# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Oct 21 13:23:50 2020
#
#   Inital geometry file: a 88 line input string
#   Ligand name: 11-cyclopropyl-4-methyl-5,11-dihydro-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccnc2N(C3CC3)c4ncccc4C(=O)Nc12
#
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
NVP        NVP '11-cyclopropyl-4-methyl-5,11-dihydro-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one' ligand 34 20 .
2020-10-21 2020-10-21
;
CIF prepared directly in eLBOW
;
#
data_comp_NVP
#
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
NVP         N1     N   NT     0  -0.576   -0.8076   -0.5577   -0.4541
NVP         CA     C   CH1    0  -0.057   -2.0637   -1.1131   -0.8995
NVP         CB     C   CH2    0  -0.444   -3.1435   -0.4109   -1.6511
NVP         CC     C   CH2    0  -0.492   -2.3690   -1.5269   -2.2999
NVP         N3     N   N      0  -0.372   -1.9108    0.3614    1.3787
NVP         C4     C   CR16   0  -0.043   -1.9298    0.7572    2.6404
NVP         C5     C   CR16   0  -0.363   -0.8203    0.7081    3.4630
NVP         C6     C   CR6    0   0.171    0.3655    0.1806    2.9674
NVP         CD     C   CH3    0  -0.730    1.5872    0.0711    3.8272
NVP         C2     C   CR6    0   0.408   -0.7934   -0.1335    0.8850
NVP         C7     C   CR6    0   0.204    0.3686   -0.2779    1.6498
NVP         N8     N   NH1    0  -0.738    1.4912   -0.9444    1.1529
NVP         C9     C   C      0   0.516    2.1312   -0.7732   -0.0383
NVP         OE     O   O      0  -0.391    3.2194   -1.2688   -0.2329
NVP         C10    C   CR6    0  -0.210    1.4660    0.0536   -1.0783
NVP         C15    C   CR6    0   0.495    0.0833    0.0764   -1.3198
NVP         C11    C   CR16   0  -0.130    2.2931    0.7290   -1.9660
NVP         C12    C   CR16   0  -0.322    1.7493    1.3950   -3.0477
NVP         C13    C   CR16   0  -0.018    0.3783    1.3146   -3.2191
NVP         N14    N   N      0  -0.415   -0.4255    0.6839   -2.3808
NVP         HCA    H   HCH1   0   0.240   -2.4177   -1.8075   -0.1466
NVP        HCB1    H   HCH2   0   0.226   -4.1634   -0.5881   -1.3348
NVP        HCB2    H   HCH2   0   0.258   -2.9437    0.5876   -2.0087
NVP        HCC1    H   HCH2   0   0.253   -1.6970   -1.2599   -3.1012
NVP        HCC2    H   HCH2   0   0.232   -2.8415   -2.4930   -2.4252
NVP         HC4    H   HCR6   0   0.231   -2.8753    1.1370    3.0102
NVP         HC5    H   HCR6   0   0.224   -0.8769    1.0699    4.4813
NVP        HCD1    H   HCH3   0   0.234    1.8125   -0.9660    4.0887
NVP        HCD2    H   HCH3   0   0.254    2.4671    0.4782    3.3278
NVP        HCD3    H   HCH3   0   0.248    1.4540    0.6100    4.7632
NVP         HN8    H   HNH1   0   0.374    2.0175   -1.5045    1.8072
NVP         H11    H   HCR6   0   0.262    3.3634    0.7032   -1.8111
NVP         H12    H   HCR6   0   0.234    2.3667    1.9359   -3.7502
NVP         H13    H   HCR6   0   0.237   -0.1012    1.7853   -4.0703
#
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
NVP   N1      CA    single        1.444 0.020     1.444
NVP   N1      C2    single        1.405 0.020     1.405
NVP   N1      C15   single        1.395 0.020     1.395
NVP   CA      CB    single        1.491 0.020     1.491
NVP   CA      CC    single        1.492 0.020     1.492
NVP   CA      HCA   single        0.970 0.020     1.090
