# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Thu May 28 01:10:52 2020
#   Inital geometry file: a 140 line input string
#   Ligand name: (3alpha,5alpha,6E,8alpha)-6-(hydroxyimino)-17-(pyridin-3-yl)androst-16-en-3-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@]12CC[C@H](O)C[C@@H]1/C(C[C@@H]3[C@@H]2CC[C@@]4(C)[C@H]3CC=C4c5cccnc5)=N/O
#
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
 3NQ  3NQ  (3alpha,5alpha,6E,8alpha)-6-(hydroxyimino)-17-(pyridin-3-yl)androst-16-en-3-ol  ligand  60  28  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_3NQ
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
 3NQ  C1   C  CH1   0  -0.282   3.3317   0.1489  -0.5083
 3NQ  C3   C  CH2   0  -0.453   4.8208  -0.1258  -0.3282
 3NQ  C4   C  CH1   0   0.085   5.1623  -1.5238  -0.8134
 3NQ  O6   O  OH1   0  -0.679   6.5484  -1.7260  -0.6170
 3NQ  C8   C  CH2   0  -0.479   4.3185  -2.5651  -0.0937
 3NQ  C9   C  CH2   0  -0.430   2.8277  -2.2743  -0.2396
 3NQ  C10  C  CT    0  -0.064   2.4237  -0.8694   0.2367
 3NQ  C11  C  CH3   0  -0.682   2.6117  -0.7625   1.7516
 3NQ  C12  C  CH1   0  -0.174   0.9568  -0.5758  -0.1698
 3NQ  C13  C  CH1   0  -0.249   0.5366   0.8742   0.1419
 3NQ  C15  C  CH2   0  -0.513   1.4893   1.8764  -0.5149
 3NQ  C16  C  C     0   0.250   2.9135   1.5536  -0.1801
 3NQ  N17  N  N     0  -0.160   3.7753   2.3269   0.3404
 3NQ  O18  O  OH1   0  -0.568   3.3096   3.5922   0.6076
 3NQ  C20  C  CH1   0  -0.195  -0.8827   1.0566  -0.3632
 3NQ  C22  C  CT    0  -0.130  -1.8901   0.1219   0.3255
 3NQ  C23  C  CH3   0  -0.659  -1.9371   0.2870   1.8536
 3NQ  C24  C  CH2   0  -0.429  -1.5033  -1.3095  -0.0356
 3NQ  C25  C  CH2   0  -0.449  -0.0539  -1.5943   0.3778
 3NQ  C26  C  C     0   0.151  -3.1966   0.7127  -0.1954
 3NQ  C27  C  CR6   0  -0.036  -4.5003   0.0383  -0.1556
 3NQ  C28  C  CR16  0  -0.102  -4.6939  -1.2351  -0.6966
 3NQ  N29  N  N     0  -0.401  -5.8568  -1.8719  -0.7041
 3NQ  C30  C  CR16  0  -0.074  -6.9074  -1.2646  -0.1642
 3NQ  C31  C  CR16  0  -0.316  -6.8385   0.0002   0.3996
 3NQ  C32  C  CR16  0  -0.199  -5.6183   0.6553   0.4057
 3NQ  C33  C  C1    0  -0.284  -3.0102   1.9971  -0.5188
 3NQ  C34  C  CH2   0  -0.467  -1.5740   2.4198  -0.3659
 3NQ  H1   H  HCH1  0   0.239   3.1072   0.0136  -1.5778
 3NQ  H2   H  HCH2  0   0.238   5.3963   0.6093  -0.8957
 3NQ  H3   H  HCH2  0   0.223   5.1187  -0.0142   0.7183
 3NQ  H4   H  HCH1  0   0.182   4.9212  -1.5778  -1.8878
 3NQ  H5   H  HOH1  0   0.445   6.7689  -2.6103  -0.9263
 3NQ  H6   H  HCH2  0   0.234   4.5323  -3.5603  -0.4964
 3NQ  H7   H  HCH2  0   0.221   4.6027  -2.5919   0.9632
