data_6CM # _chem_comp.id 6CM _chem_comp.name "N-((E,2S,3R)-1,3-DIHYDROXYOCTADEC-4-EN-2-YL)HEXANAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H47 N O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "C6-CERAMIDE; N-HEXANOYL-D-ERYTHRO-SPHINGOSINE; (2S,3R,4E)-2-HEXANOYLAMINOOCTADEC-4-ENE-1,3-DIOL; (2S,3R,4E)-2-HEXANOYLAMINO-1,3-OCTADEC-4-ENEDIOL" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-11-28 _chem_comp.pdbx_modified_date 2020-05-26 _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 397.635 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6CM _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 ? _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 6CM O19 O19 O 0 1 N N N 9.255 27.823 -1.696 -5.234 -0.885 -1.533 O19 6CM 1 6CM C19 C19 C 0 1 N N N 9.527 28.822 -2.346 -5.454 -0.709 -0.354 C19 6CM 2 6CM N2 N2 N 0 1 N N N 8.868 29.979 -2.235 -5.413 0.536 0.161 N2 6CM 3 6CM C2 C2 C 0 1 N N S 7.659 30.179 -1.430 -5.104 1.677 -0.705 C2 6CM 4 6CM C1 C1 C 0 1 N N N 7.318 31.678 -1.402 -6.384 2.159 -1.389 C1 6CM 5 6CM O1 O1 O 0 1 N N N 6.953 32.163 -2.709 -7.294 2.653 -0.404 O1 6CM 6 6CM C3 C3 C 0 1 N N R 6.481 29.277 -1.855 -4.517 2.811 0.137 C3 6CM 7 6CM C4 C4 C 0 1 N N N 6.479 29.073 -3.366 -3.287 2.320 0.855 C4 6CM 8 6CM C5 C5 C 0 1 N N N 6.358 27.871 -3.942 -2.150 2.956 0.717 C5 6CM 9 6CM C6 C6 C 0 1 N N N 6.391 27.748 -5.449 -0.919 2.464 1.434 C6 6CM 10 6CM C7 C7 C 0 1 N N N 5.035 27.398 -6.042 0.205 2.236 0.422 C7 6CM 11 6CM C8 C8 C 0 1 N N N 5.127 27.245 -7.560 1.454 1.737 1.150 C8 6CM 12 6CM C9 C9 C 0 1 N N N 3.730 27.023 -8.130 2.578 1.509 0.138 C9 6CM 13 6CM C10 C10 C 0 1 N N N 3.639 27.390 -9.603 3.828 1.009 0.866 C10 6CM 14 6CM C11 C11 C 0 1 N N N 3.568 26.101 -10.405 4.952 0.781 -0.146 C11 6CM 15 6CM C12 C12 C 0 1 N N N 3.856 26.346 -11.882 6.201 0.282 0.582 C12 6CM 16 6CM C13 C13 C 0 1 N N N 4.049 25.015 -12.597 7.325 0.054 -0.430 C13 6CM 17 6CM C14 C14 C 0 1 N N N 3.681 25.105 -14.077 8.574 -0.445 0.298 C14 6CM 18 6CM C15 C15 C 0 1 N N N 4.728 25.854 -14.891 9.698 -0.673 -0.714 C15 6CM 19 6CM C16 C16 C 0 1 N N N 4.890 25.222 -16.266 10.948 -1.173 0.014 C16 6CM 20 6CM C17 C17 C 0 1 N N N 6.203 25.649 -16.906 12.072 -1.401 -0.998 C17 6CM 21 6CM C18 C18 C 0 1 N N N 6.271 25.166 -18.338 13.321 -1.900 -0.270 C18 6CM 22 6CM O3 O3 O 0 1 N N N 6.572 28.016 -1.152 -4.167 3.904 -0.714 O3 6CM 23 6CM C20 C20 C 0 1 N N N 