Molecular Docking and Quantum Chemical Computations of 4-Chloro-2-[(furan-2-ylmethyl)amino]-5-sulfamoylbenzoic Acid Based on Density Functional Theory

References

• Fevziye O. Simsek, Mustafa Sinan Kaynak, Nurullah Sanl and Selma Sahin, “Determination of Amlodipine and Furosemide with Newly Developed and Validated RP-HPLC Method in Commercially Available Tablet Dosage Forms,” Hacettepe University Journal of the Faculty of Pharmacy, 32, no. 2 (2012): 145–58.
   Google Scholar
• Safila Naveed, Fatima Qamar and Syeda Zainab, “Simple UV spectrophotometric assay of Furosemide”, Journal of Innovations in Pharmaceuticals and Biological Sciences 1, no. 3 (2014): 97–101.
   Google Scholar
• Suman Malik and Sonal Wankhede, “Synthesis, Characterization and Biological Activity of Fe-III and Co-II Complexes Derived From 4-Chloro-2-[(2-Furanylmethyl)-Amino]-5 Sulfamoylbenzoic Acid,” International Journal of Applied Biology and Pharmaceutical Technology 6, no. 2 (2015): 205–10.
   Google Scholar
• Shinji Katsura, Nobuo Yamada, Atsushi Nakashima, Sumihiro Shiraishi, Mihoko Gunji, Takayuki Furuishi, Tomohiro Endo, Haruhisa Ueda, and Etsuo Yonemochi, “Investigation of Discoloration of Furosemide Tablets in a Light-Shielded Environment,” Chemical and Pharmaceutical Bulletin 65, no. 4 (2017): 373–80.
   PubMed Web of Science ®Google Scholar
• C. Charanya, S. Sampathkrishnan, and N. Balamurugan, “Quantum Chemical Studies, Spectroscopic Analysis and Molecular Structure Investigation of 4-Chloro-2-[(furan-2-ylmethyl)amino]-5-sulfamoylbenzoic Acid,” Macedonian Journal of Chemistry and Chemical Engineering 38, no. 2 (2019): 1–14.
   Web of Science ®Google Scholar
• C. T. Supuran and A. Scozzafava, “Carbonic Anhydrase Inhibitors,” Current Medicinal Chemistry-Immunology, Endocrine and Metabolic Agents 1, no. 1 (2001): 61–97.
   Google Scholar
• C. T. Supuran, A. Scozzafava, and A. Casini, “Carbonic Anhydrase Inhibitors,” Medicinal Research Reviews 23, no. 2 (2003): 146–89.
   PubMed Web of Science ®Google Scholar
• Claudiu T. Supuran and Andrea Scozzafava, “A Expert Opin,” Expert Opinion on Therapeutic Patents 12, no. 2 (2002): 217–42.
   Web of Science ®Google Scholar
• J. Niessen, U. Schoder, M. Rosenbaum, and F. Scholz, “Fluorinated Polyanilines as Superior Materials for Electrocatalytic Anodes in Bacterial Fuel Cells,” Electrochemistry Communications 3 (2004): 571–5.
   Google Scholar
• N. Sundaraganesan, J. Karpagam, S. Sebastian, and J. P. Cornard, “The Spectroscopic (FTIR, FT-IR Gas Phase and FT-Raman), First Order Hyperpolarizabilities, NMR Analysis of 2,4-Dichloroaniline by Ab Initio HF and Density Functional Methods,” Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 73, no. 1 (2009): 11–1122.
   PubMed Web of Science ®Google Scholar
• M. Karabacak, D. Karagoz, and M. Kurt, “Experimental (FT-IR and FT-Raman Spectra) and Theoretical (Ab Initio HF, DFT) Study of 2-Chloro-5-Methylaniline,” Journal of Molecular Structure 892, nos. 1–3 (2008): 25–31.
   Web of Science ®Google Scholar
• A. Altun, K. Golcuk, and M. Kumru, “Structure and Vibrational Spectra of p-Methylaniline: Hartree-Fock, MP2 and Density Functional Theory Studies,” Journal of Molecular Structure: THEOCHEM 637, nos. 1–3 (2003): 155–69.
   Web of Science ®Google Scholar
• M. Govindarajan, M. Karabacak, S. Periandy, and D. Tanuj, “Spectroscopic (FT-IR, FT-Raman, UV and NMR) Investigation and NLO, HOMO–LUMO, NBO Analysis of Organic 2,4,5-Trichloroaniline,” Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 97 (2012): 231–45.