 3NQ  H8   H  HCH2  0   0.221   2.5405  -2.3819  -1.2927
 3NQ  H9   H  HCH2  0   0.238   2.2690  -3.0353   0.3085
 3NQ  H10  H  HCH3  0   0.234   2.3507   0.2232   2.1385
 3NQ  H11  H  HCH3  0   0.234   1.9913  -1.4938   2.2712
 3NQ  H12  H  HCH3  0   0.238   3.6420  -0.9539   2.0502
 3NQ  H13  H  HCH1  0   0.209   0.9239  -0.6643  -1.2678
 3NQ  H14  H  HCH1  0   0.234   0.5640   1.0465   1.2239
 3NQ  H15  H  HCH2  0   0.243   1.3776   1.8058  -1.6041
 3NQ  H16  H  HCH2  0   0.266   1.2194   2.8923  -0.2324
 3NQ  H17  H  HOH1  0   0.470   4.0752   4.0411   0.9794
 3NQ  H18  H  HCH1  0   0.225  -0.8745   0.7459  -1.4191
 3NQ  H19  H  HCH3  0   0.235  -2.1081   1.3255   2.1406
 3NQ  H20  H  HCH3  0   0.234  -2.7567  -0.3066   2.2646
 3NQ  H21  H  HCH3  0   0.232  -1.0232  -0.0411   2.3485
 3NQ  H22  H  HCH2  0   0.230  -2.1629  -2.0408   0.4407
 3NQ  H23  H  HCH2  0   0.225  -1.5998  -1.4508  -1.1174
 3NQ  H24  H  HCH2  0   0.243   0.2065  -2.5929   0.0245
 3NQ  H25  H  HCH2  0   0.223   0.0098  -1.6392   1.4676
 3NQ  H27  H  HCR6  0   0.259  -3.8665  -1.7556  -1.1649
 3NQ  H28  H  HCR6  0   0.264  -7.8456  -1.8081  -0.1825
 3NQ  H29  H  HCR6  0   0.271  -7.7201   0.4557   0.8293
 3NQ  H30  H  HCR6  0   0.263  -5.5259   1.6368   0.8539
 3NQ  H31  H  H     0   0.237  -3.7973   2.6734  -0.8319
 3NQ  H33  H  HCH2  0   0.236  -1.4301   2.9753   0.5696
 3NQ  H34  H  HCH2  0   0.243  -1.2306   3.0720  -1.1711

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
 3NQ  O18  N17  single    1.374  0.020  1.374
 3NQ  N17  C16  double    1.270  0.020  1.270
 3NQ  C16  C15  single    1.498  0.020  1.498
 3NQ  C16  C1   single    1.502  0.020  1.502
 3NQ  C15  C13  single    1.531  0.020  1.531
 3NQ  C3   C1   single    1.525  0.020  1.525
 3NQ  C3   C4   single    1.519  0.020  1.519
 3NQ  C1   C10  single    1.554  0.020  1.554
 3NQ  C34  C20  single    1.529  0.020  1.529
 3NQ  C34  C33  single    1.505  0.020  1.505
 3NQ  O6   C4   single    1.414  0.020  1.414
 3NQ  C13  C20  single    1.518  0.020  1.518
 3NQ  C13  C12  single    1.542  0.020  1.542
 3NQ  C11  C10  single    1.530  0.020  1.530
 3NQ  C4   C8   single    1.521  0.020  1.521
 3NQ  C20  C22  single    1.537  0.020  1.537
 3NQ  C10  C12  single    1.550  0.020  1.550
 3NQ  C10  C9   single    1.537  0.020  1.537
 3NQ  C33  C26  double    1.337  0.020  1.337
 3NQ  C23  C22  single    1.538  0.020  1.538
 3NQ  C12  C25  single    1.536  0.020  1.536
 3NQ  C8   C9   single    1.526  0.020  1.526
 3NQ  C22  C26  single    1.525  0.020  1.525
 3NQ  C22  C24  single    1.526  0.020  1.526
 3NQ  C26  C27  single    1.468  0.020  1.468
