data_YVN # _chem_comp.id YVN _chem_comp.name "N-({(1R,2R,3S)-2-(methylcarbamoyl)-3-[4-(phosphonooxy)phenyl]cyclopropyl}carbonyl)-L-valyl-L-aspartamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H30 N5 O9 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-08-01 _chem_comp.pdbx_modified_date 2011-06-04 _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 527.465 _chem_comp.one_letter_code ? _chem_comp.three_letter_code YVN _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 2HUW _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 YVN OBH OBH O 0 1 N N N 22.387 81.731 22.758 7.426 1.758 -1.189 OBH YVN 1 YVN PBF PBF P 0 1 N N N 22.449 82.515 24.159 7.242 2.106 0.237 PBF YVN 2 YVN OBI OBI O 0 1 N N N 22.401 84.075 23.784 8.668 2.470 0.889 OBI YVN 3 YVN OBG OBG O 0 1 N N N 23.656 82.154 24.943 6.258 3.374 0.357 OBG YVN 4 YVN OBE OBE O 0 1 N N N 21.060 82.159 24.908 6.599 0.852 1.017 OBE YVN 5 YVN CBD CBD C 0 1 Y N N 20.691 83.087 25.847 5.440 0.398 0.473 CBD YVN 6 YVN CBC CBC C 0 1 Y N N 21.374 83.189 27.082 4.225 0.923 0.888 CBC YVN 7 YVN CBB CBB C 0 1 Y N N 20.870 84.029 28.101 3.047 0.459 0.334 CBB YVN 8 YVN CBJ CBJ C 0 1 Y N N 19.520 83.834 25.637 5.470 -0.587 -0.503 CBJ YVN 9 YVN CBK CBK C 0 1 Y N N 19.018 84.674 26.650 4.290 -1.047 -1.055 CBK YVN 10 YVN CBA CBA C 0 1 Y N N 19.684 84.772 27.888 3.079 -0.527 -0.635 CBA YVN 11 YVN CAZ CAZ C 0 1 N N S 19.062 85.611 29.038 1.794 -1.031 -1.237 CAZ YVN 12 YVN CAF CAF C 0 1 N N R 19.777 86.917 29.471 1.249 -2.366 -0.726 CAF YVN 13 YVN CAC CAC C 0 1 N N N 21.080 87.312 28.760 2.039 -3.076 0.343 CAC YVN 14 YVN OAD OAD O 0 1 N N N 21.113 87.503 27.546 2.976 -2.520 0.875 OAD YVN 15 YVN NAB NAB N 0 1 N N N 22.128 87.466 29.569 1.705 -4.330 0.707 NAB YVN 16 YVN CAA CAA C 0 1 N N N 22.752 88.631 29.634 2.473 -5.020 1.746 CAA YVN 17 YVN CAG CAG C 0 1 N N R 18.514 86.994 28.628 0.555 -1.058 -0.340 CAG YVN 18 YVN CAH CAH C 0 1 N N N 17.274 87.492 29.375 -0.776 -0.761 -0.981 CAH YVN 19 YVN OAI OAI O 0 1 N N N 17.120 87.270 30.576 -0.836 -0.512 -2.166 OAI YVN 20 YVN NAJ NAJ N 0 1 N N N 16.404 88.162 28.615 -1.900 -0.771 -0.237 NAJ YVN 21 YVN CAK CAK C 0 1 N N S 15.147 88.761 29.125 -3.194 -0.482 -0.860 CAK YVN 22 YVN CAW CAW C 0 1 N N N 14.324 89.308 27.937 -3.762 -1.764 -1.472 CAW YVN 23 YVN CAX CAX C 0 1 N N N 13.027 89.978 28.413 -2.873 -2.213 -2.633 CAX YVN 24 YVN CAY CAY C 0 1 N N N 15.151 90.311 27.127 -3.805 -2.862 -0.408 CAY YVN 25 YVN CAL CAL C 0 1 N N N 14.308 87.758 29.952 -4.147 0.043 0.182 CAL YVN 26 YVN OAM OAM O 0 1 N N N 13.775 88.116 31.000 -3.846 -0.000 1.356 OAM YVN 27 YVN NAN NAN N 0 1 N N N 14.208 86.521 29.457 -5.334 0.561 -0.190 NAN YVN 28 YVN CAO CAO C 0 1 N N S 13.419 85.485 30.155 -6.218 1.161 0.812 CAO YVN 29 YVN CAT CAT C 0 1 N N N 14.336 84.491 30.889 -7.053 0.084 1.455 CAT YVN 30 YVN OAV OAV O 0 1 N N N 13.903 83.409 31.288 -6.923 -1.071 1.110 OAV YVN 31 YVN NAU NAU N 0 1 N N N 15.593 84.890 31.048 -7.945 0.405 