   PubMed Web of Science ®Google Scholar
• M. Karabacak, D. Karagoz, and M. Kurt, “FT-IR, FT-Raman Vibrational Spectra and Molecular Structure Investigation of 2-Chloro-4-Methylaniline: A Combined Experimental and Theoretical Study,” Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 72, no. 5 (2009): 1076–83.
   PubMed Web of Science ®Google Scholar
• P. Wojciechowski, K. Helios, and D. Michalska, “Theoretical Anharmonic Raman and Infrared Spectra with Vibrational Assignments for Monofluoroaniline Isomers,” Vibration Spectroscopy 57 (2011): 126–34.
   Web of Science ®Google Scholar
• H. Wang, B. Liu, J. Wan, J. Xu, and X. Zheng, “Excited-State Structural Dynamics and Vibronic Coupling of 1,3-Dithiole-2-Thione-Resonance Raman Spectroscopy and Density Functional Theory Calculation Study,” Journal of Raman Spectroscopy 40, no. 8 (2009): 992–7.
   Web of Science ®Google Scholar
• Huigang Wang, Jun Xu, Junmin Wan, Yanying Zhao, and Xuming Zheng, “Excited State Structural Dynamics of Tetra(4-Aminophenyl)Porphine in the Condensed Phase: Resonance Raman Spectroscopy and Density Functional Theory Calculation Study,” The Journal of Physical Chemistry: B 114, no. 10 (2010): 3623–32.
   PubMed Web of Science ®Google Scholar
• R. Dennington, T. Keith, J. Milliam, GaussView, Version 5 (Semichem Inc., Shawnee Mission, KS, 2009).
   Google Scholar
• D.J. Frisch, M.J. Trucks, G.W. Schlegel, H.B. Scuseria, G.E. Robb, M.A. Cheeseman, J.R. Scalmani, G. Barone, V. Mennucci, B. Petersson, G.A. Nakatsuji, H. Caricato, M. Li, X. Hratchian, H.P. Izmaylov, A.F. Bloino, J. Zheng, G. Sonnenber, Gaussian 09 (Wallingford CT: Gaussian, Inc., 2009), 2–3.
   Google Scholar
• T. Yanai, D. P. Tew, and N. C. Handy, “A New Hybrid Exchange–Correlation Functional Using the Coulomb-Attenuating Method (CAM-B3LYP),” Chemical Physics Letters 393, nos. 1–3 (2004): 51–7.
   Web of Science ®Google Scholar
• A. D. Becke, “Density‐Functional Thermochemistry. II. The Effect of the Perdew–Wang Generalized‐Gradient Correlation Correction,” Journal of Chemical Physics 97 (1992): 173.
   Web of Science ®Google Scholar
• A. Becke, “Density‐Functional Thermochemistry. III. The Role of Exact Exchange,” Journal of Chemical Physics 98, no. 7 (1993): 5648–52.
   Web of Science ®Google Scholar
• C. Lee, W. Yang, and R. G. Parr, “Development of the Colle-Salvetti Correlation-Energy Formula into a Functional of the Electron Density,” Physical Review B, Condensed Matter 37, no. 2 (1988): 785–9.
   PubMed Web of Science ®Google Scholar
• J. E. Carpenter and F. Weinhold, “Analysis of the Geometry of the Hydroxymethyl Radical by the “Different Hybrids for Different Spins” Natural Bond Orbital Procedure,” Journal of Molecular Structure: Theochem 169 (1988): 41–62.
   Google Scholar
• A. E. Reed, L. A. Curtiss, and F. Weinhold, “Intermolecular Interactions from a Natural Bond Orbital, Donor–Acceptor Viewpoint,” Chemical Reviews 88, no. 6 (1988): 899–926.
   Web of Science ®Google Scholar
• J. P. Foster and F. Weinhold, “Natural Hybrid Orbitals,” Journal of the American Chemical Society 102, no. 24 (1980): 7211–8.
   Web of Science ®Google Scholar
• R. Bauernschmitt and R. Ahlrichs, “Treatment of Electronic Excitations within the Adiabatic Approximation of Time Dependent Density Functional Theory,” Chemical Physics Letters 256, nos. 4–5 (1996): 454–64.
   Web of Science ®Google Scholar
• M. E. Casida, C. Jamorski, K. C. Casida, and D. R. Salahub, “Molecular Excitation Energies to High-Lying Bound States from Time-Dependent Density-Functional Response Theory: Characterization and Correction of the Time-Dependent Local Density Approximation Ionization Threshold,” Journal of Chemical Physics 108, no. 11 (1998): 4439–49.
