methyl 4-{[(2,5-dihydroxyphenyl)methyl]amino}benzoate

• ChemBase ID: 155747
• Molecular Formular: C15H15NO4
• Molecular Mass: 273.2839
• Monoisotopic Mass: 273.10010797
• SMILES: COC(=O)c1ccc(cc1)NCc1cc(ccc1O)O
• Canonical SMILES: COC(=O)c1ccc(cc1)NCc1cc(O)ccc1O
• InChI: InChI=1S/C15H15NO4/c1-20-15(19)10-2-4-12(5-3-10)16-9-11-8-13(17)6-7-14(11)18/h2-8,16-18H,9H2,1H3
• InChIKey: QSFREBZMBNRGOK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 4-{[(2,5-dihydroxyphenyl)methyl]amino}benzoate
• IUPAC Traditional name: methyl 4-{[(2,5-dihydroxyphenyl)methyl]amino}benzoate
• Synonyms: Lavendustin C Analog; Methyl-4-[N-(2′,5′-dihydroxybenzyl)amino]benzoate; Tyrphostin AG 957

Database IDs

• MDL Number: MFCD01074970
• PubChem SID: 162249885
• PubChem CID: 2064

CALCULATED PROPERTIES

• Acid pKa: 9.4588995
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 2.566535
• LogD (pH = 7.4): 2.563085
• Log P: 2.5668433
• Molar Refractivity: 76.8515 cm^3
• Polarizability: 28.53709 Å^3
• Polar Surface Area: 78.79 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥98%
• Potency: IC50 (0.75 micromolar)
• Empirical Formula (Hill Notation): C15H15NO4

DETAILS

Sigma Aldrich - T5693

Biochem/physiol Actions
Selective inhibitor of human p210 protein tyrosine kinase.