# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  9 15:49:18 2020
#   Inital geometry file: a 97 line input string
#   Ligand name: 1-[6,7-dichloro-9-(1H-pyrazol-4-yl)-1,3,4,5-tetrahydro-2H-pyrido[4,3-b]indol-2-yl]-2-hydroxyethan-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OCC(=O)N1CCc2[nH]c3c(Cl)c(Cl)cc(c4c[nH]nc4)c3c2C1
#
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
 JUM  JUM  1-[6,7-dichloro-9-(1H-pyrazol-4-yl)-1,3,4,5-tetrahydro-2H-pyrido[4,3-b]indol-2-yl]-2-hydroxyethan-1-one  ligand  38  24  .  2022-07-25  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_JUM
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
 JUM  C10  C   CH2   0  -0.352   2.0790   0.2601  -0.6191
 JUM  C13  C   CR16  0  -0.326  -2.4998   1.3029   0.2470
 JUM  C20  C   CR5   0  -0.194  -0.4170   2.5094  -0.2480
 JUM  C21  C   CR15  0  -0.013   0.3647   2.9099  -1.3130
 JUM  C24  C   CR15  0  -0.096  -0.3972   3.6222   0.6190
 JUM  C02  C   CH2   0  -0.281   5.2172  -1.5561   0.5466
 JUM  C06  C   CH2   0  -0.353   3.0260  -1.9003  -1.2553
 JUM  C07  C   CH2   0  -0.506   1.8852  -2.7457  -0.6944
 JUM  C08  C   CR5   0   0.334   0.7282  -1.8421  -0.4688
 JUM  C09  C   CR5   0  -0.122   0.7836  -0.4774  -0.4586
 JUM  C11  C   CR56  0   0.092  -0.5483  -0.0080  -0.2158
 JUM  C12  C   CR6   0   0.029  -1.1509   1.2548  -0.0733
 JUM  C14  C   CR6   0  -0.040  -3.2638   0.1430   0.4032
 JUM  C16  C   CR6   0  -0.113  -2.7008  -1.1073   0.2375
 JUM  C18  C   CR56  0   0.464  -1.3458  -1.1677  -0.0669
 JUM  N05  N   NT    0  -0.467   3.1826  -0.6781  -0.4876
 JUM  N19  N   NR15  0  -0.745  -0.5519  -2.2569  -0.2350
 JUM  N22  N   NR15  0  -0.422   0.7824   4.1518  -1.0313
 JUM  N23  N   N     0  -0.265   0.3374   4.6041   0.1341
 JUM  O01  O   OH1   0  -0.657   6.1212  -1.1669   1.5373
 JUM  O04  O   O     0  -0.490   4.2345   0.5482   1.0939
 JUM  CL1  CL  CL    0  -0.109  -4.9395   0.2905   0.7887
 JUM  CL2  CL  CL    0  -0.093  -3.6030  -2.5616   0.4065
 JUM  H1   H   HCH2  0   0.253   2.1415   0.7524  -1.5955
 JUM  H2   H   HCH2  0   0.271   2.1853   1.0362   0.1346
 JUM  H3   H   HCR6  0   0.270  -2.9872   2.2626   0.3581
 JUM  H4   H   HCR5  0   0.293   0.6214   2.4196  -2.2376
 JUM  H5   H   HCR5  0   0.258  -0.8822   3.7179   1.5791
 JUM  H6   H   HCH2  0   0.235   4.7228  -2.5069   0.7894
 JUM  H7   H   HCH2  0   0.239   5.7078  -1.6976  -0.4263
 JUM  H8   H   HCH2  0   0.282   3.9501  -2.4702  -1.2812
 JUM  H9   H   HCH2  0   0.272   2.8035  -1.6250  -2.2894
 JUM  H10  H   HCH2  0   0.271   1.6351  -3.5447  -1.3959
 JUM  H11  H   HCH2  0   0.267   2.1888  -3.2270   0.2404
 JUM  H12  H   HNR5  0   0.412  -0.8505  -3.2168  -0.1714
