data_MNG # _chem_comp.id MNG _chem_comp.name MENOGARIL _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H31 N O10" _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 541.546 _chem_comp.one_letter_code ? _chem_comp.three_letter_code MNG _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 202D _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 MNG C1 C1 C 0 1 Y N N 3.325 -5.266 1.975 0.105 -1.046 -2.245 C1 MNG 1 MNG C2 C2 C 0 1 Y N N 2.991 -5.275 0.612 1.037 -0.722 -3.226 C2 MNG 2 MNG C3 C3 C 0 1 Y N N 1.663 -5.257 0.236 2.260 -0.186 -2.882 C3 MNG 3 MNG C4 C4 C 0 1 Y N N 0.665 -5.231 1.150 2.592 0.028 -1.546 C4 MNG 4 MNG C5 C5 C 0 1 N N N -0.115 -5.202 3.457 1.993 -0.035 0.869 C5 MNG 5 MNG C6 C6 C 0 1 Y N N -0.917 -5.186 5.816 1.098 0.428 3.156 C6 MNG 6 MNG C7 C7 C 0 1 N N R -1.737 -5.179 8.314 0.332 0.953 5.461 C7 MNG 7 MNG C8 C8 C 0 1 N N N -1.133 -4.922 9.703 -0.973 1.224 6.206 C8 MNG 8 MNG C9 C9 C 0 1 N N R 0.131 -5.720 9.962 -1.835 -0.041 6.144 C9 MNG 9 MNG C10 C10 C 0 1 N N N 1.201 -5.209 9.054 -2.317 -0.225 4.707 C10 MNG 10 MNG C11 C11 C 0 1 Y N N 1.717 -5.215 6.642 -1.360 -0.658 2.462 C11 MNG 11 MNG C12 C12 C 0 1 N N N 2.541 -5.234 4.339 -0.553 -1.151 0.157 C12 MNG 12 MNG C16 C16 C 0 1 Y N N 2.295 -5.241 2.957 0.418 -0.817 -0.899 C16 MNG 13 MNG C17 C17 C 0 1 Y N N 0.937 -5.223 2.526 1.667 -0.267 -0.551 C17 MNG 14 MNG C18 C18 C 0 1 Y N N 0.122 -5.200 4.844 0.901 -0.061 1.867 C18 MNG 15 MNG C19 C19 C 0 1 Y N N -0.619 -5.188 7.207 0.053 0.394 4.090 C19 MNG 16 MNG C20 C20 C 0 1 Y N N 0.730 -5.203 7.592 -1.160 -0.150 3.745 C20 MNG 17 MNG C21 C21 C 0 1 Y N N 1.476 -5.215 5.274 -0.344 -0.618 1.521 C21 MNG 18 MNG "C1'" C1* C 0 1 N N S 5.702 -5.426 1.386 -1.397 -1.435 -3.911 "C1'" MNG 19 MNG "C2'" C2* C 0 1 N N S 6.061 -6.929 1.122 -1.955 -0.072 -4.271 "C2'" MNG 20 MNG "C3'" C3* C 0 1 N N R 4.841 -7.628 0.398 -0.853 0.970 -4.363 "C3'" MNG 21 MNG "C4'" C4* C 0 1 N N R 4.353 -6.781 -0.884 0.254 0.418 -5.272 "C4'" MNG 22 MNG "C5'" C5* C 0 1 N N R 4.123 -5.309 -0.437 0.709 -0.925 -4.682 "C5'" MNG 23 MNG C5M C5M C 0 1 N N N 3.803 -4.428 -1.658 1.932 -1.448 -5.438 C5M MNG 24 MNG C1M C1M C 0 1 N N N 6.562 -9.403 -0.328 -2.197 1.828 -6.099 C1M MNG 25 MNG C2M C2M C 0 1 N N N 4.267 -10.103 0.467 -2.317 2.768 -3.941 C2M MNG 26 MNG C7M C7M C 0 1 N N N -3.885 -4.189 8.912 2.003 0.771 7.023 C7M MNG 27 MNG C9M C9M C 0 1 N N N -0.100 -7.218 9.726 -3.039 0.108 7.077 C9M MNG 28 MNG O1 O1 O 0 1 N N N 4.665 -5.285 2.357 -1.094 -1.588 -2.547 O1 MNG 29 MNG O4 O4 O 0 1 N N N -0.614 -5.215 0.644 3.797 0.556 -1.219 O4 MNG 30 MNG O5 O5 O 0 1 N N N -1.246 -5.190 2.956 3.140 0.179 1.210 O5 MNG 31 MNG O6 O6 O 0 1 N N N -2.218 -5.174 5.344 2.305 0.937 3.508 O6 MNG 32 MNG O7 O7 O 0 1 N N N -2.737 -4.183 8.047 1.111 0.013 6.203 O7 MNG 33 MNG O9 O9 O 0 1 N N N 0.534 -5.579 11.295 -1.057 -1.173 6.541 O9 MNG 34 MNG O12 O12 O 0 1 N N N 3.699 -5.248 4.755 -1.514 -1.855 -0.089 O12 MNG 35 MNG "O1'" O1* O 0 1 N N N 5.335 -4.808 0.142 -0.367 -1.857 -4.781 "O1'" MNG 36 MNG "O2'" O2* O 0 1 N N N 6.403 -7.617 2.323 -2.892 0.321 -3.266 "O2'" MNG 37 MNG "O4'" O4* O 0 1 N N N 3.166 -7.336 -1.441 1.353 1.330 -5.307 "O4'" MNG 38 MNG N1 N1 N 0 1 N N N 5.143 -9.024 -0.063 -1.389 2.213 -4.935 N1 MNG 39 MNG H3 H3 H 0 1 N N N 1.362 -5.265 -0.801 2.968 0.068 -3.657 H3 MNG 40 MNG H7 H7 H 0 1 N N N -2.203 -6.170 8.396 0.890 1.884 5.363 H7 MNG 41 MNG H81 1H8 H 0 1 N N N -1.915 -5.168 10.436 -0.758 1.472 7.245 H81 MNG 42 MNG H82 2H8 H 0 1 N N N -0.900 -3.854 9.819 -1.501 2.051 5.732 H82 MNG 43 MNG H101 1H10 H 0 0 N N N 1.527 -4.196 9.324 -2.801 -1.198 4.613 H101 MNG 44 MNG H102 2H10 H 0 0 N N N 2.074 -5.857 9.211 -3.036 0.557 4.467 H102 MNG 45 MNG H11 H11 H 0 1 N N N 2.739 -5.226 6.992 -2.316 -1.086 2.200 H11 MNG 46 MNG "H1'" H1* H 0 1 N N N 6.639 -4.968 1.733 -2.218 -2.129 -4.094 "H1'" MNG 47 MNG "H2'" H2* H 0 1 N N N 6.959 -6.909 0.488 -2.466 -0.140 -5.231 "H2'" MNG 48 MNG "H3'" H3* H 0 1 N N N 4.045 -7.674 1.154 -0.449 1.167 -3.370 "H3'" MNG 49 MNG "H4'" H4* H 0 1 N N N 5.095 -6.729 -1.693 -0.133 0.268 -6.279 "H4'" MNG 50 MNG H5M1 1H5M H 0 0 N N N 4.632 -4.472 -2.348 2.245 -2.400 -5.010 H5M1 MNG 51 MNG H5M2 2H5M H 0 0 N N N 3.657 -3.401 -1.359 1.678 -1.587 -6.489 H5M2 MNG 52 MNG H5M3 3H5M H 0 0 N N N 2.921 -4.788 -2.168 2.746 -0.727 -5.354 H5M3 MNG 53 MNG H1M1 1H1M H 0 0 N N N 7.103 -9.483 0.603 -2.517 2.723 -6.632 H1M1 MNG 54 MNG H1M2 2H1M H 0 0 N N N 7.053 -8.666 -0.944 -1.602 1.202 -6.764 H1M2 MNG 55 