2.413 NAU YVN 32 YVN CAP CAP C 0 1 N N N 12.503 84.751 29.154 -7.136 2.182 0.136 CAP YVN 33 YVN CAQ CAQ C 0 1 N N N 13.286 84.026 28.044 -6.309 3.323 -0.401 CAQ YVN 34 YVN OAS OAS O 0 1 N N N 14.447 84.334 27.774 -5.105 3.319 -0.257 OAS YVN 35 YVN NAR NAR N 0 1 N N N 12.613 83.059 27.428 -6.908 4.346 -1.041 NAR YVN 36 YVN HOBI HOBI H 0 0 N N N 22.392 84.592 24.581 9.114 3.217 0.468 HOBI YVN 37 YVN HOBG HOBG H 0 0 N N N 24.402 82.077 24.360 6.091 3.658 1.267 HOBG YVN 38 YVN HBC HBC H 0 1 N N N 22.280 82.625 27.246 4.199 1.693 1.645 HBC YVN 39 YVN HBB HBB H 0 1 N N N 21.391 84.104 29.044 2.101 0.868 0.657 HBB YVN 40 YVN HBJ HBJ H 0 1 N N N 19.001 83.764 24.692 6.415 -0.994 -0.832 HBJ YVN 41 YVN HBK HBK H 0 1 N N N 18.118 85.246 26.477 4.312 -1.814 -1.815 HBK YVN 42 YVN HAZ HAZ H 0 1 N N N 18.688 84.726 29.574 1.646 -0.798 -2.292 HAZ YVN 43 YVN HAF HAF H 0 1 N N N 20.109 87.317 30.441 0.743 -3.011 -1.443 HAF YVN 44 YVN HNAB HNAB H 0 0 N N N 22.443 86.699 30.128 0.955 -4.775 0.282 HNAB YVN 45 YVN HAA1 HAA1 H 0 0 N N N 22.925 88.897 30.687 2.420 -4.453 2.675 HAA1 YVN 46 YVN HAA2 HAA2 H 0 0 N N N 23.717 88.560 29.111 2.058 -6.016 1.904 HAA2 YVN 47 YVN HAA3 HAA3 H 0 0 N N N 22.133 89.405 29.158 3.513 -5.106 1.432 HAA3 YVN 48 YVN HAG HAG H 0 1 N N N 18.238 87.451 27.666 0.670 -0.711 0.687 HAG YVN 49 YVN HNAJ HNAJ H 0 0 N N N 16.613 88.266 27.643 -1.852 -0.970 0.712 HNAJ YVN 50 YVN HAK HAK H 0 1 N N N 15.414 89.583 29.806 -3.061 0.266 -1.641 HAK YVN 51 YVN HAW HAW H 0 1 N N N 14.060 88.452 27.299 -4.771 -1.574 -1.839 HAW YVN 52 YVN HAX1 HAX1 H 0 0 N N N 13.074 90.138 29.500 -1.891 -2.494 -2.252 HAX1 YVN 53 YVN HAX2 HAX2 H 0 0 N N N 12.907 90.946 27.905 -3.329 -3.070 -3.129 HAX2 YVN 54 YVN HAX3 HAX3 H 0 0 N N N 12.171 89.330 28.175 -2.766 -1.395 -3.346 HAX3 YVN 55 YVN HAY1 HAY1 H 0 0 N N N 15.349 91.203 27.740 -4.438 -2.542 0.420 HAY1 YVN 56 YVN HAY2 HAY2 H 0 0 N N N 16.105 89.848 26.834 -4.210 -3.775 -0.844 HAY2 YVN 57 YVN HAY3 HAY3 H 0 0 N N N 14.593 90.603 26.225 -2.796 -3.051 -0.041 HAY3 YVN 58 YVN HNAN HNAN H 0 0 N N N 14.674 86.293 28.602 -5.603 0.536 -1.122 HNAN YVN 59 YVN HAO HAO H 0 1 N N N 12.790 85.978 30.911 -5.619 1.660 1.573 HAO YVN 60 YVN HAU1 HAU1 H 0 0 N N N 16.078 84.162 31.533 -8.050 1.329 2.688 HAU1 YVN 61 YVN HAU2 HAU2 H 0 0 N N N 15.983 85.758 30.739 -8.483 -0.288 2.827 HAU2 YVN 62 YVN HAP1 HAP1 H 0 0 N N N 11.915 84.004 29.707 -7.670 1.704 -0.685 HAP1 YVN 63 YVN HAP2 HAP2 H 0 0 N N N 11.867 85.507 28.671 -7.852 2.564 0.863 HAP2 YVN 64 YVN HAR1 HAR1 H 0 0 N N N 13.221 82.669 26.737 -7.871 4.350 -1.156 HAR1 YVN 65 YVN HAR2 HAR2 H 0 0 N N N 11.674 82.775 27.620 -6.376 5.080 -1.386 HAR2 YVN 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 YVN OBH PBF DOUB N N 1 YVN PBF OBI SING N N 2 YVN PBF OBE SING N N 3 YVN PBF OBG SING N N 4 YVN OBI HOBI SING N N 5 YVN OBG HOBG SING N N 6 YVN OBE CBD SING N N 7 YVN CBD CBJ DOUB Y N 8 YVN CBD CBC SING Y N 9 YVN CBC CBB DOUB Y N 10 YVN CBC HBC