   Web of Science ®Google Scholar
• O. Trott, “Autodockvina: Improving the Speed and Accuracy of Docking with a New Scoring Function, Efficient Optimization, and Multithreading,” Journal of Comprehensive Chemistry 31 (2010): 455–61.
   PubMed Web of Science ®Google Scholar
• Garrett M. Morris, David S. Goodsell, Robert S. Halliday, Ruth Huey, William E. Hart, Richard K. Belew, and Arthur J. Olson, “Automated Docking Using a Lamarckian Genetic Algorithm and an Empirical Binding Free Energy Function,” Journal of Computational Chemistry 19, no. 14 (1998): 1639–62.
   Web of Science ®Google Scholar
• Garrett M. Morris, Ruth Huey, William Lindstrom, Michel F. Sanner, Richard K. Belew, David S. Goodsell, and Arthur J. Olson, “AutoDock4 and AutoDockTools4: Automated Docking with Selective Receptor Flexibility,” Journal of Computational Chemistry 30, no. 16 (2009): 2785–91.
   PubMed Web of Science ®Google Scholar
• http://www.python.org.
   Google Scholar
• L. J. Farrugia, “ORTEP-3 for Windows: A Version of ORTEP-III with a Graphical User Interface (GUI),” Journal of Applied Crystallography 30, no. 5 (1997): 565.
   Google Scholar
• M. Silverstein, G. C. Basseler, and C. Morill, Spectrometric Identification of Organic Compounds (New York: Wiley, 1981).
   Google Scholar
• L. J. Bellamy, The Infrared Spectra of Complex Molecules, vol. 2 (London: Chapman and Hall, 1980).
   Google Scholar
• B. M. S. Alvareza, M. I. M. Valdeza, E. H. Cultin, and C. O. D. Vedova, “Spectroscopic and Theoretical Studies of Sulfamoil Fluoride, FSO2NH2 and N-(fluorosulfonyl) Imidosulfuryl Fluoride, FSO2NS(O)F2,” Journal of Molecular Structure 657 (2003): 291–300.
   Web of Science ®Google Scholar
• R. M. S. Alvareza, E. H. Cutin, and C. O. D. Vedova, “Vibrational Studies of Sulfamoil Chloride (ClSO2NH2),” Journal of Molecular Structure 440 (1998): 213–219.
   Web of Science ®Google Scholar
• B. Thimme Gowda, K. Jyothi, and J. D. D’Souza, “Infrared and NMR Spectra of Arylsulphonamides, 4-X-C6H4SO2NH2 and i-X, j-YC6H3SO2NH2 (X = H; CH3; C2H5; F; Cl; Br; I or NO2 and i-X, j-Y = 2,3-(CH3)2; 2,4-(CH3)2; 2,5-(CH3)2; 2-CH3, 4-Cl; 2-CH3, 5-Cl; 3-CH3, 4-Cl; 2,4-Cl2 or 3,4-Cl2),” Journal for Nature Research 57a (2002): 967–73.
   Google Scholar
• D. Lin-Vien, N. B. Colthup, W. G. Fateley, and J. G. Grasselli, The Handbook of Infrared and Raman Characteristic Frequencies of Organic Molecules (Boston, MA: Academic Press, 1974).
   Google Scholar
• G. Varsanyi, Assignments of Vibrational Spectra of 700 Benzene Derivatives (New York: Wiley, 1974), 280.
   Google Scholar
• A. Altun, K. Golcuk, and M. Kumru, “Theoretical and Experimental Studies of the Vibrational Spectra of m-Methylaniline,” Journal of Molecular Structure: Theochem 625, nos. 1–3 (2003): 17–24.
   Google Scholar
• C. Charanya, S. Sampathkrishnan, and N. Balamurugan, “Quantum Mechanical Analysis, Spectroscopic (FT-IR, FT-Raman, UV–Visible) Study, and HOMO–LUMO Analysis of (1S, 2R)-2-Amino-1-Phenylpropan-1-ol Using Density Functional Theory,” Journal of Molecular Liquids 231 (2017): 116–25.
   Web of Science ®Google Scholar
• N. Sundaraganesan, H. Saleem, and S. Mohan, “Vibrational Spectra, Assignments and Normal Coordinate Analysis of 3-Aminobenzyl Alcohol,” Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 59, no. 11 (2003): 2511–17.
