# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 21:14:04 2020
#   Inital geometry file: a 139 line input string
#   Ligand name: (2~{R})-2-[(4~{S})-6-(4-chlorophenyl)-8-methoxy-1-methyl-4~{H}-[1,2,4]triazolo[4,3-a][1,4]benzodiazepin-4-yl]-~{N}-ethyl-propanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCNC(=O)[C@H](C)[C@@H]1N=C(c2ccc(Cl)cc2)c3cc(OC)ccc3n4c(C)nnc14
#
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
 9HW  9HW  (2~{R})-2-[(4~{S})-6-(4-chlorophenyl)-8-methoxy-1-methyl-4~{H}-[1,2,4]triazolo[4,3-a][1,4]benzodiazepin-4-yl]-~{N}-ethyl-propanamide  ligand  55  31  .  2022-07-24  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_9HW
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
 9HW  CBC  C   CH3   0  -0.666  -0.3905  -3.7739  -1.7613
 9HW  CBB  C   CH2   0  -0.295   1.0956  -3.9900  -1.5234
 9HW  NAZ  N   NH1   0  -0.625   1.7435  -2.8122  -0.9858
 9HW  CAX  C   C     0   0.589   2.1048  -2.6598   0.2963
 9HW  OBA  O   O     0  -0.496   1.9821  -3.5282   1.1485
 9HW  CAW  C   CH1   0  -0.412   2.7109  -1.3062   0.6348
 9HW  CAY  C   CH3   0  -0.651   4.1512  -1.4736   1.1085
 9HW  CAJ  C   CH1   0  -0.227   1.8563  -0.6538   1.7441
 9HW  NAI  N   N     0  -0.339   0.4210  -0.7578   1.5482
 9HW  CAK  C   CR5   0   0.414   2.1935   0.7747   1.9941
 9HW  NAS  N   N     0  -0.319   2.6401   1.2944   3.0946
 9HW  NAT  N   N     0  -0.337   2.6874   2.6409   2.9267
 9HW  CAU  C   CR5   0   0.395   2.2640   2.9230   1.7283
 9HW  CAV  C   CH3   0  -0.760   2.1100   4.2865   1.1687
 9HW  NAL  N   NR5   0  -0.587   1.9393   1.7603   1.0868
 9HW  CAM  C   CR6   0   0.283   1.4862   1.5551  -0.2317
 9HW  CAO  C   CR16  0  -0.251   2.0797   2.2317  -1.2846
 9HW  CAP  C   CR16  0  -0.385   1.6844   2.0094  -2.5932
 9HW  CAQ  C   CR6   0   0.423   0.6883   1.0746  -2.8655
 9HW  OBD  O   O2    0  -0.464   0.2466   0.7679  -4.0913
 9HW  CBE  C   CH3   0  -0.442   0.8244   1.4261  -5.2050
 9HW  CAR  C   CR16  0  -0.398   0.0963   0.3901  -1.8057
 9HW  CAN  C   CR6   0  -0.005   0.4781   0.6193  -0.4909
 9HW  CAH  C   C     0   0.233  -0.1685  -0.1892   0.5769
 9HW  CAE  C   CR6   0   0.038  -1.6386  -0.3701   0.4875
 9HW  CAD  C   CR16  0  -0.286  -2.2242  -1.5420   0.9639
 9HW  CAC  C   CR16  0  -0.198  -3.5960  -1.7188   0.9211
 9HW  CAB  C   CR6   0  -0.047  -4.3927  -0.7028   0.4125
 9HW  CLA  CL  CL    0  -0.118  -6.1089  -0.9148   0.3584
 9HW  CAG  C   CR16  0  -0.192  -3.8371   0.4775  -0.0544
 9HW  CAF  C   CR16  0  -0.289  -2.4602   0.6335  -0.0212
 9HW  HBD  H   HCH3  0   0.225  -0.5636  -2.9741  -2.4829
 9HW  HBE  H   HCH3  0   0.237  -0.8494  -4.6809  -2.1551
 9HW  HBF  H   HCH3  0   0.230  -0.9023  -3.5109  -0.8355
 9HW  HBB  H   HCH2  0   0.247   1.2567  -4.8126  -0.8296