10.642 28.810 -3.362 -5.772 -1.882 0.537 C20 6CM 24 6CM C21 C21 C 0 1 N N N 10.045 28.301 -4.669 -5.754 -3.170 -0.290 C21 6CM 25 6CM C22 C22 C 0 1 N N N 11.103 28.116 -5.745 -6.077 -4.361 0.614 C22 6CM 26 6CM C23 C23 C 0 1 N N N 10.464 27.759 -7.083 -6.058 -5.648 -0.212 C23 6CM 27 6CM C24 C24 C 0 1 N N N 11.556 27.477 -8.112 -6.381 -6.840 0.692 C24 6CM 28 6CM HN2 HN2 H 0 1 N N N 9.226 30.766 -2.738 -5.589 0.677 1.104 HN2 6CM 29 6CM H2 H2 H 0 1 N N N 7.864 29.854 -0.399 -4.380 1.373 -1.461 H2 6CM 30 6CM H11 1H1 H 0 1 N N N 8.209 32.229 -1.066 -6.142 2.956 -2.092 H11 6CM 31 6CM H12 2H1 H 0 1 N N N 6.472 31.836 -0.717 -6.845 1.329 -1.926 H12 6CM 32 6CM HO1 HO1 H 0 1 N N N 6.873 33.109 -2.685 -8.086 2.946 -0.877 HO1 6CM 33 6CM H3 H3 H 0 1 N N N 5.530 29.762 -1.590 -5.256 3.142 0.867 H3 6CM 34 6CM H4 H4 H 0 1 N N N 6.580 29.940 -4.002 -3.342 1.443 1.483 H4 6CM 35 6CM H5 H5 H 0 1 N N N 6.237 26.989 -3.331 -2.094 3.832 0.088 H5 6CM 36 6CM H61 1H6 H 0 1 N N N 7.085 26.933 -5.701 -1.145 1.527 1.943 H61 6CM 37 6CM H62 2H6 H 0 1 N N N 6.714 28.712 -5.869 -0.604 3.208 2.166 H62 6CM 38 6CM H71 1H7 H 0 1 N N N 4.330 28.210 -5.812 0.431 3.173 -0.087 H71 6CM 39 6CM H72 2H7 H 0 1 N N N 4.688 26.449 -5.607 -0.111 1.492 -0.310 H72 6CM 40 6CM H81 1H8 H 0 1 N N N 5.766 26.384 -7.805 1.228 0.800 1.659 H81 6CM 41 6CM H82 2H8 H 0 1 N N N 5.561 28.157 -7.996 1.770 2.481 1.882 H82 6CM 42 6CM H91 1H9 H 0 1 N N N 3.034 27.672 -7.578 2.804 2.446 -0.371 H91 6CM 43 6CM H92 2H9 H 0 1 N N N 3.473 25.959 -8.019 2.263 0.765 -0.594 H92 6CM 44 6CM H101 1H10 H 0 0 N N N 4.518 27.979 -9.904 3.601 0.072 1.375 H101 6CM 45 6CM H102 2H10 H 0 0 N N N 2.738 27.995 -9.784 4.143 1.753 1.598 H102 6CM 46 6CM H111 1H11 H 0 0 N N N 2.551 25.692 -10.314 5.178 1.718 -0.655 H111 6CM 47 6CM H112 2H11 H 0 0 N N N 4.315 25.396 -10.010 4.636 0.037 -0.878 H112 6CM 48 6CM H121 1H12 H 0 0 N N N 4.772 26.947 -11.979 5.975 -0.655 1.091 H121 6CM 49 6CM H122 2H12 H 0 0 N N N 3.010 26.884 -12.334 6.516 1.026 1.314 H122 6CM 50 6CM H131 1H13 H 0 0 N N N 3.388 24.274 -12.124 7.551 0.991 -0.939 H131 6CM 51 6CM H132 2H13 H 0 0 N N N 5.106 24.721 -12.514 7.009 -0.690 -1.162 H132 6CM 52 6CM H141 1H14 H 0 0 N N N 2.734 25.658 -14.156 8.348 -1.382 0.807 H141 6CM 53 6CM H142 2H14 H 0 0 N N N 3.592 24.084 -14.477 8.890 0.299 1.030 H142 6CM 54 6CM H151 1H15 H 0 0 N N N 5.691 25.805 -14.362 9.924 0.263 -1.223 H151 6CM 55 6CM