2-[({2-[(1Z)-3-(DIMETHYLAMINO)PROP-1-ENYL]-4-FLUOROPHENYL}SULFONYL)AMINO]-5,6,7,8-TETRAHYDRONAPHTHALENE-1-CARBOXYLIC ACID

Identification

Generic Name
2-[({2-[(1Z)-3-(DIMETHYLAMINO)PROP-1-ENYL]-4-FLUOROPHENYL}SULFONYL)AMINO]-5,6,7,8-TETRAHYDRONAPHTHALENE-1-CARBOXYLIC ACID
DrugBank Accession Number
DB07323
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 432.508
Monoisotopic: 432.151906193
Chemical Formula
C22H25FN2O4S
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UMethionine aminopeptidase 2Not 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 naphthalenecarboxylic acids. These are compounds containing a naphthalene moiety, which bears a carboxylic acid group one or more positions. Naphthalene is a bicyclic compound that is made up of two fused benzene ring.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Naphthalenes
Sub Class
Naphthalenecarboxylic acids and derivatives
Direct Parent
Naphthalenecarboxylic acids
Alternative Parents
Benzenesulfonamides / Tetralins / Sulfanilides / Benzenesulfonyl compounds / Styrenes / Fluorobenzenes / Aryl fluorides / Organosulfonamides / Aminosulfonyl compounds / Vinylogous amides
show 9 more
Substituents
1-naphthalenecarboxylic acid / Amine / Amino acid / Amino acid or derivatives / Aminosulfonyl compound / Aromatic homopolycyclic compound / Aryl fluoride / Aryl halide / Benzenesulfonamide / Benzenesulfonyl group
show 26 more
Molecular Framework
Aromatic homopolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
CTZLIARLNXSXGL-ALCCZGGFSA-N
InChI
InChI=1S/C22H25FN2O4S/c1-25(2)13-5-7-16-14-17(23)10-12-20(16)30(28,29)24-19-11-9-15-6-3-4-8-18(15)21(19)22(26)27/h5,7,9-12,14,24H,3-4,6,8,13H2,1-2H3,(H,26,27)/b7-5-
IUPAC Name
2-{2-[(1Z)-3-(dimethylamino)prop-1-en-1-yl]-4-fluorobenzenesulfonamido}-5,6,7,8-tetrahydronaphthalene-1-carboxylic acid
SMILES
CN(C)C\C=C/C1=CC(F)=CC=C1S(=O)(=O)NC1=CC=C2CCCCC2=C1C(O)=O

References

General References
Not Available
PubChem Compound
6102686
PubChem Substance
99443794
ChemSpider
4810210
BindingDB
17572
ZINC
ZINC000014964902
PDBe Ligand
A84
PDB Entries
1yw9

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 Solubility0.00456 mg/mLALOGPS
logP3.54ALOGPS
logP1.54ChemAxon
logS-5ALOGPS
pKa (Strongest Acidic)4.07ChemAxon
pKa (Strongest Basic)8.67ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area86.71 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity116.71 m3·mol-1ChemAxon
Polarizability45.14 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9379
Blood Brain Barrier-0.6826
Caco-2 permeable-0.6031
P-glycoprotein substrateSubstrate0.5409
P-glycoprotein inhibitor INon-inhibitor0.5714
P-glycoprotein inhibitor IIInhibitor0.7931
Renal organic cation transporterNon-inhibitor0.8946
CYP450 2C9 substrateNon-substrate0.6205
CYP450 2D6 substrateNon-substrate0.821
CYP450 3A4 substrateNon-substrate0.5217
CYP450 1A2 substrateNon-inhibitor0.6292
CYP450 2C9 inhibitorInhibitor0.5459
CYP450 2D6 inhibitorNon-inhibitor0.8199
CYP450 2C19 inhibitorNon-inhibitor0.5493
CYP450 3A4 inhibitorInhibitor0.6555
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.7162
Ames testNon AMES toxic0.6401
CarcinogenicityNon-carcinogens0.7184
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.5226 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8689
hERG inhibition (predictor II)Inhibitor0.5423
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

Targets

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Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Poly(a) rna binding
Specific Function
Cotranslationally removes the N-terminal methionine from nascent proteins. The N-terminal methionine is often cleaved when the second residue in the primary sequence is small and uncharged (Met-Ala...
Gene Name
METAP2
Uniprot ID
P50579
Uniprot Name
Methionine aminopeptidase 2
Molecular Weight
52891.145 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 21:20 / Updated at June 12, 2020 16:52