# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 12 00:07:14 2022
#   Inital geometry file: a 118 line input string
#   Ligand name: (1S)-1-[(2-chloro-3,4-dimethoxyphenyl)methyl]-6-methyl-2,3,4,9-tetrahydro-1H-beta-carboline
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(C[C@@H]2NCCc3c2[nH]c4ccc(C)cc34)c(Cl)c1OC
#
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
 H8M  H8M  (1S)-1-[(2-chloro-3,4-dimethoxyphenyl)methyl]-6-methyl-2,3,4,9-tetrahydro-1H-beta-carboline  ligand  49  26  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_H8M
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
 H8M  CAA   C   CH3   0  -0.439   6.5196   1.7847   1.0840
 H8M  CAB   C   CH3   0  -0.411   5.4825  -1.4323  -1.9080
 H8M  CAE   C   CR16  0  -0.319   2.4198   1.7630   0.1772
 H8M  CAF   C   CR16  0  -0.366   3.7689   1.8159   0.4936
 H8M  CAG   C   CR16  0  -0.322  -6.2497   1.1340  -0.9836
 H8M  CAH   C   CR16  0  -0.299  -4.9908   1.6847  -1.1276
 H8M  CAI   C   CR16  0  -0.435  -5.4058  -0.6759   0.3682
 H8M  CAJ   C   C     0  -0.310  -1.0395  -1.3080   2.2038
 H8M  CAK   C   C     0  -0.505  -2.4128  -1.6473   1.6321
 H8M  CAL   C   CH2   0  -0.513   0.3551   0.6593  -0.6990
 H8M  CAQ   C   CR6   0   0.090  -6.4756  -0.0429  -0.2407
 H8M  CAR   C   CR6   0   0.160   1.8313   0.6536  -0.4172
 H8M  CAS   C   CR6   0  -0.230   2.6746  -0.4232  -0.6962
 H8M  CAT   C   CR6   0   0.313   4.5896   0.7314   0.2085
 H8M  CAU   C   CR56  0  -0.038  -2.8300  -0.5296   0.7361
 H8M  CAV   C   CR6   0   0.351   4.0316  -0.4055  -0.3928
 H8M  CAW   C   CR56  0   0.333  -1.9407   0.3995   0.2788
 H8M  CAX   C   CR56  0   0.306  -3.9265   1.0348  -0.5079
 H8M  CAY   C   CR56  0   0.066  -4.1159  -0.1459   0.2425
 H8M  CAZ   C   CR16  0  -0.115  -0.4755   0.3993   0.5665
 H8M  NAM   N   NR16  0  -0.601  -0.1454  -0.8985   1.1307
 H8M  NAN   N   NR15  0  -0.759  -2.5938   1.3419  -0.4688
 H8M  OAO   O   O2    0  -0.460   5.9048   0.6692   0.4679
 H8M  OAP   O   O2    0  -0.473   4.8110  -1.4806  -0.6527
 H8M  H1    H   HCH3  0   0.231   6.4521   2.6821   0.4637
 H8M  H2    H   HCH3  0   0.231   6.0869   1.9988   2.0645
 H8M  H3    H   HCH3  0   0.263   7.5673   1.5255   1.2121
 H8M  H4    H   HCH3  0   0.222   4.7757  -1.3569  -2.7375
 H8M  H5    H   HCH3  0   0.228   6.1812  -0.5951  -1.9605
 H8M  H6    H   HCH3  0   0.242   6.0391  -2.3619  -2.0059
 H8M  H7    H   HCH3  0   0.238  -8.5573   0.1536   0.2874
 H8M  H8    H   HCH3  0   0.238  -8.2696  -0.8857  -1.0956
 H8M  H9    H   HCH3  0   0.239  -7.9033  -1.4645   0.5254
