2-[{4-[(2S)-2-{[(Allyloxy)carbonyl]amino}-3-({4-[3-hydroxy-2-(methoxycarbonyl)phenoxy]butyl}amino)-3-oxopropyl]phenyl}(carboxycarbonyl)amino]benzoic acid
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Identification
- Generic Name
- 2-[{4-[(2S)-2-{[(Allyloxy)carbonyl]amino}-3-({4-[3-hydroxy-2-(methoxycarbonyl)phenoxy]butyl}amino)-3-oxopropyl]phenyl}(carboxycarbonyl)amino]benzoic acid
- DrugBank Accession Number
- DB04088
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 677.6546
Monoisotopic: 677.222073599 - Chemical Formula
- C34H35N3O12
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UTyrosine-protein phosphatase non-receptor type 1 Not Available Humans - 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 phenylalanine and derivatives. These are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine 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
- Phenylalanine and derivatives
- Alternative Parents
- Acylaminobenzoic acid and derivatives / Alpha amino acid amides / o-Hydroxybenzoic acid esters / Amphetamines and derivatives / Salicylic acid and derivatives / Anilides / Benzoic acids / Phenoxy compounds / Benzoyl derivatives / Phenol ethers show 16 more
- Substituents
- 1-hydroxy-2-unsubstituted benzenoid / 1-hydroxy-4-unsubstituted benzenoid / Acylaminobenzoic acid or derivatives / Alkyl aryl ether / Alpha-amino acid amide / Amphetamine or derivatives / Anilide / Aromatic homomonocyclic compound / Benzenoid / Benzoate ester show 30 more
- Molecular Framework
- Aromatic homomonocyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- JTJBRKLISQICDU-DEOSSOPVSA-N
- InChI
- InChI=1S/C34H35N3O12/c1-3-18-49-34(46)36-24(29(39)35-17-6-7-19-48-27-12-8-11-26(38)28(27)33(45)47-2)20-21-13-15-22(16-14-21)37(30(40)32(43)44)25-10-5-4-9-23(25)31(41)42/h3-5,8-16,24,38H,1,6-7,17-20H2,2H3,(H,35,39)(H,36,46)(H,41,42)(H,43,44)/t24-/m0/s1
- IUPAC Name
- 2-(1-carboxy-N-{4-[(2S)-2-({4-[3-hydroxy-2-(methoxycarbonyl)phenoxy]butyl}carbamoyl)-2-{[(prop-2-en-1-yloxy)carbonyl]amino}ethyl]phenyl}formamido)benzoic acid
- SMILES
- [H]N(CCCCOC1=CC=CC(O)=C1C(=O)OC)C(=O)[C@H](CC1=CC=C(C=C1)N(C(=O)C(O)=O)C1=CC=CC=C1C(O)=O)N([H])C(=O)OCC=C
References
- Synthesis Reference
Rolf Schimpf, Walter Horstmann, "Process for the preparation of 2-aminobenzene-1,4-disulphonic acids and the new compound 6-chloro-2-aminobenzene-1,4-disulphonic acid." U.S. Patent US5315036, issued May, 1929.
US5315036- General References
- Not Available
- External Links
- PubChem Compound
- 10305301
- PubChem Substance
- 46506877
- ChemSpider
- 8480767
- BindingDB
- 50131545
- ChEMBL
- CHEMBL325029
- ZINC
- ZINC000027090034
- Therapeutic Targets Database
- DNC000977
- PDBe Ligand
- 418
- PDB Entries
- 1ph0
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 0.0024 mg/mL ALOGPS logP 3.07 ALOGPS logP 4.61 Chemaxon logS -5.4 ALOGPS pKa (Strongest Acidic) 2.31 Chemaxon pKa (Strongest Basic) -4 Chemaxon Physiological Charge -2 Chemaxon Hydrogen Acceptor Count 10 Chemaxon Hydrogen Donor Count 5 Chemaxon Polar Surface Area 218.1 Å2 Chemaxon Rotatable Bond Count 19 Chemaxon Refractivity 172.94 m3·mol-1 Chemaxon Polarizability 67.77 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 - 0.705 Blood Brain Barrier - 0.8207 Caco-2 permeable - 0.6499 P-glycoprotein substrate Substrate 0.7642 P-glycoprotein inhibitor I Inhibitor 0.6491 P-glycoprotein inhibitor II Inhibitor 0.5951 Renal organic cation transporter Non-inhibitor 0.8729 CYP450 2C9 substrate Non-substrate 0.7535 CYP450 2D6 substrate Non-substrate 0.8528 CYP450 3A4 substrate Substrate 0.5249 CYP450 1A2 substrate Non-inhibitor 0.8415 CYP450 2C9 inhibitor Non-inhibitor 0.821 CYP450 2D6 inhibitor Non-inhibitor 0.8141 CYP450 2C19 inhibitor Non-inhibitor 0.6896 CYP450 3A4 inhibitor Inhibitor 0.7135 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.884 Ames test Non AMES toxic 0.7323 Carcinogenicity Non-carcinogens 0.8907 Biodegradation Not ready biodegradable 0.9944 Rat acute toxicity 2.3745 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.7983 hERG inhibition (predictor II) Inhibitor 0.5923
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 251.7888 predictedDeepCCS 1.0 (2019) [M+H]+ 253.68423 predictedDeepCCS 1.0 (2019) [M+Na]+ 259.46216 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Zinc ion binding
- Specific Function
- Tyrosine-protein phosphatase which acts as a regulator of endoplasmic reticulum unfolded protein response. Mediates dephosphorylation of EIF2AK3/PERK; inactivating the protein kinase activity of EI...
- Gene Name
- PTPN1
- Uniprot ID
- P18031
- Uniprot Name
- Tyrosine-protein phosphatase non-receptor type 1
- Molecular Weight
- 49966.44 Da
References
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52