SING N N 11 YVN CBB CBA SING Y N 12 YVN CBB HBB SING N N 13 YVN CBJ CBK SING Y N 14 YVN CBJ HBJ SING N N 15 YVN CBK CBA DOUB Y N 16 YVN CBK HBK SING N N 17 YVN CBA CAZ SING N N 18 YVN CAZ CAG SING N N 19 YVN CAZ CAF SING N N 20 YVN CAZ HAZ SING N N 21 YVN CAF CAG SING N N 22 YVN CAF CAC SING N N 23 YVN CAF HAF SING N N 24 YVN CAC OAD DOUB N N 25 YVN CAC NAB SING N N 26 YVN NAB CAA SING N N 27 YVN NAB HNAB SING N N 28 YVN CAA HAA1 SING N N 29 YVN CAA HAA2 SING N N 30 YVN CAA HAA3 SING N N 31 YVN CAG CAH SING N N 32 YVN CAG HAG SING N N 33 YVN CAH NAJ SING N N 34 YVN CAH OAI DOUB N N 35 YVN NAJ CAK SING N N 36 YVN NAJ HNAJ SING N N 37 YVN CAK CAW SING N N 38 YVN CAK CAL SING N N 39 YVN CAK HAK SING N N 40 YVN CAW CAY SING N N 41 YVN CAW CAX SING N N 42 YVN CAW HAW SING N N 43 YVN CAX HAX1 SING N N 44 YVN CAX HAX2 SING N N 45 YVN CAX HAX3 SING N N 46 YVN CAY HAY1 SING N N 47 YVN CAY HAY2 SING N N 48 YVN CAY HAY3 SING N N 49 YVN CAL NAN SING N N 50 YVN CAL OAM DOUB N N 51 YVN NAN CAO SING N N 52 YVN NAN HNAN SING N N 53 YVN CAO CAP SING N N 54 YVN CAO CAT SING N N 55 YVN CAO HAO SING N N 56 YVN CAT NAU SING N N 57 YVN CAT OAV DOUB N N 58 YVN NAU HAU1 SING N N 59 YVN NAU HAU2 SING N N 60 YVN CAP CAQ SING N N 61 YVN CAP HAP1 SING N N 62 YVN CAP HAP2 SING N N 63 YVN CAQ NAR SING N N 64 YVN CAQ OAS DOUB N N 65 YVN NAR HAR1 SING N N 66 YVN NAR HAR2 SING N N 67 # 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 YVN SMILES ACDLabs 10.04 "O=C(N)CC(C(=O)N)NC(=O)C(NC(=O)C2C(C(=O)NC)C2c1ccc(OP(=O)(O)O)cc1)C(C)C" YVN SMILES_CANONICAL CACTVS 3.341 "CNC(=O)[C@H]1[C@@H]([C@H]1c2ccc(O[P](O)(O)=O)cc2)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(N)=O)C(N)=O" YVN SMILES CACTVS 3.341 "CNC(=O)[CH]1[CH]([CH]1c2ccc(O[P](O)(O)=O)cc2)C(=O)N[CH](C(C)C)C(=O)N[CH](CC(N)=O)C(N)=O" YVN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)[C@@H](C(=O)N[C@@H](CC(=O)N)C(=O)N)NC(=O)[C@@H]1[C@H]([C@H]1C(=O)NC)c2ccc(cc2)OP(=O)(O)O" YVN SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)C(C(=O)NC(CC(=O)N)C(=O)N)NC(=O)C1C(C1C(=O)NC)c2ccc(cc2)OP(=O)(O)O" YVN InChI InChI 1.03 "InChI=1S/C21H30N5O9P/c1-9(2)17(21(31)25-12(18(23)28)8-13(22)27)26-20(30)16-14(15(16)19(29)24-3)10-4-6-11(7-5-10)35-36(32,33)34/h4-7,9,12,14-17H,8H2,1-3H3,(H2,22,27)(H2,23,28)(H,24,29)(H,25,31)(H,26,30)(H2,32,33,34)/t12-,14-,15+,16+,17-/m0/s1" YVN InChIKey InChI 1.03 LVYNAUCEOQBVSW-RDDKANTKSA-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 YVN "SYSTEMATIC NAME" ACDLabs 10.04 "N-({(1R,2R,3S)-2-(methylcarbamoyl)-3-[4-(phosphonooxy)phenyl]cyclopropyl}carbonyl)-L-valyl-L-aspartamide" YVN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[4-[(1S,2R,3R)-2-[[(2S)-1-[[(2S)-1,4-diamino-1,4-dioxo-butan-2-yl]amino]-3-methyl-1-oxo-butan-2-yl]carbamoyl]-3-(methylcarbamoyl)cyclopropyl]phenyl] dihydrogen phosphate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site YVN "Create component" 2006-08-01 RCSB YVN "Modify descriptor" 2011-06-04 RCSB #