NAV

5-aminonaphthalene-2-sulfonic acid

Identification

Generic Name
5-aminonaphthalene-2-sulfonic acid
DrugBank Accession Number
DB08238
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 223.248
Monoisotopic: 223.030313849
Chemical Formula
C10H9NO3S
Synonyms
  • 1-naphthylamine-6-sulfonic acid
  • 1,6-Cleve's acid
  • 5-aminonaphthalene-2-sulphonic acid
  • 5-naphthylamine-2-sulfonic acid
  • Cleve's β-acid
  • α-naphthylamine-6-sulfonic acid
External IDs
  • NSC-31506
  • NSC-4984
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UFibroblast growth factor 1Not 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
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as 2-naphthalene sulfonates. These are organic aromatic compounds that contain a naphthalene moiety that carries a sulfonic acid group at the 2-position. Naphthalene is a bicyclic compound that is made up of two fused benzene ring.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Naphthalenes
Sub Class
Naphthalene sulfonic acids and derivatives
Direct Parent
2-naphthalene sulfonates
Alternative Parents
2-naphthalene sulfonic acids and derivatives / 1-sulfo,2-unsubstituted aromatic compounds / Sulfonyls / Organosulfonic acids / Primary amines / Organopnictogen compounds / Organic oxides / Hydrocarbon derivatives
Substituents
1-sulfo,2-unsubstituted aromatic compound / 2-naphthalene sulfonate / 2-naphthalene sulfonic acid or derivatives / Amine / Aromatic homopolycyclic compound / Arylsulfonic acid or derivatives / Hydrocarbon derivative / Organic nitrogen compound / Organic oxide / Organic oxygen compound
Molecular Framework
Aromatic homopolycyclic compounds
External Descriptors
aminonaphthalenesulfonic acid (CHEBI:44188)
Affected organisms
Not Available

Chemical Identifiers

UNII
59G56TB11B
CAS number
119-79-9
InChI Key
UWPJYQYRSWYIGZ-UHFFFAOYSA-N
InChI
InChI=1S/C10H9NO3S/c11-10-3-1-2-7-6-8(15(12,13)14)4-5-9(7)10/h1-6H,11H2,(H,12,13,14)
IUPAC Name
5-aminonaphthalene-2-sulfonic acid
SMILES
NC1=C2C=CC(=CC2=CC=C1)S(O)(=O)=O

References

General References
Not Available
PubChem Compound
8408
PubChem Substance
99444709
ChemSpider
8101
ChEBI
44188
ChEMBL
CHEMBL1234578
ZINC
ZINC000001680645
PDBe Ligand
N2M
PDB Entries
1hkn

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 Solubility0.644 mg/mLALOGPS
logP-0.81ALOGPS
logP1.09Chemaxon
logS-2.5ALOGPS
pKa (Strongest Acidic)-2.2Chemaxon
pKa (Strongest Basic)3.58Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area80.39 Å2Chemaxon
Rotatable Bond Count1Chemaxon
Refractivity57.83 m3·mol-1Chemaxon
Polarizability21.72 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.8641
Blood Brain Barrier+0.9114
Caco-2 permeable-0.5481
P-glycoprotein substrateNon-substrate0.8707
P-glycoprotein inhibitor INon-inhibitor0.9257
P-glycoprotein inhibitor IINon-inhibitor0.9077
Renal organic cation transporterNon-inhibitor0.9034
CYP450 2C9 substrateNon-substrate0.8004
CYP450 2D6 substrateNon-substrate0.6843
CYP450 3A4 substrateNon-substrate0.6897
CYP450 1A2 substrateNon-inhibitor0.8789
CYP450 2C9 inhibitorInhibitor0.5901
CYP450 2D6 inhibitorNon-inhibitor0.9462
CYP450 2C19 inhibitorInhibitor0.6496
CYP450 3A4 inhibitorNon-inhibitor0.9645
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9169
Ames testNon AMES toxic0.9132
CarcinogenicityCarcinogens 0.7721
BiodegradationNot ready biodegradable0.9814
Rat acute toxicity1.2270 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9233
hERG inhibition (predictor II)Non-inhibitor0.8203
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-MSsplash10-05fu-1970000000-580778a3f2e5fa75ca60
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-00di-0190000000-516644fdcace34d81659
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-0090000000-eed77895da5405ea28d4
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-0090000000-8fb5611ec79dfa2e2f7f
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-0190000000-6b8f8d4a81f020418fa1
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-0090000000-cd7592b29f29b1ba5b8d
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0uxr-0900000000-0b670f1a43480acac3af
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-014r-6900000000-58a5a47af718af22270f
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]-153.1684737
predicted
DarkChem Lite v0.1.0
[M-H]-140.9181
predicted
DeepCCS 1.0 (2019)
[M+H]+153.5372737
predicted
DarkChem Lite v0.1.0
[M+H]+143.27614
predicted
DeepCCS 1.0 (2019)
[M+Na]+152.3725737
predicted
DarkChem Lite v0.1.0
[M+Na]+150.05486
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Fibroblast growth factor 1
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
S100 protein binding
Specific Function
Plays an important role in the regulation of cell survival, cell division, angiogenesis, cell differentiation and cell migration. Functions as potent mitogen in vitro.
Gene Name
FGF1
Uniprot ID
P05230
Uniprot Name
Fibroblast growth factor 1
Molecular Weight
17459.58 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 21:30 / Updated at June 12, 2020 16:52