data_CZJ # _chem_comp.id CZJ _chem_comp.name ;(3s,5s,7s)-N-{7-[(3-O-carbamoyl-6-deoxy-5-methyl-4-O-methyl-beta-D-gulopyranosyl)oxy]-4-hydroxy-8-methyl-2-oxo-2H-1-ben zopyran-3-yl}tricyclo[3.3.1.1~3,7~]decane-1-carboxamide ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C30 H38 N2 O10" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "novobiocin derivative" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-10-09 _chem_comp.pdbx_modified_date 2020-06-17 _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 586.630 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CZJ _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 6B8B _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 CZJ C17 C1 C 0 1 Y N N -4.257 4.054 33.463 1.825 0.566 0.100 C17 CZJ 1 CZJ C20 C2 C 0 1 N N N -4.498 7.740 34.083 -1.909 0.763 -0.038 C20 CZJ 2 CZJ C22 C3 C 0 1 N N N -3.973 8.678 34.945 -2.932 -0.036 -0.511 C22 CZJ 3 CZJ C24 C4 C 0 1 N N N -3.737 11.032 33.861 -5.146 -0.378 0.307 C24 CZJ 4 CZJ C26 C5 C 0 1 N N N -3.541 13.265 34.955 -6.757 1.395 0.949 C26 CZJ 5 CZJ C28 C6 C 0 1 N N N -5.484 14.716 35.218 -9.008 0.764 1.830 C28 CZJ 6 CZJ C01 C7 C 0 1 N N N -5.694 1.674 36.096 5.349 3.113 -1.330 C01 CZJ 7 CZJ C02 C8 C 0 1 N N N -5.467 0.571 35.036 5.416 1.844 -0.478 C02 CZJ 8 CZJ C03 C9 C 0 1 N N N -6.850 0.065 34.607 5.179 2.202 0.990 C03 CZJ 9 CZJ C04 C10 C 0 1 N N R -4.725 -0.596 35.643 6.796 1.199 -0.630 C04 CZJ 10 CZJ C06 C11 C 0 1 N N N -5.412 -2.153 37.308 8.420 0.961 -2.378 C06 CZJ 11 CZJ C07 C12 C 0 1 N N S -3.218 -0.366 35.717 6.835 -0.102 0.177 C07 CZJ 12 CZJ C09 C13 C 0 1 N N N -1.923 -1.316 37.476 7.244 -0.633 2.468 C09 CZJ 13 CZJ C12 C14 C 0 1 N N R -2.726 -0.017 34.321 5.708 -1.022 -0.302 C12 CZJ 14 CZJ C14 C15 C 0 1 N N R -3.507 1.283 34.190 4.370 -0.291 -0.162 C14 CZJ 15 CZJ C16 C16 C 0 1 Y N N -3.360 3.682 34.478 2.049 -0.664 -0.513 C16 CZJ 16 CZJ C18 C17 C 0 1 Y N N -4.629 5.407 33.344 0.553 1.037 0.259 C18 CZJ 17 CZJ C19 C18 C 0 1 Y N N -4.110 6.367 34.214 -0.530 0.280 -0.197 C19 CZJ 18 CZJ C25 C19 C 0 1 N N N -4.190 12.533 33.829 -6.605 0.000 0.339 C25 CZJ 19 CZJ C27 C20 C 0 1 N N N -3.994 14.691 35.055 -8.237 1.778 0.983 C27 CZJ 20 CZJ C29 C21 C 0 1 N N N -6.165 14.021 34.075 -8.856 -0.631 1.220 C29 CZJ 21 CZJ C30 C22 C 0 1 N N N -5.679 12.598 33.989 -7.375 -1.014 1.187 C30 CZJ 22 CZJ C31 C23 C 0 1 N N N -3.618 15.429 33.758 -8.795 1.781 -0.442 C31 CZJ 23 CZJ C32 C24 C 0 1 N N N -4.281 14.712 32.573 -8.643 0.387 -1.052 C32 CZJ 24 CZJ C33 C25 C 0 1 N N N -5.812 14.751 32.759 -9.414 -0.627 -0.205 C33 CZJ 25 CZJ C34 C26 C 0 1 N N N -3.803 13.243 32.516 -7.163 0.003 -1.085 C34 CZJ 26 CZJ C36 C27 C 0 1 N N N -3.023 8.258 36.009 -2.625 -1.268 -1.119 C36 CZJ 27 CZJ C39 C28 C 0 1 Y N N -3.208 5.981 35.219 -0.312 -0.962 -0.817 C39 CZJ 28 CZJ C40 C29 C 0 1 Y N N -2.842 4.647 35.346 0.987 -1.423 -0.975 C40 CZJ 29 CZJ C41 C30 C 0 1 N N N -1.874 4.229 36.449 1.241 -2.753 -1.639 C41 CZJ 30 CZJ N10 N1 N 0 1 N N N -1.354 -2.459 38.170 7.115 -0.413 3.791 N10 CZJ 31 CZJ N23 N2 N 0 1 N N N -4.345 10.115 34.849 -4.270 0.377 -0.385 N23 CZJ 32 CZJ O05 O1 O 0 1 N N N -5.181 -0.822 36.976 7.040 0.912 -2.009 O05 CZJ 33 CZJ O08 O2 O 0 1 N N N -2.527 -1.487 36.224 6.653 0.196 1.587 O08 CZJ 34 CZJ O11 O3 O 0 1 N N N -1.858 -0.258 37.989 7.895 -1.579 2.070 O11 CZJ 35 CZJ O13 O4 O 0 1 N N N -3.114 -0.962 33.393 5.690 -2.209 0.493 O13 CZJ 36 CZJ O15 O5 O 0 1 N N N -2.882 2.373 34.710 3.319 -1.122 -0.660 O15 CZJ 37 CZJ O21 O6 O 0 1 N N N -5.392 8.122 33.083 -2.168 1.954 0.552 O21 CZJ 38 CZJ O35 O7 O 0 1 N N N -2.917 10.634 33.103 -4.761 -1.362 0.903 O35 CZJ 39 CZJ O37 O8 O 0 1 N N N -2.657 6.914 36.130 -1.359 -1.692 -1.256 O37 CZJ 40 CZJ O38 O9 O 0 1 N N N -2.488 9.207 36.891 -3.533 -1.968 -1.534 O38 CZJ 41 CZJ O42 O10 O 0 1 N N N -4.862 1.170 33.932 4.412 0.924 -0.912 O42 CZJ 42 CZJ H171 H1 H 0 0 N N N -4.655 3.314 32.785 2.661 1.149 0.456 H171 CZJ 43 CZJ H262 H2 H 0 0 N N N -3.786 12.751 35.896 -6.359 1.393 1.964 H262 CZJ 44 CZJ H261 H3 H 0 0 N N N -2.452 13.252 34.802 -6.207 2.117 0.346 H261 CZJ 45 CZJ H282 H4 H 0 0 N N N -5.824 15.762 35.256 -8.611 0.762 2.845 H282 CZJ 46 CZJ H281 H5 H 0 0 N N N -5.751 14.209 36.157 -10.063 1.038 1.854 H281 CZJ 47 CZJ H013 H6 H 0 0 N N N -6.172 1.236 36.985 5.517 2.857 -2.376 H013 CZJ 48 CZJ H012 H7 H 0 0 N N N -4.727 2.115 36.379 4.366 3.572 -1.222 H012 CZJ 49 CZJ H011 H8 H 0 0 N N N -6.345 2.456 35.678 6.116 3.813 -1.000 H011 CZJ 50 CZJ H033 H9 H 0 0 N N N -7.348 -0.413 35.463 6.039 2.753 1.373 H033 CZJ 51 CZJ H031 H10 H 0 0 N N N -7.457 0.912 34.256 4.285 2.819 1.074 H031 CZJ 52 CZJ H032 H11 H 0 0 N N N -6.736 -0.667 33.794 5.046 1.289 1.570 H032 CZJ 53 CZJ H041 H12 H 0 0 N N N -4.911 -1.489 35.029 7.560 1.882 -0.259 H041 CZJ 54 CZJ H062 H13 H 0 0 N N N -5.758 -2.217 38.350 8.978 0.230 -1.794 H062 CZJ 55 CZJ H063 H14 H 0 0 N N N -6.181 -2.569 36.640 8.521 0.733 -3.439 H063 CZJ 56 CZJ H061 H15 H 0 0 N N N -4.480 -2.726 37.196 8.813 1.959 -2.182 H061 CZJ 57 CZJ H071 H16 H 0 0 N N N -3.038 0.502 36.369 7.796 -0.594 0.030 H071 CZJ 58 CZJ H121 H17 H 0 0 N N N -1.642 0.173 34.321 5.872 -1.285 -1.347 H121 CZJ 59 CZJ H141 H18 H 0 0 N N N -3.212 1.472 33.147 4.187 -0.064 0.888 H141 CZJ 60 CZJ H181 H19 H 0 0 N N N -5.323 5.705 32.572 0.384 1.992 0.736 H181 CZJ 61 CZJ H271 H20 H 0 0 N N N -3.511 15.182 35.912 -8.346 2.772 1.417 H271 CZJ 62 CZJ H291 H21 H 0 0 