Identification
- Generic Name
- 5-hydroxymethyl-5,6-dihydrofolic acid
- DrugBank Accession Number
- DB02800
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for 5-hydroxymethyl-5,6-dihydrofolic acid (DB02800)
- Weight
- Average: 473.4393
Monoisotopic: 473.165896125 - Chemical Formula
- C20H23N7O7
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Contraindications & Blackbox Warnings
Avoid life-threatening adverse drug eventsImprove clinical decision support with information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events & improve clinical decision support.- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism USerine hydroxymethyltransferase, cytosolic Not Available Humans UProbable 5-formyltetrahydrofolate cyclo-ligase Not Available Mycoplasma pneumoniae (strain ATCC 29342 / M129) - 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.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
- Hippuric acids / N-acyl-alpha amino acids / Pterins and derivatives / Aminobenzamides / Phenylalkylamines / Benzoyl derivatives / Aniline and substituted anilines / Dialkylarylamines / Secondary alkylarylamines / Aminopyrimidines and derivatives show 16 more
- Substituents
- Alkanolamine / Amine / Amino acid / Aminobenzamide / Aminobenzoic acid or derivatives / Aminopyrimidine / Aniline or substituted anilines / Aromatic heteropolycyclic compound / Azacycle / Benzamide show 36 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- hemiaminal, 5,6-dihydrofolic acid (CHEBI:45981)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- IIEPLRAFVCMHQF-STQMWFEESA-N
- InChI
- InChI=1S/C20H23N7O7/c21-20-25-16-15(18(32)26-20)27(9-28)12(8-23-16)7-22-11-3-1-10(2-4-11)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,8,12-13,22,28H,5-7,9H2,(H,24,31)(H,29,30)(H,33,34)(H3,21,25,26,32)/t12-,13-/m0/s1
- IUPAC Name
- (2S)-2-{[4-({[(6S)-2-amino-5-(hydroxymethyl)-4-oxo-3,4,5,6-tetrahydropteridin-6-yl]methyl}amino)phenyl]formamido}pentanedioic acid
- SMILES
- NC1=NC2=C(N(CO)[C@@H](CNC3=CC=C(C=C3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=N2)C(=O)N1
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 0.192 mg/mL ALOGPS logP -1.6 ALOGPS logP -2.1 Chemaxon logS -3.4 ALOGPS pKa (Strongest Acidic) 2.68 Chemaxon pKa (Strongest Basic) 3.52 Chemaxon Physiological Charge -2 Chemaxon Hydrogen Acceptor Count 12 Chemaxon Hydrogen Donor Count 7 Chemaxon Polar Surface Area 219.04 Å2 Chemaxon Rotatable Bond Count 10 Chemaxon Refractivity 127.45 m3·mol-1 Chemaxon Polarizability 46.42 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption - 0.6712 Blood Brain Barrier - 0.5654 Caco-2 permeable - 0.8646 P-glycoprotein substrate Substrate 0.7752 P-glycoprotein inhibitor I Non-inhibitor 0.9079 P-glycoprotein inhibitor II Non-inhibitor 0.9734 Renal organic cation transporter Non-inhibitor 0.7662 CYP450 2C9 substrate Non-substrate 0.8187 CYP450 2D6 substrate Non-substrate 0.8075 CYP450 3A4 substrate Non-substrate 0.5692 CYP450 1A2 substrate Non-inhibitor 0.6792 CYP450 2C9 inhibitor Non-inhibitor 0.8904 CYP450 2D6 inhibitor Non-inhibitor 0.8927 CYP450 2C19 inhibitor Non-inhibitor 0.8919 CYP450 3A4 inhibitor Non-inhibitor 0.845 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9734 Ames test Non AMES toxic 0.6561 Carcinogenicity Non-carcinogens 0.8911 Biodegradation Not ready biodegradable 0.9511 Rat acute toxicity 2.4024 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9331 hERG inhibition (predictor II) Non-inhibitor 0.5391
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS Not Available
Targets
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Use our structured and evidence-based datasets to unlock newinsights and accelerate drug research.
Use our structured and evidence-based datasets to unlock new insights and accelerate drug research.
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Serine binding
- Specific Function
- Interconversion of serine and glycine.
- Gene Name
- SHMT1
- Uniprot ID
- P34896
- Uniprot Name
- Serine hydroxymethyltransferase, cytosolic
- Molecular Weight
- 53082.18 Da
References
- Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
- 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. [Article]
- 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]
- Kind
- Protein
- Organism
- Mycoplasma pneumoniae (strain ATCC 29342 / M129)
- Pharmacological action
- Unknown
- General Function
- Metal ion binding
- Specific Function
- Involved in folate metabolism. Catalyzes the irreversible conversion of 5-formyltetrahydrofolate (5-FTHF) to yield 5,10-methenyltetrahydrofolate.
- Gene Name
- Not Available
- Uniprot ID
- P75430
- Uniprot Name
- 5-formyltetrahydrofolate cyclo-ligase
- Molecular Weight
- 19265.185 Da
References
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52