# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 12:55:42 2020
#   Inital geometry file: a 110 line input string
#   Ligand name: 7-[({[4-(dimethylamino)phenyl]methyl}amino)methyl]quinolin-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)c1ccc(CNCc2ccc3ccc(N)nc3c2)cc1
#
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
 9P1  9P1  7-[({[4-(dimethylamino)phenyl]methyl}amino)methyl]quinolin-2-amine  ligand  45  23  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_9P1
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
 9P1  C02  C  CR6   0   0.437   4.7292   2.0718  -0.2194
 9P1  C04  C  CR16  0  -0.180   5.7438  -0.0329  -0.7610
 9P1  C05  C  CR66  0   0.041   4.5153  -0.6632  -0.4379
 9P1  C13  C  CH2   0  -0.320  -1.6760  -2.1181   0.7979
 9P1  C03  C  CR16  0  -0.379   5.8614   1.3145  -0.6571
 9P1  C06  C  CR16  0  -0.304   4.3133  -2.0540  -0.5182
 9P1  C21  C  CR6   0   0.051  -2.8216  -1.1827   0.5344
 9P1  C22  C  CR16  0  -0.298  -3.8281  -1.5019  -0.3678
 9P1  C24  C  CR6   0   0.372  -4.9748   0.6066   0.0118
 9P1  C25  C  CR16  0  -0.345  -3.9435   0.9360   0.9137
 9P1  C26  C  CR16  0  -0.273  -2.9020   0.0595   1.1601
 9P1  C28  C  CH3   0  -0.536  -5.9702   2.8079   0.2922
 9P1  C29  C  CH3   0  -0.537  -6.9120   1.1895  -1.3293
 9P1  N02  N  NH2   0  -0.836   4.8580   3.4128  -0.0635
 9P1  N01  N  N     0  -0.509   3.5758   1.5181   0.0746
 9P1  C10  C  CR66  0   0.242   3.4508   0.1727  -0.0260
 9P1  C07  C  CR16  0  -0.311   3.0958  -2.6000  -0.2074
 9P1  C08  C  CR6   0   0.061   2.0228  -1.7786   0.2028
 9P1  C09  C  CR16  0  -0.371   2.2081  -0.4189   0.2891
 9P1  N12  N  NH1   0  -0.586  -0.4128  -1.5205   0.4018
 9P1  C23  C  CR16  0  -0.346  -4.8807  -0.6388  -0.6331
 9P1  N27  N  NT    0  -0.501  -6.0249   1.4600  -0.2228
 9P1  H1   H  HCR6  0   0.267   6.5840  -0.6322  -1.0909
 9P1  H2   H  HCH2  0   0.211   0.5973  -3.3501  -0.0233
 9P1  H3   H  HCH2  0   0.244   0.7446  -2.7376   1.6068
 9P1  H4   H  HCH2  0   0.229  -1.6145  -2.3503   1.8665
 9P1  H5   H  HCH2  0   0.206  -1.8725  -3.0761   0.2913
 9P1  H6   H  HCR6  0   0.271   6.7877   1.8187  -0.8999
 9P1  H7   H  HCR6  0   0.253   5.1325  -2.6883  -0.8368
 9P1  H8   H  HCR6  0   0.241  -3.7949  -2.4519  -0.8901
 9P1  H9   H  HCR6  0   0.260  -3.9456   1.8867   1.4286
 9P1  H10  H  HCR6  0   0.240  -2.1267   0.3570   1.8568
 9P1  H11  H  HCH3  0   0.253  -6.8922   3.3249   0.0390
 9P1  H12  H  HCH3  0   0.238  -5.8858   2.8170   1.3804
 9P1  H13  H  HCH3  0   0.223  -5.1347   3.3906  -0.1135
 9P1  H14  H  HCH3  0   0.223  -6.3962   1.1713  -2.2963
 9P1  H15  H  HCH3  0   0.237  -7.4258   0.2339  -1.2081
 9P1  H16  H  HCH3  0   0.253  -7.6773   1.9598  -1.3747
 9P1  H17  H  HNH2  0   0.396   5.6205   3.8865  -0.5163
 9P1  H18  H  HNH2  0   0.386   4.0173   3.9537   0.0508
 9P1  H19  H  HCR6  0   0.246   2.9487  -3.6709  -0.2824
 9P1  H20  H  HCR6  0   0.243   1.3934   0.2239   0.5982
 9P1  H21  H  HNH1  0   0.342  -0.4753  -1.2309  -0.5673
