ID: ALA226430

Max Phase: Preclinical

Molecular Formula: C25H20ClF2N3O3

Molecular Weight: 483.90

Molecule Type: Small molecule

Representations

Synonyms (1): Flucycloxuron
Synonyms from Alternative Forms(1):

Canonical SMILES:  O=C(NC(=O)c1c(F)cccc1F)Nc1ccc(CO/N=C(/c2ccc(Cl)cc2)C2CC2)cc1

Standard InChI:  InChI=1S/C25H20ClF2N3O3/c26-18-10-8-17(9-11-18)23(16-6-7-16)31-34-14-15-4-12-19(13-5-15)29-25(33)30-24(32)22-20(27)2-1-3-21(22)28/h1-5,8-13,16H,6-7,14H2,(H2,29,30,32,33)/b31-23+

Standard InChI Key:  PCKNFPQPGUWFHO-UQRQXUALSA-N

Molecule Features

Natural Product: No

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: 483.90

Molecular Weight (Monoisotopic): 483.1161

AlogP: 5.91

#Rotatable Bonds: 7

Polar Surface Area: 79.79

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.05

CX Basic pKa: 2.64

CX LogP: 6.06

CX LogD: 6.05

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.32

Np Likeness Score: -1.47

References

1. Chen L, Ou XM, Mao CH, Shang J, Huang RQ, Bi FC, Wang QM..  (2007)  Synthesis and bioassay evaluation of 1-(4-substitutedideneaminooxymethyl)-phenyl-3-(2,6-difluorobenzoyl)ureas.,  15  (11): [PMID:17407816] [10.1016/j.bmc.2007.03.049]

2. Sun R, Li Y, Lü M, Xiong L, Wang Q..  (2010)  Synthesis, larvicidal activity, and SAR studies of new benzoylphenylureas containing oxime ether and oxime ester group.,  20  (15): [PMID:20609583] [10.1016/j.bmcl.2010.04.144]

3. Sun R, Li Y, Xiong L, Liu Y, Wang Q..  (2011)  Design, synthesis, and insecticidal evaluation of new benzoylureas containing isoxazoline and isoxazole group.,  59  (9): [PMID:21438557] [10.1021/jf200395g]

4. Sun R, Lü M, Chen L, Li Q, Song H, Bi F, Huang R, Wang Q..  (2008)  Design, synthesis, bioactivity, and structure-activity relationship (SAR) studies of novel benzoylphenylureas containing oxime ether group.,  56  (23): [PMID:18991456] [10.1021/jf801901h]

5. Besard L, Mommaerts V, Vandeven J, Cuvelier X, Sterk G, Smagghe G..  (2010)  Compatibility of traditional and novel acaricides with bumblebees (Bombus terrestris): a first laboratory assessment of toxicity and sublethal effects.,  66  (7): [PMID:20309850] [10.1002/ps.1943]

6. Sun R, Wang Z, Li Y, Xiong L, Liu Y, Wang Q..  (2013)  Design, synthesis, and insecticidal evaluation of new benzoylureas containing amide and sulfonate groups based on the sulfonylurea receptor protein binding site for diflubenzuron and glibenclamide.,  61  (3): [PMID:23305601] [10.1021/jf304468b]

Source

Source(1):

• Scientific Literature