NAV

S-[3-(3,4-DICHLOROPHENYL)-3-OXOPROPYL]-L-CYSTEINE

Identification

Generic Name
S-[3-(3,4-DICHLOROPHENYL)-3-OXOPROPYL]-L-CYSTEINE
DrugBank Accession Number
DB07590
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 322.208
Monoisotopic: 320.999319391
Chemical Formula
C12H13Cl2NO3S
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
USortase BNot AvailableBacillus anthracis
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 l-cysteine-s-conjugates. These are compounds containing L-cysteine where the thio-group is conjugated.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
L-cysteine-S-conjugates
Alternative Parents
Alkyl-phenylketones / L-alpha-amino acids / Aryl alkyl ketones / Benzoyl derivatives / Dichlorobenzenes / Aryl chlorides / Amino acids / Sulfenyl compounds / Monocarboxylic acids and derivatives / Dialkylthioethers
show 6 more
Substituents
1,2-dichlorobenzene / Alkyl-phenylketone / Alpha-amino acid / Amine / Amino acid / Aromatic homomonocyclic compound / Aryl alkyl ketone / Aryl chloride / Aryl halide / Aryl ketone
show 27 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
WBRMJWLALJKZJY-JTQLQIEISA-N
InChI
InChI=1S/C12H13Cl2NO3S/c13-8-2-1-7(5-9(8)14)11(16)3-4-19-6-10(15)12(17)18/h1-2,5,10H,3-4,6,15H2,(H,17,18)/t10-/m0/s1
IUPAC Name
(2R)-2-amino-3-{[3-(3,4-dichlorophenyl)-3-oxopropyl]sulfanyl}propanoic acid
SMILES
[H][C@](N)(CSCCC(=O)C1=CC=C(Cl)C(Cl)=C1)C(O)=O

References

General References
Not Available
PubChem Compound
46937082
PubChem Substance
99444061
ChemSpider
25057215
ZINC
ZINC000053683099
PDBe Ligand
CS4
PDB Entries
2oqz

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 Solubility0.0308 mg/mLALOGPS
logP0.62ALOGPS
logP0.17Chemaxon
logS-4ALOGPS
pKa (Strongest Acidic)1.62Chemaxon
pKa (Strongest Basic)9.11Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area80.39 Å2Chemaxon
Rotatable Bond Count7Chemaxon
Refractivity77.13 m3·mol-1Chemaxon
Polarizability31.27 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9652
Blood Brain Barrier+0.5878
Caco-2 permeable-0.5836
P-glycoprotein substrateSubstrate0.5428
P-glycoprotein inhibitor INon-inhibitor0.8958
P-glycoprotein inhibitor IINon-inhibitor0.9942
Renal organic cation transporterNon-inhibitor0.8517
CYP450 2C9 substrateNon-substrate0.8533
CYP450 2D6 substrateNon-substrate0.8305
CYP450 3A4 substrateNon-substrate0.6677
CYP450 1A2 substrateNon-inhibitor0.6205
CYP450 2C9 inhibitorNon-inhibitor0.8664
CYP450 2D6 inhibitorNon-inhibitor0.8078
CYP450 2C19 inhibitorNon-inhibitor0.6395
CYP450 3A4 inhibitorNon-inhibitor0.7252
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9432
Ames testNon AMES toxic0.7258
CarcinogenicityNon-carcinogens0.9279
BiodegradationNot ready biodegradable0.9381
Rat acute toxicity2.5415 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8603
hERG inhibition (predictor II)Non-inhibitor0.7524
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-MSsplash10-00di-9420000000-6207b23d705a665a4a61
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0fk9-0359000000-39b26f050105686d4a3b
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0089-9210000000-b73f82c096e929495e25
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a5a-9200000000-d7045b190418d57ebb49
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-1950000000-43b809239d7c481a3b48
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-1900000000-fc1e3e81bb432cc5a21e
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-001r-9000000000-e3f526bff27ebd421b5c
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]-162.92561
predicted
DeepCCS 1.0 (2019)
[M+H]+165.28362
predicted
DeepCCS 1.0 (2019)
[M+Na]+171.37675
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Sortase B
Kind
Protein
Organism
Bacillus anthracis
Pharmacological action
Unknown
General Function
Hydrolase activity
Specific Function
Not Available
Gene Name
srtB
Uniprot ID
A0A6L8PZR0
Uniprot Name
Sortase
Molecular Weight
30109.765 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 21:23 / Updated at June 12, 2020 16:52