 JUM  H13  H   HNR5  0   0.424   1.3715   4.7342  -1.6048
 JUM  H14  H   HOH1  0   0.460   6.7617  -1.8769   1.6374
 JUM  C03  C   C     0   0.519   4.1645  -0.4629   0.4160

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
 JUM  O01  C02  single    1.397  0.020  1.397
 JUM  CL2  C16  single    1.720  0.020  1.720
 JUM  CL1  C14  single    1.726  0.020  1.726
 JUM  C16  C14  aromatic  1.381  0.020  1.381
 JUM  C16  C18  aromatic  1.390  0.020  1.390
 JUM  N19  C18  aromatic  1.358  0.020  1.358
 JUM  N19  C08  aromatic  1.366  0.020  1.366
 JUM  C14  C13  aromatic  1.398  0.020  1.398
 JUM  C02  C03  single    1.523  0.020  1.523
 JUM  C18  C11  aromatic  1.415  0.020  1.415
 JUM  O04  C03  double    1.219  0.020  1.219
 JUM  C08  C07  single    1.485  0.020  1.485
 JUM  C08  C09  aromatic  1.366  0.020  1.366
 JUM  C07  C06  single    1.527  0.020  1.527
 JUM  C03  N05  single    1.352  0.020  1.352
 JUM  C13  C12  aromatic  1.387  0.020  1.387
 JUM  C11  C09  aromatic  1.433  0.020  1.433
 JUM  C11  C12  aromatic  1.406  0.020  1.406
 JUM  C09  C10  single    1.499  0.020  1.499
 JUM  C12  C20  single    1.464  0.020  1.464
 JUM  C24  C20  aromatic  1.411  0.020  1.411
 JUM  C24  N23  aromatic  1.319  0.020  1.319
 JUM  N05  C10  single    1.454  0.020  1.454
 JUM  N05  C06  single    1.452  0.020  1.452
 JUM  C20  C21  aromatic  1.381  0.020  1.381
 JUM  N23  N22  aromatic  1.327  0.020  1.327
 JUM  C21  N22  aromatic  1.340  0.020  1.340
 JUM  C10  H1   single    0.970  0.020  1.090
 JUM  C10  H2   single    0.970  0.020  1.090
 JUM  C13  H3   single    0.930  0.020  1.080
 JUM  C21  H4   single    0.930  0.020  1.080
 JUM  C24  H5   single    0.930  0.020  1.080
 JUM  C02  H6   single    0.970  0.020  1.090
 JUM  C02  H7   single    0.970  0.020  1.090
 JUM  C06  H8   single    0.970  0.020  1.090
 JUM  C06  H9   single    0.970  0.020  1.090
 JUM  C07  H10  single    0.970  0.020  1.090
 JUM  C07  H11  single    0.970  0.020  1.090
 JUM  N19  H12  single    0.860  0.020  1.020
 JUM  N22  H13  single    0.860  0.020  1.020
 JUM  O01  H14  single    0.850  0.020  0.980

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
 JUM  H2   C10  H1   106.95  3.000
 JUM  H2   C10  N05  108.88  3.000
 JUM  H1   C10  N05  109.10  3.000
 JUM  H2   C10  C09  111.19  3.000
 JUM  H1   C10  C09  111.46  3.000
 JUM  N05  C10  C09  109.19  3.000
 JUM  H3   C13  C14  118.57  3.000
 JUM  H3   C13  C12  119.50  3.000
 JUM  C14  C13  C12  121.91  3.000
 JUM  C12  C20  C24  127.57  3.000
 JUM  C24  C20  C21  103.73  3.000
 JUM  C12  C20  C21  128.65  3.000
 JUM  H4   C21  N22  121.86  3.000
 JUM  H4   C21  C20  131.67  3.000
