Methyl-carbamic acid 2,2-dimethyl-2,3-dihydro-benzofuran-7-yl ester

ID: ALA416081

Chembl Id: CHEMBL416081

Cas Number: 1563-66-2

PubChem CID: 2566

Product Number: C114175

Max Phase: Preclinical

Molecular Formula: C12H15NO3

Molecular Weight: 221.26

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Carbofuran | Furadan | carbofuran|1563-66-2|Furadan|Curaterr|Chinufur|Furacarb|Yaltox|Furadan 3G|Crisfuran|Furadan G|Furadan 4f|Carbofurane|Pillarfuran|Kenofuran|Niagara 10242|BAY 70143|Karbofuranu|Brifur|Furodan|FMC 10242|Niagara nia-10242|Bayer 70143|NIA 10242|Carbodan|Furadane|Karbofuranu [Polish]|Me f248|OMS 864|2,2-Dimethyl-7-coumaranyl N-methylcarbamate|7-Benzofuranol, 2,3-dihydro-2,2-dimethyl-, methylcarbamate|Caswell No. 160A|Carbofuran [ANSI:BSI:ISO]|2,3-Dihydro-2,2-dimethylbenzofuran-7Show More⌵

Canonical SMILES:  CNC(=O)Oc1cccc2c1OC(C)(C)C2

Standard InChI:  InChI=1S/C12H15NO3/c1-12(2)7-8-5-4-6-9(10(8)16-12)15-11(14)13-3/h4-6H,7H2,1-3H3,(H,13,14)

Standard InChI Key:  DUEPRVBVGDRKAG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA416081

   CARBOFURAN

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: 221.26

Molecular Weight (Monoisotopic): 221.1052

AlogP: 2.12

#Rotatable Bonds: 1

Polar Surface Area: 47.56

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 2.05

CX LogD: 2.05

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.79

Np Likeness Score: 0.25

References

1. Andrews PR, Craik DJ, Martin JL..  (1984)  Functional group contributions to drug-receptor interactions.,  27  (12): [PMID:6094812] [10.1021/jm00378a021]

2. Crouse GD, McGowan MJ, Boisvenue RJ..  (1989)  Polyfluoro 1,3-diketones as systemic insecticides.,  32  (9): [PMID:2769686] [10.1021/jm00129a021]

3. Begum S, Wahab A, Siddiqui BS, Qamar F..  (2000)  Nematicidal constituents of the aerial parts of Lantana camara.,  63  (6): [PMID:10869197] [10.1021/np9903548]

4. Vincent F, Nguyen MT, Emerling DE, Kelly MG, Duncton MA..  (2009)  Mining biologically-active molecules for inhibitors of fatty acid amide hydrolase (FAAH): identification of phenmedipham and amperozide as FAAH inhibitors.,  19  (23): [PMID:19850474] [10.1016/j.bmcl.2009.09.086]

5. PubChem BioAssay data set, 

6. Hartsel JA, Wong DM, Mutunga JM, Ma M, Anderson TD, Wysinski A, Islam R, Wong EA, Paulson SL, Li J, Lam PC, Totrov MM, Bloomquist JR, Carlier PR..  (2012)  Re-engineering aryl methylcarbamates to confer high selectivity for inhibition of Anopheles gambiae versus human acetylcholinesterase.,  22  (14): [PMID:22738634] [10.1016/j.bmcl.2012.05.103]

7. Faizi S, Fayyaz S, Bano S, Iqbal EY, Lubna, Siddiqi H, Naz A..  (2011)  Isolation of nematicidal compounds from Tagetes patula L. yellow flowers: structure-activity relationship studies against cyst nematode Heterodera zeae infective stage larvae.,  59  (17): [PMID:21780738] [10.1021/jf201611b]

8. Meher HC, Gajbhiye VT, Singh G, Kamra A, Chawla G..  (2010)  Persistence and nematicidal efficacy of carbosulfan, cadusafos, phorate, and triazophos in soil and uptake by chickpea and tomato crops under tropical conditions.,  58  (3): [PMID:20085277] [10.1021/jf903609d]

9. Shakil NA, Pankaj, Kumar J, Pandey RK, Saxena DB..  (2008)  Nematicidal prenylated flavanones from Phyllanthus niruri.,  69  (3): [PMID:17904597] [10.1016/j.phytochem.2007.08.024]

10. Muralidharan K, Pasalu IC..  (2006)  Assessments of crop losses in rice ecosystems due to stem borer damage (Lepidoptera: Pyralidae),  25  (5): [10.1016/j.cropro.2005.06.007]

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

12. 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]

13. PubChem BioAssay data set, 

14. PubChem BioAssay data set, 

15. Verma A, Wong DM, Islam R, Tong F, Ghavami M, Mutunga JM, Slebodnick C, Li J, Viayna E, Lam PC, Totrov MM, Bloomquist JR, Carlier PR..  (2015)  3-Oxoisoxazole-2(3H)-carboxamides and isoxazol-3-yl carbamates: Resistance-breaking acetylcholinesterase inhibitors targeting the malaria mosquito, Anopheles gambiae.,  23  (6): [PMID:25684426] [10.1016/j.bmc.2015.01.026]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays