data_27Q # _chem_comp.id 27Q _chem_comp.name "N-heptyl-N~3~-[(2R)-2-hydroxy-3,3-dimethyl-4-(phosphonooxy)butanoyl]-beta-alaninamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H33 N2 O7 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-09-05 _chem_comp.pdbx_modified_date 2014-08-29 _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 396.416 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 27Q _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 4M7X _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 27Q OAH OAH O 0 1 N N N 18.962 16.818 5.298 -5.291 -3.720 -0.812 OAH 27Q 1 27Q PAX PAX P 0 1 N N N 17.814 16.028 4.649 -4.961 -2.530 0.221 PAX 27Q 2 27Q OAI OAI O 0 1 N N N 18.166 14.577 3.902 -6.195 -2.346 1.239 OAI 27Q 3 27Q OAF OAF O 0 1 N N N 17.168 16.990 3.673 -3.737 -2.865 0.984 OAF 27Q 4 27Q OAS OAS O 0 1 N N N 16.645 15.703 5.756 -4.728 -1.161 -0.593 OAS 27Q 5 27Q CAP CAP C 0 1 N N N 16.879 15.051 6.937 -4.316 0.056 0.032 CAP 27Q 6 27Q CAW CAW C 0 1 N N N 16.025 13.760 7.014 -4.190 1.155 -1.025 CAW 27Q 7 27Q CAB CAB C 0 1 N N N 14.527 14.122 7.120 -3.153 0.742 -2.070 CAB 27Q 8 27Q CAC CAC C 0 1 N N N 16.494 13.011 8.253 -5.545 1.365 -1.705 CAC 27Q 9 27Q CAV CAV C 0 1 N N R 16.304 12.850 5.754 -3.749 2.458 -0.355 CAV 27Q 10 27Q OAG OAG O 0 1 N N N 17.726 12.634 5.561 -4.778 2.915 0.524 OAG 27Q 11 27Q CAU CAU C 0 1 N N N 15.650 11.487 5.886 -2.487 2.215 0.432 CAU 27Q 12 27Q OAE OAE O 0 1 N N N 14.413 11.371 5.846 -2.508 2.270 1.643 OAE 27Q 13 27Q NAR NAR N 0 1 N N N 16.467 10.446 6.052 -1.335 1.937 -0.210 NAR 27Q 14 27Q CAN CAN C 0 1 N N N 15.997 9.094 6.149 -0.131 1.606 0.556 CAN 27Q 15 27Q CAO CAO C 0 1 N N N 15.463 8.852 7.609 1.028 1.336 -0.406 CAO 27Q 16 27Q CAT CAT C 0 1 N N N 14.760 7.514 7.674 2.266 0.995 0.382 CAT 27Q 17 27Q OAD OAD O 0 1 N N N 13.588 7.403 7.370 2.226 0.971 1.594 OAD 27Q 18 27Q NAQ NAQ N 0 1 N N N 15.494 6.465 7.997 3.418 0.717 -0.260 NAQ 27Q 19 27Q CAM CAM C 0 1 N N N 14.900 5.124 8.000 4.622 0.386 0.506 CAM 27Q 20 27Q CAL CAL C 0 1 N N N 15.915 4.046 8.226 5.780 0.115 -0.456 CAL 27Q 21 27Q CAK CAK C 0 1 N N N 16.256 4.116 9.660 7.038 -0.230 0.344 CAK 27Q 22 27Q CAJ CAJ C 0 1 N N N 15.770 2.835 10.284 8.196 -0.501 -0.618 CAJ 27Q 23 27Q CAA CAA C 0 1 N N N 17.019 2.366 10.952 9.454 -0.847 0.182 CAA 27Q 24 27Q CAY CAY C 0 1 N N N 16.618 1.623 12.189 10.612 -1.117 -0.780 CAY 27Q 25 27Q CAZ CAZ C 0 1 N N N 17.700 1.970 13.217 11.870 -1.463 0.020 CAZ 27Q 26 27Q H1 H1 H 0 1 N N N 18.986 17.697 4.937 -5.443 -4.577 -0.390 H1 27Q 27 27Q H2 H2 H 0 1 N N N 17.896 14.615 2.992 -7.031 -2.126 0.807 H2 27Q 28 27Q H3 H3 H 0 1 N N N 17.945 14.786 7.001 -5.055 0.350 0.777 H3 27Q 29 27Q H4 H4 H 0 1 N N N 16.615 15.712 7.776 -3.351 -0.094 0.517 H4 27Q 30 27Q H5 H5 H 0 1 N N N 14.364 14.755 8.005 -3.521 -0.121 -2.626 H5 27Q 31 27Q H6 H6 H 0 1 N N N 14.217 14.668 6.217 -2.980 1.569 -2.758 H6 27Q 32 27Q H7 H7 H 0 1 N N N 13.933 13.201 7.214 -2.219 0.482 -1.572 H7 27Q 33 27Q H8 H8 H 0 1 N N N 16.310 13.626 9.146 -6.269 1.718 -0.971 H8 27Q 34 27Q H9 H9 H 0 1 N N N 15.941 12.064 8.340 -5.442 2.105 -2.499 H9 27Q 35 27Q H10 H10 H 0 1 N N N 17.570 12.801 8.169 -5.888 0.422 -2.130 H10 27Q 36 27Q H11 H11 H 0 1 N N N 15.886 13.357 4.872 -3.561 3.213 -1.119 H11 27Q 37 27Q H12 H12 H 0 1 N N N 18.165 13.472 5.475 -4.998 2.292 1.230 H12 27Q 38 27Q H13 H13 H 0 1 N N N 17.451 10.615 6.111 -1.303 1.956 -1.179 H13 27Q 39 27Q H14 H14 H 0 1 N N N 15.185 8.931 5.425 0.126 2.441 1.208 H14 27Q 40 27Q H15 H15 H 0 1 N N N 16.822 8.399 5.936 -0.317 0.718 1.160 H15 27Q 41 27Q H16 H16 H 0 1 N N N 16.308 8.857 8.314 0.771 0.501 -1.058 H16 27Q 42 27Q H17 H17 H 0 1 N N N 14.756 9.651 7.878 1.214 2.224 -1.010 H17 27Q 43 27Q H18 H18 H 0 1 N N N 16.457 6.585 8.240 3.450 0.736 -1.229 H18 27Q 44 27Q H19 H19 H 0 1 N N N 14.148 5.073 8.801 4.879 1.221 1.158 H19 27Q 45 27Q H20 H20 H 0 1 N N N 14.413 4.952 7.029 4.436 -0.502 1.110 H20 27Q 46 27Q H21 H21 H 0 1 N N N 15.491 3.061 7.980 5.524 -0.720 -1.108 H21 27Q 47 27Q H22 H22 H 0 1 N N N 16.808 4.225 7.610 5.967 1.004 -1.059 H22 27Q 48 27Q H23 H23 H 0 1 N N N 17.345 4.210 9.787 7.295 0.605 0.996 H23 27Q 49 27Q H24 H24 H 0 1 N N N 15.757 4.978 10.127 6.852 -1.119 0.948 H24 27Q 50 27Q H25 H25 H 0 1 N N N 14.965 3.017 11.011 7.940 -1.336 -1.270 H25 27Q 51 27Q H26 H26 H 0 1 N N N 15.423 2.119 9.524 8.382 0.387 -1.222 H26 27Q 52 27Q H27 H27 H 0 1 N N N 17.577 1.699 10.278 9.711 -0.012 0.834 H27 27Q 53 27Q H28 H28 H 0 1 N N N 17.648 3.228 11.219 9.268 -1.735 0.786 H28 27Q 54 27Q H29 H29 H 0 1 N N N 15.629 1.956 12.538 10.355 -1.952 -1.432 H29 27Q 55 27Q H30 H30 H 0 1 N N N 16.595 0.539 12.001 10.798 -0.229 -1.384 H30 27Q 56 27Q H31 H31 H 0 1 N N N 17.481 1.460 14.167 12.126 -0.628 0.672 H31 27Q 57 27Q H32 H32 H 0 1 N N N 18.681 1.641 12.842 11.684 -2.351 0.623 H32 27Q 58 27Q H33 H33 H 0 1 N N N 17.715 3.058 13.380 12.695 -1.656 -0.666 H33 27Q 59 # 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 27Q OAF PAX DOUB N N 1 27Q OAI PAX SING N N 2 27Q PAX OAH SING N N 3 27Q PAX