 H8M  H10   H   HCR6  0   0.261   1.8004   2.6222   0.4049
 H8M  H11   H   HCR6  0   0.287   4.1624   2.7111   0.9542
 H8M  H12   H   HCR6  0   0.239  -7.0928   1.6239  -1.4569
 H8M  H13   H   HCR6  0   0.253  -4.8427   2.5905  -1.7023
 H8M  H14   H   HCR6  0   0.232  -5.5681  -1.5805   0.9441
 H8M  H15   H   H     0   0.197  -1.1581  -0.5293   2.9739
 H8M  H16   H   H     0   0.238  -0.6062  -2.1805   2.6941
 H8M  H17   H   H     0   0.230  -2.3707  -2.5986   1.0915
 H8M  H18   H   H     0   0.231  -3.1289  -1.7830   2.4469
 H8M  H19   H   HCH2  0   0.256   0.0901   1.6413  -1.0983
 H8M  H20   H   HCH2  0   0.255   0.0903  -0.0777  -1.4568
 H8M  H21   H   HCR6  0   0.231  -0.2691   1.2215   1.2763
 H8M  H22   H   HNR6  0   0.359   0.8047  -0.8724   1.4773
 H8M  H24   H   HNR5  0   0.404  -2.1707   2.1433  -0.9057
 H8M  CLAD  CL  CL    0  -0.105   2.0611  -1.8635  -1.4353
 H8M  CAC   C   CH3   0  -0.724  -7.8712  -0.5895  -0.1232

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
 H8M  CAK  CAJ   single    1.526  0.020  1.526
 H8M  CAK  CAU   single    1.492  0.020  1.492
 H8M  CAJ  NAM   single    1.456  0.020  1.456
 H8M  CAI  CAY   aromatic  1.400  0.020  1.400
 H8M  CAI  CAQ   aromatic  1.384  0.020  1.384
 H8M  NAM  CAZ   single    1.453  0.020  1.453
 H8M  CAC  CAQ   single    1.503  0.020  1.503
 H8M  CAU  CAY   aromatic  1.430  0.020  1.430
 H8M  CAU  CAW   aromatic  1.365  0.020  1.365
 H8M  CAY  CAX   aromatic  1.412  0.020  1.412
 H8M  CAQ  CAG   aromatic  1.410  0.020  1.410
 H8M  CAW  CAZ   single    1.493  0.020  1.493
 H8M  CAW  NAN   aromatic  1.369  0.020  1.369
 H8M  CAZ  CAL   single    1.536  0.020  1.536
 H8M  CAE  CAF   aromatic  1.387  0.020  1.387
 H8M  CAE  CAR   aromatic  1.389  0.020  1.389
 H8M  CAF  CAT   aromatic  1.390  0.020  1.390
 H8M  CAX  NAN   aromatic  1.368  0.020  1.368
 H8M  CAX  CAH   aromatic  1.392  0.020  1.392
 H8M  CAG  CAH   aromatic  1.382  0.020  1.382
 H8M  CAL  CAR   single    1.503  0.020  1.503
 H8M  CAR  CAS   aromatic  1.396  0.020  1.396
 H8M  CAT  OAO   single    1.342  0.020  1.342
 H8M  CAT  CAV   aromatic  1.402  0.020  1.402
 H8M  OAO  CAA   single    1.415  0.020  1.415
 H8M  CAS  CAV   aromatic  1.391  0.020  1.391
 H8M  CAS  CLAD  single    1.731  0.020  1.731
 H8M  CAV  OAP   single    1.353  0.020  1.353
 H8M  OAP  CAB   single    1.424  0.020  1.424
 H8M  CAA  H1    single    0.970  0.020  1.090
 H8M  CAA  H2    single    0.970  0.020  1.090
 H8M  CAA  H3    single    0.970  0.020  1.090
 H8M  CAB  H4    single    0.970  0.020  1.090
 H8M  CAB  H5    single    0.970  0.020  1.090
