(2S)-2-[(4-{[(2,4-diamino-7-hydroxypteridin-6-yl)methyl](methyl)amino}phenyl)formamido]pentanedioic acid

• ChemBase ID: 170734
• Molecular Formular: C20H22N8O6
• Molecular Mass: 470.43868
• Monoisotopic Mass: 470.16623046
• SMILES: n1c(nc2c(c1N)nc(c(n2)O)CN(c1ccc(cc1)C(=O)N[C@@H](CCC(=O)O)C(=O)O)C)N
• Canonical SMILES: OC(=O)CC[C@@H](C(=O)O)NC(=O)c1ccc(cc1)N(Cc1nc2c(N)nc(nc2nc1O)N)C
• InChI: InChI=1S/C20H22N8O6/c1-28(8-12-18(32)26-16-14(23-12)15(21)25-20(22)27-16)10-4-2-9(3-5-10)17(31)24-11(19(33)34)6-7-13(29)30/h2-5,11H,6-8H2,1H3,(H,24,31)(H,29,30)(H,33,34)(H5,21,22,25,26,27,32)/t11-/m0/s1
• InChIKey: HODZDDDNGRLGSI-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(4-{[(2,4-diamino-7-hydroxypteridin-6-yl)methyl](methyl)amino}phenyl)formamido]pentanedioic acid
• IUPAC Traditional name: (2S)-2-[(4-{[(2,4-diamino-7-hydroxypteridin-6-yl)methyl](methyl)amino}phenyl)formamido]pentanedioic acid
• Synonyms: 7-Hydroxy Amethopterin, 4-Amino-7-hydroxy-10-methylpteroylglutamic Acid; N-[4-[[(2,4-Diamino-7,8-dihydro-7-oxo-6-pteridinyl)methyl]methylamino]benzoyl]-L-glutamic Acid; NSC 380962; 7-Hydroxy Methotrexate

Database IDs

• CAS Number: 5939-37-7
• PubChem SID: 164226644
• PubChem CID: 5484402

CALCULATED PROPERTIES

• Acid pKa: 3.2591975
• H Acceptors: 13
• H Donor: 6
• LogD (pH = 5.5): -3.3502214
• LogD (pH = 7.4): -6.288946
• Log P: 0.06652403
• Molar Refractivity: 121.5052 cm^3
• Polarizability: 44.190212 Å^3
• Polar Surface Area: 230.77 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Water and Ammonium Hydroxide; Water and Sodium Hydroxide
• Apperance: Yellow Solid
• Melting Point: >200°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - H945925

A metabolite of Methotrexate, which is used as a antineoplastic and antirheumatic.