3D-QSAR study of benzene sulfonamide analogs as carbonic anhydrase II inhibitors

Sethi, Kalyan Kumar; Verma, Saurabh; Prasanthi, Naru; Sahoo, Suvendu Kumar; Parhi, Rabi N; Suresh, P

doi:10.1016/j.bmcl.2010.03.104

Cited by 11 publications

(5 citation statements)

References 16 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Quantitative structure–activity relationships (QSARs) have been successfully applied in the study of the relationship between physicochemical properties of chemical substances and their biological activities to obtain a supportive statistical model for predicting the activity of new chemical entities. 3D‐QSAR has also emerged as a natural extension to the classical Hansch and Free‐Wilson approach, exploiting the three‐dimensional properties of the ligands to predict their biological activities using chemometric techniques such as partial least squares (PLS), genetic partial least squares (G/PLS) and artificial neural network (ANN) . What is more, 3D‐QSAR has served as a valuable predictive tool in the design of novel drugs.…”

Section: Introductionmentioning

confidence: 99%

“…3D-QSAR has also emerged as a natural extension to the classical Hansch and Free-Wilson approach, exploiting the three-dimensional properties of the ligands to predict their biological activities using chemometric techniques such as partial least squares (PLS), genetic partial least squares (G/PLS) and artificial neural network (ANN). [18][19][20][21] What is more, 3D-QSAR has served as a valuable predictive tool in the design of novel drugs.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

3D-quantitative structure–activity relationship and docking studies of coumarin derivatives as tissue kallikrein 7 inhibitors

Zheng

Tan

et al. 2017

Journal of Pharmacy and Pharmacology

View full text Add to dashboard Cite

show abstract

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

3D-quantitative structure–activity relationship and docking studies of coumarin derivatives as tissue kallikrein 7 inhibitors

Zheng

Tan

et al. 2017

Journal of Pharmacy and Pharmacology

View full text Add to dashboard Cite

show abstract

“…The minimum-sigma (column filtering) was set to be that leading to the highest correlation coefficient (r 2 ) or in the LOO cross validated predictions. The non-cross validation was used in the analysis of CoMFA and CoMSIA results and prediction of models [12,13].…”

Section: Methodsmentioning

confidence: 99%

3D-QSAR Study of Some Heterocyclic Sulfonamide Analogs as hCAII Inhibitors

Verma

Saha²,

Mishra³

et al. 2012

LDDD

View full text Add to dashboard Cite

Three-dimensional quantitative structure-activity relationship (3-D QSAR) was performed using comparative molecular field analysis (CoMFA) and comparative molecular similarity indices analysis (CoMSIA) techniques in order to understand the carbonic anhydrase inhibition activity. A large number of 25 structurally and functionally diverse series of aromatic heterocyclic sulfonamides carbonic anhydrase (CA, EC 4.2.1.1) inhibitors, such as hCA II were chosen for the study. Based on the alignment generated by docking conformations, a highly predictive comparative molecular field analysis (CoMFA) and comparative molecular similarity indices analysis (CoMSIA) models were developed with q2 value of 0.532 and 0.486 & r2 value of 0.978 and 0.952, respectively. Further, mapping of contours onto the active site validated each other in terms of residues involved with reference to respective contours. This integrated molecular docking based alignment followed by 3D-QSAR studies should provide further insights to support structure based design of human carbonic anhydrase II inhibitors with improved activity profile.

show abstract

“…Alternatively, a quantitative structure-activity relationship (QSAR), in which a correlation between calculated properties of molecules and their experimentally determined biological activity may be derived, is used. These QSAR relationships in turn may be used to predict the activity of new analogs [20][21][22] . In this context, we have taken a large set of hCAI sulfonamide database for QSAR study.…”

Section: Ligand-based Drug Designmentioning

confidence: 99%

A systematic quantitative approach to rational drug design and discovery of novel human carbonic anhydrase IX inhibitors

Sethi

Verma

2013

Journal of Enzyme Inhibition and Medicinal Chemistry

Self Cite

View full text Add to dashboard Cite

Drug design involves the design of small molecules that are complementary in shape and charge to the biomolecular target with which they interact and therefore will bind to it. Threedimensional quantitative structure-activity relationship (3D-QSAR) studies were performed for a series of carbonic anhydrase IX inhibitors using comparative molecular field analysis (CoMFA) and comparative molecular similarity indices analysis (CoMSIA) techniques with the help of SYBYL 7.1 software. The large set of 36 different aromatic/heterocyclic sulfamates carbonic anhydrase (CA, EC 4.2.1.1) inhibitors, such as hCA IX, was chosen for this study. The conventional ligand-based 3D-QSAR studies were performed based on the low energy conformations employing database alignment rule. The ligand-based model gave q 2 values 0.802 and 0.829 and r 2 values 1.000 and 0.994 for CoMFA and CoMSIA, respectively, and the predictive ability of the model was validated. The predicted r 2 values are 0.999 and 0.502 for CoMFA and CoMSIA, respectively. SEA (steric, electrostatic, hydrogen bond acceptor) of CoMSIA has the significant contribution for the model development. The docking of inhibitors into hCA IX active site using Glide XP (Schrö dinger) software revealed the vital interactions and binding conformation of the inhibitors. The CoMFA and CoMSIA field contour maps are well in agreement with the structural characteristics of the binding pocket of hCA IX active site, which suggests that the information rendered by 3D-QSAR models and the docking interactions can provide guidelines for the development of improved hCA IX inhibitors as leads for various types of metastatic cancers including those of cervical, renal, breast and head and neck origin.

show abstract

3D-QSAR study of benzene sulfonamide analogs as carbonic anhydrase II inhibitors

Cited by 11 publications

References 16 publications

3D-quantitative structure–activity relationship and docking studies of coumarin derivatives as tissue kallikrein 7 inhibitors

3D-quantitative structure–activity relationship and docking studies of coumarin derivatives as tissue kallikrein 7 inhibitors

3D-QSAR Study of Some Heterocyclic Sulfonamide Analogs as hCAII Inhibitors

A systematic quantitative approach to rational drug design and discovery of novel human carbonic anhydrase IX inhibitors

Contact Info

Product

Resources

About