 9P1  H23  H  HCR6  0   0.260  -5.6271  -0.9477  -1.3516
 9P1  C11  C  CH2   0  -0.295   0.7069  -2.4206   0.5580

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
 9P1  C28  N27  single    1.444  0.020  1.444
 9P1  C29  N27  single    1.444  0.020  1.444
 9P1  N27  C24  single    1.373  0.020  1.373
 9P1  C24  C25  aromatic  1.409  0.020  1.409
 9P1  C24  C23  aromatic  1.406  0.020  1.406
 9P1  C25  C26  aromatic  1.383  0.020  1.383
 9P1  C23  C22  aromatic  1.387  0.020  1.387
 9P1  C26  C21  aromatic  1.393  0.020  1.393
 9P1  C22  C21  aromatic  1.389  0.020  1.389
 9P1  C21  C13  single    1.502  0.020  1.502
 9P1  N12  C13  single    1.452  0.020  1.452
 9P1  N12  C11  single    1.445  0.020  1.445
 9P1  C11  C08  single    1.507  0.020  1.507
 9P1  C08  C09  aromatic  1.375  0.020  1.375
 9P1  C08  C07  aromatic  1.412  0.020  1.412
 9P1  C09  C10  aromatic  1.412  0.020  1.412
 9P1  C07  C06  aromatic  1.370  0.020  1.370
 9P1  C10  N01  aromatic  1.355  0.020  1.355
 9P1  C10  C05  aromatic  1.415  0.020  1.415
 9P1  N01  C02  aromatic  1.313  0.020  1.313
 9P1  C06  C05  aromatic  1.408  0.020  1.408
 9P1  C05  C04  aromatic  1.418  0.020  1.418
 9P1  C02  N02  single    1.356  0.020  1.356
 9P1  C02  C03  aromatic  1.431  0.020  1.431
 9P1  C04  C03  aromatic  1.357  0.020  1.357
 9P1  C04  H1   single    0.930  0.020  1.080
 9P1  C11  H2   single    0.970  0.020  1.090
 9P1  C11  H3   single    0.970  0.020  1.090
 9P1  C13  H4   single    0.970  0.020  1.090
 9P1  C13  H5   single    0.970  0.020  1.090
 9P1  C03  H6   single    0.930  0.020  1.080
 9P1  C06  H7   single    0.930  0.020  1.080
 9P1  C22  H8   single    0.930  0.020  1.080
 9P1  C25  H9   single    0.930  0.020  1.080
 9P1  C26  H10  single    0.930  0.020  1.080
 9P1  C28  H11  single    0.970  0.020  1.090
 9P1  C28  H12  single    0.970  0.020  1.090
 9P1  C28  H13  single    0.970  0.020  1.090
 9P1  C29  H14  single    0.970  0.020  1.090
 9P1  C29  H15  single    0.970  0.020  1.090
 9P1  C29  H16  single    0.970  0.020  1.090
 9P1  N02  H17  single    0.890  0.020  1.040
 9P1  N02  H18  single    0.890  0.020  1.040
 9P1  C07  H19  single    0.930  0.020  1.080
 9P1  C09  H20  single    0.930  0.020  1.080
 9P1  N12  H21  single    0.890  0.020  1.040
 9P1  C23  H23  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
 9P1  N01  C02  N02  118.34  3.000
 9P1  N02  C02  C03  118.91  3.000
 9P1  N01  C02  C03  122.72  3.000
 9P1  H1   C04  C03  120.36  3.000
 9P1  H1   C04  C05  119.70  3.000
 9P1  C03  C04  C05  119.95  3.000
 9P1  C10  C05  C06  119.50  3.000
 9P1  C06  C05  C04  123.39  3.000
 9P1  C10  C05  C04  117.10  3.000
 9P1  H5   C13  H4   105.92  3.000
 9P1  H5   C13  N12  112.81  3.000
 9P1  H4   C13  N12  107.72  3.000
 9P1  H5   C13  C21  108.96  3.000
 9P1  H4   C13  C21  110.24  3.000
 9P1  N12  C13  C21  111.05  3.000
 9P1  H6   C03  C04  121.32  3.000
 9P1  H6   C03  C02  119.96  3.000