 9HW  HBC  H   HCH2  0   0.247   1.5907  -4.2579  -2.4578
 9HW  HBJ  H   HNH1  0   0.396   1.8674  -2.0314  -1.6102
 9HW  HAY  H   HCH1  0   0.269   2.7191  -0.6780  -0.2576
 9HW  HA0  H   HCH3  0   0.250   4.7674  -1.9046   0.3198
 9HW  HA1  H   HCH3  0   0.247   4.5864  -0.5103   1.3761
 9HW  HAZ  H   HCH3  0   0.237   4.2050  -2.1245   1.9809
 9HW  HAJ  H   HCH1  0   0.289   2.0856  -1.1836   2.6705
 9HW  HAW  H   HCH3  0   0.268   2.8898   4.5268   0.4463
 9HW  HAX  H   HCH3  0   0.269   1.1469   4.4052   0.6724
 9HW  HAV  H   HCH3  0   0.281   2.1736   5.0085   1.9791
 9HW  HAO  H   HCR6  0   0.290   2.8848   2.9294  -1.1022
 9HW  HAP  H   HCR6  0   0.299   2.1791   2.5607  -3.3802
 9HW  HBI  H   HCH3  0   0.266   0.3218   1.0360  -6.0858
 9HW  HBG  H   HCH3  0   0.235   0.6721   2.5069  -5.1607
 9HW  HBH  H   HCH3  0   0.235   1.8940   1.2199  -5.2879
 9HW  HAR  H   HCR6  0   0.283  -0.6764  -0.3377  -2.0198
 9HW  HAD  H   HCR6  0   0.269  -1.6008  -2.3295   1.3660
 9HW  HAC  H   HCR6  0   0.285  -4.0379  -2.6386   1.2786
 9HW  HAG  H   HCR6  0   0.286  -4.4641   1.2691  -0.4410
 9HW  HAF  H   HCR6  0   0.273  -2.0355   1.5597  -0.3850

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
 9HW  CAV  CAU  single    1.482  0.020  1.482
 9HW  NAT  CAU  aromatic  1.302  0.020  1.302
 9HW  NAT  NAS  aromatic  1.358  0.020  1.358
 9HW  CAU  NAL  aromatic  1.367  0.020  1.367
 9HW  CAO  CAP  aromatic  1.385  0.020  1.385
 9HW  CAO  CAM  aromatic  1.385  0.020  1.385
 9HW  CAY  CAW  single    1.525  0.020  1.525
 9HW  NAS  CAK  aromatic  1.296  0.020  1.296
 9HW  CAP  CAQ  aromatic  1.393  0.020  1.393
 9HW  NAL  CAK  aromatic  1.364  0.020  1.364
 9HW  NAL  CAM  aromatic  1.409  0.020  1.409
 9HW  CAK  CAJ  single    1.489  0.020  1.489
 9HW  CAM  CAN  aromatic  1.400  0.020  1.400
 9HW  CBE  OBD  single    1.417  0.020  1.417
 9HW  CAW  CAJ  single    1.545  0.020  1.545
 9HW  CAW  CAX  single    1.521  0.020  1.521
 9HW  CAQ  OBD  single    1.339  0.020  1.339
 9HW  CAQ  CAR  aromatic  1.394  0.020  1.394
 9HW  CAJ  NAI  single    1.452  0.020  1.452
 9HW  CAN  CAR  aromatic  1.388  0.020  1.388
 9HW  CAN  CAH  single    1.487  0.020  1.487
 9HW  CAX  OBA  double    1.223  0.020  1.223
 9HW  CAX  NAZ  single    1.341  0.020  1.341
 9HW  NAI  CAH  double    1.270  0.020  1.270
 9HW  CAH  CAE  single    1.484  0.020  1.484
 9HW  NAZ  CBB  single    1.448  0.020  1.448
 9HW  CBC  CBB  single    1.520  0.020  1.520
 9HW  CAE  CAF  aromatic  1.393  0.020  1.393
 9HW  CAE  CAD  aromatic  1.394  0.020  1.394
 9HW  CAF  CAG  aromatic  1.386  0.020  1.386
 9HW  CAD  CAC  aromatic  1.384  0.020  1.384
 9HW  CAG  CAB  aromatic  1.386  0.020  1.386
 9HW  CAC  CAB  aromatic  1.388  0.020  1.388
 9HW  CAB  CLA  single    1.730  0.020  1.730