 3NQ  C25  C24  single    1.534  0.020  1.534
 3NQ  C27  C28  aromatic  1.397  0.020  1.397
 3NQ  C27  C32  aromatic  1.395  0.020  1.395
 3NQ  C28  N29  aromatic  1.326  0.020  1.326
 3NQ  C32  C31  aromatic  1.385  0.020  1.385
 3NQ  N29  C30  aromatic  1.328  0.020  1.328
 3NQ  C31  C30  aromatic  1.386  0.020  1.386
 3NQ  C1   H1   single    0.970  0.020  1.090
 3NQ  C3   H2   single    0.970  0.020  1.090
 3NQ  C3   H3   single    0.970  0.020  1.090
 3NQ  C4   H4   single    0.970  0.020  1.090
 3NQ  O6   H5   single    0.850  0.020  0.980
 3NQ  C8   H6   single    0.970  0.020  1.090
 3NQ  C8   H7   single    0.970  0.020  1.090
 3NQ  C9   H8   single    0.970  0.020  1.090
 3NQ  C9   H9   single    0.970  0.020  1.090
 3NQ  C11  H10  single    0.970  0.020  1.090
 3NQ  C11  H11  single    0.970  0.020  1.090
 3NQ  C11  H12  single    0.970  0.020  1.090
 3NQ  C12  H13  single    0.970  0.020  1.090
 3NQ  C13  H14  single    0.970  0.020  1.090
 3NQ  C15  H15  single    0.970  0.020  1.090
 3NQ  C15  H16  single    0.970  0.020  1.090
 3NQ  O18  H17  single    0.850  0.020  0.980
 3NQ  C20  H18  single    0.970  0.020  1.090
 3NQ  C23  H19  single    0.970  0.020  1.090
 3NQ  C23  H20  single    0.970  0.020  1.090
 3NQ  C23  H21  single    0.970  0.020  1.090
 3NQ  C24  H22  single    0.970  0.020  1.090
 3NQ  C24  H23  single    0.970  0.020  1.090
 3NQ  C25  H24  single    0.970  0.020  1.090
 3NQ  C25  H25  single    0.970  0.020  1.090
 3NQ  C28  H27  single    0.930  0.020  1.080
 3NQ  C30  H28  single    0.930  0.020  1.080
 3NQ  C31  H29  single    0.930  0.020  1.080
 3NQ  C32  H30  single    0.930  0.020  1.080
 3NQ  C33  H31  single    0.930  0.020  1.080
 3NQ  C34  H33  single    0.970  0.020  1.090
 3NQ  C34  H34  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
 3NQ  H1   C1   C16  105.69  3.000
 3NQ  H1   C1   C10  105.42  3.000
 3NQ  C16  C1   C10  110.20  3.000
 3NQ  H1   C1   C3   106.95  3.000
 3NQ  C10  C1   C3   113.32  3.000
 3NQ  C16  C1   C3   114.49  3.000
 3NQ  H3   C3   H2   106.55  3.000
 3NQ  H3   C3   C4   109.77  3.000
 3NQ  H2   C3   C4   109.57  3.000
 3NQ  H3   C3   C1   111.14  3.000
 3NQ  H2   C3   C1   109.39  3.000
 3NQ  C4   C3   C1   110.35  3.000
 3NQ  H4   C4   C8   107.84  3.000
 3NQ  H4   C4   O6   110.03  3.000
 3NQ  C8   C4   O6   112.34  3.000
 3NQ  H4   C4   C3   107.89  3.000
 3NQ  C8   C4   C3   110.74  3.000
 3NQ  O6   C4   C3   107.92  3.000
 3NQ  H5   O6   C4   108.13  3.000
 3NQ  H7   C8   H6   106.39  3.000
 3NQ  H7   C8   C9   110.53  3.000
 3NQ  H6   C8   C9   109.20  3.000
