NAV

Guanidinoethylmercaptosuccinic acid

Identification

Generic Name
Guanidinoethylmercaptosuccinic acid
DrugBank Accession Number
DB04489
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 235.261
Monoisotopic: 235.062676609
Chemical Formula
C7H13N3O4S
Synonyms
  • GEMSA
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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
UCarboxypeptidase DNot 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
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as thia fatty acids. These are fatty acid derivatives obtained by insertion of a sulfur atom at specific positions in the chain.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Fatty Acyls
Sub Class
Fatty acids and conjugates
Direct Parent
Thia fatty acids
Alternative Parents
Dicarboxylic acids and derivatives / Guanidines / Sulfenyl compounds / Propargyl-type 1,3-dipolar organic compounds / Dialkylthioethers / Carboxylic acids / Carboximidamides / Organopnictogen compounds / Organic oxides / Hydrocarbon derivatives
show 1 more
Substituents
Aliphatic acyclic compound / Carbonyl group / Carboximidamide / Carboxylic acid / Carboxylic acid derivative / Dialkylthioether / Dicarboxylic acid or derivatives / Guanidine / Hydrocarbon derivative / Organic 1,3-dipolar compound
show 11 more
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
77482-44-1
InChI Key
VKVCLXDFOQQABP-BYPYZUCNSA-N
InChI
InChI=1S/C7H13N3O4S/c8-7(9)10-1-2-15-4(6(13)14)3-5(11)12/h4H,1-3H2,(H,11,12)(H,13,14)(H4,8,9,10)/t4-/m0/s1
IUPAC Name
(2S)-2-({2-[(diaminomethylidene)amino]ethyl}sulfanyl)butanedioic acid
SMILES
[H]N([H])C(=NCCS[C@@H](CC(O)=O)C(O)=O)N([H])[H]

References

General References
Not Available
PubChem Compound
446018
PubChem Substance
46506328
ChemSpider
393491
ZINC
ZINC000002384679
PDBe Ligand
GEM
PDB Entries
1h8l / 3d67 / 3mn8 / 3v7z / 4a39

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 Solubility2.42 mg/mLALOGPS
logP-0.96ALOGPS
logP-2.9Chemaxon
logS-2ALOGPS
pKa (Strongest Acidic)3.61Chemaxon
pKa (Strongest Basic)11.65Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count7Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area139 Å2Chemaxon
Rotatable Bond Count7Chemaxon
Refractivity54.23 m3·mol-1Chemaxon
Polarizability22.84 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.6197
Blood Brain Barrier+0.5615
Caco-2 permeable-0.711
P-glycoprotein substrateNon-substrate0.5126
P-glycoprotein inhibitor INon-inhibitor0.9641
P-glycoprotein inhibitor IINon-inhibitor0.9359
Renal organic cation transporterNon-inhibitor0.7195
CYP450 2C9 substrateNon-substrate0.787
CYP450 2D6 substrateNon-substrate0.7646
CYP450 3A4 substrateNon-substrate0.8053
CYP450 1A2 substrateNon-inhibitor0.8044
CYP450 2C9 inhibitorNon-inhibitor0.87
CYP450 2D6 inhibitorNon-inhibitor0.9238
CYP450 2C19 inhibitorNon-inhibitor0.8822
CYP450 3A4 inhibitorNon-inhibitor0.7985
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9903
Ames testNon AMES toxic0.6575
CarcinogenicityNon-carcinogens0.9279
BiodegradationReady biodegradable0.5915
Rat acute toxicity1.9899 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.949
hERG inhibition (predictor II)Non-inhibitor0.9282
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-MSsplash10-00ko-9600000000-30c8863a923e71d70abe
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-000i-3490000000-c6129d16f500ae4f53d4
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0zfs-0900000000-d410847d91a7d2198309
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0hk9-9810000000-1622e2c8150cd490c98d
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0zfr-3900000000-132c1d5a3799b1faaac6
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0k96-9500000000-96037dbdac8e84f5edd3
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-03dl-9100000000-6df3e63911e1868ec8d1
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]-144.52328
predicted
DeepCCS 1.0 (2019)
[M+H]+147.28163
predicted
DeepCCS 1.0 (2019)
[M+Na]+155.77107
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Carboxypeptidase D
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Not Available
Gene Name
CPD
Uniprot ID
O75976
Uniprot Name
Carboxypeptidase D
Molecular Weight
152929.865 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]
  3. 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 June 13, 2005 13:24 / Updated at June 12, 2020 16:52