H152 2H15 H 0 0 N N N 4.410 26.900 -15.011 9.383 -1.417 -1.446 H152 6CM 56 6CM H161 1H16 H 0 0 N N N 4.060 25.554 -16.907 10.721 -2.110 0.523 H161 6CM 57 6CM H162 2H16 H 0 0 N N N 4.882 24.127 -16.161 11.263 -0.429 0.746 H162 6CM 58 6CM H171 1H17 H 0 0 N N N 7.037 25.209 -16.340 12.298 -0.464 -1.507 H171 6CM 59 6CM H172 2H17 H 0 0 N N N 6.272 26.747 -16.891 11.756 -2.145 -1.730 H172 6CM 60 6CM H181 1H18 H 0 0 N N N 5.390 24.545 -18.557 13.636 -1.156 0.462 H181 6CM 61 6CM H182 2H18 H 0 0 N N N 7.185 24.571 -18.481 13.095 -2.837 0.239 H182 6CM 62 6CM H183 3H18 H 0 0 N N N 6.288 26.031 -19.017 14.122 -2.063 -0.991 H183 6CM 63 6CM HO3 HO3 H 0 1 N N N 6.592 27.304 -1.780 -3.585 3.549 -1.400 HO3 6CM 64 6CM H201 1H20 H 0 0 N N N 11.468 28.164 -3.030 -5.027 -1.949 1.330 H201 6CM 65 6CM H202 2H20 H 0 0 N N N 11.048 29.824 -3.496 -6.760 -1.747 0.977 H202 6CM 66 6CM H211 1H21 H 0 0 N N N 9.321 29.048 -5.027 -6.499 -3.103 -1.083 H211 6CM 67 6CM H212 2H21 H 0 0 N N N 9.562 27.331 -4.480 -4.766 -3.305 -0.730 H212 6CM 68 6CM H221 1H22 H 0 0 N N N 11.771 27.295 -5.444 -5.332 -4.428 1.407 H221 6CM 69 6CM H222 2H22 H 0 0 N N N 11.667 29.054 -5.857 -7.065 -4.226 1.054 H222 6CM 70 6CM H231 1H23 H 0 0 N N N 9.844 28.600 -7.428 -6.803 -5.581 -1.005 H231 6CM 71 6CM H232 2H23 H 0 0 N N N 9.836 26.864 -6.962 -5.070 -5.783 -0.652 H232 6CM 72 6CM H241 1H24 H 0 0 N N N 12.053 26.526 -7.868 -5.637 -6.906 1.485 H241 6CM 73 6CM H242 2H24 H 0 0 N N N 12.295 28.292 -8.095 -7.369 -6.704 1.132 H242 6CM 74 6CM H243 3H24 H 0 0 N N N 11.108 27.409 -9.114 -6.368 -7.757 0.103 H243 6CM 75 # 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 6CM O19 C19 DOUB N N 1 6CM C19 N2 SING N N 2 6CM C19 C20 SING N N 3 6CM N2 C2 SING N N 4 6CM N2 HN2 SING N N 5 6CM C2 C1 SING N N 6 6CM C2 C3 SING N N 7 6CM C2 H2 SING N N 8 6CM C1 O1 SING N N 9 6CM C1 H11 SING N N 10 6CM C1 H12 SING N N 11 6CM O1 HO1 SING N N 12 6CM C3 C4 SING N N 13 6CM C3 O3 SING N N 14 6CM C3 H3 SING N N 15 6CM C4 C5 DOUB N E 16 6CM C4 H4 SING N N 17 6CM C5 C6 SING N N 18 6CM C5 H5 SING N N 19 6CM C6 C7 SING N N 20 6CM C6 H61 SING N N 21 6CM C6 H62 SING N N 22 6CM C7 C8 SING N N 23 6CM C7 H71 SING N N 24 6CM C7 H72 SING N N 25 6CM C8 C9 SING N N 26 6CM C8 H81 SING N N 27 6CM C8 H82 SING N N 28 6CM C9 C10 SING N N 29 6CM C9 H91 SING N N 30 6CM C9 H92 SING N N 31 6CM C10 C11 SING N N 32 6CM C10 H101 SING N N 33 6CM C10 H102 SING