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Also known as: Farudodstat, 1035688-66-4, Aslan-003, I58we41h6x, 2-[2,6-difluoro-4-(3-methoxyphenyl)anilino]pyridine-3-carboxylic acid, 2-[(3,5-difluoro-3'-methoxy[1,1'-biphenyl]-4-yl)amino]-3-pyridinecarboxylic acid

Molecular Formula

C₁₉H₁₄F₂N₂O₃

Molecular Weight

356.3 g/mol

InChI Key

OMPATGZMNFWVOH-UHFFFAOYSA-N

FDA UNII

I58WE41H6X

Farudodstat is an orally available inhibitor of dihydroorotate dehydrogenase (DHODH), with potential antineoplastic activity. Upon administration, farudodstat specifically targets, binds to and prevents the activation of DHODH, thereby preventing the fourth enzymatic step in de novo pyrimidine synthesis. This prevents uridine monophosphate (UMP) formation, DNA synthesis, cell division and cellular proliferation, causes reactive oxygen species (ROS) formation, enables differentiation and induces apoptosis in susceptible tumor cells. DHODH, a mitochondrial enzyme, catalyzes the conversion of dihydroorotate (DHO) to orotate in the endogenous synthesis of UMP.

1 2D Structure

Farudodstat

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-[2,6-difluoro-4-(3-methoxyphenyl)anilino]pyridine-3-carboxylic acid

2.1.2 InChI

InChI=1S/C19H14F2N2O3/c1-26-13-5-2-4-11(8-13)12-9-15(20)17(16(21)10-12)23-18-14(19(24)25)6-3-7-22-18/h2-10H,1H3,(H,22,23)(H,24,25)

2.1.3 InChI Key

OMPATGZMNFWVOH-UHFFFAOYSA-N

2.1.4 Canonical SMILES

COC1=CC=CC(=C1)C2=CC(=C(C(=C2)F)NC3=C(C=CC=N3)C(=O)O)F

2.2 Other Identifiers

2.2.1 UNII

I58WE41H6X

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 2-((3,5-difluoro-3'-methoxy-1,1'-biphenyl-4-yl)amino)nicotinic Acid

2.3.2 Depositor-Supplied Synonyms

1. Farudodstat

2. 1035688-66-4

3. Aslan-003

4. I58we41h6x

5. 2-[2,6-difluoro-4-(3-methoxyphenyl)anilino]pyridine-3-carboxylic Acid

6. 2-[(3,5-difluoro-3'-methoxy[1,1'-biphenyl]-4-yl)amino]-3-pyridinecarboxylic Acid

7. 2-(3,5-difluoro-3'-methoxybiphenyl-4-ylamino)nicotinic Acid

8. 2-((3,5-difluoro-3'-methoxy-[1,1'-biphenyl]-4-yl)amino)nicotinic Acid

9. 2-((3,5-difluoro-3'-methoxy(1,1'-biphenyl)-4-yl)amino)-3-pyridinecarboxylic Acid

10. 3-pyridinecarboxylic Acid, 2-((3,5-difluoro-3'-methoxy(1,1'-biphenyl)-4-yl)amino)-

11. Farudodstat [inn]

12. Asaln003

13. Unii-i58we41h6x

14. Schembl355081

15. Chembl2263632

16. Gtpl12106

17. Bdbm119812

18. 2-[(3,5-difluoro-3'-methoxy-4-biphenylyl)amino]nicotinic Acid

19. Ex-a4313

20. Las186323

21. Mfcd32215342

22. S9721

23. Ac-36562

24. Sy270741

25. Hy-129239

26. Cs-0104387

27. Us8691852, 20

28. 2-((3,5-difluoro-3'-methoxy-[1,1'-biphenyl]-4-yl)amino)nicotinicacid

29. 2-[(3,5-difluoro-3'-methoxy-1,1'-biphenyl-4-yl)amino]nicotinic Acid

30. 2-[(3,5-difluoro-3 Inverted Exclamation Mark -methoxy-4-biphenylyl)amino]nicotinic Acid

2.4 Create Date

2008-10-27

3 Chemical and Physical Properties

Molecular Formula	C₁₉H₁₄F₂N₂O₃
Molecular Weight	356.3 g/mol
XLogP3	4.6
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	5
Exact Mass	356.09724864 g/mol
Monoisotopic Mass	356.09724864 g/mol
Topological Polar Surface Area	71.4 Å²
Heavy Atom Count	26
Formal Charge	0
Complexity	470
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