**Conflict of interest**

"The authors declare that they have no competing interests."

### **Supplementary material**

Table S1. Molecular descriptors computed by ChemOffice and ChemSketch software.

**No MW**

**167**

1a 2 108,140 3 108,140 4 108,140 5 122,167 6 122,167 7 122,167 8 136,194

9a 10 136,194 11a 136,194 12 136,194

13 136,194 14 150,221 15 164,248 16 178,275 17 192,302 18 206,329

19 122,167 20 122,167 21 122,167 22 122,167 23 122,167 24 122,167 25 136,194

192.81 36.57 134.437 353.87 718.88 522.78 37.55 4.51 0.009 2.872 906 0 0 30 0.056 0.089 0.117 0.794 1.535 36.1 0.996 3.11 110 1 1 10,919 20.23

160.70 35.36 117.845 330.08 706.16 494.92 43.23 4.55 0.011 2.473 696 0 0 28 0.068 0.083 0.131 0.787 1.540 37.2 1.014 2.62 84 1 1 6759 20.23

160.70 35.36 117.406 330.08 706.16 494.92 43.23 4.55 0.011 2.423 694 0 0 28 0.068 0.083 0.131 0.787 1.540 37.2 1.014 2.62 84 1 1 6756 20.23

160.70 35.36 117.077 330.08 706.16 494.92 43.23 4.55 0.011 2.373 684 0 0 28 0.068 0.083 0.131 0.787 1.540 37.2 1.014 2.62 82 1 1 6599 20.23

160.70 35.36 117.636 330.08 706.16 494.92 43.23 4.55 0.011 2.423 698 0 0 28 0.068 0.083 0.131 0.787 1.540 37.2 1.014 2.62 84 1 1 6756 20.23

160.70 35.36 117.634 330.08 706.16 494.92 43.23 4.55 0.011 2.423 696 0 0 28 0.068 0.083 0.131 0.787 1.540 37.2 1.014 2.62 84 1 1 6756 20.23

160.70 35.36 117.217 330.08 706.16 494.92 43.23 4.55 0.011 2.373 682 0 0 28 0.068 0.083 0.131 0.787 1.540 37.2 1.014 2.62 82 1 1 6599 20.23

273.07 24.79 220.457 385.18 774.71 627.22 23.07 3.74 0.001 5.677 3808 7 1 40 0.007 0.107 0.078 0.815 1.507 35.8 0.939 5.05 482 1 1 107,219 20.23

252.43 16.37 203.315 373.91 765.54 604.34 25.35 3.86 0.002 5.148 3048 6 0 38 0.010 0.105 0.083 0.812 1.510 36.0 0.946 4.64 385 1 1 74,587 20.23

231.79

 7.95 186.175 362.64 755.62 581.46 27.99 3.98 0.002 4.619 2398 5 1 36 0.015 0.102 0.090 0.808 1.514 36.2 0.954 4.22 302 1 1 50,439 20.23

211.15

0.47 169.037 351.37 744.89 558.58 31.07 4.10 0.003 4.090 1850 4 0 34 0.021 0.098 0.097 0.804 1.518 36.4 0.965 3.8 232 1 1 33,013 20.23

190.51 8.89 151.962 340.10 733.30 535.70 34.68 4.23 0.004 3.561 1396 3 1 32 0.029 0.094 0.107 0.800 1.522 36.7 0.977 3.38 174 1 1 20,809 20.23

175.15

19.75 130.529 313.83 709.69 512.38 39.36 4.35 0.007 2.902 974 1 1 30 0.048 0.089 0.117 0.794 1.525 35.7 0.987 2.88 120 1 1 11,891 20.23

175.15

19.75 130.527 313.83 709.69 512.38 39.36 4.35 0.007 2.902 956 1 0 30 0.048 0.089 0.117 0.794 1.525 35.7 0.987 2.88 117 1 1 11,607 20.23

175.15

19.75 128.458 313.83 709.69 512.38 39.36 4.35 0.007 2.702 938 1 0 30 0.048 0.089 0.117 0.794 1.525 35.7 0.987 2.88 114 1 1 11,308 20.23

*2D- and 3D-QSRR Studies of Linear Retention Indices for Volatile Alkylated Phenols*

*DOI: http://dx.doi.org/10.5772/intechopen.89576*

169.87 17.31 134.751 328.83 720.74 512.82 38.97 4.35 0.006 3.032 1028 2 0 30 0.042 0.089 0.117 0.794 1.529 37.1 0.992 2.97 127 1 1 12,562 20.23

136,194

169.87 17.31 134.747 328.83 720.74 512.82 38.97 4.35 0.006 3.032 1010 2 1 30 0.042 0.089 0.117 0.794 1.529 37.1 0.992 2.97 124 1 1 12,277 20.23

169.87 17.31 134.066 328.83 720.74 512.82 38.97 4.35 0.006 2.982 992 2 1 30 0.042 0.089 0.117 0.794 1.529 37.1 0.992 2.97 121 1 1 11,979 20.23