   PubMed Web of Science ®Google Scholar
• D. Sajan, J. Binoy, B. Pradeep, K. Venkatakrishnan, V. B. Kartha, I. H. Joe, and V. S. Jayakumar, “NIR-FT Raman and Infrared Spectra and Ab Initio Computations of Glycinium Oxalate,” Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 60A (2004): 173–80.
   Web of Science ®Google Scholar
• J. Uma Maheswari, S. Muthu, and T. Sundius, “An Experimental and Theoretical Study of the Vibrational Spectra and Structure of Isosorbide dinitrate,” Spectrochimica Acta Part A, Molecular and Biomolecular Spectroscopy 109 (2013): 322–30.
   PubMed Web of Science ®Google Scholar
• K. B. Wiberg and A. Sharke, “A Vibrational Study of Cyclohexane and Some of its Isotopic Derivatives-III. A Vibrational Analysis of Cyclohexane, Cyclohexane-d12, Cyclohexane-1,1,4,4-d4 and Cyclohexane-1,1,2,2,4,4,5,5-d8,” Spectrochim Acta Part A: Molecular and Biomolecular Spectroscopy 29 (1973): 583–94.
   Web of Science ®Google Scholar
• S. Muthu, N. R. Sheela, and S. Sampathkrishnan, “Density Functional Theory and Ab Initio Studies of Vibrational Spectra of 2-Bis (2-Chloroethyl) Aminoperhydro-1,3,2-Oxazaphosphorinane-2-Oxide,” Molecular Simulation 37, no. 15 (2011): 1276–88.
   Web of Science ®Google Scholar
• Kenneth B. Wiberg, and Andrew Shrake, “A Vibrational Study of Cyclohexane and Some of its Isotopic Derivatives III. A Vibrational Analysis of Cyclohexane, Cyclohexane-D12, Cyclohexane-1,1,4,4-D4 and Cyclohexane-1,1,2,2,4,4,5,5-D8,” Spectrochimica Acta Part A: Molecular Spectroscopy 29, no. 3 (1973): 583–94.
   Web of Science ®Google Scholar
• N. Balamurugan, C. Charanya, S. Sampath Krishnan, and S. Muthu, “Molecular Structure, Vibrational Spectra, First Order Hyper Polarizability, NBO and HOMO–LUMO Analysis of 2-Amino-5-bromo-benzoic Acid Methyl Ester,” Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 137 (2015): 1374–86.
   PubMed Web of Science ®Google Scholar
• M. Karabacak, M. Cinar, Z. Unal, and M. Kurt, “FT-IR,” Journal of Molecular Structure 982, nos. 1–3 (2010): 22–7.
   Web of Science ®Google Scholar
• M. Karabacak, M. Cinar, and M. Kurt, “DFT Based Computational Study on the Molecular Conformation, NMR Chemical Shifts and Vibrational Transitions for N-(2-Methylphenyl) Methanesulfonamide and N-(3-Methylphenyl) Methanesulfonamide,” Journal of Molecular Structure 968, nos. 1–3 (2010): 108–14.
   Web of Science ®Google Scholar
• K. L. Jayalakshmi and B. T. Gowda, “Infrared and NMR (1H and 13C) Spectral Studies of N-(Substituted Phenyl)-Methanesulphonamides,” Journal for Nature Research 59a (2004): 491–500.
   Google Scholar
• N. I. Dodoff, “Conformational and Vibrational Analysis of N-3-Pyridinylmethanesulfonamide,” Vibrational Spectroscopy 4, no. 3 (2000): 5–9.
   Google Scholar
• E. F. Mooney, “The Infrared Spectra of Chloro- and Bromobenzene Derivatives—I: Anisoles and Phenetoles,” Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 19, no. 6 (1963): 877–87.
   Google Scholar
• E. F. Mooney, “The Infrared Spectra of Chloro- and Bromobenzene Derivatives—II. Nitrobenzenes,” Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 20, no. 6 (1964): 1021–32.
   Google Scholar
• V. K. Rastogi, M. A. Palafox, K. Lang, S. K. Singhal, R. K. Soni, and R. Sharma, “Vibrational Spectra and Thermodynamics of Biomolecule: 5-Chlorocytosine,” Indian Journal of Pure and Applied Physics 44 (2006): 653–60.
   Web of Science ®Google Scholar
• S. Muthu, E. Elamurugu Porchelvi, M. Karabacak, A. M. Asiri, and Sushmita S. Swathi, “Synthesis, Structure, Spectroscopic Studies (FT-IR, FT-Raman and UV), Normal Coordinate, NBO and NLO Analysis of Salicylaldehyde p-Chlorophenylthiosemicarbazone,” Journal of Molecular Structure 1081 (2015): 400–12.