N N N -7.255 14.037 34.221 -9.405 -1.353 1.824 H291 CZJ 63 CZJ H302 H22 H 0 0 N N N -6.153 12.110 33.124 -7.267 -2.008 0.752 H302 CZJ 64 CZJ H301 H23 H 0 0 N N N -5.963 12.067 34.910 -6.978 -1.016 2.202 H301 CZJ 65 CZJ H311 H24 H 0 0 N N N -2.525 15.421 33.631 -9.850 2.055 -0.419 H311 CZJ 66 CZJ H312 H25 H 0 0 N N N -3.974 16.469 33.807 -8.246 2.504 -1.046 H312 CZJ 67 CZJ H321 H26 H 0 0 N N N -4.012 15.222 31.636 -9.041 0.389 -2.067 H321 CZJ 68 CZJ H331 H27 H 0 0 N N N -6.153 15.796 32.811 -9.306 -1.621 -0.640 H331 CZJ 69 CZJ H332 H28 H 0 0 N N N -6.302 14.247 31.912 -10.469 -0.354 -0.181 H332 CZJ 70 CZJ H341 H29 H 0 0 N N N -4.282 12.733 31.667 -6.614 0.726 -1.689 H341 CZJ 71 CZJ H342 H30 H 0 0 N N N -2.710 13.216 32.391 -7.054 -0.991 -1.520 H342 CZJ 72 CZJ H413 H31 H 0 0 N N N -0.842 4.283 36.072 1.239 -3.541 -0.886 H413 CZJ 73 CZJ H411 H32 H 0 0 N N N -1.985 4.905 37.310 0.458 -2.949 -2.371 H411 CZJ 74 CZJ H412 H33 H 0 0 N N N -2.097 3.198 36.761 2.209 -2.730 -2.139 H412 CZJ 75 CZJ H101 H34 H 0 0 N N N -0.920 -2.337 39.062 7.541 -1.010 4.426 H101 CZJ 76 CZJ H102 H35 H 0 0 N N N -1.397 -3.368 37.755 6.596 0.342 4.109 H102 CZJ 77 CZJ H231 H36 H 0 0 N N N -5.034 10.475 35.478 -4.562 1.206 -0.795 H231 CZJ 78 CZJ H131 H37 H 0 0 N N N -2.602 -1.753 33.513 4.999 -2.839 0.244 H131 CZJ 79 CZJ H211 H38 H 0 0 N N N -5.543 9.059 33.133 -3.109 2.170 0.603 H211 CZJ 80 # # 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 CZJ C34 C32 SING N N 1 CZJ C34 C25 SING N N 2 CZJ C32 C33 SING N N 3 CZJ C32 C31 SING N N 4 CZJ C33 C29 SING N N 5 CZJ O21 C20 SING N N 6 CZJ O35 C24 DOUB N N 7 CZJ C18 C17 DOUB Y N 8 CZJ C18 C19 SING Y N 9 CZJ O13 C12 SING N N 10 CZJ C17 C16 SING Y N 11 CZJ C31 C27 SING N N 12 CZJ C25 C24 SING N N 13 CZJ C25 C30 SING N N 14 CZJ C25 C26 SING N N 15 CZJ C24 N23 SING N N 16 CZJ O42 C14 SING N N 17 CZJ O42 C02 SING N N 18 CZJ C30 C29 SING N N 19 CZJ C29 C28 SING N N 20 CZJ C20 C19 SING N N 21 CZJ C20 C22 DOUB N N 22 CZJ C14 C12 SING N N 23 CZJ C14 O15 SING N N 24 CZJ C19 C39 DOUB Y N 25 CZJ C12 C07 SING N N 26 CZJ C16 O15 SING N N 27 CZJ C16 C40 DOUB Y N 28 CZJ C03 C02 SING N N 29 CZJ N23 C22 SING N N 30 CZJ C22 C36 SING N N 31 CZJ C26 C27 SING N N 32 CZJ C02 C04 SING N N 33 CZJ C02 C01 SING N N 34 CZJ C27 C28 SING N N 35 CZJ C39 C40 SING Y N 36 CZJ C39 O37 SING N N 37 CZJ C40 C41 SING N N 38 CZJ C04 C07 SING N N 39 CZJ C04 O05 SING N N 40 CZJ C07 O08 SING N N 41 CZJ C36 O37 SING N N 42 CZJ C36 O38 DOUB N N 43 CZJ O08 C09 SING N N 44 CZJ O05 C06 SING N N 45 CZJ C09 O11 DOUB N N 46 CZJ C09 N10 SING N N 47 CZJ C17 H171 SING N N 48 CZJ C26 H262 SING N N 49 CZJ C26 H261 SING N N 50 CZJ C28 H282 SING N N 51 CZJ C28 H281 SING N N 52 