 3NQ  H7   C8   C4   109.24  3.000
 3NQ  H6   C8   C4   109.87  3.000
 3NQ  C9   C8   C4   111.48  3.000
 3NQ  H9   C9   H8   106.24  3.000
 3NQ  H9   C9   C10  110.30  3.000
 3NQ  H8   C9   C10  108.56  3.000
 3NQ  H9   C9   C8   108.61  3.000
 3NQ  H8   C9   C8   109.21  3.000
 3NQ  C10  C9   C8   113.66  3.000
 3NQ  C12  C10  C11  111.26  3.000
 3NQ  C12  C10  C9   109.91  3.000
 3NQ  C11  C10  C9   109.77  3.000
 3NQ  C9   C10  C1   107.25  3.000
 3NQ  C12  C10  C1   107.64  3.000
 3NQ  C11  C10  C1   110.91  3.000
 3NQ  H12  C11  H11  106.83  3.000
 3NQ  H12  C11  H10  106.74  3.000
 3NQ  H11  C11  H10  107.51  3.000
 3NQ  H12  C11  C10  112.04  3.000
 3NQ  H11  C11  C10  110.78  3.000
 3NQ  H10  C11  C10  112.63  3.000
 3NQ  H13  C12  C25  106.40  3.000
 3NQ  H13  C12  C13  105.60  3.000
 3NQ  C25  C12  C13  111.86  3.000
 3NQ  H13  C12  C10  105.92  3.000
 3NQ  C25  C12  C10  113.81  3.000
 3NQ  C13  C12  C10  112.52  3.000
 3NQ  H14  C13  C20  109.46  3.000
 3NQ  H14  C13  C15  107.76  3.000
 3NQ  C20  C13  C15  111.14  3.000
 3NQ  H14  C13  C12  109.92  3.000
 3NQ  C20  C13  C12  107.50  3.000
 3NQ  C15  C13  C12  111.06  3.000
 3NQ  H16  C15  H15  107.01  3.000
 3NQ  H16  C15  C16  112.26  3.000
 3NQ  H15  C15  C16  107.74  3.000
 3NQ  H16  C15  C13  110.20  3.000
 3NQ  H15  C15  C13  108.69  3.000
 3NQ  C16  C15  C13  110.77  3.000
 3NQ  N17  C16  C15  127.27  3.000
 3NQ  C15  C16  C1   114.67  3.000
 3NQ  N17  C16  C1   118.06  3.000
 3NQ  O18  N17  C16  114.24  3.000
 3NQ  H17  O18  N17  103.59  3.000
 3NQ  H18  C20  C34  104.68  3.000
 3NQ  H18  C20  C22  105.25  3.000
 3NQ  C34  C20  C22  104.28  3.000
 3NQ  H18  C20  C13  106.17  3.000
 3NQ  C22  C20  C13  113.00  3.000
 3NQ  C34  C20  C13  122.06  3.000
 3NQ  C26  C22  C24  119.97  3.000
 3NQ  C24  C22  C23  110.09  3.000
 3NQ  C26  C22  C23  105.76  3.000
 3NQ  C24  C22  C20  107.35  3.000
 3NQ  C26  C22  C20   99.95  3.000
 3NQ  C23  C22  C20  113.58  3.000
 3NQ  H21  C23  H20  107.15  3.000
 3NQ  H21  C23  H19  107.37  3.000
 3NQ  H20  C23  H19  107.50  3.000
 3NQ  H21  C23  C22  113.16  3.000
 3NQ  H20  C23  C22  109.79  3.000
 3NQ  H19  C23  C22  111.61  3.000
 3NQ  H23  C24  H22  106.90  3.000
 3NQ  H23  C24  C25  108.99  3.000
 3NQ  H22  C24  C25  109.16  3.000
 3NQ  H23  C24  C22  109.41  3.000
 3NQ  H22  C24  C22  111.79  3.000
 3NQ  C25  C24  C22  110.48  3.000
 3NQ  H25  C25  H24  105.75  3.000
 3NQ  H25  C25  C24  109.36  3.000
 3NQ  H24  C25  C24  107.96  3.000
 3NQ  H25  C25  C12  110.15  3.000
 3NQ  H24  C25  C12  109.54  3.000
 3NQ  C24  C25  C12  113.74  3.000
 3NQ  C33  C26  C27  124.84  3.000
