(2R)-2-[(4-{[(2-amino-4-oxo-1,4,7,8-tetrahydropteridin-6-yl)methyl]amino}phenyl)formamido]pentanedioic acid

• ChemBase ID: 1781
• Molecular Formular: C19H21N7O6
• Molecular Mass: 443.41334
• Monoisotopic Mass: 443.15533143
• SMILES: Nc1nc(=O)c2c(NCC(=N2)CNc2ccc(cc2)C(=O)N[C@H](CCC(=O)O)C(=O)O)[nH]1
• Canonical SMILES: OC(=O)CC[C@H](C(=O)O)NC(=O)c1ccc(cc1)NCC1=Nc2c(NC1)[nH]c(nc2=O)N
• InChI: InChI=1S/C19H21N7O6/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/h1-4,12,21H,5-8H2,(H,24,29)(H,27,28)(H,31,32)(H4,20,22,25,26,30)/t12-/m1/s1
• InChIKey: OZRNSSUDZOLUSN-GFCCVEGCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-[(4-{[(2-amino-4-oxo-1,4,7,8-tetrahydropteridin-6-yl)methyl]amino}phenyl)formamido]pentanedioic acid
• IUPAC Traditional name: @dihydrofolic acid
• Synonyms: Dihydrofolic Acid

Database IDs

• CAS Number: 4033-27-6
• PubChem SID: 160965237; 46508318
• PubChem CID: 16219270

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.3853462
• H Acceptors: 12
• H Donor: 7
• LogD (pH = 5.5): -5.039973
• LogD (pH = 7.4): -8.1166935
• Log P: -1.8149132
• Molar Refractivity: 120.9914 cm^3
• Polarizability: 40.931744 Å^3
• Polar Surface Area: 207.6 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.93
• LOG S: -3.5
• Solubility (Water): 1.41e-01 g/l

DETAILS

DrugBank - DB02015

Drug information: experimental