 H8M  CAB  H6    single    0.970  0.020  1.090
 H8M  CAC  H7    single    0.970  0.020  1.090
 H8M  CAC  H8    single    0.970  0.020  1.090
 H8M  CAC  H9    single    0.970  0.020  1.090
 H8M  CAE  H10   single    0.930  0.020  1.080
 H8M  CAF  H11   single    0.930  0.020  1.080
 H8M  CAG  H12   single    0.930  0.020  1.080
 H8M  CAH  H13   single    0.930  0.020  1.080
 H8M  CAI  H14   single    0.930  0.020  1.080
 H8M  CAJ  H15   single    0.970  0.020  1.090
 H8M  CAJ  H16   single    0.970  0.020  1.090
 H8M  CAK  H17   single    0.970  0.020  1.090
 H8M  CAK  H18   single    0.970  0.020  1.090
 H8M  CAL  H19   single    0.970  0.020  1.090
 H8M  CAL  H20   single    0.970  0.020  1.090
 H8M  CAZ  H21   single    0.970  0.020  1.090
 H8M  NAM  H22   single    0.890  0.020  1.040
 H8M  NAN  H24   single    0.860  0.020  1.020

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
 H8M  H3    CAA  H2   108.83  3.000
 H8M  H3    CAA  H1   108.80  3.000
 H8M  H2    CAA  H1   108.89  3.000
 H8M  H3    CAA  OAO  106.39  3.000
 H8M  H2    CAA  OAO  111.91  3.000
 H8M  H1    CAA  OAO  111.92  3.000
 H8M  H6    CAB  H5   108.87  3.000
 H8M  H6    CAB  H4   108.77  3.000
 H8M  H5    CAB  H4   108.94  3.000
 H8M  H6    CAB  OAP  106.95  3.000
 H8M  H5    CAB  OAP  111.72  3.000
 H8M  H4    CAB  OAP  111.50  3.000
 H8M  H10   CAE  CAR  118.76  3.000
 H8M  H10   CAE  CAF  118.55  3.000
 H8M  CAR   CAE  CAF  122.69  3.000
 H8M  H11   CAF  CAT  121.25  3.000
 H8M  H11   CAF  CAE  118.88  3.000
 H8M  CAT   CAF  CAE  119.87  3.000
 H8M  H12   CAG  CAQ  118.86  3.000
 H8M  H12   CAG  CAH  118.89  3.000
 H8M  CAQ   CAG  CAH  122.25  3.000
 H8M  H13   CAH  CAX  121.47  3.000
 H8M  H13   CAH  CAG  120.88  3.000
 H8M  CAX   CAH  CAG  117.64  3.000
 H8M  H14   CAI  CAY  120.09  3.000
 H8M  H14   CAI  CAQ  119.96  3.000
 H8M  CAY   CAI  CAQ  119.96  3.000
 H8M  H16   CAJ  H15  107.10  3.000
 H8M  H16   CAJ  NAM  108.21  3.000
 H8M  H15   CAJ  NAM  112.50  3.000
 H8M  H16   CAJ  CAK  110.38  3.000
 H8M  H15   CAJ  CAK  108.80  3.000
 H8M  NAM   CAJ  CAK  109.83  3.000
 H8M  H18   CAK  H17  106.57  3.000
 H8M  H18   CAK  CAU  110.95  3.000
 H8M  H17   CAK  CAU  111.42  3.000
 H8M  H18   CAK  CAJ  109.75  3.000
 H8M  H17   CAK  CAJ  110.09  3.000
 H8M  CAU   CAK  CAJ  108.07  3.000
 H8M  H20   CAL  H19  107.14  3.000
 H8M  H20   CAL  CAZ  109.10  3.000
 H8M  H19   CAL  CAZ  108.79  3.000
 H8M  H20   CAL  CAR  111.50  3.000
 H8M  H19   CAL  CAR  108.07  3.000
 H8M  CAZ   CAL  CAR  112.09  3.000
 H8M  CAI   CAQ  CAG  119.32  3.000