 9HW  CBC  HBD  single    0.970  0.020  1.090
 9HW  CBC  HBE  single    0.970  0.020  1.090
 9HW  CBC  HBF  single    0.970  0.020  1.090
 9HW  CBB  HBB  single    0.970  0.020  1.090
 9HW  CBB  HBC  single    0.970  0.020  1.090
 9HW  NAZ  HBJ  single    0.860  0.020  1.020
 9HW  CAW  HAY  single    0.970  0.020  1.090
 9HW  CAY  HA0  single    0.970  0.020  1.090
 9HW  CAY  HA1  single    0.970  0.020  1.090
 9HW  CAY  HAZ  single    0.970  0.020  1.090
 9HW  CAJ  HAJ  single    0.970  0.020  1.090
 9HW  CAV  HAW  single    0.970  0.020  1.090
 9HW  CAV  HAX  single    0.970  0.020  1.090
 9HW  CAV  HAV  single    0.970  0.020  1.090
 9HW  CAO  HAO  single    0.930  0.020  1.080
 9HW  CAP  HAP  single    0.930  0.020  1.080
 9HW  CBE  HBI  single    0.970  0.020  1.090
 9HW  CBE  HBG  single    0.970  0.020  1.090
 9HW  CBE  HBH  single    0.970  0.020  1.090
 9HW  CAR  HAR  single    0.930  0.020  1.080
 9HW  CAD  HAD  single    0.930  0.020  1.080
 9HW  CAC  HAC  single    0.930  0.020  1.080
 9HW  CAG  HAG  single    0.930  0.020  1.080
 9HW  CAF  HAF  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
 9HW  HBF  CBC  HBE  108.06  3.000
 9HW  HBF  CBC  HBD  108.08  3.000
 9HW  HBE  CBC  HBD  107.72  3.000
 9HW  HBF  CBC  CBB  111.11  3.000
 9HW  HBE  CBC  CBB  110.47  3.000
 9HW  HBD  CBC  CBB  111.27  3.000
 9HW  HBC  CBB  HBB  107.06  3.000
 9HW  HBC  CBB  NAZ  108.34  3.000
 9HW  HBB  CBB  NAZ  108.18  3.000
 9HW  HBC  CBB  CBC  110.15  3.000
 9HW  HBB  CBB  CBC  110.61  3.000
 9HW  NAZ  CBB  CBC  112.33  3.000
 9HW  HBJ  NAZ  CAX  118.13  3.000
 9HW  HBJ  NAZ  CBB  117.10  3.000
 9HW  CAX  NAZ  CBB  124.62  3.000
 9HW  CAW  CAX  OBA  121.12  3.000
 9HW  OBA  CAX  NAZ  123.96  3.000
 9HW  CAW  CAX  NAZ  114.92  3.000
 9HW  HAY  CAW  CAJ  110.38  3.000
 9HW  HAY  CAW  CAY  108.06  3.000
 9HW  CAJ  CAW  CAY  110.22  3.000
 9HW  HAY  CAW  CAX  109.47  3.000
 9HW  CAJ  CAW  CAX  108.38  3.000
 9HW  CAY  CAW  CAX  110.34  3.000
 9HW  HAZ  CAY  HA1  108.15  3.000
 9HW  HAZ  CAY  HA0  108.37  3.000
 9HW  HA1  CAY  HA0  107.54  3.000
 9HW  HAZ  CAY  CAW  111.15  3.000
 9HW  HA1  CAY  CAW  110.87  3.000
 9HW  HA0  CAY  CAW  110.65  3.000
 9HW  HAJ  CAJ  CAK  106.00  3.000
 9HW  HAJ  CAJ  NAI  106.69  3.000
 9HW  CAK  CAJ  NAI  108.38  3.000
 9HW  HAJ  CAJ  CAW  106.75  3.000
 9HW  NAI  CAJ  CAW  114.81  3.000
 9HW  CAK  CAJ  CAW  113.61  3.000
 9HW  CAH  NAI  CAJ  121.97  3.000
 9HW  NAL  CAK  NAS  109.84  3.000
 9HW  NAL  CAK  CAJ  122.65  3.000
 9HW  NAS  CAK  CAJ  127.24  3.000
 9HW  NAT  NAS  CAK  107.73  3.000
 9HW  CAU  NAT  NAS  108.51  3.000
 9HW  NAL  CAU  CAV  125.50  3.000
 9HW  NAL  CAU  NAT  108.96  3.000
 9HW  CAV  CAU  NAT  125.51  3.000
 9HW  HAV  CAV  HAX  108.59  3.000
 9HW  HAV  CAV  HAW  107.81  3.000
 9HW  HAX  CAV  HAW  107.84  3.000
