Quantitative Structure-Activity Relationship of Phenyl JV-Methylcarbamate Inhibition of Acetylcholinesterase

Amiram Goldblum; Masafumi Yoshimoto; Corwin Hansch

doi:10.1021/jf00104a017

Quantitative Structure-Activity Relationship of Phenyl JV-Methylcarbamate Inhibition of Acetylcholinesterase

Amiram Goldblum, Masafumi Yoshimoto, Corwin Hansch^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

18 Scopus citations

Abstract

A quantitative structure-activity relationship (QSAR) has been formulated for a set of 269 phenyl N-methylcarbamates inhibiting fly head acetylcholinesterase. The data are from the extensive studies of Fukuto and Metcalf. The correlation equation obtained is pI50 = 0.56MR345 + 1.56MR2 - 0.61ES - 0.94( - + O2 + 1.43CHG - 0.23MR22 - 5.2472,62 + 3.465F2-6 + 0.66RGMR - 0.62HB - 0.05MR - 0.56 Eü + 3.46 where r2 = 0.796 and s = 0.485. In this expression MR refers to molar refractivity of substituents, Ea is the Taft steric parameter, 3 is an inductive parameter, RGMR refers to MR of certain parts of ring substituents, and CHG and HB are indicator variables for charged substituents and hydrogen bonding, respectively; r is the correlation coefficient and s is the standard deviation from the regression. The implication of this equation is discussed.

Original language	English
Pages (from-to)	277-288
Number of pages	12
Journal	Journal of Agricultural and Food Chemistry
Volume	29
Issue number	2
DOIs	https://doi.org/10.1021/jf00104a017
State	Published - Mar 1981
Externally published	Yes

Access to Document

10.1021/jf00104a017

Cite this

@article{09b552cd1bb84f6b8af2f66f9be1cf2b,

title = "Quantitative Structure-Activity Relationship of Phenyl JV-Methylcarbamate Inhibition of Acetylcholinesterase",

abstract = "A quantitative structure-activity relationship (QSAR) has been formulated for a set of 269 phenyl N-methylcarbamates inhibiting fly head acetylcholinesterase. The data are from the extensive studies of Fukuto and Metcalf. The correlation equation obtained is pI50 = 0.56MR345 + 1.56MR2 - 0.61ES - 0.94( - + O2 + 1.43CHG - 0.23MR22 - 5.2472,62 + 3.465F2-6 + 0.66RGMR - 0.62HB - 0.05MR - 0.56 E{\"u} + 3.46 where r2 = 0.796 and s = 0.485. In this expression MR refers to molar refractivity of substituents, Ea is the Taft steric parameter, 3 is an inductive parameter, RGMR refers to MR of certain parts of ring substituents, and CHG and HB are indicator variables for charged substituents and hydrogen bonding, respectively; r is the correlation coefficient and s is the standard deviation from the regression. The implication of this equation is discussed.",

author = "Amiram Goldblum and Masafumi Yoshimoto and Corwin Hansch",

year = "1981",

month = mar,

doi = "10.1021/jf00104a017",

language = "אנגלית",

volume = "29",

pages = "277--288",

journal = "Journal of Agricultural and Food Chemistry",

issn = "0021-8561",

publisher = "American Chemical Society",

number = "2",

}

TY - JOUR

T1 - Quantitative Structure-Activity Relationship of Phenyl JV-Methylcarbamate Inhibition of Acetylcholinesterase

AU - Goldblum, Amiram

AU - Yoshimoto, Masafumi

AU - Hansch, Corwin

PY - 1981/3

Y1 - 1981/3

N2 - A quantitative structure-activity relationship (QSAR) has been formulated for a set of 269 phenyl N-methylcarbamates inhibiting fly head acetylcholinesterase. The data are from the extensive studies of Fukuto and Metcalf. The correlation equation obtained is pI50 = 0.56MR345 + 1.56MR2 - 0.61ES - 0.94( - + O2 + 1.43CHG - 0.23MR22 - 5.2472,62 + 3.465F2-6 + 0.66RGMR - 0.62HB - 0.05MR - 0.56 Eü + 3.46 where r2 = 0.796 and s = 0.485. In this expression MR refers to molar refractivity of substituents, Ea is the Taft steric parameter, 3 is an inductive parameter, RGMR refers to MR of certain parts of ring substituents, and CHG and HB are indicator variables for charged substituents and hydrogen bonding, respectively; r is the correlation coefficient and s is the standard deviation from the regression. The implication of this equation is discussed.

AB - A quantitative structure-activity relationship (QSAR) has been formulated for a set of 269 phenyl N-methylcarbamates inhibiting fly head acetylcholinesterase. The data are from the extensive studies of Fukuto and Metcalf. The correlation equation obtained is pI50 = 0.56MR345 + 1.56MR2 - 0.61ES - 0.94( - + O2 + 1.43CHG - 0.23MR22 - 5.2472,62 + 3.465F2-6 + 0.66RGMR - 0.62HB - 0.05MR - 0.56 Eü + 3.46 where r2 = 0.796 and s = 0.485. In this expression MR refers to molar refractivity of substituents, Ea is the Taft steric parameter, 3 is an inductive parameter, RGMR refers to MR of certain parts of ring substituents, and CHG and HB are indicator variables for charged substituents and hydrogen bonding, respectively; r is the correlation coefficient and s is the standard deviation from the regression. The implication of this equation is discussed.

UR - http://www.scopus.com/inward/record.url?scp=0019542371&partnerID=8YFLogxK

U2 - 10.1021/jf00104a017

DO - 10.1021/jf00104a017

M3 - ???researchoutput.researchoutputtypes.contributiontojournal.article???

C2 - 7229211

AN - SCOPUS:0019542371

SN - 0021-8561

VL - 29

SP - 277

EP - 288

JO - Journal of Agricultural and Food Chemistry

JF - Journal of Agricultural and Food Chemistry

IS - 2

ER -

Quantitative Structure-Activity Relationship of Phenyl JV-Methylcarbamate Inhibition of Acetylcholinesterase

Abstract

Access to Document

Other files and links

Fingerprint

Cite this