Description
DM4 is a cytotoxic agent. It is used as the cytotoxic component in antibody-drug conjugates.
Synonyms
N2'-deacetyl-n2'-(4-Mercapto-4-Methyl-1-oxopentyl)-6-MethylMaytansine
IUPAC Name
[(1S,3S,5S,6S,16E,18E,20R,21S)-11-chloro-21-hydroxy-12,20-dimethoxy-2,2,5,9,16-pentamethyl-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-sulfanylpentanoyl)amino]propanoate
Canonical SMILES
CC1=CC=CC(C2(CC(C(C3C(O3)(C(CC(=O)N(C4=C(C(=CC(=C4)C1)OC)Cl)C)OC(=O)C(C)N(C)C(=O)CCC(C)(C)S)C)(C)C)OC(=O)N2)O)OC
InChI
InChI=1S/C39H56ClN3O10S/c1-22-13-12-14-27(50-11)39(48)21-29(52-35(47)41-39)37(5,6)34-38(7,53-34)28(51-33(46)23(2)42(8)30(44)15-16-36(3,4)54)20-31(45)43(9)25-18-24(17-22)19-26(49-10)32(25)40/h12-14,18-19,23,27-29,34,48,54H,15-17,20-21H2,1-11H3,(H,41,47)/b14-12+,22-13+/t23-,27+,28-,29-,34-,38-,39-/m0/s1
InChIKey
SVVGCFZPFZGWRG-OTKBOCOUSA-N
Solubility
Soluble in DMSO, chloroform (slightly), methanol (slightly)
Flash Point
522.4±34.3 °C
Index Of Refraction
1.587
Vapor Pressure
0.0±0.3 mmHg at 25°C
Clinical Trial Information
NCT Number | Condition Or Disease | Phase | Start Date | Sponsor | Status |
NCT03045393 | Breast Cancer Triple Negative | Phase 1 | 2018-07-05 | Duke University | Withdrawn (Inadequate enrollment) |
NCT04606914 | Ovarian Cancer | Phase 2 | 2021-07-08 | University of Alabama at Birmingham | Recruiting |
NCT05041257 | Ovarian Cancer | Phase 2 | 2021-09-22 | ImmunoGen, Inc. | Recruiting |
NCT03455556 | Mesothelin Positive | Phase 1 | 2020-05-15 | Mayo Clinic | Terminated (slow accrual) |
NCT00352131 | Non-colorectal Cancer | Phase 1 | 2010-03-17 | ImmunoGen, Inc. | Completed |
Application
ADCs Cytotoxin
Appearance
White to off-white solid
Quantity
Milligrams-Grams
Shipping
Room temperature
Storage
Hygroscopic, -20°C Freezer, Under inert atmosphere
Boiling Point
940.2±65.0 °C at 760 mmHg