(2R)-2-{[4-({[(6R)-2-amino-5-formyl-4-oxo-1,4,5,6-tetrahydropteridin-6-yl]methyl}amino)phenyl]formamido}pentanedioic acid

• ChemBase ID: 2439
• Molecular Formular: C20H21N7O7
• Molecular Mass: 471.42344
• Monoisotopic Mass: 471.15024605
• SMILES: Nc1nc(=O)c2c([nH]1)N=C[C@@H](CNc1ccc(cc1)C(=O)N[C@H](CCC(=O)O)C(=O)O)N2C=O
• Canonical SMILES: O=CN1[C@H](CNc2ccc(cc2)C(=O)N[C@@H](C(=O)O)CCC(=O)O)C=Nc2c1c(=O)nc([nH]2)N
• InChI: InChI=1S/C20H21N7O7/c21-20-25-16-15(18(32)26-20)27(9-28)12(8-23-16)7-22-11-3-1-10(2-4-11)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,8-9,12-13,22H,5-7H2,(H,24,31)(H,29,30)(H,33,34)(H3,21,25,26,32)/t12-,13-/m1/s1
• InChIKey: CJLRPFSRJZBYFE-CHWSQXEVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[4-({[(6R)-2-amino-5-formyl-4-oxo-1,4,5,6-tetrahydropteridin-6-yl]methyl}amino)phenyl]formamido}pentanedioic acid
• IUPAC Traditional name: @5-formyl-6-hydrofolic acid
• Synonyms: 5-Formyl-6-Hydrofolic Acid

Database IDs

• PubChem SID: 46506890; 160965890
• PubChem CID: 46936466

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.3646734
• H Acceptors: 12
• H Donor: 6
• LogD (pH = 5.5): -5.6978707
• LogD (pH = 7.4): -8.759567
• Log P: -4.0277457
• Molar Refractivity: 125.9257 cm^3
• Polarizability: 42.90561 Å^3
• Polar Surface Area: 215.88 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.21
• LOG S: -3.65
• Solubility (Water): 1.05e-01 g/l

DETAILS

DrugBank - DB02718

Drug information: experimental