data_CN8
# 
_chem_comp.id                                    CN8 
_chem_comp.name                                  "(4S)-N-ethyl-4-{[N-methyl-3-(1-{2-[(4-sulfanylbenzoyl)amino]ethyl}-1H-1,2,3-triazol-4-yl)-L-alanyl]amino}-L-prolinamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H32 N8 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2014-02-04 
_chem_comp.pdbx_modified_date                    2014-10-03 
_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                        488.606 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CN8 
_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        4CP9 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
CN8 O5   O5   O 0 1 N N N 27.238 18.787 -42.916 -8.269  2.416  -1.298 O5   CN8 1  
CN8 C29  C29  C 0 1 N N N 27.512 19.990 -43.023 -8.701  1.599  -0.513 C29  CN8 2  
CN8 N8   N8   N 0 1 N N N 27.715 20.576 -44.211 -9.568  1.979  0.447  N8   CN8 3  
CN8 C30  C30  C 0 1 N N N 27.729 19.857 -45.478 -9.988  3.380  0.541  C30  CN8 4  
CN8 C31  C31  C 0 1 N N N 28.062 20.817 -46.616 -10.966 3.541  1.706  C31  CN8 5  
CN8 C27  C27  C 0 1 N N S 27.654 20.916 -41.816 -8.274  0.157  -0.614 C27  CN8 6  
CN8 N7   N7   N 0 1 N N N 26.334 21.406 -41.357 -7.715  -0.107 -1.952 N7   CN8 7  
CN8 C26  C26  C 0 1 N N N 25.927 20.544 -40.212 -6.304  -0.523 -1.799 C26  CN8 8  
CN8 C28  C28  C 0 1 N N N 28.294 20.216 -40.616 -7.160  -0.133 0.413  C28  CN8 9  
CN8 C25  C25  C 0 1 N N S 27.113 19.663 -39.825 -6.213  -1.089 -0.360 C25  CN8 10 
CN8 N6   N6   N 0 1 N N N 26.843 18.278 -40.192 -4.844  -0.999 0.154  N6   CN8 11 
CN8 C16  C16  C 0 1 N N N 25.924 17.481 -39.586 -3.962  -1.985 -0.102 C16  CN8 12 
CN8 O4   O4   O 0 1 N N N 25.313 17.824 -38.578 -4.302  -2.947 -0.758 O4   CN8 13 
CN8 C15  C15  C 0 1 N N S 25.546 16.142 -40.192 -2.553  -1.893 0.426  C15  CN8 14 
CN8 N5   N5   N 0 1 N N N 25.944 15.932 -41.608 -2.001  -3.244 0.588  N5   CN8 15 
CN8 C17  C17  C 0 1 N N N 24.958 16.497 -42.411 -2.403  -3.825 1.876  C17  CN8 16 
CN8 C14  C14  C 0 1 N N N 26.029 14.993 -39.298 -1.689  -1.105 -0.561 C14  CN8 17 
CN8 C12  C12  C 0 1 Y N N 27.518 14.721 -39.228 -0.314  -0.906 0.022  C12  CN8 18 
CN8 N4   N4   N 0 1 Y N N 28.453 15.451 -38.566 -0.018  -0.357 1.206  N4   CN8 19 
CN8 N3   N3   N 0 1 Y N N 29.709 14.839 -38.708 1.259   -0.360 1.359  N3   CN8 20 
CN8 C13  C13  C 0 1 Y N N 28.147 13.602 -39.775 0.864   -1.254 -0.545 C13  CN8 21 
