NAV

Acid yellow 54 free acid

Identification

Generic Name
Acid yellow 54 free acid
DrugBank Accession Number
DB03442
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Similar Structures
Weight
Average: 496.471
Monoisotopic: 496.03586951
Chemical Formula
C18H16N4O9S2
Synonyms
  • 2-(5-hydroxy-3-methyl-1-(2-methyl-4-sulfophenyl)-1H-pyrazol-4-ylazo)-4-sulfobenzoic acid
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UBifunctional purine biosynthesis protein PURHNot 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 4-sulfobenzoic acids. These are sulfobenzoic acid carrying the sulfonyl group at the 4-position of the benzene group.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzenesulfonic acids and derivatives
Direct Parent
4-sulfobenzoic acids
Alternative Parents
Phenylpyrazoles / 1-sulfo,2-unsubstituted aromatic compounds / Benzenesulfonyl compounds / Benzoic acids / Benzoyl derivatives / Toluenes / Sulfonyls / Organosulfonic acids / Heteroaromatic compounds / Azo compounds
show 8 more
Substituents
1-sulfo,2-unsubstituted aromatic compound / 4-sulfobenzoic acid / Aromatic heteromonocyclic compound / Arylsulfonic acid or derivatives / Azacycle / Azo compound / Azole / Benzenesulfonyl group / Benzoic acid / Benzoic acid or derivatives
show 23 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
83Y199VAOL
CAS number
68957-71-1
InChI Key
NOQURKNIKJDEPW-FMQUCBEESA-N
InChI
InChI=1S/C18H16N4O9S2/c1-9-7-11(32(26,27)28)4-6-15(9)22-17(23)16(10(2)21-22)20-19-14-8-12(33(29,30)31)3-5-13(14)18(24)25/h3-8,23H,1-2H3,(H,24,25)(H,26,27,28)(H,29,30,31)/b20-19+
IUPAC Name
2-[(1E)-2-[5-hydroxy-3-methyl-1-(2-methyl-4-sulfophenyl)-1H-pyrazol-4-yl]diazen-1-yl]-4-sulfobenzoic acid
SMILES
CC1=NN(C(O)=C1\N=N\C1=CC(=CC=C1C(O)=O)S(O)(=O)=O)C1=C(C)C=C(C=C1)S(O)(=O)=O

References

General References
Not Available
PubChem Compound
5478860
PubChem Substance
46507723
ChemSpider
20120244
BindingDB
22578
ZINC
ZINC000004261853
PDBe Ligand
326
PDB Entries
1thz

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 Solubility0.156 mg/mLALOGPS
logP-0.35ALOGPS
logP-1.9Chemaxon
logS-3.5ALOGPS
pKa (Strongest Acidic)-2.8Chemaxon
pKa (Strongest Basic)1.48Chemaxon
Physiological Charge-4Chemaxon
Hydrogen Acceptor Count12Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area208.81 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity118.11 m3·mol-1Chemaxon
Polarizability47.15 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.892
Blood Brain Barrier-0.6387
Caco-2 permeable-0.5932
P-glycoprotein substrateNon-substrate0.8738
P-glycoprotein inhibitor INon-inhibitor0.8755
P-glycoprotein inhibitor IINon-inhibitor0.9128
Renal organic cation transporterNon-inhibitor0.9281
CYP450 2C9 substrateNon-substrate0.5463
CYP450 2D6 substrateNon-substrate0.8274
CYP450 3A4 substrateNon-substrate0.5931
CYP450 1A2 substrateNon-inhibitor0.8194
CYP450 2C9 inhibitorNon-inhibitor0.665
CYP450 2D6 inhibitorNon-inhibitor0.8603
CYP450 2C19 inhibitorNon-inhibitor0.8047
CYP450 3A4 inhibitorNon-inhibitor0.9376
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8857
Ames testNon AMES toxic0.805
CarcinogenicityCarcinogens 0.9149
BiodegradationNot ready biodegradable0.9856
Rat acute toxicity2.2670 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9926
hERG inhibition (predictor II)Non-inhibitor0.7681
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 MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-0000900000-df900a97e73aa26353c8
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00r2-0220900000-4adb16196d049a213393
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-004j-0001900000-1cce1684c0bce62022dc
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-0010900000-66bd96e795d0c070324f
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-06ds-0029100000-057f2141eab5fcb5a1af
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-00lr-5931000000-4eeb1be4fa0a8c2a0d6f
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]-198.26016
predicted
DeepCCS 1.0 (2019)
[M+H]+200.65572
predicted
DeepCCS 1.0 (2019)
[M+Na]+206.56825
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Bifunctional purine biosynthesis protein PURH
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Protein homodimerization activity
Specific Function
Bifunctional enzyme that catalyzes 2 steps in purine biosynthesis.Promotes insulin receptor/INSR autophosphorylation and is involved in INSR internalization (PubMed:25687571).
Gene Name
ATIC
Uniprot ID
P31939
Uniprot Name
Bifunctional purine biosynthesis protein PURH
Molecular Weight
64615.255 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