data_4QF
# 
_chem_comp.id                                    4QF 
_chem_comp.name                                  "(5R,7S)-8-benzyl-4-(cyclohexylamino)-1-(3-fluorophenyl)-7-methyl-1,3,8-triazaspiro[4.5]dec-3-en-2-one" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H33 F N4 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-05-08 
_chem_comp.pdbx_modified_date                    2015-07-31 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        448.576 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     4QF 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        4ZPG 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
4QF C1  C1  C 0 1 N N N 29.229 39.619 1.566  -0.006 0.636  1.017  C1  4QF 1  
4QF C2  C2  C 0 1 N N N 30.506 40.214 2.145  -1.511 0.504  0.765  C2  4QF 2  
4QF C4  C3  C 0 1 N N S 31.863 38.223 1.303  -1.146 0.108  -1.600 C4  4QF 3  
4QF C5  C4  C 0 1 N N N 30.570 37.590 0.812  0.371  0.227  -1.428 C5  4QF 4  
4QF C6  C5  C 0 1 N N R 29.499 38.622 0.445  0.753  -0.195 -0.013 C6  4QF 5  
4QF C7  C6  C 0 1 N N N 28.210 37.883 0.115  2.243  -0.066 0.196  C7  4QF 6  
4QF C9  C7  C 0 1 N N N 28.652 38.863 -1.753 1.690  -2.180 0.464  C9  4QF 7  
4QF C12 C8  C 0 1 Y N N 30.688 40.105 -1.300 -0.742 -2.280 0.106  C12 4QF 8  
4QF C13 C9  C 0 1 Y N N 30.603 41.473 -1.100 -1.893 -1.561 -0.192 C13 4QF 9  
4QF C14 C10 C 0 1 Y N N 31.610 42.304 -1.548 -3.110 -2.207 -0.271 C14 4QF 10 
4QF C15 C11 C 0 1 Y N N 32.697 41.788 -2.236 -3.186 -3.571 -0.054 C15 4QF 11 
4QF C16 C12 C 0 1 Y N N 32.763 40.429 -2.452 -2.042 -4.292 0.243  C16 4QF 12 
4QF C17 C13 C 0 1 Y N N 31.765 39.591 -1.999 -0.819 -3.650 0.319  C17 4QF 13 
4QF C20 C14 C 0 1 N N N 26.333 36.404 0.813  4.426  1.011  0.352  C20 4QF 14 
4QF C21 C15 C 0 1 N N N 25.402 36.451 2.020  4.917  2.382  0.822  C21 4QF 15 
4QF C22 C16 C 0 1 N N N 24.100 35.687 1.743  6.427  2.327  1.064  C22 4QF 16 
4QF N3  N1  N 0 1 N N N 31.597 39.201 2.410  -1.819 0.948  -0.600 N3  4QF 17 
4QF N8  N2  N 0 1 N N N 27.780 38.051 -1.101 2.674  -1.274 0.464  N8  4QF 18 
4QF N10 N3  N 0 1 N N N 29.652 39.239 -0.870 0.492  -1.627 0.186  N10 4QF 19 
4QF O11 O1  O 0 1 N N N 28.537 39.176 -2.932 1.857  -3.365 0.687  O11 4QF 20 
4QF F18 F1  F 0 1 N N N 33.796 39.904 -3.138 -2.120 -5.624 0.455  F18 4QF 21 
4QF N19 N4  N 0 1 N N N 27.574 37.123 1.086  2.981  1.064  0.120  N19 4QF 22 
4QF C23 C17 C 0 1 N N N 24.381 34.248 1.324  7.139  1.949  -0.236 C23 4QF 23 
4QF C24 C18 C 0 1 N N N 25.328 34.207 0.131  6.648  0.579  -0.707 C24 4QF 24 
4QF C25 C19 C 0 1 N N N 26.631 34.963 0.422  5.138  0.634  -0.949 C25 4QF 25 
4QF C26 C20 C 0 1 N N N 32.828 39.840 3.012  -3.270 0.979  -0.829 C26 4QF 26 
4QF C27 C21 C 0 1 Y N N 33.513 40.877 2.158  -3.859 2.189  -0.151 C27 4QF 27 
4QF C28 C22 C 0 1 Y N N 34.464 40.501 1.225  -4.296 2.103  1.158  C28 4QF 28 
4QF C29 C23 C 0 1 Y N N 35.092 41.445 0.428  -4.832 3.214  1.782  C29 4QF 29 
4QF C30 C24 C 0 1 Y N N 34.743 42.775 0.556  -4.932 4.411  1.097  C30 4QF 30 