CN8 N2   N2   N 0 1 Y N N 29.443 13.682 -39.459 1.828   -0.886 0.331  N2   CN8 22 
CN8 C11  C11  C 0 1 N N N 30.592 12.828 -39.787 3.270   -1.062 0.144  C11  CN8 23 
CN8 C10  C10  C 0 1 N N N 31.021 13.220 -41.196 3.974   0.287  0.309  C10  CN8 24 
CN8 N1   N1   N 0 1 N N N 31.578 14.555 -41.177 5.416   0.111  0.122  N1   CN8 25 
CN8 C9   C9   C 0 1 N N N 32.789 14.733 -40.676 6.242   1.171  0.222  C9   CN8 26 
CN8 O1   O1   O 0 1 N N N 33.453 13.793 -40.274 5.791   2.273  0.467  O1   CN8 27 
CN8 C4   C4   C 0 1 Y N N 33.360 16.114 -40.600 7.694   0.995  0.034  C4   CN8 28 
CN8 C3   C3   C 0 1 Y N N 34.634 16.287 -40.092 8.553   2.093  0.137  C3   CN8 29 
CN8 C2   C2   C 0 1 Y N N 35.163 17.553 -40.013 9.902   1.926  -0.038 C2   CN8 30 
CN8 C1   C1   C 0 1 Y N N 34.414 18.647 -40.452 10.418  0.663  -0.318 C1   CN8 31 
CN8 S1   S1   S 0 1 N N N 35.000 20.231 -40.419 12.153  0.452  -0.543 S1   CN8 32 
CN8 C6   C6   C 0 1 Y N N 33.132 18.484 -40.981 9.565   -0.433 -0.422 C6   CN8 33 
CN8 C5   C5   C 0 1 Y N N 32.598 17.211 -41.042 8.216   -0.273 -0.243 C5   CN8 34 
CN8 H8   H8   H 0 1 N N N 27.866 21.564 -44.229 -9.913  1.326  1.075  H8   CN8 35 
CN8 H27  H27  H 0 1 N N N 28.282 21.773 -42.101 -9.128  -0.496 -0.433 H27  CN8 36 
CN8 H301 H301 H 0 0 N N N 28.488 19.062 -45.438 -9.115  4.010  0.710  H301 CN8 37 
CN8 H302 H302 H 0 0 N N N 26.739 19.411 -45.655 -10.476 3.676  -0.387 H302 CN8 38 
CN8 H311 H311 H 0 0 N N N 28.071 20.268 -47.569 -11.839 2.911  1.538  H311 CN8 39 
CN8 H312 H312 H 0 0 N N N 27.303 21.612 -46.658 -10.478 3.245  2.635  H312 CN8 40 
CN8 H313 H313 H 0 0 N N N 29.052 21.263 -46.441 -11.278 4.583  1.777  H313 CN8 41 
CN8 H7   H7   H 0 1 N N N 26.404 22.359 -41.062 -8.250  -0.814 -2.435 H7   CN8 42 
CN8 H281 H281 H 0 0 N N N 28.956 19.402 -40.948 -6.641  0.784  0.689  H281 CN8 43 
CN8 H282 H282 H 0 0 N N N 28.868 20.931 -40.009 -7.568  -0.626 1.296  H282 CN8 44 
CN8 H261 H261 H 0 0 N N N 25.638 21.174 -39.358 -6.055  -1.296 -2.526 H261 CN8 45 
CN8 H262 H262 H 0 0 N N N 25.076 19.912 -40.507 -5.641  0.334  -1.912 H262 CN8 46 
CN8 H25  H25  H 0 1 N N N 27.309 19.752 -38.746 -6.576  -2.116 -0.320 H25  CN8 47 
CN8 H6   H6   H 0 1 N N N 27.373 17.886 -40.944 -4.572  -0.229 0.678  H6   CN8 48 
CN8 H15  H15  H 0 1 N N N 24.447 16.098 -40.169 -2.559  -1.384 1.390  H15  CN8 49 
