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5 Drugs in Development

5 Drugs in Development

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Also known as: Ab8939, Ab-8939, 1-(4-(2-(5-ethoxymethyl-2-methyl-phenylamino)-oxazol-5-yl)-phenyl)-imidazolidin-2-one, 2-imidazolidinone, 1-(4-(2-((5-(ethoxymethyl)-2-methylphenyl)amino)-5-oxazolyl)phenyl)-, 1974336-09-8, Unii-reu6l9a46j

Molecular Formula

C₂₂H₂₄N₄O₃

Molecular Weight

392.5 g/mol

InChI Key

ZBAFYGYLXHEICJ-UHFFFAOYSA-N

FDA UNII

REU6L9A46J

Tubulin Polymerization Inhibitor AB8939 is a small molecule tubulin polymerization inhibitor with potential antineoplastic activity. Upon administration, tubulin polymerization inhibitor AB8939 binds to tubulin and prevents its polymerization in tumor blood vessel endothelial cells and tumor cells. This blocks the formation of the mitotic spindle and leads to cell cycle arrest at the G2/M phase. As a result, this agent disrupts the tumor vasculature and tumor blood flow, deprives tumor cells of nutrients and induces tumor cell apoptosis. In addition, this agent has a direct cytotoxic effect on tumor cells by inhibiting tubulin polymerization. Additionally, unlike similar agents of this class, AB8939 may be able to circumvent some drug resistance mechanisms.

1 2D Structure

AB8939

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

1-[4-[2-[5-(ethoxymethyl)-2-methylanilino]-1,3-oxazol-5-yl]phenyl]imidazolidin-2-one

2.1.2 InChI

InChI=1S/C22H24N4O3/c1-3-28-14-16-5-4-15(2)19(12-16)25-21-24-13-20(29-21)17-6-8-18(9-7-17)26-11-10-23-22(26)27/h4-9,12-13H,3,10-11,14H2,1-2H3,(H,23,27)(H,24,25)

2.1.3 InChI Key

ZBAFYGYLXHEICJ-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CCOCC1=CC(=C(C=C1)C)NC2=NC=C(O2)C3=CC=C(C=C3)N4CCNC4=O

2.2 Other Identifiers

2.2.1 UNII

REU6L9A46J

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. Ab8939

2. Ab-8939

3. 1-(4-(2-(5-ethoxymethyl-2-methyl-phenylamino)-oxazol-5-yl)-phenyl)-imidazolidin-2-one

4. 2-imidazolidinone, 1-(4-(2-((5-(ethoxymethyl)-2-methylphenyl)amino)-5-oxazolyl)phenyl)-

5. 1974336-09-8

6. Unii-reu6l9a46j

7. Schembl17965581

2.4 Create Date

2016-12-08

3 Chemical and Physical Properties

Molecular Formula	C₂₂H₂₄N₄O₃
Molecular Weight	392.5 g/mol
XLogP3	3.2
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	7
Exact Mass	392.18484064 g/mol
Monoisotopic Mass	392.18484064 g/mol
Topological Polar Surface Area	79.6 Å²
Heavy Atom Count	29
Formal Charge	0
Complexity	540
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1