   Web of Science ®Google Scholar
• G. Varsanyi, Assignments of Vibrational Spectra of Benzene Derivatives (New York: Academic Press, 1969).
   Google Scholar
• Takehiko Shimanouchi, Yuzo Kakiuti, and Itaru Gamo, “Out‐of‐Plane CH Vibrations of Benzene Derivatives,” Journal of Chemical Physics 25, no. 6 (1956): 1245–45.
   Web of Science ®Google Scholar
• V. Balachandran, V. Karpagam, and A. Lakshmi, “Conformational Stability, Theoretical and Experimental Vibrational Spectral Analysis of 2,4,6-Trihydroxybenzaldehyde,” Journal of Molecular Structure 1021 (2012): 13–21.
   Web of Science ®Google Scholar
• J. Cioslowski, “A New Population Analysis Based on Atomic Polar Tensors,” Journal of the American Chemical Society 111, no. 22 (1989): 8333–36.
   Web of Science ®Google Scholar
• M. Gussoni, “Infrared Intensities: A New Tool in Chemistry,” Journal of Molecular Structure 141 (1986): 63–92.
   Web of Science ®Google Scholar
• W. B. Person and J. H. Newton, “Dipole Moment Derivatives and Infrared Intensities. I. Polar Tensors,” The Journal of Chemical Physics 61, no. 3 (1974): 1040–49.
   Web of Science ®Google Scholar
• A. Milano and C. Castiglioni, “Modeling of Molecular Charge Distribution on the Basis of Experimental Infrared Intensities and First-Principles Calculations: The Case of CH Bonds,” The Journal of Physical Chemistry A 114 (2010): 624–32.
   Google Scholar
• M. M. C. Ferreira, and E. Suto, “Atomic Polar Tensor Transferability and Atomic Charges in the Fluoromethane Series CHxF4-x,” The Journal of Physical Chemistry 96, no. 22 (1992): 8844–49.
   Web of Science ®Google Scholar
• M. J. S. Dewar, The Molecular Orbital Theory of Organic Chemistry (New York: McGraw-Hill and Inc., 1969).
   Google Scholar
• C. A. Coulson, R. McWeeny, Coulson’s Valence (Oxford: Oxford University Press, 1979).
   Google Scholar
• E. D. Glendening, J. K. Badenhoop, A. E. Reed, J. E. Carpenter, J. A. Bohmann, C. M. Morales, F. Weinhold, NBO 5.0, Theoretical Chemistry Institute (Madison: University of Wisconsin, 2001).
   Google Scholar
• Serap Yazıcı, Çiğdem Albayrak, İsmail Gümrükçüoğlu, İsmet Şenel, and Orhan Büyükgüngör, “Experimental and Density Functional Theory (DFT) Studies on (E)-2-Acetyl-4-(4-Nitrophenyldiazenyl) Phenol,” Journal of Molecular Structure 985, nos. 2–3 (2011): 292–98.
   Web of Science ®Google Scholar
• B. Kosar and C. Albayrak, “Spectroscopic Investigations and Quantum Chemical Computational Study of (E)-4-methoxy-2-[(p-tolylimino)methyl]phenol,” Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 78, no. 1 (2011): 160–67.
   PubMed Web of Science ®Google Scholar
• P. Geerlings, F. D. Proft, and W. LAngenaeker, “Conceptual Density Functional Theory,” Chemical Reviews 103, no. 5 (2003): 1793–873.
   PubMed Web of Science ®Google Scholar
• J. Padmanabhan, R. Parathasarathi, V. Subramanian, and P. K. Chattaraj, “Electrophilicity-Based Charge Transfer Descriptor,” Journal of Physical Chemistry A111 (2007): 1358–1361.
   Google Scholar
• Christophe Morell, Andre Grand, and Alejandro Toro-Labbe, “New Dual Descriptor for Chemical Reactivity,” The Journal of Physical Chemistry A 109, no. 1 (2005): 205–12.
   PubMed Web of Science ®Google Scholar
• R. Hoffmann, VCH Publishers, New York (1998).
   Google Scholar
• T. Hughbanks and R. Hoffmann, “Chains of Trans-Edge-Sharing Molybdenum Octahedra: Metal–Metal Bonding in Extended Systems,” Journal of the American Chemical Society 105, no. 11 (1983): 3528–3537.
