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Chemistry

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Also known as: Pxs-5505, 2409963-83-1, Do94e28wyw, 2-buten-1-amine, 3-fluoro-4-(8-quinolinylsulfonyl)-, (2z)-, Unii-do94e28wyw, Schembl21693445
Molecular Formula
C13H13FN2O2S
Molecular Weight
280.32  g/mol
InChI Key
DHXXLGDTPFPYRH-WDZFZDKYSA-N
FDA UNII
DO94E28WYW

PXS-5505
Pan-LOX Inhibitor PXS-5505 is an orally available, small-molecule, irreversible inhibitor of all lysyl oxidases (LOX) family members, with potential antifibrotic activity. Upon oral administration, pan-LOX inhibitor PXS-5505 targets, binds to and inhibits the activity of all enzymes in the LOX family. This prevents the post-translational oxidative deamination of lysine residues on target proteins, including collagen and elastin, and reduces the formation of deaminated lysine (allysine), the formation of inter- and intramolecular cross-linkages and may prevent remodeling of the extracellular matrix (ECM), thereby reducing fibrotic tissue formation in certain chronic fibrotic diseases. LOX is often upregulated in fibrotic tissue and plays a key role in fibrosis.
1 2D Structure

PXS-5505

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(Z)-3-fluoro-4-quinolin-8-ylsulfonylbut-2-en-1-amine
2.1.2 InChI
InChI=1S/C13H13FN2O2S/c14-11(6-7-15)9-19(17,18)12-5-1-3-10-4-2-8-16-13(10)12/h1-6,8H,7,9,15H2/b11-6-
2.1.3 InChI Key
DHXXLGDTPFPYRH-WDZFZDKYSA-N
2.1.4 Canonical SMILES
C1=CC2=C(C(=C1)S(=O)(=O)CC(=CCN)F)N=CC=C2
2.1.5 Isomeric SMILES
C1=CC2=C(C(=C1)S(=O)(=O)C/C(=C/CN)/F)N=CC=C2
2.2 Other Identifiers
2.2.1 UNII
DO94E28WYW
2.3 Synonyms
2.3.1 Depositor-Supplied Synonyms

1. Pxs-5505

2. 2409963-83-1

3. Do94e28wyw

4. 2-buten-1-amine, 3-fluoro-4-(8-quinolinylsulfonyl)-, (2z)-

5. Unii-do94e28wyw

6. Schembl21693445

7. Glxc-25899

8. Dwn63831

9. Ex-a4912

10. Hy-138625

11. Cs-0159641

12. (z)-3-fluoro-4-quinolin-8-ylsulfonylbut-2-en-1-amine

13. (z)-3-fluoro-4-(quinolin-8-ylsulfonyl)but-2-en-1-amine

2.4 Create Date
2020-06-27
3 Chemical and Physical Properties
Molecular Weight 280.32 g/mol
Molecular Formula C13H13FN2O2S
XLogP30.4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count4
Exact Mass280.06817700 g/mol
Monoisotopic Mass280.06817700 g/mol
Topological Polar Surface Area81.4 Ų
Heavy Atom Count19
Formal Charge0
Complexity430
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1

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