(2S)-2-{[4-(2-{2-amino-4-oxo-1H,4H,7H-pyrrolo[2,3-d]pyrimidin-5-yl}ethyl)phenyl]formamido}pentanedioic acid

• ChemBase ID: 70504
• Molecular Formular: C20H21N5O6
• Molecular Mass: 427.41064
• Monoisotopic Mass: 427.14918342
• SMILES: C(=O)([C@H](CCC(=O)O)NC(=O)c1ccc(cc1)CCc1c2c([nH]c(nc2=O)N)[nH]c1)O
• Canonical SMILES: OC(=O)CC[C@@H](C(=O)O)NC(=O)c1ccc(cc1)CCc1c[nH]c2c1c(=O)nc([nH]2)N
• InChI: InChI=1S/C20H21N5O6/c21-20-24-16-15(18(29)25-20)12(9-22-16)6-3-10-1-4-11(5-2-10)17(28)23-13(19(30)31)7-8-14(26)27/h1-2,4-5,9,13H,3,6-8H2,(H,23,28)(H,26,27)(H,30,31)(H4,21,22,24,25,29)/t13-/m0/s1
• InChIKey: WBXPDJSOTKVWSJ-ZDUSSCGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[4-(2-{2-amino-4-oxo-1H,4H,7H-pyrrolo[2,3-d]pyrimidin-5-yl}ethyl)phenyl]formamido}pentanedioic acid
• IUPAC Traditional name: pemetrexed
• Synonyms: (S)-2-(4-(2-(2-Amino-4-oxo-4,7-dihydro-1H-pyrrolo-[2,3-d]pyrimidin-5-yl)ethyl)benzamido)pentanedioic acid

Database IDs

• CAS Number: 137281-23-3
• PubChem SID: 162036219
• PubChem CID: 446556

CALCULATED PROPERTIES

• Acid pKa: 3.6202168
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -2.0363986
• LogD (pH = 7.4): -5.047145
• Log P: 0.73427606
• Molar Refractivity: 109.4496 cm^3
• Polarizability: 40.419224 Å^3
• Polar Surface Area: 186.97 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95+%