CZJ C01 H013 SING N N 53 CZJ C01 H012 SING N N 54 CZJ C01 H011 SING N N 55 CZJ C03 H033 SING N N 56 CZJ C03 H031 SING N N 57 CZJ C03 H032 SING N N 58 CZJ C04 H041 SING N N 59 CZJ C06 H062 SING N N 60 CZJ C06 H063 SING N N 61 CZJ C06 H061 SING N N 62 CZJ C07 H071 SING N N 63 CZJ C12 H121 SING N N 64 CZJ C14 H141 SING N N 65 CZJ C18 H181 SING N N 66 CZJ C27 H271 SING N N 67 CZJ C29 H291 SING N N 68 CZJ C30 H302 SING N N 69 CZJ C30 H301 SING N N 70 CZJ C31 H311 SING N N 71 CZJ C31 H312 SING N N 72 CZJ C32 H321 SING N N 73 CZJ C33 H331 SING N N 74 CZJ C33 H332 SING N N 75 CZJ C34 H341 SING N N 76 CZJ C34 H342 SING N N 77 CZJ C41 H413 SING N N 78 CZJ C41 H411 SING N N 79 CZJ C41 H412 SING N N 80 CZJ N10 H101 SING N N 81 CZJ N10 H102 SING N N 82 CZJ N23 H231 SING N N 83 CZJ O13 H131 SING N N 84 CZJ O21 H211 SING N N 85 # # 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 CZJ SMILES ACDLabs 12.01 "c6c(OC1C(C(C(C(C)(C)O1)OC)OC(=O)N)O)c(c2c(C(=C(C(O2)=O)NC(C35CC4CC(C3)CC(C4)C5)=O)O)c6)C" CZJ InChI InChI 1.03 "InChI=1S/C30H38N2O10/c1-13-18(39-26-21(34)23(41-28(31)37)24(38-4)29(2,3)42-26)6-5-17-20(33)19(25(35)40-22(13)17)32-27(36)30-10-14-7-15(11-30)9-16(8-14)12-30/h5-6,14-16,21,23-24,26,33-34H,7-12H2,1-4H3,(H2,31,37)(H,32,36)/t14-,15+,16-,21-,23+,24-,26-,30-/m1/s1" CZJ InChIKey InChI 1.03 SFCPIJFPMNEBLW-GGTPUZHSSA-N CZJ SMILES_CANONICAL CACTVS 3.385 "CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O)[C@H](Oc2ccc3C(=C(NC(=O)C45CC6CC(CC(C6)C4)C5)C(=O)Oc3c2C)O)OC1(C)C" CZJ SMILES CACTVS 3.385 "CO[CH]1[CH](OC(N)=O)[CH](O)[CH](Oc2ccc3C(=C(NC(=O)C45CC6CC(CC(C6)C4)C5)C(=O)Oc3c2C)O)OC1(C)C" CZJ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1c(ccc2c1OC(=O)C(=C2O)NC(=O)C34CC5CC(C3)CC(C5)C4)O[C@H]6[C@@H]([C@@H]([C@H](C(O6)(C)C)OC)OC(=O)N)O" CZJ SMILES "OpenEye OEToolkits" 2.0.6 "Cc1c(ccc2c1OC(=O)C(=C2O)NC(=O)C34CC5CC(C3)CC(C5)C4)OC6C(C(C(C(O6)(C)C)OC)OC(=O)N)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 CZJ "SYSTEMATIC NAME" ACDLabs 12.01 "(3s,5s,7s)-N-{7-[(3-O-carbamoyl-6-deoxy-5-methyl-4-O-methyl-beta-D-gulopyranosyl)oxy]-4-hydroxy-8-methyl-2-oxo-2H-1-benzopyran-3-yl}tricyclo[3.3.1.1~3,7~]decane-1-carboxamide" CZJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[(3~{R},4~{S},5~{R},6~{R})-6-[3-(1-adamantylcarbonylamino)-8-methyl-4-oxidanyl-2-oxidanylidene-chromen-7-yl]oxy-3-methoxy-2,2-dimethyl-5-oxidanyl-oxan-4-yl] carbamate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site CZJ "Create component" 2017-10-09 RCSB CZJ "Initial release" 2017-12-06 RCSB CZJ "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id CZJ _pdbx_chem_comp_synonyms.name "novobiocin derivative" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##