2,5-dioxopyrrolidin-1-yl 4-(2-{2-amino-4-oxo-1H,4H,7H-pyrrolo[2,3-d]pyrimidin-5-yl}ethyl)benzoate

• ChemBase ID: 165471
• Molecular Formular: C19H17N5O5
• Molecular Mass: 395.36878
• Monoisotopic Mass: 395.12296867
• SMILES: c1(nc(=O)c2c([nH]1)[nH]cc2CCc1ccc(cc1)C(=O)ON1C(=O)CCC1=O)N
• Canonical SMILES: O=C1CCC(=O)N1OC(=O)c1ccc(cc1)CCc1c[nH]c2c1c(=O)nc([nH]2)N
• InChI: InChI=1S/C19H17N5O5/c20-19-22-16-15(17(27)23-19)12(9-21-16)6-3-10-1-4-11(5-2-10)18(28)29-24-13(25)7-8-14(24)26/h1-2,4-5,9H,3,6-8H2,(H4,20,21,22,23,27)
• InChIKey: POQOVMMTVGBBJQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl 4-(2-{2-amino-4-oxo-1H,4H,7H-pyrrolo[2,3-d]pyrimidin-5-yl}ethyl)benzoate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl 4-(2-{2-amino-4-oxo-1H,7H-pyrrolo[2,3-d]pyrimidin-5-yl}ethyl)benzoate
• Synonyms: 4-[2-(2-Amino-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoic Acid 2,5-Dioxo-1-pyrrolidinyl Ester; 1-[[4-[2-(2-Amino-4,7-dihydro-4-oxo-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]oxy]-2,5-pyrrolidinedione; 4-[2'-(7''-Deazaguanine)ethyl]benzoic Acid N-Hydroxysuccinimide Ester

Database IDs

• CAS Number: 204257-65-8
• PubChem SID: 162259604
• PubChem CID: 71315224

CALCULATED PROPERTIES

• Rotatable Bonds: 6
• Lipinski's Rule of Five: true
• Acid pKa: 9.18404
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 1.9472708
• LogD (pH = 7.4): 1.940632
• Log P: 1.9473785
• Molar Refractivity: 101.9156 cm^3
• Polarizability: 37.796898 Å^3
• Polar Surface Area: 146.95 Å^2

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Brown Solid

DETAILS

Toronto Research Chemicals - D201350

Intermediate in the preparation of Pemetrexed.