4'-Methylene-5,8,10-trideazaaminopterin

Identification

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Name
4'-Methylene-5,8,10-trideazaaminopterin
Accession Number
DB05616
Type
Small Molecule
Groups
Investigational
Description

CH-1504 is a an antirheumatic agent that has been shown in vitro to be a nonpolyglutamylatable and nonhydroxylatable antifolate that is more efficiently taken up into cells by the reduced folate carrier (RFC) system than is Methotrexate. It has been investigated for the treatment of Rheumatoid Arthritis (phase II).

Structure
Thumb
Synonyms
Not Available
External IDs
CH 1504 / CH-1504
International/Other Brands
M-Trex / MobileTrex
Categories
UNII
Not Available
CAS number
238074-89-0
Weight
Average: 449.467
Monoisotopic: 449.169918861
Chemical Formula
C23H23N5O5
InChI Key
NAWXUBYGYWOOIX-UHFFFAOYSA-N
InChI
InChI=1S/C23H23N5O5/c1-12(21(30)31)10-18(22(32)33)26-20(29)15-7-4-13(5-8-15)2-3-14-6-9-17-16(11-14)19(24)28-23(25)27-17/h4-9,11,18H,1-3,10H2,(H,26,29)(H,30,31)(H,32,33)(H4,24,25,27,28)
IUPAC Name
2-({4-[2-(2,4-diimino-1,2,3,4-tetrahydroquinazolin-6-yl)ethyl]phenyl}formamido)-4-methylidenepentanedioic acid
SMILES
OC(=O)C(CC(=C)C(O)=O)NC(=O)C1=CC=C(CCC2=CC3=C(NC(=N)NC3=N)C=C2)C=C1

Pharmacology

Indication

Investigated for use/treatment in inflammatory disorders (unspecified), psoriasis and psoriatic disorders, and rheumatoid arthritis.

Pharmacodynamics
Not Available
Mechanism of action
Not Available
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
ChemSpider
8022251

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
2CompletedTreatmentRheumatoid Arthritis1

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 Solubility0.0392 mg/mLALOGPS
logP0.47ALOGPS
logP0.21ChemAxon
logS-4.1ALOGPS
pKa (Strongest Acidic)2.92ChemAxon
pKa (Strongest Basic)14.19ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area175.46 Å2ChemAxon
Rotatable Bond Count9ChemAxon
Refractivity142.78 m3·mol-1ChemAxon
Polarizability46.73 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
Not Available

Taxonomy

Classification
Not classified

Drug created on November 18, 2007 11:26 / Updated on June 04, 2019 06:18