1,9,10,11,12,12-Hexachloro-4,6-dioxa-5-thia-tricyclo[7.2.1.0*2,8*]dodec-10-ene 5-oxide

ID: ALA194399

Chembl Id: CHEMBL194399

Cas Number: 115-29-7

PubChem CID: 3224

Product Number: E114683

Max Phase: Preclinical

Molecular Formula: C9H6Cl6O3S

Molecular Weight: 406.93

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S1OCC2C(CO1)C1(Cl)C(Cl)=C(Cl)C2(Cl)C1(Cl)Cl

Standard InChI:  InChI=1S/C9H6Cl6O3S/c10-5-6(11)8(13)4-2-18-19(16)17-1-3(4)7(5,12)9(8,14)15/h3-4H,1-2H2

Standard InChI Key:  RDYMFSUJUZBWLH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA194399

   ENDOSULFAN

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

Calculated Properties

Molecular Weight: 406.93

Molecular Weight (Monoisotopic): 403.8169

AlogP: 3.69

#Rotatable Bonds: 0

Polar Surface Area: 35.53

Molecular Species:

HBA: 3

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 2.60

CX LogD: 2.60

Aromatic Rings: 0

Heavy Atoms: 19

QED Weighted: 0.58

Np Likeness Score: 0.48

References

1. Lill MA, Winiger F, Vedani A, Ernst B..  (2005)  Impact of induced fit on ligand binding to the androgen receptor: a multidimensional QSAR study to predict endocrine-disrupting effects of environmental chemicals.,  48  (18): [PMID:16134935] [10.1021/jm050403f]

2. Schuster D, Nashev LG, Kirchmair J, Laggner C, Wolber G, Langer T, Odermatt A..  (2008)  Discovery of nonsteroidal 17beta-hydroxysteroid dehydrogenase 1 inhibitors by pharmacophore-based screening of virtual compound libraries.,  51  (14): [PMID:18533708] [10.1021/jm800054h]

3. PubChem BioAssay data set, 

4. PubChem BioAssay data set, 

5. Bain LJ, LeBlanc GA..  (1996)  Interaction of structurally diverse pesticides with the human MDR1 gene product P-glycoprotein.,  141  (1): [PMID:8917702] [10.1006/taap.1996.0286]

6. Brévault T, Oumarou Y, Achaleke J, Vaissayre M, Nibouche S..  (2009)  Initial activity and persistence of insecticides for the control of bollworms (Lepidoptera: Noctuidae) in cotton crops,  28  (5): [10.1016/j.cropro.2008.12.006]

7. Suri KS, Singh G..  (2011)  Insecticide-induced resurgence of the whitebacked planthopper Sogatella furcifera (Horvath) (Hemiptera: Delphacidae) on rice varieties with different levels of resistance,  30  (2): [10.1016/j.cropro.2010.11.008]

8. Achaleke J, Martin T, Ghogomu RT, Vaissayre M, Brévault T..  (2009)  Esterase-mediated resistance to pyrethroids in field populations of Helicoverpa armigera (Lepidoptera: Noctuidae) from Central Africa.,  65  (10): [PMID:19548293] [10.1002/ps.1807]

9. Bruck DJ, Bolda M, Tanigoshi L, Klick J, Kleiber J, DeFrancesco J, Gerdeman B, Spitler H..  (2011)  Laboratory and field comparisons of insecticides to reduce infestation of Drosophila suzukii in berry crops.,  67  (11): [PMID:21800409] [10.1002/ps.2242]

10. De Bruyn T, van Westen GJ, Ijzerman AP, Stieger B, de Witte P, Augustijns PF, Annaert PP..  (2013)  Structure-based identification of OATP1B1/3 inhibitors.,  83  (6): [PMID:23571415] [10.1124/mol.112.084152]

11. PubChem BioAssay data set, 

12. PubChem BioAssay data set, 

Source

Source(3):

• Scientific Literature
• PubChem BioAssays
• TP-search Transporter Database