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BioAssay: AID 227718

Binding energy by using the equation deltaG obsd = -RT ln KD

The binding constants and structural components of 200 drugs and enzyme inhibitors have been used to calculate the average binding energies of 10 common functional groups. As expected, charged groups bind more strongly than polar groups, which in turn bind more tightly than nonpolar groups. The derived intrinsic binding energies (in kcal/mol) are (i) charged groups, CO-2, 8.2; PO2-4, 10.0; N+, more ..
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 Tested Compounds
 Tested Compounds
All(183)
 
 
Unspecified(183)
 
 
 Tested Substances
 Tested Substances
All(186)
 
 
Unspecified(186)
 
 
AID: 227718
Data Source: ChEMBL (225074)
Depositor Category: Literature, Extracted
BioAssay Version:
Deposit Date: 2010-05-21
Modify Date: 2014-05-19

Data Table ( Complete ):           View All Data
Tested Compounds:
Description:
Title: Functional group contributions to drug-receptor interactions.

Abstract: The binding constants and structural components of 200 drugs and enzyme inhibitors have been used to calculate the average binding energies of 10 common functional groups. As expected, charged groups bind more strongly than polar groups, which in turn bind more tightly than nonpolar groups. The derived intrinsic binding energies (in kcal/mol) are (i) charged groups, CO-2, 8.2; PO2-4, 10.0; N+, 11.5; (ii) polar groups, N, 1.2; OH, 2.5; CO, 3.4; O or S ethers, 1.1; halogens, 1.3; (iii) nonpolar groups, C (sp2), 0.7; C (sp3), 0.8. These values may be used to determine the goodness of fit of a drug to its receptor. This is done by comparing the observed binding constant to the average binding energy calculated by summing the intrinsic binding energies of the component groups and then subtracting two entropy related terms (14 kcal/mol for the loss of overall rotational and translational entropy and 0.7 kcal/mol for each degree of conformational freedom). Drugs that match their receptors exceptionally well have a measured binding energy that substantially exceeds this calculated average value--examples include diazepam and biotin. Conversely, if the observed binding energy is very much less than the calculated average value, then the drug apparently matches its receptor less well than average. Examples of this type include methotrexate and buprenorphine.
(PMID: 6094812)
Comment
Putative Target:

ChEMBL Target ID: 22224
Target Type: ADMET
Pref Name: ADMET
Confidence: Default value - Target unknown or has yet to be assigned
Relationship Type: Default value - Target has yet to be curated
Categorized Comment
Assay Type: ADME

Assay Data Source: Scientific Literature

Result Definitions
TIDNameDescriptionHistogramTypeUnit
OutcomeThe BioAssay activity outcomeOutcome
1Binding energy activity commentBinding energy activity commentString
2Binding energy standard flagBinding energy standard flagInteger
3Binding energy qualifierBinding energy qualifierString
4Binding energy published valueBinding energy published valueFloatkCal mol-1
5Binding energy standard valueBinding energy standard valueFloatkCal M-1

Data Table (Concise)
Data Table ( Complete ):     View All Data
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