ID: ALA1898102

Max Phase: Preclinical

Molecular Formula: C17H13ClFNO4

Molecular Weight: 349.75

Molecule Type: Small molecule

Representations

Synonyms (2): DNDI1246788 | DNDI1246788
Synonyms from Alternative Forms(2):

Canonical SMILES:  C#CCOC(=O)[C@@H](C)Oc1ccc(Oc2ncc(Cl)cc2F)cc1

Standard InChI:  InChI=1S/C17H13ClFNO4/c1-3-8-22-17(21)11(2)23-13-4-6-14(7-5-13)24-16-15(19)9-12(18)10-20-16/h1,4-7,9-11H,8H2,2H3/t11-/m1/s1

Standard InChI Key:  JBDHZKLJNAIJNC-LLVKDONJSA-N

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 349.75

Molecular Weight (Monoisotopic): 349.0517

AlogP: 3.61

#Rotatable Bonds: 6

Polar Surface Area: 57.65

Molecular Species: NEUTRAL

HBA: 5

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 3.86

CX LogD: 3.86

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.59

Np Likeness Score: -1.65

References

1. DNDi lead Optimization consortium (Epichem, Murdoch University, CDCO). Optimisation of fenarimol series for the treatment of Chagas disease,  [10.6019/CHEMBL1862790]

2. PubChem BioAssay data set, 

3. Papapanagiotou AP, Kaloumenos NS, Eleftherohorinos IG..  (2012)  Sterile oat (Avena sterilis L.) cross-resistance profile to ACCase-inhibiting herbicides in Greece,  35  [10.1016/j.cropro.2011.08.001]

4. Tind T, Mathiesen TJ, Jensen JE, Ritz C, Streibig JC..  (2009)  Using a selectivity index to evaluate logarithmic spraying in grass seed crops.,  65  (11): [PMID:19655396] [10.1002/ps.1819]

5. Tajik H, Dadras A.  (2011)  Synthesis and herbicidal activity of novel 5-chloro-3-fluoro-2-phenoxypyridines with a 1,3,4-oxadiazole ring,  36  (1): [10.1584/jpestics.G10-62]

6. Tajik H, Dadras A, Aghabeygi S.  (2011)  A facile synthesis of novel optically active R,R-2-(4-(2-(4-(5-chloro-3-halo-pyridin-2-yloxy)-phenoxy)-propionyloxy)-phenoxy)-propionic acid esters using cyanuric chloride as potential herbicide,  22  (5): [10.1016/j.cclet.2010.12.001]

7. Tang H, Li J, Dong L, Dong A, Lü B, Zhu X..  (2012)  Molecular bases for resistance to acetyl-coenzyme A carboxylase inhibitor in Japanese foxtail (Alopecurus japonicus).,  68  (9): [PMID:22461409] [10.1002/ps.3285]

8. PubChem BioAssay data set, 

Source

Source(3):

• Scientific Literature
• PubChem BioAssays
• Drugs for Neglected Diseases Initiative (DNDi)