 JUM  N22  C21  C20  106.45  3.000
 JUM  H5   C24  N23  120.73  3.000
 JUM  H5   C24  C20  127.59  3.000
 JUM  N23  C24  C20  111.67  3.000
 JUM  H7   C02  H6   106.57  3.000
 JUM  H7   C02  O01  112.02  3.000
 JUM  H6   C02  O01  112.06  3.000
 JUM  H7   C02  C03  108.97  3.000
 JUM  H6   C02  C03  109.21  3.000
 JUM  O01  C02  C03  107.95  3.000
 JUM  H9   C06  H8   106.43  3.000
 JUM  H9   C06  N05  108.07  3.000
 JUM  H8   C06  N05  111.26  3.000
 JUM  H9   C06  C07  109.57  3.000
 JUM  H8   C06  C07  110.74  3.000
 JUM  N05  C06  C07  110.64  3.000
 JUM  H11  C07  H10  106.88  3.000
 JUM  H11  C07  C08  110.72  3.000
 JUM  H10  C07  C08  111.36  3.000
 JUM  H11  C07  C06  110.49  3.000
 JUM  H10  C07  C06  109.89  3.000
 JUM  C08  C07  C06  107.52  3.000
 JUM  N19  C08  C09  109.89  3.000
 JUM  C09  C08  C07  125.27  3.000
 JUM  N19  C08  C07  124.85  3.000
 JUM  C11  C09  C08  106.91  3.000
 JUM  C11  C09  C10  131.31  3.000
 JUM  C08  C09  C10  121.72  3.000
 JUM  C18  C11  C12  118.92  3.000
 JUM  C12  C11  C09  135.20  3.000
 JUM  C18  C11  C09  105.85  3.000
 JUM  C11  C12  C20  122.86  3.000
 JUM  C20  C12  C13  119.03  3.000
 JUM  C11  C12  C13  118.11  3.000
 JUM  CL1  C14  C16  120.00  3.000
 JUM  C16  C14  C13  121.00  3.000
 JUM  CL1  C14  C13  119.00  3.000
 JUM  CL2  C16  C18  119.74  3.000
 JUM  C18  C16  C14  117.58  3.000
 JUM  CL2  C16  C14  122.68  3.000
 JUM  N19  C18  C16  129.18  3.000
 JUM  N19  C18  C11  108.34  3.000
 JUM  C16  C18  C11  122.46  3.000
 JUM  C06  N05  C03  124.47  3.000
 JUM  C06  N05  C10  114.41  3.000
 JUM  C03  N05  C10  120.60  3.000
 JUM  H12  N19  C18  125.67  3.000
 JUM  H12  N19  C08  125.31  3.000
 JUM  C18  N19  C08  109.00  3.000
 JUM  H13  N22  N23  119.94  3.000
 JUM  H13  N22  C21  126.74  3.000
 JUM  N23  N22  C21  113.32  3.000
 JUM  N22  N23  C24  104.83  3.000
 JUM  H14  O01  C02  107.42  3.000
 JUM  O04  C03  N05  123.06  3.000
 JUM  N05  C03  C02  116.43  3.000
 JUM  O04  C03  C02  120.51  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
 JUM  CONST_01  C18  C16  C14  C13     0.00   0.0  0
 JUM  CONST_02  C18  C11  C12  C13     0.00   0.0  0
 JUM  CONST_03  C09  C11  C12  C13   180.00   0.0  0
 JUM  CONST_06  C14  C13  C12  C20   180.00   0.0  0
 JUM  CONST_07  C18  C11  C12  C20   180.00   0.0  0
 JUM  CONST_08  C09  C11  C12  C20     0.00   0.0  0
 JUM  CONST_09  N22  N23  C24  C20     0.00   0.0  0
 JUM  CONST_10  N23  N22  C21  C20     0.00   0.0  0
 JUM  CONST_12  N23  C24  C20  C21     0.00   0.0  0
 JUM  CONST_13  C24  N23  N22  C21     0.00   0.0  0
 JUM  CONST_15  N22  C21  C20  C24     0.00   0.0  0
 JUM  CONST_16  C16  C18  N19  C08   180.00   0.0  0
