30  108.10  3.000
 6UC  H31   C22  H30  107.81  3.000
 6UC  H32   C22  N28  113.03  3.000
 6UC  H31   C22  N28  109.98  3.000
 6UC  H30   C22  N28  110.20  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
 6UC  CONST_01  CAH   CAJ  CAZ  CBA     0.00   0.0  0
 6UC  CONST_02  CAH   CAI  CAK  CBA     0.00   0.0  0
 6UC  CONST_03  CAJ   CAH  CAI  CAK     0.00   0.0  0
 6UC  CONST_04  CAJ   CAZ  CBA  CAK     0.00   0.0  0
 6UC  CONST_05  CAZ   CAJ  CAH  CAI     0.00   0.0  0
 6UC  CONST_06  CAZ   CBA  CAK  CAI     0.00   0.0  0
 6UC  CONST_07  CAJ   CAZ  CBA  CBB   180.00   0.0  0
 6UC  CONST_08  CAI   CAK  CBA  CBB   180.00   0.0  0
 6UC  CONST_09  BRAG  CAZ  CBA  CBB     0.00   0.0  0
 6UC  CONST_10  BRAG  CAZ  CBA  CAK   180.00   0.0  0
 6UC  CONST_11  BRAG  CAZ  CAJ  CAH   180.00   0.0  0
 6UC  CONST_12  H10   CAK  CBA  CBB     0.00   0.0  0
 6UC  CONST_13  H13   CAJ  CAZ  CBA   180.00   0.0  0
 6UC  CONST_14  H11   CAI  CAK  CBA   180.00   0.0  0
 6UC  CONST_15  H12   CAH  CAI  CAK   180.00   0.0  0
 6UC  Var_01    CAT   NAP  CAW  CAY     5.92  30.0  1
 6UC  Var_02    CAX   CAT  NAP  CAW    -5.15  30.0  1
 6UC  Var_03    CBB   CAX  CAT  NAP    -6.22  30.0  1
 6UC  Var_04    CBB   CAY  CAW  NAP     4.73  30.0  1
 6UC  Var_05    O25   C24  CAW  CAY  -178.38  30.0  3
 6UC  Var_06    OAE   CAU  CAX  CAT    -3.30  30.0  2
 6UC  Var_07    H17   CAC  CAT  NAP     8.79  30.0  3
 6UC  Var_08    CAY   CAV  OAS  CAL   179.31  30.0  2
 6UC  Var_09    C27   C26  O25  C24  -156.58  30.0  3
 6UC  Var_10    N28   C27  C26  O25    67.38  30.0  3
 6UC  Var_11    C22   N28  C27  C26  -157.07  30.0  3
 6UC  Var_12    H1    CAA  CAL  OAS   -61.33  30.0  3
 6UC  Var_13    H4    CAL  OAS  CAV    59.83  30.0  3
 6UC  Var_14    H14   CAB  OAQ  CAU   -63.36  30.0  3
 6UC  Var_15    H30   C22  N28  C27    59.31  30.0  3
 6UC  Var_16    H27   C21  N28  C27    62.84  30.0  3

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
 6UC  chir_01  CBB  CBA  CAX  CAY  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
 6UC  plan-1  CBB   0.020
 6UC  plan-1  CBA   0.020
 6UC  plan-1  CAK   0.020
 6UC  plan-1  CAI   0.020
 6UC  plan-1  CAH   0.020
 6UC  plan-1  CAJ   0.020
 6UC  plan-1  CAZ   0.020
 6UC  plan-1  BRAG  0.020
 6UC  plan-1  H10   0.020
 6UC  plan-1  H11   0.020
 6UC  plan-1  H12   0.020
 6UC  plan-1  H13   0.020
 6UC  plan-2  CAW   0.020
 6UC  plan-2  NAP   0.020
 6UC  plan-2  CAT   0.020
 6UC  plan-2  H6    0.020
 6UC  plan-3  CAX   0.020
 6UC  plan-3  CAU   0.020
 6UC  plan-3  OAE   0.020
 6UC  plan-3  OAQ   0.020
 6UC  plan-4  OAS   0.020
 6UC  plan-4  CAV   0.020
 6UC  plan-4  OAF   0.020
 6UC  plan-4  CAY   0.020