 9HW  HAV  CAV  CAU  108.87  3.000
 9HW  HAX  CAV  CAU  111.34  3.000
 9HW  HAW  CAV  CAU  112.26  3.000
 9HW  CAM  NAL  CAU  129.74  3.000
 9HW  CAM  NAL  CAK  125.26  3.000
 9HW  CAU  NAL  CAK  104.96  3.000
 9HW  CAN  CAM  CAO  119.63  3.000
 9HW  CAN  CAM  NAL  120.15  3.000
 9HW  CAO  CAM  NAL  120.15  3.000
 9HW  HAO  CAO  CAP  118.41  3.000
 9HW  HAO  CAO  CAM  120.41  3.000
 9HW  CAP  CAO  CAM  121.17  3.000
 9HW  HAP  CAP  CAQ  121.82  3.000
 9HW  HAP  CAP  CAO  118.39  3.000
 9HW  CAQ  CAP  CAO  119.77  3.000
 9HW  CAR  CAQ  OBD  116.34  3.000
 9HW  CAR  CAQ  CAP  118.99  3.000
 9HW  OBD  CAQ  CAP  124.66  3.000
 9HW  CBE  OBD  CAQ  118.61  3.000
 9HW  HBH  CBE  HBG  109.05  3.000
 9HW  HBH  CBE  HBI  108.88  3.000
 9HW  HBG  CBE  HBI  108.88  3.000
 9HW  HBH  CBE  OBD  111.80  3.000
 9HW  HBG  CBE  OBD  111.77  3.000
 9HW  HBI  CBE  OBD  106.37  3.000
 9HW  HAR  CAR  CAN  119.64  3.000
 9HW  HAR  CAR  CAQ  118.87  3.000
 9HW  CAN  CAR  CAQ  121.49  3.000
 9HW  CAH  CAN  CAR  118.08  3.000
 9HW  CAH  CAN  CAM  122.93  3.000
 9HW  CAR  CAN  CAM  118.94  3.000
 9HW  CAE  CAH  CAN  116.98  3.000
 9HW  CAE  CAH  NAI  116.82  3.000
 9HW  CAN  CAH  NAI  126.19  3.000
 9HW  CAF  CAE  CAD  118.86  3.000
 9HW  CAD  CAE  CAH  119.87  3.000
 9HW  CAF  CAE  CAH  121.23  3.000
 9HW  HAD  CAD  CAC  119.32  3.000
 9HW  HAD  CAD  CAE  119.80  3.000
 9HW  CAC  CAD  CAE  120.88  3.000
 9HW  HAC  CAC  CAB  120.62  3.000
 9HW  HAC  CAC  CAD  120.24  3.000
 9HW  CAB  CAC  CAD  119.14  3.000
 9HW  CAG  CAB  CLA  119.45  3.000
 9HW  CLA  CAB  CAC  119.42  3.000
 9HW  CAG  CAB  CAC  121.13  3.000
 9HW  HAG  CAG  CAF  120.15  3.000
 9HW  HAG  CAG  CAB  120.77  3.000
 9HW  CAF  CAG  CAB  119.09  3.000
 9HW  HAF  CAF  CAG  118.57  3.000
 9HW  HAF  CAF  CAE  120.53  3.000
 9HW  CAG  CAF  CAE  120.90  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
 9HW  CONST_01  CAU  NAT  NAS  CAK     0.00   0.0  0
 9HW  CONST_02  NAT  CAU  NAL  CAK     0.00   0.0  0
 9HW  CONST_05  NAL  CAU  NAT  NAS     0.00   0.0  0
 9HW  CONST_06  CAU  NAL  CAK  NAS     0.00   0.0  0
 9HW  CONST_07  CAM  NAL  CAK  NAS   180.00   0.0  0
 9HW  CONST_08  CAM  NAL  CAU  NAT   180.00   0.0  0
 9HW  CONST_09  NAL  CAK  NAS  NAT     0.00   0.0  0
 9HW  CONST_12  CAP  CAO  CAM  NAL   180.00   0.0  0
 9HW  CONST_13  CAR  CAN  CAM  NAL   180.00   0.0  0
 9HW  CONST_14  CAQ  CAP  CAO  CAM     0.00   0.0  0
 9HW  CONST_15  CAQ  CAR  CAN  CAM     0.00   0.0  0
 9HW  CONST_16  CAR  CAQ  CAP  CAO     0.00   0.0  0
 9HW  CONST_17  CAR  CAN  CAM  CAO     0.00   0.0  0
 9HW  CONST_18  CAN  CAM  CAO  CAP     0.00   0.0  0
 9HW  CONST_19  CAN  CAR  CAQ  CAP     0.00   0.0  0
 9HW  CONST_20  CAB  CAG  CAF  CAE     0.00   0.0  0
 9HW  CONST_21  CAB  CAC  CAD  CAE     0.00   0.0  0
