ID: ALA492491

Max Phase: Unknown

Molecular Formula: C25H22ClNO3

Molecular Weight: 419.91

Molecule Type: Small molecule

Representations

Synonyms (8): Belmark | Phenvalerate | Pydrin | Sumicidin | Tirade | S-5602 | SD-43775 | WL-43775
Synonyms from Alternative Forms(8):

Canonical SMILES:  CC(C)C(C(=O)OC(C#N)c1cccc(Oc2ccccc2)c1)c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C25H22ClNO3/c1-17(2)24(18-11-13-20(26)14-12-18)25(28)30-23(16-27)19-7-6-10-22(15-19)29-21-8-4-3-5-9-21/h3-15,17,23-24H,1-2H3

Standard InChI Key:  NYPJDWWKZLNGGM-UHFFFAOYSA-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: 419.91

Molecular Weight (Monoisotopic): 419.1288

AlogP: 6.68

#Rotatable Bonds: 7

Polar Surface Area: 59.32

Molecular Species: NEUTRAL

HBA: 4

HBD: 0

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.64

CX Basic pKa:

CX LogP: 6.61

CX LogD: 6.61

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.40

Np Likeness Score: -0.52

References

1. Taha MO, Dahabiyeh LA, Bustanji Y, Zalloum H, Saleh S..  (2008)  Combining ligand-based pharmacophore modeling, quantitative structure-activity relationship analysis and in silico screening for the discovery of new potent hormone sensitive lipase inhibitors.,  51  (20): [PMID:18808096] [10.1021/jm800718k]

2. PubChem BioAssay data set, 

3. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date, 

4. Wang X, Yi M, Du Q, Wu A, Xiao R.  (2012)  Design and synthesis of novel pyrethriods containing eugenol moiety,  21  (10): [10.1007/s00044-011-9809-8]

5. Xia XM, Wang KY, Wang HY..  (2009)  Resistance of Helicoverpa assulta (Guenée) (Lepidoptera: Noctuidae) to fenvalerate, phoxim and methomyl in China,  28  (2): [10.1016/j.cropro.2008.10.003]

6. ENDO S, TSURUMACHI M.  (2000)  Insecticide Resistance and Insensitive Acetylcholinesterase in Small Brown Planthopper, Laodelphax striatellus,  25  (4): [10.1584/jpestics.25.395]

7. Tang T, Zhao C, Feng X, Liu X, Qiu L..  (2012)  Knockdown of several components of cytochrome P450 enzyme systems by RNA interference enhances the susceptibility of Helicoverpa armigera to fenvalerate.,  68  (11): [PMID:22689565] [10.1002/ps.3336]

8. PubChem BioAssay data set, 

9. PubChem BioAssay data set, 

Source

Source(3):

• Scientific Literature
• PubChem BioAssays
• USP Dictionary of USAN and International Drug Names