Furo[2,3d]Pyrimidine Antifolate
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Identification
- Generic Name
- Furo[2,3d]Pyrimidine Antifolate
- DrugBank Accession Number
- DB02026
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 442.4253
Monoisotopic: 442.160082466 - Chemical Formula
- C20H22N6O6
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UDihydrofolate reductase Not Available Pneumocystis carinii - 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
- Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.
- 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 glutamic acid and derivatives. These are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid 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
- Glutamic acid and derivatives
- Alternative Parents
- N-acyl-alpha amino acids / Hippuric acids / Aminobenzamides / Furo[2,3-d]pyrimidines / Aniline and substituted anilines / Benzoyl derivatives / Dialkylarylamines / Aminopyrimidines and derivatives / Aralkylamines / Imidolactams show 13 more
- Substituents
- Amine / Amino acid / Aminobenzamide / Aminobenzoic acid or derivatives / Aminopyrimidine / Aniline or substituted anilines / Aralkylamine / Aromatic heteropolycyclic compound / Azacycle / Benzamide show 32 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- furopyrimidine, N-acyl-L-glutamic acid (CHEBI:44035)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- VBP3BN3U2V
- CAS number
- Not Available
- InChI Key
- WXINNGCGSCFUCR-ZDUSSCGKSA-N
- InChI
- InChI=1S/C20H22N6O6/c1-26(8-11-9-32-18-15(11)16(21)24-20(22)25-18)12-4-2-10(3-5-12)17(29)23-13(19(30)31)6-7-14(27)28/h2-5,9,13H,6-8H2,1H3,(H,23,29)(H,27,28)(H,30,31)(H4,21,22,24,25)/t13-/m0/s1
- IUPAC Name
- (2S)-2-({4-[({2,4-diaminofuro[2,3-d]pyrimidin-5-yl}methyl)(methyl)amino]phenyl}formamido)pentanedioic acid
- SMILES
- [H][C@@](CCC(O)=O)(NC(=O)C1=CC=C(C=C1)N(C)CC1=COC2=NC(N)=NC(N)=C12)C(O)=O
References
Clinical Trials
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
Property Value Source Water Solubility 0.425 mg/mL ALOGPS logP 0.37 ALOGPS logP -1.1 Chemaxon logS -3 ALOGPS pKa (Strongest Acidic) 2.47 Chemaxon pKa (Strongest Basic) 5.21 Chemaxon Physiological Charge -2 Chemaxon Hydrogen Acceptor Count 10 Chemaxon Hydrogen Donor Count 5 Chemaxon Polar Surface Area 197.9 Å2 Chemaxon Rotatable Bond Count 9 Chemaxon Refractivity 115.56 m3·mol-1 Chemaxon Polarizability 44.44 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.9109 Blood Brain Barrier - 0.9161 Caco-2 permeable - 0.7654 P-glycoprotein substrate Substrate 0.6823 P-glycoprotein inhibitor I Non-inhibitor 0.8032 P-glycoprotein inhibitor II Non-inhibitor 0.9434 Renal organic cation transporter Non-inhibitor 0.8795 CYP450 2C9 substrate Non-substrate 0.8153 CYP450 2D6 substrate Non-substrate 0.8082 CYP450 3A4 substrate Substrate 0.5434 CYP450 1A2 substrate Non-inhibitor 0.8445 CYP450 2C9 inhibitor Non-inhibitor 0.8614 CYP450 2D6 inhibitor Non-inhibitor 0.9232 CYP450 2C19 inhibitor Non-inhibitor 0.8563 CYP450 3A4 inhibitor Non-inhibitor 0.7996 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9644 Ames test Non AMES toxic 0.8166 Carcinogenicity Non-carcinogens 0.9538 Biodegradation Not ready biodegradable 0.9337 Rat acute toxicity 3.1217 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9332 hERG inhibition (predictor II) Non-inhibitor 0.7217
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-0002-0090100000-e661bd8054ad0702012c Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-0f6x-0406900000-7bc1c76720923bd0a201 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-0uk9-1908400000-ccbf715af52e852eb2d8 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-0002-0090000000-0d7ccb263336067ad92e Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-014i-0950000000-ae39b1dba55b9c12a4fa Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-0f96-3900100000-9651683f8992fb829469 Predicted 1H NMR Spectrum 1D NMR Not Applicable Predicted 13C NMR Spectrum 1D NMR Not Applicable - Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 224.9278073 predictedDarkChem Lite v0.1.0 [M-H]- 194.83904 predictedDeepCCS 1.0 (2019) [M+H]+ 223.6370073 predictedDarkChem Lite v0.1.0 [M+H]+ 197.2346 predictedDeepCCS 1.0 (2019) [M+Na]+ 224.8571073 predictedDarkChem Lite v0.1.0 [M+Na]+ 203.14713 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsDihydrofolate reductase
- Kind
- Protein
- Organism
- Pneumocystis carinii
- Pharmacological action
- Unknown
- General Function
- Nadp binding
- Specific Function
- Key enzyme in folate metabolism. Catalyzes an essential reaction for de novo glycine and purine synthesis, and for DNA precursor synthesis.
- Gene Name
- Not Available
- Uniprot ID
- P16184
- Uniprot Name
- Dihydrofolate reductase
- Molecular Weight
- 23883.325 Da
References
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52