Wiswesser line notation

Wiswesser line notation (WLN), invented by William J. Wiswesser in 1949,^[1]^[2]^[3]^[4]^[5] was the first line notation capable of precisely describing complex molecules. It was the basis of ICI Ltd's CROSSBOW database system developed in the late 1960s. WLN allowed for indexing the Chemical Structure Index (CSI) at the Institute for Scientific Information (ISI). It was also the tool used to develop the CAOCI (Commercially Available Organic Chemical Intermediates) database, the datafile from which Accelrys' (successor to MDL) ACD file was developed. WLN is still being extensively used by BARK Information Services. Descriptions of how to encode molecules as WLN have been published in several books.^[6]^[7]^[8]

Examples

1H : methane
2H : ethane
3H : propane
1Y : isobutane
1X : neopentane
Q1 : methanol
1R : toluene
1V1 : acetone
2O2 : diethyl ether
1VR : acetophenone^[9]
ZR CVQ : 3-aminobenzoic acid
QVYZ1R : phenylalanine
QX2&2&2 : 3-ethylpentan-3-ol
QVY3&1VQ : 2-propylbutanedioic acid
L66J BMR& DSWQ IN1&1 : 6-dimethylamino-4-phenylamino-naphthalene-2-sulfonic acid^[10]
QVR-/G 5 : pentachlorobenzoic acid

References

^ Wiswesser, William J. (1951). Simplified chemical coding for automatic sorting and printing machinery. Willson Products Inc., Reading, PA.
^ Wiswesser, William J. (1952). "The Wiswesser line formula notation". Chem. Eng. News. 30 (34): 3525–3526. doi:10.1021/cen-v030n034.p3523.
^ Wiswesser, William J. (1968). "107 years of line-formula notations (1861-1968)". Journal of Chemical Documentation. 8 (3): 146–150. doi:10.1021/c160030a007.
^ Wiswesser, William J. (1982). "How the WLN began in 1949 and how it might be in 1999". J. Chem. Inf. Comput. Sci. 22 (2): 88–93. doi:10.1021/ci00034a005.
^ Wiswesser, William J. (1985). "Historic development of chemical line notation". J. Chem. Inf. Comput. Sci. 25 (3): 258–263. doi:10.1021/ci00047a023.
^ Wiswesser, William J. (1954). A line-formula chemical notation. Thomas Y. Crowell Co., New York, NY.
^ Smith, Elbert George; Addelston, Aaron; Wiswesser, William J. (1968). The Wiswesser line-formula chemical notation. McGraw-Hill Book Co., New York, NY.
^ Smith, Elbert George; Baker, P. A. (1975). The Wiswesser Line-Formula Chemical Notation (WLN). Chemical Information Management Inc., Cherry Hill, NJ.
^ Apodaca, Rich (July 20, 2007). "Everything Old is New Again - Wiswesser Line Notation (WLN)". Retrieved 2018-03-09.
^ Dalke, Andrew (October 15, 2003). "WLN – History of Chemical Nomenclature". Retrieved 2006-12-17.

External links

Everything Old is New Again: Wiswesser Line Notation (WLN)

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[1] Wiswesser, William J. (1951). Simplified chemical coding for automatic sorting and printing machinery. Willson Products Inc., Reading, PA.

[2] Wiswesser, William J. (1952). "The Wiswesser line formula notation". Chem. Eng. News. 30 (34): 3525–3526. doi:10.1021/cen-v030n034.p3523.

[3] Wiswesser, William J. (1968). "107 years of line-formula notations (1861-1968)". Journal of Chemical Documentation. 8 (3): 146–150. doi:10.1021/c160030a007.

[4] Wiswesser, William J. (1982). "How the WLN began in 1949 and how it might be in 1999". J. Chem. Inf. Comput. Sci. 22 (2): 88–93. doi:10.1021/ci00034a005.

[5] Wiswesser, William J. (1985). "Historic development of chemical line notation". J. Chem. Inf. Comput. Sci. 25 (3): 258–263. doi:10.1021/ci00047a023.

[6] Wiswesser, William J. (1954). A line-formula chemical notation. Thomas Y. Crowell Co., New York, NY.

[7] Smith, Elbert George; Addelston, Aaron; Wiswesser, William J. (1968). The Wiswesser line-formula chemical notation. McGraw-Hill Book Co., New York, NY.

[8] Smith, Elbert George; Baker, P. A. (1975). The Wiswesser Line-Formula Chemical Notation (WLN). Chemical Information Management Inc., Cherry Hill, NJ.

[9] Apodaca, Rich (July 20, 2007). "Everything Old is New Again - Wiswesser Line Notation (WLN)". Retrieved 2018-03-09.

[10] Dalke, Andrew (October 15, 2003). "WLN – History of Chemical Nomenclature". Retrieved 2006-12-17.

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