NAV

(4s)-4-{[(2s)-2-Amino-3-Oxopropyl]Sulfanyl}-L-Homoserinate

Identification

Generic Name
(4s)-4-{[(2s)-2-Amino-3-Oxopropyl]Sulfanyl}-L-Homoserinate
DrugBank Accession Number
DB03502
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Similar Structures
Weight
Average: 238.261
Monoisotopic: 238.062342258
Chemical Formula
C7H14N2O5S
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UAspartate-semialdehyde dehydrogenaseNot AvailableHaemophilus influenzae (strain ATCC 51907 / DSM 11121 / KW20 / Rd)
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
Classification
Not classified
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
ZGWOKDWPXPPFGS-VAYJURFESA-N
InChI
InChI=1S/C7H14N2O5S/c8-3(6(11)12)1-5(10)15-2-4(9)7(13)14/h3-5,10H,1-2,8-9H2,(H,11,12)(H,13,14)/t3-,4-,5+/m0/s1
IUPAC Name
(2S,4R)-2-amino-4-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}-4-hydroxybutanoic acid
SMILES
[H][C@](O)(C[C@]([H])(N)C(O)=O)SC[C@]([H])(N)C(O)=O

References

General References
Not Available
PubChem Compound
49867129
PubChem Substance
46505542
ChemSpider
25057192
ZINC
ZINC000058632347
PDBe Ligand
HTI
PDB Entries
1nwh / 1nx6 / 1pu2 / 1q2x / 2r00

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 Solubility24.1 mg/mLALOGPS
logP-4.1ALOGPS
logP-6.3Chemaxon
logS-1ALOGPS
pKa (Strongest Acidic)1.62Chemaxon
pKa (Strongest Basic)9.29Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count7Chemaxon
Hydrogen Donor Count5Chemaxon
Polar Surface Area146.87 Å2Chemaxon
Rotatable Bond Count7Chemaxon
Refractivity52.38 m3·mol-1Chemaxon
Polarizability22.41 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.5
Blood Brain Barrier-0.7228
Caco-2 permeable-0.7945
P-glycoprotein substrateNon-substrate0.7037
P-glycoprotein inhibitor INon-inhibitor0.9714
P-glycoprotein inhibitor IINon-inhibitor0.9967
Renal organic cation transporterNon-inhibitor0.9653
CYP450 2C9 substrateNon-substrate0.8209
CYP450 2D6 substrateNon-substrate0.8339
CYP450 3A4 substrateNon-substrate0.8014
CYP450 1A2 substrateNon-inhibitor0.8886
CYP450 2C9 inhibitorNon-inhibitor0.9258
CYP450 2D6 inhibitorNon-inhibitor0.942
CYP450 2C19 inhibitorNon-inhibitor0.9521
CYP450 3A4 inhibitorNon-inhibitor0.8805
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9961
Ames testNon AMES toxic0.6561
CarcinogenicityNon-carcinogens0.885
BiodegradationReady biodegradable0.741
Rat acute toxicity1.8043 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9933
hERG inhibition (predictor II)Non-inhibitor0.9609
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
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-01bc-4910000000-b79a2d9205cc32856559
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-00xr-3920000000-f26f5435ce1805f3f4b9
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00e9-6900000000-bc3871b993fe34294d00
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0089-1900000000-7247431e8d6ab4507eae
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-9200000000-ca334389fa936c151017
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-9000000000-d544fef2b4674074d8cc
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0fi0-9300000000-0753b51fb831369e11ad
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-147.19536
predicted
DeepCCS 1.0 (2019)
[M+H]+149.55344
predicted
DeepCCS 1.0 (2019)
[M+Na]+156.47401
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Aspartate-semialdehyde dehydrogenase
Kind
Protein
Organism
Haemophilus influenzae (strain ATCC 51907 / DSM 11121 / KW20 / Rd)
Pharmacological action
Unknown
General Function
Nadp binding
Specific Function
Catalyzes the NADPH-dependent formation of L-aspartate-semialdehyde (L-ASA) by the reductive dephosphorylation of L-aspartyl-4-phosphate.
Gene Name
asd
Uniprot ID
P44801
Uniprot Name
Aspartate-semialdehyde dehydrogenase
Molecular Weight
40538.52 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]

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