 H8M  CAG   CAQ  CAC  119.57  3.000
 H8M  CAI   CAQ  CAC  121.12  3.000
 H8M  CAS   CAR  CAL  123.98  3.000
 H8M  CAS   CAR  CAE  116.46  3.000
 H8M  CAL   CAR  CAE  119.55  3.000
 H8M  CLAD  CAS  CAV  116.72  3.000
 H8M  CLAD  CAS  CAR  120.86  3.000
 H8M  CAV   CAS  CAR  122.42  3.000
 H8M  OAO   CAT  CAV  115.81  3.000
 H8M  CAV   CAT  CAF  119.07  3.000
 H8M  OAO   CAT  CAF  125.13  3.000
 H8M  CAY   CAU  CAW  106.71  3.000
 H8M  CAW   CAU  CAK  121.93  3.000
 H8M  CAY   CAU  CAK  131.29  3.000
 H8M  OAP   CAV  CAT  119.83  3.000
 H8M  OAP   CAV  CAS  120.67  3.000
 H8M  CAT   CAV  CAS  119.49  3.000
 H8M  NAN   CAW  CAZ  125.00  3.000
 H8M  NAN   CAW  CAU  109.92  3.000
 H8M  CAZ   CAW  CAU  125.08  3.000
 H8M  NAN   CAX  CAY  107.65  3.000
 H8M  NAN   CAX  CAH  130.72  3.000
 H8M  CAY   CAX  CAH  121.63  3.000
 H8M  CAX   CAY  CAU  106.70  3.000
 H8M  CAX   CAY  CAI  119.20  3.000
 H8M  CAU   CAY  CAI  134.09  3.000
 H8M  H21   CAZ  NAM  111.87  3.000
 H8M  H21   CAZ  CAW  107.87  3.000
 H8M  NAM   CAZ  CAW  107.32  3.000
 H8M  H21   CAZ  CAL  107.59  3.000
 H8M  CAW   CAZ  CAL  111.83  3.000
 H8M  NAM   CAZ  CAL  110.38  3.000
 H8M  H22   NAM  CAZ  108.86  3.000
 H8M  H22   NAM  CAJ  109.36  3.000
 H8M  CAZ   NAM  CAJ  113.45  3.000
 H8M  H24   NAN  CAX  125.18  3.000
 H8M  H24   NAN  CAW  125.79  3.000
 H8M  CAX   NAN  CAW  109.02  3.000
 H8M  CAT   OAO  CAA  118.26  3.000
 H8M  CAV   OAP  CAB  114.45  3.000
 H8M  H9    CAC  H8   107.55  3.000
 H8M  H9    CAC  H7   107.71  3.000
 H8M  H8    CAC  H7   106.88  3.000
 H8M  H9    CAC  CAQ  111.46  3.000
 H8M  H8    CAC  CAQ  111.58  3.000
 H8M  H7    CAC  CAQ  111.43  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
 H8M  CONST_01  CAV   CAT  CAF  CAE     0.00   0.0  0
 H8M  CONST_02  CAV   CAS  CAR  CAE     0.00   0.0  0
 H8M  CONST_03  CAS   CAR  CAE  CAF     0.00   0.0  0
 H8M  CONST_04  CAS   CAV  CAT  CAF     0.00   0.0  0
 H8M  CONST_05  CAY   CAI  CAQ  CAG     0.00   0.0  0
 H8M  CONST_06  CAY   CAX  CAH  CAG     0.00   0.0  0
 H8M  CONST_07  NAN   CAX  CAH  CAG   180.00   0.0  0
 H8M  CONST_08  CAI   CAY  CAX  CAH     0.00   0.0  0
 H8M  CONST_09  CAU   CAY  CAX  CAH   180.00   0.0  0
 H8M  CONST_10  CAW   NAN  CAX  CAH   180.00   0.0  0
 H8M  CONST_11  CAI   CAQ  CAG  CAH     0.00   0.0  0
 H8M  CONST_12  CAW   CAU  CAY  CAI   180.00   0.0  0
 H8M  CONST_13  NAN   CAX  CAY  CAI   180.00   0.0  0
 H8M  CONST_14  CAU   CAY  CAI  CAQ   180.00   0.0  0
 H8M  CONST_15  CAX   CAY  CAI  CAQ     0.00   0.0  0
 H8M  CONST_16  CAX   CAH  CAG  CAQ     0.00   0.0  0