MNG H1M3 3H1M H 0 0 N N N 6.617 -10.356 -0.832 -3.074 1.272 -5.765 H1M3 MNG 56 MNG H2M1 1H2M H 0 0 N N N 4.422 -11.014 -0.091 -2.543 3.804 -4.195 H2M1 MNG 57 MNG H2M2 2H2M H 0 0 N N N 3.227 -9.823 0.392 -3.238 2.186 -3.939 H2M2 MNG 58 MNG H2M3 3H2M H 0 0 N N N 4.493 -10.296 1.506 -1.859 2.727 -2.953 H2M3 MNG 59 MNG H7M1 1H7M H 0 0 N N N -4.377 -5.149 8.871 2.575 0.096 7.659 H7M1 MNG 60 MNG H7M2 2H7M H 0 0 N N N -3.591 -3.970 9.928 2.685 1.338 6.389 H7M2 MNG 61 MNG H7M3 3H7M H 0 0 N N N -4.585 -3.430 8.593 1.429 1.458 7.645 H7M3 MNG 62 MNG H9M1 1H9M H 0 0 N N N 0.813 -7.764 9.907 -3.649 -0.793 7.031 H9M1 MNG 63 MNG H9M2 2H9M H 0 0 N N N -0.409 -7.439 8.715 -2.690 0.259 8.099 H9M2 MNG 64 MNG H9M3 3H9M H 0 0 N N N -0.850 -7.581 10.414 -3.634 0.966 6.766 H9M3 MNG 65 MNG HO4 HO4 H 0 1 N N N -1.178 -5.199 1.438 3.686 1.516 -1.200 HO4 MNG 66 MNG HO6 HO6 H 0 1 N N N -2.843 -4.785 5.957 2.280 1.882 3.303 HO6 MNG 67 MNG HO9 HO9 H 0 1 N N N 1.282 -6.188 11.469 -1.638 -1.944 6.487 HO9 MNG 68 MNG "HO2'" *HO2 H 0 0 N N N 5.654 -7.695 2.939 -3.575 -0.363 -3.237 "HO2'" MNG 69 MNG "HO4'" *HO4 H 0 0 N N N 3.338 -8.257 -1.681 1.014 2.164 -5.660 "HO4'" MNG 70 # 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 MNG C1 C2 DOUB Y N 1 MNG C1 C16 SING Y N 2 MNG C1 O1 SING N N 3 MNG C2 C3 SING Y N 4 MNG C2 "C5'" SING N N 5 MNG C3 C4 DOUB Y N 6 MNG C3 H3 SING N N 7 MNG C4 C17 SING Y N 8 MNG C4 O4 SING N N 9 MNG C5 C17 SING N N 10 MNG C5 C18 SING N N 11 MNG C5 O5 DOUB N N 12 MNG C6 C18 DOUB Y N 13 MNG C6 C19 SING Y N 14 MNG C6 O6 SING N N 15 MNG C7 C8 SING N N 16 MNG C7 C19 SING N N 17 MNG C7 O7 SING N N 18 MNG C7 H7 SING N N 19 MNG C8 C9 SING N N 20 MNG C8 H81 SING N N 21 MNG C8 H82 SING N N 22 MNG C9 C10 SING N N 23 MNG C9 C9M SING N N 24 MNG C9 O9 SING N N 25 MNG C10 C20 SING N N 26 MNG C10 H101 SING N N 27 MNG C10 H102 SING N N 28 MNG C11 C20 SING Y N 29 MNG C11 C21 DOUB Y N 30 MNG C11 H11 SING N N 31 MNG C12 C16 SING N N 32 MNG C12 C21 SING N N 33 MNG C12 O12 DOUB N N 34 MNG C16 C17 DOUB Y N 35 MNG C18 C21 SING Y N 36 MNG C19 C20 DOUB Y N 37 MNG "C1'" "C2'" SING N N 38 MNG "C1'" O1 SING N N 39 MNG "C1'" "O1'" SING N N 40 MNG "C1'" "H1'" SING N N 41 MNG "C2'" "C3'" SING N N 42 MNG "C2'" "O2'" SING N N 