data_VBM # _chem_comp.id VBM _chem_comp.name "METHYL {(7R)-6-CYANO-7-(4-CYANOPHENYL)-5-METHYL-4-[3-(TRIFLUOROMETHYL)PHENYL]-4,7-DIHYDRO[1,2,4]TRIAZOLO[1,5-A]PYRIMIDIN-2-YL}CARBAMATE" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H16 F3 N7 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-07-17 _chem_comp.pdbx_modified_date 2016-07-29 _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 479.414 _chem_comp.one_letter_code ? _chem_comp.three_letter_code VBM _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 5A8Y _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 VBM C15 C15 C 0 1 Y N N -7.299 35.291 -5.726 -3.991 -1.666 -0.445 C15 VBM 1 VBM C12 C12 C 0 1 Y N N -8.373 35.150 -6.639 -4.543 -2.400 0.584 C12 VBM 2 VBM C13 C13 C 0 1 Y N N -8.099 35.262 -7.993 -3.807 -2.624 1.749 C13 VBM 3 VBM C19 C19 C 0 1 N N N -9.165 35.153 -8.937 -4.373 -3.386 2.822 C19 VBM 4 VBM N20 N20 N 0 1 N N N -10.057 35.060 -9.643 -4.823 -3.990 3.672 N20 VBM 5 VBM C14 C14 C 0 1 Y N N -6.777 35.518 -8.429 -2.517 -2.103 1.864 C14 VBM 6 VBM C18 C18 C 0 1 Y N N -5.730 35.634 -7.510 -1.977 -1.371 0.827 C18 VBM 7 VBM C11 C11 C 0 1 Y N N -5.972 35.540 -6.140 -2.711 -1.153 -0.325 C11 VBM 8 VBM C9 C9 C 0 1 N N R -4.798 35.750 -5.140 -2.115 -0.352 -1.454 C9 VBM 9 VBM C8 C8 C 0 1 N N N -4.641 34.532 -4.272 -1.180 -1.225 -2.265 C8 VBM 10 VBM C10 C10 C 0 1 N N N -5.150 34.475 -2.979 0.128 -1.310 -1.951 C10 VBM 11 VBM C17 C17 C 0 1 N N N -4.989 33.209 -2.135 1.036 -2.198 -2.762 C17 VBM 12 VBM C16 C16 C 0 1 N N N -3.943 33.453 -4.889 -1.691 -1.967 -3.377 C16 VBM 13 VBM N35 N35 N 0 1 N N N -3.396 32.559 -5.344 -2.097 -2.557 -4.260 N35 VBM 14 VBM N3 N3 N 0 1 N N N -5.328 36.910 -4.385 -1.326 0.757 -0.914 N3 VBM 15 VBM N6 N6 N 0 1 N N N -5.485 38.094 -4.765 -1.673 2.061 -0.587 N6 VBM 16 VBM C5 C5 C 0 1 N N N -6.078 38.765 -3.762 -0.526 2.645 -0.093 C5 VBM 17 VBM N7 N7 N 0 1 N N N -6.443 40.051 -3.716 -0.418 3.895 0.354 N7 VBM 18 VBM C31 C31 C 0 1 N N N -6.403 40.916 -4.759 -1.483 4.701 0.346 C31 VBM 19 VBM O32 O32 O 0 1 N N N -5.960 40.662 -5.891 -2.552 4.293 -0.070 O32 VBM 20 VBM O33 O33 O 0 1 N N N -6.837 42.157 -4.467 -1.373 5.968 0.799 O33 VBM 21 VBM C34 C34 C 0 1 N N N -7.304 42.950 -5.618 -2.552 6.775 0.761 C34 VBM 22 VBM N2 N2 N 0 1 N N N -6.319 37.938 -2.735 0.461 1.739 -0.138 N2 