N N 34 6CM C11 C12 SING N N 35 6CM C11 H111 SING N N 36 6CM C11 H112 SING N N 37 6CM C12 C13 SING N N 38 6CM C12 H121 SING N N 39 6CM C12 H122 SING N N 40 6CM C13 C14 SING N N 41 6CM C13 H131 SING N N 42 6CM C13 H132 SING N N 43 6CM C14 C15 SING N N 44 6CM C14 H141 SING N N 45 6CM C14 H142 SING N N 46 6CM C15 C16 SING N N 47 6CM C15 H151 SING N N 48 6CM C15 H152 SING N N 49 6CM C16 C17 SING N N 50 6CM C16 H161 SING N N 51 6CM C16 H162 SING N N 52 6CM C17 C18 SING N N 53 6CM C17 H171 SING N N 54 6CM C17 H172 SING N N 55 6CM C18 H181 SING N N 56 6CM C18 H182 SING N N 57 6CM C18 H183 SING N N 58 6CM O3 HO3 SING N N 59 6CM C20 C21 SING N N 60 6CM C20 H201 SING N N 61 6CM C20 H202 SING N N 62 6CM C21 C22 SING N N 63 6CM C21 H211 SING N N 64 6CM C21 H212 SING N N 65 6CM C22 C23 SING N N 66 6CM C22 H221 SING N N 67 6CM C22 H222 SING N N 68 6CM C23 C24 SING N N 69 6CM C23 H231 SING N N 70 6CM C23 H232 SING N N 71 6CM C24 H241 SING N N 72 6CM C24 H242 SING N N 73 6CM C24 H243 SING N N 74 # 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 6CM SMILES ACDLabs 10.04 "O=C(NC(CO)C(O)/C=C/CCCCCCCCCCCCC)CCCCC" 6CM SMILES_CANONICAL CACTVS 3.341 "CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO)NC(=O)CCCCC" 6CM SMILES CACTVS 3.341 "CCCCCCCCCCCCCC=C[CH](O)[CH](CO)NC(=O)CCCCC" 6CM SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCCCCCCCCCCCC\C=C\[C@H]([C@H](CO)NC(=O)CCCCC)O" 6CM SMILES "OpenEye OEToolkits" 1.5.0 "CCCCCCCCCCCCCC=CC(C(CO)NC(=O)CCCCC)O" 6CM InChI InChI 1.03 "InChI=1S/C24H47NO3/c1-3-5-7-8-9-10-11-12-13-14-15-16-18-19-23(27)22(21-26)25-24(28)20-17-6-4-2/h18-19,22-23,26-27H,3-17,20-21H2,1-2H3,(H,25,28)/b19-18+/t22-,23+/m0/s1" 6CM InChIKey InChI 1.03 NPRJSFWNFTXXQC-QFWQFVLDSA-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 6CM "SYSTEMATIC NAME" ACDLabs 10.04 "N-[(1S,2R,3E)-2-hydroxy-1-(hydroxymethyl)heptadec-3-en-1-yl]hexanamide" 6CM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-[(E,2S,3R)-1,3-dihydroxyoctadec-4-en-2-yl]hexanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 6CM "Create component" 2005-11-28 RCSB 6CM "Modify descriptor" 2011-06-04 RCSB 6CM "Modify synonyms" 2020-05-26 PDBE # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 6CM C6-CERAMIDE ? ? 2 6CM N-HEXANOYL-D-ERYTHRO-SPHINGOSINE ? ? 3 6CM "(2S,3R,4E)-2-HEXANOYLAMINOOCTADEC-4-ENE-1,3-DIOL" ? ? 4 6CM "(2S,3R,4E)-2-HEXANOYLAMINO-1,3-OCTADEC-4-ENEDIOL" ? ? #