OAS SING N N 4 27Q OAG CAV SING N N 5 27Q CAV CAU SING N N 6 27Q CAV CAW SING N N 7 27Q OAS CAP SING N N 8 27Q OAE CAU DOUB N N 9 27Q CAU NAR SING N N 10 27Q NAR CAN SING N N 11 27Q CAN CAO SING N N 12 27Q CAP CAW SING N N 13 27Q CAW CAB SING N N 14 27Q CAW CAC SING N N 15 27Q OAD CAT DOUB N N 16 27Q CAO CAT SING N N 17 27Q CAT NAQ SING N N 18 27Q NAQ CAM SING N N 19 27Q CAM CAL SING N N 20 27Q CAL CAK SING N N 21 27Q CAK CAJ SING N N 22 27Q CAJ CAA SING N N 23 27Q CAA CAY SING N N 24 27Q CAY CAZ SING N N 25 27Q OAH H1 SING N N 26 27Q OAI H2 SING N N 27 27Q CAP H3 SING N N 28 27Q CAP H4 SING N N 29 27Q CAB H5 SING N N 30 27Q CAB H6 SING N N 31 27Q CAB H7 SING N N 32 27Q CAC H8 SING N N 33 27Q CAC H9 SING N N 34 27Q CAC H10 SING N N 35 27Q CAV H11 SING N N 36 27Q OAG H12 SING N N 37 27Q NAR H13 SING N N 38 27Q CAN H14 SING N N 39 27Q CAN H15 SING N N 40 27Q CAO H16 SING N N 41 27Q CAO H17 SING N N 42 27Q NAQ H18 SING N N 43 27Q CAM H19 SING N N 44 27Q CAM H20 SING N N 45 27Q CAL H21 SING N N 46 27Q CAL H22 SING N N 47 27Q CAK H23 SING N N 48 27Q CAK H24 SING N N 49 27Q CAJ H25 SING N N 50 27Q CAJ H26 SING N N 51 27Q CAA H27 SING N N 52 27Q CAA H28 SING N N 53 27Q CAY H29 SING N N 54 27Q CAY H30 SING N N 55 27Q CAZ H31 SING N N 56 27Q CAZ H32 SING N N 57 27Q CAZ H33 SING N N 58 # 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 27Q SMILES ACDLabs 12.01 "O=P(OCC(C(O)C(=O)NCCC(=O)NCCCCCCC)(C)C)(O)O" 27Q InChI InChI 1.03 "InChI=1S/C16H33N2O7P/c1-4-5-6-7-8-10-17-13(19)9-11-18-15(21)14(20)16(2,3)12-25-26(22,23)24/h14,20H,4-12H2,1-3H3,(H,17,19)(H,18,21)(H2,22,23,24)/t14-/m0/s1" 27Q InChIKey InChI 1.03 QTSWMJJVYAHWSJ-AWEZNQCLSA-N 27Q SMILES_CANONICAL CACTVS 3.385 "CCCCCCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)CO[P](O)(O)=O" 27Q SMILES CACTVS 3.385 "CCCCCCCNC(=O)CCNC(=O)[CH](O)C(C)(C)CO[P](O)(O)=O" 27Q SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCCCCCCNC(=O)CCNC(=O)[C@@H](C(C)(C)COP(=O)(O)O)O" 27Q SMILES "OpenEye OEToolkits" 1.7.6 "CCCCCCCNC(=O)CCNC(=O)C(C(C)(C)COP(=O)(O)O)O" # 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 27Q "SYSTEMATIC NAME" ACDLabs 12.01 "N-heptyl-N~3~-[(2R)-2-hydroxy-3,3-dimethyl-4-(phosphonooxy)butanoyl]-beta-alaninamide" 27Q "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(3R)-4-[[3-(heptylamino)-3-oxidanylidene-propyl]amino]-2,2-dimethyl-3-oxidanyl-4-oxidanylidene-butyl] 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 27Q "Create component" 2013-09-05 RCSB 27Q "Initial release" 2014-09-03 RCSB #