NVP   CB      CC    single        1.505 0.020     1.505
NVP   CB     HCB1   single        0.970 0.020     1.090
NVP   CB     HCB2   single        0.970 0.020     1.090
NVP   CC     HCC1   single        0.970 0.020     1.090
NVP   CC     HCC2   single        0.970 0.020     1.090
NVP   N3      C4    aromatic      1.322 0.020     1.322
NVP   N3      C2    aromatic      1.318 0.020     1.318
NVP   C4      C5    aromatic      1.382 0.020     1.382
NVP   C4      HC4   single        0.930 0.020     1.080
NVP   C5      C6    aromatic      1.389 0.020     1.389
NVP   C5      HC5   single        0.930 0.020     1.080
NVP   C6      CD    single        1.498 0.020     1.498
NVP   C6      C7    aromatic      1.395 0.020     1.395
NVP   CD     HCD1   single        0.970 0.020     1.090
NVP   CD     HCD2   single        0.970 0.020     1.090
NVP   CD     HCD3   single        0.970 0.020     1.090
NVP   C2      C7    aromatic      1.399 0.020     1.399
NVP   C7      N8    single        1.397 0.020     1.397
NVP   N8      C9    single        1.363 0.020     1.363
NVP   N8      HN8   single        0.860 0.020     1.020
NVP   C9      OE    double        1.212 0.020     1.212
NVP   C9      C10   single        1.486 0.020     1.486
NVP   C10     C15   aromatic      1.404 0.020     1.404
NVP   C10     C11   aromatic      1.389 0.020     1.389
NVP   C15     N14   aromatic      1.324 0.020     1.324
NVP   C11     C12   aromatic      1.382 0.020     1.382
NVP   C11     H11   single        0.930 0.020     1.080
NVP   C12     C13   aromatic      1.384 0.020     1.384
NVP   C12     H12   single        0.930 0.020     1.080
NVP   C13     N14   aromatic      1.322 0.020     1.322
NVP   C13     H13   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
NVP   C15     N1      C2          116.61 3.000
NVP   C15     N1      CA          122.63 3.000
NVP   C2      N1      CA          114.77 3.000
NVP   HCA     CA      CC          114.06 3.000
NVP   HCA     CA      CB          114.55 3.000
NVP   CC      CA      CB           60.62 3.000
NVP   HCA     CA      N1          108.45 3.000
NVP   CC      CA      N1          125.05 3.000
NVP   CB      CA      N1          127.17 3.000
NVP  HCB2     CB     HCB1         115.00 3.000
NVP  HCB2     CB      CC          116.61 3.000
NVP  HCB1     CB      CC          119.30 3.000
NVP  HCB2     CB      CA          117.94 3.000
NVP  HCB1     CB      CA          117.25 3.000
NVP   CC      CB      CA           59.71 3.000
NVP  HCC2     CC     HCC1         113.99 3.000
NVP  HCC2     CC      CB          119.13 3.000
NVP  HCC1     CC      CB          117.18 3.000
NVP  HCC2     CC      CA          116.45 3.000
NVP  HCC1     CC      CA          120.06 3.000
NVP   CB      CC      CA           59.67 3.000
NVP   C2      N3      C4          118.81 3.000
NVP   HC4     C4      C5          120.64 3.000
NVP   HC4     C4      N3          116.28 3.000
NVP   C5      C4      N3          123.08 3.000
NVP   HC5     C5      C6          120.48 3.000
NVP   HC5     C5      C4          120.41 3.000
NVP   C6      C5      C4          119.10 3.000
NVP   C7      C6      CD          121.08 3.000
NVP   C7      C6      C5          117.62 3.000
NVP   CD      C6      C5          121.27 3.000
NVP  HCD3     CD     HCD2         107.92 3.000
NVP  HCD3     CD     HCD1         106.82 3.000
