4-{[(2,4-diamino-7-hydroxypteridin-6-yl)methyl](methyl)amino}benzoic acid

• ChemBase ID: 170403
• Molecular Formular: C15H15N7O3
• Molecular Mass: 341.3247
• Monoisotopic Mass: 341.12363738
• SMILES: c1(nc(nc2c1nc(c(n2)O)CN(c1ccc(cc1)C(=O)O)C)N)N
• Canonical SMILES: Nc1nc(N)c2c(n1)nc(c(n2)CN(c1ccc(cc1)C(=O)O)C)O
• InChI: InChI=1S/C15H15N7O3/c1-22(8-4-2-7(3-5-8)14(24)25)6-9-13(23)20-12-10(18-9)11(16)19-15(17)21-12/h2-5H,6H2,1H3,(H,24,25)(H5,16,17,19,20,21,23)
• InChIKey: VHQQBESFTXCNQV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{[(2,4-diamino-7-hydroxypteridin-6-yl)methyl](methyl)amino}benzoic acid
• IUPAC Traditional name: 4-{[(2,4-diamino-7-hydroxypteridin-6-yl)methyl](methyl)amino}benzoic acid
• Synonyms: 4-Amino-4-deoxy-7-hydroxy-N10-methylpteroic Acid; 4-[[(2,4-Diamino-1,7-dihydro-7-oxo-6-pteridinyl)methyl]methylamino]benzoic Acid; 7-Hydroxy DAMPA

Database IDs

• CAS Number: 34698-85-6
• PubChem SID: 164226313
• PubChem CID: 29981388

CALCULATED PROPERTIES

• Acid pKa: 4.707906
• H Acceptors: 10
• H Donor: 4
• LogD (pH = 5.5): 0.32146358
• LogD (pH = 7.4): -1.4721018
• Log P: 1.1784282
• Molar Refractivity: 93.4174 cm^3
• Polarizability: 33.3059 Å^3
• Polar Surface Area: 164.37 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Basic Aqueous Solution
• Apperance: Yellow Solid
• Melting Point: >320°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - H931500

A metabolite of DAMPA.

REFERENCES

• Bleyer, W., et al.: Cancer, 41, 36 ( 1978), Abelson, H., et al.: J. Clin. Oncol., 1, 208 (1983)
• Fabre, G., et al.: Biochem. Pharmacol., 35, 1325 (1983)
• Widemann, B., et al.: Clin. Chem., 45, 223 (1983)