 9HW  CONST_22  CAG  CAF  CAE  CAD     0.00   0.0  0
 9HW  CONST_23  CAG  CAB  CAC  CAD     0.00   0.0  0
 9HW  CONST_24  CAF  CAE  CAD  CAC     0.00   0.0  0
 9HW  CONST_25  CAF  CAG  CAB  CAC     0.00   0.0  0
 9HW  CONST_26  CAG  CAF  CAE  CAH   180.00   0.0  0
 9HW  CONST_27  CAC  CAD  CAE  CAH   180.00   0.0  0
 9HW  CONST_28  CAV  CAU  NAL  CAK   180.00   0.0  0
 9HW  CONST_29  CAV  CAU  NAT  NAS   180.00   0.0  0
 9HW  CONST_30  CAM  NAL  CAU  CAV     0.00   0.0  0
 9HW  CONST_31  OBD  CAQ  CAP  CAO   180.00   0.0  0
 9HW  CONST_32  CAN  CAR  CAQ  OBD   180.00   0.0  0
 9HW  CONST_33  CLA  CAB  CAC  CAD   180.00   0.0  0
 9HW  CONST_34  CAF  CAG  CAB  CLA   180.00   0.0  0
 9HW  CONST_35  HAO  CAO  CAM  NAL     0.00   0.0  0
 9HW  CONST_36  HAP  CAP  CAO  CAM   180.00   0.0  0
 9HW  CONST_37  HAR  CAR  CAN  CAM   180.00   0.0  0
 9HW  CONST_38  HAF  CAF  CAE  CAH     0.00   0.0  0
 9HW  CONST_39  HAD  CAD  CAE  CAH     0.00   0.0  0
 9HW  CONST_40  HAG  CAG  CAF  CAE   180.00   0.0  0
 9HW  CONST_41  HAC  CAC  CAD  CAE   180.00   0.0  0
 9HW  CONST_42  CAW  CAX  NAZ  CBB   180.00   0.0  0
 9HW  CONST_43  OBA  CAX  NAZ  CBB     0.00   0.0  0
 9HW  CONST_44  HBJ  NAZ  CAX  OBA   180.00   0.0  0
 9HW  Var_01    CAN  CAH  NAI  CAJ     1.24  30.0  1
 9HW  Var_02    CAM  CAN  CAH  NAI   -42.74  30.0  1
 9HW  Var_03    CAF  CAE  CAH  NAI   147.17  30.0  2
 9HW  Var_04    CAR  CAQ  OBD  CBE  -179.41  30.0  2
 9HW  Var_05    HAW  CAV  CAU  NAT   105.80  30.0  2
 9HW  Var_06    HBI  CBE  OBD  CAQ  -179.70  30.0  3
 9HW  Var_07    CAX  NAZ  CBB  CBC   103.76  30.0  1
 9HW  Var_08    HBD  CBC  CBB  NAZ    61.02  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
 9HW  chir_01  CAW  CAY  CAJ  CAX  positiv
 9HW  chir_02  CAJ  NAI  CAW  CAK  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
 9HW  plan-1  CAH  0.020
 9HW  plan-1  CAE  0.020
 9HW  plan-1  CAD  0.020
 9HW  plan-1  CAC  0.020
 9HW  plan-1  CAB  0.020
 9HW  plan-1  CLA  0.020
 9HW  plan-1  CAG  0.020
 9HW  plan-1  CAF  0.020
 9HW  plan-1  HAD  0.020
 9HW  plan-1  HAC  0.020
 9HW  plan-1  HAG  0.020
 9HW  plan-1  HAF  0.020
 9HW  plan-2  CAJ  0.020
 9HW  plan-2  CAK  0.020
 9HW  plan-2  NAS  0.020
 9HW  plan-2  NAT  0.020
 9HW  plan-2  CAU  0.020
 9HW  plan-2  CAV  0.020
 9HW  plan-2  NAL  0.020
 9HW  plan-2  CAM  0.020
 9HW  plan-3  NAL  0.020
 9HW  plan-3  CAM  0.020
 9HW  plan-3  CAO  0.020
 9HW  plan-3  CAP  0.020
 9HW  plan-3  CAQ  0.020
 9HW  plan-3  OBD  0.020
 9HW  plan-3  CAR  0.020
 9HW  plan-3  CAN  0.020
 9HW  plan-3  CAH  0.020
 9HW  plan-3  HAO  0.020
 9HW  plan-3  HAP  0.020
 9HW  plan-3  HAR  0.020
 9HW  plan-4  CBB  0.020
 9HW  plan-4  NAZ  0.020
 9HW  plan-4  CAX  0.020
 9HW  plan-4  OBA  0.020
 9HW  plan-4  CAW  0.020
 9HW  plan-4  HBJ  0.020