43 MNG "C2'" "H2'" SING N N 44 MNG "C3'" "C4'" SING N N 45 MNG "C3'" N1 SING N N 46 MNG "C3'" "H3'" SING N N 47 MNG "C4'" "C5'" SING N N 48 MNG "C4'" "O4'" SING N N 49 MNG "C4'" "H4'" SING N N 50 MNG "C5'" C5M SING N N 51 MNG "C5'" "O1'" SING N N 52 MNG C5M H5M1 SING N N 53 MNG C5M H5M2 SING N N 54 MNG C5M H5M3 SING N N 55 MNG C1M N1 SING N N 56 MNG C1M H1M1 SING N N 57 MNG C1M H1M2 SING N N 58 MNG C1M H1M3 SING N N 59 MNG C2M N1 SING N N 60 MNG C2M H2M1 SING N N 61 MNG C2M H2M2 SING N N 62 MNG C2M H2M3 SING N N 63 MNG C7M O7 SING N N 64 MNG C7M H7M1 SING N N 65 MNG C7M H7M2 SING N N 66 MNG C7M H7M3 SING N N 67 MNG C9M H9M1 SING N N 68 MNG C9M H9M2 SING N N 69 MNG C9M H9M3 SING N N 70 MNG O4 HO4 SING N N 71 MNG O6 HO6 SING N N 72 MNG O9 HO9 SING N N 73 MNG "O2'" "HO2'" SING N N 74 MNG "O4'" "HO4'" SING N N 75 # 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 MNG SMILES ACDLabs 10.04 "O=C4c3c(O)cc1c(OC2OC1(C(O)C(N(C)C)C2O)C)c3C(=O)c5cc6c(c(O)c45)C(OC)CC(O)(C)C6" MNG SMILES_CANONICAL CACTVS 3.341 "CO[C@@H]1C[C@](C)(O)Cc2cc3C(=O)c4c5O[C@@H]6O[C@@](C)([C@H](O)[C@H]([C@@H]6O)N(C)C)c5cc(O)c4C(=O)c3c(O)c12" MNG SMILES CACTVS 3.341 "CO[CH]1C[C](C)(O)Cc2cc3C(=O)c4c5O[CH]6O[C](C)([CH](O)[CH]([CH]6O)N(C)C)c5cc(O)c4C(=O)c3c(O)c12" MNG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@]1(Cc2cc3c(c(c2[C@@H](C1)OC)O)C(=O)c4c(cc5c(c4C3=O)O[C@H]6[C@H]([C@@H]([C@H]([C@@]5(O6)C)O)N(C)C)O)O)O" MNG SMILES "OpenEye OEToolkits" 1.5.0 "CC1(Cc2cc3c(c(c2C(C1)OC)O)C(=O)c4c(cc5c(c4C3=O)OC6C(C(C(C5(O6)C)O)N(C)C)O)O)O" MNG InChI InChI 1.03 "InChI=1S/C28H31NO10/c1-27(36)8-10-6-11-16(21(32)15(10)14(9-27)37-5)22(33)17-13(30)7-12-24(18(17)20(11)31)38-26-23(34)19(29(3)4)25(35)28(12,2)39-26/h6-7,14,19,23,25-26,30,32,34-36H,8-9H2,1-5H3/t14-,19+,23+,25-,26-,27-,28-/m1/s1" MNG InChIKey InChI 1.03 LWYJUZBXGAFFLP-OCNCTQISSA-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 MNG "SYSTEMATIC NAME" ACDLabs 10.04 "(2R,3S,4R,5R,6R,11R,13R)-4-(dimethylamino)-3,5,8,10,13-pentahydroxy-11-methoxy-6,13-dimethyl-3,4,5,6,11,12,13,14-octahydro-2H-2,6-epoxytetraceno[1,2-b]oxocine-9,16-dione" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site MNG "Create component" 1999-07-08 PDBJ MNG "Modify descriptor" 2011-06-04 RCSB #