 H8M  CONST_17  CAT   CAF  CAE  CAR     0.00   0.0  0
 H8M  CONST_18  CAT   CAV  CAS  CAR     0.00   0.0  0
 H8M  CONST_19  NAN   CAX  CAY  CAU     0.00   0.0  0
 H8M  CONST_20  CAX   NAN  CAW  CAU     0.00   0.0  0
 H8M  CONST_21  CAX   CAY  CAU  CAW     0.00   0.0  0
 H8M  CONST_22  CAY   CAX  NAN  CAW     0.00   0.0  0
 H8M  CONST_23  NAN   CAW  CAU  CAY     0.00   0.0  0
 H8M  CONST_24  CAY   CAI  CAQ  CAC   180.00   0.0  0
 H8M  CONST_25  CAH   CAG  CAQ  CAC   180.00   0.0  0
 H8M  CONST_26  OAO   CAT  CAF  CAE   180.00   0.0  0
 H8M  CONST_27  CLAD  CAS  CAR  CAE   180.00   0.0  0
 H8M  CONST_28  CAL   CAR  CAE  CAF   180.00   0.0  0
 H8M  CONST_29  OAP   CAV  CAT  CAF   180.00   0.0  0
 H8M  CONST_30  CAV   CAS  CAR  CAL   180.00   0.0  0
 H8M  CONST_31  OAP   CAV  CAS  CAR   180.00   0.0  0
 H8M  CONST_32  OAO   CAT  CAV  CAS   180.00   0.0  0
 H8M  CONST_33  CLAD  CAS  CAV  CAT   180.00   0.0  0
 H8M  CONST_34  H14   CAI  CAQ  CAG   180.00   0.0  0
 H8M  CONST_35  H24   NAN  CAX  CAH     0.00   0.0  0
 H8M  CONST_36  H12   CAG  CAQ  CAI   180.00   0.0  0
 H8M  CONST_37  H13   CAH  CAG  CAQ   180.00   0.0  0
 H8M  CONST_38  H11   CAF  CAE  CAR   180.00   0.0  0
 H8M  CONST_39  H10   CAE  CAR  CAS   180.00   0.0  0
 H8M  Var_01    CAY   CAU  CAK  CAJ  -160.77  30.0  1
 H8M  Var_02    CAZ   NAM  CAJ  CAK    70.63  30.0  1
 H8M  Var_03    NAM   CAJ  CAK  CAU   -48.99  30.0  1
 H8M  Var_04    CAZ   CAL  CAR  CAE   -77.55  30.0  2
 H8M  Var_05    CAF   CAT  OAO  CAA     0.23  30.0  2
 H8M  Var_06    CAT   CAV  OAP  CAB   -86.88  30.0  2
 H8M  Var_07    H7    CAC  CAQ  CAG   -56.27  30.0  2
 H8M  Var_08    H1    CAA  OAO  CAT   -61.88  30.0  3
 H8M  Var_09    H4    CAB  OAP  CAV   -59.22  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
 H8M  chir_01  CAZ  NAM  CAW  CAL  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
 H8M  plan-1  CAE   0.020
 H8M  plan-1  CAF   0.020
 H8M  plan-1  CAL   0.020
 H8M  plan-1  CAR   0.020
 H8M  plan-1  CAS   0.020
 H8M  plan-1  CAT   0.020
 H8M  plan-1  CAV   0.020
 H8M  plan-1  OAO   0.020
 H8M  plan-1  OAP   0.020
 H8M  plan-1  H10   0.020
 H8M  plan-1  H11   0.020
 H8M  plan-1  CLAD  0.020
 H8M  plan-2  CAG   0.020
 H8M  plan-2  CAH   0.020
 H8M  plan-2  CAI   0.020
 H8M  plan-2  CAK   0.020
 H8M  plan-2  CAQ   0.020
 H8M  plan-2  CAU   0.020
 H8M  plan-2  CAW   0.020
 H8M  plan-2  CAX   0.020
 H8M  plan-2  CAY   0.020
 H8M  plan-2  CAZ   0.020
 H8M  plan-2  NAN   0.020
 H8M  plan-2  H12   0.020
 H8M  plan-2  H13   0.020
 H8M  plan-2  H14   0.020
 H8M  plan-2  H24   0.020
 H8M  plan-2  CAC   0.020

