(2R)-2-{[4-({[(6R)-2-amino-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)phenyl]formamido}pentanedioic acid

• ChemBase ID: 1797
• Molecular Formular: C19H23N7O6
• Molecular Mass: 445.42922
• Monoisotopic Mass: 445.17098149
• SMILES: Nc1nc2c(N[C@H](CNc3ccc(cc3)C(=O)N[C@H](CCC(=O)O)C(=O)O)CN2)c(=O)[nH]1
• Canonical SMILES: OC(=O)CC[C@H](C(=O)O)NC(=O)c1ccc(cc1)NC[C@@H]1CNc2c(N1)c(=O)[nH]c(n2)N
• InChI: InChI=1S/C19H23N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,11-12,21,23H,5-8H2,(H,24,29)(H,27,28)(H,31,32)(H4,20,22,25,26,30)/t11-,12-/m1/s1
• InChIKey: MSTNYGQPCMXVAQ-VXGBXAGGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[4-({[(6R)-2-amino-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)phenyl]formamido}pentanedioic acid
• IUPAC Traditional name: @(6s)-5,6,7,8-tetrahydrofolate
• Synonyms: (6s)-5,6,7,8-Tetrahydrofolate

Database IDs

• CAS Number: 135-16-0
• PubChem SID: 46508587; 160965253
• PubChem CID: 46936291

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.1998396
• H Acceptors: 11
• H Donor: 8
• LogD (pH = 5.5): -5.3096776
• LogD (pH = 7.4): -8.080705
• Log P: -3.2120814
• Molar Refractivity: 121.5866 cm^3
• Polarizability: 41.3385 Å^3
• Polar Surface Area: 207.27 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.48
• LOG S: -3.19
• Solubility (Water): 2.88e-01 g/l

DETAILS

DrugBank - DB02031

Drug information: experimental