Identification

Generic Name
L-2,4-diaminobutyric acid
DrugBank Accession Number
DB03817
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 118.1344
Monoisotopic: 118.074227574
Chemical Formula
C4H10N2O2
Synonyms
  • (S)-2,4-Diaminobutanoic acid
  • alpha,gamma-Diaminobutyrate
  • Dbu
  • L-2,4-Diaminobutanoate
  • L-2,4-diaminobutanoic acid
  • L-2,4-Diaminobutyrate
  • L-Dbu
  • L-diaminobutyric acid

Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UEnvelope glycoprotein gp160Not AvailableHIV-1
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
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
L-alpha-amino acids
Alternative Parents
Amino fatty acids / Amino acids / Monocarboxylic acids and derivatives / Carboxylic acids / Organopnictogen compounds / Organic oxides / Monoalkylamines / Hydrocarbon derivatives / Carbonyl compounds
Substituents
Aliphatic acyclic compound / Amine / Amino acid / Amino fatty acid / Carbonyl group / Carboxylic acid / Fatty acid / Fatty acyl / Hydrocarbon derivative / L-alpha-amino acid
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
2,4-diaminobutyric acid (CHEBI:48950)
Affected organisms
Not Available

Chemical Identifiers

UNII
61HPH2F0W7
CAS number
1758-80-1
InChI Key
OGNSCSPNOLGXSM-VKHMYHEASA-N
InChI
InChI=1S/C4H10N2O2/c5-2-1-3(6)4(7)8/h3H,1-2,5-6H2,(H,7,8)/t3-/m0/s1
IUPAC Name
(2S)-2,4-diaminobutanoic acid
SMILES
NCC[C@H](N)C(O)=O

References

General References
Not Available
Human Metabolome Database
HMDB0006284
KEGG Compound
C03283
PubChem Compound
134490
PubChem Substance
46508539
ChemSpider
118548
BindingDB
92987
ChEBI
48950
ChEMBL
CHEMBL321357
ZINC
ZINC000052986906
PDBe Ligand
DAB
PDB Entries
1b4h / 1j73 / 1j9v / 1jar / 1jdk / 2m7i / 2n5w / 2n5y / 2pm1 / 2w76
show 26 more

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 Solubility270.0 mg/mLALOGPS
logP-3.7ALOGPS
logP-4ChemAxon
logS0.36ALOGPS
pKa (Strongest Acidic)2.55ChemAxon
pKa (Strongest Basic)9.95ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area89.34 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity28.56 m3·mol-1ChemAxon
Polarizability11.89 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.7781
Blood Brain Barrier+0.5251
Caco-2 permeable-0.7388
P-glycoprotein substrateNon-substrate0.6703
P-glycoprotein inhibitor INon-inhibitor0.979
P-glycoprotein inhibitor IINon-inhibitor0.9454
Renal organic cation transporterNon-inhibitor0.8879
CYP450 2C9 substrateNon-substrate0.8217
CYP450 2D6 substrateNon-substrate0.7562
CYP450 3A4 substrateNon-substrate0.8043
CYP450 1A2 substrateNon-inhibitor0.9226
CYP450 2C9 inhibitorNon-inhibitor0.9546
CYP450 2D6 inhibitorNon-inhibitor0.965
CYP450 2C19 inhibitorNon-inhibitor0.9578
CYP450 3A4 inhibitorNon-inhibitor0.9254
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9864
Ames testAMES toxic0.8428
CarcinogenicityNon-carcinogens0.8525
BiodegradationReady biodegradable0.8809
Rat acute toxicity1.2524 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9843
hERG inhibition (predictor II)Non-inhibitor0.9556
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
GC-MS Spectrum - GC-MS (3 TMS)GC-MSsplash10-0udi-0910000000-c063d8231376ede53de2
GC-MS Spectrum - GC-MS (5 TMS)GC-MSsplash10-0fe0-2910000000-db971ca13fbd6bdfb5f2
GC-MS Spectrum - GC-MS (4 TMS)GC-MSsplash10-0fki-1930000000-f3933f38127537d9d178
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
GC-MS Spectrum - GC-MSGC-MSsplash10-0udi-0910000000-c063d8231376ede53de2
GC-MS Spectrum - GC-MSGC-MSsplash10-0fe0-2910000000-db971ca13fbd6bdfb5f2
GC-MS Spectrum - GC-MSGC-MSsplash10-0fki-1930000000-f3933f38127537d9d178
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-0uxr-1900000000-499115725bc286b22b97
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-0uk9-9800000000-2846e6524438703ab54d
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-0ab9-9000000000-d101f60f5f0933b1cc22
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-0a4l-9000000000-b4fce69a41761f7bd63e
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-0006-9000000000-235022305b68ba272d34

Targets

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Kind
Protein
Organism
HIV-1
Pharmacological action
Unknown
General Function
Structural molecule activity
Specific Function
Envelope glycoprotein gp160: Oligomerizes in the host endoplasmic reticulum into predominantly trimers. In a second time, gp160 transits in the host Golgi, where glycosylation is completed. The pre...
Gene Name
env
Uniprot ID
P12488
Uniprot Name
Envelope glycoprotein gp160
Molecular Weight
97202.505 Da

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52