149.23 25.73 115.634 317.56 707.14 489.94 44.09 4.47 0.009 2.503 738 1 1 28 0.059 0.083 0.131 0.787 1.536 37.6 1.012 2.55 90 1 1 7222 20.23

149.23 25.73 115.630 317.56 707.14 489.94 44.09 4.47 0.009 2.503 726 1 0 28 0.059 0.083 0.131 0.787 1.536 37.6 1.012 2.55 88 1 1 7069 20.23

149.23 25.73 114.476 317.56 707.14 489.94 44.09 4.47 0.009 2.453 714 1 0 28 0.059 0.083 0.131 0.787 1.536 37.6 1.012 2.55 86 1 1 6909 20.23

128.59 34.15 100.611 306.29 692.39 467.06 50.30 4.60 0.012 1.974 518 0 0 26 0.083 0.075 0.148 0.777 1.545 38.8 1.038 2.13 62 1 1 3942 20.23

128.59 34.15 100.612 306.29 692.39 467.06 50.30 4.60 0.012 1.974 512 0 0 26 0.083 0.075 0.148 0.777 1.545 38.8 1.038 2.13 61 1 1 3882 20.23

128.59 34.15 100.414 306.29 692.39 467.06 50.30 4.60 0.012 1.924 506 0 0 26 0.083 0.075 0.148 0.777 1.545 38.8 1.038 2.13 60 1 1 3818 20.23

94,113

96.48

23.94 83.387 282.50 677.45 439.20 59.26 4.64 0.014 1.475 360 0 0 24 0.102 0.064 0.170 0.766 1.553 40.9 1.071 1.64 42 1 1 2050 20.23

*H°*

**G**

 **V**

 **T CT TB CP**

*K***H TVC PC MTI NRB I SVD TC H% O% C%**

*n*

**γ**

**D log** *P* **W NHA NHD**

 **J PSA**


#### *2D- and 3D-QSRR Studies of Linear Retention Indices for Volatile Alkylated Phenols DOI: http://dx.doi.org/10.5772/intechopen.89576*

be used to further explain why compounds 14, 15, 16, 17, and 18 have highest

The CoMFA electrostatic contour plot is displayed in **Figure 6b**. A blue contour indicates that substituents should be electron deficient, and red color indicates that substituents should be electron rich. The blue contour near the 2, 3, 4, and 5 positions (**Figure 6b**) indicates that electron-donating substituents (such Alkyl group) are beneficial for propriety in this area. The electrostatic contour map displays a region of red contours neighbor to the 1 and 6 positions indicating that

All these findings may be used to design improved compounds with higher or lower retention property, as observed in the CoMFA maps, by adding suitable sub-

In this study, 2D- and 3D-QSRR analyses were used to predict the linear retention indices of a set of alkylated phenols. The multidimensional-QSRR models gave good statistical results in terms of rCV and r values. The stepwise MLR and CoMFA models showed high internal and external consistency; this is verified using different validation methods to evaluate their statistical quality. External validation using a test series verified the capacity of these models to estimate with appropriate precision the linear retention indices of alkylated phenols. In addition, the stepwise MLR equation and CoMFA contour plots can identify that physicochemical properties, organic functional groups, and chemical molecular fragments strongly correlated with the linear retention indices of this studied compounds. The highlighted features are important information for delineating the chemical space, which can be used to design new volatile alkylated phenols. This study consists of the first step explored to code a particular odor of this group of molecules, followed by docking molecular study that allows understand the mechanism of activation of olfactory

receptor present in the nasal cavity by this kind of chemical compounds.

(AMCT) for its pertinent help concerning the programs.

"The authors declare that they have no competing interests."

We are grateful to the "Association Marocaine des Chimistes Théoriciens"

Table S1. Molecular descriptors computed by ChemOffice and ChemSketch

property than those of all other compounds.

*Sino-Nasal and Olfactory System Disorders*

stituents.

**4. Conclusion**

**Acknowledgements**

**Conflict of interest**

**Supplementary material**

software.

**166**

groups with negative charges may increase the property.


**Author details**

Morocco

**169**

Assia Belhassan1,2, Samir Chtita3

University, Meknes, Morocco

provided the original work is properly cited.

, Tahar Lakhlifi<sup>1</sup> and Mohammed Bouachrine1,2\*

1 MCNS Laboratory, Faculty of Science, Moulay Ismail University, Meknes,

*2D- and 3D-QSRR Studies of Linear Retention Indices for Volatile Alkylated Phenols*

*DOI: http://dx.doi.org/10.5772/intechopen.89576*

2 Materials, Environment and Modeling Laboratory, ESTM, Moulay Ismail

3 Laboratory Physical Chemistry of Materials, Faculty of sciences Ben M'Sik,

© 2019 The Author(s). Licensee IntechOpen. This chapter is distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/ by/3.0), which permits unrestricted use, distribution, and reproduction in any medium,

Hassan II University of Casablanca, Casablanca, Morocco

\*Address all correspondence to: m.bouachrine@est-umi.ac.ma

*2D- and 3D-QSRR Studies of Linear Retention Indices for Volatile Alkylated Phenols DOI: http://dx.doi.org/10.5772/intechopen.89576*