 9P1  C04  C03  C02  118.72  3.000
 9P1  H7   C06  C07  120.34  3.000
 9P1  H7   C06  C05  119.11  3.000
 9P1  C07  C06  C05  120.55  3.000
 9P1  C26  C21  C22  117.05  3.000
 9P1  C22  C21  C13  121.56  3.000
 9P1  C26  C21  C13  121.36  3.000
 9P1  H8   C22  C23  118.44  3.000
 9P1  H8   C22  C21  119.47  3.000
 9P1  C23  C22  C21  122.09  3.000
 9P1  N27  C24  C23  121.56  3.000
 9P1  C23  C24  C25  116.86  3.000
 9P1  N27  C24  C25  121.58  3.000
 9P1  H9   C25  C26  118.28  3.000
 9P1  H9   C25  C24  120.60  3.000
 9P1  C26  C25  C24  121.13  3.000
 9P1  H10  C26  C25  118.62  3.000
 9P1  H10  C26  C21  119.48  3.000
 9P1  C25  C26  C21  121.90  3.000
 9P1  H13  C28  H12  107.79  3.000
 9P1  H13  C28  H11  107.90  3.000
 9P1  H12  C28  H11  107.09  3.000
 9P1  H13  C28  N27  113.14  3.000
 9P1  H12  C28  N27  111.48  3.000
 9P1  H11  C28  N27  109.19  3.000
 9P1  H16  C29  H15  107.08  3.000
 9P1  H16  C29  H14  107.83  3.000
 9P1  H15  C29  H14  107.75  3.000
 9P1  H16  C29  N27  109.38  3.000
 9P1  H15  C29  N27  111.60  3.000
 9P1  H14  C29  N27  112.96  3.000
 9P1  H18  N02  H17  115.56  3.000
 9P1  H18  N02  C02  117.73  3.000
 9P1  H17  N02  C02  119.09  3.000
 9P1  C10  N01  C02  118.90  3.000
 9P1  C09  C10  N01  118.73  3.000
 9P1  N01  C10  C05  122.61  3.000
 9P1  C09  C10  C05  118.66  3.000
 9P1  H19  C07  C08  119.46  3.000
 9P1  H19  C07  C06  119.92  3.000
 9P1  C08  C07  C06  120.62  3.000
 9P1  C09  C08  C07  119.41  3.000
 9P1  C07  C08  C11  118.96  3.000
 9P1  C09  C08  C11  121.63  3.000
 9P1  H20  C09  C08  120.23  3.000
 9P1  H20  C09  C10  118.50  3.000
 9P1  C08  C09  C10  121.27  3.000
 9P1  H21  N12  C13  108.95  3.000
 9P1  H21  N12  C11  109.21  3.000
 9P1  C13  N12  C11  112.84  3.000
 9P1  H23  C23  C24  120.79  3.000
 9P1  H23  C23  C22  118.25  3.000
 9P1  C24  C23  C22  120.96  3.000
 9P1  C29  N27  C28  118.14  3.000
 9P1  C29  N27  C24  118.97  3.000
 9P1  C28  N27  C24  119.35  3.000
 9P1  H3   C11  H2   105.32  3.000
 9P1  H3   C11  N12  108.06  3.000
 9P1  H2   C11  N12  113.04  3.000
 9P1  H3   C11  C08  108.59  3.000
 9P1  H2   C11  C08  108.79  3.000
 9P1  N12  C11  C08  112.70  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
 9P1  CONST_01  C09  C10  N01  C02   180.00   0.0  0
 9P1  CONST_02  C05  C10  N01  C02     0.00   0.0  0
 9P1  CONST_03  C05  C04  C03  C02     0.00   0.0  0
 9P1  CONST_04  C09  C10  C05  C04   180.00   0.0  0
 9P1  CONST_05  N01  C10  C05  C04     0.00   0.0  0
 9P1  CONST_06  C07  C06  C05  C04   180.00   0.0  0
 9P1  CONST_07  N01  C02  C03  C04     0.00   0.0  0
 9P1  CONST_08  C08  C09  C10  C05     0.00   0.0  0
 9P1  CONST_09  C08  C07  C06  C05     0.00   0.0  0
 9P1  CONST_10  C10  N01  C02  C03     0.00   0.0  0
 9P1  CONST_11  C10  C05  C04  C03     0.00   0.0  0
 9P1  CONST_12  C06  C05  C04  C03   180.00   0.0  0
 9P1  CONST_13  C09  C08  C07  C06     0.00   0.0  0
 9P1  CONST_14  C09  C10  C05  C06     0.00   0.0  0