 3NQ  C27  C26  C22  124.98  3.000
 3NQ  C33  C26  C22  109.58  3.000
 3NQ  C32  C27  C28  116.61  3.000
 3NQ  C32  C27  C26  121.29  3.000
 3NQ  C28  C27  C26  122.09  3.000
 3NQ  H27  C28  N29  115.88  3.000
 3NQ  H27  C28  C27  119.95  3.000
 3NQ  N29  C28  C27  124.16  3.000
 3NQ  C30  N29  C28  118.15  3.000
 3NQ  H28  C30  C31  120.47  3.000
 3NQ  H28  C30  N29  116.64  3.000
 3NQ  C31  C30  N29  122.89  3.000
 3NQ  H29  C31  C32  121.15  3.000
 3NQ  H29  C31  C30  120.35  3.000
 3NQ  C32  C31  C30  118.50  3.000
 3NQ  H30  C32  C31  120.38  3.000
 3NQ  H30  C32  C27  119.94  3.000
 3NQ  C31  C32  C27  119.68  3.000
 3NQ  H31  C33  C34  123.16  3.000
 3NQ  H31  C33  C26  124.60  3.000
 3NQ  C34  C33  C26  112.22  3.000
 3NQ  H34  C34  H33  106.57  3.000
 3NQ  H34  C34  C33  113.15  3.000
 3NQ  H33  C34  C33  110.73  3.000
 3NQ  H34  C34  C20  113.07  3.000
 3NQ  H33  C34  C20  112.99  3.000
 3NQ  C33  C34  C20  100.44  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
 3NQ  CONST_01  C30  N29  C28  C27    0.00   0.0  0
 3NQ  CONST_02  C30  C31  C32  C27    0.00   0.0  0
 3NQ  CONST_03  C31  C32  C27  C28    0.00   0.0  0
 3NQ  CONST_04  C31  C30  N29  C28    0.00   0.0  0
 3NQ  CONST_05  C32  C27  C28  N29    0.00   0.0  0
 3NQ  CONST_06  C32  C31  C30  N29    0.00   0.0  0
 3NQ  CONST_07  N29  C28  C27  C26  180.00   0.0  0
 3NQ  CONST_08  C31  C32  C27  C26  180.00   0.0  0
 3NQ  CONST_09  H27  C28  C27  C26    0.00   0.0  0
 3NQ  CONST_10  H30  C32  C27  C26    0.00   0.0  0
 3NQ  CONST_11  H29  C31  C32  C27  180.00   0.0  0
 3NQ  CONST_12  H28  C30  N29  C28  180.00   0.0  0
 3NQ  Var_01    C13  C15  C16  C1    54.51  30.0  1
 3NQ  Var_02    C10  C9   C8   C4   -55.72  30.0  1
 3NQ  Var_03    C22  C24  C25  C12  -53.36  30.0  1
 3NQ  Var_04    C26  C33  C34  C20   18.69  30.0  1
 3NQ  Var_05    C34  C33  C26  C22    4.14  30.0  1
 3NQ  Var_06    C28  C27  C26  C22  -54.14  30.0  2

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
 3NQ  chir_01  C1   C16  C3   C10  negativ
 3NQ  chir_02  C4   O6   C3   C8   positiv
 3NQ  chir_03  C10  C1   C12  C9   negativ
 3NQ  chir_04  C12  C25  C10  C13  positiv
 3NQ  chir_05  C13  C15  C20  C12  negativ
 3NQ  chir_06  C20  C34  C13  C22  negativ
 3NQ  chir_07  C22  C26  C24  C20  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
 3NQ  plan-1  C26  0.020
 3NQ  plan-1  C27  0.020
 3NQ  plan-1  C28  0.020
 3NQ  plan-1  N29  0.020
 3NQ  plan-1  C30  0.020
 3NQ  plan-1  C31  0.020
 3NQ  plan-1  C32  0.020
 3NQ  plan-1  H27  0.020
 3NQ  plan-1  H28  0.020
 3NQ  plan-1  H29  0.020
 3NQ  plan-1  H30  0.020