NVP  HCD2     CD     HCD1         107.31 3.000
NVP  HCD3     CD      C6          110.96 3.000
NVP  HCD2     CD      C6          111.59 3.000
NVP  HCD1     CD      C6          112.01 3.000
NVP   C7      C2      N3          122.56 3.000
NVP   C7      C2      N1          119.90 3.000
NVP   N3      C2      N1          117.51 3.000
NVP   N8      C7      C2          121.50 3.000
NVP   N8      C7      C6          119.64 3.000
NVP   C2      C7      C6          118.73 3.000
NVP   HN8     N8      C9          113.05 3.000
NVP   HN8     N8      C7          116.95 3.000
NVP   C9      N8      C7          128.92 3.000
NVP   C10     C9      OE          121.15 3.000
NVP   C10     C9      N8          118.13 3.000
NVP   OE      C9      N8          120.71 3.000
NVP   C11     C10     C15         117.95 3.000
NVP   C11     C10     C9          116.84 3.000
NVP   C15     C10     C9          124.78 3.000
NVP   N14     C15     C10         121.58 3.000
NVP   N14     C15     N1          117.41 3.000
NVP   C10     C15     N1          121.00 3.000
NVP   H11     C11     C12         120.86 3.000
NVP   H11     C11     C10         119.09 3.000
NVP   C12     C11     C10         120.03 3.000
NVP   H12     C12     C13         120.97 3.000
NVP   H12     C12     C11         121.70 3.000
NVP   C13     C12     C11         117.31 3.000
NVP   H13     C13     N14         115.86 3.000
NVP   H13     C13     C12         120.66 3.000
NVP   N14     C13     C12         123.48 3.000
NVP   C13     N14     C15         119.57 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
NVP CONST_01       C6      C5      C4      N3           -2.16   0.0 0
NVP CONST_02       C7      C6      C5      C4           -0.10   0.0 0
NVP CONST_03       C2      N3      C4      C5            1.66   0.0 0
NVP CONST_04       C13     C12     C11     C10          -2.17   0.0 0
NVP CONST_05       C12     C13     N14     C15          -0.73   0.0 0
NVP CONST_06       N14     C13     C12     C11           2.67   0.0 0
NVP CONST_07       CD      C6      C5      C4         -178.39   0.0 0
NVP CONST_08       HC5     C5      C4      N3          178.24   0.0 0
NVP CONST_09       HC4     C4      C5      C6          178.21   0.0 0
NVP CONST_10       H12     C12     C11     C10         179.47   0.0 0
NVP CONST_11       H13     C13     N14     C15         179.62   0.0 0
NVP CONST_12       H11     C11     C12     C13         176.26   0.0 0
NVP Var_01         CC      CB      CA      N1          113.58  30.0 1
NVP Var_02        HCD1     CD      C6      C5          108.87  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
NVP chir_01   CA      N1      CB      CC    both
#
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
NVP plan-1     C7 0.020
NVP plan-1     N8 0.020
NVP plan-1     C9 0.020
NVP plan-1     OE 0.020
NVP plan-1    C10 0.020
NVP plan-1    HN8 0.020
NVP plan-2     N1 0.020
NVP plan-2     N3 0.020
NVP plan-2     C4 0.020
NVP plan-2     C5 0.020
NVP plan-2     C6 0.020
NVP plan-2     CD 0.020
NVP plan-2     C2 0.020
NVP plan-2     C7 0.020
NVP plan-2     N8 0.020
NVP plan-2    HC4 0.020
NVP plan-2    HC5 0.020
NVP plan-3     N1 0.020
NVP plan-3     C9 0.020
NVP plan-3    C10 0.020
NVP plan-3    C15 0.020
NVP plan-3    C11 0.020
NVP plan-3    C12 0.020
NVP plan-3    C13 0.020
NVP plan-3    N14 0.020
NVP plan-3    H11 0.020
NVP plan-3    H12 0.020
NVP plan-3    H13 0.020