 9P1  CONST_15  N01  C10  C05  C06   180.00   0.0  0
 9P1  CONST_16  C24  C25  C26  C21     0.00   0.0  0
 9P1  CONST_17  C24  C23  C22  C21     0.00   0.0  0
 9P1  CONST_18  C25  C24  C23  C22     0.00   0.0  0
 9P1  CONST_19  C25  C26  C21  C22     0.00   0.0  0
 9P1  CONST_20  C23  C24  C25  C26     0.00   0.0  0
 9P1  CONST_21  C23  C22  C21  C26     0.00   0.0  0
 9P1  CONST_22  C08  C09  C10  N01   180.00   0.0  0
 9P1  CONST_23  C07  C08  C09  C10     0.00   0.0  0
 9P1  CONST_24  C07  C06  C05  C10     0.00   0.0  0
 9P1  CONST_25  N02  C02  C03  C04   180.00   0.0  0
 9P1  CONST_26  C10  C09  C08  C11   180.00   0.0  0
 9P1  CONST_27  C06  C07  C08  C11   180.00   0.0  0
 9P1  CONST_28  C25  C26  C21  C13   180.00   0.0  0
 9P1  CONST_29  C23  C22  C21  C13   180.00   0.0  0
 9P1  CONST_30  N27  C24  C23  C22   180.00   0.0  0
 9P1  CONST_31  N27  C24  C25  C26   180.00   0.0  0
 9P1  CONST_32  C10  N01  C02  N02   180.00   0.0  0
 9P1  CONST_33  H1   C04  C03  C02   180.00   0.0  0
 9P1  CONST_34  H7   C06  C05  C04     0.00   0.0  0
 9P1  CONST_35  H20  C09  C10  C05   180.00   0.0  0
 9P1  CONST_36  H19  C07  C06  C05   180.00   0.0  0
 9P1  CONST_37  H6   C03  C04  C05   180.00   0.0  0
 9P1  CONST_38  H9   C25  C26  C21   180.00   0.0  0
 9P1  CONST_39  H23  C23  C22  C21   180.00   0.0  0
 9P1  CONST_40  H10  C26  C21  C22   180.00   0.0  0
 9P1  CONST_41  H8   C22  C23  C24   180.00   0.0  0
 9P1  CONST_42  C28  N27  C24  C25     0.00   0.0  0
 9P1  CONST_43  C29  N27  C24  C25   180.00   0.0  0
 9P1  CONST_44  C23  C24  N27  C28   180.00   0.0  0
 9P1  CONST_45  C23  C24  N27  C29     0.00   0.0  0
 9P1  CONST_47  H18  N02  C02  C03   180.00   0.0  0
 9P1  Var_01    N12  C13  C21  C22   116.89  30.0  2
 9P1  Var_02    N12  C11  C08  C07  -155.21  30.0  2
 9P1  Var_03    C21  C13  N12  C11  -176.24  30.0  3
 9P1  Var_04    C08  C11  N12  C13  -177.52  30.0  3
 9P1  Var_05    H11  C28  N27  C24  -178.27  30.0  3
 9P1  Var_06    H14  C29  N27  C24   -59.54  30.0  3

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
 9P1  plan-1  C13  0.020
 9P1  plan-1  C21  0.020
 9P1  plan-1  C22  0.020
 9P1  plan-1  C24  0.020
 9P1  plan-1  C25  0.020
 9P1  plan-1  C26  0.020
 9P1  plan-1  C23  0.020
 9P1  plan-1  N27  0.020
 9P1  plan-1  H8   0.020
 9P1  plan-1  H9   0.020
 9P1  plan-1  H10  0.020
 9P1  plan-1  H23  0.020
 9P1  plan-2  C02  0.020
 9P1  plan-2  C04  0.020
 9P1  plan-2  C05  0.020
 9P1  plan-2  C03  0.020
 9P1  plan-2  C06  0.020
 9P1  plan-2  N02  0.020
 9P1  plan-2  N01  0.020
 9P1  plan-2  C10  0.020
 9P1  plan-2  C07  0.020
 9P1  plan-2  C08  0.020
 9P1  plan-2  C09  0.020
 9P1  plan-2  H1   0.020
 9P1  plan-2  H6   0.020
 9P1  plan-2  H7   0.020
 9P1  plan-2  H19  0.020
 9P1  plan-2  H20  0.020
 9P1  plan-2  C11  0.020
 9P1  plan-3  C02  0.020
 9P1  plan-3  N02  0.020
 9P1  plan-3  H17  0.020
 9P1  plan-3  H18  0.020
 9P1  plan-4  C24  0.020
 9P1  plan-4  C28  0.020
 9P1  plan-4  C29  0.020
 9P1  plan-4  N27  0.020