   Web of Science ®Google Scholar
• J. G. Małecki, “Synthesis, Crystal, Molecular and Electronic Structures of Thiocyanate Ruthenium Complexes with Pyridine and its Derivatives as Ligands,” Polyhedron 29, no. 8 (2010): 1973–979.
   Web of Science ®Google Scholar
• Noel M. O'Boyle, Adam L. Tenderholt, and Karol M. Langner, “Cclib: A Library for Package-Independent Computational Chemistry Algorithms,” Journal of Computational Chemistry 29, no. 5 (2008): 839–845.
   PubMed Web of Science ®Google Scholar
• M. Chen, U. V. Waghmare, C. M. Friend, and E. Kaxiras, “A Density Functional Study of Clean and Hydrogen-Covered α-MoO3(010): Electronic Structure and Surface Relaxation,” Journal of Chemical Physics 109, no. 16 (1998): 6854–860.
   Web of Science ®Google Scholar
• J. Henriksson, T. Saue, and P. Norman, “Quadratic Response Functions in the Relativistic Four-Component Kohn-Sham Approximation,” Journal of Chemical Physics 128 (2008): 024105(1–9).
   Google Scholar
• J. P. Hermann, D. Ricard, and J. Ducuing, “Optical Nonlinearities in Conjugated Systems: β‐Carotene,” Applied Physics Letters 23, no. 4 (1973): 178–80.
   Web of Science ®Google Scholar
• C. W. Zhang, Y. D. Huang, S. C. Wang, C. Y. Zhang, and X. Q. Zhang, “Blends of Polypropylene and Syndiotactic 1,2-Polybutadiene: Morphology, Crystallization Behaviors and Mechanical Properties,” Chemical Research in Chinese University 24 (2008): 640–43.
   Google Scholar
• D. A. Klein Man, “Nonlinear Dielectric Polarization in Optical Media,” Journal Physical Review 126 (1962): 1977–79.
   Web of Science ®Google Scholar
• H. Sekino and R. J. Bartlett, “Hyperpolarizabilities of the Hydrogen Fluoride Molecule: A Discrepancy Between Theory and Experiment?” Journal of Chemical Physics 84, no. 5 (1986): 2726–33.
   Web of Science ®Google Scholar
• J. Henriksson, T. Saue, and P. Norman, “Quadratic Response Functions in the Relativistic Four-Component Kohn-Sham Approximation,” Journal of Chemical Physics 128 (2008): 024105(1–9).
   PubMedGoogle Scholar
• J. P. Hermann, D. Ricard, and J. Ducuing, “Optical Nonlinearities in Conjugated Systems: β-Carotene,” Applied Physics and Letters 23, no. 4 (1973): 178–180.
   Google Scholar
• R. Parthasarathi, V. Subramanian, D. R. Roy, and P. K. Chattaraj, “Electrophilicity Index as a Possible Descriptor of Biological Activity,” Bioorganic and Medicinal Chemistry 12, no. 21 (2004): 5533–43.
   PubMed Web of Science ®Google Scholar
• A. Lagunin, A. Stepanchikova, D. Filimonov, and V. Poroikov, “PASS: Prediction of Activity Spectra for Biologically Active Substances,” Bioinformatics 16, no. 8 (2000): 747–8.
   Google Scholar
• E. Y. Chien, W. Liu, Q. Zhao, V. Katritch, G. W. Han, M. A. Hanson, L. Shi, A. H. Newman, J. A. Javitch, V. Cherezov, and R. C. Stevens, “Structure of the Human Dopamine D3 Receptor in Complex with a D2/D3 Selective Antagonist,” Science (New York, NY) 330, no. 6007 (2010): 1091–95.
   Google Scholar
• A. R. Katritzky, L. Mu, V. S. Lobanov, and M. Karelson, “Correlation of Boiling Points with Molecular Structure. 1. A Training Set of 298 Diverse Organics and a Test Set of 9 Simple Inorganics,” The Journal of Physical Chemistry 100, no. 24 (1996): 10400–407.
   Web of Science ®Google Scholar
• X. Qi, F. Loiseau, W. L. Chan, Y. Yan, Z. Wei, L.-G. Milroy, R. M. Myers, S. V. Ley, R. J. Read, R. W. Carrell, et al. “Allosteric Modulation of Hormone Release from Thyroxine and Corticosteroid-Binding Globulins,” The Journal of Biological Chemistry 286, no. 18 (2011): 16163–173.
   PubMed Web of Science ®Google Scholar