1,5-dimethyl 2-[(4-{[(2,4-diaminopteridin-6-yl)methyl](methyl)amino}phenyl)formamido]pentanedioate

• ChemBase ID: 172861
• Molecular Formular: C22H26N8O5
• Molecular Mass: 482.49244
• Monoisotopic Mass: 482.20261597
• SMILES: c1c(ccc(c1)N(Cc1nc2c(nc1)nc(nc2N)N)C)C(=O)NC(CCC(=O)OC)C(=O)OC
• Canonical SMILES: COC(=O)C(NC(=O)c1ccc(cc1)N(Cc1cnc2c(n1)c(N)nc(n2)N)C)CCC(=O)OC
• InChI: InChI=1S/C22H26N8O5/c1-30(11-13-10-25-19-17(26-13)18(23)28-22(24)29-19)14-6-4-12(5-7-14)20(32)27-15(21(33)35-3)8-9-16(31)34-2/h4-7,10,15H,8-9,11H2,1-3H3,(H,27,32)(H4,23,24,25,28,29)
• InChIKey: DIQFVFAFHNQUTG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,5-dimethyl 2-[(4-{[(2,4-diaminopteridin-6-yl)methyl](methyl)amino}phenyl)formamido]pentanedioate
• IUPAC Traditional name: methotrexate dimethyl ester
• Synonyms: N-[4-[[(2,4-Diamino-6-pteridinyl)methyl]methylamino]benzoyl]-L-glutamic Acid Dimethyl Ester; Dimethyl Methotrexate; Methotrexate Dimethyl Ester

Database IDs

• CAS Number: 34378-65-9
• PubChem SID: 164228771
• PubChem CID: 9982711

CALCULATED PROPERTIES

• Acid pKa: 15.48573
• H Acceptors: 10
• H Donor: 3
• LogD (pH = 5.5): 0.28956565
• LogD (pH = 7.4): 0.28965327
• Log P: 0.2896544
• Molar Refractivity: 128.749 cm^3
• Polarizability: 47.657433 Å^3
• Polar Surface Area: 188.54 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF; DMSO; Methanol
• Apperance: Brownish Yellow Solid
• Melting Point: 134-140°C

Safety Information

• Storage Condition: -20°C Freezer