data_UR2 # _chem_comp.id UR2 _chem_comp.name "4-[3-CARBOXYMETHYL-3-(4-PHOSPHONOOXY-BENZYL)-UREIDO]-4-[(3-CYCLOHEXYL-PROPYL)-METHYL-CARBAMOYL]BUTYRIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H38 N3 O10 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _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 571.557 _chem_comp.one_letter_code ? _chem_comp.three_letter_code UR2 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1SKJ _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 UR2 C1 C1 C 0 1 Y N N -11.085 64.116 -7.650 1.503 0.006 5.690 C1 UR2 1 UR2 C10 C10 C 0 1 N N N -6.470 65.765 -11.778 -2.082 2.898 0.361 C10 UR2 2 UR2 C13 C13 C 0 1 N N N -5.580 63.039 -9.893 -1.308 0.116 0.961 C13 UR2 3 UR2 C16 C16 C 0 1 N N S -4.171 61.378 -8.782 -0.738 -0.663 -1.276 C16 UR2 4 UR2 C17 C17 C 0 1 N N N -3.522 61.298 -7.378 -2.055 -0.868 -2.027 C17 UR2 5 UR2 C18 C18 C 0 1 N N N -2.838 62.578 -6.880 -3.122 -1.379 -1.057 C18 UR2 6 UR2 C19 C19 C 0 1 N N N -1.884 63.186 -7.894 -4.419 -1.581 -1.797 C19 UR2 7 UR2 C2 C2 C 0 1 Y N N -10.247 63.019 -7.809 1.006 1.297 5.580 C2 UR2 8 UR2 C22 C22 C 0 1 N N N -4.863 60.006 -9.078 0.344 -0.286 -2.253 C22 UR2 9 UR2 C25 C25 C 0 1 N N N -4.920 57.660 -9.576 0.363 -2.592 -3.039 C25 UR2 10 UR2 C26 C26 C 0 1 N N N -2.861 59.006 -10.227 2.029 -0.887 -3.908 C26 UR2 11 UR2 C27 C27 C 0 1 N N N -1.646 58.782 -9.324 1.509 -0.415 -5.268 C27 UR2 12 UR2 C28 C28 C 0 1 N N N -1.792 57.517 -8.469 2.691 -0.059 -6.171 C28 UR2 13 UR2 C29 C29 C 0 1 N N N -0.481 57.039 -7.804 2.171 0.412 -7.530 C29 UR2 14 UR2 C3 C3 C 0 1 Y N N -8.901 63.228 -8.124 -0.094 1.545 4.783 C3 UR2 15 UR2 C30 C30 C 0 1 N N N 0.348 56.135 -8.747 3.354 0.768 -8.433 C30 UR2 16 UR2 C31 C31 C 0 1 N N N 1.615 55.602 -8.067 2.834 1.240 -9.792 C31 UR2 17 UR2 C32 C32 C 0 1 N N N 1.324 54.923 -6.718 2.016 0.121 -10.441 C32 UR2 18 UR2 C33 C33 C 0 1 N N N 0.520 55.868 -5.815 0.833 -0.234 -9.538 C33 UR2 19 UR2 C34 C34 C 0 1 N N N -0.774 56.287 -6.500 1.353 -0.705 -8.179 C34 UR2 20 UR2 C4 C4 C 0 1 Y N N -8.398 64.526 -8.268 -0.700 0.510 4.096 C4 UR2 21 UR2 C5 C5 C 0 1 Y N N -9.271 65.620 -8.123 -0.210 -0.777 4.209 C5 UR2 22 UR2 C6 C6 C 0 1 Y N N -10.625 65.406 -7.820 0.893 -1.030 5.000 C6 UR2 23 UR2 C7 C7 C 0 1 N N N -6.929 64.719 -8.552 -1.901 0.784 3.228 C7 UR2 24 UR2 C9 C9 C 0 1 N N N -7.110 64.538 -11.073 -1.176 2.489 1.494 C9 UR2 25 UR2 N15 N15 N 0 1 N N N -5.143 62.487 -8.766 -0.900 0.407 -0.290 N15 UR2 26 UR2 N24 N24 N 0 1 N N N -4.179 58.933 -9.588 0.896 -1.228 -3.044 N24 UR2 27 UR2 N8 N8 N 0 1 N N N -6.497 64.065 -9.798 -1.457 1.101 1.868 N8 UR2 28 UR2 O11 O11 O 0 1 N N N -7.170 66.065 -12.884 -2.002 4.137 -0.149 O11 UR2 29 UR2 O12 O12 O 0 1 N N N -5.501 66.381 -11.464 -2.880 2.110 -0.088 O12 UR2 30 UR2 O14 O14 O 0 1 N N N -5.214 62.604 -10.975 -1.541 -1.036 1.271 O14 UR2 31 UR2 O1P O1P O 0 1 N N N -13.686 64.491 -9.317 1.147 -1.767 7.877 O1P UR2 32 UR2 O20 O20 O 0 1 N N N -1.900 64.404 -8.013 -4.483 -1.341 -2.980 O20 UR2 33 UR2 O21 O21 O 0 1 N N N -1.154 62.447 -8.555 -5.502 -2.027 -1.143 O21 UR2 34 UR2 O23 O23 O 0 1 N N N -6.052 59.892 -8.818 0.719 0.864 -2.329 O23 UR2 35 UR2 O2P O2P O 0 1 N N N -14.748 63.423 -7.304 3.264 -0.884 8.931 O2P UR2 36 UR2 O3P O3P O 0 1 N N N -13.084 62.069 -8.691 1.193 0.677 8.505 O3P UR2 37 UR2 O4P O4P O 0 1 N N N -12.409 63.941 -7.226 2.586 -0.240 6.474 O4P UR2 38 UR2 P P P 0 1 N N N -13.511 63.451 -8.206 2.028 -0.579 7.945 P UR2 39 UR2 H16 H16 H 0 1 N N N -3.420 61.572 -9.583 -0.463 -1.587 -0.767 H16 UR2 40 UR2 H171 1H17 H 0 0 N N N -4.276 60.956 -6.631 -2.379 0.079 -2.458 H171 UR2 41 UR2 H172 2H17 H 0 0 N N N -2.803 60.446 -7.340 -1.909 -1.598 -2.824 H172 UR2 42 UR2 H181 1H18 H 0 0 N N N -3.594 63.327 -6.549 -2.798 -2.326 -0.627 H181 UR2 43 UR2 H182 2H18 H 0 0 N N N -2.320 62.397 -5.909 -3.268 -0.649 -0.261 H182 UR2 44 UR2 H2 H2 H 0 1 N N N -10.644 61.997 -7.687 1.479 2.106 6.115 H2 UR2 45 UR2 H251 1H25 H 0 0 N N N -4.363 56.787 -9.990 -0.532 -2.630 -2.419 H251 UR2 46 UR2 H252 2H25 H 0 0 N N N -5.278 57.433 -8.545 0.114 -2.889 -4.057 H252 UR2 47 UR2 H253 3H25 H 0 0 N N N -5.897 57.778 -10.100 1.113 -3.273 -2.635 H253 UR2 48 UR2 H261 1H26 H 0 0 N N N -2.756 59.980 -10.759 2.612 -0.090 -3.446 H261 UR2 49 UR2 H262 2H26 H 0 0 N N N -2.822 58.298 -11.087 2.659 -1.765 -4.045 H262 UR2 50 UR2 H271 1H27 H 0 0 N N N -0.700 58.764 -9.914 0.926 -1.212 -5.730 H271 UR2 51 UR2 H272 2H27 H 0 0 N N N -1.441 59.676 -8.691 0.878 0.463 -5.131 H272 UR2 52 UR2 H281 1H28 H 0 0 N N N -2.588 57.656 -7.701 3.274 0.737 -5.708 H281 UR2 53 UR2 H282 2H28 H 0 0 N N N -2.246 56.693 -9.068 3.322 -0.938 -6.308 H282 UR2 54 UR2 H29 H29 H 0 1 N N N 0.118 57.951 -7.578 1.541 1.291 -7.393 H29 UR2 55 UR2 H3 H3 H 0 1 N N N -8.231 62.362 -8.259 -0.482 2.550 4.697 H3 UR2 56 UR2 H301 1H30 H 0 0 N N N -0.271 55.303 -9.157 3.937 1.565 -7.971 H301 UR2 57 UR2 H302 2H30 