Identification

Generic Name
L-1-naphthyl-2-acetamido-ethane boronic acid
DrugBank Accession Number
DB08565
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 274.1
Monoisotopic: 274.125063503
Chemical Formula
C14H17BNO4
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UChymotrypsinogen BNot AvailableHumans
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as naphthalenes. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Naphthalenes
Sub Class
Not Available
Direct Parent
Naphthalenes
Alternative Parents
Acetamides / Secondary carboxylic acid amides / Boronic acids / Polyols / Organic metalloid salts / Organopnictogen compounds / Organonitrogen compounds / Organic oxides / Monoalkylboranes / Hydrocarbon derivatives
show 2 more
Substituents
Acetamide / Alkylborane / Aromatic homopolycyclic compound / Boronic acid / Boronic acid derivative / Carbonyl group / Carboxamide group / Carboxylic acid derivative / Hydrocarbon derivative / Monoalkylborane
show 13 more
Molecular Framework
Aromatic homopolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
XDFLCBUAVBYWFW-AWEZNQCLSA-N
InChI
InChI=1S/C14H17BNO4/c1-10(17)16-14(15(18,19)20)9-12-7-4-6-11-5-2-3-8-13(11)12/h2-8,14,18-20H,9H2,1H3,(H,16,17)/q-1/t14-/m0/s1
IUPAC Name
[(1R)-1-acetamido-2-(naphthalen-1-yl)ethyl]trihydroxyboranuide
SMILES
[H]N([C@@H](CC1=CC=CC2=CC=CC=C12)[B-](O)(O)O)C(C)=O

References

General References
Not Available
PubChem Compound
449487
PubChem Substance
99445036
ChemSpider
396006
ZINC
ZINC000169748510
PDBe Ligand
SRB
PDB Entries
3vgc

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.0446 mg/mLALOGPS
logP1.35ALOGPS
logP0.23Chemaxon
logS-3.8ALOGPS
pKa (Strongest Acidic)12.74Chemaxon
pKa (Strongest Basic)-1.2Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area89.79 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity71.43 m3·mol-1Chemaxon
Polarizability28.23 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.7557
Blood Brain Barrier+0.9076
Caco-2 permeable-0.6358
P-glycoprotein substrateNon-substrate0.5156
P-glycoprotein inhibitor INon-inhibitor0.9583
P-glycoprotein inhibitor IINon-inhibitor0.9656
Renal organic cation transporterNon-inhibitor0.9372
CYP450 2C9 substrateNon-substrate0.6469
CYP450 2D6 substrateNon-substrate0.7648
CYP450 3A4 substrateNon-substrate0.5293
CYP450 1A2 substrateNon-inhibitor0.574
CYP450 2C9 inhibitorNon-inhibitor0.8092
CYP450 2D6 inhibitorNon-inhibitor0.8912
CYP450 2C19 inhibitorNon-inhibitor0.8018
CYP450 3A4 inhibitorNon-inhibitor0.715
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.842
Ames testNon AMES toxic0.6028
CarcinogenicityNon-carcinogens0.8006
BiodegradationNot ready biodegradable0.881
Rat acute toxicity2.2226 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9675
hERG inhibition (predictor II)Non-inhibitor0.8193
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
Not Available

Targets

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Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Serine-type endopeptidase activity
Specific Function
Not Available
Gene Name
CTRB1
Uniprot ID
P17538
Uniprot Name
Chymotrypsinogen B
Molecular Weight
27869.74 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]

Drug created at September 15, 2010 21:32 / Updated at June 12, 2020 16:52