 JUM  CONST_17  C11  C18  N19  C08     0.00   0.0  0
 JUM  CONST_18  C18  C11  C09  C08     0.00   0.0  0
 JUM  CONST_19  C12  C11  C09  C08   180.00   0.0  0
 JUM  CONST_20  C18  N19  C08  C09     0.00   0.0  0
 JUM  CONST_21  C16  C18  C11  C09   180.00   0.0  0
 JUM  CONST_22  N19  C18  C11  C09     0.00   0.0  0
 JUM  CONST_23  C14  C16  C18  C11     0.00   0.0  0
 JUM  CONST_24  N19  C08  C09  C11     0.00   0.0  0
 JUM  CONST_25  C14  C13  C12  C11     0.00   0.0  0
 JUM  CONST_26  C16  C14  C13  C12     0.00   0.0  0
 JUM  CONST_27  C16  C18  C11  C12     0.00   0.0  0
 JUM  CONST_28  N19  C18  C11  C12   180.00   0.0  0
 JUM  CONST_29  N23  C24  C20  C12   180.00   0.0  0
 JUM  CONST_30  N22  C21  C20  C12   180.00   0.0  0
 JUM  CONST_31  N19  C18  C16  C14   180.00   0.0  0
 JUM  CONST_32  CL2  C16  C14  C13   180.00   0.0  0
 JUM  CONST_33  CL2  C16  C18  C11   180.00   0.0  0
 JUM  CONST_34  CL1  C14  C13  C12   180.00   0.0  0
 JUM  CONST_35  CL1  C14  C16  C18   180.00   0.0  0
 JUM  CONST_36  CL2  C16  C18  N19     0.00   0.0  0
 JUM  CONST_37  H3   C13  C12  C20     0.00   0.0  0
 JUM  CONST_38  H13  N22  C21  C20   180.00   0.0  0
 JUM  CONST_39  H5   C24  C20  C21   180.00   0.0  0
 JUM  CONST_40  H4   C21  C20  C24   180.00   0.0  0
 JUM  CONST_41  H12  N19  C08  C07     0.00   0.0  0
 JUM  CONST_42  C02  C03  N05  C10   180.00   0.0  0
 JUM  CONST_43  O04  C03  N05  C10     0.00   0.0  0
 JUM  CONST_44  C06  N05  C03  C02     0.00   0.0  0
 JUM  CONST_45  O04  C03  N05  C06   180.00   0.0  0
 JUM  Var_01    C07  C06  N05  C10   -67.77  30.0  1
 JUM  Var_02    N19  C08  C07  C06   166.01  30.0  1
 JUM  Var_03    C09  C10  N05  C06    47.00  30.0  1
 JUM  Var_04    N05  C06  C07  C08    46.47  30.0  1
 JUM  Var_05    N05  C10  C09  C08   -12.01  30.0  1
 JUM  Var_06    O01  C02  C03  N05  -178.85  30.0  1

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
 JUM  plan-1  C20  0.020
 JUM  plan-1  C21  0.020
 JUM  plan-1  C24  0.020
 JUM  plan-1  C12  0.020
 JUM  plan-1  N22  0.020
 JUM  plan-1  N23  0.020
 JUM  plan-1  H4   0.020
 JUM  plan-1  H5   0.020
 JUM  plan-1  H13  0.020
 JUM  plan-2  C10  0.020
 JUM  plan-2  C13  0.020
 JUM  plan-2  C20  0.020
 JUM  plan-2  C07  0.020
 JUM  plan-2  C08  0.020
 JUM  plan-2  C09  0.020
 JUM  plan-2  C11  0.020
 JUM  plan-2  C12  0.020
 JUM  plan-2  C14  0.020
 JUM  plan-2  C16  0.020
 JUM  plan-2  C18  0.020
 JUM  plan-2  N19  0.020
 JUM  plan-2  CL1  0.020
 JUM  plan-2  CL2  0.020
 JUM  plan-2  H3   0.020
 JUM  plan-2  H12  0.020
 JUM  plan-3  C10  0.020
 JUM  plan-3  C02  0.020
 JUM  plan-3  C06  0.020
 JUM  plan-3  N05  0.020
 JUM  plan-3  O04  0.020
 JUM  plan-3  C03  0.020

