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Chemical structure of DM4-SMe

GC38468

DM4-SMe

Also known as [(1S,2R,3S,5S,6S,16E,18E,20R,21S)-11-chloro-21-hydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8,23-dioxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.110,14.03,5]hexacosa-10,12,14(26),16,18-pentaen-6-yl] (2S)-2-[methyl-[4-methyl-4-(methyldisulfanyl)pentanoyl]amino]propanoate

DM4-SMe is a metabolite of antibody-maytansin conjugates (AMCs) and a tubulin inhibitor, and also a cytotoxic moiety of antibody-drug conjugates (ADCs), which can be linked to antibody through disulfide bond or stable thioether bond· DM4-SMe inhibits KB cells with an IC50 of 0·026 nM

ChemicalCAS796073-68-2MW826.46FormulaC39H56ClN3O10S2
CAS number
796073-68-2
Molecular weight
826.46
Formula
C39H56ClN3O10S2
Solubility
Soluble in DMSO
InChIKey
LTLNAIFGVAUBEJ-SIDGEOBYSA-N
Catalogue number
GC38468
Brand
GLPBIO
Computed properties PubChem CID 11542407 · XLogP 3.6 · TPSA 207 Ų · H-bond donors 2
XLogP
3.6
TPSA
207 Ų
H-bond donors
2
H-bond acceptors
12
Rotatable bonds
11
Heavy atoms
55

SMILES C[C@@H]1[C@@H]2C[C@]([C@@H](/C=C/C=C(/CC3=CC(=C(C(=C3)OC)Cl)N(C(=O)C[C@@H]([C@]4([C@H]1O4)C)OC(=O)[C@H](C)N(C)C(=O)CCC(C)(C)SSC)C)\C)OC)(NC(=O)O2)O

Computed descriptors from PubChem (CID 11542407), public domain. Identity cross-checked against the supplier's molecular formula and weight — verify before use.

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