2'-Fluoroaminopterin
Basic information
- CAS
85803-29-8- Standard SMILES
Nc1nc(N)c2nc(CNc3ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)c(F)c3)cnc2n1- InChIKey
OSRHQFAITKCASI-LBPRGKRZSA-N- Molecular formula
- C19H19FN8O5
- Average molar mass
- 458.4 g/mol
- Monoisotopic mass
- 458.1462439
Overview
RN & structure from first source; RN not in Chemline 8/83
Names & identifiers
- Preferred name
- 2'-Fluoroaminopterin
- IUPAC
- (2S)-2-[[4-[(2,4-diaminopteridin-6-yl)methylamino]-2-fluorobenzoyl]amino]pentanedioic acid
- English name
- 2'-fluoroaminopterin
- Molecular formula
- C19H19FN8O5
- Molecular weight
- 458.4
Names & synonyms
2'-Fluoroaminopterin85803-29-8RefChem:80337(2S)-2-[[4-[(2,4-diaminopteridin-6-yl)methylamino]-2-fluorobenzoyl]amino]pentanedioic acidN-(4-{[(2,4-Diamino-6-pteridinyl)methyl]amino}-2-fluorobenzoyl)-L-glutamic acidL-Glutamic acid, N-(4-(((2,4-diamino-6-pteridinyl)methyl)amino)-2-fluorobenzoyl)-orb1702649DTXSID101006389AKOS040746477(4-(((2,4-diaminopteridin-6-yl)methyl)amino)-2-fluorobenzoyl)-L-glutamic acidCS-0083947T24972
Show more names
2' Fluoroaminopterin,2'FluoroaminopterinL-Glutamic acid, N-[4-[[(2,4-diamino-6-pteridinyl)methyl]amino]-2-fluorobenzoyl]-
N-[(4-{[(4-Amino-2-imino-2,3-dihydropteridin-6-yl)methyl]amino}-2-fluorophenyl)(hydroxy)methylidene]-L-glutamic acidN-[(4-{[(4-Amino-2-imino-2,3-dihydropteridin-6-yl)methyl]amino}-2-fluorophenyl)(hydroxy)methylidene]glutamic acid
Database identifiers
- CAS
Properties
Computed structural properties
- XLogP
- -1.9
- Topological polar surface area
- 219 Ų
- Hydrogen bond donors
- 6
- Hydrogen bond acceptors
- 13
- Rotatable bonds
- 9
- Heavy atoms
- 33
- Formal charge
- 0
- Complexity
- 718
Physicochemical properties
- Density
- 1.629 · 1.629±0.06 g/cm3(Predicted)
- pka
- 3.41 · 3.41±0.10(Predicted)
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Inhibitors of the enzyme, dihydrofolate reductase (TETRAHYDROFOLATE DEHYDROGENASE), which converts dihydrofolate (FH2) to tetrahydrofolate (FH4). They are frequently used in cancer chemotherapy. (From AMA, Drug Evaluations Annual, 1994, p2033)
Applications
Uses2'-Fluoroaminopterin is an active compound.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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