VBM 23 VBM C1 C1 C 0 1 N N N -5.922 36.743 -3.138 0.015 0.615 -0.627 C1 VBM 24 VBM N4 N4 N 0 1 N N N -5.839 35.575 -2.413 0.644 -0.584 -0.885 N4 VBM 25 VBM C21 C21 C 0 1 Y N N -6.467 35.542 -1.116 1.729 -1.038 -0.125 C21 VBM 26 VBM C26 C26 C 0 1 Y N N -7.729 34.904 -1.126 2.939 -0.359 -0.166 C26 VBM 27 VBM C22 C22 C 0 1 Y N N -5.999 36.020 0.100 1.594 -2.165 0.674 C22 VBM 28 VBM C23 C23 C 0 1 Y N N -6.740 35.888 1.254 2.667 -2.611 1.423 C23 VBM 29 VBM C24 C24 C 0 1 Y N N -7.996 35.251 1.237 3.872 -1.935 1.376 C24 VBM 30 VBM C25 C25 C 0 1 Y N N -8.506 34.794 0.028 4.007 -0.809 0.585 C25 VBM 31 VBM C27 C27 C 0 1 N N N -9.886 34.148 -0.003 5.322 -0.073 0.541 C27 VBM 32 VBM F29 F29 F 0 1 N N N -10.756 35.108 0.006 5.339 0.910 1.536 F29 VBM 33 VBM F30 F30 F 0 1 N N N -10.115 33.412 -1.096 6.369 -0.975 0.759 F30 VBM 34 VBM F28 F28 F 0 1 N N N -10.079 33.457 1.075 5.478 0.529 -0.712 F28 VBM 35 VBM H15 H15 H 0 1 N N N -7.504 35.204 -4.669 -4.557 -1.495 -1.349 H15 VBM 36 VBM H12 H12 H 0 1 N N N -9.377 34.961 -6.290 -5.541 -2.799 0.489 H12 VBM 37 VBM H14 H14 H 0 1 N N N -6.575 35.625 -9.484 -1.942 -2.273 2.763 H14 VBM 38 VBM H18 H18 H 0 1 N N N -4.723 35.798 -7.865 -0.979 -0.968 0.915 H18 VBM 39 VBM H9 H9 H 0 1 N N N -3.867 35.994 -5.672 -2.909 0.034 -2.093 H9 VBM 40 VBM H171 H171 H 0 0 N N N -5.455 33.362 -1.151 0.446 -2.753 -3.491 H171 VBM 41 VBM H172 H172 H 0 0 N N N -5.477 32.365 -2.644 1.774 -1.587 -3.281 H172 VBM 42 VBM H173 H173 H 0 0 N N N -3.919 32.990 -2.004 1.546 -2.898 -2.099 H173 VBM 43 VBM H6 H6 H 0 1 N N N -5.218 38.471 -5.652 -2.544 2.477 -0.687 H6 VBM 44 VBM H341 H341 H 0 0 N N N -7.634 43.940 -5.272 -2.326 7.767 1.152 H341 VBM 45 VBM H342 H342 H 0 0 N N N -6.482 43.069 -6.339 -2.901 6.861 -0.268 H342 VBM 46 VBM H343 H343 H 0 0 N N N -8.145 42.432 -6.103 -3.328 6.312 1.371 H343 VBM 47 VBM H26 H26 H 0 1 N N N -8.102 34.491 -2.052 3.046 0.521 -0.784 H26 VBM 48 VBM H22 H22 H 0 1 N N N -5.035 36.505 0.142 0.653 -2.693 0.711 H22 VBM 49 VBM H23 H23 H 0 1 N N N -6.353 36.278 2.184 2.563 -3.487 2.045 H23 VBM 50 VBM H24 H24 H 0 1 N N N -8.555 35.119 2.152 4.709 -2.286 1.962 H24 VBM 51 # 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 VBM C15 C12 SING Y N 1 VBM C15 C11 DOUB Y N 2 VBM C12 C13 DOUB Y N 3 VBM C13 C19 SING N N 4 VBM C13 C14 SING Y N 5 VBM C19 