CN8 H5   H5   H 0 1 N N N 26.823 16.375 -41.784 -2.275  -3.841 -0.178 H5   CN8 50 
CN8 H141 H141 H 0 0 N N N 25.688 15.210 -38.275 -1.611  -1.657 -1.497 H141 CN8 51 
CN8 H142 H142 H 0 0 N N N 25.545 14.073 -39.659 -2.148  -0.134 -0.750 H142 CN8 52 
CN8 H171 H171 H 0 0 N N N 25.223 16.359 -43.470 -2.110  -3.155 2.684  H171 CN8 53 
CN8 H172 H172 H 0 0 N N N 23.994 16.008 -42.207 -3.484  -3.963 1.892  H172 CN8 54 
CN8 H173 H173 H 0 0 N N N 24.877 17.572 -42.191 -1.912  -4.789 2.009  H173 CN8 55 
CN8 H13  H13  H 0 1 N N N 27.674 12.817 -40.347 1.007   -1.728 -1.505 H13  CN8 56 
CN8 H111 H111 H 0 0 N N N 31.413 13.002 -39.076 3.650   -1.763 0.887  H111 CN8 57 
CN8 H112 H112 H 0 0 N N N 30.300 11.768 -39.758 3.462   -1.452 -0.855 H112 CN8 58 
CN8 H101 H101 H 0 0 N N N 31.780 12.511 -41.559 3.593   0.988  -0.434 H101 CN8 59 
CN8 H102 H102 H 0 0 N N N 30.148 13.196 -41.865 3.781   0.677  1.308  H102 CN8 60 
CN8 H1   H1   H 0 1 N N N 31.057 15.329 -41.536 5.776   -0.768 -0.074 H1   CN8 61 
CN8 H3   H3   H 0 1 N N N 35.209 15.435 -39.760 8.153   3.073  0.354  H3   CN8 62 
CN8 HA   HA   H 0 1 N N N 31.601 17.059 -41.427 7.555   -1.124 -0.319 HA   CN8 63 
CN8 H2   H2   H 0 1 N N N 36.155 17.701 -39.613 10.566  2.774  0.042  H2   CN8 64 
CN8 HB   HB   H 0 1 N N N 33.997 20.900 -40.905 12.589  0.186  0.702  HB   CN8 65 
CN8 HC   HC   H 0 1 N N N 32.570 19.335 -41.335 9.968   -1.411 -0.640 HC   CN8 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 
CN8 O5  C29  DOUB N N 1  
CN8 C29 N8   SING N N 2  
CN8 C29 C27  SING N N 3  
CN8 N8  C30  SING N N 4  
CN8 C30 C31  SING N N 5  
CN8 C27 N7   SING N N 6  
CN8 C27 C28  SING N N 7  
CN8 N7  C26  SING N N 8  
CN8 C26 C25  SING N N 9  
CN8 C28 C25  SING N N 10 
CN8 C25 N6   SING N N 11 
CN8 N6  C16  SING N N 12 
CN8 C16 O4   DOUB N N 13 
CN8 C16 C15  SING N N 14 
CN8 C15 N5   SING N N 15 
CN8 C15 C14  SING N N 16 
CN8 N5  C17  SING N N 17 
CN8 C14 C12  SING N N 18 
CN8 C12 N4   SING Y N 19 
CN8 C12 C13  DOUB Y N 20 
CN8 N4  N3   DOUB Y N 21 
CN8 N3  N2   SING Y N 22 
CN8 C13 N2   SING Y N 23 
CN8 N2  C11  SING N N 24 
CN8 C11 C10  SING N N 25 
CN8 C10 N1   SING N N 26 
CN8 N1  C9   SING N N 27 
CN8 C9  O1   DOUB N N 28 
CN8 C9  C4   SING N N 29 
CN8 C4  C3   SING Y N 30 
CN8 C4  C5   DOUB Y N 31 
CN8 C3  C2   DOUB Y N 32 
CN8 C2  C1   SING Y N 33 
CN8 C1  S1   SING N N 34 
CN8 C1  C6   DOUB Y N 35 
CN8 C6  C5   SING Y N 36 
CN8 N8  H8   SING N N 37 
