Molecule

Didemnin X

AlkaPlorer ID: AK085154

Synonym: None

IUPAC Name: (4S)-4-[[(2S)-5-amino-2-[[(2S)-5-amino-2-[[(3R)-3-hydroxydecanoyl]amino]-5-oxopentanoyl]amino]-5-oxopentanoyl]amino]-5-[(2S)-1-[(2S)-2-[[(2R)-1-[[(3S,6S,8S,12S,13S,16S,17S,20S,23S)-13-[(2S)-butan-2-yl]-12-hydroxy-20-[(4-methoxyphenyl)methyl]-6,17,21-trimethyl-3-(2-methylpropyl)-2,5,7,10,15,19,22-heptaoxo-8-propan-2-yl-9,18-dioxa-1,4,14,21-tetrazabicyclo[21.3.0]hexacosan-16-yl]amino]-4-methyl-1-oxopentan-2-yl]-methylcarbamoyl]pyrrolidin-1-yl]-1-oxopropan-2-yl]oxy-5-oxopentanoic acid

Structure

SMILES: CCCCCCC[C@@H](O)CC(O)=N[C@@H](CCC(=N)O)C(O)=N[C@@H](CCC(=N)O)C(O)=N[C@@H](CCC(=O)O)C(=O)O[C@@H](C)C(=O)N1CCC[C@H]1C(=O)N(C)[C@H](CC(C)C)C(O)=N[C@@H]1C(O)=N[C@@H]([C@@H](C)CC)[C@@H](O)CC(=O)O[C@@H](C(C)C)C(=O)[C@H](C)C(O)=N[C@@H](CC(C)C)C(=O)N2CCC[C@H]2C(=O)N(C)[C@@H](CC2=CC=C(OC)C=C2)C(=O)O[C@H]1C

InChI: InChI=1S/C82H130N12O24/c1-16-18-19-20-21-24-52(95)42-65(99)85-54(31-34-63(83)97)73(105)86-55(32-35-64(84)98)74(106)87-56(33-36-66(100)101)81(113)117-50(12)77(109)93-37-22-25-58(93)79(111)91(13)60(40-45(5)6)75(107)90-69-49(11)116-82(114)61(41-51-27-29-53(115-15)30-28-51)92(14)80(112)59-26-23-38-94(59)78(110)57(39-44(3)4)88-72(104)48(10)70(103)71(46(7)8)118-67(102)43-62(96)68(47(9)17-2)89-76(69)108/h27-30,44-50,52,54-62,68-69,71,95-96H,16-26,31-43H2,1-15H3,(H2,83,97)(H2,84,98)(H,85,99)(H,86,105)(H,87,106)(H,88,104)(H,89,108)(H,90,107)(H,100,101)/t47-,48-,49-,50-,52+,54-,55-,56-,57-,58-,59-,60+,61-,62-,68-,69-,71-/m0/s1

InChIKey: BUHGEDVBBOQECR-HGESRAKOSA-N

Reference

Bacterial Biosynthesis and Maturation of the Didemnin Anti-cancer Agents

PubChem CID: 44592545

LOTUS: LTS0104219

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NPAtlas: NPA024811

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Trididemnum solidum	Trididemnum	Didemnidae	Aplousobranchia	Ascidiacea	Chordata	Metazoa	Eukaryota

Properties Information

Molecule Weight: 1668.001999999999

TPSA？: 547.9000000000002

MolLogP？: 8.970840000000019

Number of H-Donors: 13

Number of H-Acceptors: 23

RingCount: 4

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Mus musculus	L1210	IC50	0.0044	ug.mL-1	10.1021/np50070a001