4QF C31 C25 C 0 1 Y N N 33.798 43.171 1.491  -4.495 4.497  -0.212 C31 4QF 31 
4QF C32 C26 C 0 1 Y N N 33.195 42.221 2.296  -3.959 3.386  -0.836 C32 4QF 32 
4QF C33 C27 C 0 1 N N N 32.845 37.152 1.736  -1.538 0.573  -3.004 C33 4QF 33 
4QF H1  H1  H 0 1 N N N 28.609 40.436 1.168  0.287  1.682  0.928  H1  4QF 34 
4QF H2  H2  H 0 1 N N N 28.684 39.104 2.371  0.228  0.276  2.019  H2  4QF 35 
4QF H3  H3  H 0 1 N N N 30.892 40.959 1.434  -1.809 -0.538 0.884  H3  4QF 36 
4QF H4  H4  H 0 1 N N N 30.256 40.709 3.095  -2.055 1.122  1.480  H4  4QF 37 
4QF H5  H5  H 0 1 N N N 32.311 38.772 0.462  -1.447 -0.930 -1.463 H5  4QF 38 
4QF H6  H6  H 0 1 N N N 30.174 36.941 1.607  0.871  -0.421 -2.148 H6  4QF 39 
4QF H7  H7  H 0 1 N N N 30.793 36.984 -0.079 0.676  1.260  -1.594 H7  4QF 40 
4QF H8  H8  H 0 1 N N N 29.746 41.891 -0.592 -1.835 -0.495 -0.362 H8  4QF 41 
4QF H9  H9  H 0 1 N N N 31.550 43.366 -1.361 -4.004 -1.648 -0.503 H9  4QF 42 
4QF H10 H10 H 0 1 N N N 33.479 42.440 -2.597 -4.140 -4.074 -0.117 H10 4QF 43 
4QF H11 H11 H 0 1 N N N 31.825 38.530 -2.191 0.073  -4.212 0.551  H11 4QF 44 
4QF H12 H12 H 0 1 N N N 25.820 36.887 -0.032 4.645  0.265  1.115  H12 4QF 45 
4QF H13 H13 H 0 1 N N N 25.909 35.995 2.883  4.699  3.128  0.059  H13 4QF 46 
4QF H14 H14 H 0 1 N N N 25.162 37.500 2.248  4.410  2.651  1.749  H14 4QF 47 
4QF H15 H15 H 0 1 N N N 23.551 36.195 0.936  6.777  3.303  1.400  H15 4QF 48 
4QF H16 H16 H 0 1 N N N 23.487 35.681 2.656  6.646  1.581  1.828  H16 4QF 49 
4QF H18 H18 H 0 1 N N N 27.977 37.066 1.999  2.553  1.909  -0.088 H18 4QF 50 
4QF H19 H19 H 0 1 N N N 23.434 33.761 1.049  6.920  2.696  -1.000 H19 4QF 51 
4QF H20 H20 H 0 1 N N N 24.839 33.710 2.167  8.214  1.911  -0.064 H20 4QF 52 
4QF H21 H21 H 0 1 N N N 24.832 34.669 -0.735 7.155  0.310  -1.634 H21 4QF 53 
4QF H22 H22 H 0 1 N N N 25.567 33.158 -0.100 6.867  -0.167 0.056  H22 4QF 54 
4QF H23 H23 H 0 1 N N N 27.162 34.466 1.247  4.788  -0.343 -1.285 H23 4QF 55 
4QF H24 H24 H 0 1 N N N 27.263 34.955 -0.478 4.919  1.380  -1.713 H24 4QF 56 
4QF H25 H25 H 0 1 N N N 33.555 39.041 3.221  -3.467 1.031  -1.900 H25 4QF 57 
4QF H26 H26 H 0 1 N N N 32.531 40.322 3.955  -3.721 0.076  -0.419 H26 4QF 58 
4QF H27 H27 H 0 1 N N N 34.720 39.457 1.117  -4.218 1.169  1.693  H27 4QF 59 
4QF H28 H28 H 0 1 N N N 35.845 41.144 -0.285 -5.173 3.147  2.804  H28 4QF 60 
4QF H29 H29 H 0 1 N N N 35.210 43.514 -0.078 -5.351 5.279  1.584  H29 4QF 61 
4QF H30 H30 H 0 1 N N N 33.535 44.214 1.590  -4.572 5.432  -0.747 H30 4QF 62 
4QF H31 H31 H 0 1 N N N 32.472 42.527 3.037  -3.614 3.454  -1.857 H31 4QF 63 
4QF H32 H32 H 0 1 N N N 33.773 37.626 2.088  -1.363 1.645  -3.094 H32 4QF 64 
4QF H33 H33 H 0 1 N N N 32.405 36.559 2.551  -0.937 0.043  -3.743 H33 4QF 65 
4QF H34 H34 H 0 1 N N N 33.069 36.494 0.883  -2.594 0.362  -3.175 H34 4QF 66 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
4QF F18 C16 SING N N 1  
4QF O11 C9  DOUB N N 2  
4QF C16 C15 DOUB Y N 3  
4QF C16 C17 SING Y N 4  
4QF C15 C14 SING Y N 5  
4QF C17 C12 DOUB Y N 6  
4QF C9  N8  SING N N 7  
4QF C9  N10 SING N N 8  