CN8 C27 H27  SING N N 38 
CN8 C30 H301 SING N N 39 
CN8 C30 H302 SING N N 40 
CN8 C31 H311 SING N N 41 
CN8 C31 H312 SING N N 42 
CN8 C31 H313 SING N N 43 
CN8 N7  H7   SING N N 44 
CN8 C28 H281 SING N N 45 
CN8 C28 H282 SING N N 46 
CN8 C26 H261 SING N N 47 
CN8 C26 H262 SING N N 48 
CN8 C25 H25  SING N N 49 
CN8 N6  H6   SING N N 50 
CN8 C15 H15  SING N N 51 
CN8 N5  H5   SING N N 52 
CN8 C14 H141 SING N N 53 
CN8 C14 H142 SING N N 54 
CN8 C17 H171 SING N N 55 
CN8 C17 H172 SING N N 56 
CN8 C17 H173 SING N N 57 
CN8 C13 H13  SING N N 58 
CN8 C11 H111 SING N N 59 
CN8 C11 H112 SING N N 60 
CN8 C10 H101 SING N N 61 
CN8 C10 H102 SING N N 62 
CN8 N1  H1   SING N N 63 
CN8 C3  H3   SING N N 64 
CN8 C5  HA   SING N N 65 
CN8 C2  H2   SING N N 66 
CN8 S1  HB   SING N N 67 
CN8 C6  HC   SING N N 68 
# 
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 
CN8 SMILES           ACDLabs              12.01 "O=C(NCC)C3NCC(NC(=O)C(NC)Cc1nnn(c1)CCNC(=O)c2ccc(S)cc2)C3" 
CN8 InChI            InChI                1.03  
"InChI=1S/C22H32N8O3S/c1-3-24-21(32)19-10-15(12-26-19)27-22(33)18(23-2)11-16-13-30(29-28-16)9-8-25-20(31)14-4-6-17(34)7-5-14/h4-7,13,15,18-19,23,26,34H,3,8-12H2,1-2H3,(H,24,32)(H,25,31)(H,27,33)/t15-,18-,19-/m0/s1" 
CN8 InChIKey         InChI                1.03  VTNMGGUGQYETGZ-SNRMKQJTSA-N 
CN8 SMILES_CANONICAL CACTVS               3.385 "CCNC(=O)[C@@H]1C[C@@H](CN1)NC(=O)[C@H](Cc2cn(CCNC(=O)c3ccc(S)cc3)nn2)NC" 
CN8 SMILES           CACTVS               3.385 "CCNC(=O)[CH]1C[CH](CN1)NC(=O)[CH](Cc2cn(CCNC(=O)c3ccc(S)cc3)nn2)NC" 
CN8 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCNC(=O)[C@@H]1C[C@@H](CN1)NC(=O)[C@H](Cc2cn(nn2)CCNC(=O)c3ccc(cc3)S)NC" 
CN8 SMILES           "OpenEye OEToolkits" 1.7.6 "CCNC(=O)C1CC(CN1)NC(=O)C(Cc2cn(nn2)CCNC(=O)c3ccc(cc3)S)NC" 
# 
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 
CN8 "SYSTEMATIC NAME" ACDLabs              12.01 "(4S)-N-ethyl-4-{[N-methyl-3-(1-{2-[(4-sulfanylbenzoyl)amino]ethyl}-1H-1,2,3-triazol-4-yl)-L-alanyl]amino}-L-prolinamide"                               
CN8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S,4S)-N-ethyl-4-[[(2S)-2-(methylamino)-3-[1-[2-[(4-sulfanylphenyl)carbonylamino]ethyl]-1,2,3-triazol-4-yl]propanoyl]amino]pyrrolidine-2-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
CN8 "Create component" 2014-02-04 EBI  
CN8 "Initial release"  2014-10-08 RCSB 
# 
