Identification
- Generic Name
- Pteroic acid
- DrugBank Accession Number
- DB04196
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for Pteroic acid (DB04196)
- Weight
- Average: 312.2835
Monoisotopic: 312.09708828 - Chemical Formula
- C14H12N6O3
- Synonyms
- Not Available
- External IDs
- NSC-14972
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 UDihydropteroate synthase Not Available Bacillus anthracis - 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
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as pterins and derivatives. These are polycyclic aromatic compounds containing a pterin moiety, which consist of a pteridine ring bearing a ketone and an amine group to form 2-aminopteridin-4(3H)-one.
- Kingdom
- Organic compounds
- Super Class
- Organoheterocyclic compounds
- Class
- Pteridines and derivatives
- Sub Class
- Pterins and derivatives
- Direct Parent
- Pterins and derivatives
- Alternative Parents
- Aminobenzoic acids / Benzoic acids / Phenylalkylamines / Aniline and substituted anilines / Benzoyl derivatives / Secondary alkylarylamines / Pyrimidones / Aminopyrimidines and derivatives / Pyrazines / Vinylogous amides show 10 more
- Substituents
- Amine / Amino acid / Amino acid or derivatives / Aminobenzoic acid / Aminobenzoic acid or derivatives / Aminopyrimidine / Aniline or substituted anilines / Aralkylamine / Aromatic heteropolycyclic compound / Azacycle show 25 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- pteroic acid (CHEBI:27623)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 8258W48TBZ
- CAS number
- 119-24-4
- InChI Key
- JOAQINSXLLMRCV-UHFFFAOYSA-N
- InChI
- InChI=1S/C14H12N6O3/c15-14-19-11-10(12(21)20-14)18-9(6-17-11)5-16-8-3-1-7(2-4-8)13(22)23/h1-4,6,16H,5H2,(H,22,23)(H3,15,17,19,20,21)
- IUPAC Name
- 4-{[(2-amino-4-oxo-3,4-dihydropteridin-6-yl)methyl]amino}benzoic acid
- SMILES
- NC1=NC2=NC=C(CNC3=CC=C(C=C3)C(O)=O)N=C2C(=O)N1
References
- Synthesis Reference
Le-Cun Xu, Iontcho Radoslavov Vlahov, Christopher Paul Leamon, Hari Krishna Santhapuram, Chunhong Li, "Synthesis and Purification of Pteroic Acid and Conjugates Thereof." U.S. Patent US20080207625, issued August 28, 2008.
US20080207625- General References
- Not Available
- External Links
- KEGG Compound
- C07582
- PubChem Compound
- 95054
- PubChem Substance
- 46505016
- ChemSpider
- 85769
- BindingDB
- 6645
- ChEBI
- 37066
- ChEMBL
- CHEMBL341824
- ZINC
- ZINC000006628789
- PDBe Ligand
- PT1
- PDB Entries
- 1br6 / 1hwp / 1tx0 / 3tr9 / 3tyu / 5u10 / 6jwr / 6jws / 6jwt / 6ofw … show 2 more
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 0.0942 mg/mL ALOGPS logP 0.36 ALOGPS logP -0.022 Chemaxon logS -3.5 ALOGPS pKa (Strongest Acidic) 4.72 Chemaxon pKa (Strongest Basic) 1.72 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 8 Chemaxon Hydrogen Donor Count 4 Chemaxon Polar Surface Area 142.59 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 83.36 m3·mol-1 Chemaxon Polarizability 30.63 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.9911 Blood Brain Barrier + 0.8185 Caco-2 permeable - 0.7104 P-glycoprotein substrate Non-substrate 0.5246 P-glycoprotein inhibitor I Non-inhibitor 0.9721 P-glycoprotein inhibitor II Non-inhibitor 0.9768 Renal organic cation transporter Non-inhibitor 0.858 CYP450 2C9 substrate Non-substrate 0.8416 CYP450 2D6 substrate Non-substrate 0.7931 CYP450 3A4 substrate Non-substrate 0.658 CYP450 1A2 substrate Non-inhibitor 0.8115 CYP450 2C9 inhibitor Non-inhibitor 0.8999 CYP450 2D6 inhibitor Non-inhibitor 0.8958 CYP450 2C19 inhibitor Non-inhibitor 0.8901 CYP450 3A4 inhibitor Non-inhibitor 0.8524 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.921 Ames test Non AMES toxic 0.7988 Carcinogenicity Non-carcinogens 0.9118 Biodegradation Not ready biodegradable 0.9725 Rat acute toxicity 2.2368 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9685 hERG inhibition (predictor II) Non-inhibitor 0.8868
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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- Kind
- Protein
- Organism
- Bacillus anthracis
- Pharmacological action
- Unknown
- General Function
- Metal ion binding
- Specific Function
- Catalyzes the condensation of para-aminobenzoate (pABA) with 6-hydroxymethyl-7,8-dihydropterin diphosphate (DHPt-PP) to form 7,8-dihydropteroate (H2Pte), the immediate precursor of folate derivatives.
- Gene Name
- folP
- Uniprot ID
- Q81VW8
- Uniprot Name
- Dihydropteroate synthase
- Molecular Weight
- 30975.455 Da
References
- 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 June 13, 2005 13:24 / Updated at June 12, 2020 16:52