N20 TRIP N N 6 VBM C14 C18 DOUB Y N 7 VBM C18 C11 SING Y N 8 VBM C11 C9 SING N N 9 VBM C9 C8 SING N N 10 VBM C9 N3 SING N N 11 VBM C8 C10 DOUB N N 12 VBM C8 C16 SING N N 13 VBM C10 C17 SING N N 14 VBM C10 N4 SING N N 15 VBM C16 N35 TRIP N N 16 VBM N3 N6 SING N N 17 VBM N3 C1 SING N N 18 VBM N6 C5 SING N N 19 VBM C5 N7 DOUB N N 20 VBM C5 N2 SING N N 21 VBM N7 C31 SING N N 22 VBM C31 O32 DOUB N N 23 VBM C31 O33 SING N N 24 VBM O33 C34 SING N N 25 VBM N2 C1 DOUB N N 26 VBM C1 N4 SING N N 27 VBM N4 C21 SING N N 28 VBM C21 C26 SING Y N 29 VBM C21 C22 DOUB Y N 30 VBM C26 C25 DOUB Y N 31 VBM C22 C23 SING Y N 32 VBM C23 C24 DOUB Y N 33 VBM C24 C25 SING Y N 34 VBM C25 C27 SING N N 35 VBM C27 F29 SING N N 36 VBM C27 F30 SING N N 37 VBM C27 F28 SING N N 38 VBM C15 H15 SING N N 39 VBM C12 H12 SING N N 40 VBM C14 H14 SING N N 41 VBM C18 H18 SING N N 42 VBM C9 H9 SING N N 43 VBM C17 H171 SING N N 44 VBM C17 H172 SING N N 45 VBM C17 H173 SING N N 46 VBM N6 H6 SING N N 47 VBM C34 H341 SING N N 48 VBM C34 H342 SING N N 49 VBM C34 H343 SING N N 50 VBM C26 H26 SING N N 51 VBM C22 H22 SING N N 52 VBM C23 H23 SING N N 53 VBM C24 H24 SING N N 54 # 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 VBM InChI InChI 1.03 "InChI=1S/C23H16F3N7O2/c1-13-18(12-28)19(15-8-6-14(11-27)7-9-15)33-21(29-20(31-33)30-22(34)35-2)32(13)17-5-3-4-16(10-17)23(24,25)26/h3-10,19H,1-2H3,(H,30,31,34)/t19-/m1/s1" VBM InChIKey InChI 1.03 CBMCUAQNNUOHFF-LJQANCHMSA-N VBM SMILES_CANONICAL CACTVS 3.385 "COC(=O)N=C1NN2[C@H](c3ccc(cc3)C#N)C(=C(C)N(c4cccc(c4)C(F)(F)F)C2=N1)C#N" VBM SMILES CACTVS 3.385 "COC(=O)N=C1NN2[CH](c3ccc(cc3)C#N)C(=C(C)N(c4cccc(c4)C(F)(F)F)C2=N1)C#N" VBM SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC1=C([C@H](N2C(=N/C(=N/C(=O)OC)/N2)N1c3cccc(c3)C(F)(F)F)c4ccc(cc4)C#N)C#N" VBM SMILES "OpenEye OEToolkits" 1.7.6 "CC1=C(C(N2C(=NC(=NC(=O)OC)N2)N1c3cccc(c3)C(F)(F)F)c4ccc(cc4)C#N)C#N" # 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 VBM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "methyl (NZ)-N-[(7R)-6-cyano-7-(4-cyanophenyl)-5-methyl-4-[3-(trifluoromethyl)phenyl]-1,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidin-2-ylidene]carbamate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site VBM "Create component" 2015-07-17 EBI VBM "Initial release" 2016-08-03 RCSB #