4QF C14 C13 DOUB Y N 9  
4QF C12 C13 SING Y N 10 
4QF C12 N10 SING N N 11 
4QF N8  C7  DOUB N N 12 
4QF N10 C6  SING N N 13 
4QF C7  C6  SING N N 14 
4QF C7  N19 SING N N 15 
4QF C24 C25 SING N N 16 
4QF C24 C23 SING N N 17 
4QF C25 C20 SING N N 18 
4QF C29 C30 DOUB Y N 19 
4QF C29 C28 SING Y N 20 
4QF C6  C5  SING N N 21 
4QF C6  C1  SING N N 22 
4QF C30 C31 SING Y N 23 
4QF C5  C4  SING N N 24 
4QF C20 N19 SING N N 25 
4QF C20 C21 SING N N 26 
4QF C28 C27 DOUB Y N 27 
4QF C4  C33 SING N N 28 
4QF C4  N3  SING N N 29 
4QF C23 C22 SING N N 30 
4QF C31 C32 DOUB Y N 31 
4QF C1  C2  SING N N 32 
4QF C22 C21 SING N N 33 
4QF C2  N3  SING N N 34 
4QF C27 C32 SING Y N 35 
4QF C27 C26 SING N N 36 
4QF N3  C26 SING N N 37 
4QF C1  H1  SING N N 38 
4QF C1  H2  SING N N 39 
4QF C2  H3  SING N N 40 
4QF C2  H4  SING N N 41 
4QF C4  H5  SING N N 42 
4QF C5  H6  SING N N 43 
4QF C5  H7  SING N N 44 
4QF C13 H8  SING N N 45 
4QF C14 H9  SING N N 46 
4QF C15 H10 SING N N 47 
4QF C17 H11 SING N N 48 
4QF C20 H12 SING N N 49 
4QF C21 H13 SING N N 50 
4QF C21 H14 SING N N 51 
4QF C22 H15 SING N N 52 
4QF C22 H16 SING N N 53 
4QF N19 H18 SING N N 54 
4QF C23 H19 SING N N 55 
4QF C23 H20 SING N N 56 
4QF C24 H21 SING N N 57 
4QF C24 H22 SING N N 58 
4QF C25 H23 SING N N 59 
4QF C25 H24 SING N N 60 
4QF C26 H25 SING N N 61 
4QF C26 H26 SING N N 62 
4QF C28 H27 SING N N 63 
4QF C29 H28 SING N N 64 
4QF C30 H29 SING N N 65 
4QF C31 H30 SING N N 66 
4QF C32 H31 SING N N 67 
4QF C33 H32 SING N N 68 
4QF C33 H33 SING N N 69 
4QF C33 H34 SING N N 70 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
4QF SMILES           ACDLabs              12.01 "C1CN(C(C)CC13C(NC2CCCCC2)=NC(N3c4cccc(c4)F)=O)Cc5ccccc5" 
4QF InChI            InChI                1.03  
"InChI=1S/C27H33FN4O/c1-20-18-27(15-16-31(20)19-21-9-4-2-5-10-21)25(29-23-12-6-3-7-13-23)30-26(33)32(27)24-14-8-11-22(28)17-24/h2,4-5,8-11,14,17,20,23H,3,6-7,12-13,15-16,18-19H2,1H3,(H,29,30,33)/t20-,27+/m0/s1" 
4QF InChIKey         InChI                1.03  YNODVOARUZZRMG-CCLHPLFOSA-N 
4QF SMILES_CANONICAL CACTVS               3.385 "C[C@H]1C[C@@]2(CCN1Cc3ccccc3)N(C(=O)N=C2NC4CCCCC4)c5cccc(F)c5" 
4QF SMILES           CACTVS               3.385 "C[CH]1C[C]2(CCN1Cc3ccccc3)N(C(=O)N=C2NC4CCCCC4)c5cccc(F)c5" 
4QF SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@H]1C[C@]2(CCN1Cc3ccccc3)C(=NC(=O)N2c4cccc(c4)F)NC5CCCCC5" 
4QF SMILES           "OpenEye OEToolkits" 1.9.2 "CC1CC2(CCN1Cc3ccccc3)C(=NC(=O)N2c4cccc(c4)F)NC5CCCCC5" 
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
4QF "SYSTEMATIC NAME" ACDLabs              12.01 "(5R,7S)-8-benzyl-4-(cyclohexylamino)-1-(3-fluorophenyl)-7-methyl-1,3,8-triazaspiro[4.5]dec-3-en-2-one"         
4QF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(5R,7S)-4-(cyclohexylamino)-1-(3-fluorophenyl)-7-methyl-8-(phenylmethyl)-1,3,8-triazaspiro[4.5]dec-3-en-2-one" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
4QF "Create component" 2015-05-08 RCSB 
4QF "Initial release"  2015-08-05 RCSB 
# 