H 0 0 N N N 0.591 56.660 -9.700 3.984 -0.110 -8.570 H302 UR2 58 UR2 H311 1H31 H 0 0 N N N 2.175 54.918 -8.746 2.204 2.118 -9.655 H311 UR2 59 UR2 H312 2H31 H 0 0 N N N 2.376 56.408 -7.952 3.677 1.493 -10.436 H312 UR2 60 UR2 H321 1H32 H 0 0 N N N 0.817 53.938 -6.847 1.645 0.457 -11.410 H321 UR2 61 UR2 H322 2H32 H 0 0 N N N 2.255 54.564 -6.221 2.646 -0.756 -10.578 H322 UR2 62 UR2 H331 1H33 H 0 0 N N N 0.331 55.421 -4.810 0.203 0.644 -9.401 H331 UR2 63 UR2 H332 2H33 H 0 0 N N N 1.123 56.749 -5.494 0.250 -1.030 -10.001 H332 UR2 64 UR2 H341 1H34 H 0 0 N N N -1.427 56.880 -5.819 1.983 -1.584 -8.316 H341 UR2 65 UR2 H342 2H34 H 0 0 N N N -1.451 55.417 -6.668 0.510 -0.959 -7.536 H342 UR2 66 UR2 H5 H5 H 0 1 N N N -8.892 66.648 -8.247 -0.685 -1.585 3.672 H5 UR2 67 UR2 H6 H6 H 0 1 N N N -11.326 66.250 -7.715 1.279 -2.036 5.085 H6 UR2 68 UR2 H71 1H7 H 0 1 N N N -6.662 65.801 -8.556 -2.458 1.628 3.634 H71 UR2 69 UR2 H72 2H7 H 0 1 N N N -6.308 64.382 -7.688 -2.541 -0.097 3.205 H72 UR2 70 UR2 H91 1H9 H 0 1 N N N -8.194 64.737 -10.905 -1.352 3.139 2.352 H91 UR2 71 UR2 H92 2H9 H 0 1 N N N -7.159 63.687 -11.792 -0.137 2.577 1.178 H92 UR2 72 UR2 HN5 HN5 H 0 1 N N N -5.955 62.186 -8.227 -0.714 1.327 -0.537 HN5 UR2 73 UR2 HO1 HO1 H 0 1 N N N -6.778 66.815 -13.315 -2.583 4.399 -0.876 HO1 UR2 74 UR2 HO2 HO2 H 0 1 N N N -0.557 62.827 -9.189 -6.335 -2.157 -1.618 HO2 UR2 75 UR2 HOP2 2HOP H 0 0 N N N -14.639 62.778 -6.615 2.887 -1.082 9.799 HOP2 UR2 76 UR2 HOP3 3HOP H 0 0 N N N -12.975 61.424 -8.002 1.802 1.427 8.534 HOP3 UR2 77 # 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 UR2 C1 C2 DOUB Y N 1 UR2 C1 C6 SING Y N 2 UR2 C1 O4P SING N N 3 UR2 C10 C9 SING N N 4 UR2 C10 O11 SING N N 5 UR2 C10 O12 DOUB N N 6 UR2 C13 N15 SING N N 7 UR2 C13 N8 SING N N 8 UR2 C13 O14 DOUB N N 9 UR2 C16 C17 SING N N 10 UR2 C16 C22 SING N N 11 UR2 C16 N15 SING N N 12 UR2 C16 H16 SING N N 13 UR2 C17 C18 SING N N 14 UR2 C17 H171 SING N N 15 UR2 C17 H172 SING N N 16 UR2 C18 C19 SING N N 17 UR2 C18 H181 SING N N 18 UR2 C18 H182 SING N N 19 UR2 C19 O20 DOUB N N 20 UR2 C19 O21 SING N N 21 UR2 C2 C3 SING Y N 22 UR2 C2 H2 SING N N 23 UR2 C22 N24 SING N N 24 UR2 C22 O23 DOUB N N 25 UR2 C25 N24 SING N N 26 UR2 C25 H251 SING N N 27 UR2 C25 H252 SING N N 28 UR2 C25 H253 SING N N 29 UR2 C26 C27 SING N N 30 UR2 C26 N24 SING N N 31 UR2 C26 H261 SING N N 32 UR2 C26 H262 SING N N 33 UR2 C27 C28 SING N N 34 UR2 C27 H271 SING N N 35 UR2 