Chemical Components in the PDB

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6BQ : Summary

Code

6BQ

One-letter code

X

Molecule name

Phosphorylated josamycin

Synonyms

(2S,3S,4R,6S)-6-{[(2R,3S,4S,5R,6S)-6-{[(4R,5S,6S,7R,9R,10S,12E,16R)-4-(acetyloxy)-10-hydroxy-7-(2-hydroxyethyl)-5-methoxy-9,16-dimethyl-2-oxo-1-oxacyclohexadec-12-en-6-yl]oxy}-4-(dimethylamino)-2-methyl-5-(phosphonooxy)tetrahydro-2H-pyran-3-yl]oxy}-4-hydroxy-2,4-dimethyltetrahydro-2H-pyran-3-yl 3-methylbutanoate

Systematic names

ProgramVersionName
ACDLabs 12.01 (2S,3S,4R,6S)-6-{[(2R,3S,4S,5R,6S)-6-{[(4R,5S,6S,7R,9R,10S,12E,16R)-4-(acetyloxy)-10-hydroxy-7-(2-hydroxyethyl)-5-methoxy-9,16-dimethyl-2-oxo-1-oxacyclohexadec-12-en-6-yl]oxy}-4-(dimethylamino)-2-methyl-5-(phosphonooxy)tetrahydro-2H-pyran-3-yl]oxy}-4-hydroxy-2,4-dimethyltetrahydro-2H-pyran-3-yl 3-methylbutanoate (non-preferred name)
OpenEye OEToolkits 2.0.6 [(2~{S},3~{S},4~{R},6~{S})-6-[(2~{R},3~{S},4~{S},5~{R},6~{S})-6-[[(4~{R},5~{S},6~{S},7~{R},9~{R},10~{S},12~{E},16~{R})-4-acetyloxy-7-(2-hydroxyethyl)-5-methoxy-9,16-dimethyl-10-oxidanyl-2-oxidanylidene-1-oxacyclohexadec-12-en-6-yl]oxy]-4-(dimethylamino)-2-methyl-5-phosphonooxy-oxan-3-yl]oxy-2,4-dimethyl-4-oxidanyl-oxan-3-yl] 3-methylbutanoate

Formula

C42 H74 N O18 P

Formal charge

0

Molecular weight

912.007 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 C1(O)C(CC(C(C(C(CC(OC(CCC=CC1)C)=O)OC(=O)C)OC)OC2C(OP(=O)(O)O)C(N(C)C)C(C(O2)C)OC3CC(O)(C(C(O3)C)OC(CC(C)C)=O)C)CCO)C
SMILES CACTVS 3.385 CO[CH]1[CH](CC(=O)O[CH](C)CCC=CC[CH](O)[CH](C)C[CH](CCO)[CH]1O[CH]2O[CH](C)[CH](O[CH]3C[C](C)(O)[CH](OC(=O)CC(C)C)[CH](C)O3)[CH]([CH]2O[P](O)(O)=O)N(C)C)OC(C)=O
SMILES OpenEye OEToolkits 2.0.6 CC1CCC=CCC(C(CC(C(C(C(CC(=O)O1)OC(=O)C)OC)OC2C(C(C(C(O2)C)OC3CC(C(C(O3)C)OC(=O)CC(C)C)(C)O)N(C)C)OP(=O)(O)O)CCO)C)O
Canonical SMILES CACTVS 3.385 CO[C@H]1[C@@H](CC(=O)O[C@H](C)CC\C=C\C[C@H](O)[C@H](C)C[C@H](CCO)[C@@H]1O[C@@H]2O[C@H](C)[C@@H](O[C@H]3C[C@@](C)(O)[C@@H](OC(=O)CC(C)C)[C@H](C)O3)[C@@H]([C@H]2O[P](O)(O)=O)N(C)C)OC(C)=O
Canonical SMILES OpenEye OEToolkits 2.0.6 C[C@@H]1CC/C=C/C[C@@H]([C@@H](C[C@@H]([C@@H]([C@H]([C@@H](CC(=O)O1)OC(=O)C)OC)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)C)O[C@H]3C[C@@]([C@H]([C@@H](O3)C)OC(=O)CC(C)C)(C)O)N(C)C)OP(=O)(O)O)CCO)C)O

IUPAC InChI

InChI=1S/C42H74NO18P/c1-23(2)19-32(47)58-40-27(6)55-34(22-42(40,8)49)59-36-26(5)56-41(39(35(36)43(9)10)61-62(50,51)52)60-37-29(17-18-44)20-24(3)30(46)16-14-12-13-15-25(4)54-33(48)21-31(38(37)53-11)57-28(7)45/h12,14,23-27,29-31,34-41,44,46,49H,13,15-22H2,1-11H3,(H2,50,51,52)/b14-12+/t24-,25-,26-,27+,29+,30+,31-,34+,35+,36-,37+,38+,39-,40+,41+,42-/m1/s1

IUPAC InChI key

XJCOUSRBEGUHCU-HRSVSUKSSA-N
6BQ

wwPDB Information

Atom count

136 (62 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2016-03-02

Last modified at

2021-03-13

Status

Released

Obsoleted

Not Assigned