N,O-Didansyl-L-Tyrosine

Identification

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Name
N,O-Didansyl-L-Tyrosine
Accession Number
DB03157  (EXPT01150)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
UNII
Not Available
CAS number
Not Available
Weight
Average: 647.761
Monoisotopic: 647.175991805
Chemical Formula
C33H33N3O7S2
InChI Key
LUBOPDUYHWABFG-NDEPHWFRSA-N
InChI
InChI=1S/C33H33N3O7S2/c1-35(2)29-13-5-11-26-24(29)9-7-15-31(26)44(39,40)34-28(33(37)38)21-22-17-19-23(20-18-22)43-45(41,42)32-16-8-10-25-27(32)12-6-14-30(25)36(3)4/h5-20,28,34H,21H2,1-4H3,(H,37,38)/t28-/m0/s1
IUPAC Name
(2S)-3-[4-({[5-(dimethylamino)naphthalen-1-yl]sulfonyl}oxy)phenyl]-2-[5-(dimethylamino)naphthalene-1-sulfonamido]propanoic acid
SMILES
[H][C@@](CC1=CC=C(OS(=O)(=O)C2=CC=CC3=C2C=CC=C3N(C)C)C=C1)(NS(=O)(=O)C1=CC=CC2=C1C=CC=C2N(C)C)C(O)=O

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UThymidylate synthaseNot AvailableEscherichia coli (strain K12)
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
446468
PubChem Substance
46506313
ChemSpider
393811
BindingDB
50161779
ChEMBL
CHEMBL176072
HET
DDT
PDB Entries
1jg0

Clinical Trials

Clinical Trials
Not Available

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 Solubility0.000995 mg/mLALOGPS
logP3.83ALOGPS
logP3.72ChemAxon
logS-5.8ALOGPS
pKa (Strongest Acidic)2.89ChemAxon
pKa (Strongest Basic)4.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area133.32 Å2ChemAxon
Rotatable Bond Count10ChemAxon
Refractivity174.95 m3·mol-1ChemAxon
Polarizability64.44 Å3ChemAxon
Number of Rings5ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9273
Blood Brain Barrier+0.5763
Caco-2 permeable-0.6279
P-glycoprotein substrateNon-substrate0.5059
P-glycoprotein inhibitor INon-inhibitor0.6607
P-glycoprotein inhibitor IINon-inhibitor0.6063
Renal organic cation transporterNon-inhibitor0.9312
CYP450 2C9 substrateNon-substrate0.7122
CYP450 2D6 substrateNon-substrate0.8092
CYP450 3A4 substrateNon-substrate0.5
CYP450 1A2 substrateNon-inhibitor0.5803
CYP450 2C9 inhibitorNon-inhibitor0.5457
CYP450 2D6 inhibitorNon-inhibitor0.8883
CYP450 2C19 inhibitorNon-inhibitor0.5508
CYP450 3A4 inhibitorNon-inhibitor0.5988
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.5306
Ames testNon AMES toxic0.6218
CarcinogenicityCarcinogens 0.6331
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.5109 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8672
hERG inhibition (predictor II)Non-inhibitor0.5749
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/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as phenylalanine and derivatives. These are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Phenylalanine and derivatives
Alternative Parents
1-naphthalene sulfonamides / 1-naphthalene sulfonates / 1-naphthalene sulfonic acids and derivatives / Phenylpropanoic acids / Amphetamines and derivatives / Arylsulfonic acids and derivatives / Phenoxy compounds / Dialkylarylamines / Organosulfonic acid esters / Organosulfonamides
show 8 more
Substituents
Phenylalanine or derivatives / Naphthalene sulfonate / 1-naphthalene sulfonamide / 1-naphthalene sulfonate / Naphthalene sulfonic acid or derivatives / 1-naphthalene sulfonic acid or derivatives / Naphthalene sulfonamide / 3-phenylpropanoic-acid / Amphetamine or derivatives / Naphthalene
show 27 more
Molecular Framework
Aromatic homopolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Thymidylate synthase activity
Specific Function
Provides the sole de novo source of dTMP for DNA biosynthesis. This protein also binds to its mRNA thus repressing its own translation.
Gene Name
thyA
Uniprot ID
P0A884
Uniprot Name
Thymidylate synthase
Molecular Weight
30479.475 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. [PubMed:17139284]
  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. [PubMed:17016423]

Drug created on June 13, 2005 07:24 / Updated on August 02, 2019 07:14