C27 H272 SING N N 36 UR2 C28 C29 SING N N 37 UR2 C28 H281 SING N N 38 UR2 C28 H282 SING N N 39 UR2 C29 C30 SING N N 40 UR2 C29 C34 SING N N 41 UR2 C29 H29 SING N N 42 UR2 C3 C4 DOUB Y N 43 UR2 C3 H3 SING N N 44 UR2 C30 C31 SING N N 45 UR2 C30 H301 SING N N 46 UR2 C30 H302 SING N N 47 UR2 C31 C32 SING N N 48 UR2 C31 H311 SING N N 49 UR2 C31 H312 SING N N 50 UR2 C32 C33 SING N N 51 UR2 C32 H321 SING N N 52 UR2 C32 H322 SING N N 53 UR2 C33 C34 SING N N 54 UR2 C33 H331 SING N N 55 UR2 C33 H332 SING N N 56 UR2 C34 H341 SING N N 57 UR2 C34 H342 SING N N 58 UR2 C4 C5 SING Y N 59 UR2 C4 C7 SING N N 60 UR2 C5 C6 DOUB Y N 61 UR2 C5 H5 SING N N 62 UR2 C6 H6 SING N N 63 UR2 C7 N8 SING N N 64 UR2 C7 H71 SING N N 65 UR2 C7 H72 SING N N 66 UR2 C9 N8 SING N N 67 UR2 C9 H91 SING N N 68 UR2 C9 H92 SING N N 69 UR2 N15 HN5 SING N N 70 UR2 O11 HO1 SING N N 71 UR2 O1P P DOUB N N 72 UR2 O21 HO2 SING N N 73 UR2 O2P P SING N N 74 UR2 O2P HOP2 SING N N 75 UR2 O3P P SING N N 76 UR2 O3P HOP3 SING N N 77 UR2 O4P P SING N N 78 # 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 UR2 SMILES ACDLabs 10.04 "O=P(O)(O)Oc1ccc(cc1)CN(C(=O)NC(C(=O)N(CCCC2CCCCC2)C)CCC(=O)O)CC(=O)O" UR2 SMILES_CANONICAL CACTVS 3.341 "CN(CCCC1CCCCC1)C(=O)[C@H](CCC(O)=O)NC(=O)N(CC(O)=O)Cc2ccc(O[P](O)(O)=O)cc2" UR2 SMILES CACTVS 3.341 "CN(CCCC1CCCCC1)C(=O)[CH](CCC(O)=O)NC(=O)N(CC(O)=O)Cc2ccc(O[P](O)(O)=O)cc2" UR2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CN(CCCC1CCCCC1)C(=O)[C@H](CCC(=O)O)NC(=O)N(Cc2ccc(cc2)OP(=O)(O)O)CC(=O)O" UR2 SMILES "OpenEye OEToolkits" 1.5.0 "CN(CCCC1CCCCC1)C(=O)C(CCC(=O)O)NC(=O)N(Cc2ccc(cc2)OP(=O)(O)O)CC(=O)O" UR2 InChI InChI 1.03 "InChI=1S/C25H38N3O10P/c1-27(15-5-8-18-6-3-2-4-7-18)24(33)21(13-14-22(29)30)26-25(34)28(17-23(31)32)16-19-9-11-20(12-10-19)38-39(35,36)37/h9-12,18,21H,2-8,13-17H2,1H3,(H,26,34)(H,29,30)(H,31,32)(H2,35,36,37)/t21-/m0/s1" UR2 InChIKey InChI 1.03 JSBQUMXQEBZYPW-NRFANRHFSA-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 UR2 "SYSTEMATIC NAME" ACDLabs 10.04 "N~2~-{(carboxymethyl)[4-(phosphonooxy)benzyl]carbamoyl}-N-(3-cyclohexylpropyl)-N-methyl-L-alpha-glutamine" UR2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(4S)-4-[[carboxymethyl-[(4-phosphonooxyphenyl)methyl]carbamoyl]amino]-5-(3-cyclohexylpropyl-methyl-amino)-5-oxo-pentanoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site UR2 "Create component" 1999-07-08 PDBJ UR2 "Modify descriptor" 2011-06-04 RCSB #